Anna Maria Homes with Elevated Architectural style

Anna Maria Homes with Elevated Architectural style

Nestled on the stunning Gulf Coast of Florida, Anna Maria Island is a hidden gem that captures the essence of coastal living. Located in Manatee County, this charming city boasts pristine beaches, crystal-clear waters, and a close-knit community atmosphere that beckons both visitors and residents alike. With its laid-back vibe and breathtaking sunsets, Anna Maria offers a unique blend of tranquility and adventure, making it an ideal destination for those seeking a serene escape.

One of the standout features of Anna Maria is its elevated architectural style, which harmonizes beautifully with the island's natural landscape. Homes in this region often showcase a blend of classic coastal charm and modern design, with elevated structures that provide stunning views of the surrounding scenery. These elevated homes not only enhance the aesthetic appeal of the area but also offer practical benefits, such as protection from flooding and improved ventilation.

Imagine waking up to the gentle sound of waves lapping against the shore or enjoying your morning coffee on a spacious deck overlooking the turquoise waters. The elevated homes in Anna Maria are designed to maximize both comfort and style, featuring open floor plans, expansive windows, and outdoor living spaces that invite the beauty of the outdoors in.

Whether you're looking for a vacation retreat, a permanent residence, or an investment property, Anna Maria Island's elevated homes provide an unparalleled opportunity to embrace the coastal lifestyle. With its idyllic setting and architectural elegance, this region promises a life filled with sunshine, relaxation, and endless beachfront adventures. Discover your dream home in Anna Maria today!

Newest Anna Maria Homes with Elevated Architectural style

$3,300,000
5 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Welcome to Spring House! Invest in one of Anna Maria Island’s most desirable locations with this exceptional 5-bedroom, 4-bath turnkey rental, just steps from Pine Avenue’s charming shops, restaurants, and the iconic Anna Maria Pier—and only a short bike ride to Bean Point. A true rental powerhouse, this property has generated well over $200,000 in gross rental income while still allowing time for owner use. One of the few properties on Anna Maria Island with Bert Harris approval for occupancy of up to 14 guests, this home offers a rare combination of income potential and flexibility. The beautifully landscaped backyard is designed for maximum guest appeal, with a heated lagoon-style pool, shallow splash area, built-in dining/bar area, Adirondack seating, and BBQ grill. A dedicated recreation room adds even more entertainment value with a flat-panel TV, foosball, ping pong, and a large sitting area. The spacious primary suite includes a king bed, private balcony access, and an ensuite bathroom with a double vanity and newly renovated walk-in shower. Four additional bedrooms and two living room areas provide flexible sleeping arrangements for large groups. Room Details: * Primary Suite – 2nd Floor: King bed, balcony access, ensuite bath. * Second Bedroom – 2nd Floor: King bed. * Third Bedroom – 2nd Floor: Twin bunk bed + twin bed. * Fourth Bedroom – 1st Floor: King bed, ensuite bath. * Fifth Bedroom – 1st Floor: Twin bunk bed + twin bed. Turnkey and rental-furnished with Wi-Fi, XBOX gaming system, and assorted beach equipment. Strong rental history, exceptional guest capacity, premier location, and an impressive resort-style outdoor space make this a standout investment opportunity on Anna Maria Island. PROVEN RENTAL INCOME • BERT HARRIS APPROVED • PRIME ANNA MARIA ISLAND LOCATION

