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 Beach
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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 4266 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4554778)
    $32,500,000
    Photo of 4266 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4554778)
    Photo of 4266 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4554778)
    4266 HIGEL AVENUE, SARASOTA, FL
    4266 HIGEL AVENUE
    SARASOTA, FL
    • 6 Beds
    • 9 Baths
    • 9,754 Home (sqft)
    • 9 Baths
    • 1.42 Lot (ac)
  2. Photo of 3799 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4555451)
    $22,000,000
    Photo of 3799 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4555451)
    Photo of 3799 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4555451)
    3799 FLAMINGO AVENUE, SARASOTA, FL
    3799 FLAMINGO AVENUE
    SARASOTA, FL
    • 4 Beds
    • 6 Baths
    • 8,138 Home (sqft)
    • 6 Baths
    • 1.40 Lot (ac)
  3. Photo of 8218 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4552224)
    $16,800,000
    Photo of 8218 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4552224)
    Photo of 8218 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4552224)
    8218 SANDERLING ROAD, SARASOTA, FL
    8218 SANDERLING ROAD
    SARASOTA, FL
    • 6 Beds
    • 8 Baths
    • 10,624 Home (sqft)
    • 8 Baths
    • 4.45 Lot (ac)
  4. Photo of 7722 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # U8190545)
    $14,000,000
    Photo of 7722 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # U8190545)
    Photo of 7722 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # U8190545)
    7722 SANDERLING ROAD, SARASOTA, FL
    7722 SANDERLING ROAD
    SARASOTA, FL
    • 2 Beds
    • 3 Baths
    • 2,580 Home (sqft)
    • 3 Baths
    • 1.25 Lot (ac)
  5. Photo of 7652 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4562212)
    $10,880,000
    Photo of 7652 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4562212)
    Photo of 7652 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4562212)
    7652 SANDERLING ROAD, SARASOTA, FL
    7652 SANDERLING ROAD
    SARASOTA, FL
    • 4 Beds
    • 6 Baths
    • 4,799 Home (sqft)
    • 6 Baths
    • 1.02 Lot (ac)
  6. Photo of 799 FREELING DRIVE, SARASOTA, FL 34242 (MLS # A4552060)
    $10,000,000
    Photo of 799 FREELING DRIVE, SARASOTA, FL 34242 (MLS # A4552060)
    Photo of 799 FREELING DRIVE, SARASOTA, FL 34242 (MLS # A4552060)
    799 FREELING DRIVE, SARASOTA, FL
    799 FREELING DRIVE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 7,636 Home (sqft)
    • 5 Baths
    • 21,345 Lot (sqft)
  7. Photo of 4266 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4554946)
    $9,995,000
    Photo of 4266 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4554946)
    Photo of 4266 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4554946)
    4266 HIGEL AVENUE, SARASOTA, FL
    4266 HIGEL AVENUE
    SARASOTA, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.42 Lot (ac)
  8. Photo of 5131 JUNGLE PLUM ROAD, SARASOTA, FL 34242 (MLS # A4564288)
    $9,980,000
