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100 4th Avenue S Unit 115, St Petersburg

Welcome to The Madison, located in beautiful downtown St. Pete. This 1-bedroom, 1-bathroom condo is just steps away from everything downtown has to offer. The Madison is known for its resort-style amenities, including a beautifully landscaped courtyard, heated pool and spa, fitness center, outdoor grilling areas, secure garage parking, and gated access to the community. Located in downtown St. Pete, residents can walk to restaurants, shops, waterfront parks, The St. Pete Pier and museums. Love where you live!

1 Beds ⋅ 1 Baths ⋅ Madison At St Pete SubDv. ⋅ 33701 Zip Code

Welcome to The Madison, located in beautiful downtown St. Pete. This 1-bedroom, 1-bathroom condo is just steps away from everything downtown has to offer. The Madison is known for its resort-style amenities, including a beautifully landscaped courtyard, heated pool and spa, fitness center, outdoor grilling areas, secure garage parking, and gated access to the community. Located in downtown St. Pete, residents can walk to restaurants, shops, waterfront parks, The St. Pete Pier and museums. Love where you live!

100 4th Avenue S Unit 115, St Petersburg

$10,999,000

Once a hidden gem, Oceanview Drive in Tierra Verde has become one of Tampa Bay’s most sought-after waterfront addresses — and 1363 Oceanview Drive stands as a true showpiece along its shoreline. Designed for both privacy and entertaining, this extraordinary estate delivers the best of waterfront living. Perfectly positioned on the water with breathtaking southwest views of Shell Island Preserve and unforgettable sunsets, the property features a modern oversized dock complete with two boat lifts, a double jet ski lift, multiple boat slips, and easy-access ladders for paddleboards, kayaks, and canoes. Lush, manicured landscaping provides a serene sense of seclusion while still allowing abundant natural light and outdoor enjoyment. The resort-style swimming pool was re-marcited in 2022, a new pool heater was added in 2021, and the surrounding travertine decking was coated with a non-slip finish in 2020. An expansive outdoor entertainment pavilion includes a built-in BBQ station, a three-sided full bar with appliances, dining and lounge areas, a fireplace, and a mounted flat-screen TV. The ceiling is pre-wired for speakers, fans, and misting systems. A separate one-bedroom, one-bath pool house offers ideal accommodations for guests. The main residence is the crown jewel — a 4-bedroom, 4-full-bath estate with two additional half baths and three garages capable of housing up to five vehicles or recreational toys. An elevator provides effortless access to each level, from garage to kitchen to bedroom floors — ideal for daily convenience and ease of living. Through the grand double iron entry doors, you’re welcomed into a stunning parlor with a double-sided fireplace shared with an executive office. The south wing leads to the luxurious primary suite, which opens to its own outdoor patio overlooking the pool, spa, and waterway. Dual walk-in closets with center jewelry island, separate vanities, dedicated sitting areas, a soaking tub, and a large walk-in shower complete the spa-like primary bath. To the north of the parlor lies a formal dining room adjacent to a private, temperature-controlled wine cellar. The chef’s kitchen features hidden refrigerator/freezer panels, L-shaped custom cabinetry, a gas range, and premium stainless-steel appliances. Upstairs, three additional bedrooms, three full baths, a second living area, coffee/wine bar, and laundry room create a thoughtfully designed private retreat level. What truly sets this home apart is its dedicated entertainment wing — a private bar, billiards room, arcade space, and a fully equipped movie theater. The bar is designed to impress, with multiple TVs, seating areas, and space for pool, darts, or game-day gatherings. The theater was recently upgraded with over $40,000 in new projection, audio, visual, and screen equipment. Meticulously maintained and upgraded, the seller has spared no expense in recent years. From 2021–2023, interior travertine floors were buffed and polished, the parlor received new cherry hardwood flooring, gutters were repaired and cleaned, and over $40,000 was invested in new central AC systems. In 2025, a $150,000 dock renovation further enhanced the property’s waterfront lifestyle. This is more than a home — it is a private waterfront resort built for luxury living, effortless entertaining, and unforgettable sunsets.

