Siesta Key Real Estate

Siesta Key occupies 3.5 square miles just off the mainland of Sarasota. Two drawbridges connect the island to the mainland. There are three public beaches on the island, the most famous being Siesta Key Beach. Siesta Beach is a 3 miles long walking beach with a powdery white sand that is composed of 99% quartz crystal.

  • 2512
    Homes
  • 6811
    Condos
  • $1,128,100
    Median Home Price
  • $485,000
    Median Condo Price

Siesta Key

Legend has it that the beach’s sand has healing qualities due to a unique concentration of energy derived from quartz crystals.

Siesta Key beach has received countless accolades, one of the most significant being voted the #1 beach in the U.S., by Dr. Beach. Dr. Beach is a Professor of Coastal Research who evaluates beaches on 50 distinct criteria, including the natural beauty of the setting, the temperature and clarity of the water, the health of the ecosystem, and the amenities.

Siesta Key beach is also home to the famous Sunday drum circle, where locals and visitors gather around sunset every Sunday to take in the tropical rhythms of sound and dance. Yoga is also offered on the beach four mornings a week. One of our favorite monthly activities is the full moon class which begins at sunset and ends with the full moon rising and reflected across the sand and water.

On the north end of the key is Siesta Village, which exudes a relaxed tropical vibe with a collection of eclectic shops, open air restaurants, and plenty of bars and live music. Throughout the year the village also hosts numerous holiday events and festivals.

Turtle Beach, on the south side of Siesta Key, is named for being an active sea turtle nesting habitat. There tend to be far fewer people at this beach, and even though you are on the same island, the sand is a completely different, darker and coarser. Turtle beach offers a gorgeous and pristine landscape for those who want to be a bit more removed from the main areas of the island.

Siesta Key in Sarasota, Florida area map

Siesta Key Real Estate

Siesta Key real estate encompasses everything from beach and gulf front condominiums, single family canal front homes, to magnificent gulf and bay estates.


