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Welcome to your personal coastal oasis on coveted St. Armands Key, positioned just moments from the world-famous roundabout and the sun-drenched, sugar-sand shores of Lido Beach. Exquisitely updated and tailored for effortless coastal living, this turnkey residence presents a rare opportunity to enjoy refined island elegance, complete with the highly coveted flexibility of weekly rental eligibility making it an incomparable primary home, seasonal getaway, or high-performing luxury investment asset. Step through the welcoming foyer into a light-flooded, airy haven adorned with crisp plantation shutters, crown molding, and sleek, large format tile flooring that stretches across the main living spaces. Designed for relaxed gatherings and seamless entertaining, the expansive open living and dining area flows naturally into a showstopping gourmet kitchen. Outfitted with chic two-tone cabinetry, quartz countertops, a dedicated work/beverage station, and open shelving, the kitchen is both a culinary showpiece and the lively heart of the home. Peaceful accommodations include generously proportioned bedrooms dressed in beach-inspired tones and wood-look plank tile flooring, highlighted by a serene primary suite complete with an enviable custom walk-in closet system and designer finished baths that balance modern elegance with timeless coastal character. With a newer roof and updated AC already in place, the home delivers total peace of mind alongside stylish design. The layout accommodates the possibility of an in-law suite. Outside, the property opens to an exceptionally private, fenced backyard framed by soaring mature palms and a contemporary horizontal privacy fence. This expansive, sun-soaked outdoor retreat is primed for unforgettable alfresco dining, morning coffee, and evening lounging under the warm Florida breeze. Best of all, the deep, versatile lot offers tremendous potential to design and build your dream custom in ground pool, spa, and outdoor summer kitchen creating an elite tropical resort right outside your back door. The location and lifestyle offered by St. Armands are simply second to none. Leave your keys behind and take a leisurely stroll or golf cart ride to St. Armands Circle, a world renowned destination brimming with award-winning fine dining, open-air cafes, ice cream parlors, high-end fashion boutiques, and lively year round art and music festivals. Just a few blocks further west, discover the tranquil Gulf waters of Lido Beach, known for paddle boarding, shelling, and legendary sunset walks. Nearby nature lovers can explore the winding mangrove tunnels and kayak launches of Ted Sperling Park at South Lido Key, while boaters and anglers will relish quick access to Sarasota Bay and the Gulf of Mexico. Cross the scenic Ringling Bridge and you are minutes from Downtown Sarasota’s vibrant cultural district, home to the Sarasota Opera, the historic Ringling Museum, Van Wezel Performing Arts Hall, and Marina Jacks, as well as an easy 15-minute drive to the Sarasota-Bradenton International Airport. Combining an irreplaceable barrier-island address, upscale finishes, outdoor pool potential, and proven rental versatility, this home is the ultimate slice of St. Armands paradise.

3 Beds ⋅ 3 Baths ⋅ Saint Armands Division John Ringling Estates SubDv.

Welcome to your personal coastal oasis on coveted St. Armands Key, positioned just moments from the world-famous roundabout and the sun-drenched, sugar-sand shores of Lido Beach. Exquisitely updated and tailored for effortless coastal living, this turnkey residence presents a rare opportunity to enjoy refined island elegance, complete with the highly coveted flexibility of weekly rental eligibility making it an incomparable primary home, seasonal getaway, or high-performing luxury investment asset. Step through the welcoming foyer into a light-flooded, airy haven adorned with crisp plantation shutters, crown molding, and sleek, large format tile flooring that stretches across the main living spaces. Designed for relaxed gatherings and seamless entertaining, the expansive open living and dining area flows naturally into a showstopping gourmet kitchen. Outfitted with chic two-tone cabinetry, quartz countertops, a dedicated work/beverage station, and open shelving, the kitchen is both a culinary showpiece and the lively heart of the home. Peaceful accommodations include generously proportioned bedrooms dressed in beach-inspired tones and wood-look plank tile flooring, highlighted by a serene primary suite complete with an enviable custom walk-in closet system and designer finished baths that balance modern elegance with timeless coastal character. With a newer roof and updated AC already in place, the home delivers total peace of mind alongside stylish design. The layout accommodates the possibility of an in-law suite. Outside, the property opens to an exceptionally private, fenced backyard framed by soaring mature palms and a contemporary horizontal privacy fence. This expansive, sun-soaked outdoor retreat is primed for unforgettable alfresco dining, morning coffee, and evening lounging under the warm Florida breeze. Best of all, the deep, versatile lot offers tremendous potential to design and build your dream custom in ground pool, spa, and outdoor summer kitchen creating an elite tropical resort right outside your back door. The location and lifestyle offered by St. Armands are simply second to none. Leave your keys behind and take a leisurely stroll or golf cart ride to St. Armands Circle, a world renowned destination brimming with award-winning fine dining, open-air cafes, ice cream parlors, high-end fashion boutiques, and lively year round art and music festivals. Just a few blocks further west, discover the tranquil Gulf waters of Lido Beach, known for paddle boarding, shelling, and legendary sunset walks. Nearby nature lovers can explore the winding mangrove tunnels and kayak launches of Ted Sperling Park at South Lido Key, while boaters and anglers will relish quick access to Sarasota Bay and the Gulf of Mexico. Cross the scenic Ringling Bridge and you are minutes from Downtown Sarasota’s vibrant cultural district, home to the Sarasota Opera, the historic Ringling Museum, Van Wezel Performing Arts Hall, and Marina Jacks, as well as an easy 15-minute drive to the Sarasota-Bradenton International Airport. Combining an irreplaceable barrier-island address, upscale finishes, outdoor pool potential, and proven rental versatility, this home is the ultimate slice of St. Armands paradise.

