Siesta Key Real Estate

Siesta Key Real Estate

Welcome to Siesta Key, a hidden gem nestled along Florida's stunning Gulf Coast in Sarasota County. Renowned for its powdery white sand beaches, Siesta Key is not just a destination; it’s a lifestyle that embodies relaxation, adventure, and natural beauty.

This charming barrier island is perfect for those seeking a serene escape while still being close to vibrant city life. With its laid-back atmosphere, Siesta Key offers a unique blend of quaint beach cottages, luxurious waterfront properties, and modern condos, catering to a diverse range of homebuyers. Imagine waking up to the sound of gentle waves and enjoying your morning coffee while gazing at breathtaking sunrises over the Gulf of Mexico.

Siesta Key is also home to a vibrant community with a variety of local shops, art galleries, and delightful restaurants, where you can savor fresh seafood and local cuisine. Whether you’re strolling along the picturesque Siesta Beach or exploring the lush trails of the nearby Siesta Key Village, there’s no shortage of outdoor activities to enjoy.

For those who appreciate an active lifestyle, the island offers opportunities for kayaking, paddleboarding, and biking, ensuring that every day is an adventure. With its top-rated schools and family-friendly environment, Siesta Key is also an excellent place for raising children.

In Siesta Key, every sunset paints a masterpiece, and every day is a chance to create unforgettable memories. Come discover your slice of paradise in this enchanting coastal community!

Newest Listings in Siesta Key

$1,600,000
Siesta Key SubDv.
A rare offering on the south end of Siesta Key, this 0.25-acre waterfront lot on Blind Pass delivers an exceptional canvas for coastal living and development. With protected water frontage and direct access leading out to Sarasota Bay, the location is ideal for enjoying the area’s incredible boating, fishing, kayaking and the breathtaking sunsets that paint the sky each evening. Zoned RMF 3, the seller has architectural plans for a 3-unit condo building of two 1-story flats and one two-story unit. Property offers outstanding flexibility, whether you envision a multi-residence project, luxury townhomes, or creating an island paradise ideal for a family vacation compound. Just three minutes from world-famous, white-sand Siesta Key Beaches, this site also provides convenient access with a short drive to Siesta Key Village, known for its shopping and dining. Only a bridge away from the mainland, you’re close to all Sarasota has to offer, including cultural venues, marinas and urban conveniences. A standout waterfront opportunity in one of Sarasota’s desirable coastal corridors.

9244 Midnight Pass Road, Siesta Key
$26,000,000
5 Beds ⋅ 7 Baths ⋅ Siesta Key SubDv.
Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.

7366 Point Of Rocks Road, Siesta Key
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