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  1. Photo of 5555 CAPE LEYTE DRIVE, SARASOTA, FL 34242 (MLS # A4468671)
    $2,500,000
    Photo of 5555 CAPE LEYTE DRIVE, SARASOTA, FL 34242 (MLS # A4468671)
    Photo of 5555 CAPE LEYTE DRIVE, SARASOTA, FL 34242 (MLS # A4468671)
    5555 CAPE LEYTE DRIVE, SARASOTA, FL
    5555 CAPE LEYTE DRIVE
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 4,171 Home (sqft)
    • 4 Baths
    • 15,118 Lot (sqft)
  2. Photo of 5923 MIDNIGHT PASS ROAD #3, SARASOTA, FL 34242 (MLS # A4465178)
    $2,499,000
    Photo of 5923 MIDNIGHT PASS ROAD #3, SARASOTA, FL 34242 (MLS # A4465178)
    Photo of 5923 MIDNIGHT PASS ROAD #3, SARASOTA, FL 34242 (MLS # A4465178)
    5923 MIDNIGHT PASS ROAD #3, SARASOTA, FL
    5923 MIDNIGHT PASS ROAD #3
    SARASOTA, FL
    • 3 Beds
    • 5 Baths
    • 4,193 Home (sqft)
    • 5 Baths
    • 32,423 Lot (sqft)
  3. Photo of 137 BIG PASS LANE, SARASOTA, FL 34242 (MLS # A4454741)
    $2,495,000
    Photo of 137 BIG PASS LANE, SARASOTA, FL 34242 (MLS # A4454741)
    Photo of 137 BIG PASS LANE, SARASOTA, FL 34242 (MLS # A4454741)
    137 BIG PASS LANE, SARASOTA, FL
    137 BIG PASS LANE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 4,486 Home (sqft)
    • 5 Baths
    • 16,769 Lot (sqft)
  4. Photo of 1207 SHARSWOOD LANE, SARASOTA, FL 34242 (MLS # A4452414)
    $2,495,000
    Photo of 1207 SHARSWOOD LANE, SARASOTA, FL 34242 (MLS # A4452414)
    Photo of 1207 SHARSWOOD LANE, SARASOTA, FL 34242 (MLS # A4452414)
    1207 SHARSWOOD LANE, SARASOTA, FL
    1207 SHARSWOOD LANE
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 3,235 Home (sqft)
    • 4 Baths
    • 15,428 Lot (sqft)
  5. Photo of 301 BEACH ROAD #301-1, SARASOTA, FL 34242 (MLS # A4438015)
    $2,495,000
    Photo of 301 BEACH ROAD #301-1, SARASOTA, FL 34242 (MLS # A4438015)
    Photo of 301 BEACH ROAD #301-1, SARASOTA, FL 34242 (MLS # A4438015)
    301 BEACH ROAD #301-1, SARASOTA, FL
    301 BEACH ROAD #301-1
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,725 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  6. Photo of 915 SEASIDE DRIVE #605, SARASOTA, FL 34242 (MLS # A4452565)
    $2,475,000
    Photo of 915 SEASIDE DRIVE #605, SARASOTA, FL 34242 (MLS # A4452565)
    Photo of 915 SEASIDE DRIVE #605, SARASOTA, FL 34242 (MLS # A4452565)
    915 SEASIDE DRIVE #605, SARASOTA, FL
    915 SEASIDE DRIVE #605
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,335 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  7. Photo of 915 SEASIDE DRIVE #313, SARASOTA, FL 34242 (MLS # A4462022)
    $2,425,000
    Photo of 915 SEASIDE DRIVE #313, SARASOTA, FL 34242 (MLS # A4462022)
    Photo of 915 SEASIDE DRIVE #313, SARASOTA, FL 34242 (MLS # A4462022)
    915 SEASIDE DRIVE #313, SARASOTA, FL
    915 SEASIDE DRIVE #313
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,460 Home (sqft)
    • 3 Baths
    • 3.63 Lot (ac)
  8. Photo of SARASOTA, FL 34242 (MLS # A4469271)
    $2,399,000
    Photo of SARASOTA, FL 34242 (MLS # A4469271)
    Photo of SARASOTA, FL 34242 (MLS # A4469271)
    MLS # A4469271, SARASOTA, FL
    MLS # A4469271
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,700 Home (sqft)
    • 3 Baths
    • 10,855 Lot (sqft)
  9. Photo of 1244 DERBY LANE #A-2, SARASOTA, FL 34242 (MLS # A4470681)
    $2,390,000
    Photo of 1244 DERBY LANE #A-2, SARASOTA, FL 34242 (MLS # A4470681)
    Photo of 1244 DERBY LANE #A-2, SARASOTA, FL 34242 (MLS # A4470681)
    1244 DERBY LANE #A-2, SARASOTA, FL
    1244 DERBY LANE #A-2
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 4,043 Home (sqft)
    • 5 Baths
    • 5,477 Lot (sqft)
  10. Photo of 3910 SOLYMAR DRIVE, SARASOTA, FL 34242 (MLS # A4458441)
    $2,300,000
    Photo of 3910 SOLYMAR DRIVE, SARASOTA, FL 34242 (MLS # A4458441)
    Photo of 3910 SOLYMAR DRIVE, SARASOTA, FL 34242 (MLS # A4458441)
    3910 SOLYMAR DRIVE, SARASOTA, FL
    3910 SOLYMAR DRIVE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 4,182 Home (sqft)
    • 5 Baths
    • 12,915 Lot (sqft)
  11. Photo of 5058 WINDWARD AVENUE, SARASOTA, FL 34242 (MLS # A4448559)
    $2,299,000
    Photo of 5058 WINDWARD AVENUE, SARASOTA, FL 34242 (MLS # A4448559)
    Photo of 5058 WINDWARD AVENUE, SARASOTA, FL 34242 (MLS # A4448559)
    5058 WINDWARD AVENUE, SARASOTA, FL
    5058 WINDWARD AVENUE
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 3,471 Home (sqft)
    • 3 Baths
    • 14,185 Lot (sqft)
  12. Photo of 7208 MELALEUCA WAY, SARASOTA, FL 34242 (MLS # G5029791)
    $2,250,000
    Photo of 7208 MELALEUCA WAY, SARASOTA, FL 34242 (MLS # G5029791)
    Photo of 7208 MELALEUCA WAY, SARASOTA, FL 34242 (MLS # G5029791)
    7208 MELALEUCA WAY, SARASOTA, FL
    7208 MELALEUCA WAY
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,834 Home (sqft)
    • 5 Baths
    • 1.02 Lot (ac)
  13. Photo of 1216 NORTHPORT DRIVE, SARASOTA, FL 34242 (MLS # A4447976)
    $2,199,000
    Photo of 1216 NORTHPORT DRIVE, SARASOTA, FL 34242 (MLS # A4447976)
    Photo of 1216 NORTHPORT DRIVE, SARASOTA, FL 34242 (MLS # A4447976)
    1216 NORTHPORT DRIVE, SARASOTA, FL
    1216 NORTHPORT DRIVE
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 3,579 Home (sqft)
    • 4 Baths
    • 19,473 Lot (sqft)
  14. Photo of SARASOTA, FL 34242 (MLS # A4471243)
    $2,159,000
    Photo of SARASOTA, FL 34242 (MLS # A4471243)
    Photo of SARASOTA, FL 34242 (MLS # A4471243)
    MLS # A4471243, SARASOTA, FL
    MLS # A4471243
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 2,687 Home (sqft)
    • 4 Baths
    • 4,512 Lot (sqft)
  15. Photo of 8600 MIDNIGHT PASS ROAD #701, SARASOTA, FL 34242 (MLS # A4433218)
    $2,100,000
    Photo of 8600 MIDNIGHT PASS ROAD #701, SARASOTA, FL 34242 (MLS # A4433218)
    Photo of 8600 MIDNIGHT PASS ROAD #701, SARASOTA, FL 34242 (MLS # A4433218)
    8600 MIDNIGHT PASS ROAD #701, SARASOTA, FL
    8600 MIDNIGHT PASS ROAD #701
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 2,530 Home (sqft)
    • 4 Baths
    • 9.55 Lot (ac)
  16. Photo of 5236 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4455062)
    $2,050,000
    Photo of 5236 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4455062)
    Photo of 5236 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4455062)
    5236 SIESTA COVE DRIVE, SARASOTA, FL
    5236 SIESTA COVE DRIVE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 4,254 Home (sqft)
    • 5 Baths
    • 10,376 Lot (sqft)
  17. Photo of 1294 WHITEHALL PLACE, SARASOTA, FL 34242 (MLS # A4471347)
    $1,999,999
    Photo of 1294 WHITEHALL PLACE, SARASOTA, FL 34242 (MLS # A4471347)
    Photo of 1294 WHITEHALL PLACE, SARASOTA, FL 34242 (MLS # A4471347)
    1294 WHITEHALL PLACE, SARASOTA, FL
    1294 WHITEHALL PLACE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,812 Home (sqft)
    • 5 Baths
    • 17,310 Lot (sqft)
  18. Photo of 1200 PORT LANE, SARASOTA, FL 34242 (MLS # A4459908)
    $1,975,000
    Photo of 1200 PORT LANE, SARASOTA, FL 34242 (MLS # A4459908)
    Photo of 1200 PORT LANE, SARASOTA, FL 34242 (MLS # A4459908)
    1200 PORT LANE, SARASOTA, FL
    1200 PORT LANE
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 3,715 Home (sqft)
    • 3 Baths
    • 16,552 Lot (sqft)
  19. Photo of 4934 COMMONWEALTH DRIVE, SARASOTA, FL 34242 (MLS # A4423999)
    $1,899,000
    Photo of 4934 COMMONWEALTH DRIVE, SARASOTA, FL 34242 (MLS # A4423999)
    Photo of 4934 COMMONWEALTH DRIVE, SARASOTA, FL 34242 (MLS # A4423999)
    25
     
