$2,950,000 New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living. 4 Beds ⋅ 5 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living. 4940 Peaceable Way, Sarasota
$1,350,000 - Canal front, mangrove lined 100 ft. on the Grand Canal. - 2 buildable lots of record according to Sarasota County - Opportunity to build beautiful waterfront home or develop 2 waterfront homes on separate lots. - Short stroll to the Crystal sands of Siesta Key Beach and Siesta Key Village - Cottage has water damage from recent storms - Property being sold for Land Value 3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code - Canal front, mangrove lined 100 ft. on the Grand Canal. - 2 buildable lots of record according to Sarasota County - Opportunity to build beautiful waterfront home or develop 2 waterfront homes on separate lots. - Short stroll to the Crystal sands of Siesta Key Beach and Siesta Key Village - Cottage has water damage from recent storms - Property being sold for Land Value 5448 Avenida Del Mare, Sarasota
$920,000 Lovingly owned for 20 years, this tropical retreat offers privacy, charm, and thoughtful updates throughout. Recent enhancements include lush Areca palms for a private, resort-style setting, and an expanded pool area complete with a cozy seating space, large umbrella, and fire pit-perfect for relaxing or entertaining under the stars. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the kitchen. The kitchen features shaker style cabinetry and Corian counters. A pass-through window and breakfast bar open to the casual dining area, which can easily be transformed into a game room or flex space to suit your needs. On the other side of the of the kitchen is the spacious family room, with soaring vaulted ceilings and fireplace. A French door from the family room leads to the open pool area. A fiberglass salt water pool was added in 2008 with a travertine deck. The spacious Primary bedroom suite includes a sitting area with large window that offers serene views, an adjoining library/office that allows for work from home with floor to ceiling bookshelves with a separate exterior door. A major renovation in 2014 added two additional upstairs bedrooms bringing the total to four, plus a half bath with a charming turquoise/green tile display on the mirrored wall. The full bath upstairs has Quartz counters, shaker cabinets, double sinks, and skylight in the shower giving the space an abundance of natural light. The home is built for durability with a metal roof, hurricane impact windows upstairs, and many downstairs, with custom hurricane Fabric shields protecting non-impact windows and doors. The 10’ elevation has kept the property free from hurricane damage. The home is ideally situated a short distance from Glebe Park, one of Siesta Key’s hidden gems. Perfect for families and active lifestyles, the park features a baseball field, basketball court, multi-purpose field(great for soccer or casual games), pickleball court, playground, restrooms, and a gazebo for parties and picnics. The mid-island location offers easy access to both the North and South bridges. 5 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Lovingly owned for 20 years, this tropical retreat offers privacy, charm, and thoughtful updates throughout. Recent enhancements include lush Areca palms for a private, resort-style setting, and an expanded pool area complete with a cozy seating space, large umbrella, and fire pit-perfect for relaxing or entertaining under the stars. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the kitchen. The kitchen features shaker style cabinetry and Corian counters. A pass-through window and breakfast bar open to the casual dining area, which can easily be transformed into a game room or flex space to suit your needs. On the other side of the of the kitchen is the spacious family room, with soaring vaulted ceilings and fireplace. A French door from the family room leads to the open pool area. A fiberglass salt water pool was added in 2008 with a travertine deck. The spacious Primary bedroom suite includes a sitting area with large window that offers serene views, an adjoining library/office that allows for work from home with floor to ceiling bookshelves with a separate exterior door. A major renovation in 2014 added two additional upstairs bedrooms bringing the total to four, plus a half bath with a charming turquoise/green tile display on the mirrored wall. The full bath upstairs has Quartz counters, shaker cabinets, double sinks, and skylight in the shower giving the space an abundance of natural light. The home is built for durability with a metal roof, hurricane impact windows upstairs, and many downstairs, with custom hurricane Fabric shields protecting non-impact windows and doors. The 10’ elevation has kept the property free from hurricane damage. The home is ideally situated a short distance from Glebe Park, one of Siesta Key’s hidden gems. Perfect for families and active lifestyles, the park features a baseball field, basketball court, multi-purpose field(great for soccer or casual games), pickleball court, playground, restrooms, and a gazebo for parties and picnics. The mid-island location offers easy access to both the North and South bridges. 614 Tropical Circle, Sarasota
$2,875,000 One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits. 3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits. 5169 Sandy Shore Avenue, Sarasota
$940,000 Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own! 3 Beds ⋅ 3 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own! 4117 Roberts Point Circle, Sarasota
$2,260,000 Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in closets and the second floor is exclusively the primary suite with large walk-in closet and spa-like bathroom with an air-jetted tub. Bring your toothbrush and enjoy a home that is ready to move in, perfectly situated towards the end of a cul-de-sac street and faces a canal which leads to Sarasota Bay. Featuring a private dock with a boat lift, heated swimming pool with spa and don't forget the tropical waterslide! Duchateau flooring throughout main living areas, quartz countertops in kitchen, and travertine flooring in bathrooms. Enjoy entertaining in the extra-large party room/second living area which features a built-in bar, pool table, hideaway pocket sliders with disappearing wall that leads right to outdoor dining area/pool. There is also a bonus room that is currently being used as a home gym. The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate. 4 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in closets and the second floor is exclusively the primary suite with large walk-in closet and spa-like bathroom with an air-jetted tub. Bring your toothbrush and enjoy a home that is ready to move in, perfectly situated towards the end of a cul-de-sac street and faces a canal which leads to Sarasota Bay. Featuring a private dock with a boat lift, heated swimming pool with spa and don't forget the tropical waterslide! Duchateau flooring throughout main living areas, quartz countertops in kitchen, and travertine flooring in bathrooms. Enjoy entertaining in the extra-large party room/second living area which features a built-in bar, pool table, hideaway pocket sliders with disappearing wall that leads right to outdoor dining area/pool. There is also a bonus room that is currently being used as a home gym. The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate. 815 Paradise Way, Sarasota
$630,000 ***PRICE IMPROVMENT*** ***PRICE IMPROVEMET*** Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities – from fishing to parasailing. 3 Beds ⋅ 2 Baths ⋅ Twin Oak Pond SubDv. ⋅ 34242 Zip Code ***PRICE IMPROVMENT*** ***PRICE IMPROVEMET*** Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities – from fishing to parasailing. 5239 Winding Way, Sarasota
$1,000,000 An incredible opportunity awaits at 5303 Avenida Del Mare! This expansive 13,630 sq. ft. lot offers endless possibilities—build your sprawling dream home or take advantage of the original two-lot configuration to develop two stunning residences. Located in a prime location, less than half a mile from world-famous Siesta Key Beach, and priced at $1,145,000—well below comparable active listings, this is a rare chance to maximize value in a highly desirable area. Don't miss out on this exceptional investment! 3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code An incredible opportunity awaits at 5303 Avenida Del Mare! This expansive 13,630 sq. ft. lot offers endless possibilities—build your sprawling dream home or take advantage of the original two-lot configuration to develop two stunning residences. Located in a prime location, less than half a mile from world-famous Siesta Key Beach, and priced at $1,145,000—well below comparable active listings, this is a rare chance to maximize value in a highly desirable area. Don't miss out on this exceptional investment! Sarasota
$1,100,000 House has recently been torn down. Welcome to your private paradise nestled within the exclusive Sanderling Club on coveted Siesta Key. This magnificent estate spans over an acre and boasts an impressive 150 feet of pristine water frontage, offering unparalleled views and access to the sparkling waters of Heron Lagoon. This expansive lot provides an opportunity for those with a vision to build their perfect home. With over 1 acre of lush, landscaped grounds ensuring privacy and tranquility, the property offers ample space to create your own oasis. The 150 feet of stunning water frontage with private dock, allows for kayaking, fishing or simply soaking in breathtaking sunsets. Imagine designing your dream home with spacious living areas, abundant natural light and panoramic water views. The outdoor living space has the potential to become a true oasis that has multiple options for lounging areas perfect for hosting gatherings or enjoying quiet moments. Located in the Sanderling Club, the private club offers exclusive amenities including private beach access, private boat docks, tennis and pickleball courts, and a clubhouse designed by renowned architect Paul Rudolph. Situated just minutes from the vibrant Siesta Key Village, renowned for its dining, shopping, and entertainment options. The estate provides a secluded and peaceful living environment. This is a rare opportunity to own a piece of paradise in one of the most sought-after locations on Siesta Key. The potential to create your dream waterfront residence is limitless. Property being sold AS-IS. Schedule your private tour today and discover the unparalleled lifestyle that awaits you in the Sanderling Club. 3 Beds ⋅ 3 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code House has recently been torn down. Welcome to your private paradise nestled within the exclusive Sanderling Club on coveted Siesta Key. This magnificent estate spans over an acre and boasts an impressive 150 feet of pristine water frontage, offering unparalleled views and access to the sparkling waters of Heron Lagoon. This expansive lot provides an opportunity for those with a vision to build their perfect home. With over 1 acre of lush, landscaped grounds ensuring privacy and tranquility, the property offers ample space to create your own oasis. The 150 feet of stunning water frontage with private dock, allows for kayaking, fishing or simply soaking in breathtaking sunsets. Imagine designing your dream home with spacious living areas, abundant natural light and panoramic water views. The outdoor living space has the potential to become a true oasis that has multiple options for lounging areas perfect for hosting gatherings or enjoying quiet moments. Located in the Sanderling Club, the private club offers exclusive amenities including private beach access, private boat docks, tennis and pickleball courts, and a clubhouse designed by renowned architect Paul Rudolph. Situated just minutes from the vibrant Siesta Key Village, renowned for its dining, shopping, and entertainment options. The estate provides a secluded and peaceful living environment. This is a rare opportunity to own a piece of paradise in one of the most sought-after locations on Siesta Key. The potential to create your dream waterfront residence is limitless. Property being sold AS-IS. Schedule your private tour today and discover the unparalleled lifestyle that awaits you in the Sanderling Club. 7536 Midnight Pass Road, Sarasota
