Floridarealestatesellers.com Search Results

$2,849,500

Welcome to the island lifestyle you've been dreaming of in the heart of beautiful Anna Maria Island! Perfectly positioned on the coveted north end of the island, this exceptional location places you just moments from the sugar-white sandy beaches of the Gulf and only a few blocks from the iconic Pine Avenue, where you'll enjoy locally owned boutiques, waterfront restaurants, charming cafés, art galleries, live music, and the beloved Anna Maria City Pier. Built in 2017, this elevated Key West-inspired POOL home offers nearly 2,200 square feet of beautifully designed living space with 4 bedrooms, 4.5 bathrooms, a private elevator, and comes completely TURNKEY. Stepping inside, you'll immediately appreciate the open concept floorplan accented by gorgeous wood-look tile flooring throughout and a stunning shiplap wood vaulted ceiling that perfectly captures the home's coastal character. The kitchen is truly the heart of the home, featuring a large center island with generous barstool seating, top-of-the-line stainless steel appliances, a wine refrigerator, custom white cabinetry, a custom vent hood, and a modern backsplash that ties the space together beautifully. The living and dining areas seamlessly flow outdoors through sliding glass doors that open onto the expansive covered balcony. Overlooking your private tropical backyard oasis, this is the perfect setting for indoor-outdoor living and entertaining. Each of the four spacious bedrooms offers its own private ensuite bathroom, providing comfort and privacy for family and guests alike, while the additional half bathroom is perfectly situated for visitors. Take the spiral staircase down to your backyard retreat where resort-style living awaits. The under-home patio features a beautiful wood plank ceiling that adds even more coastal charm, along with an expansive entertaining area complete with a bar. The freeform heated swimming pool is the true centerpiece, featuring a built-in pool tabletop with umbrella space, a relaxing spa, and lush tropical landscaping that creates a private paradise you'll never want to leave. Currently operating as a profitable vacation rental, this home offers exceptional income-producing potential while also serving as the perfect personal beach retreat. Here, golf carts and bicycles are the preferred way to get around, towering palms line the streets, and every day feels like a vacation. Spend your mornings walking the beach in search of seashells, afternoons paddleboarding or boating on crystal-clear waters, and evenings watching spectacular Gulf sunsets before grabbing fresh seafood overlooking the bay. With no high-rise buildings, Anna Maria has preserved its authentic Old Florida charm while remaining conveniently close to Bradenton, Sarasota, St. Petersburg, and Tampa. Whether you're searching for a luxurious full-time residence, an unforgettable vacation home, or a high-performing investment property, there are few places quite like Anna Maria Island. This is a rare opportunity to own a piece of paradise in one of Florida's most sought-after coastal communities, schedule your showing today!

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to the island lifestyle you've been dreaming of in the heart of beautiful Anna Maria Island! Perfectly positioned on the coveted north end of the island, this exceptional location places you just moments from the sugar-white sandy beaches of the Gulf and only a few blocks from the iconic Pine Avenue, where you'll enjoy locally owned boutiques, waterfront restaurants, charming cafés, art galleries, live music, and the beloved Anna Maria City Pier. Built in 2017, this elevated Key West-inspired POOL home offers nearly 2,200 square feet of beautifully designed living space with 4 bedrooms, 4.5 bathrooms, a private elevator, and comes completely TURNKEY. Stepping inside, you'll immediately appreciate the open concept floorplan accented by gorgeous wood-look tile flooring throughout and a stunning shiplap wood vaulted ceiling that perfectly captures the home's coastal character. The kitchen is truly the heart of the home, featuring a large center island with generous barstool seating, top-of-the-line stainless steel appliances, a wine refrigerator, custom white cabinetry, a custom vent hood, and a modern backsplash that ties the space together beautifully. The living and dining areas seamlessly flow outdoors through sliding glass doors that open onto the expansive covered balcony. Overlooking your private tropical backyard oasis, this is the perfect setting for indoor-outdoor living and entertaining. Each of the four spacious bedrooms offers its own private ensuite bathroom, providing comfort and privacy for family and guests alike, while the additional half bathroom is perfectly situated for visitors. Take the spiral staircase down to your backyard retreat where resort-style living awaits. The under-home patio features a beautiful wood plank ceiling that adds even more coastal charm, along with an expansive entertaining area complete with a bar. The freeform heated swimming pool is the true centerpiece, featuring a built-in pool tabletop with umbrella space, a relaxing spa, and lush tropical landscaping that creates a private paradise you'll never want to leave. Currently operating as a profitable vacation rental, this home offers exceptional income-producing potential while also serving as the perfect personal beach retreat. Here, golf carts and bicycles are the preferred way to get around, towering palms line the streets, and every day feels like a vacation. Spend your mornings walking the beach in search of seashells, afternoons paddleboarding or boating on crystal-clear waters, and evenings watching spectacular Gulf sunsets before grabbing fresh seafood overlooking the bay. With no high-rise buildings, Anna Maria has preserved its authentic Old Florida charm while remaining conveniently close to Bradenton, Sarasota, St. Petersburg, and Tampa. Whether you're searching for a luxurious full-time residence, an unforgettable vacation home, or a high-performing investment property, there are few places quite like Anna Maria Island. This is a rare opportunity to own a piece of paradise in one of Florida's most sought-after coastal communities, schedule your showing today!

418 Magnolia Avenue, Anna Maria

$5,495,000

Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to create a remarkable home. More than a home, The Palm captures the very best of Anna Maria Island living. Thoughtfully custom built by Eason Builder Group, this newly completed waterfront residence features five bedrooms, five full baths, one half bath, and more than 3,260 square feet of beautifully designed living space where coastal elegance meets exceptional craftsmanship. Every room has been thoughtfully curated to create an effortless connection between sophisticated design and the natural beauty that surrounds it. Walls of impact glass fill the home with natural light, while tongue-and-groove cypress ceilings, custom millwork, natural stone, and carefully selected finishes create a home that feels refined and welcoming. The open floor plan was designed for effortless entertaining and everyday living, featuring spacious gathering areas, luxurious private suites, a custom bunk room, and seamless transitions between indoor and outdoor spaces. Integrated smart home technology, an elevator, premium impact-rated windows and doors, Daikin HVAC systems, tankless water heaters, composite decking, and quality craftsmanship throughout reflect the care and attention that went into every detail. Outside, the experience is every bit as impressive. A resort-style pool with a raised spa anchors the backyard, surrounded by tropical landscaping that creates beauty and privacy. The covered lanai offers multiple spaces to gather, including an outdoor kitchen, bar seating, comfortable lounge areas, and dining space designed for entertaining family and friends. A private putting green adds another element of fun. One of the home’s most memorable features is the expansive rooftop deck, designed for sunset cocktails and panoramic views stretching across Anna Maria Island. For boating enthusiasts, The Palm offers one of the island’s most desirable features—a private dock with a 16,000-pound boat lift and direct, no-bridge access to the Gulf, allowing you to leave your backyard and be on open water within minutes. Beyond the property itself lies the lifestyle that makes Anna Maria Island so special. Leave the car behind and explore the island by golf cart or bicycle. Spend your mornings browsing the boutiques, cafés, and local shops along charming Pine Avenue, your afternoons on the island’s world-famous sugar-white beaches, and your evenings enjoying waterfront dining before watching another unforgettable Gulf sunset. Here, life moves at a different pace—one defined by boating, fishing, paddleboarding, beach walks, and the timeless character that continues to make Anna Maria Island one of the Gulf Coast’s most treasured destinations. Whether you’re searching for a private waterfront retreat, a seasonal residence, or a high-end vacation rental with exceptional income potential, The Palm offers a rare opportunity to enjoy the very best of island living while owning one of Anna Maria Island’s premier waterfront homes. Beautifully designed, expertly built, and perfectly positioned, The Palm is more than a residence—it is a place where family and friends gather, memories are made, and the best of Anna Maria Island becomes part of everyday life.

5 Beds ⋅ 6 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to create a remarkable home. More than a home, The Palm captures the very best of Anna Maria Island living. Thoughtfully custom built by Eason Builder Group, this newly completed waterfront residence features five bedrooms, five full baths, one half bath, and more than 3,260 square feet of beautifully designed living space where coastal elegance meets exceptional craftsmanship. Every room has been thoughtfully curated to create an effortless connection between sophisticated design and the natural beauty that surrounds it. Walls of impact glass fill the home with natural light, while tongue-and-groove cypress ceilings, custom millwork, natural stone, and carefully selected finishes create a home that feels refined and welcoming. The open floor plan was designed for effortless entertaining and everyday living, featuring spacious gathering areas, luxurious private suites, a custom bunk room, and seamless transitions between indoor and outdoor spaces. Integrated smart home technology, an elevator, premium impact-rated windows and doors, Daikin HVAC systems, tankless water heaters, composite decking, and quality craftsmanship throughout reflect the care and attention that went into every detail. Outside, the experience is every bit as impressive. A resort-style pool with a raised spa anchors the backyard, surrounded by tropical landscaping that creates beauty and privacy. The covered lanai offers multiple spaces to gather, including an outdoor kitchen, bar seating, comfortable lounge areas, and dining space designed for entertaining family and friends. A private putting green adds another element of fun. One of the home’s most memorable features is the expansive rooftop deck, designed for sunset cocktails and panoramic views stretching across Anna Maria Island. For boating enthusiasts, The Palm offers one of the island’s most desirable features—a private dock with a 16,000-pound boat lift and direct, no-bridge access to the Gulf, allowing you to leave your backyard and be on open water within minutes. Beyond the property itself lies the lifestyle that makes Anna Maria Island so special. Leave the car behind and explore the island by golf cart or bicycle. Spend your mornings browsing the boutiques, cafés, and local shops along charming Pine Avenue, your afternoons on the island’s world-famous sugar-white beaches, and your evenings enjoying waterfront dining before watching another unforgettable Gulf sunset. Here, life moves at a different pace—one defined by boating, fishing, paddleboarding, beach walks, and the timeless character that continues to make Anna Maria Island one of the Gulf Coast’s most treasured destinations. Whether you’re searching for a private waterfront retreat, a seasonal residence, or a high-end vacation rental with exceptional income potential, The Palm offers a rare opportunity to enjoy the very best of island living while owning one of Anna Maria Island’s premier waterfront homes. Beautifully designed, expertly built, and perfectly positioned, The Palm is more than a residence—it is a place where family and friends gather, memories are made, and the best of Anna Maria Island becomes part of everyday life.

