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$1,800,000
4 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors, high ceilings, and natural elements create a seamless connection to the outdoors. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets and beadboard wood ceiling, granite countertops, high-end stainless-steel appliances, two wine coolers, and gas cooktop. The spacious center island is perfect for entertaining, while the adjoining formal dining room boasts elegant bamboo ceilings and niches to display your art. Relax in the living room, complete with a gas fireplace, Bose sound system, and celestial windows that bathe the space in natural light. A gallery hallway leads to 2 ensuite bedrooms with French doors that open to outdoor deck. Take the elevator or staircase to the master suite, a true sanctuary with a bamboo tray ceiling, three walk-in closets, a wet bar, gas fireplace, and a private screened balcony overlooking the lush backyard. The spa-like master bath in shell stone and granite offers dual vanities, a Jacuzzi tub, 7-head shower, and private toilet. And the adjacent den provides the perfect space for a full home office, gaming, or just relaxation with a private balcony. The separate fourth ensuite bedroom could also serve as a workout room, baby room, or extra office. Designed for both comfort and peace of mind, this home features impact windows and doors, multi-floor generator, whole house water filter system and a built-in fire sprinkler and alarm system. Outdoor living is just as impressive, from a finished bonus room plus bath, to the spacious deck and a summer kitchen, all within a private, landscaped oasis. The oversized garage accommodates 2 cars plus a work area and even more amazing storage. Located just minutes from Siesta Key Beach—ranked #1 in America—and a short drive to downtown Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional home offers the best of coastal living. Don’t miss your chance to own this island paradise!

4941 Commonwealth Drive, Sarasota
$5,400,000
7 Beds ⋅ 7 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
**MLS DATA ENTRY**

147 Avenida Veneccia, Sarasota
$3,500,000
4 Beds ⋅ 5 Baths ⋅ Point Crisp SubDv. ⋅ 34242 Zip Code
Welcome to 1364 Point Crisp, a breathtaking waterfront home on one of the most private and interesting streets on Siesta Key. With only seven homes on this secluded section of road, you’ll enjoy peace, quiet, and incredible views of Little Sarasota Bay and the Intracoastal Waterway. Watch sailboats glide by or fishermen return from a great day out in the Gulf. This home is a boater’s dream, featuring a 16,000# boat lift and a 10,000# personal watercraft lift not to mention a separate day dock and kayak Launch in the back yard. The heated saltwater pool was custom built and features a spacious deck, and plenty of room to entertain family and friends. Relax on one of the two large second-floor balconies with an outdoor grill area and roll-down screens—perfect for enjoying a glass of wine while watching the sunset. Other features include: a 100KW Kohler commercial backup generator powered by natural gas, Impact-rated doors and windows, well water for irrigation and city water access at multiple points, including the dock. Six climate-controlled garage spaces plus tons of extra storage on the first level, with easy access to the backyard and pool. Inside, with an elevator serving all levels of the home, you’ll find 4 spacious bedrooms, 5 full bathrooms, and a modern kitchen with a Sub-Zero refrigerator, Thermador induction cooktop, and GE Monogram appliances. The wet bar includes a beverage fridge and extra storage—perfect for entertaining. This home has been meticulously maintained and offers countless hidden conveniences that make life easier. Don’t miss your chance to own this incredible waterfront retreat!

1364 Point Crisp Road, Sarasota
$1,568,000
3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Auction Property. AUCTION - Renovated waterfront home in the heart of Siesta Key on Palm Island