$1,700,000 Fantastic location Island-style home with boat lift. 3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code Fantastic location Island-style home with boat lift. 868 Siesta Key Circle, Sarasota
$2,210,000 You will absolutely fall in love with this carefully curated masterpiece on Siesta Key! Nestled in the coveted Siesta Cove neighborhood, this stunning, fully renovated home offers a rare blend of old Florida charm and modern luxury. Situated just half a mile from Siesta Beach, this exceptional residence rests on nearly half an acre, adorned with majestic live oak trees, creating a serene and private atmosphere. Gorgeous IPE decking surrounds the home, seamlessly uniting the indoors with the outdoors and infusing every space with a warm, tropical feel. Dine alfresco or lounge by the pool, shaded by retractable sunshades for ultimate comfort. An impressive array of windows gives the sensation of living among lush, mature foliage—your very own luxury treehouse. Plus, enjoy peace of mind with a brand-new roof installed in 2023! In addition to the 3,899 square feet of living space, stay active in your private 1,200 sq. ft. gym, located on the bottom, non-conforming level of the home. Take a refreshing swim in the extra-large pool, then unwind in your brand-new sauna for the ultimate relaxation experience. Retreat to the serene, spa-like marble master bathroom—a true sanctuary for rest and rejuvenation. Finally, gather in the spectacular chef’s kitchen to create memorable meals using top-of-the-line Wolf and Sub-Zero appliances. This multi-level, multidimensional home offers abundant space for grand-scale entertaining while still providing intimate, cozy retreats for quiet moments. Make sure to click on the video tour to get a better look at this fabulous home! Please see attached feature sheet for an extensive list of improvements. 4 Beds ⋅ 5 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code You will absolutely fall in love with this carefully curated masterpiece on Siesta Key! Nestled in the coveted Siesta Cove neighborhood, this stunning, fully renovated home offers a rare blend of old Florida charm and modern luxury. Situated just half a mile from Siesta Beach, this exceptional residence rests on nearly half an acre, adorned with majestic live oak trees, creating a serene and private atmosphere. Gorgeous IPE decking surrounds the home, seamlessly uniting the indoors with the outdoors and infusing every space with a warm, tropical feel. Dine alfresco or lounge by the pool, shaded by retractable sunshades for ultimate comfort. An impressive array of windows gives the sensation of living among lush, mature foliage—your very own luxury treehouse. Plus, enjoy peace of mind with a brand-new roof installed in 2023! In addition to the 3,899 square feet of living space, stay active in your private 1,200 sq. ft. gym, located on the bottom, non-conforming level of the home. Take a refreshing swim in the extra-large pool, then unwind in your brand-new sauna for the ultimate relaxation experience. Retreat to the serene, spa-like marble master bathroom—a true sanctuary for rest and rejuvenation. Finally, gather in the spectacular chef’s kitchen to create memorable meals using top-of-the-line Wolf and Sub-Zero appliances. This multi-level, multidimensional home offers abundant space for grand-scale entertaining while still providing intimate, cozy retreats for quiet moments. Make sure to click on the video tour to get a better look at this fabulous home! Please see attached feature sheet for an extensive list of improvements. 5235 Siesta Cove Drive, Sarasota
$3,300,000 ONE-OF-A-KIND IN THE HEART OF SIESTA KEY! With more than 3,300 square feet of beautifully designed living space, this meticulously maintained 4-bed, 3.5-bath single-family home is move-in ready and available for a quick close, as it sustained NO storm damage. From the moment you arrive, the classic architecture, tile roof and detailed craftsmanship are bound to leave a lasting impression. The gated entrance opens to a paver brick driveway, leading to TWO oversized 2-car garages separated by an elegant entryway leading to the foyer which features both an elevator as well as a travertine staircase for seamless access to all three floors. Throughout the entire home, you'll find light-filled living spaces, travertine flooring, towering 10-foot ceilings, 8-foot solid wood doors, tray ceilings creating an open airy ambiance, and floor-to-ceiling windows bringing in an abundance of natural light. The chef’s kitchen is a stunning fusion of elegance and functionality, outfitted with top-tier Wolf, Sub-Zero, and Fisher & Paykel appliances. A sprawling granite island with breakfast bar is ideal for casual dining or lively conversation. Designed for both culinary excellence and connection, the open-concept layout ensures you remain engaged with guests, offering seamless sightlines to the living and dining areas and extending to the balcony, where serene views of the private heated pool await. The master suite offers a tranquil retreat with its own private balcony, and spa-like bath featuring a deep soaking tub, walk-in shower with upscale finishes, and dual vanities. The lower level includes a spacious family and game room, with its own balcony ideal for entertainment or quiet lounging. There are three additional bedrooms on this floor, two full baths and two additional balconies creating plenty of inviting spaces for family and friends to relax and unwind. Outdoor living is truly exceptional, featuring a heated saltwater pool and spa for year-round enjoyment. The crown jewel of this home is the rooftop terrace, spanning over 1,000 square feet, it offers breathtaking 360-degree panoramic views, stretching from the Gulf of Mexico to Lido, Longboat, and downtown Sarasota. Whether hosting a sunset gathering, grilling your favorite meal, or watching the sun set with a glass of wine, this rooftop retreat offers an experience like no other. Every detail of this home has been thoughtfully designed for convenience and efficiency. A whole-house water filtration system. Impact windows and doors. The oversized garages, with two separate entrances, provide ample space for car enthusiasts, beach gear, or extra storage and an EV Charger. Practically in the heart of Siesta Key Village, you won’t have far to go for dining, shopping, entertainment and all the conveniences needed for an island lifestyle. Also just minutes from Sarasota's cultural attractions, as well as boating, fishing, golf courses and an abundance of professional sports venues. With no HOA restrictions and a projected gross rental income of $210k+ per year, this property presents an exceptional investment. Whether you’re looking for a full-time residence, a vacation retreat, or an income-generating property, this home is truly one-of-a-kind. Don’t miss this rare chance to own a luxury coastal retreat in one of Florida’s most iconic beach destinations. Your Siesta Key dream home is waiting—schedule your private tour today! 4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code ONE-OF-A-KIND IN THE HEART OF SIESTA KEY! With more than 3,300 square feet of beautifully designed living space, this meticulously maintained 4-bed, 3.5-bath single-family home is move-in ready and available for a quick close, as it sustained NO storm damage. From the moment you arrive, the classic architecture, tile roof and detailed craftsmanship are bound to leave a lasting impression. The gated entrance opens to a paver brick driveway, leading to TWO oversized 2-car garages separated by an elegant entryway leading to the foyer which features both an elevator as well as a travertine staircase for seamless access to all three floors. Throughout the entire home, you'll find light-filled living spaces, travertine flooring, towering 10-foot ceilings, 8-foot solid wood doors, tray ceilings creating an open airy ambiance, and floor-to-ceiling windows bringing in an abundance of natural light. The chef’s kitchen is a stunning fusion of elegance and functionality, outfitted with top-tier Wolf, Sub-Zero, and Fisher & Paykel appliances. A sprawling granite island with breakfast bar is ideal for casual dining or lively conversation. Designed for both culinary excellence and connection, the open-concept layout ensures you remain engaged with guests, offering seamless sightlines to the living and dining areas and extending to the balcony, where serene views of the private heated pool await. The master suite offers a tranquil retreat with its own private balcony, and spa-like bath featuring a deep soaking tub, walk-in shower with upscale finishes, and dual vanities. The lower level includes a spacious family and game room, with its own balcony ideal for entertainment or quiet lounging. There are three additional bedrooms on this floor, two full baths and two additional balconies creating plenty of inviting spaces for family and friends to relax and unwind. Outdoor living is truly exceptional, featuring a heated saltwater pool and spa for year-round enjoyment. The crown jewel of this home is the rooftop terrace, spanning over 1,000 square feet, it offers breathtaking 360-degree panoramic views, stretching from the Gulf of Mexico to Lido, Longboat, and downtown Sarasota. Whether hosting a sunset gathering, grilling your favorite meal, or watching the sun set with a glass of wine, this rooftop retreat offers an experience like no other. Every detail of this home has been thoughtfully designed for convenience and efficiency. A whole-house water filtration system. Impact windows and doors. The oversized garages, with two separate entrances, provide ample space for car enthusiasts, beach gear, or extra storage and an EV Charger. Practically in the heart of Siesta Key Village, you won’t have far to go for dining, shopping, entertainment and all the conveniences needed for an island lifestyle. Also just minutes from Sarasota's cultural attractions, as well as boating, fishing, golf courses and an abundance of professional sports venues. With no HOA restrictions and a projected gross rental income of $210k+ per year, this property presents an exceptional investment. Whether you’re looking for a full-time residence, a vacation retreat, or an income-generating property, this home is truly one-of-a-kind. Don’t miss this rare chance to own a luxury coastal retreat in one of Florida’s most iconic beach destinations. Your Siesta Key dream home is waiting—schedule your private tour today! 317 Beach Road, Sarasota