148 N Blvd Of The Presidents, Lido Key

$3,650,000

The ultimate beachside condo alternative is now available furnished and move-in ready! From the moment you step inside, you're greeted by an architectural transformation designed to maximize light and luxury. Stunning porcelain flooring runs throughout the home, extending seamlessly out to the pool and outdoor living spaces. The heart of the home is the newly reimagined open kitchen, where a raised ceiling sets the stage for a beautiful marriage of modern amenities and timeless charm. Walls of glass frame the waterfront views, bathing the entire living space in natural light. For ultimate peace of mind, the property is fully fortified with impact doors and windows, along with premium flood barrier protection. The lifestyle continues outside on a wide boating canal that opens endless possibilities for water activities right from your backyard. Whether it's fishing, kayaking through the lagoon, cruising the open bay, or watching the manatees play. A boater's dream, the property features a new dock and a secure seawall. Outdoor living is completely redefined. The tropical courtyard pool has been newly landscaped with carefree plantings, offering total privacy for swimming or alfresco dining. Entertain guests in a dedicated barbecue area complete with a beautiful pergola, a cozy fire pit, and two outdoor showers for rinsing off after a day at the beach. Convenience matches the luxury with a two-car garage featuring a loft, offering additional space for storage or future expansion. This residence is more than just a home, it's an exquisite retreat in a coveted location, offering the ultimate combination of luxury and privacy. Whether you're throwing in a line to catch dinner or winding down to a breathtaking sunset, this home invites you to embrace the Florida waterfront lifestyle, and just a quick stroll away from Lido Beach and St. Armands Circle.

3 Beds ⋅ 3 Baths ⋅ Saint Armands Division John Ringling Estates SubDv.

The ultimate beachside condo alternative is now available furnished and move-in ready! From the moment you step inside, you're greeted by an architectural transformation designed to maximize light and luxury. Stunning porcelain flooring runs throughout the home, extending seamlessly out to the pool and outdoor living spaces. The heart of the home is the newly reimagined open kitchen, where a raised ceiling sets the stage for a beautiful marriage of modern amenities and timeless charm. Walls of glass frame the waterfront views, bathing the entire living space in natural light. For ultimate peace of mind, the property is fully fortified with impact doors and windows, along with premium flood barrier protection. The lifestyle continues outside on a wide boating canal that opens endless possibilities for water activities right from your backyard. Whether it's fishing, kayaking through the lagoon, cruising the open bay, or watching the manatees play. A boater's dream, the property features a new dock and a secure seawall. Outdoor living is completely redefined. The tropical courtyard pool has been newly landscaped with carefree plantings, offering total privacy for swimming or alfresco dining. Entertain guests in a dedicated barbecue area complete with a beautiful pergola, a cozy fire pit, and two outdoor showers for rinsing off after a day at the beach. Convenience matches the luxury with a two-car garage featuring a loft, offering additional space for storage or future expansion. This residence is more than just a home, it's an exquisite retreat in a coveted location, offering the ultimate combination of luxury and privacy. Whether you're throwing in a line to catch dinner or winding down to a breathtaking sunset, this home invites you to embrace the Florida waterfront lifestyle, and just a quick stroll away from Lido Beach and St. Armands Circle.

