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 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)
    66
     
    8218 SANDERLING ROAD, SARASOTA, FL
    8218 SANDERLING ROAD
    SARASOTA, FL
    • 6 Beds
    • 8 Baths
    • 10,624 Home (sqft)
    • 8 Baths
    • 4.45 Lot (ac)
  2. Photo of 4001 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4534680)
    $12,600,000
    Photo of 4001 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4534680)
    Photo of 4001 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4534680)
    4001 FLAMINGO AVENUE, SARASOTA, FL
    4001 FLAMINGO AVENUE
    SARASOTA, FL
    • 5 Beds
    • 6 Baths
    • 7,487 Home (sqft)
    • 6 Baths
    • 29,621 Lot (sqft)
  3. 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)
  4. 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)
  5. Photo of 4205 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4539090)
    $7,250,000
    Photo of 4205 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4539090)
    Photo of 4205 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4539090)
    4205 HIGEL AVENUE, SARASOTA, FL
    4205 HIGEL AVENUE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 8,571 Home (sqft)
    • 5 Baths
    • 18,296 Lot (sqft)
  6. 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)
  7. Photo of 3722 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4546740)
    $6,500,000
    Photo of 3722 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4546740)
    Photo of 3722 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4546740)
    3722 FLAMINGO AVENUE, SARASOTA, FL
    3722 FLAMINGO AVENUE
    SARASOTA, FL
    • 5 Beds
    • 7 Baths
    • 4,985 Home (sqft)
    • 7 Baths
    • 14,811 Lot (sqft)
  8. 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)
  9. 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)
  10. 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)
  11. Photo of 3726 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4550987)
    $4,900,000
    Photo of 3726 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4550987)
    Photo of 3726 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4550987)
    3726 FLAMINGO AVENUE, SARASOTA, FL
    3726 FLAMINGO AVENUE
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 4,000 Home (sqft)
    • 4 Baths
    • 19,602 Lot (sqft)
  12. Photo of 5249 CAPE LEYTE DRIVE, SARASOTA, FL 34242 (MLS # A4540522)
    $4,890,000
    Photo of 5249 CAPE LEYTE DRIVE, SARASOTA, FL 34242 (MLS # A4540522)
    Photo of 5249 CAPE LEYTE DRIVE, SARASOTA, FL 34242 (MLS # A4540522)
    36
     
    5249 CAPE LEYTE DRIVE, SARASOTA, FL
    5249 CAPE LEYTE DRIVE
    SARASOTA, FL
    • 5 Beds
    • 5 Baths
    • 3,793 Home (sqft)
    • 5 Baths
    • 22,652 Lot (sqft)
  13. 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)
  14. Photo of 5315 HIDDEN HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4552184)
    $4,500,000
    Photo of 5315 HIDDEN HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4552184)
    Photo of 5315 HIDDEN HARBOR ROAD, SARASOTA, FL 34242 (MLS # A4552184)
    5315 HIDDEN HARBOR ROAD, SARASOTA, FL
    5315 HIDDEN HARBOR ROAD
    SARASOTA, FL
    • 4 Beds
    • 6 Baths
    • 5,098 Home (sqft)
    • 6 Baths
    • 31,799 Lot (sqft)
  15. Photo of 5408 PLAZA DES LAS PALMAS, SARASOTA, FL 34242 (MLS # T3394585)
    $4,500,000
    Photo of 5408 PLAZA DES LAS PALMAS, SARASOTA, FL 34242 (MLS # T3394585)
    Photo of 5408 PLAZA DES LAS PALMAS, SARASOTA, FL 34242 (MLS # T3394585)
    5408 PLAZA DES LAS PALMAS, SARASOTA, FL
    5408 PLAZA DES LAS PALMAS
    SARASOTA, FL
    • 5 Beds
    • 5 Baths
    • 2,689 Home (sqft)
    • 5 Baths
    • 15,682 Lot (sqft)
  16. Photo of 4632 OCEAN BOULEVARD, SARASOTA, FL 34242 (MLS # A4547745)
    $4,345,000
    Photo of 4632 OCEAN BOULEVARD, SARASOTA, FL 34242 (MLS # A4547745)
    Photo of 4632 OCEAN BOULEVARD, SARASOTA, FL 34242 (MLS # A4547745)
    4632 OCEAN BOULEVARD, SARASOTA, FL
    4632 OCEAN BOULEVARD
    SARASOTA, FL
    • 5 Beds
    • 5 Baths
    • 3,100 Home (sqft)
    • 5 Baths
    • 22,216 Lot (sqft)
  17. Photo of 722 SIESTA KEY CIRCLE, SARASOTA, FL 34242 (MLS # A4538997)
    $4,332,038
    Photo of 722 SIESTA KEY CIRCLE, SARASOTA, FL 34242 (MLS # A4538997)
    Photo of 722 SIESTA KEY CIRCLE, SARASOTA, FL 34242 (MLS # A4538997)
    722 SIESTA KEY CIRCLE, SARASOTA, FL
    722 SIESTA KEY CIRCLE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,488 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  18. Photo of 8802 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4547710)
    $4,295,000
    Photo of 8802 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4547710)
    Photo of 8802 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4547710)
    8802 MIDNIGHT PASS ROAD, SARASOTA, FL
    8802 MIDNIGHT PASS ROAD
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,676 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  19. Photo of 5322 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4539087)
