Longboat Key Real Estate

Longboat Key is a 12 mile long island with white sand beaches adorning its western shore, and spectacular bay views back to the mainland on the eastern shore. With its pristine beach, waterfront, golf, fine dining, and luxury resorts, Longboat Key lives like a true luxury retreat. It is about evenly divided between Sarasota and Manatee Counties.

  • 1799
    Homes
  • 6495
    Condos
  • $2,562,500
    Median Home Price
  • $968,200
    Median Condo Price

Longboat Key

Longboat Key’s main thoroughfare, Gulf of Mexico Drive, was constructed by circus magnate John Ringling in 1925. Today Gulf of Mexico Drive is one of the most scenic drives, with glimpses to the Gulf and Bay along its length, highly manicured landscapes, and emerald colored fairways of the two championship golf courses of the Longboat Key Club.

Longboat Key has its own commercial centers, fabulous restaurants, and post office and shops. Again, you may arrive and not want or need to leave the island for days.

Longboat Key Beach
longboat-key-beach
longboat-key-beach-chairs
longboat-key-beach-chess
longboat-key-beach-walk
longboat-key-beach-condo
longboat-key-dock
longboat-key-condo
longboat-key-golf-courses
longboat-key-town-house
longboat-key-big-mansion
longboat-key-gulf-of-mexico-drive
longboat-key-golf-course
longboat-key-city
longboat-key-golf
longboat-key-mansion
previous arrow
next arrow
longboat-key-beach
longboat-key-beach-chairs
longboat-key-beach-chess
longboat-key-beach-walk
longboat-key-beach-condo
longboat-key-dock
longboat-key-condo
longboat-key-golf-courses
longboat-key-town-house
longboat-key-big-mansion
longboat-key-gulf-of-mexico-drive
longboat-key-golf-course
longboat-key-city
longboat-key-golf
longboat-key-mansion
previous arrow
next arrow
Longboat Key in Sarasota, Florida area map

Longboat Key Real Estate

Much of Longboat Key is composed either single-family homes or condominium apartments. Most of the condominium associations co-own common elements which comprise pools, tennis courts, sites with water views, workout facilities, and access to beaches.

Access Full Property Details & Exclusive Listings

Prices and inventory are updated daily


Show Map
  • List View
  • Grid View
Sorted by
61 - 90 of 500+ | Previous Page 3 of 17 Next
  1. Photo of 9150 Blind Pass Road #505, Sarasota, FL 34242 (MLS # A4604343)
    $989,000
    Photo of 9150 Blind Pass Road #505, Sarasota, FL 34242 (MLS # A4604343)
    Photo of 9150 Blind Pass Road #505, Sarasota, FL 34242 (MLS # A4604343)
    49
     
