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1209 Tree Bay Lane, SARASOTA, FL
$1,399,000
4959 Oxford Drive, SARASOTA, FL
$1,799,000
3924 Hamilton Club Circle, SARASOTA, FL
$989,000
9397 Midnight Pass Road 606, SARASOTA, FL
$599,000
More About Siesta Key Real Estate
The moment you cross over the Siesta Key's north bridge, along Siesta Drive, you'll probably be struck by the variety of properties. From grand island villas, to understated residential ranch homes, the Siesta Key real estate market has the perfect home to make your island dreams come true.
Winding between the narrow canals and waterways, you're likely to see waterfront homes in bright Mediterranean styles - with tall arches, arcades, red-tile roofs, and rows of swaying palms. And tucked away in private settings, modest bungalows in stucco and pastel-toned siding.
Almost all of these properties in Siesta Key have some kind of water access, whether it's a lagoon, canal, or the ocean. And if you're looking to simply cool off, or wash away the sand and salt, covered pools are practically standard here.
Moving down towards Siesta Key's narrow middle corridor, you'll find a range of condo and detached villa communities. Homes for sale in this sector of Siesta Key's real estate market promise excellent amenities, like swimming pools, tennis courts, and fitness centers. Expect beautiful light interiors with modern kitchens and open living areas. These units typically sleep a generous number of people, perfect for having friends or family over.
The biggest highlight of Siesta Key's condo market is their location, as many open directly onto the legendary Siesta Key Beach, offering residents daily sunsets over crystal sands and turquoise waters.
Travelling even further down the island, as the land narrows, properties become even more exclusive. Lush estates with spacious lawns, and forest-like vegetation occupy this stretch. Many of the luxury homes here have been completed in the modern style that Florida is known for.
These luxury homes also come in Southern Colonial and Mediterranean-revival styles, and almost all have their own private deep-water docks. Interiors vary between sleek, modern, almost Scandinavian style, and the rich, ornate aesthetic typical of the Southern Estate home, including stained wood finishes, crown molding, wainscoting, and so on.
Siesta Key Area Information
Siesta Key is a barrier island off the western coast of Florida, near the city of Sarasota. The island is connected to the mainland via two islands - one north and one south - and separated from the mainland by Roberts Bay.
Sarasota can be accessed in 15 minutes from Siesta Key Village, and Venice is a little over 30 minutes away to the south.
Siesta Key History
The first developments on Siesta Key began in 1907 with the dredging of the inshore canals and the building of docks. The first bridge was built in 1917, and the area officially recognized as "Siesta Key" in 1952.
Siesta Key Attractions
Siesta Key's main highlight is its world-renowned, award-winning beaches. Covered in sugar-fine quartz, these beaches are known for their beauty and softness. Beaches on the key are Siesta Beach, Crescent Beach, Turtle Beach, and Shell Beach.
Along Siesta Key's central Ocean Boulevard strip, visitors and residents enjoy numerous eateries, stores, and entertainment venues. Some popular spots to grab a drink, or a bite to eat are:
- Solorzanos Pizzeria
- The Hub Baja Grill
- Another Broken Egg Cafe
- Siesta Key Oyster Bar
- Gilligan's Island Bar & Grill
- 3.14 Pi Craft Beer & Spirits
The island itself is also a perfect venue for outdoor or marine recreation, with facilities for biking, sailing, fishing, or parasailing.

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on April 14th, 2021 at 5:51pm EDT.