411 Palm Avenue, Anna Maria

$8,995,000

Experience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay canal with sweeping views of Tampa Bay, this brand-new modern masterpiece by Tulia Homes offers the pinnacle of waterfront luxury on Anna Maria Island. Completely reimagined as a stunning contemporary build, this 5-bedroom, 5-bath home seamlessly blends sleek architecture with the relaxed elegance of coastal Florida living. From the moment you arrive, the home welcomes you with abundant natural light, open-concept living spaces, and thoughtfully designed interiors that flow effortlessly to the outdoors. The chef-inspired kitchen anchors the heart of the home, perfect for everything from intimate family meals to lively gatherings. A huge walk in pantry with an extra refrigerator for convenience. Generous bedroom suites provide private retreats, each finished with premium details and spa-like baths. Outside, your personal waterfront oasis awaits. Dive into the sparkling private heated pool, entertain on expansive lanai spaces and the roof top deck, or head straight to your private boat lift and dock for a day on the water. With direct canal access and breathtaking bay vistas, every day feels like a vacation in this north-facing retreat. Enjoy the private pickle ball court right in your backyard! Ideally located on coveted Anna Maria Island, this home puts you just moments from pristine beaches, charming shops, and top-rated dining, while offering easy access to boating, fishing, and all the Gulf Coast has to offer. Whether you’re seeking a primary residence, family getaway, or premium investment property, 703 S Bay Blvd delivers an unparalleled lifestyle in one of Florida’s most desirable coastal communities. Discover modern sophistication, effortless waterfront living, and island charm—all in one extraordinary home. Schedule your private tour today and make this Anna Maria dream your reality.

5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code

Experience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay canal with sweeping views of Tampa Bay, this brand-new modern masterpiece by Tulia Homes offers the pinnacle of waterfront luxury on Anna Maria Island. Completely reimagined as a stunning contemporary build, this 5-bedroom, 5-bath home seamlessly blends sleek architecture with the relaxed elegance of coastal Florida living. From the moment you arrive, the home welcomes you with abundant natural light, open-concept living spaces, and thoughtfully designed interiors that flow effortlessly to the outdoors. The chef-inspired kitchen anchors the heart of the home, perfect for everything from intimate family meals to lively gatherings. A huge walk in pantry with an extra refrigerator for convenience. Generous bedroom suites provide private retreats, each finished with premium details and spa-like baths. Outside, your personal waterfront oasis awaits. Dive into the sparkling private heated pool, entertain on expansive lanai spaces and the roof top deck, or head straight to your private boat lift and dock for a day on the water. With direct canal access and breathtaking bay vistas, every day feels like a vacation in this north-facing retreat. Enjoy the private pickle ball court right in your backyard! Ideally located on coveted Anna Maria Island, this home puts you just moments from pristine beaches, charming shops, and top-rated dining, while offering easy access to boating, fishing, and all the Gulf Coast has to offer. Whether you’re seeking a primary residence, family getaway, or premium investment property, 703 S Bay Blvd delivers an unparalleled lifestyle in one of Florida’s most desirable coastal communities. Discover modern sophistication, effortless waterfront living, and island charm—all in one extraordinary home. Schedule your private tour today and make this Anna Maria dream your reality.

703 S Bay Boulevard, Anna Maria

$3,250,000

Unparalleled luxury, unmatched value: recently reduced by $400K! Discover the essence of island living at this premier north-end Anna Maria Island retreat, ideally positioned just moments from the sugar-sand shores of Bean Point and the tranquil waters of Tampa Bay. Following a total gut and comprehensive renovation completed in 2021, this coastal residence offers the perfect blend of modern luxury, comfort, and outdoor living. Situated on a private corner lot in one of the island's most sought-after neighborhoods, the open-concept floor plan is masterfully designed for entertaining. It features 4 bedrooms, 3.5 baths, soaring ceilings, abundant natural light, and seamless indoor-outdoor living. The chef's kitchen boasts a gas range, premium quartz countertops and opens beautifully to spacious living and dining areas, while multiple balconies and covered decks create inviting spaces to enjoy sea breezes and glimpses of the bay. The resort-style outdoor setting is truly exceptional, featuring a heated saltwater lap pool and spa, putting green, outdoor shower, lush tropical landscaping, and multiple gathering areas designed for relaxation and entertaining. Aside from being a dream personal getaway, this property is a proven investment powerhouse. It has happily welcomed guests year after year, consistently generating a fantastic rental income between $315,000 and $347,000 for each of the past four years! With a strong, established rental history and future bookings already in place, it is ready to start earning for you on day one. Detailed rental financials are available upon request. This is a rare opportunity to acquire a fully updated, income-producing luxury island home in one of Anna Maria's most desirable locations, just moments from world-famous beaches, waterfront dining, boutique shopping, and spectacular Gulf Coast sunsets.

4 Beds ⋅ 4 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Unparalleled luxury, unmatched value: recently reduced by $400K! Discover the essence of island living at this premier north-end Anna Maria Island retreat, ideally positioned just moments from the sugar-sand shores of Bean Point and the tranquil waters of Tampa Bay. Following a total gut and comprehensive renovation completed in 2021, this coastal residence offers the perfect blend of modern luxury, comfort, and outdoor living. Situated on a private corner lot in one of the island's most sought-after neighborhoods, the open-concept floor plan is masterfully designed for entertaining. It features 4 bedrooms, 3.5 baths, soaring ceilings, abundant natural light, and seamless indoor-outdoor living. The chef's kitchen boasts a gas range, premium quartz countertops and opens beautifully to spacious living and dining areas, while multiple balconies and covered decks create inviting spaces to enjoy sea breezes and glimpses of the bay. The resort-style outdoor setting is truly exceptional, featuring a heated saltwater lap pool and spa, putting green, outdoor shower, lush tropical landscaping, and multiple gathering areas designed for relaxation and entertaining. Aside from being a dream personal getaway, this property is a proven investment powerhouse. It has happily welcomed guests year after year, consistently generating a fantastic rental income between $315,000 and $347,000 for each of the past four years! With a strong, established rental history and future bookings already in place, it is ready to start earning for you on day one. Detailed rental financials are available upon request. This is a rare opportunity to acquire a fully updated, income-producing luxury island home in one of Anna Maria's most desirable locations, just moments from world-famous beaches, waterfront dining, boutique shopping, and spectacular Gulf Coast sunsets.

256 Gladiolus Street, Anna Maria

$3,495,000

Don't miss this Eason Builders Group custom-built pool home located on the desirable north end of Anna Maria Island, just a short distance to the beach, Bayfront Park, Pine Avenue, City Pier, restaurants, and shopping. Built with quality and durability in mind, this four-bedroom, four-and-a-half-bath home features concrete block construction, a standing seam metal roof, impact-rated windows and doors, an elevator servicing all levels, and high-end finishes throughout. Spanning three living levels and topped by a rooftop deck, the home offers panoramic island views, sunset views, and views of the Sunshine Skyway Bridge. The open-concept floor plan features high ceilings, extensive custom trim work, a gas fireplace, built-in seating, and multiple covered balconies. The kitchen is equipped with Bosch appliances, quartz countertops, custom cabinetry, a large pantry, and an oversized island with ample seating. A separate dining area opens directly to the covered balcony, creating additional space for entertaining. All four bedrooms feature private en-suite baths. The primary suite includes a walk-in closet, soaking tub, private balcony, and views toward Tampa Bay. The outdoor living space was designed for privacy and functionality, with mature tropical landscaping surrounding the oversized heated pool, spa, and multiple gathering areas. A three-car garage and generous owner's storage provide plenty of room for beach gear, bikes, and recreational equipment. Combining quality construction, thoughtful design, rooftop views, privacy, and a prime north-end location, this property is well suited as a primary residence, second home, or island retreat.

4 Beds ⋅ 5 Baths ⋅ South Bay Subdivision SubDv. ⋅ 34216 Zip Code

Don't miss this Eason Builders Group custom-built pool home located on the desirable north end of Anna Maria Island, just a short distance to the beach, Bayfront Park, Pine Avenue, City Pier, restaurants, and shopping. Built with quality and durability in mind, this four-bedroom, four-and-a-half-bath home features concrete block construction, a standing seam metal roof, impact-rated windows and doors, an elevator servicing all levels, and high-end finishes throughout. Spanning three living levels and topped by a rooftop deck, the home offers panoramic island views, sunset views, and views of the Sunshine Skyway Bridge. The open-concept floor plan features high ceilings, extensive custom trim work, a gas fireplace, built-in seating, and multiple covered balconies. The kitchen is equipped with Bosch appliances, quartz countertops, custom cabinetry, a large pantry, and an oversized island with ample seating. A separate dining area opens directly to the covered balcony, creating additional space for entertaining. All four bedrooms feature private en-suite baths. The primary suite includes a walk-in closet, soaking tub, private balcony, and views toward Tampa Bay. The outdoor living space was designed for privacy and functionality, with mature tropical landscaping surrounding the oversized heated pool, spa, and multiple gathering areas. A three-car garage and generous owner's storage provide plenty of room for beach gear, bikes, and recreational equipment. Combining quality construction, thoughtful design, rooftop views, privacy, and a prime north-end location, this property is well suited as a primary residence, second home, or island retreat.

526 Seagull Way, Anna Maria

$2,175,000

Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities by Forbes, this is the kind of home that turns heads before you even walk through the door. Four-car garage plus additional off-street parking front and back means no compromises, whether you're hosting a full house or storing all the toys that come with island life. The open, airy layout with vaulted ceilings and warm wood accents gives you that treehouse-in-the-palms feeling the moment you arrive. Two bedrooms open directly to a private back deck. The pool is your backyard centerpiece. Stroll to Pine Avenue for coffee, dinner, and boutique shopping. Catch the free island trolley at the corner. The Gulf and the Bay are both within easy reach and you are centered between them. No HOA. Weekly rentals permitted. Turnkey furnished. Whether this becomes your primary island escape or a high-performing vacation rental, the bones, the location, and the lifestyle are already here waiting.

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities by Forbes, this is the kind of home that turns heads before you even walk through the door. Four-car garage plus additional off-street parking front and back means no compromises, whether you're hosting a full house or storing all the toys that come with island life. The open, airy layout with vaulted ceilings and warm wood accents gives you that treehouse-in-the-palms feeling the moment you arrive. Two bedrooms open directly to a private back deck. The pool is your backyard centerpiece. Stroll to Pine Avenue for coffee, dinner, and boutique shopping. Catch the free island trolley at the corner. The Gulf and the Bay are both within easy reach and you are centered between them. No HOA. Weekly rentals permitted. Turnkey furnished. Whether this becomes your primary island escape or a high-performing vacation rental, the bones, the location, and the lifestyle are already here waiting.

