Sarasota Waterfront Real Estate

Each of Sarasota’s islands and waterfront neighborhoods has its own personality. And each micro market has its own lifestyle and nuances. We strongly encourage each client to weigh in on the trade offs of each option to ensure that they are making a conscious choice that will result in the greatest lifestyle experience you aim for!

  • $1,570,000
    Median Home Price
  • $560,000
    Median Condo Price

Sarasota Waterfront

When you consider waterfront property in Sarasota it is important to how you want to experience that water. Do you want to be along a walking beach so you can get up each morning and exercise? Do you want to have a canal or bay front home so that you can have a boat dock? Do you want to see the sunset or sunrise each day? Do you want to watch birds fishing or dolphins swimming by?

Sarasota Waterfront area map

Sarasota's Main Waterfront Neighborhoods:

Bird Key

Bird Key Real Estate can offer some of the best choices in Sarasota living and Sarasota lifestyle to the lucky few who own homes there, and that's only 510 families total! Bird Key homes are typically canalfront or bayfront, with some garden homes which are not situated on the water. Overall Bird Key homes are highly desirable and one of the top choices for luxury waterfront communities in Sarasota, as resident Jerry Seinfeld can no doubt attest to.

Lido Key and St Armand's Key

Lido Key offers the owner a taste of the Sarasota living good life. Lido Key allows access to the spectacular coastline and beaches on the Gulf of Mexico. Connected to Lido Key lies St Armands Circle, Sarasota's most famous roundabout and shopping and dining area.

Siesta Key

Siesta Key is the Jewel in the Crown of the five barrier islands, which make up Sarasota if measured by the number of awards and accolades bestowed on Siesta Key Beach. The island is a bit more laid back and unassuming than some of Sarasota's other neighborhoods. It offers the most diverse set of experiences as one can live in or near the Siesta Key Village, along one of its walking beaches, in a canal front home, or on Sarasota Bay. Truly magnificent for its tropical island vibe.

Longboat Key

Longboat Key exudes a manicured and sophisticated personality. It is 12 miles long and in many parts you can enjoy views of both the Gulf of Mexico AND Sarasota Bay at the same time. The white sands, marinas, and spectacular golf courses punctuate a lifestyle of the rich, and yes some very famous inhabitants!


