In the late 1800's, Siesta Key was variously called Clam Island, Sarasota Key or Little Sarasota Island, depending on which map you looked at. Early Siesta Key was a beautiful, but hostile, environment—inhabited mainly by wildcats and wild boars. Settling here meant a life of hardscrabble survival for those who dared to tame its challenging landscape. ... more.Early settlers, it turns out, were not initially attracted to the natural beauty of the Key and its surrounding waters. They came merely to raise crops in harsh sandy soil that gave very little back. They came because it was the only available property that hadn't been deeded away to land speculators.

Today's Siesta Key will captivate you the moment you step onto its world-famous powdery white beaches. From sunrise to sunset, Siesta Key's displays its unsurpassed beauty to thousands of residents and tourists throughout the year. Head slightly further inland and you'll discover Siesta Village, complete with eclectic shops, fine restaurants and plenty more to see and do. Venture down Siesta's side streets and you'll find everything from gulf front condominiums, villas and apartments, to magnificent seaside estates.

304 Beach Rd #2-A, Sarasota, FL 34242

304 Beach Rd #2-A

$590,000
Condo
2 bedrooms, 2 baths
1,504 Sq.Ft.
Built in 1979
-82.5631
27.2722
SLD
509 Venice Ln, Sarasota, FL 34242

509 Venice Ln

$1,520,000
Single Family Home
3 bedrooms, 3 baths
3,024 Sq.Ft.
5,520 Sq.Ft. lot
Built in 2005
-82.5582
27.2839
SLD
8776 Midnight Pass Rd #303c, Sarasota, FL 34242

8776 Midnight Pass Rd #303c

$560,000
Condo
2 bedrooms, 2 baths
1,338 Sq.Ft.
Built in 1975
-82.5174
27.2223
SLD
5961 Midnight Pass Rd #309, Sarasota, FL 34242

5961 Midnight Pass Rd #309

$500,000
Condo
2 bedrooms, 2 baths
1,012 Sq.Ft.
Built in 1974
-82.5402
27.263
SLD
635 Avenida Del Norte, Sarasota, FL 34242

635 Avenida Del Norte

$849,000
Single Family Home
4 bedrooms, 3 baths
2,169 Sq.Ft.
6,664 Sq.Ft. lot
Built in 1959
-82.5576
27.2747
SLD
5855 Midnight Pass Rd #233, Sarasota, FL 34242

5855 Midnight Pass Rd #233

$313,000
Condo
1 bedroom, 1 bath
751 Sq.Ft.
Built in 1976
-82.5417
27.2651
SLD
3640 Flamingo Ave, Sarasota, FL 34242

3640 Flamingo Ave

$1,550,000
Single Family Home
3 bedrooms, 3 baths
2,984 Sq.Ft.
13,245 Sq.Ft. lot
Built in 1991
-82.5542
27.3006
SLD
5966 Midnight Pass Rd #g-25, Sarasota, FL 34242

5966 Midnight Pass Rd #g-25

$690,000
Condo
2 bedrooms, 2 baths
1,300 Sq.Ft.
Built in 1970
-82.544
27.2607
SLD
8779 Midnight Pass Rd #402h, Sarasota, FL 34242

8779 Midnight Pass Rd #402h

$460,000
Condo
2 bedrooms, 2 baths
1,303 Sq.Ft.
Built in 1980
-82.5148
27.2223
SLD
1308 Old Stickney Point Rd #w34, Sarasota, FL 34242

1308 Old Stickney Point Rd #w34

$995,000
Condo
3 bedrooms, 2 baths
2,512 Sq.Ft.
Built in 2002
-82.5321
27.2528
SLD
Get alerts when listings matching your search become available.