A Captivating Community

Siesta Key Homes

Siesta Key, an 8-mile-long barrier island with access from two drawbridges, offers a taste of the Caribbean and Key West, all within the heart of Florida. From magnificent beachfront retreats with breathtaking ocean vistas to secluded enclaves surrounded by lush tropical landscapes, Siesta Key's real estate scene is as diverse as it is inviting. A lush paradise, this captivating island is adorned with tropical vegetation, boutique shopping in Siesta Key Village, and a vibrant nightlife filled with fantastic restaurants and lively entertainment.


Click to read More About Siesta Key Homes

Siesta Key Home Stats

Average Price $4.1M
Lowest Price $825K
Highest Price $21M
Total Listings 145
Avg. Days On Market 108
Avg. Price/SQFT $1.2K

Property Types (active listings)

Siesta Key Homes for Sale by Price Range

Click the links below to sort results by price range.
All Listings $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
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New
113 & 125 Big Pass Lane, SARASOTA

$16,000,000

113 & 125 Big Pass Lane, SARASOTA

TWITCHELL RALPH S SIESTA KEY PROP 4 Beds 5 Baths 4,162 SqFt 1 DOM Residential MLS® # A4603830
New
4049 Shell Road, SARASOTA

$5,995,000

4049 Shell Road, SARASOTA

SIESTA REV OF 4 Beds 5 Baths 3,844 SqFt 2 DOM Residential MLS® # A4603553
New
5317 Siesta Court, SARASOTA

$1,695,000

5317 Siesta Court, SARASOTA

SIESTA COVE SUB 4 Beds 3 Baths 2,918 SqFt 3 DOM Residential MLS® # A4603231
New
4832 Primrose Path, SARASOTA

$1,675,000

4832 Primrose Path, SARASOTA

HARMONY SUB 3 Beds 2 Baths 1,897 SqFt 5 DOM Residential MLS® # A4603563
New
7435 Sanderling Road, SARASOTA

$2,800,000

7435 Sanderling Road, SARASOTA

SANDERLING CLUB, SIESTA PROPERTIES 5 Beds 6 Baths 4,638 SqFt 4 DOM Residential MLS® # A4603140
New
5322 Cape Leyte Drive, SARASOTA

$1,550,000

5322 Cape Leyte Drive, SARASOTA

SIESTA ISLES 3 Beds 3 Baths 1,995 SqFt 7 DOM Residential MLS® # A4601948
3458 Anglin Drive, SARASOTA

$3,000,000

3458 Anglin Drive, SARASOTA

BAY ISLAND PARK 4 Beds 3 Baths 2,513 SqFt 8 DOM Residential MLS® # A4602754
5202 Winding Way, SARASOTA

$1,689,900

↑ $900

5202 Winding Way, SARASOTA

TWIN OAK POND 3 Beds 4 Baths 2,246 SqFt 372 DOM Residential MLS® # A4562450
4644 Higel Avenue, SARASOTA

$2,100,000

4644 Higel Avenue, SARASOTA

OCEAN BEACH REPLAT 2 2 Beds 2 Baths 1,871 SqFt 9 DOM Residential MLS® # A4602624
609 Norsota Way, SARASOTA

$8,250,000

609 Norsota Way, SARASOTA

BAY ISLAND 4 Beds 3 Baths 2,701 SqFt 11 DOM Residential MLS® # A4602572
5598 Siesta Estates Court, SARASOTA

$1,945,000

5598 Siesta Estates Court, SARASOTA

SIESTA ESTATES 6 Beds 6 Baths 3,924 SqFt 11 DOM Residential MLS® # C7489324
710 Treasure Boat Way, SARASOTA

$1,496,000

710 Treasure Boat Way, SARASOTA

SIESTA BEACH 3 Beds 3 Baths 1,963 SqFt 11 DOM Residential MLS® # T3509931
4937 Oxford Drive, SIESTA KEY

$2,650,000

4937 Oxford Drive, SIESTA KEY

SIESTA BEACH 3 Beds 2 Baths 2,539 SqFt 13 DOM Residential MLS® # A4597505
645 Beach Road, SARASOTA

$4,950,000

645 Beach Road, SARASOTA

SARASOTA BEACH 8 Beds 9 Baths 4,989 SqFt 14 DOM Residential MLS® # A4601243
335 Island Circle, SARASOTA

$2,299,000

↓ $200,000

335 Island Circle, SARASOTA

SARASOTA BEACH 3 Beds 3 Baths 2,662 SqFt 14 DOM Residential MLS® # A4602092

Siesta Key Homes Real Estate Info

Siesta Key homes are a testament to diversity, offering a range of architectural styles and neighborhoods to explore. Whether you're drawn to sprawling luxury estates, complete with private tennis courts and opulent pools, or charming bungalows that exude timeless appeal, you'll find a home that perfectly suits your preferences.