315 Spring Avenue, Anna Maria

$4,095,000

Located just two blocks from Bean Point on the coveted north end of Anna Maria Island, this beautifully designed 2023 residence offers a rare combination of privacy, walkability, and elevated coastal living. Never used as a rental, the home has been carefully maintained as a private retreat and is offered fully furnished. Professionally designed by Emily Moss Designs and recognized by SRQ Magazine as a 2025 Home of the Year, the residence blends architectural detail with relaxed island elegance. The main living level features an open floor plan with coffered ceilings, gas fireplace, wet bar, powder room, and balcony access. The primary suite includes a private balcony, walk-in closet, dedicated laundry area, and a spacious spa-style bath with soaking tub and multi-feature shower. The large chef’s kitchen is appointed with distinctive cabinetry, Thermador appliances, generous island seating for five, and an inviting eat-in dining area designed for effortless everyday living and entertaining. A detached guest suite connected by a covered walkway offers its own private entrance, refrigerator, full bath, private balcony overlooking the pool, and garage—ideal for extended family or guests seeking independence and privacy. Upstairs, two additional king en-suite bedrooms with vaulted beamed ceilings are centered around a private second-level sitting area with television, balcony access, and laundry room—creating a comfortable and well-separated guest retreat. Two rooftop decks capture sweeping Gulf views and vistas toward the Sunshine Skyway Bridge—perfect for sunrise, sunset, and evening skies. Outdoor living centers around a beautifully landscaped private courtyard complete with pool, heated spa, putting green, and an expansive covered lanai designed for year-round enjoyment. A two-person dry sauna and flexible lower-level space add further comfort and versatility. Constructed in 2023 with elevated hurricane-rated block construction, impact windows and doors, a metal roof, and low-maintenance composite decking, the home combines durability with thoughtful design. Elevator access to all living levels and multiple garage bays with gated boat or RV storage provide exceptional convenience and parking flexibility—rare on the north end. Situated on a desirable corner lot just moments from the Gulf and Pine Avenue, this is a unique opportunity to own a nearly new, designer-furnished island residence in one of Anna Maria’s most sought-after locations. Detailed property brochure available.

4 Beds ⋅ 5 Baths ⋅ Shore Acre Heights SubDv. ⋅ 34216 Zip Code

Located just two blocks from Bean Point on the coveted north end of Anna Maria Island, this beautifully designed 2023 residence offers a rare combination of privacy, walkability, and elevated coastal living. Never used as a rental, the home has been carefully maintained as a private retreat and is offered fully furnished. Professionally designed by Emily Moss Designs and recognized by SRQ Magazine as a 2025 Home of the Year, the residence blends architectural detail with relaxed island elegance. The main living level features an open floor plan with coffered ceilings, gas fireplace, wet bar, powder room, and balcony access. The primary suite includes a private balcony, walk-in closet, dedicated laundry area, and a spacious spa-style bath with soaking tub and multi-feature shower. The large chef’s kitchen is appointed with distinctive cabinetry, Thermador appliances, generous island seating for five, and an inviting eat-in dining area designed for effortless everyday living and entertaining. A detached guest suite connected by a covered walkway offers its own private entrance, refrigerator, full bath, private balcony overlooking the pool, and garage—ideal for extended family or guests seeking independence and privacy. Upstairs, two additional king en-suite bedrooms with vaulted beamed ceilings are centered around a private second-level sitting area with television, balcony access, and laundry room—creating a comfortable and well-separated guest retreat. Two rooftop decks capture sweeping Gulf views and vistas toward the Sunshine Skyway Bridge—perfect for sunrise, sunset, and evening skies. Outdoor living centers around a beautifully landscaped private courtyard complete with pool, heated spa, putting green, and an expansive covered lanai designed for year-round enjoyment. A two-person dry sauna and flexible lower-level space add further comfort and versatility. Constructed in 2023 with elevated hurricane-rated block construction, impact windows and doors, a metal roof, and low-maintenance composite decking, the home combines durability with thoughtful design. Elevator access to all living levels and multiple garage bays with gated boat or RV storage provide exceptional convenience and parking flexibility—rare on the north end. Situated on a desirable corner lot just moments from the Gulf and Pine Avenue, this is a unique opportunity to own a nearly new, designer-furnished island residence in one of Anna Maria’s most sought-after locations. Detailed property brochure available.

416 Alamanda Road, Anna Maria

$4,495,000

Welcome to The Beachwood! Discover coastal elegance in this brand-new constructed home with elevator on the coveted North End of Anna Maria Island. This exceptional 4-bedroom, 4-bathroom home offers the ultimate island lifestyle with contemporary elegance and breathtaking views. Boasting a private heated saltwater pool & spa surrounded by tropical palms, multiple spacious balconies, and a ooftop deck with spectacular views of the Gulf, this home is designed for effortless entertaining and unforgettable sunsets. Inside you will find a spacious open living area with a chef’s kitchen including high end Thermador appliances, bar with a wine and beverage fridge, and cozy fireplace to relax. Tastefully furnished and decorated with calming colors and natural materials, this open design also allows for plenty of natural light and inviting views of the mature tropical landscape. Enjoy the beauty of the custom wood features in the home like the live edge teak mantel, and the upstairs coffee and beverage bar cut out of Brazilian hardwood. You can read and study in the privacy of the office with built-in bookshelves or relax outside the office on the balcony. Either side of the home features custom IPE wood and metal gated fences for luxuriousness and ultimate privacy. There’s a large two-car garage with plenty of storage space. The home is secured with impact and hurricane sliders and windows. Perfectly situated between the beautiful beaches of Bean Point and Pine Avenue, you’re just steps away from serene bayfront beaches, restaurants, boutique shopping, and waterfront recreation. Whether you’re relaxing in the spa after a day at the beach or hosting friends on the rooftop with panoramic vistas of Tampa Bay and the Skyway Bridge, every detail invites you to unwind in paradise. Schedule your private showing today!

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to The Beachwood! Discover coastal elegance in this brand-new constructed home with elevator on the coveted North End of Anna Maria Island. This exceptional 4-bedroom, 4-bathroom home offers the ultimate island lifestyle with contemporary elegance and breathtaking views. Boasting a private heated saltwater pool & spa surrounded by tropical palms, multiple spacious balconies, and a ooftop deck with spectacular views of the Gulf, this home is designed for effortless entertaining and unforgettable sunsets. Inside you will find a spacious open living area with a chef’s kitchen including high end Thermador appliances, bar with a wine and beverage fridge, and cozy fireplace to relax. Tastefully furnished and decorated with calming colors and natural materials, this open design also allows for plenty of natural light and inviting views of the mature tropical landscape. Enjoy the beauty of the custom wood features in the home like the live edge teak mantel, and the upstairs coffee and beverage bar cut out of Brazilian hardwood. You can read and study in the privacy of the office with built-in bookshelves or relax outside the office on the balcony. Either side of the home features custom IPE wood and metal gated fences for luxuriousness and ultimate privacy. There’s a large two-car garage with plenty of storage space. The home is secured with impact and hurricane sliders and windows. Perfectly situated between the beautiful beaches of Bean Point and Pine Avenue, you’re just steps away from serene bayfront beaches, restaurants, boutique shopping, and waterfront recreation. Whether you’re relaxing in the spa after a day at the beach or hosting friends on the rooftop with panoramic vistas of Tampa Bay and the Skyway Bridge, every detail invites you to unwind in paradise. Schedule your private showing today!

513 N Bay Boulevard, Anna Maria

$6,950,000

Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views and unforgettable sunsets. Just a 3 MINUTE WALK TO THE BEACH! The private backyard oasis includes a custom styled pool with a hot tub, a game area, and plenty of space for lounging. The primary suite, located on the third floor, includes a king bed, private balcony, and a spa-like ensuite with an enclosed shower and tub. 5 additional king bedrooms feature ensuite bathrooms, some with balcony access, while 2 king bedrooms share a hallway bathroom. The ninth bedroom offers a full-over-full bunk bed and an ensuite bath. ALL FURNISHINGS INCLUDED. Additional highlights include an elevator, game room, and parking for up to FIVE cars. This ideal beach retreat combines modern elegance with relaxed island charm- GREAT RENTAL OPPORTUNITY.

9 Beds ⋅ 9 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views and unforgettable sunsets. Just a 3 MINUTE WALK TO THE BEACH! The private backyard oasis includes a custom styled pool with a hot tub, a game area, and plenty of space for lounging. The primary suite, located on the third floor, includes a king bed, private balcony, and a spa-like ensuite with an enclosed shower and tub. 5 additional king bedrooms feature ensuite bathrooms, some with balcony access, while 2 king bedrooms share a hallway bathroom. The ninth bedroom offers a full-over-full bunk bed and an ensuite bath. ALL FURNISHINGS INCLUDED. Additional highlights include an elevator, game room, and parking for up to FIVE cars. This ideal beach retreat combines modern elegance with relaxed island charm- GREAT RENTAL OPPORTUNITY.

