Location: Siesta Cove Sub, Sarasota
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5236 SIESTA COVE DR, SARASOTA, FL 34242
$2,735,000411 Days on yellowkey MLS ID: A4640398
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4254 Built: 1978Community: Siesta Cove SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Bradley Kayser (941-809-7396)
5231 SIESTA COVE DR, SARASOTA, FL 34242
$1,600,00012 Days on yellowkey MLS ID: A4686013
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2557 Built: 1982Community: Siesta Cove SubSingle Family
Remarks: Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted ceilings with exposed beam detail anchor the main living area, where expansive sliders open to a screened lanai and private saltwater pool framed by mature tropical landscaping. Porcelain tile runs throughout, creating a clean, cohesive feel that fits perfectly with relaxed island living. The kitchen is thoughtfully designed with stone countertops, stainless steel appliances, generous prep space, and a built-in wine refrigerator, flowing naturally into multiple living and dining areas. Whether you’re hosting friends after a beach day or enjoying a quiet evening at home, the layout simply works. The primary suite feels tucked away and private, complete with an updated bath featuring a rain shower and elevated finishes. Two additional bedrooms offer flexibility for guests, family, or a dedicated office space. Impact windows and doors provide added peace of mind, and the home did not experience water intrusion during recent hurricanes. Additional features include a fireplace for cooler winter nights, an interior laundry room, circular driveway, and attached two-car garage. Siesta Cove is ideally positioned between Midnight Pass Road and the Intracoastal Waterway, just a short stroll to the powder-soft quartz sands of Siesta Key Beach. Here, mornings start with beach walks, afternoons are spent boating or biking the island, and evenings wind down with sunset skies and dinner in the Village. This is not just a home — it’s the kind of island living people move here for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
5324 SIESTA CT, SARASOTA, FL 34242
$1,250,00041 Days on yellowkey MLS ID: A4682581
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 3050 Built: 1980Community: Siesta Cove SubSingle Family
Remarks: In a market where location defines value, this contemporary residence in Siesta Cove delivers on every level. Positioned on more than a quarter-acre just minutes from Siesta Key Beach and Siesta Key Village, the property pairs architectural character with rare privacy and scale. Equally important, it offers something increasingly essential in coastal real estate: confidence. The property has experienced no hurricane damage and no flooding, and a brand-new roof installed in 2026 further reinforces structural durability, long-term insurability, and peace of mind, meaningful advantages in toady's costal market. Originally built in 1980 and elegantly modernized, this three-bedroom, four-bathroom home with an office and a large second floor loft is surrounded by a curated, eco-conscious landscape of tropical and native plantings. Inside, vaulted ceilings and expansive windows create a light-filled interior anchored by an open-concept layout designed for both everyday living and entertaining. Porcelain tile and engineered hardwood flooring extend throughout, complementing the home’s clean contemporary lines while offering practical resilience. The main living area centers around a wood-burning fireplace and flows seamlessly into the dining space and family room, forming a cohesive and welcoming gathering environment. The kitchen is both functional and refined, appointed with stainless steel appliances, stone countertops, built-in shelving, and a wet bar, ideal for hosting guests or enjoying relaxed evenings at home. The primary suite is conveniently located on the first floor and serves as a private retreat, featuring engineered hardwood flooring, a spacious walk-in closet, a spa-style ensuite bath, and direct access to the lanai. Two additional bedrooms are also positioned on the main level, each with its own full bathroom. A first-floor den office, currently utilized as a fourth bedroom, adds flexibility to the floor plan. Upstairs, a generous loft offers adaptable space suited for a home office, media lounge, creative studio, or guest overflow, and is positioned adjacent to the second-story lanai, creating a seamless transition to additional elevated outdoor living space overlooking the lush gardens below and extending the functionality of the upper level. At the rear of the home, a dramatic two-story screened lanai serves as an architectural focal point and a true extension of the interior living space. Overlooking mature landscaping, this expansive area includes multiple seating zones, a rear porch, patio, and elevated deck, providing protected outdoor enjoyment throughout the year and an ideal setting for entertaining or enjoying Sarasota’s evening breezes. Additional features include a full laundry room with washer and dryer, attic ventilator for enhanced airflow, ceiling fans, window treatments, programmable thermostat, rain gutters, garden lighting, sliding glass doors, and an attached two-car garage with generous storage capacity. The property is served by public water and sewer and benefits from underground utilities and street lighting within the community. Combining architectural distinction, thoughtful modernization, verified structural resilience, and a premier Siesta Key location, this residence offers both elevated coastal living and long-term security within one of the island’s most established neighborhoods.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Renee Nadiv (941-299-4242)
5345 SIESTA CT, SARASOTA, FL 34242
$1,160,000 MLS ID: A4685607
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2272 Built: 1977Community: Siesta Cove SubSingle Family
Remarks: Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring in natural light and offer beautiful views of the mature tropical landscaping, creating an inviting atmosphere. Built in cabinetry and shelving add character to the living room, while the two skylights in the family room bring in beautiful natural light throughout the day. The kitchen offers granite countertops, a large island with seating, and generous cabinet storage. The cabinets are real maple with soft close drawers and doors, crown molding, and lighted glass display cabinets. Additional conveniences include under cabinet lighting and pull out drawers, making storage easy and accessible. The primary suite serves as a comfortable private retreat. It features a large walk in closet with built in organization and an en-suite bathroom with dual vanities, granite countertops, and a spacious tiled shower. After spending the day at Siesta Key Beach, you can rinse off at the outdoor shower before heading inside. Two outdoor living areas allow you to enjoy Florida’s coastal climate: a front entrance lanai and a private lanai off the family room, both ideal for morning coffee or relaxing in the evening. The side load two car garage enhances the home’s curb appeal and provides additional storage space. Several major systems have already been updated. The roof was replaced in 2020, including two skylights. The home also features PVC sewer lines, the air conditioning system was replaced in 2022, and the water heater was replaced in 2023. Best of all, the property experienced no damage during the recent storms, providing additional peace of mind for buyers. This is a wonderful opportunity to enjoy the relaxed lifestyle of Siesta Key, just minutes from the beach, dining, and everything the island has to offer.
Listing Agent: Fred Sassen (404-408-5956)
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