One of the factors driving many buyers to seek homes on Siesta Key is the exceptional educational opportunities available. Sarasota boasts both excellent public and private schools. Within the Sarasota County school district, the Pine View School stands out, serving students from grades 2 through 12 and consistently ranking among the best schools in the country.

For those considering relocating to Siesta Key, it's essential to note that the Sarasota-Bradenton International Airport is a mere 20-minute drive from the island. The island's proximity to this convenient airport makes it an excellent choice for both full-time residents and seasonal visitors alike.

These homes offer an extensive range of choices, with options and architectural styles to accommodate various budgets. Whether you're looking for a beach house from the 1960s or a sleek, ultra-modern home, Siesta Key homes truly have something for everyone.

You can browse homes by price range, ensuring you'll discover a residence that aligns perfectly with your lifestyle and financial considerations. If you have a specific neighborhood in mind, simply click on the neighborhood name to unveil a curated selection of homes within your desired area.

Siesta Key Homes Highlights & Amenities

Siesta Key homes aren't just about the property; they offer a unique lifestyle packed with exclusive features and activities that embody the Siesta Key lifestyle for homeowners and their families.

Let's take a peek of what a life defined by beachfront bliss truly looks like:

FAMILY ADVENTURES

Siesta Key is perfect for family-friendly outings. Take the kids for a day of fun, whether it's water sports, playing on the beach, or exploring the island's parks and playgrounds. Siesta Key Beach also happens to be a favorite location for professional Beach Family Portraits.

WORLD-FAMOUS BEACHES

Siesta Key is renowned for its world-famous beaches with powdery, white sands that feel cool underfoot. Spend your days beachcombing, building sandcastles, swimming, or simply enjoying the sunset in this stunning and one-of-a-kind beach paradise.

Boating and Watersports

The island's prime location means easy access to boating, fishing, kayaking, and paddleboarding. Whether you have your boat or plan to rent, aquatic adventures are right at your doorstep. Siesta Key offers the Siesta Key Marina and the Bayfront Marina at the southern tip of the key, which offers storage and lift services and can accommodate boats and yachts up to 60 feet.

Siesta Key Village

Explore the charming Siesta Key Village, a vibrant hub of boutique shopping, dining, and entertainment. Discover unique gifts, dine at eclectic restaurants, and enjoy live music and events that enrich the area. Don't miss the popular Siesta Key Oyster Bar or Captain Curts Crab & Oyster Bar, local seafood favorites.

Golf and Recreation

The Siesta Key area is home to several championship golf courses and tennis clubs, making it an ideal destination for sports enthusiasts. Play a round of golf, make a friendly wager, or work to improve your swing at celebrated courses nearby.

Cultural Attractions

Immerse yourself in Sarasota's cultural scene by visiting the Ringling Museum of ArtVan Wezel Performing Arts Hall, and Sarasota Opera House. These venues (and many others) offer live performances, cultural events, and art exhibitions, allowing you the opportunity to embrace the dynamic, vibrant, and culturally enriching tapestry of Siesta Key.

Nature Preserves

Enjoy the island's natural beauty at local nature preserves and parks. Birdwatching, hiking, and picnics are popular activities that let you and your family experience the lush surroundings. Lake Manatee State Park and Robinson Nature Preserve are both widely regarded as some of the best places to visit in or around Siesta Key.

Your Trusted Siesta Key Realtor

Life in a Siesta Key home offers a unique blend of tropical living, rich with excitement and natural beauty. Explore the available properties and indulge in the unparalleled lifestyle that Siesta Key has to offer.

Our list is updated daily with detailed descriptions, high-quality photos, and virtual tours from the Sarasota MLS system. For any inquiries about Siesta Key homes or neighborhoods, don't hesitate to contact Sara at (941) 586-4790 or reach out via email directly at Sara@SaraSellsSarasota.com


Interested in learning more about the homes in Siesta Key? Contact us online or call 941-586-4790 for more information about buying and selling a home in Siesta Key and other communities in the Sarasota area. 

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