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  1. Photo of 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786 (MLS # O5746245)
    33
    7 beds,  14 baths
    51,000 sqft   lot 18.16 ac
    MLS O5746245
  2. Photo of 9912 LAKE LOUISE DRIVE, WINDERMERE, FL 34786 (MLS # O5714911)
    47
    11 beds,  14 baths
    25,466 sqft   lot 3.19 ac
    MLS O5714911
  3. Photo of 845 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4179926)
    25
    Price Drop
    6 beds,  8 baths
    19,300 sqft   lot 1.18 ac
    MLS A4179926
  4. Photo of 9927 GIFFIN COURT, WINDERMERE, FL 34786 (MLS # O5752654)
    50
    12 beds,  15 baths
    31,000 sqft   lot 3.94 ac
    MLS O5752654
  5. Photo of 825 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4200387)
    25
    6 beds,  8 baths
    12,095 sqft   lot 1.35 ac
    MLS A4200387
  6. Photo of GIBSONTON, FL 33534 (MLS # U8028932)
    50
    6 beds,  8 baths
    10,410 sqft   lot 159.00 ac
    MLS U8028932
  7. Photo of 3975 SHELL ROAD #Lots 1 & 2, SARASOTA, FL 34242 (MLS # A4418216)
    7
    7 beds,  9 baths
    11,490 sqft   lot 2.40 ac
    MLS A4418216
  8. Photo of 4137-4153 HIGEL AVE, SARASOTA, FL 34242 (MLS # A4207775)
    24
    5 beds,  7 baths
    10,616 sqft   lot 2.03 ac
    MLS A4207775
  9. Photo of 802 DRUID ROAD S, CLEARWATER, FL 33756 (MLS # U7827039)
    33
    14 beds,  17 baths
    23,919 sqft   lot 10.02 ac
    MLS U7827039
  10. Photo of VERO BEACH, FL 32963 (MLS # O5717942)
    36
    5 beds,  8 baths
    10,268 sqft   lot 2.64 ac
    MLS O5717942
  11. Photo of 7712&7660 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4203264)
    25
    5 beds,  7 baths
    8,496 sqft   lot 3.75 ac
    MLS A4203264
  12. Photo of 3799 FLAMINGO AVENUE, SARASOTA, FL 34242 (MLS # A4420743)
    50
    4 beds,  6 baths
    8,138 sqft   lot 1.40 ac
    MLS A4420743
  13. Photo of 341 GILCHRIST AVENUE, BOCA GRANDE, FL 33921 (MLS # D6103698)
    49
    5 beds,  8 baths
    5,056 sqft   lot 31,798 sqft
    MLS D6103698
  14. Photo of 545 MCKINLEY DRIVE, SARASOTA, FL 34236 (MLS # A4423922)
    27
    5 beds,  6 baths
    8,500 sqft   lot 38,768 sqft
    MLS A4423922
  15. Photo of 5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4418090)
    44
    7 beds,  7 baths
    10,087 sqft   lot 1.98 ac
    MLS A4418090
  16. Photo of 14275 SIESTA ROAD, LARGO, FL 33774 (MLS # U8012759)
    34
    4 beds,  9 baths
    17,599 sqft   lot 4.57 ac
    MLS U8012759
  17. Photo of 5115 FAIRWAY OAKS DRIVE, WINDERMERE, FL 34786 (MLS # O5433535)
    20
    7 beds,  11 baths
    15,063 sqft   lot 3.76 ac
    MLS O5433535
  18. Photo of 144 WILLADEL DRIVE, BELLEAIR, FL 33756 (MLS # U8027262)
    47
    6 beds,  8 baths
    12,935 sqft   lot 4.01 ac
    MLS U8027262
  19. Photo of 15 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4212699)
    25
    5 beds,  8 baths
    9,180 sqft   lot 1.20 ac
    MLS A4212699
  20. Photo of 204 HARBOR VIEW LANE, LARGO, FL 33770 (MLS # T2881617)
    25
    5 beds,  7 baths
    9,149 sqft   lot 26,571 sqft
    MLS T2881617
  21. Photo of 8218 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4420829)
    50
    7 beds,  8 baths
    10,624 sqft   lot 4.45 ac
    MLS A4420829
  22. Photo of 7712 SANDERLING ROAD, SARASOTA, FL 34242 (MLS # A4408524)
    39
    3 beds,  3 baths
    6,480 sqft   lot 1.23 ac
    MLS A4408524
  23. Photo of 105 WHITE AVENUE, HOLMES BEACH, FL 34217 (MLS # A4421395)
    25
    14 beds,  14 baths
    9,087 sqft   lot 1.96 ac
    MLS A4421395
  24. Photo of 10000 LINDELAAN DRIVE, TAMPA, FL 33618 (MLS # T3128154)
    48
    Price Drop
    6 beds,  9 baths
    13,131 sqft   lot 8.38 ac
    MLS T3128154
  25. Photo of 4137 HIGEL AVENUE, SARASOTA, FL 34242 (MLS # A4207773)
    23
    5 beds,  7 baths
    8,239 sqft   lot 37,897 sqft
    MLS A4207773
  26. Photo of 140 WILLADEL DRIVE, BELLEAIR, FL 33756 (MLS # U7845183)
    25
    4 beds,  10 baths
    11,622 sqft   lot 1.82 ac
    MLS U7845183
  27. Photo of 1255 WESTWAY DRIVE, SARASOTA, FL 34236 (MLS # A4408169)
    50
    5 beds,  6 baths
    6,618 sqft   lot 36,590 sqft
    MLS A4408169
  28. Photo of 200 QUAY COMMONS #PH1903, SARASOTA, FL 34236 (MLS # A4423775)
    8
    4 beds,  5 baths
    6,131 sqft   lot 1.90 ac
    MLS A4423775
  29. Photo of 1701 17TH STREET W, BOCA GRANDE, FL 33921 (MLS # D6104250)
    24
    5 beds,  5 baths
    3,060 sqft   lot 38,332 sqft
    MLS D6104250
  30. Photo of 3571 SHORE LANE, BOCA GRANDE, FL 33921 (MLS # D6103916)
    41
    3 beds,  4 baths
    2,667 sqft   lot 1.15 ac
    MLS D6103916
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