$700,000 INVESTOR'S DREAM!!!! On Siesta Key's coveted Bay Island awaits this former beauty. It needs almost a full rehab to be restored to its former glory after recent hurricane damage, but the major components, such as the HVAC (4 years) and water heater (1 year old) are still intact and functional. From the circular driveway, you are welcomed by a garden courtyard. You'll enter the double French front doors into a foyer and an open floor plan creating a natural flow throughout the one-level living space. Open the sliding glass doors to the south facing screened lanai that showcases the heated saltwater pool with a waterfall, paver deck, and poolside patio with a retractable awning. In addition, there is an east-facing screened lanai with enough space for a seating area and grill. Two primary bedroom suites on opposite sides of the home offer lots of privacy. One of the primary suites has a large walk-in closet, dressing area and a beautiful Japanese soaking tub and zero-entry rain shower. The adjoining office has a view of the charming courtyard with separate access, if desired, through sliding doors. Located minutes from Siesta Key North Bridge offers quick access to downtown Sarasota's entertainment, dining, and shopping. Take a quick visit to Shell Road Beach, less than one mile away to enjoy Florida's sunset. 3 Beds ⋅ 4 Baths ⋅ Bay Island Park SubDv. ⋅ 34242 Zip Code INVESTOR'S DREAM!!!! On Siesta Key's coveted Bay Island awaits this former beauty. It needs almost a full rehab to be restored to its former glory after recent hurricane damage, but the major components, such as the HVAC (4 years) and water heater (1 year old) are still intact and functional. From the circular driveway, you are welcomed by a garden courtyard. You'll enter the double French front doors into a foyer and an open floor plan creating a natural flow throughout the one-level living space. Open the sliding glass doors to the south facing screened lanai that showcases the heated saltwater pool with a waterfall, paver deck, and poolside patio with a retractable awning. In addition, there is an east-facing screened lanai with enough space for a seating area and grill. Two primary bedroom suites on opposite sides of the home offer lots of privacy. One of the primary suites has a large walk-in closet, dressing area and a beautiful Japanese soaking tub and zero-entry rain shower. The adjoining office has a view of the charming courtyard with separate access, if desired, through sliding doors. Located minutes from Siesta Key North Bridge offers quick access to downtown Sarasota's entertainment, dining, and shopping. Take a quick visit to Shell Road Beach, less than one mile away to enjoy Florida's sunset. 3455 Anglin Drive, Sarasota
$1,650,000 Welcome to The Morrison House, a stunning waterfront retreat that blends modern luxury with a touch of historic charm. Nestled along a deep-water canal just minutes from the Gulf of Mexico, this 4-bedroom, 3 ½ bath, 2,812 SF home offers a rare opportunity to embrace the ultimate Sarasota lifestyle. Originally built in 1996 and extensively updated through 2014, the primary residence is a showcase of current design, featuring soaring ceilings, expansive open spaces, and every modern convenience. Complementing this is the adjoined 1940s-era original cottage, a beautifully renovated gem that adds historic charm, making this property truly one of a kind. As you step inside, the grandeur of the modern home takes center stage. The open floor plan flows effortlessly from room to room, with abundant natural light streaming through oversized windows. The chef’s kitchen is a true showstopper, featuring premium two-toned cabinetry, sleek stone countertops, a custom range hood, and top-of-the-line appliances, including a wall-mounted oven and sleek cooktop. Adjacent to the kitchen, the spacious great room is perfect for gatherings, with large sliding doors opening onto the outdoor patio, seamlessly blending indoor and outdoor living. The luxurious primary suite is a private sanctuary designed for relaxation. Boasting an elegant, spa-inspired bath with chic finishes and a soaking tub, this space exudes tranquility. A private study adds versatility and makes this suite a perfect retreat. The expansive outdoor living area features a sparkling pool and spa, surrounded by landscaping that ensures privacy and serenity. A private dock, complete with boat lift, provides deep-water access just a few lots away from the pass and Gulf of Mexico beyond. While the modern home shines, the property’s historic portion, known as The Morrison House, adds a unique layer of character. This charming 1940s cottage has been carefully preserved and integrated into the property, offering a cozy space perfect as a guesthouse or extension of your living area. With its heart pine floors, original cedar paneling, and vintage fireplace, it’s a delightful nod to Sarasota’s rich history. The local historic designation also brings significant advantages, including relaxed building codes, exemption from FEMA’s 50/50 rule, and tax incentives for further renovations—allowing you to personalize the property to your exact vision without compromising its integrity. In 2024, the home demonstrated remarkable resilience, weathering a hurricane and tropical storms with minimal impact. While some flooding occurred, immediate professional remediation was completed, and repairs are underway to restore the property to pristine condition. With quotes finalized, you have two exciting options: purchase now as-is at an incredible price and personalize the finishing touches, or wait for permitting and renovations to be completed and secure the home at a future higher price. With a seller-provided 2-year home warranty for peace of mind, this property is an incredible opportunity to own a resilient and beautifully updated coastal retreat. Use it as a spacious primary residence, scalable for your lifestyle, or make it your dream vacation retreat, located minutes from the powdery sands of Siesta Key Beach and vibrant Siesta Key Village. With a low 7-day minimum rental policy, it’s also perfect for the charming bed-and-breakfast you’ve always dreamed of owning. Schedule your private showing today. 4 Beds ⋅ 4 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code Welcome to The Morrison House, a stunning waterfront retreat that blends modern luxury with a touch of historic charm. Nestled along a deep-water canal just minutes from the Gulf of Mexico, this 4-bedroom, 3 ½ bath, 2,812 SF home offers a rare opportunity to embrace the ultimate Sarasota lifestyle. Originally built in 1996 and extensively updated through 2014, the primary residence is a showcase of current design, featuring soaring ceilings, expansive open spaces, and every modern convenience. Complementing this is the adjoined 1940s-era original cottage, a beautifully renovated gem that adds historic charm, making this property truly one of a kind. As you step inside, the grandeur of the modern home takes center stage. The open floor plan flows effortlessly from room to room, with abundant natural light streaming through oversized windows. The chef’s kitchen is a true showstopper, featuring premium two-toned cabinetry, sleek stone countertops, a custom range hood, and top-of-the-line appliances, including a wall-mounted oven and sleek cooktop. Adjacent to the kitchen, the spacious great room is perfect for gatherings, with large sliding doors opening onto the outdoor patio, seamlessly blending indoor and outdoor living. The luxurious primary suite is a private sanctuary designed for relaxation. Boasting an elegant, spa-inspired bath with chic finishes and a soaking tub, this space exudes tranquility. A private study adds versatility and makes this suite a perfect retreat. The expansive outdoor living area features a sparkling pool and spa, surrounded by landscaping that ensures privacy and serenity. A private dock, complete with boat lift, provides deep-water access just a few lots away from the pass and Gulf of Mexico beyond. While the modern home shines, the property’s historic portion, known as The Morrison House, adds a unique layer of character. This charming 1940s cottage has been carefully preserved and integrated into the property, offering a cozy space perfect as a guesthouse or extension of your living area. With its heart pine floors, original cedar paneling, and vintage fireplace, it’s a delightful nod to Sarasota’s rich history. The local historic designation also brings significant advantages, including relaxed building codes, exemption from FEMA’s 50/50 rule, and tax incentives for further renovations—allowing you to personalize the property to your exact vision without compromising its integrity. In 2024, the home demonstrated remarkable resilience, weathering a hurricane and tropical storms with minimal impact. While some flooding occurred, immediate professional remediation was completed, and repairs are underway to restore the property to pristine condition. With quotes finalized, you have two exciting options: purchase now as-is at an incredible price and personalize the finishing touches, or wait for permitting and renovations to be completed and secure the home at a future higher price. With a seller-provided 2-year home warranty for peace of mind, this property is an incredible opportunity to own a resilient and beautifully updated coastal retreat. Use it as a spacious primary residence, scalable for your lifestyle, or make it your dream vacation retreat, located minutes from the powdery sands of Siesta Key Beach and vibrant Siesta Key Village. With a low 7-day minimum rental policy, it’s also perfect for the charming bed-and-breakfast you’ve always dreamed of owning. Schedule your private showing today. 115 Edmondson Avenue, Sarasota