5 Beds ⋅ 7 Baths ⋅ Tierra Verde SubDv. ⋅ 33715 Zip Code

Once a hidden gem, Oceanview Drive in Tierra Verde has become one of Tampa Bay’s most sought-after waterfront addresses — and 1363 Oceanview Drive stands as a true showpiece along its shoreline. Designed for both privacy and entertaining, this extraordinary estate delivers the best of waterfront living. Perfectly positioned on the water with breathtaking southwest views of Shell Island Preserve and unforgettable sunsets, the property features a modern oversized dock complete with two boat lifts, a double jet ski lift, multiple boat slips, and easy-access ladders for paddleboards, kayaks, and canoes. Lush, manicured landscaping provides a serene sense of seclusion while still allowing abundant natural light and outdoor enjoyment. The resort-style swimming pool was re-marcited in 2022, a new pool heater was added in 2021, and the surrounding travertine decking was coated with a non-slip finish in 2020. An expansive outdoor entertainment pavilion includes a built-in BBQ station, a three-sided full bar with appliances, dining and lounge areas, a fireplace, and a mounted flat-screen TV. The ceiling is pre-wired for speakers, fans, and misting systems. A separate one-bedroom, one-bath pool house offers ideal accommodations for guests. The main residence is the crown jewel — a 4-bedroom, 4-full-bath estate with two additional half baths and three garages capable of housing up to five vehicles or recreational toys. An elevator provides effortless access to each level, from garage to kitchen to bedroom floors — ideal for daily convenience and ease of living. Through the grand double iron entry doors, you’re welcomed into a stunning parlor with a double-sided fireplace shared with an executive office. The south wing leads to the luxurious primary suite, which opens to its own outdoor patio overlooking the pool, spa, and waterway. Dual walk-in closets with center jewelry island, separate vanities, dedicated sitting areas, a soaking tub, and a large walk-in shower complete the spa-like primary bath. To the north of the parlor lies a formal dining room adjacent to a private, temperature-controlled wine cellar. The chef’s kitchen features hidden refrigerator/freezer panels, L-shaped custom cabinetry, a gas range, and premium stainless-steel appliances. Upstairs, three additional bedrooms, three full baths, a second living area, coffee/wine bar, and laundry room create a thoughtfully designed private retreat level. What truly sets this home apart is its dedicated entertainment wing — a private bar, billiards room, arcade space, and a fully equipped movie theater. The bar is designed to impress, with multiple TVs, seating areas, and space for pool, darts, or game-day gatherings. The theater was recently upgraded with over $40,000 in new projection, audio, visual, and screen equipment. Meticulously maintained and upgraded, the seller has spared no expense in recent years. From 2021–2023, interior travertine floors were buffed and polished, the parlor received new cherry hardwood flooring, gutters were repaired and cleaned, and over $40,000 was invested in new central AC systems. In 2025, a $150,000 dock renovation further enhanced the property’s waterfront lifestyle. This is more than a home — it is a private waterfront resort built for luxury living, effortless entertaining, and unforgettable sunsets.

1363 Oceanview Drive, Tierra Verde

5541 Puerta Del Sol Boulevard S Unit 116, St Petersburg

$485,000

BIG Price IMPROVEMENT!! Step into paradise with this stunning 2-bedroom, 2-bathroom condo in the highly sought-after La Puerta Del Sol community. Perched above the sparkling waters of Boca Ciega Bay, this home offers breathtaking, unobstructed views that will captivate you from sunrise to sunset. Inside, the open-concept layout is bathed in natural light, with large Hurricane Impact windows perfectly framing the bay’s beauty. New Plumbing thru-out and New AC recently completed. The spacious living and dining areas flow effortlessly, making it ideal for both relaxed evenings and entertaining guests. The updated kitchen boasts modern appliances, ample counter space, and a layout that keeps the chef connected to the conversation. The primary suite is a true retreat, featuring big windows overlooking the water, a walk-in closet, and an en-suite bath designed for relaxation. The second bedroom is equally inviting, perfect for guests, a home office, or your own creative space. Located within the vibrant Golf and Yacht Club neighborhood, Puerta Del Sol is more than a condo—it’s a lifestyle. Enjoy access to world-class amenities, including championship golf courses, serene walking trails, and easy proximity to the marina for all your boating adventures. Plus, you’re just minutes from pristine Gulf beaches, local dining, and shopping. An International airport is only 30 minutes away. This is coastal living at its finest. Don’t miss your chance to wake up to the bay every day—schedule your private showing today!