9407 Gulf Dr, Anna Maria

$1,895,000

Anna Maria Island Income-Producing Beach Retreat | 3BR/2BA | Oversized Pool + Spa Exceptional opportunity to own an elevated 3-bedroom, 2-bath home on Anna Maria Island, just a short walk to the beach. Whether you’re looking for a personal island getaway, full-time residence, or a successful vacation rental investment, this property offers the perfect combination of lifestyle and income potential. Designed for coastal living, the home features a bright and open floor plan with spacious living and dining areas, ideal for entertaining guests or relaxing after a day in the sun. The elevated design offers added peace of mind and classic island charm. Step outside to your own private tropical oasis featuring an oversized heated pool and spa, with plenty of room for lounging, outdoor dining, and enjoying the Florida sunshine year-round. This outdoor space is a major highlight for both homeowners and vacation renters. Located in one of the most desirable areas on the North end Anna Maria Island, the home is within easy walking distance to the beach, shops, dining, and everything that makes island living so special. Property Highlights: • 3 bedrooms, 2 bathrooms • Elevated home • Oversized private pool with spa • Short walk to beach access • Proven vacation rental / income-producing property • Excellent investment potential

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Anna Maria Island Income-Producing Beach Retreat | 3BR/2BA | Oversized Pool + Spa Exceptional opportunity to own an elevated 3-bedroom, 2-bath home on Anna Maria Island, just a short walk to the beach. Whether you’re looking for a personal island getaway, full-time residence, or a successful vacation rental investment, this property offers the perfect combination of lifestyle and income potential. Designed for coastal living, the home features a bright and open floor plan with spacious living and dining areas, ideal for entertaining guests or relaxing after a day in the sun. The elevated design offers added peace of mind and classic island charm. Step outside to your own private tropical oasis featuring an oversized heated pool and spa, with plenty of room for lounging, outdoor dining, and enjoying the Florida sunshine year-round. This outdoor space is a major highlight for both homeowners and vacation renters. Located in one of the most desirable areas on the North end Anna Maria Island, the home is within easy walking distance to the beach, shops, dining, and everything that makes island living so special. Property Highlights: • 3 bedrooms, 2 bathrooms • Elevated home • Oversized private pool with spa • Short walk to beach access • Proven vacation rental / income-producing property • Excellent investment potential

228 Gladiolus Street, Anna Maria

$5,895,000

Welcome to a rare offering on the coveted north end of Anna Maria Island — a brand-new coastal sanctuary where architectural sophistication meets the timeless charm of Old Florida. Ideally positioned just steps from the sugar-white sands of the Gulf and moments from the boutique shops, galleries, and countless dining options of historic Pine Avenue and the surrounding area, this exceptional 4-bedroom, 4.5-bath residence captures the essence of elevated island living — and sits within one of the island’s most desirable short-term rental zones. Designed with a refined, light-filled aesthetic, the home welcomes you with wide-plank hardwood flooring and a seamless flow between spaces that feel at once elegant and effortless. At the heart of the main level, a designer kitchen serves as the showpiece — outfitted with custom cabinetry, a generous island with seating, premium appliances, a dedicated wet bar, and a fully appointed butler’s pantry that makes entertaining feel second nature. Multiple gathering areas, including a secondary upstairs family room, offer a thoughtful balance of togetherness and retreat. The primary suite is a private sanctuary of understated luxury, anchored by a spa-inspired bath with a sculptural soaking tub, oversized walk-in shower, and bespoke designer finishes. Three of the four bedrooms enjoy their own private ensuites, and every bedroom features a walk-in closet — a refined blend of privacy and comfort for family and guests alike. Step outside to a fully screened ground-level living area that functions as a true extension of the home, complete grilling area and lounge designed for year-round enjoyment. Beyond, a private tropical oasis unfolds around a sparkling pool with integrated spa and a gas firepit framed by lush landscaping and a vinyl privacy fence that creates a secluded, resort-caliber setting for gathering or quiet escape. Every detail has been considered for ease and longevity, including Lutron lighting controls, three-zone climate systems, a metal roof, outdoor shower, and a three-car garage. Offered fully furnished, the property is delivered as a true move in ready opportunity. Beyond the walls of the home lies the magic of the north end — the most coveted and character-rich stretch of Anna Maria Island, known for its pristine beaches, the legendary white sands of Bean Point where the Gulf meets Tampa Bay and the walkable, tree-lined corridor of Pine Avenue with its celebrated restaurants, cottage shops, and cafés. Days begin with sunrise strolls along the shore and end with sunset dinners just minutes from your front door. With short-term rentals permitted, unmatched walkability to both the beach and Pine Avenue, and a rare combination of design, location, and lifestyle, this residence represents one of the most compelling offerings on Anna Maria Island — a legacy property with exceptional income potential in Florida’s most storied coastal village.

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to a rare offering on the coveted north end of Anna Maria Island — a brand-new coastal sanctuary where architectural sophistication meets the timeless charm of Old Florida. Ideally positioned just steps from the sugar-white sands of the Gulf and moments from the boutique shops, galleries, and countless dining options of historic Pine Avenue and the surrounding area, this exceptional 4-bedroom, 4.5-bath residence captures the essence of elevated island living — and sits within one of the island’s most desirable short-term rental zones. Designed with a refined, light-filled aesthetic, the home welcomes you with wide-plank hardwood flooring and a seamless flow between spaces that feel at once elegant and effortless. At the heart of the main level, a designer kitchen serves as the showpiece — outfitted with custom cabinetry, a generous island with seating, premium appliances, a dedicated wet bar, and a fully appointed butler’s pantry that makes entertaining feel second nature. Multiple gathering areas, including a secondary upstairs family room, offer a thoughtful balance of togetherness and retreat. The primary suite is a private sanctuary of understated luxury, anchored by a spa-inspired bath with a sculptural soaking tub, oversized walk-in shower, and bespoke designer finishes. Three of the four bedrooms enjoy their own private ensuites, and every bedroom features a walk-in closet — a refined blend of privacy and comfort for family and guests alike. Step outside to a fully screened ground-level living area that functions as a true extension of the home, complete grilling area and lounge designed for year-round enjoyment. Beyond, a private tropical oasis unfolds around a sparkling pool with integrated spa and a gas firepit framed by lush landscaping and a vinyl privacy fence that creates a secluded, resort-caliber setting for gathering or quiet escape. Every detail has been considered for ease and longevity, including Lutron lighting controls, three-zone climate systems, a metal roof, outdoor shower, and a three-car garage. Offered fully furnished, the property is delivered as a true move in ready opportunity. Beyond the walls of the home lies the magic of the north end — the most coveted and character-rich stretch of Anna Maria Island, known for its pristine beaches, the legendary white sands of Bean Point where the Gulf meets Tampa Bay and the walkable, tree-lined corridor of Pine Avenue with its celebrated restaurants, cottage shops, and cafés. Days begin with sunrise strolls along the shore and end with sunset dinners just minutes from your front door. With short-term rentals permitted, unmatched walkability to both the beach and Pine Avenue, and a rare combination of design, location, and lifestyle, this residence represents one of the most compelling offerings on Anna Maria Island — a legacy property with exceptional income potential in Florida’s most storied coastal village.

215 Sycamore Avenue, Anna Maria

$2,599,000

Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.

4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.

418 Pine Avenue, Anna Maria

$1,500,000

One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION $100,000...Allowing You Endless Possibilities for Improvements. Welcome to the highly sought after North end of Anna Maria Island. Just steps away from the Morning Sunrise or Evening Sunsets, Take your Pick. This 2 Bed / 2 Bath Island Home Features an Open Floor Plan, Spacious Kitchen, Front & Back Balconies, Large Fenced Back Yard and Ample Parking Both Under House and Extended Driveway. Use your creativity to convert the large open 1st floor workshop into your Personal Space, Home Office, or Outdoor Entertaining Venue. The large backyard can easily accommodate a Pool, Putting Green, Bocci Ball Court, or whatever suites your fancy. Excellent vacation rental income opportunity as well. A perfect combination of Island comfort. A short walk to the Anna Maria City Beach and the bustling offering of shops & dining venues on Pine Avenue. Not to mention the soon to be completed, (October 2026), Anna Maria Island City Pier. "PIERADISE" will feature an Open-Air Neighborhood Bar & Grill, Bait & Tackle Shop and Open Dock Fishing. Island Living at its Best with Great Rental Income Potential Option. This one is definitely worth a visit. Call today to schedule your private showing.

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION $100,000...Allowing You Endless Possibilities for Improvements. Welcome to the highly sought after North end of Anna Maria Island. Just steps away from the Morning Sunrise or Evening Sunsets, Take your Pick. This 2 Bed / 2 Bath Island Home Features an Open Floor Plan, Spacious Kitchen, Front & Back Balconies, Large Fenced Back Yard and Ample Parking Both Under House and Extended Driveway. Use your creativity to convert the large open 1st floor workshop into your Personal Space, Home Office, or Outdoor Entertaining Venue. The large backyard can easily accommodate a Pool, Putting Green, Bocci Ball Court, or whatever suites your fancy. Excellent vacation rental income opportunity as well. A perfect combination of Island comfort. A short walk to the Anna Maria City Beach and the bustling offering of shops & dining venues on Pine Avenue. Not to mention the soon to be completed, (October 2026), Anna Maria Island City Pier. "PIERADISE" will feature an Open-Air Neighborhood Bar & Grill, Bait & Tackle Shop and Open Dock Fishing. Island Living at its Best with Great Rental Income Potential Option. This one is definitely worth a visit. Call today to schedule your private showing.

517 Spring Avenue, Anna Maria

$5,450,000

LUXURY COASTAL LIVING AT IT’S FINEST! This one-of-a-kind residence, designed by Emily Anne Smith, stands on one of the most sought-after streets in Anna Maria, just one home from the Gulf and a short walk to the charm of Pine Avenue. The location offers an exceptional combination of beach proximity, walkability, and privacy. Thoughtfully designed for both entertaining and multi-generational living, the home offers over 4,500 square feet of curated living space with distinct gathering areas throughout. The main living room opens to a front verandah and features a fireplace, with an additional fireplace located in the primary suite. The kitchen, designed for both function and presentation, featuring marble countertops and backsplash, custom cabinetry, a butler’s pantry, and dual sinks is well-suited for both everyday use and larger gatherings. Emily Anne Smith is known for her mindful and timeless coastal design, and this home reflects that level of craftsmanship throughout. The property includes a main residence and a separate cottage, providing flexibility and privacy with a total of 5 bedrooms and 4.5 bathrooms. Additional features include multiple verandahs, two dedicated study spaces, and a well-designed outdoor living area with a pool, shower, and lounge space. The private guest quarters with separate entrance offers an ideal setup for extended family, guests, or private accommodation. This is a rare opportunity to own a thoughtfully designed home in a premier Anna Maria location, with Gulf views and exceptional sunset exposure.

5 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

LUXURY COASTAL LIVING AT IT’S FINEST! This one-of-a-kind residence, designed by Emily Anne Smith, stands on one of the most sought-after streets in Anna Maria, just one home from the Gulf and a short walk to the charm of Pine Avenue. The location offers an exceptional combination of beach proximity, walkability, and privacy. Thoughtfully designed for both entertaining and multi-generational living, the home offers over 4,500 square feet of curated living space with distinct gathering areas throughout. The main living room opens to a front verandah and features a fireplace, with an additional fireplace located in the primary suite. The kitchen, designed for both function and presentation, featuring marble countertops and backsplash, custom cabinetry, a butler’s pantry, and dual sinks is well-suited for both everyday use and larger gatherings. Emily Anne Smith is known for her mindful and timeless coastal design, and this home reflects that level of craftsmanship throughout. The property includes a main residence and a separate cottage, providing flexibility and privacy with a total of 5 bedrooms and 4.5 bathrooms. Additional features include multiple verandahs, two dedicated study spaces, and a well-designed outdoor living area with a pool, shower, and lounge space. The private guest quarters with separate entrance offers an ideal setup for extended family, guests, or private accommodation. This is a rare opportunity to own a thoughtfully designed home in a premier Anna Maria location, with Gulf views and exceptional sunset exposure.