$7,825,000 EXQUISITE HOME. "Every detail considered" WHERE SARASOTA BAY MEETS THE GULF OF MEXICO. NORTH SIESTA KEY. Do not miss this unparalleled opportunity to own an exquisite waterfront home, where luxury, location, and breathtaking views combine to create the ultimate island sanctuary. This timeless residence, nestled on Big Pass at the entrance to the Gulf of Mexico, promises an exceptional lifestyle. The main home was untouched by hurricane waters, with only minimal cleanup needed in the non-conforming space. After the recent hurricanes, no water intrusion has been noted, underscoring the home’s robust construction. The sellers have invested in a brand-new tile roof, ensuring long-term value and peace of mind—even though the existing roof had years of life left. Elegantly appointed, this home offers an effortless transition for new owners, allowing immediate enjoyment. Located on the coveted north end of Siesta Key, the home provides unrivaled beach access and sweeping views of the Gulf of Mexico and Big Pass. Whether it's spectacular sunrises, sunsets, or the tranquility of island living, this residence is a true escape. Siesta Key has been recognized as the number one beach in the United States multiple times by Dr. Beach. The soft white sand is made almost exclusively of pure quartz, which remains cool on the feet even when baked in the Florida sun. Step inside to experience the grandeur of this architectural masterpiece by a well-renowned architect. The open-concept living space flows seamlessly, with soaring ceilings and floor-to-ceiling impact windows framing panoramic, 180-degree views of the sparkling waters. A private elevator transports you between levels, adding both convenience and sophistication. The gourmet/chef's kitchen, equipped with high-end appliances (Wolf, Miele, etc.), sets the stage for both intimate meals and grand entertaining. This home’s five spacious en-suite bedrooms, provide luxurious comfort and privacy. Designed for light and air, every room offers stunning vistas, creating an inviting and serene atmosphere. The property has undergone over $3 million in upgrades since 2020, ensuring that every detail is perfect. From Italian plaster and book-matched Calcutta Gold marble to custom wood floors and a bespoke Clive Christian kitchen, the Kohler natural gas generator supplies the entire home, three fireplaces, an elevator, a central vacuum, and 2 Tesla car chargers, no expense has been spared. Furnishing may be purchased separately. Smart home features include Lutron lighting, an integrated security system, and commercial-grade Wi-Fi in every room, ensuring modern convenience at your fingertips. Additional amenities include a four-car garage, a 40x20 pool and spa, a custom walnut library, a cellular gate call box, Seura TV mirrors in the primary and in the second primary suite, with elevator access, and motorized window blinds complete this extraordinary residence. This is a rare opportunity to own a once-in-a-lifetime waterfront home on Siesta Key. With its unparalleled location, stunning design, and luxury upgrades, this residence epitomizes elevated island living. Don’t miss the chance to call this exceptional residence HOME. 5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code EXQUISITE HOME. "Every detail considered" WHERE SARASOTA BAY MEETS THE GULF OF MEXICO. NORTH SIESTA KEY. Do not miss this unparalleled opportunity to own an exquisite waterfront home, where luxury, location, and breathtaking views combine to create the ultimate island sanctuary. This timeless residence, nestled on Big Pass at the entrance to the Gulf of Mexico, promises an exceptional lifestyle. The main home was untouched by hurricane waters, with only minimal cleanup needed in the non-conforming space. After the recent hurricanes, no water intrusion has been noted, underscoring the home’s robust construction. The sellers have invested in a brand-new tile roof, ensuring long-term value and peace of mind—even though the existing roof had years of life left. Elegantly appointed, this home offers an effortless transition for new owners, allowing immediate enjoyment. Located on the coveted north end of Siesta Key, the home provides unrivaled beach access and sweeping views of the Gulf of Mexico and Big Pass. Whether it's spectacular sunrises, sunsets, or the tranquility of island living, this residence is a true escape. Siesta Key has been recognized as the number one beach in the United States multiple times by Dr. Beach. The soft white sand is made almost exclusively of pure quartz, which remains cool on the feet even when baked in the Florida sun. Step inside to experience the grandeur of this architectural masterpiece by a well-renowned architect. The open-concept living space flows seamlessly, with soaring ceilings and floor-to-ceiling impact windows framing panoramic, 180-degree views of the sparkling waters. A private elevator transports you between levels, adding both convenience and sophistication. The gourmet/chef's kitchen, equipped with high-end appliances (Wolf, Miele, etc.), sets the stage for both intimate meals and grand entertaining. This home’s five spacious en-suite bedrooms, provide luxurious comfort and privacy. Designed for light and air, every room offers stunning vistas, creating an inviting and serene atmosphere. The property has undergone over $3 million in upgrades since 2020, ensuring that every detail is perfect. From Italian plaster and book-matched Calcutta Gold marble to custom wood floors and a bespoke Clive Christian kitchen, the Kohler natural gas generator supplies the entire home, three fireplaces, an elevator, a central vacuum, and 2 Tesla car chargers, no expense has been spared. Furnishing may be purchased separately. Smart home features include Lutron lighting, an integrated security system, and commercial-grade Wi-Fi in every room, ensuring modern convenience at your fingertips. Additional amenities include a four-car garage, a 40x20 pool and spa, a custom walnut library, a cellular gate call box, Seura TV mirrors in the primary and in the second primary suite, with elevator access, and motorized window blinds complete this extraordinary residence. This is a rare opportunity to own a once-in-a-lifetime waterfront home on Siesta Key. With its unparalleled location, stunning design, and luxury upgrades, this residence epitomizes elevated island living. Don’t miss the chance to call this exceptional residence HOME. 3500 Bayou Louise Lane, Sarasota
$1,150,000 An incredible opportunity in the highly coveted Point of Rocks enclave on Siesta Key! This 4-bedroom, 3-bath, 2,732 sqft home sits on a rare double lot with no neighbors on three sides and is just a quick stroll to beach access #13 and within minutes of South Siesta Village’s shopping, dining, and nightlife. The primary suite is a private second-floor retreat with a balcony overlooking the large screened-in pool and oversized backyard, featuring a tiki hut, a bridge feature, and mature hedging for privacy. The first floor has been remediated, taken down to the studs, and inspected with no presence of mold (a copy of this report is available), allowing a buyer to complete renovations to their taste or build new. This property offers multiple possibilities—renovate and restore the existing home, live in it while designing a custom build, or clear the lot to create a brand-new luxury estate in an area surrounded by multi-million-dollar new construction homes. With its prime location, generous lot size, and flexible options, this is an unparalleled opportunity to create your ideal coastal retreat. 4 Beds ⋅ 3 Baths ⋅ Point Of Rocks SubDv. ⋅ 34242 Zip Code An incredible opportunity in the highly coveted Point of Rocks enclave on Siesta Key! This 4-bedroom, 3-bath, 2,732 sqft home sits on a rare double lot with no neighbors on three sides and is just a quick stroll to beach access #13 and within minutes of South Siesta Village’s shopping, dining, and nightlife. The primary suite is a private second-floor retreat with a balcony overlooking the large screened-in pool and oversized backyard, featuring a tiki hut, a bridge feature, and mature hedging for privacy. The first floor has been remediated, taken down to the studs, and inspected with no presence of mold (a copy of this report is available), allowing a buyer to complete renovations to their taste or build new. This property offers multiple possibilities—renovate and restore the existing home, live in it while designing a custom build, or clear the lot to create a brand-new luxury estate in an area surrounded by multi-million-dollar new construction homes. With its prime location, generous lot size, and flexible options, this is an unparalleled opportunity to create your ideal coastal retreat. 7147 Point Of Rocks Circle, Sarasota
$1,800,000 Exceptional Waterfront Property on Siesta Key – A Boater’s Dream nestled on the north end of Siesta Key. Set on over 71 feet of prime seawall frontage along the pristine Hudson Bayou—one of Siesta Key’s clearest and most sought-after canals—this property offers unparalleled views and the chance to witness dolphins and manatees playing right in your own backyard. With direct sailboat access to the bay and Intracoastal Waterway, and no bridge restrictions, this location is a true haven for boaters. The property features a large composite dock with a 16,000-pound boat lift, as well as a floating dock for two jet skis, complete with electrical hookups for added convenience. Though the home has sustained storm damage and is being sold “as-is” for land value only, this is a rare opportunity to either renovate the existing structure or rebuild your dream home in this highly desirable location. Just minutes from the vibrant Siesta Key Village and the world-renowned Siesta Beach, you’ll enjoy the best of both worlds—privacy and tranquility, with easy access to shopping, dining, and entertainment. Survey and Elevation Certificate available upon request. 3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Exceptional Waterfront Property on Siesta Key – A Boater’s Dream nestled on the north end of Siesta Key. Set on over 71 feet of prime seawall frontage along the pristine Hudson Bayou—one of Siesta Key’s clearest and most sought-after canals—this property offers unparalleled views and the chance to witness dolphins and manatees playing right in your own backyard. With direct sailboat access to the bay and Intracoastal Waterway, and no bridge restrictions, this location is a true haven for boaters. The property features a large composite dock with a 16,000-pound boat lift, as well as a floating dock for two jet skis, complete with electrical hookups for added convenience. Though the home has sustained storm damage and is being sold “as-is” for land value only, this is a rare opportunity to either renovate the existing structure or rebuild your dream home in this highly desirable location. Just minutes from the vibrant Siesta Key Village and the world-renowned Siesta Beach, you’ll enjoy the best of both worlds—privacy and tranquility, with easy access to shopping, dining, and entertainment. Survey and Elevation Certificate available upon request. 3532 Flamingo Avenue, Sarasota
