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 January 28, 2023
170
Listed
88
Avg. DOM
$937.64
Avg. $ / Sq.Ft.
$1,650,000
Med. List Price
170 Properties
Page 1 of 15
Open 1/29
5236 Siesta Cove Dr Sarasota,  FL 34242
$3,950,000
Neighborhood: Siesta Cove Sub
4
Beds
4F11/2
Baths
4,254
Sq.Ft.
1978
Year Built
1
Day on Site
A4558049
MLS
A Mid Century coastal modern oasis in Siesta Cove, Siesta Key's premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall and boat dockage...
$1,695,000
Neighborhood: Paradise Island
3
Beds
2
Baths
2,346
Sq.Ft.
1974
Year Built
2
Days on Site
A4557670
MLS
Located mid-Key near the Siesta Key Village and Beach, this 3 bedroom, 2 bath island home is situated on a large 8,900-square-foot canal lot with a boat dock and 7,500-lb. lift plus a cemented area...
$655,000
Neighborhood: Midnight Cove Ii
2
Beds
1F11/2
Baths
860
Sq.Ft.
1979
Year Built
2
Days on Site
A4558612
MLS
GREAT INVESTMENT UNIT! Tastefully decorated and well maintained 2 bedroom 1 and a half bathroom condo, walking distance to Crescent and Siesta Beaches! This unit comes with a washer and dryer in the...
Open 1/29
3902 Somerset Dr #10 Sarasota,  FL 34242
$2,100,000
Neighborhood: Somerset Cove
3
Beds
3F11/2
Baths
2,758
Sq.Ft.
1993
Year Built
2
Days on Site
A4558801
MLS
Oustanding townhouse on desired North end of Siesta Key. Somerset Cove consists of just 11 properties bordering Coconut Bayou with direct access to Sarasota Bay from your private dock with boat lift,...
$550,000
Neighborhood: Pointe On Midnight Pass
1
Beds
1
Baths
778
Sq.Ft.
1975
Year Built
3
Days on Site
A4558436
MLS
If you seek INCREDIBLE VIEWS, simply look through your new Hurricane Impact Rated Windows and Sliders to the Gulf and Bay from every room. Surrounded by water on three sides, enjoy the panoramic...
$548,000
Neighborhood: Vista Hermosa
2
Beds
2
Baths
900
Sq.Ft.
1971
Year Built
3
Days on Site
A4557579
MLS
Steps away from the powdery sands and Caribbean blue waters of renowned Siesta Key Beach! This furnished, move-in ready, 2/2 condo is located in the much sought after and well managed community of...
Open 1/29
1125 W Peppertree Dr #306 Sarasota,  FL 34242
$759,000
Neighborhood: Peppertree Bay Iii
2
Beds
2
Baths
1,163
Sq.Ft.
1974
Year Built
3
Days on Site
A4558505
MLS
Siesta Key Condo just steps from the #1 beach in the USA. Beautifully appointed, ready for occupancy, & turn-key furnished. This spacious, renovated midrise 2 bedroom 2 bath condo, is on the 3rd...
$9,790,000
Neighborhood: Siesta Key
2
Beds
2F21/2
Baths
4,750
Sq.Ft.
1996
Year Built
3
Days on Site
A4558393
MLS
The ultimate in beachfront living - introducing an exceedingly rare, single-family home offering on the white-sand beaches of world-famous Siesta Key. Enjoy daily walks, warm, gentle Gulf breezes and...
$725,000
Neighborhood: Pointe On Midnight Pass
2
Beds
2
Baths
1,029
Sq.Ft.
1975
Year Built
3
Days on Site
A4558174
MLS
Are you looking for that Florida Waterfront lifestyle on Siesta Key? Then consider this very well maintained 2 bed/2 bath 7th Floor unit in The Pointe. An updated kitchen features raised panel, solid...
Open 1/29
6006 Midnight Pass Rd #3 Sarasota,  FL 34242
$559,000
Neighborhood: Casa Mar
1
Beds
1
Baths
708
Sq.Ft.
1960
Year Built
4
Days on Site
A4558361
MLS
Siesta Key Gulf-Side One bedroom Condo at Casa Mar Resort Condo offering 300 feet of private beach with onsite weekly rental management. No roads to cross to get to the beach which is what every...
Open 2/5
5855 Midnight Pass Rd #229 Sarasota,  FL 34242
$795,000
Neighborhood: Harbor Towers Y & R
3
Beds
2
Baths
1,404
Sq.Ft.
1976
Year Built
4
Days on Site
A4558288
MLS
Beautiful 3 Bedroom 2 Bath spacious corner condo in the gated waterfront resort community of Harbor Towers Yacht & Racquet Club. This unit has a large open kitchen with plenty of storage and...
$489,000
Neighborhood: Inlet Apts
1
Beds
1
Baths
706
Sq.Ft.
1972
Year Built
4
Days on Site
A4558596
MLS
Located on the peaceful, south end of Siesta key on the Intracoastal waterway, this recently renovated, freshly painted and turnkey furnished ground floor unit is the perfect full-time residence,...

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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.