103 Park Avenue, Anna Maria

$4,500,000

This Bayfront home is calling your name! Perfectly positioned directly on the bay, this 3-bedroom, 2.5-bathroom residence offers breathtaking water views from almost every window, inviting the serene beauty of Tampa Bay inside. Step into an open, light-filled layout designed for relaxation and entertaining. The spacious interiors flow effortlessly, with generous living areas that frame panoramic bay vistas. Multiple balconies provide the ideal spots to savor morning coffee, sunrise, or the gentle bay breeze while watching dolphins play and boats glide by. Long, private driveway and attached garage offering ample parking for family and guests. Whether you’re hosting a weekend getaway or enjoying everyday island life, there’s plenty of room for boats, cars, and more. Just minutes from Anna Maria’s world-famous white-sand beaches, Pine Avenue’s charming shops and restaurants, this home combines privacy and convenience in one of the island’s most desirable north-end locations. Experience true Florida waterfront living—where every day feels like a vacation. Don’t miss this rare opportunity to own a slice of paradise on Anna Maria Island!

3 Beds ⋅ 3 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

This Bayfront home is calling your name! Perfectly positioned directly on the bay, this 3-bedroom, 2.5-bathroom residence offers breathtaking water views from almost every window, inviting the serene beauty of Tampa Bay inside. Step into an open, light-filled layout designed for relaxation and entertaining. The spacious interiors flow effortlessly, with generous living areas that frame panoramic bay vistas. Multiple balconies provide the ideal spots to savor morning coffee, sunrise, or the gentle bay breeze while watching dolphins play and boats glide by. Long, private driveway and attached garage offering ample parking for family and guests. Whether you’re hosting a weekend getaway or enjoying everyday island life, there’s plenty of room for boats, cars, and more. Just minutes from Anna Maria’s world-famous white-sand beaches, Pine Avenue’s charming shops and restaurants, this home combines privacy and convenience in one of the island’s most desirable north-end locations. Experience true Florida waterfront living—where every day feels like a vacation. Don’t miss this rare opportunity to own a slice of paradise on Anna Maria Island!

889 N Shore Drive, Anna Maria

$6,795,000

Discover coastal luxury at 209 Willow in the heart of Anna Maria Island on a very sought out quiet street. This stunning canal-front home offers the perfect blend of relaxed island living and high-end amenities, just 10 houses from the pristine sugar-sand beaches of the Gulf while situated on a canal, you get the best of both worlds! Step inside to this 6 bedroom, 6 bathroom, 2 half bath, thoughtfully designed home. This home has never been a rental, it is very well taken care of. The interior has just about every feature you can think of, natural light, soaring ceiling, impact slider doors/windows, wet bar, very large wine cooler, whole house generator for peace of mind, a water filtration system/softener, and a pressure booster. Each bedroom is spacious and has its own private en-suite bathroom ensuring your family and guests have their own privacy. Current owners are using the 6th bedroom as an office, or you can turn it into a bedroom. Kids will love the fun built-in bunk bed room, while still plenty of space to play too. If desired, an upstairs closet has washer/dryer hookups if you wanted an additional set on upper level. Relax on the rooftop deck with breathtaking views or unwind on the lower deck complete with comfortable loungers. The highlight is the resort-style backyard: a heated pool and spa with a beautiful Shellcrete bar accented by shimmering sea glass. Includes a refrigerator and grill. A screened-in covered downstairs area provides shaded comfort, while boaters will appreciate the private dock and lift right on the canal—perfect for quick access to the Intracoastal and Gulf waters. The epoxy-finished 3-car garage adds durability and style to your storage space. Big outdoor shower so you can rinse off after the sandy beach. Located on a quiet canal yet incredibly convenient, this home sits in one of Anna Maria’s most desirable spots. Enjoy easy access to world-class beaches, charming island dining, and everything the Florida Gulf Coast has to offer. Whether you’re seeking a primary residence, a vacation retreat, or an exceptional investment property, 209 Willow Avenue delivers island elegance with every modern comfort.

6 Beds ⋅ 8 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Discover coastal luxury at 209 Willow in the heart of Anna Maria Island on a very sought out quiet street. This stunning canal-front home offers the perfect blend of relaxed island living and high-end amenities, just 10 houses from the pristine sugar-sand beaches of the Gulf while situated on a canal, you get the best of both worlds! Step inside to this 6 bedroom, 6 bathroom, 2 half bath, thoughtfully designed home. This home has never been a rental, it is very well taken care of. The interior has just about every feature you can think of, natural light, soaring ceiling, impact slider doors/windows, wet bar, very large wine cooler, whole house generator for peace of mind, a water filtration system/softener, and a pressure booster. Each bedroom is spacious and has its own private en-suite bathroom ensuring your family and guests have their own privacy. Current owners are using the 6th bedroom as an office, or you can turn it into a bedroom. Kids will love the fun built-in bunk bed room, while still plenty of space to play too. If desired, an upstairs closet has washer/dryer hookups if you wanted an additional set on upper level. Relax on the rooftop deck with breathtaking views or unwind on the lower deck complete with comfortable loungers. The highlight is the resort-style backyard: a heated pool and spa with a beautiful Shellcrete bar accented by shimmering sea glass. Includes a refrigerator and grill. A screened-in covered downstairs area provides shaded comfort, while boaters will appreciate the private dock and lift right on the canal—perfect for quick access to the Intracoastal and Gulf waters. The epoxy-finished 3-car garage adds durability and style to your storage space. Big outdoor shower so you can rinse off after the sandy beach. Located on a quiet canal yet incredibly convenient, this home sits in one of Anna Maria’s most desirable spots. Enjoy easy access to world-class beaches, charming island dining, and everything the Florida Gulf Coast has to offer. Whether you’re seeking a primary residence, a vacation retreat, or an exceptional investment property, 209 Willow Avenue delivers island elegance with every modern comfort.

209 Willow Avenue, Anna Maria

$5,450,000

Under Construction. Luxury residence coming soon in the heart of Anna Maria! This 4 bedroom, 4.5 bathroom + den home is just a short stroll to the sparkling Gulf waters and situated on a lagoon. The main floor has high ceilings and natural light with an open concept living area. With multiple spacious balconies and a rooftop deck, you have many choices to relax, dine and enjoy the outdoors. The views from the rooftop deck are stunning! The kitchen, a chef’s dream with high-end appliances. Additional features include custom cabinetry, quartz counters, elevator that goes to all levels, impact windows and doors and so much more. 3 car garage for plenty of parking space and beach toys. The backyard oasis has living and dining areas, heated pool and spa, perfect for entertaining. It's perfect for year-round living, an island getaway or vacation rental as 1-7 day rentals are permitted. Located on the North End of Anna Maria Island, you are just a short walk to all the boutiques and dining on and off Pine Avenue.

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Under Construction. Luxury residence coming soon in the heart of Anna Maria! This 4 bedroom, 4.5 bathroom + den home is just a short stroll to the sparkling Gulf waters and situated on a lagoon. The main floor has high ceilings and natural light with an open concept living area. With multiple spacious balconies and a rooftop deck, you have many choices to relax, dine and enjoy the outdoors. The views from the rooftop deck are stunning! The kitchen, a chef’s dream with high-end appliances. Additional features include custom cabinetry, quartz counters, elevator that goes to all levels, impact windows and doors and so much more. 3 car garage for plenty of parking space and beach toys. The backyard oasis has living and dining areas, heated pool and spa, perfect for entertaining. It's perfect for year-round living, an island getaway or vacation rental as 1-7 day rentals are permitted. Located on the North End of Anna Maria Island, you are just a short walk to all the boutiques and dining on and off Pine Avenue.

406 N Shore Drive, Anna Maria

$6,995,000

New construction waterfront estate offering over 7,000 square feet of stunning indoor-outdoor living, delivered fully turnkey furnished. Positioned on a quiet dead-end street, this 5-bedroom, 5.5-bath residence captures sweeping long canal views from every level along a 75’ wide waterway. Designed for modern coastal living with elevated finishes, open-concept spaces, and seamless indoor-outdoor flow. A chef’s kitchen anchors the main living area, while well-appointed bedrooms provide comfort and flexibility. Built to current coastal standards with elevated construction, reinforced systems, and a full-service elevator. Outdoor living features a resort-style pool, multiple entertaining areas, and a dramatic third-floor balcony with panoramic water views. A premier island listing that combines luxury, privacy, and exceptional waterfront living.

5 Beds ⋅ 6 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

New construction waterfront estate offering over 7,000 square feet of stunning indoor-outdoor living, delivered fully turnkey furnished. Positioned on a quiet dead-end street, this 5-bedroom, 5.5-bath residence captures sweeping long canal views from every level along a 75’ wide waterway. Designed for modern coastal living with elevated finishes, open-concept spaces, and seamless indoor-outdoor flow. A chef’s kitchen anchors the main living area, while well-appointed bedrooms provide comfort and flexibility. Built to current coastal standards with elevated construction, reinforced systems, and a full-service elevator. Outdoor living features a resort-style pool, multiple entertaining areas, and a dramatic third-floor balcony with panoramic water views. A premier island listing that combines luxury, privacy, and exceptional waterfront living.