$1,600,000 Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The property boasts tropical landscaping, a tranquil koi pond, and a canal-front boat dock. A circular paver driveway leads to a two-car attached garage, while the backyard oasis features a screened patio, multiple paver seating areas, and two upper-level balconies with breathtaking long canal views. Built for durability, the home includes a buried propane tank connected to a whole-house generator and an irrigation system fed by a dedicated well. Inside, the living room captivates with vaulted cypress ceilings, exposed beams, a wood-burning fireplace, hardwood flooring, and double French doors that open to the patio overlooking the canal. The dining room, adjacent to the kitchen, offers hardwood flooring, sliding glass doors, and a charming chandelier. The kitchen combines functionality and elegance, featuring granite countertops, under-cabinet lighting, and a reverse osmosis water filtration system. Upstairs, the primary suite is a private retreat with vaulted ceilings, a spacious walk-in cedar closet, and sliding glass doors opening to a balcony with sweeping canal views. The en-suite bathroom features dual sinks, a soaking tub, a walk-in shower, and vintage tile accents. An adjacent office/den offers built-in shelving, transom windows, and access to two balconies — one overlooking the canal and the other the front yard. On the main floor, the guest suite includes an 11-foot vaulted ceiling, private deck access, and an en-suite bathroom. Additional spaces include a cozy family room with dual sliding glass doors to the patio and an interior atrium filled with lush plants. Conveniently located just 1.3 miles from Siesta Key Beach and dining, 2 miles from shopping, and a short drive to downtown Sarasota, Sarasota Memorial Hospital, and the airport, this home offers both serenity and accessibility. This is a rare opportunity to own a piece of architectural history in a prime location. Experience the perfect fusion of timeless design, modern amenities, and waterfront living in this Hidden Harbor gem. 2 Beds ⋅ 3 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The property boasts tropical landscaping, a tranquil koi pond, and a canal-front boat dock. A circular paver driveway leads to a two-car attached garage, while the backyard oasis features a screened patio, multiple paver seating areas, and two upper-level balconies with breathtaking long canal views. Built for durability, the home includes a buried propane tank connected to a whole-house generator and an irrigation system fed by a dedicated well. Inside, the living room captivates with vaulted cypress ceilings, exposed beams, a wood-burning fireplace, hardwood flooring, and double French doors that open to the patio overlooking the canal. The dining room, adjacent to the kitchen, offers hardwood flooring, sliding glass doors, and a charming chandelier. The kitchen combines functionality and elegance, featuring granite countertops, under-cabinet lighting, and a reverse osmosis water filtration system. Upstairs, the primary suite is a private retreat with vaulted ceilings, a spacious walk-in cedar closet, and sliding glass doors opening to a balcony with sweeping canal views. The en-suite bathroom features dual sinks, a soaking tub, a walk-in shower, and vintage tile accents. An adjacent office/den offers built-in shelving, transom windows, and access to two balconies — one overlooking the canal and the other the front yard. On the main floor, the guest suite includes an 11-foot vaulted ceiling, private deck access, and an en-suite bathroom. Additional spaces include a cozy family room with dual sliding glass doors to the patio and an interior atrium filled with lush plants. Conveniently located just 1.3 miles from Siesta Key Beach and dining, 2 miles from shopping, and a short drive to downtown Sarasota, Sarasota Memorial Hospital, and the airport, this home offers both serenity and accessibility. This is a rare opportunity to own a piece of architectural history in a prime location. Experience the perfect fusion of timeless design, modern amenities, and waterfront living in this Hidden Harbor gem. 5112 Jungle Plum Road, Sarasota
$2,350,000 Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an impressive 11’ elevation. Upon entry, one is greeted by an expansive, open concept living space that magnificently fuses the indoors with the surrounding natural beauty. High sweeping ceilings create an enviable sense of space and light, while polished ceramic tile flooring adds a touch of allure. Thoughtful consideration has been given to the common areas, such as the lavish living room, with an undeniable emphasis on comfort and sophistication. The episodic, broad windows let the glow of sunshine in, accentuating the elegant interior nuances. The kitchen is a veritable chef’s delight, replete with spacious cabinetry, and granitic countertops that inspire culinary creativity. The generous breakfast nook provides an intimate and cozy venue for smaller gatherings and casual meals. Outdoors, discover a secluded oasis where the skies, the greens, and the water merge to deliver a serene atmosphere. The sprawling deck, overlooking a large, elevated swimming pool, provides ample room for sun loungers, and al fresco dining setup, with outdoor kitchen. The residence’s strategic location in Siesta Key, FL, rewards its residents with convenient access to local amenities and landmarks. Enjoy being a stone’s throw away from stunning beaches, upscale shopping destinations, refined dining venues, and outdoor recourses. 5331 Siesta Cove Drive offers an extraordinary amalgamation of luxury living and the calm of a beachside residence. Its matchless design, location, and surrounding serenity make it an idyllic haven for those seeking an unparalleled lifestyle in Siesta Key. 3 Beds ⋅ 4 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an impressive 11’ elevation. Upon entry, one is greeted by an expansive, open concept living space that magnificently fuses the indoors with the surrounding natural beauty. High sweeping ceilings create an enviable sense of space and light, while polished ceramic tile flooring adds a touch of allure. Thoughtful consideration has been given to the common areas, such as the lavish living room, with an undeniable emphasis on comfort and sophistication. The episodic, broad windows let the glow of sunshine in, accentuating the elegant interior nuances. The kitchen is a veritable chef’s delight, replete with spacious cabinetry, and granitic countertops that inspire culinary creativity. The generous breakfast nook provides an intimate and cozy venue for smaller gatherings and casual meals. Outdoors, discover a secluded oasis where the skies, the greens, and the water merge to deliver a serene atmosphere. The sprawling deck, overlooking a large, elevated swimming pool, provides ample room for sun loungers, and al fresco dining setup, with outdoor kitchen. The residence’s strategic location in Siesta Key, FL, rewards its residents with convenient access to local amenities and landmarks. Enjoy being a stone’s throw away from stunning beaches, upscale shopping destinations, refined dining venues, and outdoor recourses. 5331 Siesta Cove Drive offers an extraordinary amalgamation of luxury living and the calm of a beachside residence. Its matchless design, location, and surrounding serenity make it an idyllic haven for those seeking an unparalleled lifestyle in Siesta Key. 5331 Siesta Cove Drive, Sarasota
$2,100,000 The best value for amenities offered anywhere on Siesta Key - elevated, hurricane-safe, and with a pool and boat lift! Welcome to your dream waterfront oasis, nestled in the heart of Siesta Key, FL. This exquisite home, featuring 3 bedrooms and 4 baths across 2,692 square feet of elegantly remodeled living space, is a true testament to luxury and comfort. Ideal floor plan for AIRBNB with 3 ensuite bedrooms over three floors and one extra full bathroom. Extensive recent renovations, estimated at over $250,000, include a new roof installed in 2019, updated AC units, hurricane-impact windows and doors for peace of mind, and Bahamian shutters that lend a touch of tropical elegance. The property sits at a 9’ elevation according to the most recent elevation certificate and has withstood all recent storms impeccably, ensuring security and resilience. The interior radiates sophistication, with an open-concept main level adorned with crown molding, stone, and shiplap accents. The gourmet kitchen, equipped with top-of-the-line KitchenAid appliances, flows seamlessly into the living and dining areas, which open onto a covered travertine-tile porch—perfect for indoor-outdoor living. Wake up each morning in one of two luxurious primary bedroom suites. The mid-level suite is perfect for visitors, while the expansive top-floor suite offers a serene retreat. This top-floor suite includes a large walk-in closet, a dedicated purse closet, an en-suite bathroom with a grand shower and separate soaking tub, and a private balcony overlooking the tranquil Grand Canal and the glistening pool below. A third bedroom with its own private bathroom provides a chic and cozy sanctuary for guests or family members. With all three bedrooms functioning as their own suites, the property is also perfectly set up to serve as an income-producing Airbnb or VRBO rental. Step outside to your private paradise: a renovated waterfront pool with both a heater and chiller for year-round enjoyment. The property also features a composite deck and dock, updated in 2017, complete with a 10,000-pound electric lift—ideal for endless water adventures. With no HOA fees and a location just minutes from Siesta Village and the award-winning Siesta Key Beach, this home offers unparalleled convenience and leisure. This property is more than a home—it’s a lifestyle. With every detail meticulously upgraded and every corner designed for enjoyment, 5159 Oxford Dr is where your waterfront dreams become reality. 