508 Spring Avenue, Anna Maria
$2,595,000
3 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 34216 Zip Code
Welcome to your private coastal retreat in the highly sought-after North End of Anna Maria Island. Completely remodeled from the studs out in 2017 by Gagne Construction, this elevated 3-bedroom, 3.5-bathroom home is situated on a spacious 0.21-acre lot, just a short stroll from the island’s famous white sand beaches and only a couple of minutes on foot from Pine Avenue, the heart of Anna Maria’s shops, restaurants, and island attractions. This superb location allows you and your guests to easily experience the best of the island without ever needing to get in the car. Offering the ideal combination of luxury, comfort, and laid-back island living, this fully furnished residence is perfect as a personal getaway, second home, or investment property with excellent rental potential. Inside, the thoughtfully designed open floor plan is filled with natural light and complemented by high-end finishes throughout. Hurricane impact windows and sliding glass doors provide added protection and peace of mind, while enhancing the home’s seamless connection to its tropical surroundings. The spacious living areas flow effortlessly into the modern kitchen, which features top-of-the-line appliances and plenty of room for gathering with family and friends. Each oversized bedroom offers its own private en-suite bathroom, while elegant, spa-inspired finishes contribute to the home’s relaxed yet refined coastal atmosphere. The outdoor living space is equally impressive and has recently been refreshed with new landscaping, new exterior paint, and new outdoor furniture. Lush tropical surroundings, a heated pool, and an oversized lanai create your own private island oasis. Spend the afternoon by the pool, enjoy dinner al fresco, or unwind outdoors after a day at the beach. The seamless indoor and outdoor layout is perfectly suited for entertaining, extended stays, and creating the type of vacation experience guests will want to enjoy again and again. Offered fully furnished and move-in ready, this home makes second-home ownership effortless while also providing the flexibility to generate rental income when you are away. Anna Maria Island is celebrated for its pristine beaches, tranquil waters, fresh local seafood, and charming small-town atmosphere. With Pine Avenue just moments away, this exceptional North End location places the very best of island living right outside your door. This is a rare opportunity to own a beautifully appointed island retreat where you can vacation, relax, entertain, and invest.

315 Hammock Circle, Anna Maria
$2,849,500
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
$3,250,000
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 of approximately $225,000 - $275,000 (not including taxes or cleaning fees) 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
$2,299,900
4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
END OF SUMMER SALE- GREAT PRICE for this Luxury Island Home on North End of Anna Maria Island - Direct Bay Views & Skyway Bridge Views - Pool - Excellent Rental Income - Being Sold Turnkey - Welcome to exceptional island living on the highly sought-after north end of Anna Maria Island, where homes like this rarely become available.This beautifully maintained turnkey 4-bedroom, 3-bathroom coastal residence offers stunning sunrise views over the bay, an unbeatable location just steps from Bayfront Park, and easy access to a sandy beach and calm waterfront waters. This property is now one of the Best Priced investment or vaction home opportunites on Anna Maria Island. Enjoy your own fenced-in tropical backyard retreat, featuring: Private swimming pool with in-pool umbrellas, Lush, mature landscaping, Outdoor lounging and entertaining areas, Seamless indoor-outdoor island living.This Anna Maria Island luxury home features a bright, open-concept floor plan designed for entertaining and relaxed coastal living: Spacious living and dining areas, Large chef-style kitchen ideal for gatherings, and Wrap-around porches on multiple levels for bay breezes and water views, including nightly views of the lite-up Skyway Bridge. Two upstairs bedrooms open directly to the expansive second-floor porch, offering panoramic bay views and unforgettable sunrise beach views over the Bay. The oversized primary suite includes a spa-inspired ensuite bathroom with: Dual vanities, Large private soaking tub, Walk-in shower, and Luxury finishes throughout This Premier Island Location provides access to Walk, Bike, or Golf Cart Everywhere. Perfectly positioned near: Boutique shops, cafes, and ice cream parlors, waterfront dining and local restaurants, and the historic charm of the north-end of the island. Just minutes from the iconic Anna Maria City Pier, and easily accessible to Gulf beaches by golf cart or bicycle, this location defines true Florida island lifestyle living. This property is also a high-performing opportunity for investors:, Daily rentals permitted, Strong short-term rental demand on Anna Maria Island, and Ideal for luxury vacation rental income or second home use. Whether you are searching for a luxury waterview home on Anna Maria Island, a high-income vacation rental property, or a private coastal retreat, this home delivers unmatched location, lifestyle, and value. Pack your bags and start living the Island Dream - Don't Worry - Bay Happy!