319 Tarpon Street, Anna Maria

$7,750,000

Under Construction. Under construction on an oversized corner lot along Anna Maria Island’s North End, just 50 feet from sugar-white sand beaches and the turquoise waters of the Gulf of Mexico, this three-level luxury coastal home combines scale, outdoor living, and modern new construction in one of the island’s most sought-after locations. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence is designed for durability, low-maintenance ownership, and peace of mind. What truly sets this approximately 4,345-square-foot residence apart is the way it lives outdoors. More than 3,000 square feet of covered outdoor living space transforms the property into a private resort designed for entertaining and everyday Florida beach living alike. A fully integrated outdoor kitchen anchors the backyard experience, complemented by three separate dining areas, multiple covered lounging spaces spanning approximately 1,582 square feet, and a 48’ x 25’ resort-style pool and spa that create a seamless indoor-outdoor lifestyle. A private volleyball court further elevates the property, creating a setting equally suited for quiet mornings, sunset gatherings, or hosting family and friends on Anna Maria Island. Daily living is thoughtfully centered on the main level above the six-car garage, where the primary suite, two guest bedrooms, den, laundry room, and an approximately 800-square-foot-plus combined kitchen and living area offer comfort and convenience. Wider doorways and a spacious full bath add flexibility for long-term livability, while a three-stop elevator services all floors. Designed for both entertaining and functionality, the kitchen features custom wood cabinetry, a wine cabinet display wall and a full Thermador appliance suite, including a 7-burner gas range, refrigerator, and dishwasher. Vaulted ceilings add volume throughout the open-concept living spaces, while upper levels capture natural light and Gulf views. All levels open onto expansive covered balconies, including a 1,200-square-foot upper balcony steps from the kitchen. Whether envisioned as a luxury vacation home, income-producing rental, or 1031 exchange opportunity, this property offers exceptional flexibility in one of Anna Maria Island’s most exclusive neighborhoods. Just moments from Pine Avenue, waterfront dining, boutique shopping, marinas, boating access, and some of Florida’s most beautiful beaches, this is a rare opportunity to own brand-new construction on Anna Maria Island at an impressive scale in one of the Gulf Coast’s most tightly held enclaves.

6 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Under Construction. Under construction on an oversized corner lot along Anna Maria Island’s North End, just 50 feet from sugar-white sand beaches and the turquoise waters of the Gulf of Mexico, this three-level luxury coastal home combines scale, outdoor living, and modern new construction in one of the island’s most sought-after locations. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence is designed for durability, low-maintenance ownership, and peace of mind. What truly sets this approximately 4,345-square-foot residence apart is the way it lives outdoors. More than 3,000 square feet of covered outdoor living space transforms the property into a private resort designed for entertaining and everyday Florida beach living alike. A fully integrated outdoor kitchen anchors the backyard experience, complemented by three separate dining areas, multiple covered lounging spaces spanning approximately 1,582 square feet, and a 48’ x 25’ resort-style pool and spa that create a seamless indoor-outdoor lifestyle. A private volleyball court further elevates the property, creating a setting equally suited for quiet mornings, sunset gatherings, or hosting family and friends on Anna Maria Island. Daily living is thoughtfully centered on the main level above the six-car garage, where the primary suite, two guest bedrooms, den, laundry room, and an approximately 800-square-foot-plus combined kitchen and living area offer comfort and convenience. Wider doorways and a spacious full bath add flexibility for long-term livability, while a three-stop elevator services all floors. Designed for both entertaining and functionality, the kitchen features custom wood cabinetry, a wine cabinet display wall and a full Thermador appliance suite, including a 7-burner gas range, refrigerator, and dishwasher. Vaulted ceilings add volume throughout the open-concept living spaces, while upper levels capture natural light and Gulf views. All levels open onto expansive covered balconies, including a 1,200-square-foot upper balcony steps from the kitchen. Whether envisioned as a luxury vacation home, income-producing rental, or 1031 exchange opportunity, this property offers exceptional flexibility in one of Anna Maria Island’s most exclusive neighborhoods. Just moments from Pine Avenue, waterfront dining, boutique shopping, marinas, boating access, and some of Florida’s most beautiful beaches, this is a rare opportunity to own brand-new construction on Anna Maria Island at an impressive scale in one of the Gulf Coast’s most tightly held enclaves.

107 Tuna Street, Anna Maria

$10,950,000

Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive structural and architectural redevelopment that transformed the residence into a modern coastal estate, including major infrastructure upgrades such as updated electrical, plumbing, and HVAC systems, along with new flooring, custom millwork, redesigned bathrooms, cabinetry, lighting, and modern coastal finishes throughout. Originally constructed as an elevated coastal residence, the home was extensively expanded, redesigned, and structurally reimagined to create a three-level retreat designed for elevated island living. The redevelopment included the addition of a private master suite level, construction of a large elevated pool and entertainment deck, and installation of a dramatic three-story architectural water feature, while completely reconfiguring the interior floor plan. Privately gated and approached by a palm-lined drive, the residence welcomes you with a striking 20-foot waterfall entry. Expansive windows capture nearly 270-degree Gulf views, filling the open living spaces with natural light and coastal breezes. The main living areas flow seamlessly to spacious outdoor terraces finished in Brazilian Walnut (IPE) decking—ideal for sunset entertaining overlooking the Gulf. The chef’s kitchen features custom rosewood cabinetry, three ranges, three ovens, a built-in coffee bar, wine refrigeration, and premium Sub-Zero, Wolf, Cove, and Miele appliances. Multiple bedroom suites include ensuite baths and water views, while a dedicated entertainment level features shuffleboard, a poker table, pool table, and lounge space. The top-floor owner’s retreat, accessible by elevator, captures sweeping Gulf views and includes oversized walk-in closets, a private coffee bar, and a spa-style bath with soaking tub and rain shower. Outdoor amenities include a heated ozone saltwater pool with lap feature, elevated entertainment deck, private gym, infrared sauna, and a two-car garage with additional golf cart space. Direct beach access leads to one of the most peaceful stretches of shoreline on Anna Maria Island. Located near the shops and restaurants of Pine Avenue, this property is a rare opportunity to own a fully transformed Gulf-front estate on over an acre of beachfront land on the North End of Anna Maria Island.

5 Beds ⋅ 8 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive structural and architectural redevelopment that transformed the residence into a modern coastal estate, including major infrastructure upgrades such as updated electrical, plumbing, and HVAC systems, along with new flooring, custom millwork, redesigned bathrooms, cabinetry, lighting, and modern coastal finishes throughout. Originally constructed as an elevated coastal residence, the home was extensively expanded, redesigned, and structurally reimagined to create a three-level retreat designed for elevated island living. The redevelopment included the addition of a private master suite level, construction of a large elevated pool and entertainment deck, and installation of a dramatic three-story architectural water feature, while completely reconfiguring the interior floor plan. Privately gated and approached by a palm-lined drive, the residence welcomes you with a striking 20-foot waterfall entry. Expansive windows capture nearly 270-degree Gulf views, filling the open living spaces with natural light and coastal breezes. The main living areas flow seamlessly to spacious outdoor terraces finished in Brazilian Walnut (IPE) decking—ideal for sunset entertaining overlooking the Gulf. The chef’s kitchen features custom rosewood cabinetry, three ranges, three ovens, a built-in coffee bar, wine refrigeration, and premium Sub-Zero, Wolf, Cove, and Miele appliances. Multiple bedroom suites include ensuite baths and water views, while a dedicated entertainment level features shuffleboard, a poker table, pool table, and lounge space. The top-floor owner’s retreat, accessible by elevator, captures sweeping Gulf views and includes oversized walk-in closets, a private coffee bar, and a spa-style bath with soaking tub and rain shower. Outdoor amenities include a heated ozone saltwater pool with lap feature, elevated entertainment deck, private gym, infrared sauna, and a two-car garage with additional golf cart space. Direct beach access leads to one of the most peaceful stretches of shoreline on Anna Maria Island. Located near the shops and restaurants of Pine Avenue, this property is a rare opportunity to own a fully transformed Gulf-front estate on over an acre of beachfront land on the North End of Anna Maria Island.

811 N Shore Drive, Anna Maria

$6,100,000

Step into unparalleled luxury with this fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate, perfectly situated just two blocks from the pristine sands of Anna Maria Island. This isn’t just a home, it’s a statement, and a legacy investment all in one extraordinary package. Crafted with full concrete block construction, this residence is engineered for strength, security, and longevity, featuring hurricane impact-rated windows and doors and a Cat 5-rated roof. Every detail has been designed to provide absolute peace of mind, whether you’re seeking a lavish year-round retreat or a premium income-generating property. Inside, the home is a masterclass in modern coastal elegance. Soaring ceilings, expansive walls of glass, and curated designer lighting flood the interiors with natural light, creating an atmosphere of serene sophistication. The gourmet chef’s kitchen is a showpiece, boasting custom cabinetry, dramatic quartz countertops, a sculptural concrete range hood, a full Sub-Zero appliance suite, and a hidden walk-in Butler’s pantry, blending beauty with function flawlessly. Every space has been thoughtfully curated from the open-concept living and dining areas to multiple covered balconies and loggias that embody effortless indoor-outdoor living. The primary suite is a sanctuary, complete with a spa-inspired bathroom, walk-in closet, and private balcony overlooking the sparkling water. The rooftop deck is an entertainer’s dream and a private retreat all in one. Designed for gatherings under the stars or quiet moments of reflection, this oversized outdoor space offers panoramic views of the canal, the island, and golden Gulf sunsets, with multiple seating and lounge areas for ultimate comfort and luxury. Step outside to your private tropical oasis. The backyard features a resort-style pool and spa, lush palms, and generous lounging areas, all framing a deep-water canal with direct, bridge-free access to the Gulf of Mexico, making it perfect for boating enthusiasts. Offered fully turnkey furnished, professionally designed with luxury pieces throughout, this home allows immediate enjoyment or a high-end rental income stream. With demand for premium Anna Maria Island vacation homes at an all-time high, this property offers both an unmatched lifestyle and an exceptional investment opportunity. Words and photos only hint at the experience. To truly appreciate the craftsmanship, scale, and sheer beauty, a private tour is essential. Don’t miss your chance to claim this crown jewel of Anna Maria Island. Schedule your exclusive showing today.