3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code The best value for amenities offered anywhere on Siesta Key - elevated, hurricane-safe, and with a pool and boat lift! Welcome to your dream waterfront oasis, nestled in the heart of Siesta Key, FL. This exquisite home, featuring 3 bedrooms and 4 baths across 2,692 square feet of elegantly remodeled living space, is a true testament to luxury and comfort. Ideal floor plan for AIRBNB with 3 ensuite bedrooms over three floors and one extra full bathroom. Extensive recent renovations, estimated at over $250,000, include a new roof installed in 2019, updated AC units, hurricane-impact windows and doors for peace of mind, and Bahamian shutters that lend a touch of tropical elegance. The property sits at a 9’ elevation according to the most recent elevation certificate and has withstood all recent storms impeccably, ensuring security and resilience. The interior radiates sophistication, with an open-concept main level adorned with crown molding, stone, and shiplap accents. The gourmet kitchen, equipped with top-of-the-line KitchenAid appliances, flows seamlessly into the living and dining areas, which open onto a covered travertine-tile porch—perfect for indoor-outdoor living. Wake up each morning in one of two luxurious primary bedroom suites. The mid-level suite is perfect for visitors, while the expansive top-floor suite offers a serene retreat. This top-floor suite includes a large walk-in closet, a dedicated purse closet, an en-suite bathroom with a grand shower and separate soaking tub, and a private balcony overlooking the tranquil Grand Canal and the glistening pool below. A third bedroom with its own private bathroom provides a chic and cozy sanctuary for guests or family members. With all three bedrooms functioning as their own suites, the property is also perfectly set up to serve as an income-producing Airbnb or VRBO rental. Step outside to your private paradise: a renovated waterfront pool with both a heater and chiller for year-round enjoyment. The property also features a composite deck and dock, updated in 2017, complete with a 10,000-pound electric lift—ideal for endless water adventures. With no HOA fees and a location just minutes from Siesta Village and the award-winning Siesta Key Beach, this home offers unparalleled convenience and leisure. This property is more than a home—it’s a lifestyle. With every detail meticulously upgraded and every corner designed for enjoyment, 5159 Oxford Dr is where your waterfront dreams become reality. 5159 Oxford Drive, Sarasota
$850,000 Beautiful home located in the heart of picturesque Siesta Key. This home offers the perfect blend of island living and untapped potential. While recently impacted by Hurricanes Helene and Milton, this property remains a rare gem with endless possibilities to restore and reimagine your dream coastal retreat. Located just minutes from world-famous Siesta Key Beach, this property is your chance to own a slice of paradise! Step into this serene escape surrounded by mature tropical landscaping, offering privacy and tranquility. A tall rock waterfall flows into the recently resurfaced pool that dazzles with mosaic tiles from top to bottom. The Japanese Teahouse in the pool area is a unique feature that adds a touch of elegance and serenity for enjoying peaceful moments surrounded by nature, perfect for entertaining or unwinding in your personal paradise. Open-concept living and dining areas with plenty of natural light. Large windows overlook a private backyard and mature Live Oak. Circular paver driveway and carport for convenient island living. Opportunity Awaits - hurricane damage remediation was performed after Helene by Servpro, but not after Milton’s lower water level, creating a unique opportunity for a buyer with vision to restore or reimagine this property. With its solid structure and unbeatable location, it’s the perfect canvas for creating your dream coastal retreat. Renowned for its sugar-white sand beaches, turquoise waters, and laid-back vibe, Siesta Key offers a vibrant community and easy access to Sarasota’s cultural attractions. Whether you’re an investor or looking to create your forever home, this property is ready for a new chapter. Don’t miss this rare opportunity to bring your vision to life! Siesta Key living starts here! Home is sold as-is. 3 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code Beautiful home located in the heart of picturesque Siesta Key. This home offers the perfect blend of island living and untapped potential. While recently impacted by Hurricanes Helene and Milton, this property remains a rare gem with endless possibilities to restore and reimagine your dream coastal retreat. Located just minutes from world-famous Siesta Key Beach, this property is your chance to own a slice of paradise! Step into this serene escape surrounded by mature tropical landscaping, offering privacy and tranquility. A tall rock waterfall flows into the recently resurfaced pool that dazzles with mosaic tiles from top to bottom. The Japanese Teahouse in the pool area is a unique feature that adds a touch of elegance and serenity for enjoying peaceful moments surrounded by nature, perfect for entertaining or unwinding in your personal paradise. Open-concept living and dining areas with plenty of natural light. Large windows overlook a private backyard and mature Live Oak. Circular paver driveway and carport for convenient island living. Opportunity Awaits - hurricane damage remediation was performed after Helene by Servpro, but not after Milton’s lower water level, creating a unique opportunity for a buyer with vision to restore or reimagine this property. With its solid structure and unbeatable location, it’s the perfect canvas for creating your dream coastal retreat. Renowned for its sugar-white sand beaches, turquoise waters, and laid-back vibe, Siesta Key offers a vibrant community and easy access to Sarasota’s cultural attractions. Whether you’re an investor or looking to create your forever home, this property is ready for a new chapter. Don’t miss this rare opportunity to bring your vision to life! Siesta Key living starts here! Home is sold as-is. 4431 Ocean Boulevard, Sarasota
$1,000,000 SIGNIFICANT PRICE IMPROVEMENT! Discover the rare opportunity to build or renovate on an exceptional .36-acre canal-front property located in the sought-after Sara Sands neighborhood on Siesta Key. Tucked away in a serene, upscale enclave just moments from the vibrant Siesta Key Village and the world-renowned Siesta Key Beach, this property offers the perfect blend of tranquility and convenience. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. With ideal north-south exposure, this lot provides the perfect canvas for creating a custom-designed retreat that captures the coastal lifestyle. Boating enthusiasts will appreciate the private dock on a wide, deep-water canal, granting effortless access to the scenic Grand Canal and the Intracoastal Waterway. Whether you envision peaceful mornings on the water, lively gatherings by the pool, or simply relaxing in your personal oasis, the possibilities are endless. 5072 Higel Avenue is more than just a homesite—it's a lifestyle destination. Walk or bike to the #1 beach in the USA, then return to your private paradise. Enjoy world-class boating, fishing, fine dining, boutique shopping, and the cultural offerings of downtown Sarasota—all just minutes away. Bring your contractors, your architect, and your vision. This is your chance to create something truly special in one of Siesta Key’s most desirable locations. Don’t miss this exceptional opportunity. Schedule your private showing today. 4 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code SIGNIFICANT PRICE IMPROVEMENT! Discover the rare opportunity to build or renovate on an exceptional .36-acre canal-front property located in the sought-after Sara Sands neighborhood on Siesta Key. Tucked away in a serene, upscale enclave just moments from the vibrant Siesta Key Village and the world-renowned Siesta Key Beach, this property offers the perfect blend of tranquility and convenience. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. With ideal north-south exposure, this lot provides the perfect canvas for creating a custom-designed retreat that captures the coastal lifestyle. Boating enthusiasts will appreciate the private dock on a wide, deep-water canal, granting effortless access to the scenic Grand Canal and the Intracoastal Waterway. Whether you envision peaceful mornings on the water, lively gatherings by the pool, or simply relaxing in your personal oasis, the possibilities are endless. 5072 Higel Avenue is more than just a homesite—it's a lifestyle destination. Walk or bike to the #1 beach in the USA, then return to your private paradise. Enjoy world-class boating, fishing, fine dining, boutique shopping, and the cultural offerings of downtown Sarasota—all just minutes away. Bring your contractors, your architect, and your vision. This is your chance to create something truly special in one of Siesta Key’s most desirable locations. Don’t miss this exceptional opportunity. Schedule your private showing today. 5072 Higel Avenue, Sarasota
$1,890,000 Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter through an elegant front door into bright, open living spaces and hardwood floors that extend throughout the main areas. The great room, with its French doors leading to a porch, is a spacious retreat that flows seamlessly into the dining area, where a wall of windows creates a light-filled space ideal for gathering. The adjacent kitchen features a large island with seating, quartz countertops, white cabinetry, a white tile backsplash and white appliances. A versatile sunroom, used as an office, boasts walls of windows and wood floors, making it an ideal space for work or relaxation. Just outside the sunroom, a casual living space with built-ins offers additional functionality. The home’s thoughtful layout includes a guest bedroom with and full bathroom on the main floor, a second guest suite with a private bath on the second floor and the primary suite alongside a third guest bedroom on the third floor. The primary suite features built-in storage, wood floors and French doors opening to a private terrace with serene water views. Its spa-like bath includes a freestanding soaking tub, a glass walk-in shower, dual sinks and tile floors. Outdoors, a stone paver deck surrounds the pool and spa, creating an inviting space to relax and take in the water views. For boating enthusiasts, the private deep-water dock, equipped with water, electricity, recently replaced pilings and a 10,000-pound lift, offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico. With its ideal location just moments from Siesta Key Village, the beach and downtown Sarasota, this home delivers an unparalleled blend of island living and modern convenience. 4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter through an elegant front door into bright, open living spaces and hardwood floors that extend throughout the main areas. The great room, with its French doors leading to a porch, is a spacious retreat that flows seamlessly into the dining area, where a wall of windows creates a light-filled space ideal for gathering. The adjacent kitchen features a large island with seating, quartz countertops, white cabinetry, a white tile backsplash and white appliances. A versatile sunroom, used as an office, boasts walls of windows and wood floors, making it an ideal space for work or relaxation. Just outside the sunroom, a casual living space with built-ins offers additional functionality. The home’s thoughtful layout includes a guest bedroom with and full bathroom on the main floor, a second guest suite with a private bath on the second floor and the primary suite alongside a third guest bedroom on the third floor. The primary suite features built-in storage, wood floors and French doors opening to a private terrace with serene water views. Its spa-like bath includes a freestanding soaking tub, a glass walk-in shower, dual sinks and tile floors. Outdoors, a stone paver deck surrounds the pool and spa, creating an inviting space to relax and take in the water views. For boating enthusiasts, the private deep-water dock, equipped with water, electricity, recently replaced pilings and a 10,000-pound lift, offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico. With its ideal location just moments from Siesta Key Village, the beach and downtown Sarasota, this home delivers an unparalleled blend of island living and modern convenience. 5125 Oxford Drive, Sarasota
