Siesta Key Real Estate

Crescent Beach on Siesta Key

Our website makes it easy to explore all of the Siesta Key real estate listings on the market. Browse through properties below by price range, days on the market or features.

There is a diverse selection of neighborhoods, condos, townhomes and villas to suit the relocating resident, retiree or family seeking that perfect second home.

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Siesta Key Homes | Siesta Key Condos

Homes currently range from $425,000 to $12,950,000. Condos are available starting at $199,900 and going up to $2,700,000. Many of the condominium communities feature extraordinary and luxurious amenities

Waterfront property is always in high demand with Siesta Key real estate buyers. There is a large selection of houses on canals which provide quick access to the Intracoastal and the Gulf of Mexico.

Browse all real estate listings currently available on Siesta Key. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.
Siesta Key May 15, 2021
108
Listed
85
Avg. DOM
$688.56
Avg. $ / Sq.Ft.
$1,223,500
Med. List Price
108 Properties
Page 1 of 9
Open 5/15
5133 Siesta Woods Dr Sarasota, FL 34242
$795,000
Subdivision: Siesta Woods
3
Beds
2
Baths
1,860
Sq.Ft.
1987
Year Built
2
Days on Site
A4500391
MLS
Selby Gardens "mini-me" surrounds a whimsical "Key West on stilts" on beautiful Siesta Key. Surrounded by botanical beauty, the home sits in the treetops with decks overlooking a wonderland. The...
$1,325,000
Subdivision: Sanderling
3
Beds
3
Baths
2,594
Sq.Ft.
1950
Year Built
2
Days on Site
A4500138
MLS
Do you ever wish you could pause this fast-moving world? There is still a place on Siesta Key, that will allow just that. This magical place is known as the Sanderling Club. With a heritage dating...
$1,050,000
Subdivision: Gulf & Bay Club Ph 3
2
Beds
2
Baths
1,337
Sq.Ft.
1980
Year Built
2
Days on Site
A4500807
MLS
Peaceful lakes, azure horizons and blue skies create tranquility throughout this incredibly updated condominium featuring thoughtful finishes for posh living. Experience the refined side of paradise...
Open 5/15
718 Birdsong Ln Sarasota, FL 34242
$1,250,000
Subdivision: Siestas Bayside Waterside South
4
Beds
3
Baths
2,370
Sq.Ft.
1974
Year Built
2
Days on Site
A4500816
MLS
You will love this Siesta Key 4/3 heated pool home. Only 1/2 mile to the beach walk or ride your beach bikes. Located on a cul de sac off of Midnight Pass road, this home definitely is for...
$449,000
Subdivision: Inlet Apts
2
Beds
2
Baths
1,122
Sq.Ft.
1972
Year Built
3
Days on Site
A4500496
MLS
Charming condo in a waterfront community! This 2 bedroom 2 bath, Turnkey furnished unit with partial views of the gulf is the perfect Siesta Key getaway. Enjoy boating, fishing, and kayaking in the...
$1,200,000
Subdivision: Surfside Four
3
Beds
2F21/2
Baths
1,504
Sq.Ft.
1979
Year Built
4
Days on Site
A4500604
MLS
YOUR BEACHSIDE VILLA ON WORLD FAMOUS SIESTA BEACH AWAITS! Just 1 block to village on the crystal white sands of Crescent Beach. This home features a garage, carport, underbuilding storage and beach...
Open 5/16
1025 Crescent St Sarasota, FL 34242
$2,475,000
Subdivision: Siesta/Rocks Ph 2
4
Beds
4
Baths
3,349
Sq.Ft.
2016
Year Built
4
Days on Site
A4500623
MLS
Steps away from the beach and tropical paradise. A unique combination of sophistication and luxury awaits you in the quaint neighborhood of Siesta on the Rocks-Crescent Beach. Opportunity awaits you...
$1,250,000
Subdivision: Gulf & Bay Club Ph 1
2
Beds
2
Baths
1,445
Sq.Ft.
1979
Year Built
4
Days on Site
A4500677
MLS
Step right out onto the white quartz sands of a world famous beach each morning, and finish each day with a perfect sunset, and in between you can relax in the pool and enjoy this ideal, spa-like,...
$3,899,000
Subdivision: North Harbor Sub
5
Beds
5F11/2
Baths
5,230
Sq.Ft.
1977
Year Built
5
Days on Site
A4498554
MLS
This 5-bedroom 5,230 sq ft luxury Siesta Key retreat offers sophistication, privacy, water views from
every room, a private backyard, resort pool area, and direct access to the Bay. A rare find...
Open 5/16
5855 Midnight Pass Rd #502 Sarasota, FL 34242
$589,000
Subdivision: Harbor Towers Yacht And Racquet Club
2
Beds
2
Baths
1,152
Sq.Ft.
1976
Year Built
5
Days on Site
A4500378
MLS
Awesome Pool and water views. This fifth floor beauty has new a kitchen and a remodeled bathroom. Solid wood cabinets with pull out shelves and the soft close doors and drawers. Beautiful granite...
Open 5/16
95 Columbus Blvd Sarasota, FL 34242
$3,200,000
Subdivision: Mira Mar Beach
3
Beds
3
Baths
2,560
Sq.Ft.
2007
Year Built
6
Days on Site
A4499958
MLS
LOCATION, LOCATION, LOCATION! Truly an amazing one of a kind home located in the heart of Siesta Key village and one door down from the most famous Siesta Key Beach. You can move right into this...
$1,200,000
Subdivision: Siesta Isles
3
Beds
2F11/2
Baths
1,430
Sq.Ft.
1969
Year Built
8
Days on Site
A4499696
MLS
Welcome to Pres de la Mer on Siesta Key, a classic, smartly renovated beach home on Siesta Key. You'll need just your bathing suit, flip flops and sunscreen to immediately enjoy island life. Only...

