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

$12,900,000
5 Beds ⋅ 7 Baths ⋅ A4686535 MLS
Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, Siesta Key
$12,500,000
5 Beds ⋅ 7 Baths ⋅ A4702170 MLS
Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining and entertaining. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.

546 Freeling Drive, Siesta Key
$11,975,000
5 Beds ⋅ 8 Baths ⋅ A4673273 MLS
Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

1290 Hidden Harbor Way, Siesta Key
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