$2,600,000 This splendid waterfront retreat on Siesta Key offers the ideal blend of luxury, comfort and coastal charm. In an enviable location known for world-renowned beaches and vibrant island living, this gracious two-story home features four bedrooms, four full baths and two half baths, creating an oasis for discerning buyers. The home showcases breathtaking views of the Intracoastal Waterway and bay from nearly every room thanks to expansive sliding glass doors that allow for seamless indoor-outdoor living. Upon entry, the grand foyer opens to a spacious great room overlooking the heated pool and marble-tiled deck. The first floor includes a large family room with a wet bar, a pool bath, and a versatile office space that could easily serve as a fourth bedroom with an en-suite bath. A convenient full bath and laundry room near the pool add practicality to the thoughtful design. The second-floor primary suite is a tranquil retreat, complete with an en-suite bath featuring a jetted soaking tub, a separate sitting room and access to a private deck. Enjoy sunrise views, coastal breezes and serene moments while overlooking the water. A split bedroom plan ensures privacy for guests, with two additional en-suite bedrooms on the second level. The upper living room, featuring a marble-surround wood-burning fireplace, and the formal dining room add elegance and comfort to the home. The eat-in kitchen opens to an upper deck, ideal for alfresco dining with picturesque water views. Outdoor living is a highlight, with a private dock on a protected lagoon with direct access to Roberts Bay, the Intracoastal Waterway and Gulf of Mexico. The fenced yard, heated pool and spacious pool deck are ideal for entertaining or simply enjoying the serene surroundings. Close to Siesta Beach and the Village, this home also offers convenient access to downtown Sarasota's fine dining, shopping, art galleries and cultural venues. This is coastal living at its finest, luxury, convenience and charm all in one exceptional property. 4 Beds ⋅ 6 Baths ⋅ North Harbor Sub SubDv. ⋅ 34242 Zip Code This splendid waterfront retreat on Siesta Key offers the ideal blend of luxury, comfort and coastal charm. In an enviable location known for world-renowned beaches and vibrant island living, this gracious two-story home features four bedrooms, four full baths and two half baths, creating an oasis for discerning buyers. The home showcases breathtaking views of the Intracoastal Waterway and bay from nearly every room thanks to expansive sliding glass doors that allow for seamless indoor-outdoor living. Upon entry, the grand foyer opens to a spacious great room overlooking the heated pool and marble-tiled deck. The first floor includes a large family room with a wet bar, a pool bath, and a versatile office space that could easily serve as a fourth bedroom with an en-suite bath. A convenient full bath and laundry room near the pool add practicality to the thoughtful design. The second-floor primary suite is a tranquil retreat, complete with an en-suite bath featuring a jetted soaking tub, a separate sitting room and access to a private deck. Enjoy sunrise views, coastal breezes and serene moments while overlooking the water. A split bedroom plan ensures privacy for guests, with two additional en-suite bedrooms on the second level. The upper living room, featuring a marble-surround wood-burning fireplace, and the formal dining room add elegance and comfort to the home. The eat-in kitchen opens to an upper deck, ideal for alfresco dining with picturesque water views. Outdoor living is a highlight, with a private dock on a protected lagoon with direct access to Roberts Bay, the Intracoastal Waterway and Gulf of Mexico. The fenced yard, heated pool and spacious pool deck are ideal for entertaining or simply enjoying the serene surroundings. Close to Siesta Beach and the Village, this home also offers convenient access to downtown Sarasota's fine dining, shopping, art galleries and cultural venues. This is coastal living at its finest, luxury, convenience and charm all in one exceptional property. 1358 Roberts Bay Lane, Sarasota
$1,400,000 Canal front home on over half an acre, ideally situated on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to 2024 hurricanes. Mold remediation has been performed. This desirable lot is .60 acres. Tear down and build your waterfront home or renovate existing structure. Renovation not eligible for flood insurance. A dock can be added for boating access. 4 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code Canal front home on over half an acre, ideally situated on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to 2024 hurricanes. Mold remediation has been performed. This desirable lot is .60 acres. Tear down and build your waterfront home or renovate existing structure. Renovation not eligible for flood insurance. A dock can be added for boating access. 4865 Featherbed Lane, Sarasota
$795,000 OPPORTUNITY KNOCKS! Siesta Village pool home on wide lot priced well below market value at sellers request for quick sale. This home has been professionally gutted and cleaned. The sinks, counters and other inert and cedar materials have been saved for reuse. HVACs and other main items function well, as this home survived both Helene and Milton with over 12" of flooding in home. Now it's blank canvas for the builder/ renovator. Raze and build anew or raise and renovate as this frame home is set on piers and may be elevated. This is a must see for cash only buyers who want a deal on Siesta. Sold as-is/ where-is, a bargain for the investor, renovator or builder. 3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code OPPORTUNITY KNOCKS! Siesta Village pool home on wide lot priced well below market value at sellers request for quick sale. This home has been professionally gutted and cleaned. The sinks, counters and other inert and cedar materials have been saved for reuse. HVACs and other main items function well, as this home survived both Helene and Milton with over 12" of flooding in home. Now it's blank canvas for the builder/ renovator. Raze and build anew or raise and renovate as this frame home is set on piers and may be elevated. This is a must see for cash only buyers who want a deal on Siesta. Sold as-is/ where-is, a bargain for the investor, renovator or builder. 5208 Calle De Rio, Sarasota
$3,025,000 PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you. 5 Beds ⋅ 5 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you. 850 Siesta Key Circle, Sarasota
$2,025,000 Nestled behind the gates of the iconic Sanderling Club, widely regarded as one of Florida Gulf Coast’s only private, gated beachfront neighborhoods, this property offers a rare opportunity to establish a presence within one of Florida’s most storied coastal enclaves. Surrounded by multi-million-dollar estates and lush tropical landscaping, the homesite presents exceptional potential to capture sweeping Gulf views and create a truly remarkable coastal retreat. The existing residence is a charming 1953 beach house, distinguished by its original terrazzo floors and solid cast-in-place concrete construction, hallmarks of the durability and understated character that define mid-century coastal architecture. Offered as-is, the home provides a unique canvas for restoration, thoughtful renovation, or a visionary re-imagining that reflects the future owner’s architectural aspirations. Life within the Sanderling Club is defined by an unmatched Gulf-front lifestyle. Residents enjoy private access to pristine beaches, along with exclusive community amenities including tennis and pickleball courts set directly along the shoreline, a private marina, and the rare opportunity to swim in the clear Gulf waters alongside manatees and dolphins. Evenings often unfold beneath legendary Gulf sunsets, best experienced from the community’s historic clubhouse overlooking the water. Whether envisioned as a restoration of its mid-century charm, the site of a striking new architectural residence, or a long-term investment within one of Sarasota’s most coveted coastal neighborhoods, this property represents a compelling opportunity to become part of the enduring legacy of the Sanderling Club. 3 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code Nestled behind the gates of the iconic Sanderling Club, widely regarded as one of Florida Gulf Coast’s only private, gated beachfront neighborhoods, this property offers a rare opportunity to establish a presence within one of Florida’s most storied coastal enclaves. Surrounded by multi-million-dollar estates and lush tropical landscaping, the homesite presents exceptional potential to capture sweeping Gulf views and create a truly remarkable coastal retreat. The existing residence is a charming 1953 beach house, distinguished by its original terrazzo floors and solid cast-in-place concrete construction, hallmarks of the durability and understated character that define mid-century coastal architecture. Offered as-is, the home provides a unique canvas for restoration, thoughtful renovation, or a visionary re-imagining that reflects the future owner’s architectural aspirations. Life within the Sanderling Club is defined by an unmatched Gulf-front lifestyle. Residents enjoy private access to pristine beaches, along with exclusive community amenities including tennis and pickleball courts set directly along the shoreline, a private marina, and the rare opportunity to swim in the clear Gulf waters alongside manatees and dolphins. Evenings often unfold beneath legendary Gulf sunsets, best experienced from the community’s historic clubhouse overlooking the water. Whether envisioned as a restoration of its mid-century charm, the site of a striking new architectural residence, or a long-term investment within one of Sarasota’s most coveted coastal neighborhoods, this property represents a compelling opportunity to become part of the enduring legacy of the Sanderling Club. 7665 Sanderling Road, Sarasota
