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 $4.4M
Lowest Price $679K
Highest Price $30M
Total Listings 173
Avg. Days On Market 146
Avg. Price/SQFT $1.1K

Property Types (active listings)

Siesta Key Homes for Sale by Price Range

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New
742 Edgemere, SIESTA KEY

$1,750,000

742 Edgemere, SIESTA KEY

SIESTA ISLES 3 Beds 2 Baths 1,454 SqFt 0 DOM Residential MLS® # W7883717
New
44 Rockwell Lane, SARASOTA

$6,750,000

44 Rockwell Lane, SARASOTA

SANDY HOOK 6 Beds 7 Baths 5,400 SqFt 0 DOM Residential MLS® # A4685222
New
1267 Starboard Lane, SARASOTA

$2,750,000

1267 Starboard Lane, SARASOTA

MIDNIGHT HARBOR SUB 2 Beds 3 Baths 2,510 SqFt 1 DOM Residential MLS® # A4685077
New
814 Paradise Way, SARASOTA

$2,100,000

814 Paradise Way, SARASOTA

SIESTA ISLES 4 Beds 2 Baths 1,996 SqFt 1 DOM Residential MLS® # TB8483961
New
7108 Midnight Pass Road, SARASOTA

$4,419,000

7108 Midnight Pass Road, SARASOTA

SIESTA PROPERTIES INC 7 Beds 5 Baths 4,697 SqFt 1 DOM Residential MLS® # A4685107
New Open House
4939 Commonwealth Drive, SARASOTA

$1,450,000

4939 Commonwealth Drive, SARASOTA

SIESTA BEACH 3 Beds 3 Baths 2,090 SqFt 3 DOM Residential MLS® # A4684397
1240 Solitude Lane, SARASOTA

$3,350,000

1240 Solitude Lane, SARASOTA

SECLUDED HARBOUR 02 6 Beds 5 Baths 4,700 SqFt 260 DOM Residential MLS® # A4655955
New
546 Freeling Drive, SARASOTA

$12,500,000

546 Freeling Drive, SARASOTA

BAY ISLAND 5 Beds 7 Baths 4,353 SqFt 3 DOM Residential MLS® # A4682396
New Open House
700 Tropical Circle, SARASOTA

$1,750,000

700 Tropical Circle, SARASOTA

SIESTA BEACH 3 Beds 3 Baths 2,341 SqFt 5 DOM Residential MLS® # A4684757
New
4839 Givens Court, SARASOTA

$2,750,000

4839 Givens Court, SARASOTA

SIESTA HAMMOCK 5 Beds 5 Baths 3,524 SqFt 5 DOM Residential MLS® # A4683309
New
3460 Flamingo Avenue, SARASOTA

$7,749,000

3460 Flamingo Avenue, SARASOTA

BAY ISLAND 5 Beds 8 Baths 6,030 SqFt 7 DOM Residential MLS® # A4683051
New Open House
4938 Commonwealth Drive, SARASOTA

$3,050,000

4938 Commonwealth Drive, SARASOTA

SIESTA BEACH 4 Beds 4 Baths 2,169 SqFt 6 DOM Residential MLS® # A4683758
462 Island Circle, SARASOTA

$2,240,000

462 Island Circle, SARASOTA

SARASOTA BEACH 3 Beds 3 Baths 1,670 SqFt 370 DOM Residential MLS® # A4641791
3799 Flamingo Avenue, SARASOTA

$18,500,000

3799 Flamingo Avenue, SARASOTA

SIESTA KEY / BAY ISLAND 4 Beds 6 Baths 8,138 SqFt 252 DOM Residential MLS® # A4653658
5045 Oxford Drive, SARASOTA

$3,999,000

5045 Oxford Drive, SARASOTA

SIESTA BEACH 3 Beds 4 Baths 3,850 SqFt 8 DOM Residential MLS® # A4681817

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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