    Photo of 5131 JUNGLE PLUM ROAD, SARASOTA, FL 34242 (MLS # A4564288)
    Photo of 5131 JUNGLE PLUM ROAD, SARASOTA, FL 34242 (MLS # A4564288)
    5131 JUNGLE PLUM ROAD, SARASOTA, FL
    5131 JUNGLE PLUM ROAD
    SARASOTA, FL
    • 6 Beds
    • 7 Baths
    • 6,369 Home (sqft)
    • 7 Baths
    • 33,106 Lot (sqft)
  9. Photo of 265 CEDAR PARK CIRCLE, SARASOTA, FL 34242 (MLS # A4560721)
    $9,850,000
    Photo of 265 CEDAR PARK CIRCLE, SARASOTA, FL 34242 (MLS # A4560721)
    Photo of 265 CEDAR PARK CIRCLE, SARASOTA, FL 34242 (MLS # A4560721)
    265 CEDAR PARK CIRCLE, SARASOTA, FL
    265 CEDAR PARK CIRCLE
    SARASOTA, FL
    • 5 Beds
    • 6 Baths
    • 6,455 Home (sqft)
    • 6 Baths
    • 29,621 Lot (sqft)
  10. Photo of 648 BEACH ROAD, SARASOTA, FL 34242 (MLS # A4558393)
    $9,790,000
    Photo of 648 BEACH ROAD, SARASOTA, FL 34242 (MLS # A4558393)
    Photo of 648 BEACH ROAD, SARASOTA, FL 34242 (MLS # A4558393)
    648 BEACH ROAD, SARASOTA, FL
    648 BEACH ROAD
    SARASOTA, FL
    • 2 Beds
    • 4 Baths
    • 4,750 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  11. Photo of 8324 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4562963)
    $9,000,000
    Photo of 8324 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4562963)
    Photo of 8324 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4562963)
    48
     
    8324 SANDERLING ROAD, SARASOTA, FL
    8324 SANDERLING ROAD
    SARASOTA, FL
    • 3 Beds
    • 5 Baths
    • 3,674 Home (sqft)
    • 5 Baths
    • 1.33 Lot (ac)
  12. Photo of 867 SIESTA KEY CIRCLE, SARASOTA, FL 34242 (MLS # A4531700)
    $8,750,000
    Photo of 867 SIESTA KEY CIRCLE, SARASOTA, FL 34242 (MLS # A4531700)
    Photo of 867 SIESTA KEY CIRCLE, SARASOTA, FL 34242 (MLS # A4531700)
    867 SIESTA KEY CIRCLE, SARASOTA, FL
    867 SIESTA KEY CIRCLE
    SARASOTA, FL
    • 5 Beds
    • 8 Baths
    • 7,566 Home (sqft)
    • 8 Baths
    • 21,780 Lot (sqft)
  13. Photo of 749 FREELING DRIVE, SIESTA KEY, FL 34242 (MLS # A4554867)
    $7,995,000
    Photo of 749 FREELING DRIVE, SIESTA KEY, FL 34242 (MLS # A4554867)
    Photo of 749 FREELING DRIVE, SIESTA KEY, FL 34242 (MLS # A4554867)
    749 FREELING DRIVE, SIESTA KEY, FL
    749 FREELING DRIVE
    SIESTA KEY, FL
    • 4 Beds
    • 6 Baths
    • 6,827 Home (sqft)
    • 6 Baths
    • 19,167 Lot (sqft)
  14. Photo of 1125 POINT OF ROCKS ROAD, SARASOTA, FL 34242 (MLS # A4564184)
    $7,800,000
    Photo of 1125 POINT OF ROCKS ROAD, SARASOTA, FL 34242 (MLS # A4564184)
    Photo of 1125 POINT OF ROCKS ROAD, SARASOTA, FL 34242 (MLS # A4564184)
    1125 POINT OF ROCKS ROAD, SARASOTA, FL
    1125 POINT OF ROCKS ROAD
    SARASOTA, FL
    • 11 Beds
    • 10 Baths
    • 8,670 Home (sqft)
    • 10 Baths
    • 15,682 Lot (sqft)
  15. Photo of 1172 HORIZON VIEW DRIVE, SARASOTA, FL 34242 (MLS # A4558879)
    $6,995,000
    Photo of 1172 HORIZON VIEW DRIVE, SARASOTA, FL 34242 (MLS # A4558879)
    Photo of 1172 HORIZON VIEW DRIVE, SARASOTA, FL 34242 (MLS # A4558879)
    1172 HORIZON VIEW DRIVE, SARASOTA, FL
    1172 HORIZON VIEW DRIVE
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 3,762 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  16. Photo of 119 AVENIDA MESSINA, SARASOTA, FL 34242 (MLS # A4547903)