    9150 Blind Pass Road #505, Sarasota, FL
    9150 Blind Pass Road #505
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,797 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  2. Photo of 2216 Webber Street, Sarasota, FL 34239 (MLS # A4604632)
    $2,500
    Photo of 2216 Webber Street, Sarasota, FL 34239 (MLS # A4604632)
    Photo of 2216 Webber Street, Sarasota, FL 34239 (MLS # A4604632)
    2216 Webber Street, Sarasota, FL
    2216 Webber Street
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 1,296 Home (sqft)
    • 1 Bath
    • 10,455 Lot (sqft)
  3. Photo of 1155 N Gulfstream Avenue #707, Sarasota, FL 34236 (MLS # A4604536)
    $1,975,000
    Photo of 1155 N Gulfstream Avenue #707, Sarasota, FL 34236 (MLS # A4604536)
    Photo of 1155 N Gulfstream Avenue #707, Sarasota, FL 34236 (MLS # A4604536)
    1155 N Gulfstream Avenue #707, Sarasota, FL
    1155 N Gulfstream Avenue #707
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,645 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  4. Photo of 1685 Laurel Street #3, Sarasota, FL 34236 (MLS # A4604613)
    $5,500
    Photo of 1685 Laurel Street #3, Sarasota, FL 34236 (MLS # A4604613)
    Photo of 1685 Laurel Street #3, Sarasota, FL 34236 (MLS # A4604613)
    1685 Laurel Street #3, Sarasota, FL
    1685 Laurel Street #3
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,667 Home (sqft)
    • 3 Baths
    • 32,235 Lot (sqft)
  5. Photo of 5400 Gulf Drive #12, Holmes Beach, FL 34217 (MLS # A4603324)
    $399,000
    Photo of 5400 Gulf Drive #12, Holmes Beach, FL 34217 (MLS # A4603324)
    Photo of 5400 Gulf Drive #12, Holmes Beach, FL 34217 (MLS # A4603324)
    5400 Gulf Drive #12, Holmes Beach, FL
    5400 Gulf Drive #12
    Holmes Beach, FL
    • 1 Bed
    • 1 Bath
    • 810 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  6. Photo of 2824 Woodcrest Drive, Sarasota, FL 34239 (MLS # U8235901)
    $505,000
    Photo of 2824 Woodcrest Drive, Sarasota, FL 34239 (MLS # U8235901)
    Photo of 2824 Woodcrest Drive, Sarasota, FL 34239 (MLS # U8235901)
    2824 Woodcrest Drive, Sarasota, FL
    2824 Woodcrest Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,510 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  7. Photo of 50 Central Avenue #15B, Sarasota, FL 34236 (MLS # A4604561)
    $5,000
    Photo of 50 Central Avenue #15B, Sarasota, FL 34236 (MLS # A4604561)
    Photo of 50 Central Avenue #15B, Sarasota, FL 34236 (MLS # A4604561)
    50 Central Avenue #15B, Sarasota, FL
    50 Central Avenue #15B
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,671 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  8. Photo of 508 Howard Court, Sarasota, FL 34236 (MLS # A4604555)
    $4,500
    Photo of 508 Howard Court, Sarasota, FL 34236 (MLS # A4604555)
    Photo of 508 Howard Court, Sarasota, FL 34236 (MLS # A4604555)
    508 Howard Court, Sarasota, FL
    508 Howard Court
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,496 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  9. Photo of 9397 Midnight Pass Road #505, Sarasota, FL 34242 (MLS # A4604551)
    $3,000
    Photo of 9397 Midnight Pass Road #505, Sarasota, FL 34242 (MLS # A4604551)
    Photo of 9397 Midnight Pass Road #505, Sarasota, FL 34242 (MLS # A4604551)
    9397 Midnight Pass Road #505, Sarasota, FL
    9397 Midnight Pass Road #505
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,029 Home (sqft)
    • 2 Baths
    • 5.24 Lot (ac)
  10. Photo of 301 Quay Commons #1809, Sarasota, FL 34236 (MLS # A4604553)
    $9,000
    Photo of 301 Quay Commons #1809, Sarasota, FL 34236 (MLS # A4604553)
    Photo of 301 Quay Commons #1809, Sarasota, FL 34236 (MLS # A4604553)
    301 Quay Commons #1809, Sarasota, FL
    301 Quay Commons #1809
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,869 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  11. Photo of 509 Spanish Drive N, Longboat Key, FL 34228 (MLS # A4604509)
    $549,000
    Photo of 509 Spanish Drive N, Longboat Key, FL 34228 (MLS # A4604509)
    Photo of 509 Spanish Drive N, Longboat Key, FL 34228 (MLS # A4604509)
    509 Spanish Drive N, Longboat Key, FL
    509 Spanish Drive N
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,357 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 606 Dundee Lane, Holmes Beach, FL 34217 (MLS # A4604076)
    $1,440,000
    Photo of 606 Dundee Lane, Holmes Beach, FL 34217 (MLS # A4604076)
    Photo of 606 Dundee Lane, Holmes Beach, FL 34217 (MLS # A4604076)
    606 Dundee Lane, Holmes Beach, FL
    606 Dundee Lane
    Holmes Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,464 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  13. Photo of 1770 Benjamin Franklin Drive #203, Sarasota, FL 34236 (MLS # A4604436)
    $850,000
    Photo of 1770 Benjamin Franklin Drive #203, Sarasota, FL 34236 (MLS # A4604436)
    Photo of 1770 Benjamin Franklin Drive #203, Sarasota, FL 34236 (MLS # A4604436)
    1770 Benjamin Franklin Drive #203, Sarasota, FL
    1770 Benjamin Franklin Drive #203
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,168 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  14. Photo of 6796 Sarasea Circle #3, Sarasota, FL 34242 (MLS # U8235669)
    $1,400,000
    Photo of 6796 Sarasea Circle #3, Sarasota, FL 34242 (MLS # U8235669)
    Photo of 6796 Sarasea Circle #3, Sarasota, FL 34242 (MLS # U8235669)
    6796 Sarasea Circle #3, Sarasota, FL
    6796 Sarasea Circle #3
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,890 Home (sqft)
    • 3 Baths
    • 14,811 Lot (sqft)
  15. Photo of 112 79th Street #B, Holmes Beach, FL 34217 (MLS # T3512543)
    $3,800,000
    Photo of 112 79th Street #B, Holmes Beach, FL 34217 (MLS # T3512543)
    Photo of 112 79th Street #B, Holmes Beach, FL 34217 (MLS # T3512543)
    112 79th Street #B, Holmes Beach, FL
    112 79th Street #B
    Holmes Beach, FL
    • 4 Beds
    • 4 Baths
    • 2,394 Home (sqft)
    • 4 Baths
    • 5,228 Lot (sqft)
  16. Photo of 504 71st Street, Holmes Beach, FL 34217 (MLS # A4604367)
    $2,345,000
    Photo of 504 71st Street, Holmes Beach, FL 34217 (MLS # A4604367)
    Photo of 504 71st Street, Holmes Beach, FL 34217 (MLS # A4604367)
    47
     