288 Island Circle, Sarasota
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
Nestled in the highly sought-after Siesta Cove neighborhood of Sarasota, 5239 Siesta Cove Drive is a stunning property offering an exceptional blend of luxury, tranquility, and prime location. This beautifully updated 4-bedroom, 4-bathroom residence spans 2,333 square feet of living space and is set on a lush 0.31-acre lot, making it the perfect retreat for those who appreciate both privacy and convenience. The home also boasts a NEW roof and NEW hurricane rated windows and doors, providing peace of mind and enhanced durability for years to come. As you enter the home, you are welcomed by a spacious open floor plan that combines modern design with timeless elegance. The living areas feature large windows that flood the home with natural light, creating an airy and inviting atmosphere. The gourmet kitchen is a chef’s dream, with high-end stainless steel appliances, custom cabinetry, quartz countertops, and a large center island perfect for meal prep or casual dining. The open concept seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining guests or enjoying quiet family time. The master suite serves as a luxurious sanctuary, with expansive windows allowing plenty of natural light, a generous walk-in closet, and a spa-like en suite bathroom that includes a soaking tub, and a separate walk-in shower. The additional bedrooms are equally spacious, offering comfort and flexibility for family, guests, or a home office. A convenient mother-in-law suite is located downstairs, providing privacy and comfort for extended family. The outdoor living space is designed for relaxation and entertainment. Step outside to a large private terrace, perfect for enjoying a morning coffee or peaceful evenings outdoors. The expansive second floor deck features a beautiful pool, offering the perfect place to cool off on warm Florida days or host poolside gatherings. With ample space, the backyard provides a tranquil environment for unwinding and enjoying the beautiful Florida weather. Siesta Cove is one of Sarasota’s most desirable communities, known for its serene atmosphere and close proximity to Siesta Key’s world-renowned beaches. Whether you prefer relaxing on the powdery white sands of Siesta Key Beach or taking advantage of the many water activities available, this location offers the best of both worlds. In addition to beach access, you’ll find a variety of dining, shopping, and cultural attractions just a short drive away in Sarasota’s vibrant downtown. For those who enjoy an active lifestyle, Siesta Cove offers the perfect balance of outdoor adventure and relaxation. Don’t miss the opportunity to own this incredible piece of paradise in one of Florida’s most desirable neighborhoods!

5239 Siesta Cove Drive, Sarasota
$3,250,000
4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.

4903 Commonwealth Drive, Sarasota
$1,110,000
4 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
This is your unique opportunity to restore a four-bedroom home or build a custom masterpiece—on a corner lot—behind the gates of The Sanderling Club, the iconic and only 24-hour guard-gated single-family home community on Siesta Key. This expansive 26,427 sq. ft. property is steps away from a private beach on Siesta Beach, named the #1 beach in the U.S. and #4 in the world in 2025 by Tripadvisor. The Sanderling Club has its own tennis courts, pickleball courts, and marina with boat slips. Offering rare redevelopment potential amid Gulf front architectural marvels, the main home from 1956 was fully renovated in 2023 with new sliders, hurricane-impact windows, plumbing, and a new roof that are still intact after the storms. Hear the songs of birds while you lounge in your oversized pool behind a grandfathered privacy wall offering serenity and seclusion. The rare tropical foliage is already returning to the winding roads in Sarasota's premier gated waterfront community. Priced to reflect its current condition, it presents incredible potential for those looking to create a custom coastal retreat.

7345 Pine Needle Road, Sarasota
$6,600,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
* Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available!

3935 N Shell Road, Sarasota
$1,060,000
2 Beds ⋅ 2 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Build your dream estate on this private, one-acre lot on a spectacular stretch of magical Heron Lagoon, and become a member of the Sanderling Club, one of Sarasota’s most desirable gulf-front coastal communities. For boating enthusiasts, the community marina offers sailing and powerboat access directly to Sarasota Bay, the Intracoastal Waterway and the Gulf via the recently reopened Midnight Pass, and a limited number of slips are available to rent. This spectacular property is outside of the main gate, yet part of the club where residents enjoy a serene lifestyle with access to social events and a private community beach where, each evening, colorful sunsets paint the sky over the Gulf, creating a picture-perfect backdrop for relaxation. This property is more than just a piece of land, it’s an invitation to embrace the beauty, luxury and convenience of coastal living. Conveniently close to Siesta Key’s world-renowned crystal quartz sands, Turtle Beach, and the vibrant dining and shopping scene of Siesta Village and the South Village. Just a short drive away, downtown Sarasota offers a wealth of cultural attractions, including theaters, ballet, opera, museums and art galleries.

7510 Midnight Pass Road, Sarasota
$2,995,000
3 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.

732 Siesta Drive, Sarasota
$2,950,000
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
$920,000
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
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
$882,500
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Water-damaged home with tons of potential. Great opportunity to own on Siesta Key.