6 Beds ⋅ 7 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Step into unparalleled luxury with this fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate, perfectly situated just two blocks from the pristine sands of Anna Maria Island. This isn’t just a home, it’s a statement, and a legacy investment all in one extraordinary package. Crafted with full concrete block construction, this residence is engineered for strength, security, and longevity, featuring hurricane impact-rated windows and doors and a Cat 5-rated roof. Every detail has been designed to provide absolute peace of mind, whether you’re seeking a lavish year-round retreat or a premium income-generating property. Inside, the home is a masterclass in modern coastal elegance. Soaring ceilings, expansive walls of glass, and curated designer lighting flood the interiors with natural light, creating an atmosphere of serene sophistication. The gourmet chef’s kitchen is a showpiece, boasting custom cabinetry, dramatic quartz countertops, a sculptural concrete range hood, a full Sub-Zero appliance suite, and a hidden walk-in Butler’s pantry, blending beauty with function flawlessly. Every space has been thoughtfully curated from the open-concept living and dining areas to multiple covered balconies and loggias that embody effortless indoor-outdoor living. The primary suite is a sanctuary, complete with a spa-inspired bathroom, walk-in closet, and private balcony overlooking the sparkling water. The rooftop deck is an entertainer’s dream and a private retreat all in one. Designed for gatherings under the stars or quiet moments of reflection, this oversized outdoor space offers panoramic views of the canal, the island, and golden Gulf sunsets, with multiple seating and lounge areas for ultimate comfort and luxury. Step outside to your private tropical oasis. The backyard features a resort-style pool and spa, lush palms, and generous lounging areas, all framing a deep-water canal with direct, bridge-free access to the Gulf of Mexico, making it perfect for boating enthusiasts. Offered fully turnkey furnished, professionally designed with luxury pieces throughout, this home allows immediate enjoyment or a high-end rental income stream. With demand for premium Anna Maria Island vacation homes at an all-time high, this property offers both an unmatched lifestyle and an exceptional investment opportunity. Words and photos only hint at the experience. To truly appreciate the craftsmanship, scale, and sheer beauty, a private tour is essential. Don’t miss your chance to claim this crown jewel of Anna Maria Island. Schedule your exclusive showing today.

224 Chilson Avenue, Anna Maria

$3,250,000

Exceptional island retreat located on beautiful Anna Maria Island, just one block from the beach and a short stroll to the charming shops and restaurants along Pine Avenue. This custom-built 2,000 sq. ft. home offers the perfect blend of coastal luxury and investment potential. Designed with an open-concept floor plan, the residence features 5 bedrooms, 3 1/2 baths, providing ample space for family and guests. The newly remodeled kitchen showcases high-end finishes and flows seamlessly into the main living areas, ideal for entertaining. Step outside to your private resort-style oasis featuring a luxury heated pool and spa with generous poolside seating, perfect for relaxing after a day at the beach. Additional highlights include a dedicated game room and a rooftop deck offering the perfect space to enjoy island sunsets and coastal breezes. Whether you are seeking a private second home or a strong income-producing investment property, this home delivers. With short term rentals allowed, a 12-person occupancy, and a proven rental history, it offers excellent income potential. Being sold turnkey, this island property is ready for immediate enjoyment or continued rental success.

5 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Exceptional island retreat located on beautiful Anna Maria Island, just one block from the beach and a short stroll to the charming shops and restaurants along Pine Avenue. This custom-built 2,000 sq. ft. home offers the perfect blend of coastal luxury and investment potential. Designed with an open-concept floor plan, the residence features 5 bedrooms, 3 1/2 baths, providing ample space for family and guests. The newly remodeled kitchen showcases high-end finishes and flows seamlessly into the main living areas, ideal for entertaining. Step outside to your private resort-style oasis featuring a luxury heated pool and spa with generous poolside seating, perfect for relaxing after a day at the beach. Additional highlights include a dedicated game room and a rooftop deck offering the perfect space to enjoy island sunsets and coastal breezes. Whether you are seeking a private second home or a strong income-producing investment property, this home delivers. With short term rentals allowed, a 12-person occupancy, and a proven rental history, it offers excellent income potential. Being sold turnkey, this island property is ready for immediate enjoyment or continued rental success.

117 Willow Avenue, Anna Maria

$3,950,000

Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether you’re soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous "almost rebuilt" Anna Maria City Pier are at the end of the street. AND the island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!

6 Beds ⋅ 7 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether you’re soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous "almost rebuilt" Anna Maria City Pier are at the end of the street. AND the island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!

518 Spring Avenue, Anna Maria

$2,795,000

Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an original beach home with modern luxury. The upstairs features two spacious king-sized suites, each with beautifully appointed en-suite bathrooms. The rear primary suite opens to an expansive private deck with a comfortable seating area, while the front suite offers its own deck—perfect for morning coffee or relaxing evening cocktails. On the ground floor, a king bedroom shares a double-vanity Jack-and-Jill bathroom with the bunk room, providing ideal accommodations for guests and family. A convenient full bath with tub, located just off the living area, also serves as a pool bath with direct exterior access. The spacious open floor plan seamlessly connects the living and dining areas, creating an inviting space for entertaining and everyday living. The fully updated kitchen features all-new stainless steel, state-of-the-art appliances and modern finishes. Step outside to your private oasis featuring a stunning custom heated pool with spa and swim ledge, perfect for relaxing after a day at the beach. Ideally located within walking distance to Anna Maria’s renowned white sand beaches, charming shops, and popular restaurants, this home offers the perfect blend of coastal living, modern comfort, and island convenience.

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an original beach home with modern luxury. The upstairs features two spacious king-sized suites, each with beautifully appointed en-suite bathrooms. The rear primary suite opens to an expansive private deck with a comfortable seating area, while the front suite offers its own deck—perfect for morning coffee or relaxing evening cocktails. On the ground floor, a king bedroom shares a double-vanity Jack-and-Jill bathroom with the bunk room, providing ideal accommodations for guests and family. A convenient full bath with tub, located just off the living area, also serves as a pool bath with direct exterior access. The spacious open floor plan seamlessly connects the living and dining areas, creating an inviting space for entertaining and everyday living. The fully updated kitchen features all-new stainless steel, state-of-the-art appliances and modern finishes. Step outside to your private oasis featuring a stunning custom heated pool with spa and swim ledge, perfect for relaxing after a day at the beach. Ideally located within walking distance to Anna Maria’s renowned white sand beaches, charming shops, and popular restaurants, this home offers the perfect blend of coastal living, modern comfort, and island convenience.

112 Cedar Avenue, Anna Maria

$7,500,000

Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

4 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

513 Villa Rosa Way, Anna Maria

$5,450,000

Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

103 Palm Avenue, Anna Maria

$5,125,000

Experience elevated island living in this exceptional brand-new custom four bedroom four and a half bath coastal retreat by Eason Builders Group Construction, ideally positioned west of Gulf Drive on Anna Maria Island just moments from the sugar-white sands and turquoise waters of the Gulf. Thoughtfully designed to capture both refined personal enjoyment and outstanding vacation rental performance, this architecturally striking residence blends sophisticated design, superior craftsmanship, and effortless indoor-outdoor living in one of the island’s most coveted locations. From the moment you enter, soaring ceilings with rich wood detail and expansive walls of impact-rated glass create a dramatic yet relaxed coastal ambiance filled with natural light. The open-concept floor plan is ideal for entertaining, seamlessly connecting the main living areas while maintaining an intimate, luxurious feel. The chef’s kitchen serves as the heart of the home, featuring an oversized quartz island with ample seating, custom cabinetry, premium appliances, designer lighting, and abundant storage. The kitchen flows effortlessly into the spacious great room, highlighted by a sleek modern fireplace and dramatic sliding glass doors that open to covered terraces, creating the ultimate setting for indoor-outdoor gatherings. The private elevator offers convenience & accessibility. Step outside to your private resort-style backyard oasis where a stunning heated pool with elevated spa takes center stage. Generous covered lounge areas, outdoor dining space, and lush tropical landscaping provide both privacy and year-round enjoyment, offering owners & guests a true boutique resort experience. Whether hosting sunset cocktails or enjoying a quiet afternoon poolside, this outdoor environment is designed for relaxation and entertainment. Each beautifully appointed bedroom offers a tranquil retreat, while spa-inspired bathrooms elevate daily living with freestanding soaking tubs, glass-enclosed showers, dual vanities, & upscale designer finishes. A thoughtfully designed custom bunk room enhances flexibility & maximizes short-term rental occupancy, making the home especially appealing for larger groups & multi-generational stays. Crowning the residence is an expansive rooftop deck delivering sweeping Gulf views. This spectacular vantage point creates an unforgettable setting for sunset gatherings, morning coffee, or evening stargazing—one of the most desirable features for both homeowners & vacation guests alike. Beyond the property itself, embrace the quintessential island lifestyle. Leave the car behind & explore by golf cart or bicycle, cruising to the charming boutiques, art galleries, & acclaimed restaurants along Pine Avenue. Enjoy morning beach walks, afternoons on the water, and evenings filled with breathtaking Gulf sunsets just steps from your door. Built with impact windows and doors, high-end designer finishes, and meticulous attention to detail throughout, this residence offers both peace of mind and enduring quality. With projected annual rental revenue of approximately $400,000, the home presents a compelling investment opportunity while delivering an unparalleled luxury lifestyle. Combining prime west-of-Gulf Drive positioning, exceptional craftsmanship, resort-style amenities, and strong income potential, this remarkable property represents the very best of Anna Maria Island living.

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Experience elevated island living in this exceptional brand-new custom four bedroom four and a half bath coastal retreat by Eason Builders Group Construction, ideally positioned west of Gulf Drive on Anna Maria Island just moments from the sugar-white sands and turquoise waters of the Gulf. Thoughtfully designed to capture both refined personal enjoyment and outstanding vacation rental performance, this architecturally striking residence blends sophisticated design, superior craftsmanship, and effortless indoor-outdoor living in one of the island’s most coveted locations. From the moment you enter, soaring ceilings with rich wood detail and expansive walls of impact-rated glass create a dramatic yet relaxed coastal ambiance filled with natural light. The open-concept floor plan is ideal for entertaining, seamlessly connecting the main living areas while maintaining an intimate, luxurious feel. The chef’s kitchen serves as the heart of the home, featuring an oversized quartz island with ample seating, custom cabinetry, premium appliances, designer lighting, and abundant storage. The kitchen flows effortlessly into the spacious great room, highlighted by a sleek modern fireplace and dramatic sliding glass doors that open to covered terraces, creating the ultimate setting for indoor-outdoor gatherings. The private elevator offers convenience & accessibility. Step outside to your private resort-style backyard oasis where a stunning heated pool with elevated spa takes center stage. Generous covered lounge areas, outdoor dining space, and lush tropical landscaping provide both privacy and year-round enjoyment, offering owners & guests a true boutique resort experience. Whether hosting sunset cocktails or enjoying a quiet afternoon poolside, this outdoor environment is designed for relaxation and entertainment. Each beautifully appointed bedroom offers a tranquil retreat, while spa-inspired bathrooms elevate daily living with freestanding soaking tubs, glass-enclosed showers, dual vanities, & upscale designer finishes. A thoughtfully designed custom bunk room enhances flexibility & maximizes short-term rental occupancy, making the home especially appealing for larger groups & multi-generational stays. Crowning the residence is an expansive rooftop deck delivering sweeping Gulf views. This spectacular vantage point creates an unforgettable setting for sunset gatherings, morning coffee, or evening stargazing—one of the most desirable features for both homeowners & vacation guests alike. Beyond the property itself, embrace the quintessential island lifestyle. Leave the car behind & explore by golf cart or bicycle, cruising to the charming boutiques, art galleries, & acclaimed restaurants along Pine Avenue. Enjoy morning beach walks, afternoons on the water, and evenings filled with breathtaking Gulf sunsets just steps from your door. Built with impact windows and doors, high-end designer finishes, and meticulous attention to detail throughout, this residence offers both peace of mind and enduring quality. With projected annual rental revenue of approximately $400,000, the home presents a compelling investment opportunity while delivering an unparalleled luxury lifestyle. Combining prime west-of-Gulf Drive positioning, exceptional craftsmanship, resort-style amenities, and strong income potential, this remarkable property represents the very best of Anna Maria Island living.

