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.

5880 Midnight Pass Rd #311, Sarasota, FL 34242

5880 Midnight Pass Rd #311

$975,000
Condo
3 bedrooms, 3 baths
2,481 Sq.Ft.
Built in 1982
-82.5441
27.2626
SLD
233 Hourglass Way, Sarasota, FL 34242

233 Hourglass Way

$470,000
Villa
3 bedrooms, 2 baths
1,382 Sq.Ft.
Built in 1968
-82.5649
27.2777
SLD
5963 Midnight Pass Rd #334, Sarasota, FL 34242

5963 Midnight Pass Rd #334

$475,000
Condo
2 bedrooms, 2 baths
1,000 Sq.Ft.
103,254 Sq.Ft. lot
Built in 1974
-82.5402
27.263
SLD
5963 Midnight Pass Rd #342, Sarasota, FL 34242

5963 Midnight Pass Rd #342

$460,000
Condo
2 bedrooms, 2 baths
1,012 Sq.Ft.
Built in 1974
-82.5402
27.263
SLD
308 Calle Miramar #308-S2, Sarasota, FL 34242

308 Calle Miramar #308-S2

$1,600,000
Condo
4 bedrooms, 3 baths
3,236 Sq.Ft.
Built in 2008
-82.5629
27.2729
SLD
7810 Midnight Pass Rd, Sarasota, FL 34242

7810 Midnight Pass Rd

$950,000
Single Family Home
3 bedrooms, 4 baths
2,401 Sq.Ft.
12,356 Sq.Ft. lot
Built in 1986
-82.5248
27.2374
SLD
312 Avenida Madera, Sarasota, FL 34242

312 Avenida Madera

$520,000
Single Family Home
2 bedrooms, 2 baths
1,239 Sq.Ft.
8,416 Sq.Ft. lot
Built in 1957
-82.5629
27.2768
SLD
5880 Midnight Pass Rd #807, Sarasota, FL 34242

5880 Midnight Pass Rd #807

$957,000
Condo
3 bedrooms, 2 baths
2,165 Sq.Ft.
Built in 1982
-82.5441
27.2626
SLD
6285 Midnight Pass Rd #108, Sarasota, FL 34242

6285 Midnight Pass Rd #108

$540,000
Condo
2 bedrooms, 2 baths
1,469 Sq.Ft.
Built in 1981
-82.5359
27.2577
SLD
1275 Dockside Pl, Sarasota, FL 34242

1275 Dockside Pl

$659,000
Condo
3 bedrooms, 3 baths
1,737 Sq.Ft.
Built in 1982
-82.5436
27.2672
SLD
Get alerts when listings matching your search become available.