    504 71st Street, Holmes Beach, FL
    504 71st Street
    Holmes Beach, FL
    • 4 Beds
    • 3 Baths
    • 2,472 Home (sqft)
    • 3 Baths
    • 14,375 Lot (sqft)
  17. Photo of 8897 Midnight Pass Road #503, Sarasota, FL 34242 (MLS # N6131972)
    $445,000
    Photo of 8897 Midnight Pass Road #503, Sarasota, FL 34242 (MLS # N6131972)
    Photo of 8897 Midnight Pass Road #503, Sarasota, FL 34242 (MLS # N6131972)
    8897 Midnight Pass Road #503, Sarasota, FL
    8897 Midnight Pass Road #503
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 846 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  18. Photo of 127 Crescent Drive, Anna Maria, FL 34216 (MLS # A4604113)
    $1,250,000
    Photo of 127 Crescent Drive, Anna Maria, FL 34216 (MLS # A4604113)
    Photo of 127 Crescent Drive, Anna Maria, FL 34216 (MLS # A4604113)
    127 Crescent Drive, Anna Maria, FL
    127 Crescent Drive
    Anna Maria, FL
    • 3 Beds
    • 2 Baths
    • 1,922 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  19. Photo of 6800 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4604346)
    $900,000
    Photo of 6800 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4604346)
    Photo of 6800 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4604346)
    6800 Longboat Drive S, Longboat Key, FL
    6800 Longboat Drive S
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6,970 Lot (sqft)
  20. Photo of 0 85th Street #0, Holmes Beach, FL 34217 (MLS # A4604382)
    $70,000
    Photo of 0 85th Street #0, Holmes Beach, FL 34217 (MLS # A4604382)
    Photo of 0 85th Street #0, Holmes Beach, FL 34217 (MLS # A4604382)
    0 85th Street #0, Holmes Beach, FL
    0 85th Street #0
    Holmes Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 436 Lot (sqft)
  21. Photo of 1255 N Gulfstream Avenue #305, Sarasota, FL 34236 (MLS # A4603262)
    $5,500
    Photo of 1255 N Gulfstream Avenue #305, Sarasota, FL 34236 (MLS # A4603262)
    Photo of 1255 N Gulfstream Avenue #305, Sarasota, FL 34236 (MLS # A4603262)
    67
     