    $6,900,000
    Photo of 119 AVENIDA MESSINA, SARASOTA, FL 34242 (MLS # A4547903)
    Photo of 119 AVENIDA MESSINA, SARASOTA, FL 34242 (MLS # A4547903)
    119 AVENIDA MESSINA, SARASOTA, FL
    119 AVENIDA MESSINA
    SARASOTA, FL
    • 7 Beds
    • 8 Baths
    • 3,600 Home (sqft)
    • 8 Baths
    • 6,970 Lot (sqft)
  17. Photo of 100 OGDEN STREET, SARASOTA, FL 34242 (MLS # A4559916)
    $6,800,000
    Photo of 100 OGDEN STREET, SARASOTA, FL 34242 (MLS # A4559916)
    Photo of 100 OGDEN STREET, SARASOTA, FL 34242 (MLS # A4559916)
    100 OGDEN STREET, SARASOTA, FL
    100 OGDEN STREET
    SARASOTA, FL
    • 5 Beds
    • 5 Baths
    • 5,739 Home (sqft)
    • 5 Baths
    • 29,621 Lot (sqft)
  18. Photo of 6142 MIDNIGHT PASS ROAD #17N, SARASOTA, FL 34242 (MLS # A4558783)
    $6,799,000
    Photo of 6142 MIDNIGHT PASS ROAD #17N, SARASOTA, FL 34242 (MLS # A4558783)
    Photo of 6142 MIDNIGHT PASS ROAD #17N, SARASOTA, FL 34242 (MLS # A4558783)
    6142 MIDNIGHT PASS ROAD #17N, SARASOTA, FL
    6142 MIDNIGHT PASS ROAD #17N
    SARASOTA, FL
    • 5 Beds
    • 6 Baths
    • 5,764 Home (sqft)
    • 6 Baths
    • 7.22 Lot (ac)
  19. Photo of 3722 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4546740)
    $6,750,000
    Photo of 3722 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4546740)
    Photo of 3722 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4546740)
    11
     
    3722 FLAMINGO AVENUE, SARASOTA, FL
    3722 FLAMINGO AVENUE
    SARASOTA, FL
    • 5 Beds
    • 7 Baths
    • 4,985 Home (sqft)
    • 7 Baths
    • 14,811 Lot (sqft)
  20. Photo of 8201 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4553028)
    $6,500,000
    Photo of 8201 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4553028)
    Photo of 8201 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4553028)
    8201 MIDNIGHT PASS ROAD, SARASOTA, FL
    8201 MIDNIGHT PASS ROAD
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 5,034 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  21. Photo of 9247 BLIND PASS ROAD, SARASOTA, FL 34242 (MLS # A4535443)
    $6,450,000
    Photo of 9247 BLIND PASS ROAD, SARASOTA, FL 34242 (MLS # A4535443)
    Photo of 9247 BLIND PASS ROAD, SARASOTA, FL 34242 (MLS # A4535443)
    9247 BLIND PASS ROAD, SARASOTA, FL
    9247 BLIND PASS ROAD
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 2,827 Home (sqft)
    • 4 Baths
    • 1.10 Lot (ac)
  22. Photo of 661 BEACH ROAD #A&B, SARASOTA, FL 34242 (MLS # A4542849)
    $5,999,990
    Photo of 661 BEACH ROAD #A&B, SARASOTA, FL 34242 (MLS # A4542849)
    Photo of 661 BEACH ROAD #A&B, SARASOTA, FL 34242 (MLS # A4542849)
    661 BEACH ROAD #A&B, SARASOTA, FL
    661 BEACH ROAD #A&B
    SARASOTA, FL
    • 6 Beds
    • 6 Baths
    • 4,248 Home (sqft)
    • 6 Baths
    • 5,663 Lot (sqft)
  23. Photo of 3954 ROBERTS POINT ROAD, SARASOTA, FL 34242 (MLS # A4549651)
    $5,890,000
    Photo of 3954 ROBERTS POINT ROAD, SARASOTA, FL 34242 (MLS # A4549651)
    Photo of 3954 ROBERTS POINT ROAD, SARASOTA, FL 34242 (MLS # A4549651)
    3954 ROBERTS POINT ROAD, SARASOTA, FL
