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.

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
1280 Dolphin Bay Way #404, Sarasota, FL 34242

1280 Dolphin Bay Way #404

$965,000
Condo
2 bedrooms, 2 baths
2,042 Sq.Ft.
Built in 1997
-82.5417
27.2661
SLD
9122 Midnight Pass Rd #33, Sarasota, FL 34242

9122 Midnight Pass Rd #33

$715,000
Condo
3 bedrooms, 2 baths
2,237 Sq.Ft.
Built in 2002
-82.514
27.2154
SLD
6415 Midnight Pass Rd #701, Sarasota, FL 34242

6415 Midnight Pass Rd #701

$467,500
Condo
2 bedrooms, 2 baths
1,287 Sq.Ft.
Built in 1975
-82.5341
27.2536
SLD
7840 Midnight Pass Rd, Sarasota, FL 34242

7840 Midnight Pass Rd

$952,500
Single Family Home
2 bedrooms, 2 baths
2,466 Sq.Ft.
19,959 Sq.Ft. lot
Built in 1963
-82.5243
27.2369
SLD
808 Freeling Dr, Sarasota, FL 34242

808 Freeling Dr

$2,025,155
Single Family Home
3 bedrooms, 3 baths
4,852 Sq.Ft.
13,564 Sq.Ft. lot
Built in 1984
-82.5501
27.2993
SLD
108 Sand Dollar Ln, Sarasota, FL 34242

108 Sand Dollar Ln

$1,035,000
Single Family Home
3 bedrooms, 2 baths
2,848 Sq.Ft.
7,527 Sq.Ft. lot
Built in 1980
-82.5622
27.2877
SLD
5010 Commonwealth Dr, Sarasota, FL 34242

5010 Commonwealth Dr

$560,000
Single Family Home
2 bedrooms, 2 baths
1,377 Sq.Ft.
8,560 Sq.Ft. lot
Built in 1954
-82.553
27.2792
SLD
6157 Midnight Pass Rd #e33, Sarasota, FL 34242

6157 Midnight Pass Rd #e33

$305,000
Condo
2 bedrooms, 2 baths
1,101 Sq.Ft.
Built in 1974
-82.5374
27.2592
SLD
420 Beach Rd #404, Sarasota, FL 34242

420 Beach Rd #404

$825,000
Condo
2 bedrooms, 2 baths
1,316 Sq.Ft.
Built in 1980
-82.5615
27.271
SLD
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