    1255 N Gulfstream Avenue #305, Sarasota, FL
    1255 N Gulfstream Avenue #305
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,656 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  22. Photo of 1542 Oak Street #6, Sarasota, FL 34236 (MLS # A4604350)
    $649,000
    Photo of 1542 Oak Street #6, Sarasota, FL 34236 (MLS # A4604350)
    Photo of 1542 Oak Street #6, Sarasota, FL 34236 (MLS # A4604350)
    1542 Oak Street #6, Sarasota, FL
    1542 Oak Street #6
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 990 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
  23. Photo of 608 Saint Judes Dr, Longboat Key, FL 34228 (MLS # A4604339)
    $997,000
    Photo of 608 Saint Judes Dr, Longboat Key, FL 34228 (MLS # A4604339)
    Photo of 608 Saint Judes Dr, Longboat Key, FL 34228 (MLS # A4604339)
    608 Saint Judes Dr, Longboat Key, FL
    608 Saint Judes Dr
    Longboat Key, FL
    • 4 Beds
    • 3 Baths
    • 2,106 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  24. Photo of 4929 Peaceable Way, Sarasota, FL 34242 (MLS # A4604138)
    $1,075,000
    Photo of 4929 Peaceable Way, Sarasota, FL 34242 (MLS # A4604138)
    Photo of 4929 Peaceable Way, Sarasota, FL 34242 (MLS # A4604138)
    4929 Peaceable Way, Sarasota, FL
    4929 Peaceable Way
    Sarasota, FL
    • 4 Beds
    • 2 Baths
    • 1,989 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  25. Photo of 118 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4603938)
    $5,695,000
    Photo of 118 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4603938)
    Photo of 118 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4603938)
    118 Mangrove Avenue, Anna Maria, FL
    118 Mangrove Avenue
    Anna Maria, FL
    • 4 Beds
    • 5 Baths
    • 3,287 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
  26. Photo of 1257 S Portofino Drive #406, Sarasota, FL 34242 (MLS # A4604186)
    $739,000
    Photo of 1257 S Portofino Drive #406, Sarasota, FL 34242 (MLS # A4604186)
    Photo of 1257 S Portofino Drive #406, Sarasota, FL 34242 (MLS # A4604186)
    1257 S Portofino Drive #406, Sarasota, FL
    1257 S Portofino Drive #406
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 929 Home (sqft)
    • 2 Baths
    • 2.68 Lot (ac)
  27. Photo of 4700 Gulf Of Mexico Drive #PH6, Longboat Key, FL 34228 (MLS # A4604266)
    $850,000
    Photo of 4700 Gulf Of Mexico Drive #PH6, Longboat Key, FL 34228 (MLS # A4604266)
    Photo of 4700 Gulf Of Mexico Drive #PH6, Longboat Key, FL 34228 (MLS # A4604266)
    72
     
    4700 Gulf Of Mexico Drive #PH6, Longboat Key, FL
    4700 Gulf Of Mexico Drive #PH6
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,523 Home (sqft)
    • 2 Baths
    • 26.67 Lot (ac)
  28. Photo of 609 Golden Gate Point #402, Sarasota, FL 34236 (MLS # A4604284)
    $16,500
    Photo of 609 Golden Gate Point #402, Sarasota, FL 34236 (MLS # A4604284)
    Photo of 609 Golden Gate Point #402, Sarasota, FL 34236 (MLS # A4604284)
    609 Golden Gate Point #402, Sarasota, FL
    609 Golden Gate Point #402
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,750 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  29. Photo of 5310 Avenida Del Mare, Sarasota, FL 34242 (MLS # A4604175)
    $4,400,000
    Photo of 5310 Avenida Del Mare, Sarasota, FL 34242 (MLS # A4604175)
    Photo of 5310 Avenida Del Mare, Sarasota, FL 34242 (MLS # A4604175)
    5310 Avenida Del Mare, Sarasota, FL
    5310 Avenida Del Mare
    Sarasota, FL
    • 4 Beds
    • 6 Baths
    • 3,234 Home (sqft)
    • 6 Baths
    • 7,841 Lot (sqft)
  30. Photo of 1260 Dolphin Bay Way #301, Sarasota, FL 34242 (MLS # A4604092)
    $1,599,999
    Photo of 1260 Dolphin Bay Way #301, Sarasota, FL 34242 (MLS # A4604092)
    Photo of 1260 Dolphin Bay Way #301, Sarasota, FL 34242 (MLS # A4604092)
    40
     
    1260 Dolphin Bay Way #301, Sarasota, FL
    1260 Dolphin Bay Way #301
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,200 Home (sqft)
    • 3 Baths
    • 1.40 Lot (ac)
Previous Page 3 of 17 Next
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 3/29/24 1:59 AM PDT.

This IDX Solution is (c) Diverse Solutions 2024.

 
 

Sharing is caring!

WORK WITH US

We offer the highest level of expertise, service, and integrity.

The Investments In Sarasota team has the most depth of experience, training, and education in the local real estate market. With our concierge-style service, we support and protect our client’s interests to levels far beyond the industry norm. The rave reviews from our clients say it best.

We Know More. We Care More. We Do More.

Contact Us

Ask us any question or schedule a free consult

We will be pleased to answer any question, without obligation.

941.587.0740

×
Let’s Talk Sarasota Real Estate

Error: Contact form not found.

×
Lee Mirman

Contact

Online Inquiry





    Contact Details

    Investments In Sarasota

    15 Paradise Plaza #189, Sarasota, FL

    Sarasota Real Estate Broker

    ×
    Request Your Private Presentation!

    * Convey your preference for an in-person or virtual tour.





      ×
      Lee Mirman

      Contact

      Online Inquiry





        Contact Details

        Investments In Sarasota

        15 Paradise Plaza #189, Sarasota, FL

        Sarasota Real Estate Broker

        ×