2 Beds ⋅ 2 Baths ⋅ La Puerta Del Sol Condo SubDv. ⋅ 33715 Zip Code

BIG Price IMPROVEMENT!! Step into paradise with this stunning 2-bedroom, 2-bathroom condo in the highly sought-after La Puerta Del Sol community. Perched above the sparkling waters of Boca Ciega Bay, this home offers breathtaking, unobstructed views that will captivate you from sunrise to sunset. Inside, the open-concept layout is bathed in natural light, with large Hurricane Impact windows perfectly framing the bay’s beauty. New Plumbing thru-out and New AC recently completed. The spacious living and dining areas flow effortlessly, making it ideal for both relaxed evenings and entertaining guests. The updated kitchen boasts modern appliances, ample counter space, and a layout that keeps the chef connected to the conversation. The primary suite is a true retreat, featuring big windows overlooking the water, a walk-in closet, and an en-suite bath designed for relaxation. The second bedroom is equally inviting, perfect for guests, a home office, or your own creative space. Located within the vibrant Golf and Yacht Club neighborhood, Puerta Del Sol is more than a condo—it’s a lifestyle. Enjoy access to world-class amenities, including championship golf courses, serene walking trails, and easy proximity to the marina for all your boating adventures. Plus, you’re just minutes from pristine Gulf beaches, local dining, and shopping. An International airport is only 30 minutes away. This is coastal living at its finest. Don’t miss your chance to wake up to the bay every day—schedule your private showing today!

5541 Puerta Del Sol Boulevard S Unit 116, St Petersburg

$494,900

YOUR PRIVATE FLORIDA OASIS AWAITS! INCREDIBLE OPPORTUNITY WITH A HIGHLY MOTIVATED SELLER! Step into tropical living with this beautifully updated 3-bedroom, 1.5-bath cottage-style home where charm, comfort, and modern style come together perfectly. Inside, a bright and open floor plan creates an inviting atmosphere, while the split-bedroom layout offers added privacy for everyday living and overnight guests. The updated kitchen features granite countertops, stainless steel appliances, and plenty of space for cooking, gathering, and entertaining. The real showstopper is outside. Step into your own private backyard retreat featuring a sparkling pool, inviting outdoor living space, and a tropical atmosphere perfect for enjoying the Florida lifestyle year-round. Whether you're relaxing after a long day, soaking up the sunshine, or entertaining friends and family, this backyard was made to be enjoyed. Perfect as a primary residence, vacation getaway, or income-producing investment, this property offers incredible flexibility and has a proven history of strong profitability. There is also an option to purchase the home fully furnished and equipped, creating a truly turn-key opportunity from day one. Ask the listing agent for additional details regarding investment performance, income potential, and available furnishings. Move-in ready, full of charm, and offering your own private tropical escape, this is the Florida lifestyle you've been waiting for. Bring your offer and make it yours!

3 Beds ⋅ 2 Baths ⋅ Tyrone Gardens Sec 2 SubDv. ⋅ 33710 Zip Code

YOUR PRIVATE FLORIDA OASIS AWAITS! INCREDIBLE OPPORTUNITY WITH A HIGHLY MOTIVATED SELLER! Step into tropical living with this beautifully updated 3-bedroom, 1.5-bath cottage-style home where charm, comfort, and modern style come together perfectly. Inside, a bright and open floor plan creates an inviting atmosphere, while the split-bedroom layout offers added privacy for everyday living and overnight guests. The updated kitchen features granite countertops, stainless steel appliances, and plenty of space for cooking, gathering, and entertaining. The real showstopper is outside. Step into your own private backyard retreat featuring a sparkling pool, inviting outdoor living space, and a tropical atmosphere perfect for enjoying the Florida lifestyle year-round. Whether you're relaxing after a long day, soaking up the sunshine, or entertaining friends and family, this backyard was made to be enjoyed. Perfect as a primary residence, vacation getaway, or income-producing investment, this property offers incredible flexibility and has a proven history of strong profitability. There is also an option to purchase the home fully furnished and equipped, creating a truly turn-key opportunity from day one. Ask the listing agent for additional details regarding investment performance, income potential, and available furnishings. Move-in ready, full of charm, and offering your own private tropical escape, this is the Florida lifestyle you've been waiting for. Bring your offer and make it yours!