431 Island Circle, Sarasota
$650,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Home did have water intrusion and significant damage during the storms. The value is in the land as it Can Be Divided into 2 Parcels. Great opportunity to build 1 or 2 homes in quiet neighborhood near Siesta Key Beach. Short bike ride away to the beach. Located within one mile of Siesta Village! Easy access to the mainland via the North Siesta Bridge to enjoy Southside Village, Downtown, Marie Selby Gardens ad the Bayfront.

813 Plymouth Street, Sarasota
$2,260,000
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
$1,075,000
3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling!

5073 Higel Avenue, Sarasota
$725,000
4 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Take a Look!...This Unique Opportunity on Siesta Key JUST REDUCED...One of the Few Properties of Its Kind, Offering an Expansive 0.30-Acre Lot Overlooking a Serene Pond...Just a Short Stroll to the World-Famous White Sands of Siesta Key Beaches and the Vibrant Village, Full of Fine Dining, Boutique Shopping, and Entertainment...The Existing 4/3 Home Sustained Hurricane Damage, Making it an Ideal Prospect for a Custom Build or Inspired Renovation of the Locally Designed Classic...Unlike Most Tear-Downs, This Property Boasts a Coveted Natural Setting with Stunning Water Views and Breathtaking Sunsets Over the Water...Perfectly Positioned a Short Drive from Downtown Sarasota, St. Armands Circle, Longboat Key, Lakewood Ranch, and Sarasota-Bradenton International Airport...Surrounded by the Azure Coastal Waters of the Gulf...Floor Plan Concepts are Available for New Construction or Renovation...4710 Gleason Avenue is an Extraordinary Location with Endless Potential, and a Lifestyle That Elevates Your Living Experience...Opportunities Priced Right Like This Don’t Last on Siesta Key...Seize It Now and Live a Fuller Life!

4710 Gleason Avenue, Sarasota
$815,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Island living at it's best. Just a short distance to world famous Siesta Key Beach. This home has had NO flood damage inside the home or garage areas. Custom built by Schrock home builders. Featuring 3 bedrooms, den/office & 2 1/2 baths. Over 2500 sq. ft. under air with an over sized 2 car garage with screen. New roof just installed. Kitchen was remodeled with new cabinets, granite counters, Bosch dishwasher, Viking cooktop & Frigidaire double wall oven. Hurricane shutters throughout. Solar panels for the pool. This home shows light & bright with 4 skylights. A wall of glass doors leads to wood deck. Huge master suite has separate sitting area. Large screened pool with solar heat. Florida friendly landscaping for low maintenance. Located in the private community of Siesta Bayside Waterside South. This home has been professionally staged. Make this Island Oasis your own!

710 Birdsong Lane, Sarasota
$2,625,000
4 Beds ⋅ 5 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
No Hurricane or Flood Damage. A coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall, boat dockage, and an extraordinary pool that invites you to enjoy Siesta Key’s relaxed lifestyle. Breathtaking Sarasota Bay vistas along the many peaceful panoramic patio terraces provide endless views of nature. On the main floor, a generous kitchen with gas cooktop island opens into the zen fireplace family room and spacious dining room with soaring ceilings and teeming with nature-filled impact windows. Quartz countertops, sleek wood cabinets, and stainless steel appliances for chefs join the jaw-dropping wall of extensive kitchen windows. Additionally, a powder room and spacious guest bedroom complete with en suite bathroom are located on the main level. Enjoy the top level primary suite, with loft office, secondary laundry room, third large bedroom and en suite bathroom. The lower level features a family room, fourth bedroom, additional laundry room, and a 2 car garage. This modern coastal retreat boasts energy efficient solar panels and is just a short bike ride away from world class Siesta Beach and the Village. Paradise awaits.

