Siesta Key Real Estate

Siesta Key, FL Homes for Sale

Siesta Key, FL is a barrier island west of Sarasota where single-family homes for sale typically list between $700,000 and $3.5 million, with waterfront and Gulf-front properties reaching well beyond that range. Dave Jones Realty tracks the island market closely, from mid-century blocks near Siesta Key Village to newer coastal construction along Midnight Pass Road. Buyers here weigh access to Siesta Beach, Crescent Beach, and Turtle Beach against elevated construction requirements common to the island. Condominiums start near the low $400,000s, giving buyers an entry point below the single-family market.

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Home Styles and Price Context

Siesta Key housing stock centers on elevated coastal single-family homes, Florida ranch homes from the 1960s and 1970s, and Mediterranean-style villas. Single-family homes typically list between $700,000 and $3.5 million, while Gulf-front and deep-water canal properties commonly exceed $4 million. Condominiums on Siesta Key start near $400,000 and rise to over $2 million for Gulf-front units. Lots on the island generally range from 8,000 to 15,000 square feet, and much of the newer construction sits on raised foundations to meet coastal flood elevation standards.

Neighborhoods

Siesta Key Village

Siesta Key Village anchors the north end of the island along Ocean Boulevard, surrounded by older ranch homes and walkable access to shops and restaurants. Homes near the Village trade on proximity to Siesta Beach, whose quartz sand consistently ranks among the top public beaches in the United States.

Sanderling Club and Midnight Pass

The Sanderling Club sits on the south end near Turtle Beach, a gated community known for private Gulf frontage and larger custom homes. Properties along Midnight Pass Road offer canal access and are priced for boaters who want direct water routes to the Intracoastal Waterway.

Daily Life

Siesta Key connects to mainland Sarasota by the Siesta Drive and Stickney Point Road bridges, putting downtown Sarasota roughly 15 to 20 minutes away outside peak season traffic. Siesta Beach and Turtle Beach both offer public parking, and Turtle Beach includes a boat ramp and campground. Students on the island are zoned for Phillippi Shores Elementary and Sarasota schools on the mainland. Siesta Key Village hosts a weekly farmers market and regular live music.

Working With a Local Agent

Dave Jones Realty represents buyers across both the Village end and the south island, helping compare condominium value against single-family and waterfront options.

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Newest Homes for Sale in Siesta Key, FL

$4,500,000
5 Beds ⋅ 7 Baths ⋅ A4696648 MLS ⋅ N/A BLDG.
There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the effortless spirit of Siesta Key without relying on convention. Designed to unfold naturally from one experience to the next, the residence balances vibrant gathering spaces with moments of quiet retreat. From private beach access and a lagoon-style pool to elevated terraces overlooking the Gulf, each level offers a new perspective while remaining connected to the whole. Across nearly 3,600 square feet and five levels connected by elevator access, the home encourages a lifestyle defined by movement, connection, and ease. The experience begins outdoors, where a resort-inspired backyard retreat features a cascading rock waterfall, custom slide, rope swing, sun shelf, ample covered patio seating with an outdoor kitchen, and lush landscaping. Here, recreation and relaxation exist in perfect balance. Inside, natural materials and modern finishes establish a sense of effortless sophistication. Driftwood-inspired flooring extends overhead, creating warmth and continuity throughout the residence, while shades of blue and gray evoke the colors of the shore beyond. A chef's kitchen supported by a dedicated scullery anchors the great room, where gatherings flow seamlessly onto expansive terraces and outdoor living spaces. Five en-suite bedrooms provide private retreats throughout the home, including a playful bunk room complete with a climbing wall—an unexpected detail that reinforces the home's spirit of energy and discovery. At the highest level, a club room designed for games, conversation, and connection opens to a rooftop terrace where sunrise and sunset become part of the daily rhythm. Nearby, the primary suite occupies the home's most private position, offering Gulf views, exceptional privacy, and a spa-inspired bath designed for restoration. More than a home, Siesta Springs is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit A, Siesta Key
$4,500,000
3 Beds ⋅ 4 Baths ⋅ A4675609 MLS ⋅ The Rice House BLDG.
Repriced to the market - reduced $500,000! An exquisite Gulf-front penthouse - a private third floor residence with a loft and private rooftop deck overlooking Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular Gulf-front penthouse, in an exclusive 3-residence boutique building, where each home occupies its private floor. Just near the world-renowned powdery quartz sands of Siesta Beach, this one-of-a-kind 3-bedroom, 3.5-bath residence offers breathtaking, unobstructed panoramic views of the azure Gulf waters and vibrant sunsets from nearly every room. Designed for the beach-loving connoisseur, this exceptional home features 3 spacious bedrooms, including 2 private suites, each with spa-inspired baths and floor-to-ceiling windows showcasing endless Gulf vistas. A second-story bonus room with a half bath provides a versatile space ideal for a media room, home office or guest retreat, all while offering stunning rooftop views. From the moment you get off the private-stop elevator directly into your full-floor residence, you’re met with sweeping Gulf views framed by walls of glass, filling the interiors with natural light and seamless indoor-outdoor ambiance. The expansive open-concept living space is ideal for everyday living and entertaining. The gourmet kitchen is a chef’s dream, featuring premium appliances, sleek modern cabinetry and elegant stone countertops. Travertine and rich wood flooring add warmth and refinement throughout. The magnificent rooftop terrace offers complete privacy for sunbathing, entertaining, or unwinding while enjoying soothing sea breezes and postcard-worthy sunsets. Additional luxury amenities include a secure lobby, a rare 2-car tandem garage with private driveway and private elevator access, delivering the comfort and privacy typically found only in single-family beachfront estates. On ground level, an inviting shaded outdoor lounge and dining area with a built-in grill creates the ideal setting for alfresco meals under the stars, all just a short distance along a private shell path to the soft white sands of Siesta Beach. Beyond the beach, enjoy the vibrant energy of Siesta Village, with boutique shopping, fine dining and lively nightlife just minutes away. If you value privacy, exclusivity and full-floor living paired with direct beach access, this extraordinary penthouse presents a rare opportunity to own one of Siesta Key’s most desired Gulf-front residences.

534 Beach Road, Siesta Key
$4,250,000
5 Beds ⋅ 5 Baths ⋅ A4663247 MLS
Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Siesta Key
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