    4934 COMMONWEALTH DRIVE, SARASOTA, FL
    4934 COMMONWEALTH DRIVE
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 3,284 Home (sqft)
    • 4 Baths
    • 5,667 Lot (sqft)
  20. Photo of 763 FREELING DRIVE, SARASOTA, FL 34242 (MLS # A4470275)
    $1,895,000
    Photo of 763 FREELING DRIVE, SARASOTA, FL 34242 (MLS # A4470275)
    Photo of 763 FREELING DRIVE, SARASOTA, FL 34242 (MLS # A4470275)
    763 FREELING DRIVE, SARASOTA, FL
    763 FREELING DRIVE
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,616 Home (sqft)
    • 2 Baths
    • 16,863 Lot (sqft)
  21. Photo of 746 SIESTA DRIVE, SARASOTA, FL 34242 (MLS # A4446692)
    $1,895,000
    Photo of 746 SIESTA DRIVE, SARASOTA, FL 34242 (MLS # A4446692)
    Photo of 746 SIESTA DRIVE, SARASOTA, FL 34242 (MLS # A4446692)
    746 SIESTA DRIVE, SARASOTA, FL
    746 SIESTA DRIVE
    SARASOTA, FL
    • 6 Beds
    • 4 Baths
    • 4,434 Home (sqft)
    • 4 Baths
    • 18,835 Lot (sqft)
  22. Photo of 360 CANAL ROAD, SARASOTA, FL 34242 (MLS # A4470119)
    $1,870,000
    Photo of 360 CANAL ROAD, SARASOTA, FL 34242 (MLS # A4470119)
    Photo of 360 CANAL ROAD, SARASOTA, FL 34242 (MLS # A4470119)
    360 CANAL ROAD, SARASOTA, FL
    360 CANAL ROAD
    SARASOTA, FL
    • 6 Beds
    • 4 Baths
    • 3,156 Home (sqft)
    • 4 Baths
    • 6,314 Lot (sqft)
  23. Photo of 8600 MIDNIGHT PASS ROAD #202, SARASOTA, FL 34242 (MLS # A4430866)
    $1,800,000
    Photo of 8600 MIDNIGHT PASS ROAD #202, SARASOTA, FL 34242 (MLS # A4430866)
    Photo of 8600 MIDNIGHT PASS ROAD #202, SARASOTA, FL 34242 (MLS # A4430866)
    8600 MIDNIGHT PASS ROAD #202, SARASOTA, FL
    8600 MIDNIGHT PASS ROAD #202
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 3,652 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  24. Photo of 1201 TREE BAY LANE, SARASOTA, FL 34242 (MLS # A4433238)
    $1,750,000
    Photo of 1201 TREE BAY LANE, SARASOTA, FL 34242 (MLS # A4433238)
    Photo of 1201 TREE BAY LANE, SARASOTA, FL 34242 (MLS # A4433238)
    1201 TREE BAY LANE, SARASOTA, FL
    1201 TREE BAY LANE
    SARASOTA, FL
    • 4 Beds
    • 6 Baths
    • 5,596 Home (sqft)
    • 6 Baths
    • 12,501 Lot (sqft)
  25. Photo of 5045 OXFORD DRIVE, SARASOTA, FL 34242 (MLS # W7824245)
    $1,699,000
    Photo of 5045 OXFORD DRIVE, SARASOTA, FL 34242 (MLS # W7824245)
    Photo of 5045 OXFORD DRIVE, SARASOTA, FL 34242 (MLS # W7824245)
    35
     
