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.


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Siesta Key Home Stats

Average Price $4.1M
Lowest Price $500K
Highest Price $21M
Total Listings 121
Avg. Days On Market 139
Avg. Price/SQFT $1.1K

Property Types (active listings)

Siesta Key Homes for Sale by Price Range

Click the links below to sort results by price range.
All Listings $400,000 - $500,000 $900,000 - $1,000,000
Over $1,000,000
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New
5536 Contento Drive, SARASOTA

$2,295,000

5536 Contento Drive, SARASOTA

SIESTA ISLES 4 Beds 3 Baths 2,527 SqFt 1 DOM Residential MLS® # A4614948
New
548 Siesta Drive, SARASOTA

$3,500,000

548 Siesta Drive, SARASOTA

BAY ISLAND SHORES 3 Beds 4 Baths 4,399 SqFt 2 DOM Residential MLS® # U8247711
New
4637 Ocean Boulevard, SARASOTA

$1,250,000

4637 Ocean Boulevard, SARASOTA

OCEAN BEACH REP 3 Beds 2 Baths 2,065 SqFt 3 DOM Residential MLS® # A4613846
New
5357 Siesta Court, SARASOTA

$1,800,000

5357 Siesta Court, SARASOTA

SIESTA COVE SUB 3 Beds 3 Baths 3,000 SqFt 5 DOM Residential MLS® # A4614535
New
361 Avenida Madera, SARASOTA

$1,495,000

361 Avenida Madera, SARASOTA

SIESTA MANOR SEC 1 3 Beds 2 Baths 1,592 SqFt 6 DOM Residential MLS® # A4613756
472 Island Circle, SIESTA KEY

$2,500,000

472 Island Circle, SIESTA KEY

SARASOTA BEACH 4 Beds 5 Baths 3,339 SqFt 13 DOM Residential MLS® # A4613558
5309 Siesta Court, SARASOTA

$1,199,000

5309 Siesta Court, SARASOTA

SIESTA COVE SUB 4 Beds 3 Baths 2,291 SqFt 14 DOM Residential MLS® # A4613435
Ocean Boulevard, SARASOTA

$3,900,000

Ocean Boulevard, SARASOTA

HARMONY SUB 5 Beds 6 Baths 4,030 SqFt 20 DOM Residential MLS® # A4613022
8802 Midnight Pass Road, SARASOTA

$5,000,000

8802 Midnight Pass Road, SARASOTA

TORTOISE ESTATES 4 Beds 5 Baths 3,676 SqFt 20 DOM Residential MLS® # A4612899
601 Tremont Street, SARASOTA

$5,000,000

601 Tremont Street, SARASOTA

SIESTA BAYSIDE 4 Beds 5 Baths 3,996 SqFt 20 DOM Residential MLS® # A4612897
4108 Roberts Point Road, SARASOTA

$1,895,000

4108 Roberts Point Road, SARASOTA

ROBERTS POINT 2 3 Beds 3 Baths 2,511 SqFt 21 DOM Residential MLS® # A4612333
8016 Midnight Pass Road, SARASOTA

$2,699,000

8016 Midnight Pass Road, SARASOTA

MIRA MAR SUB 2 Beds 2 Baths 1,589 SqFt 22 DOM Residential MLS® # A4612661
4526 Woodside Road, SARASOTA

$2,795,000

4526 Woodside Road, SARASOTA

SIESTA BAYSIDE 4 Beds 3 Baths 2,422 SqFt 25 DOM Residential MLS® # A4611410
4544 Woodside Road, SARASOTA

$5,399,000

4544 Woodside Road, SARASOTA

SIESTAS BAYSIDE WATERSIDE WOOD 4 Beds 6 Baths 4,007 SqFt 27 DOM Residential MLS® # A4611217
7536 Midnight Pass Road, SARASOTA

$1,600,000

7536 Midnight Pass Road, SARASOTA

SANDERLING CLUB, SIESTA PROPERTIES INC 3 Beds 3 Baths 2,503 SqFt 32 DOM Residential MLS® # A4611778

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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