556 N Washington Drive, Lido Key

$2,895,000

An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!

4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv.

An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!

76 S Washington Drive, Lido Key

$3,850,000

Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.

8 Beds ⋅ 9 Baths ⋅ Saint Armands Division John Ringling Estates SubDv.

Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.

128 Fillmore Drive, Lido Key

$3,295,000

Experience refined coastal living in the heart of St. Armands Circle, Sarasota’s premier destination for luxury shopping, fine dining, and island living. This fully turnkey, furnished 4-bedroom, 3.5-bath residence is ideally located just steps from world-class amenities and a short stroll to Lido Beach. Extensively renovated with coastal elegance in mind, this home features impact-rated windows and doors, a new roof with skylights, updated HVAC systems, designer flooring, remodeled bathrooms, upgraded lighting, and premium finishes throughout. The chef’s kitchen showcases Wolf, Sub-Zero, and Bosch appliances, quartz countertops, and custom cabinetry. The private outdoor retreat offers a fully renovated pool, travertine decking, lush landscaping, modern fencing, copper gutters, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Located in one of Sarasota’s most iconic destinations, this rare turnkey residence offers a unique opportunity for full-time living, a seasonal retreat, or an exceptional rental opportunity. Embrace effortless access to Lido Beach, St. Armands Circle, and the best of Sarasota’s island lifestyle.

4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv.

Experience refined coastal living in the heart of St. Armands Circle, Sarasota’s premier destination for luxury shopping, fine dining, and island living. This fully turnkey, furnished 4-bedroom, 3.5-bath residence is ideally located just steps from world-class amenities and a short stroll to Lido Beach. Extensively renovated with coastal elegance in mind, this home features impact-rated windows and doors, a new roof with skylights, updated HVAC systems, designer flooring, remodeled bathrooms, upgraded lighting, and premium finishes throughout. The chef’s kitchen showcases Wolf, Sub-Zero, and Bosch appliances, quartz countertops, and custom cabinetry. The private outdoor retreat offers a fully renovated pool, travertine decking, lush landscaping, modern fencing, copper gutters, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Located in one of Sarasota’s most iconic destinations, this rare turnkey residence offers a unique opportunity for full-time living, a seasonal retreat, or an exceptional rental opportunity. Embrace effortless access to Lido Beach, St. Armands Circle, and the best of Sarasota’s island lifestyle.

345 Madison Drive, Lido Key

$7,990,000

Virtually Staged. Presenting a rare opportunity at 515 S Washington Drive, an extensively reimagined residence offering the space of a luxury estate with a low-maintenance lifestyle, just steps from St. Armands Circle and Lido Beach. Originally envisioned by renowned architect Bo MacEwen, the home is being thoughtfully transformed with a focus on modern design, comfort, and seamless indoor-outdoor living. The first floor features a spacious primary suite and private den, while three additional bedrooms upstairs provide plenty of room for family and guests. Outside, a resort-style pool, elegant landscaping, and multiple entertaining areas create a private retreat without the upkeep of an oversized estate. Best of all, the home enjoys direct western exposure for beautiful Sarasota sunsets, all within an easy walk of the beach, restaurants, shopping, and everything St. Armands has to offer. A unique combination of space, location, privacy, and effortless coastal living. ****Price as stated is for new construction, inquire about pricing prior to construction. ****

4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv.

Virtually Staged. Presenting a rare opportunity at 515 S Washington Drive, an extensively reimagined residence offering the space of a luxury estate with a low-maintenance lifestyle, just steps from St. Armands Circle and Lido Beach. Originally envisioned by renowned architect Bo MacEwen, the home is being thoughtfully transformed with a focus on modern design, comfort, and seamless indoor-outdoor living. The first floor features a spacious primary suite and private den, while three additional bedrooms upstairs provide plenty of room for family and guests. Outside, a resort-style pool, elegant landscaping, and multiple entertaining areas create a private retreat without the upkeep of an oversized estate. Best of all, the home enjoys direct western exposure for beautiful Sarasota sunsets, all within an easy walk of the beach, restaurants, shopping, and everything St. Armands has to offer. A unique combination of space, location, privacy, and effortless coastal living. ****Price as stated is for new construction, inquire about pricing prior to construction. ****

515 S Washington Drive, Lido Key

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