    5045 OXFORD DRIVE, SARASOTA, FL
    5045 OXFORD DRIVE
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 3,800 Home (sqft)
    • 4 Baths
    • 13,602 Lot (sqft)
  26. Photo of 5823 RIEGELS HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4452837)
    $1,695,000
    Photo of 5823 RIEGELS HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4452837)
    Photo of 5823 RIEGELS HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4452837)
    5823 RIEGELS HARBOR ROAD, SARASOTA, FL
    5823 RIEGELS HARBOR ROAD
    SARASOTA, FL
    • 4 Beds
    • 6 Baths
    • 4,822 Home (sqft)
    • 6 Baths
    • 10,591 Lot (sqft)
  27. Photo of 1273 OYSTER COVE DRIVE, SARASOTA, FL 34242 (MLS # A4457261)
    $1,669,000
    Photo of 1273 OYSTER COVE DRIVE, SARASOTA, FL 34242 (MLS # A4457261)
    Photo of 1273 OYSTER COVE DRIVE, SARASOTA, FL 34242 (MLS # A4457261)
    1273 OYSTER COVE DRIVE, SARASOTA, FL
    1273 OYSTER COVE DRIVE
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 3,223 Home (sqft)
    • 3 Baths
    • 22,094 Lot (sqft)
  28. Photo of 414 ISLAND CIRCLE, SARASOTA, FL 34242 (MLS # A4445209)
    $1,575,000
    Photo of 414 ISLAND CIRCLE, SARASOTA, FL 34242 (MLS # A4445209)
    Photo of 414 ISLAND CIRCLE, SARASOTA, FL 34242 (MLS # A4445209)
    414 ISLAND CIRCLE, SARASOTA, FL
    414 ISLAND CIRCLE
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,622 Home (sqft)
    • 3 Baths
    • 8,956 Lot (sqft)
  29. Photo of 3919 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4404388)
    $1,575,000
    Photo of 3919 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4404388)
    Photo of 3919 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4404388)
    3919 HIGEL AVENUE, SARASOTA, FL
    3919 HIGEL AVENUE
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 2,504 Home (sqft)
    • 4 Baths
    • 7,173 Lot (sqft)
  30. Photo of 5830 MIDNIGHT PASS ROAD #201, SARASOTA, FL 34242 (MLS # A4464080)
    $1,566,999
    Photo of 5830 MIDNIGHT PASS ROAD #201, SARASOTA, FL 34242 (MLS # A4464080)
    Photo of 5830 MIDNIGHT PASS ROAD #201, SARASOTA, FL 34242 (MLS # A4464080)
    5830 MIDNIGHT PASS ROAD #201, SARASOTA, FL
    5830 MIDNIGHT PASS ROAD #201
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,285 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
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Listing information is deemed reliable, but not guaranteed.

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