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

$17,650,000
4 Beds ⋅ 6 Baths ⋅ A4699552 MLS
Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

3799 Flamingo Avenue, Siesta Key
$16,000,000
5 Beds ⋅ 5 Baths ⋅ A4643281 MLS
A newly completed Gulf-front estate of exceptional caliber, this architectural triumph by Murray Homes redefines modern coastal luxury on Siesta Key. Poised on a rare 0.56-acre Gulf-front parcel with 90 feet of private shoreline, the residence commands uninterrupted, cinematic views of the Gulf of Mexico from its elevated vantage point. Masterfully designed with approximately 5,500 sq. ft. of refined living space—plus an additional 2,600 sq. ft. of recreational space—the home blends sculptural contemporary lines with warm natural textures, creating an atmosphere of effortless sophistication. Floor-to-ceiling glass invites the horizon inward, illuminating a grand great room anchored by a sleek fireplace and framed by the endless blues of sea and sky. The gourmet kitchen is a showcase of craftsmanship, featuring a statement island, walk-in pantry, wine refrigeration, and built-in coffee system. Smart-home integration, designer lighting, and a whole-house generator ensure the highest level of comfort and resilience. Resort-style outdoor living unfolds across multiple Gulf-facing terraces, where an infinity-edge pool with beach shelf, heated spa, summer kitchen, and lounge areas create a private sanctuary for relaxation and entertaining. Upstairs, a vaulted lounge with beverage center offers a dramatic perch for sunset viewing, while four en-suite guest suites—many with sweeping Gulf vistas—provide luxurious accommodations. The primary suite is a serene retreat with a spa-inspired bath featuring a soaking tub, oversized shower, and dual vanities. Additional features include a 4-car garage, dedicated golf cart/kayak garage, elevated construction, and a secluded location on one of Siesta Key’s most coveted Gulf-front streets. A rare opportunity to own a newly built, design-forward coastal estate with private beach access and world-class views—an extraordinary expression of Gulf-front living.

7324 Point Of Rocks Road, Siesta Key
$15,900,000
4 Beds ⋅ 5 Baths ⋅ A4694017 MLS
Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Siesta Key
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