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 $4.6M
Lowest Price $750K
Highest Price $26M
Total Listings 107
Avg. Days On Market 171
Avg. Price/SQFT $1.1K

Property Types (active listings)

Siesta Key Homes for Sale by Price Range

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New
604 Norsota Way, SARASOTA

$4,190,000

604 Norsota Way, SARASOTA

BAY ISLAND 5 Beds 6 Baths 4,536 SqFt 2 DOM Residential MLS® # A4702465
New
104 Avenida Veneccia 171, SARASOTA

$3,990,000

104 Avenida Veneccia 171, SARASOTA

MIRA MAR BEACH 6 Beds 6 Baths 3,222 SqFt 4 DOM Residential MLS® # A4702270
New
4034 Roberts Point Road, SARASOTA

$8,190,000

4034 Roberts Point Road, SARASOTA

ELLIOT M PROP SIESTA KEY 5 Beds 5 Baths 5,095 SqFt 5 DOM Residential MLS® # A4702241
New Open House
656 Tropical Circle, SARASOTA

$4,150,000

656 Tropical Circle, SARASOTA

SIESTA BEACH 4 Beds 6 Baths 5,238 SqFt 6 DOM Residential
Sun, Aug 16th, 2026 @ 1pm - 4pm
MLS® # A4701595
New Open House
8800 Midnight Pass Road, SARASOTA

$3,690,000

8800 Midnight Pass Road, SARASOTA

TORTOISE ESTATES 4 Beds 5 Baths 3,676 SqFt 7 DOM Residential
Fri, Aug 14th, 2026 @ 1pm - 4pm
MLS® # A4702119
528 Ralph Street, SIESTA KEY

$1,190,500

↓ $34,500

528 Ralph Street, SIESTA KEY

OCEAN BEACH REP 3 Beds 2 Baths 1,796 SqFt 128 DOM Residential MLS® # TB8491348
5125 Sandy Beach Avenue, SARASOTA

$1,295,000

5125 Sandy Beach Avenue, SARASOTA

SIESTA BEACH 3 Beds 2 Baths 2,216 SqFt 11 DOM Residential MLS® # A4701734
3550 Bayou Louise Lane, SARASOTA

$11,900,000

3550 Bayou Louise Lane, SARASOTA

SIESTA REV OF 5 Beds 6 Baths 4,325 SqFt 11 DOM Residential MLS® # A4701744
3799 Flamingo Avenue, SARASOTA

$17,650,000

3799 Flamingo Avenue, SARASOTA

BAY ISLAND 4 Beds 6 Baths 8,138 SqFt 11 DOM Residential MLS® # A4699552
430 Island Circle, SARASOTA

$2,800,000

430 Island Circle, SARASOTA

SARASOTA BEACH 4 Beds 4 Baths 3,205 SqFt 11 DOM Residential MLS® # A4700263
4114 Roberts Point Circle, SARASOTA

$1,150,000

4114 Roberts Point Circle, SARASOTA

ROBERTS POINT 4 Beds 3 Baths 2,165 SqFt 11 DOM Residential MLS® # A4700902
5610 Avenida Del Mare, SARASOTA

$6,400,000

5610 Avenida Del Mare, SARASOTA

SARASOTA BEACH 8 Beds 9 Baths 5,313 SqFt 13 DOM Residential MLS® # A4701480
339 Treasure Boat Way, SARASOTA

$2,600,000

339 Treasure Boat Way, SARASOTA

HARMONY SUB 4 Beds 3 Baths 2,689 SqFt 14 DOM Residential MLS® # A4701303
5143 Sandy Beach Avenue, SARASOTA

$1,795,000

5143 Sandy Beach Avenue, SARASOTA

SIESTA BEACH 4 Beds 3 Baths 2,244 SqFt 12 DOM Residential MLS® # TB8533327
5547 Avenida Del Mare, SARASOTA

$5,750,000

5547 Avenida Del Mare, SARASOTA

SARASOTA BEACH 5 Beds 8 Baths 4,191 SqFt 18 DOM Residential MLS® # A4700901

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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