5236 Siesta Cove Drive, Sarasota
$1,860,000
4 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two primary suites, two additional bedrooms and 4.5 bathrooms. The upstairs primary ensuite bedroom, with balcony overlooking the water, offers a 19x8 walk-in closet that will excite the most discerning buyer. Other notable details include recently installed hurricane impact windows, high-end interior shutters and window treatments, undercabinet lighting in the kitchen, built-ins and upgraded flooring throughout. The office offers a custom built-in desk and hidden murphy bed. The seawall was replaced in 2022 and mooring piles installed for the owner’s 45 ft Sea Ray. A short bike ride to the #1 rated Siesta Key Public Beach. Furnishings are optional. Move in today and start enjoying paradise! Located in beautiful Siesta Isles, a boating community with saltwater waterways with access to Roberts Bay, the Intracoastal, and the Gulf.

5376 Shadow Lawn Drive, Sarasota
$1,100,000
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
$1,225,000
4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Luxurious Serenity with Breathtaking Bayou and Nature Preserve Views. This exceptional two-story home, nestled on a sprawling oversized lot, offers a rare blend of natural beauty and sophisticated design, providing an unparalleled living experience. Set back from the road and framed by majestic oaks, this home offers panoramic views of a tranquil bayou and a pristine wildlife preserve, creating a serene and private sanctuary. Every room is designed to capture the breathtaking surroundings, filling the home with natural light and a calming sense of tranquility. The seamless flow between indoor and outdoor spaces invites you to immerse yourself in the beauty of nature at every turn. The interior exudes timeless elegance, featuring soaring ceilings and walls of glass that open to the expansive landscape, ensuring that the stunning vistas are always in view. The spacious great room serves as the heart of the home, anchored by a beautiful fireplace, creating a warm and inviting ambiance. Sliding doors open to a large, two-story screened lanai, effortlessly extending the living space and offering unparalleled views of the lush grounds, the tranquil bayou, and the peaceful wildlife preserve beyond. A chef’s dream, the gourmet kitchen is an entertainer’s delight. Custom cabinetry, elegant granite countertops, and high-end stainless steel appliances create a space as beautiful as it is functional. The expansive island with bar seating serves as the perfect focal point, while a second rounded island offers an intimate setting for casual dining. With ample storage and thoughtful design, this kitchen is perfect for both everyday meals and grand gatherings. The primary suite is a true retreat, offering a private sanctuary with a wall of sliders that open to a private second-story balcony. Here, you can enjoy panoramic views stretching across to the Field Club and Roberts Bay/Intracoastal Waterway, amplifying the serene and tranquil atmosphere. The spa-like primary bath is the ultimate indulgence, featuring dual vanities, a luxurious soaking tub, and a large walk-in shower—creating a peaceful, rejuvenating space to unwind. Outside, the magnificent two-story screened lanai serves as an extraordinary paradise. A large pool, waterfall spa, and paver deck provide the perfect setting for relaxation or entertaining, while covered seating and dining areas ensure comfort year-round. The soaring screen height creates an openness and grandeur, making this space ideal for both quiet retreats and hosting memorable gatherings. Along the back of the property, the 510-square-foot private dock offers direct access to the water, ideal for kayaking, stand-up paddle boarding, or simply relaxing by the bayou’s edge. The peaceful waters and natural surroundings provide a sense of tranquility that is second to none. Additional features include a spacious guest suite with private entrance, a private office, a whole-house Kohler backup generator (2021), a two-car attached garage with an EV charger, and a new metal roof (2016). Located in a coveted Siesta Key location, this home offers the perfect balance of seclusion, tranquility, and accessibility—providing a lifestyle where luxury and nature harmoniously coexist.

716 Tropical Circle, Sarasota
$2,210,000
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
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
$1,701,000
3 Beds ⋅ 3 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Dreaming of waterfront living on Siesta Key? This rare and exclusive Bay Island property is your chance to create the home of your dreams while basking in one of Sarasota's most prized locations. With an impressive 70 feet of seawall and sailboat water, this oversized 12,900-square-foot lot is as exceptional as it gets. Enjoy direct access to Sarasota Bay with quick entry to Big Pass and the Gulf of Mexico—ideal for boat lovers who crave effortless days on the water. Nestled on the north end of Siesta Key, this lot offers a premier address that provides a perfect balance of privacy and connectivity. You'll find yourself just minutes from the vibrant shops and restaurants of Siesta Key Village and the world-famous Siesta Key Beach, with its powdery quartz sands that attract visitors from all over the globe. When you're craving a cultural escape, downtown Sarasota is just a short drive away, offering galleries, theater, and fine dining. This coveted neighborhood on Bay Island is surrounded by some of Siesta Key's most admired homes, known for the exclusivity and ease of lifestyle it offers. The existing home is being removed, and the pool is being filled, leaving you with a blank canvas to design and build a custom waterfront masterpiece perfectly suited to your vision. Opportunities like this are rarely available, making this property a true gem for anyone seeking premier waterfront living. Reach out today—this is your chance to own a piece of paradise on Siesta Key.

