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 $3.9M
Lowest Price $649K
Highest Price $30M
Total Listings 172
Avg. Days On Market 108
Avg. Price/SQFT $997

Property Types (active listings)

Siesta Key Homes for Sale by Price Range

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New
135 Avenida Veneccia, SARASOTA

$5,690,000

135 Avenida Veneccia, SARASOTA

MIRA MAR BEACH 8 Beds 9 Baths 4,380 SqFt 0 DOM Residential MLS® # A4654043
New
3959 Somerset Drive 5, SARASOTA

$2,600,000

3959 Somerset Drive 5, SARASOTA

SOMERSET COVE 4 Beds 4 Baths 2,757 SqFt 1 DOM Residential MLS® # A4655688
New
1203 Lyric Lane, SARASOTA

$1,150,000

1203 Lyric Lane, SARASOTA

ACREAGE & UNREC 2 Beds 2 Baths 1,626 SqFt 1 DOM Residential MLS® # A4654529
New
385 Avenida Madera, SARASOTA

$997,000

385 Avenida Madera, SARASOTA

SIESTA MANOR SEC 1 2 Beds 2 Baths 1,094 SqFt 3 DOM Residential MLS® # A4653809
New
1204 Derby Lane, SARASOTA

$6,499,500

1204 Derby Lane, SARASOTA

GULF VIEW ON LITTLE SARASOTA BAY 10 Beds 10 Baths 7,052 SqFt 4 DOM Residential MLS® # TB8395700
5108 Saint Albans Avenue, SIESTA KEY

$1,125,000

5108 Saint Albans Avenue, SIESTA KEY

SIESTA BEACH 3 Beds 4 Baths 1,767 SqFt 8 DOM Residential MLS® # O6314555
5169 Oxford Drive, SARASOTA

$1,500,000

5169 Oxford Drive, SARASOTA

SIESTA BEACH 3 Beds 3 Baths 1,658 SqFt 11 DOM Residential MLS® # V4943078
782 Birdsong Lane, SARASOTA

$699,000

782 Birdsong Lane, SARASOTA

SIESTAS BAYSIDE WATERSIDE SOUTH 2 Beds 2 Baths 1,577 SqFt 11 DOM Residential MLS® # A4654692
878 Freeling Drive, SARASOTA

$5,000,000

878 Freeling Drive, SARASOTA

BAY ISLAND SHORES 4 Beds 4 Baths 3,866 SqFt 11 DOM Residential MLS® # A4651937
310 Avenida Milano, SARASOTA

$1,100,000

310 Avenida Milano, SARASOTA

SIESTA MANOR SEC 2 3 Beds 2 Baths 1,582 SqFt 12 DOM Residential MLS® # A4653913
5353 Shadow Lawn Drive, SARASOTA

$1,025,000

5353 Shadow Lawn Drive, SARASOTA

SIESTA ISLES 3 Beds 2 Baths 1,596 SqFt 14 DOM Residential MLS® # A4654465
8234 Midnight Pass Road, SARASOTA

$1,333,000

8234 Midnight Pass Road, SARASOTA

OCEAN VIEW 3 Beds 2 Baths 1,758 SqFt 14 DOM Residential MLS® # A4654399
5026 Calle Minorga, SARASOTA

$850,000

5026 Calle Minorga, SARASOTA

MIRA MAR EXIT 3 Beds 1 Bath 1,240 SqFt 15 DOM Residential MLS® # A4654418
4108 Roberts Point Road, SARASOTA

$1,895,000

4108 Roberts Point Road, SARASOTA

ROBERTS POINT 2 3 Beds 3 Baths 2,511 SqFt 15 DOM Residential MLS® # A4653708
5581 Shadow Lawn Drive, SARASOTA

$1,695,000

5581 Shadow Lawn Drive, SARASOTA

SIESTA ISLES 4 Beds 3 Baths 2,120 SqFt 15 DOM Residential MLS® # A4653589

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

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. 

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

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