1249 Essex Drive N, St Petersburg

6151 Bayou Grande Boulevard Ne, St Petersburg

$4,724,000

Pre-Construction. To be built. LOT/LAND CAN BE PURCHASED SEPARATELY AND INDEPENDENTLY FROM WHAT YOU SEE HERE AS A HOME BUILD PACKAGE. LAND MLS#TB8317783 An Architectural Masterpiece by AWARD WINNING WINDSTAR HOMES is a stunning embodiment of luxury, innovation, and timeless design. This magnificent estate features over 4,000 square feet of elegantly designed living space and more than 5,600 square feet of total under-roof space area, seamlessly connecting indoor and outdoor living to celebrate Florida’s natural beauty. With a legacy of excellence and a reputation for meticulous craftsmanship, Windstar Homes has once again set a new standard in luxury living. Inspired by British West Indies architecture, the Apple boasts a distinct and polished exterior. The design artfully integrates open spaces, expansive glass elements, and clean lines, creating a seamless connection between the interior and the lush outdoors. A captivating courtyard serves as the heart of the home, visible from three different areas, allowing natural light to flow freely offering serene garden views. The home features FOUR GENEROUSLY SIZED ENSUITE BEDROOMS, four full bathrooms with one stylish powder room, each thoughtfully designed to provide privacy and luxury. Premium fixtures and exquisite finishes are standard, reflecting a commitment to quality and refinement. The GOURMET KITCHEN is a culinary enthusiast’s dream, equipped with Wolf and Sub-Zero appliances and designed as an open layout that seamlessly connects to the main living areas, promoting effortless entertaining. A thoughtfully positioned beverage center enhances convenience and luxury, while the elevator ensures easy access across both floors, combining functionality with elegance. The home also includes a THREE-CAR GARAGE, providing ample space for vehicles and storage. Designed for both relaxation and entertainment, the outdoor spaces are nothing short of spectacular. A magnificent resort-style swimming pool is surrounded by tropical landscaping, creating a private oasis that blends perfectly with the natural setting. An expansive covered loggia and a matching open sun deck above provide versatile spaces for alfresco dining and sun-soaked lounging, while a fully equipped outdoor kitchen makes it easy to transition from indoor gatherings to outdoor celebrations. With almost three decades of building award-winning homes, Windstar has mastered the art of creating bespoke residences that reflect both luxury and the unique lifestyle of each homeowner. The Apple is a testament to this legacy—offering an unparalleled blend of sophistication, craftsmanship, and connection to the natural surroundings. Experience a new pinnacle of luxury living with The Apple—where every detail is designed to inspire, and every space invites you to savor life’s finest moments.