111 Palmetto Avenue, Anna Maria

$1,749,999

BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level boasts a spacious living and dining room combination alongside an open kitchen complete with granite countertops, stainless steel appliances, wood cabinetry, and an island cooktop—perfect for entertaining. This level also includes a guest bedroom and a full bathroom with a walk-in shower. On the second level, the primary suite offers a large walk-in closet and an en suite bath with a walk-in shower. Two additional bedrooms are located down the hall, along with a convenient inside laundry closet housing the washer and dryer. Both guest bedrooms enjoy stunning blue water views of Tampa Bay. The true money shot awaits on the third-level rooftop deck, where panoramic views stretch all the way around Anna Maria —the perfect setting for sunrise coffee or sunset gatherings. The spacious backyard provides ample room for a pool, and with some updating, this property could truly shine and reach its full potential.

4 Beds ⋅ 2 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level boasts a spacious living and dining room combination alongside an open kitchen complete with granite countertops, stainless steel appliances, wood cabinetry, and an island cooktop—perfect for entertaining. This level also includes a guest bedroom and a full bathroom with a walk-in shower. On the second level, the primary suite offers a large walk-in closet and an en suite bath with a walk-in shower. Two additional bedrooms are located down the hall, along with a convenient inside laundry closet housing the washer and dryer. Both guest bedrooms enjoy stunning blue water views of Tampa Bay. The true money shot awaits on the third-level rooftop deck, where panoramic views stretch all the way around Anna Maria —the perfect setting for sunrise coffee or sunset gatherings. The spacious backyard provides ample room for a pool, and with some updating, this property could truly shine and reach its full potential.

872 North Shore Drive, Anna Maria

$829,000

Old Florida Charm – Income-Producing Property! Looking for a true Old Florida beach cottage experience with exceptional rental income? This elevated cottage on Anna Maria’s sought-after North End is just steps from the Gulf—no car needed! This fully managed, hands-off rental allows nightly stays, with all future bookings conveying for seamless income. This turnkey-furnished home blends coastal charm with modern updates, featuring a newer kitchen with Quartz counters, custom cabinetry, and new appliances, flooring and a spacious private deck. The primary suite offers a walk-in closet and updated ensuite bath, while the second bath includes double sinks and a jacuzzi tub. Located in a boutique resort with a private pool, picnic areas, and complimentary bikes, beach gear, and water toys, guests return year after year. Walk to Pine Ave’s shops or hop on the free trolley to explore the island. With pet-friendly ownership and a 6-month owner occupancy option, this turnkey investment is perfect for personal getaways and immediate passive income. Don’t miss this rare opportunity—schedule your showing today! Please note- the HOA Adjusts based on monthly income.

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Old Florida Charm – Income-Producing Property! Looking for a true Old Florida beach cottage experience with exceptional rental income? This elevated cottage on Anna Maria’s sought-after North End is just steps from the Gulf—no car needed! This fully managed, hands-off rental allows nightly stays, with all future bookings conveying for seamless income. This turnkey-furnished home blends coastal charm with modern updates, featuring a newer kitchen with Quartz counters, custom cabinetry, and new appliances, flooring and a spacious private deck. The primary suite offers a walk-in closet and updated ensuite bath, while the second bath includes double sinks and a jacuzzi tub. Located in a boutique resort with a private pool, picnic areas, and complimentary bikes, beach gear, and water toys, guests return year after year. Walk to Pine Ave’s shops or hop on the free trolley to explore the island. With pet-friendly ownership and a 6-month owner occupancy option, this turnkey investment is perfect for personal getaways and immediate passive income. Don’t miss this rare opportunity—schedule your showing today! Please note- the HOA Adjusts based on monthly income.

110 Oak Avenue Unit A, Anna Maria

$4,490,000

An exceptional opportunity to experience true island living where waterfront boating and beach access come together—just minutes apart—on Anna Maria Island. This beautifully designed 4-bedroom, 4.5-bath turnkey furnished coastal residence offers a rare blend of luxury, comfort, and lifestyle, ideally situated on a tranquil canal while remaining only moments from the island’s world-famous white-sand beaches. Homes offering private boating access this close to the beach are increasingly difficult to find on Anna Maria Island. From this property, enjoy the freedom of launching your boat from your own backyard, paddleboarding at sunrise, or cruising to open water—then return home and head to the beach cart in minutes. It is this seamless balance of water, sand, and island convenience that truly sets this home apart. Built in 2020 and thoughtfully designed for modern coastal living, the home features a bright, open floor plan filled with natural light and enhanced by coastal-inspired finishes and refined details throughout. The gourmet kitchen serves as the heart of the home, equipped with top-of-the-line stainless steel appliances, quartz countertops, a wine refrigerator, and generous prep and storage space—perfect for entertaining after a day on the water or hosting family and friends. Each of the four bedrooms includes a private en-suite bath, offering comfort and privacy for owners and guests alike. An elevator provides easy access to all levels, adding convenience for everyday living. Outdoor living is where this home truly shines. The private backyard retreat features a heated pool and spa with sun exposure, an expansive pool deck, lush tropical landscaping, and multiple outdoor living and dining areas designed for relaxing, entertaining, and enjoying the island breeze. Whether you’re gathering for sunset cocktails, enjoying a quiet evening under the stars, or unwinding after a beach day, this space feels like a personal resort. For boating enthusiasts, the property offers a private 16’ dock and an oversized boat slip measuring approximately 12’ x 35’, providing direct access to Tampa Bay and the Gulf. This setup is ideal for daily cruising, fishing excursions, paddleboarding, or simply enjoying the peaceful waterfront setting. Situated on an unusually large lot for Anna Maria Island with over 12,000 sq ft , the home also provides ample parking, a spacious driveway, garage, and dedicated golf cart storage—features that add meaningful convenience for both owners and guests in this sought-after location. Located in the heart of Anna Maria Island, this property places you just minutes from pristine beaches, Pine Avenue’s charming boutiques and dining, Bean Point’s legendary sunsets, local art galleries, and the island’s laid-back, walkable, golf-cart-friendly lifestyle. Known for its relaxed pace, vibrant community, and old-Florida charm, Anna Maria Island continues to be one of Florida’s most beloved coastal destinations. Whether you are searching for a full-time residence, a luxury second home, or a proven income-producing vacation rental with forward bookings already in place, this exceptional property offers unmatched versatility and long-term value. Combining waterfront access, beach proximity, turnkey luxury, and an unbeatable island location, this home represents a rare chance to own one of Anna Maria Island’s most desirable lifestyle properties.

4 Beds ⋅ 5 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

An exceptional opportunity to experience true island living where waterfront boating and beach access come together—just minutes apart—on Anna Maria Island. This beautifully designed 4-bedroom, 4.5-bath turnkey furnished coastal residence offers a rare blend of luxury, comfort, and lifestyle, ideally situated on a tranquil canal while remaining only moments from the island’s world-famous white-sand beaches. Homes offering private boating access this close to the beach are increasingly difficult to find on Anna Maria Island. From this property, enjoy the freedom of launching your boat from your own backyard, paddleboarding at sunrise, or cruising to open water—then return home and head to the beach cart in minutes. It is this seamless balance of water, sand, and island convenience that truly sets this home apart. Built in 2020 and thoughtfully designed for modern coastal living, the home features a bright, open floor plan filled with natural light and enhanced by coastal-inspired finishes and refined details throughout. The gourmet kitchen serves as the heart of the home, equipped with top-of-the-line stainless steel appliances, quartz countertops, a wine refrigerator, and generous prep and storage space—perfect for entertaining after a day on the water or hosting family and friends. Each of the four bedrooms includes a private en-suite bath, offering comfort and privacy for owners and guests alike. An elevator provides easy access to all levels, adding convenience for everyday living. Outdoor living is where this home truly shines. The private backyard retreat features a heated pool and spa with sun exposure, an expansive pool deck, lush tropical landscaping, and multiple outdoor living and dining areas designed for relaxing, entertaining, and enjoying the island breeze. Whether you’re gathering for sunset cocktails, enjoying a quiet evening under the stars, or unwinding after a beach day, this space feels like a personal resort. For boating enthusiasts, the property offers a private 16’ dock and an oversized boat slip measuring approximately 12’ x 35’, providing direct access to Tampa Bay and the Gulf. This setup is ideal for daily cruising, fishing excursions, paddleboarding, or simply enjoying the peaceful waterfront setting. Situated on an unusually large lot for Anna Maria Island with over 12,000 sq ft , the home also provides ample parking, a spacious driveway, garage, and dedicated golf cart storage—features that add meaningful convenience for both owners and guests in this sought-after location. Located in the heart of Anna Maria Island, this property places you just minutes from pristine beaches, Pine Avenue’s charming boutiques and dining, Bean Point’s legendary sunsets, local art galleries, and the island’s laid-back, walkable, golf-cart-friendly lifestyle. Known for its relaxed pace, vibrant community, and old-Florida charm, Anna Maria Island continues to be one of Florida’s most beloved coastal destinations. Whether you are searching for a full-time residence, a luxury second home, or a proven income-producing vacation rental with forward bookings already in place, this exceptional property offers unmatched versatility and long-term value. Combining waterfront access, beach proximity, turnkey luxury, and an unbeatable island location, this home represents a rare chance to own one of Anna Maria Island’s most desirable lifestyle properties.

50 N Shore Drive, Anna Maria