    $4,178,000
    Photo of 5322 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4539087)
    Photo of 5322 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4539087)
    5322 SIESTA COVE DRIVE, SARASOTA, FL
    5322 SIESTA COVE DRIVE
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 3,571 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  20. Photo of 5236 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4538550)
    $4,100,000
    Photo of 5236 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4538550)
    Photo of 5236 SIESTA COVE DRIVE, SARASOTA, FL 34242 (MLS # A4538550)
    5236 SIESTA COVE DRIVE, SARASOTA, FL
    5236 SIESTA COVE DRIVE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 4,254 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  21. Photo of 607 TREMONT STREET, SARASOTA, FL 34242 (MLS # A4549591)
    $3,995,000
    Photo of 607 TREMONT STREET, SARASOTA, FL 34242 (MLS # A4549591)
    Photo of 607 TREMONT STREET, SARASOTA, FL 34242 (MLS # A4549591)
    607 TREMONT STREET, SARASOTA, FL
    607 TREMONT STREET
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,995 Home (sqft)
    • 5 Baths
    • 15,246 Lot (sqft)
  22. Photo of 3810 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4543853)
    $3,900,000
    Photo of 3810 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4543853)
    Photo of 3810 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4543853)
    3810 FLAMINGO AVENUE, SARASOTA, FL
    3810 FLAMINGO AVENUE
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 3,960 Home (sqft)
    • 5 Baths
    • 11,326 Lot (sqft)
  23. Photo of 746 SIESTA DR, SARASOTA, FL 34242 (MLS # A4539684)
    $3,900,000
    Photo of 746 SIESTA DR, SARASOTA, FL 34242 (MLS # A4539684)
    Photo of 746 SIESTA DR, SARASOTA, FL 34242 (MLS # A4539684)
    746 SIESTA DR, SARASOTA, FL
    746 SIESTA DR
    SARASOTA, FL
    • 6 Beds
    • 4 Baths
    • 4,434 Home (sqft)
    • 4 Baths
    • 18,731 Lot (sqft)
  24. Photo of 5400 OCEAN BOULEVARD #14-2 & 14-3, SARASOTA, FL 34242 (MLS # A4549634)
    $3,650,000
    Photo of 5400 OCEAN BOULEVARD #14-2 & 14-3, SARASOTA, FL 34242 (MLS # A4549634)
    Photo of 5400 OCEAN BOULEVARD #14-2 & 14-3, SARASOTA, FL 34242 (MLS # A4549634)
    5400 OCEAN BOULEVARD #14-2 & 14-3, SARASOTA, FL
    5400 OCEAN BOULEVARD #14-2 & 14-3
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 2,463 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  25. Photo of 3532 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4543285)
    $3,649,000
    Photo of 3532 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4543285)
    Photo of 3532 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4543285)
    3532 FLAMINGO AVENUE, SARASOTA, FL
    3532 FLAMINGO AVENUE
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 3,162 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  26. Photo of 7323 PINE NEEDLE ROAD, SARASOTA, FL 34242 (MLS # A4539552)
    $3,600,000
    Photo of 7323 PINE NEEDLE ROAD, SARASOTA, FL 34242 (MLS # A4539552)
    Photo of 7323 PINE NEEDLE ROAD, SARASOTA, FL 34242 (MLS # A4539552)
    7323 PINE NEEDLE ROAD, SARASOTA, FL
    7323 PINE NEEDLE ROAD
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 4,023 Home (sqft)
    • 5 Baths
    • 28,750 Lot (sqft)
  27. Photo of 360 CANAL ROAD, SARASOTA, FL 34242 (MLS # A4532582)
    $3,600,000
    Photo of 360 CANAL ROAD, SARASOTA, FL 34242 (MLS # A4532582)
    Photo of 360 CANAL ROAD, SARASOTA, FL 34242 (MLS # A4532582)
    360 CANAL ROAD, SARASOTA, FL
    360 CANAL ROAD
    SARASOTA, FL
    • 6 Beds
    • 4 Baths
    • 3,156 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  28. Photo of 5027 SANDY COVE AVENUE, SARASOTA, FL 34242 (MLS # A4545228)
    $3,550,000
    Photo of 5027 SANDY COVE AVENUE, SARASOTA, FL 34242 (MLS # A4545228)
    Photo of 5027 SANDY COVE AVENUE, SARASOTA, FL 34242 (MLS # A4545228)
    5027 SANDY COVE AVENUE, SARASOTA, FL
    5027 SANDY COVE AVENUE
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 2,845 Home (sqft)
    • 4 Baths
    • 14,375 Lot (sqft)
  29. Photo of 709 TREASURE BOAT WAY, SARASOTA, FL 34242 (MLS # A4550706)
    $3,450,000
    Photo of 709 TREASURE BOAT WAY, SARASOTA, FL 34242 (MLS # A4550706)
    Photo of 709 TREASURE BOAT WAY, SARASOTA, FL 34242 (MLS # A4550706)
    709 TREASURE BOAT WAY, SARASOTA, FL
    709 TREASURE BOAT WAY
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 4,112 Home (sqft)
    • 3 Baths
    • 12,633 Lot (sqft)
  30. Photo of 100 PIERSON LANE, SARASOTA, FL 34242 (MLS # A4545829)
    $3,400,000
    Photo of 100 PIERSON LANE, SARASOTA, FL 34242 (MLS # A4545829)
    Photo of 100 PIERSON LANE, SARASOTA, FL 34242 (MLS # A4545829)
    100 PIERSON LANE, SARASOTA, FL
    100 PIERSON LANE
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 4,229 Home (sqft)
    • 4 Baths
    • 24,830 Lot (sqft)
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