403 N Bay Boulevard, Anna Maria
$1,700,000
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
$5,000,000
4 Beds ⋅ 5 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
DIRECT BEACHFRONT - This residence generated nearly $500,000 in income for 2025!  Positioned on the pristine shores of the north end of Anna Maria Island, this extraordinary direct beachfront estate offers a rare opportunity to own a luxury coastal retreat while building lasting generational wealth through an exceptional income-producing opportunity. Offered turnkey furnished, this stunning residence seamlessly combines refined beachfront living with an impressive history of high-performing short-term rental revenue. Thoughtfully updated with numerous recent enhancements—including new upper-level sliding glass doors—this home is designed to maximize breathtaking panoramic views of Tampa Bay and the iconic Sunshine Skyway Bridge. Expansive walls of glass flood the open-concept living and dining spaces with natural light, while floor-to-ceiling sliders lead to a spacious waterfront balcony, creating the perfect setting for entertaining or simply enjoying the serenity of the Gulf Coast lifestyle. The gourmet kitchen is beautifully appointed with shaker-style cabinetry, quartz countertops, an oversized island with seating, and premium stainless-steel appliances, including a gas range. Each of the four spacious bedroom suites serves as a private retreat, complete with its own en-suite bath and private balcony surrounded by lush tropical scenery.  Additional upgrades include refreshed tropical landscaping with exterior lighting, new ground-level outdoor furnishings, and freshly painted interior and exterior spaces. The covered poolside lounge and dining area provides the ultimate waterfront experience, just steps from the sugar-sand beaches of Anna Maria Island. In the evenings, unwind as the illuminated Skyway Bridge creates a spectacular backdrop across the bay. Beyond its timeless coastal architecture and unmatched beachfront setting, this property presents a truly remarkable investment opportunity with a proven track record and substantial rental income. The residence generated nearly $500,000 in income for 2025, with $456,000 booked in 2024 and $464,000 in 2023. Future reservations for 2026--2027 are already in place, offering immediate continuity of revenue and long-term wealth-building potential. Comprehensive rental history and future booking details for 2025-2027 are available upon request.  A rare offering that blends luxury, lifestyle, and legacy investment potential—this is beachfront ownership at its finest.

915 N Shore Drive, Anna Maria
$5,295,000
4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Welcome to 118 Mangrove Ave, a slice of tropical paradise in the heart of Anna Maria. This 4-bedroom, 4.5-bath residence offers an exceptional blend of luxury, comfort, and coastal convenience. Turnkey furnished and thoughtfully appointed, it is designed to meet every need and desire. Vaulted ceilings and abundant natural light create an open, airy ambiance throughout the spacious floor plan. Each bedroom serves as a private en-suite sanctuary, ensuring comfort and privacy for family and guests alike. The expansive great room features custom artwork and provides the perfect setting for gathering and making memories. The gourmet kitchen will be outfitted with high-end stainless steel appliances, combining style and function for the culinary enthusiast. An elevator provides effortless access to all levels of this exquisite home. Step outside into your own private oasis with lush tropical landscaping highlighted by vibrant foliage and enchanting lighting, surrounded by an oversized swimming pool and spa. Whether enjoying a quiet afternoon swim or hosting lively poolside gatherings, this outdoor retreat promises endless enjoyment. A private putting green invites you to refine your short game, while the summer kitchen sets the stage for alfresco dining and outdoor entertaining. One of the home’s most exceptional features is the oversized rooftop deck, offering breathtaking panoramic views of both the Gulf and the bay. From unforgettable sunsets to serene stargazing, this elevated vantage point delivers a truly unmatched experience. Perfectly positioned within walking distance to shops, restaurants, and the island trolley, this home offers the ideal blend of tranquility and accessibility. Whether you’re seeking peaceful relaxation or coastal adventure, 118 Mangrove Ave invites you to embrace the very best of island living. Don’t miss the opportunity to make this extraordinary retreat your own—schedule your private showing today.

118 Mangrove Avenue, Anna Maria
$1,775,000
3 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code
Experience the ultimate coastal retreat at 311 Poinsettia Rd in Anna Maria, FL—a home where luxury meets laid-back island living. This beautifully renovated, elevated sanctuary boasts stunning waterfront views, a sparkling pool, and your very own private boat dock with a lift, inviting endless adventures on the water. Enjoy the convenience of RV/boat parking and a generous driveway that sets the stage for memorable gatherings. Just a leisurely stroll to pristine beaches and a quick golf cart ride to lively restaurants and bars, every moment here is infused with warmth, charm, and the promise of a vibrant lifestyle. Welcome home to your dream coastal haven. This property is currently used as a NIGHTLY rental bringing in up to $25,000/month so far this year. Please do not disturb the guests.

311 Poinsettia Road, Anna Maria
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