4 Beds ⋅ 5 Baths ⋅ Shore Acres Bayou Grande Sec SubDv. ⋅ 33703 Zip Code

Pre-Construction. To be built. LOT/LAND CAN BE PURCHASED SEPARATELY AND INDEPENDENTLY FROM WHAT YOU SEE HERE AS A HOME BUILD PACKAGE. LAND MLS#TB8317783 An Architectural Masterpiece by AWARD WINNING WINDSTAR HOMES is a stunning embodiment of luxury, innovation, and timeless design. This magnificent estate features over 4,000 square feet of elegantly designed living space and more than 5,600 square feet of total under-roof space area, seamlessly connecting indoor and outdoor living to celebrate Florida’s natural beauty. With a legacy of excellence and a reputation for meticulous craftsmanship, Windstar Homes has once again set a new standard in luxury living. Inspired by British West Indies architecture, the Apple boasts a distinct and polished exterior. The design artfully integrates open spaces, expansive glass elements, and clean lines, creating a seamless connection between the interior and the lush outdoors. A captivating courtyard serves as the heart of the home, visible from three different areas, allowing natural light to flow freely offering serene garden views. The home features FOUR GENEROUSLY SIZED ENSUITE BEDROOMS, four full bathrooms with one stylish powder room, each thoughtfully designed to provide privacy and luxury. Premium fixtures and exquisite finishes are standard, reflecting a commitment to quality and refinement. The GOURMET KITCHEN is a culinary enthusiast’s dream, equipped with Wolf and Sub-Zero appliances and designed as an open layout that seamlessly connects to the main living areas, promoting effortless entertaining. A thoughtfully positioned beverage center enhances convenience and luxury, while the elevator ensures easy access across both floors, combining functionality with elegance. The home also includes a THREE-CAR GARAGE, providing ample space for vehicles and storage. Designed for both relaxation and entertainment, the outdoor spaces are nothing short of spectacular. A magnificent resort-style swimming pool is surrounded by tropical landscaping, creating a private oasis that blends perfectly with the natural setting. An expansive covered loggia and a matching open sun deck above provide versatile spaces for alfresco dining and sun-soaked lounging, while a fully equipped outdoor kitchen makes it easy to transition from indoor gatherings to outdoor celebrations. With almost three decades of building award-winning homes, Windstar has mastered the art of creating bespoke residences that reflect both luxury and the unique lifestyle of each homeowner. The Apple is a testament to this legacy—offering an unparalleled blend of sophistication, craftsmanship, and connection to the natural surroundings. Experience a new pinnacle of luxury living with The Apple—where every detail is designed to inspire, and every space invites you to savor life’s finest moments.

6151 Bayou Grande Boulevard Ne, St Petersburg

795 Collany Road Unit 304, St Petersburg

$2,895,000

EXPERIENCE SUNSET POINTE at COLLANY KEY... A PANORAMA OF CHANGING SCENES, SUNSETS, WILDLIFE and BEACH.... This exclusive gated Gulf front community is located on a deed-restricted 18 ACRE island of Tierra Verde. Featuring, mesmerizing waterfront views, spectacular sunsets plus a beautiful natural beach along the shoreline on the Gulf of Mexico and attached to Shell Key Preserve. An 1800-acre County Preserve, one of the County's largest undeveloped barrier islands which compliments Sunset Pointe condominiums. Sunset Pointe amenities include: gated access, gated garage with private air conditioned storage room, locked semi-private elevator opening to your private foyer, 2 oversized balconies, exquisite designer finishes, state-of-the-art stainless appliances, 150 mph rated windows and hurricane shutters. Sunset Pointe amenties include outdoor kitchen & AC fitness room, kayak launch & storage, Geothermal salt water Lap pool/spa/fire pits. Putting green and Bocce ball. Enjoy a stroll along the beautiful boardwalk where you can launch your kayak, or fish on the pier or just be amazed by the manatee and other wildlife. Downtown Tierra Verde is within walking distance and offers a variety of restaurants & personal services. A place where you can live an understated lifestyle with all the refinements you desire & deserve. Sunset Pointe condominiums are surrounded by breathtaking views and unspoiled natural beauty, the location is perfectly situated on the Gulf of Mexico. It's the one new development on the one-of-a kind island called Tierra Verde located at the end of Pinellas county where paradise abounds. If golf is your game, the private club Isla Del Sol Yacht & Country Club is only 5 minutes away. You can enjoy the Gulf to Golf....Tierra Verde is only 15 minutes away from the exciting downtown St. Petersburg easily accessible to I275. For your traveling convenience there are 3 international airports within 20 to 60 minutes. Do not miss out on this exceptional condo.