    3954 ROBERTS POINT ROAD
    SARASOTA, FL
    • 5 Beds
    • 5 Baths
    • 4,214 Home (sqft)
    • 5 Baths
    • 23,958 Lot (sqft)
  24. Photo of 5823 RIEGELS HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4555185)
    $5,800,000
    Photo of 5823 RIEGELS HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4555185)
    Photo of 5823 RIEGELS HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4555185)
    5823 RIEGELS HARBOR ROAD, SARASOTA, FL
    5823 RIEGELS HARBOR ROAD
    SARASOTA, FL
    • 4 Beds
    • 6 Baths
    • 6,196 Home (sqft)
    • 6 Baths
    • 10,455 Lot (sqft)
  25. Photo of 4034 ROBERTS POINT ROAD, SARASOTA, FL 34242 (MLS # A4562343)
    $5,750,000
    Photo of 4034 ROBERTS POINT ROAD, SARASOTA, FL 34242 (MLS # A4562343)
    Photo of 4034 ROBERTS POINT ROAD, SARASOTA, FL 34242 (MLS # A4562343)
    4034 ROBERTS POINT ROAD, SARASOTA, FL
    4034 ROBERTS POINT ROAD
    SARASOTA, FL
    • 5 Beds
    • 5 Baths
    • 5,458 Home (sqft)
    • 5 Baths
    • 27,879 Lot (sqft)
  26. Photo of 1372 POINT CRISP ROAD, SARASOTA, FL 34242 (MLS # A4555983)
    $5,750,000
    Photo of 1372 POINT CRISP ROAD, SARASOTA, FL 34242 (MLS # A4555983)
    Photo of 1372 POINT CRISP ROAD, SARASOTA, FL 34242 (MLS # A4555983)
    1372 POINT CRISP ROAD, SARASOTA, FL
    1372 POINT CRISP ROAD
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,928 Home (sqft)
    • 3 Baths
    • 16,989 Lot (sqft)
  27. Photo of 8415 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4554448)
    $5,300,000
    Photo of 8415 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4554448)
    Photo of 8415 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4554448)
    8415 MIDNIGHT PASS ROAD, SARASOTA, FL
    8415 MIDNIGHT PASS ROAD
    SARASOTA, FL
    • 5 Beds
    • 6 Baths
    • 5,838 Home (sqft)
    • 6 Baths
    • 20,909 Lot (sqft)
  28. Photo of MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4519863)
    $4,950,000
    Photo of MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4519863)
    Photo of MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4519863)
    MIDNIGHT PASS ROAD, SARASOTA, FL
    MIDNIGHT PASS ROAD
    SARASOTA, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.00 Lot (ac)
  29. Photo of 601 TREMONT STREET, SARASOTA, FL 34242 (MLS # A4549591)
    $4,795,000
    Photo of 601 TREMONT STREET, SARASOTA, FL 34242 (MLS # A4549591)
    Photo of 601 TREMONT STREET, SARASOTA, FL 34242 (MLS # A4549591)
    601 TREMONT STREET, SARASOTA, FL
    601 TREMONT STREET
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,995 Home (sqft)
    • 5 Baths
    • 15,246 Lot (sqft)
  30. Photo of 4634 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4545874)
    $4,595,000
    Photo of 4634 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4545874)
    Photo of 4634 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4545874)
    4634 HIGEL AVENUE, SARASOTA, FL
    4634 HIGEL AVENUE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,801 Home (sqft)
    • 5 Baths
    • 15,246 Lot (sqft)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/22/23 10:03 AM PDT.

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