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Why Choose Siesta Key?

Sand Sculpture on Siesta KeyAnyone can go to a beach - but imagine living on the beach that won the International Sand Contest and was named the 2011 Best Beach in USA. Anyone can find Gulf Coast attractions - but imagine yourself walking among the world-class sand sculptures, or dancing to the beat of the Sunday Drum Circle. Siesta Key can afford all that and much more.

Location and Weather

As a location for a vacation home, second home or full-time residence, Siesta Key is the perfect destination to get away from winter’s chill in Florida’s near-perfect environment.

Winter's daytime temperature averages a comfortable 72 degrees and the overnight lows rarely make it below "light jacket weather." Summer brings abundant sunshine that warms the coastal water. Boating, fishing and swimming are always a  real pleasure.

Things to Do on Siesta Key

Nestled on an 8-mile barrier island between Roberts Bay and the Gulf of Mexico, Siesta Key provides a lush tropical backdrop for relaxation, recreation and socializing with friends and family.

  • The Siesta Key Village, with its casual cafes, shopping and captivating nightlife, delivers a convenient, friendly living experience.
  • The island's proximity to Sarasota makes area attractions easily accessible. Diverse restaurants, championship golf courses, Major League Baseball spring training and cultural venues such as the Florida West Coast Symphony are all nearby.

Take a Video Tour of Siesta Key

As you can see, Siesta Key has so much to offer. You'll appreciate the insight of a locally experienced Realtor team to help you find the home or condo that fits your lifestyle best.

Whether your tastes run contemporary, ranch or Mediterranean-style residences, on the beach, near a golf course or closer to town, our experienced team of Realtors can help you identify listings that suit your lifestyle and budget. Elegant homes, cutting-edge condos and a wide variety of rental properties are all waiting here for you to explore.

Just pack your suitcase and head on down to set forth on an adventure in island living. Come experience the pleasures of living the Siesta Key, Florida lifestyle.

Contact our team today and see how we can help.