3 Beds ⋅ 4 Baths ⋅ Sunset Pointe At Collany Key Iii Condo SubDv. ⋅ 33715 Zip Code

EXPERIENCE SUNSET POINTE at COLLANY KEY... A PANORAMA OF CHANGING SCENES, SUNSETS, WILDLIFE and BEACH.... This exclusive gated Gulf front community is located on a deed-restricted 18 ACRE island of Tierra Verde. Featuring, mesmerizing waterfront views, spectacular sunsets plus a beautiful natural beach along the shoreline on the Gulf of Mexico and attached to Shell Key Preserve. An 1800-acre County Preserve, one of the County's largest undeveloped barrier islands which compliments Sunset Pointe condominiums. Sunset Pointe amenities include: gated access, gated garage with private air conditioned storage room, locked semi-private elevator opening to your private foyer, 2 oversized balconies, exquisite designer finishes, state-of-the-art stainless appliances, 150 mph rated windows and hurricane shutters. Sunset Pointe amenties include outdoor kitchen & AC fitness room, kayak launch & storage, Geothermal salt water Lap pool/spa/fire pits. Putting green and Bocce ball. Enjoy a stroll along the beautiful boardwalk where you can launch your kayak, or fish on the pier or just be amazed by the manatee and other wildlife. Downtown Tierra Verde is within walking distance and offers a variety of restaurants & personal services. A place where you can live an understated lifestyle with all the refinements you desire & deserve. Sunset Pointe condominiums are surrounded by breathtaking views and unspoiled natural beauty, the location is perfectly situated on the Gulf of Mexico. It's the one new development on the one-of-a kind island called Tierra Verde located at the end of Pinellas county where paradise abounds. If golf is your game, the private club Isla Del Sol Yacht & Country Club is only 5 minutes away. You can enjoy the Gulf to Golf....Tierra Verde is only 15 minutes away from the exciting downtown St. Petersburg easily accessible to I275. For your traveling convenience there are 3 international airports within 20 to 60 minutes. Do not miss out on this exceptional condo.

795 Collany Road Unit 304, St Petersburg

13999 Gulf Boulevard Unit 406, St Petersburg

$515,000

Seller will consider owner financing. Spectacular Manatee watching from your own balcony! Fully Furnished 2/2 condo-hotel offers a great investment opportunity with no minimum rental requirement. The light and bright end unit is perfect for use as a vacation home and can also generate rental income when not in use. Located just steps away from the beach and .7 miles from the popular John's Pass Village, this condo community offers two boat slips, a heated pool, barbeque dock, and more. The condo is nicely decorated and comes fully furnished and equipped for guests. With tile and luxury vinyl flooring, maintenance is a breeze. Enjoy amazing beach and sunset views from the balcony, and take advantage of the nearby restaurants and beach access. The proximity to Caddy's, a popular spot with live music on the beach, and the convenience of having Sweet Brunette for breakfast and coffee, as well as Mad Beach Poke Bowls for dinner, make this condo an ideal location for those who love to enjoy good food and entertainment. The combination of beachfront living and easy access to great dining options adds to the appeal of this property. Whether you're looking to relax in the ocean waves or catch some snook at night, this condo offers the perfect location for both relaxation and adventure.

2 Beds ⋅ 2 Baths ⋅ Skyline Of Madeira Condo SubDv. ⋅ 33708 Zip Code

Seller will consider owner financing. Spectacular Manatee watching from your own balcony! Fully Furnished 2/2 condo-hotel offers a great investment opportunity with no minimum rental requirement. The light and bright end unit is perfect for use as a vacation home and can also generate rental income when not in use. Located just steps away from the beach and .7 miles from the popular John's Pass Village, this condo community offers two boat slips, a heated pool, barbeque dock, and more. The condo is nicely decorated and comes fully furnished and equipped for guests. With tile and luxury vinyl flooring, maintenance is a breeze. Enjoy amazing beach and sunset views from the balcony, and take advantage of the nearby restaurants and beach access. The proximity to Caddy's, a popular spot with live music on the beach, and the convenience of having Sweet Brunette for breakfast and coffee, as well as Mad Beach Poke Bowls for dinner, make this condo an ideal location for those who love to enjoy good food and entertainment. The combination of beachfront living and easy access to great dining options adds to the appeal of this property. Whether you're looking to relax in the ocean waves or catch some snook at night, this condo offers the perfect location for both relaxation and adventure.

13999 Gulf Boulevard Unit 406, St Petersburg