$1,650,000 Stunning Waterfront 4-Bedroom Ranch on Siesta Key’s Palm Island! This exquisite home sits on a 22,000 sq. ft. waterfront lot, surrounded by lush tropical greenery, steps from Florida’s #1 beach and less than a mile from the Village. The large circular driveway leads to a cozy shaded front porch, perfect for relaxation. Inside, the central foyer flows into a spacious kitchen with blond wood cabinets, granite countertops, and two walk-in pantries. A skylight above the kitchen island fills the space with natural light. The bright and airy living room features wood-paneled walls, a beamed ceiling, and a stunning stone fireplace. Large windows offer captivating views of the lush surroundings. French doors in the dining room open to the Lanai and pool area, seamlessly blending indoor and outdoor spaces. An adjacent office/study also provides access to the Lanai, creating a peaceful workspace. Two front bedrooms share a bathroom with a large walk-in shower and a laundry chute. The fourth bedroom, located at the back, opens to the Lanai and pool area and includes an ensuite bath for added privacy. The family room, situated off the primary suite, features an oversized bay window. The primary suite, tucked at the rear of the home, offers a tranquil retreat with an ensuite bath featuring dual sinks, a freestanding soaking tub, a walk-in shower, and a glass block wall providing both privacy and natural light. The custom walk-in closet offers optimal storage. Recent upgrades include a remodeled spa-inspired master suite and bath, custom closet, a new gas range and convection oven, and luxury vinyl plank flooring in the ensuite bedroom. Other features include a paver pool deck, storm shutters, fresh paint, upgraded bathrooms, a pool heater, saltwater filtration, porcelain tile, new light fixtures, a new water heater, and electrical upgrades. Energy-efficient with dual-zone cooling, UV filtration, and double-pane windows, this luxurious Siesta Key home blends tropical charm with modern conveniences, offering comfort and style in one of Florida’s most desirable locations. 4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Stunning Waterfront 4-Bedroom Ranch on Siesta Key’s Palm Island! This exquisite home sits on a 22,000 sq. ft. waterfront lot, surrounded by lush tropical greenery, steps from Florida’s #1 beach and less than a mile from the Village. The large circular driveway leads to a cozy shaded front porch, perfect for relaxation. Inside, the central foyer flows into a spacious kitchen with blond wood cabinets, granite countertops, and two walk-in pantries. A skylight above the kitchen island fills the space with natural light. The bright and airy living room features wood-paneled walls, a beamed ceiling, and a stunning stone fireplace. Large windows offer captivating views of the lush surroundings. French doors in the dining room open to the Lanai and pool area, seamlessly blending indoor and outdoor spaces. An adjacent office/study also provides access to the Lanai, creating a peaceful workspace. Two front bedrooms share a bathroom with a large walk-in shower and a laundry chute. The fourth bedroom, located at the back, opens to the Lanai and pool area and includes an ensuite bath for added privacy. The family room, situated off the primary suite, features an oversized bay window. The primary suite, tucked at the rear of the home, offers a tranquil retreat with an ensuite bath featuring dual sinks, a freestanding soaking tub, a walk-in shower, and a glass block wall providing both privacy and natural light. The custom walk-in closet offers optimal storage. Recent upgrades include a remodeled spa-inspired master suite and bath, custom closet, a new gas range and convection oven, and luxury vinyl plank flooring in the ensuite bedroom. Other features include a paver pool deck, storm shutters, fresh paint, upgraded bathrooms, a pool heater, saltwater filtration, porcelain tile, new light fixtures, a new water heater, and electrical upgrades. Energy-efficient with dual-zone cooling, UV filtration, and double-pane windows, this luxurious Siesta Key home blends tropical charm with modern conveniences, offering comfort and style in one of Florida’s most desirable locations. 311 Island Circle, Sarasota
$5,000,000 $1 million price reduction! Welcome to Casa Bianca, a spectacular Siesta Key bayfront estate offering breathtaking views and deepwater boating minutes to the Gulf of Mexico and Sarasota Bay. This is a rare opportunity to own one of the most iconic properties in Sarasota with positioned on Big Pass. Nestled behind a privacy wall and surrounded by spectacular, colorful gardens, this waterfront oasis offers a serene retreat. By day and night, savor the stunning skyline views of the Ringling Bridge, Bird Key, Lido Key, and downtown Sarasota across the bay. This 18,250-square-foot property is located on Bay Island, the gateway to Siesta Key, on one of Sarasota's most coveted streets. The first living level is elevated nearly 18 feet; the residence boasts panoramic water views from nearly every room. The spacious, open floor plan features soaring ceilings, seamlessly flowing from the bayfront gathering area to the kitchen, dining room, and family room. Entertain guests in style with a full custom bar. The private office is equipped with a desk and built-ins, perfect for the busy executive working from home. Large, covered terraces on two levels provide ideal spaces for entertaining, dining al fresco, or relaxing. Marble floors and custom railings enhance the luxurious ambiance of this special residence. Access the upper level via a gracious staircase or the three-stop elevator to the expansive primary suite, offering breathtaking views, a dressing room, and a sumptuous bath. Three additional bedroom suites with full baths ensure privacy for overnight guests. The expansive pool area epitomizes outdoor living. Quick, deepwater access to the Gulf of Mexico and Sarasota Bay. The 1,100-square-foot garage provides abundant space for vehicles and storage. The property offers endless opportunities for connecting with nature through boating, paddle boarding, snorkeling, windsurfing, and fishing, all from your private oasis. Discover dolphins, manatees, and an array of fish and waterfowl. In the evening, savor colorful sunsets and sparkling views of downtown Sarasota, Lido Key, and Bird Key. Arguably one of the best locations on the island and in all of Sarasota, this highly desirable North Siesta Key location is minutes away from the world-famous powdery white sands of Siesta Key Beach and the crystal azure waters of Siesta Key. The quaint shops and alfresco dining spots of Siesta Village are just minutes away, while the vibrant allure of downtown Sarasota is just across the north bridge. Considered the cultural gem of Florida’s west coast, Sarasota offers abundant urban, cultural, and social activities, including fine dining, a world-renowned art museum, galleries, ballet, symphony, opera, theater, and numerous charitable events. Convenient to Sarasota Bradenton International Airport, private aviation, and multiple golf courses, with easy access to Tampa, Naples, and Miami, Casa Bianca represents the epitome of luxury waterfront living. The dock shown in photos was damaged in hurricane Milton and will not be replaced. 4 Beds ⋅ 5 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code $1 million price reduction! Welcome to Casa Bianca, a spectacular Siesta Key bayfront estate offering breathtaking views and deepwater boating minutes to the Gulf of Mexico and Sarasota Bay. This is a rare opportunity to own one of the most iconic properties in Sarasota with positioned on Big Pass. Nestled behind a privacy wall and surrounded by spectacular, colorful gardens, this waterfront oasis offers a serene retreat. By day and night, savor the stunning skyline views of the Ringling Bridge, Bird Key, Lido Key, and downtown Sarasota across the bay. This 18,250-square-foot property is located on Bay Island, the gateway to Siesta Key, on one of Sarasota's most coveted streets. The first living level is elevated nearly 18 feet; the residence boasts panoramic water views from nearly every room. The spacious, open floor plan features soaring ceilings, seamlessly flowing from the bayfront gathering area to the kitchen, dining room, and family room. Entertain guests in style with a full custom bar. The private office is equipped with a desk and built-ins, perfect for the busy executive working from home. Large, covered terraces on two levels provide ideal spaces for entertaining, dining al fresco, or relaxing. Marble floors and custom railings enhance the luxurious ambiance of this special residence. Access the upper level via a gracious staircase or the three-stop elevator to the expansive primary suite, offering breathtaking views, a dressing room, and a sumptuous bath. Three additional bedroom suites with full baths ensure privacy for overnight guests. The expansive pool area epitomizes outdoor living. Quick, deepwater access to the Gulf of Mexico and Sarasota Bay. The 1,100-square-foot garage provides abundant space for vehicles and storage. The property offers endless opportunities for connecting with nature through boating, paddle boarding, snorkeling, windsurfing, and fishing, all from your private oasis. Discover dolphins, manatees, and an array of fish and waterfowl. In the evening, savor colorful sunsets and sparkling views of downtown Sarasota, Lido Key, and Bird Key. Arguably one of the best locations on the island and in all of Sarasota, this highly desirable North Siesta Key location is minutes away from the world-famous powdery white sands of Siesta Key Beach and the crystal azure waters of Siesta Key. The quaint shops and alfresco dining spots of Siesta Village are just minutes away, while the vibrant allure of downtown Sarasota is just across the north bridge. Considered the cultural gem of Florida’s west coast, Sarasota offers abundant urban, cultural, and social activities, including fine dining, a world-renowned art museum, galleries, ballet, symphony, opera, theater, and numerous charitable events. Convenient to Sarasota Bradenton International Airport, private aviation, and multiple golf courses, with easy access to Tampa, Naples, and Miami, Casa Bianca represents the epitome of luxury waterfront living. The dock shown in photos was damaged in hurricane Milton and will not be replaced. 931 Norsota Way, Sarasota