527 Freeling Drive, Sarasota
$1,550,000
5 Beds ⋅ 4 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code
What a rare and incredible chance to create your dream home in Sanderling Club on Siesta Key! This 1.5-acre waterfront property is nestled among lush, mature trees along the waters of Heron Lagoon, offering an unparalleled setting for your private oasis. While the main home was impacted by the last hurricane and is not livable, the true value lies in the land and its breathtaking surroundings. This is a prime opportunity to design and build a custom residence that complements the natural beauty of this exceptional location. Please note: The main home is unsafe to enter and will likely require removal. In the meantime, the charming guest house provides over 1,000 square feet of comfortable living space, complete with a full bath and an eat-in kitchen—perfect for staying on-site while you build. A four-car garage adds both convenience and ample storage. Beyond the property, the exclusive amenities of the Sanderling Club elevate the lifestyle experience. Enjoy private beach access, boat docks, tennis and pickleball courts, and the stunning clubhouse designed by renowned architect Paul Rudolph. This is a rare chance to own a piece of paradise and craft a home that blends luxury with the natural beauty of Siesta Key. Schedule your private tour today!

7429 Sanderling Road, Sarasota
$1,100,000
3 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
Welcome to your dream home in the highly sought-after Harmony subdivision! This stunning single-family residence is situated on a serene canal, featuring an impressive 120' of newer concrete seawall, perfect for those looking to embrace the waterfront lifestyle. Bring your boats and jet skis, as you can easily add your own dock, allowing for quick access to Sarasota Bay and the breathtaking blue waters of the Gulf of Mexico. As you step inside, you'll be greeted by an abundance of natural light streaming through numerous skylights, floor-to-ceiling windows, and glass sliders, all showcasing picturesque views of the water and the gorgeous, heated in-ground pool. The lushly landscaped backyard offers a tropical oasis, ideal for relaxation and entertainment. This expansive property boasts over 2,500 square feet of open living space, featuring 4 bedrooms, including 2 with en suites, providing ample room for family and guests. With one of the larger waterfrontages in the area, you have the perfect opportunity to build the home of your dreams or restore the remediated structure currently in place. Enjoy the tranquility and privacy of a single-family residential neighborhood while being just minutes away from the vibrant Siesta Key village and the pristine sandy shores of Siesta Key Beach, with the closest access point conveniently located under a mile away. Don't miss this opportunity to own your own piece of Siesta key paradise!

4857 Primrose Path, Sarasota
$700,000
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
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
SIESTA KEY OPPORTUNITY - BUILD YOUR NEW HOME ON THIS 21,000+ SF LOT! The 1920s structures on this lot sustained storm damage – PROPERTY IS BEING SOLD FOR THE LAND VALUE ONLY – JUST IMAGINE THE DREAM HOME YOU COULD BUILD ON A LOT THAT’S JUST SHY OF A HALF ACRE ON SIESTA KEY! Norsota Way is on Bay Island, at the north end of Siesta Key, within the Sarasota City limits, you’ll have the best of all worlds - close proximity to the white sandy beaches of Siesta Key, the Siesta Key Village with all its shops, nightlife & restaurants, while still having the ease and convenience of being near the north bridge, Nora Patterson Bay Island Park, and easy access to the mainland. 624 Norsota Way is surrounded by multi-million-dollar homes on the Key and gorgeous waterfront estates just across the bridge. This prime West of the Trail location provides easy access to Southside Village with its quaint shops, restaurants & market, Downtown Sarasota and all it has to offer as well as Sarasota Memorial Hospital. Don’t miss this opportunity for your slice of paradise!!!

624 Norsota Way, Sarasota