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
1 - 30 of 500+ | Previous Page 1 of 17 Next
  1. Photo of 3140 Bayou Sound, Longboat Key, FL 34228 (MLS # A4611416)
    $1,599,000
    Photo of 3140 Bayou Sound, Longboat Key, FL 34228 (MLS # A4611416)
    Photo of 3140 Bayou Sound, Longboat Key, FL 34228 (MLS # A4611416)
    3140 Bayou Sound, Longboat Key, FL
    3140 Bayou Sound
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 3,312 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
  2. Photo of 6236 Midnight Pass Road #304, Sarasota, FL 34242 (MLS # A4611665)
    $850,000
    Photo of 6236 Midnight Pass Road #304, Sarasota, FL 34242 (MLS # A4611665)
    Photo of 6236 Midnight Pass Road #304, Sarasota, FL 34242 (MLS # A4611665)
    6236 Midnight Pass Road #304, Sarasota, FL
    6236 Midnight Pass Road #304
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,150 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  3. Photo of 850 S Tamiami Trail #408, Sarasota, FL 34236 (MLS # A4611620)
    $330,000
    Photo of 850 S Tamiami Trail #408, Sarasota, FL 34236 (MLS # A4611620)
    Photo of 850 S Tamiami Trail #408, Sarasota, FL 34236 (MLS # A4611620)
    36
     
    850 S Tamiami Trail #408, Sarasota, FL
    850 S Tamiami Trail #408
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 576 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  4. Photo of 3341 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611679)
    $10,500,000
    Photo of 3341 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611679)
    Photo of 3341 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611679)
    21
     
    3341 Gulf Of Mexico Drive, Longboat Key, FL
    3341 Gulf Of Mexico Drive
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 27,879 Lot (sqft)
  5. Photo of 111 9th Street N, Bradenton Beach, FL 34217 (MLS # A4611049)
    $1,250,000
    Photo of 111 9th Street N, Bradenton Beach, FL 34217 (MLS # A4611049)
    Photo of 111 9th Street N, Bradenton Beach, FL 34217 (MLS # A4611049)
    111 9th Street N, Bradenton Beach, FL
    111 9th Street N
    Bradenton Beach, FL
    • 2 Beds
    • 2 Baths
    • 806 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  6. Photo of 3351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611662)
    $10,500,000
    Photo of 3351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611662)
    Photo of 3351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611662)
    20
     
    3351 Gulf Of Mexico Drive, Longboat Key, FL
    3351 Gulf Of Mexico Drive
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,276 Home (sqft)
    • 2 Baths
    • 27,879 Lot (sqft)
  7. Photo of 3351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611688)
    $10,500,000
    Photo of 3351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611688)
    Photo of 3351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611688)
    21
     
    3351 Gulf Of Mexico Drive, Longboat Key, FL
    3351 Gulf Of Mexico Drive
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 27,879 Lot (sqft)
  8. Photo of 3341 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611557)
    $10,500,000
    Photo of 3341 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611557)
    Photo of 3341 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4611557)
    3341 Gulf Of Mexico Drive, Longboat Key, FL
    3341 Gulf Of Mexico Drive
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 1,718 Home (sqft)
    • 3 Baths
    • 27,879 Lot (sqft)
  9. Photo of 1490 Hillview Drive, Sarasota, FL 34239 (MLS # A4611675)
    $14,995,000
    Photo of 1490 Hillview Drive, Sarasota, FL 34239 (MLS # A4611675)
    Photo of 1490 Hillview Drive, Sarasota, FL 34239 (MLS # A4611675)
    1490 Hillview Drive, Sarasota, FL
    1490 Hillview Drive
    Sarasota, FL
    • 5 Beds
    • 7 Baths
    • 6,587 Home (sqft)
    • 7 Baths
    • 24,830 Lot (sqft)
  10. Photo of 1336 Benjamin Franklin Drive #1F, Sarasota, FL 34236 (MLS # A4608574)
    $6,000
    Photo of 1336 Benjamin Franklin Drive #1F, Sarasota, FL 34236 (MLS # A4608574)
    Photo of 1336 Benjamin Franklin Drive #1F, Sarasota, FL 34236 (MLS # A4608574)
    1336 Benjamin Franklin Drive #1F, Sarasota, FL
    1336 Benjamin Franklin Drive #1F
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,596 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 556 N Washington Drive, Sarasota, FL 34236 (MLS # A4608428)
    $9,000
    Photo of 556 N Washington Drive, Sarasota, FL 34236 (MLS # A4608428)
    Photo of 556 N Washington Drive, Sarasota, FL 34236 (MLS # A4608428)
    50
     
    556 N Washington Drive, Sarasota, FL
    556 N Washington Drive
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,799 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  12. Photo of 2295 Gulf Of Mexico Drive #64S, Longboat Key, FL 34228 (MLS # A4610483)
    $650,000
    Photo of 2295 Gulf Of Mexico Drive #64S, Longboat Key, FL 34228 (MLS # A4610483)
    Photo of 2295 Gulf Of Mexico Drive #64S, Longboat Key, FL 34228 (MLS # A4610483)
    2295 Gulf Of Mexico Drive #64S, Longboat Key, FL
    2295 Gulf Of Mexico Drive #64S
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,235 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  13. Photo of 504 Laurel Park Drive, Sarasota, FL 34236 (MLS # A4610136)
    $849,000
    Photo of 504 Laurel Park Drive, Sarasota, FL 34236 (MLS # A4610136)
    Photo of 504 Laurel Park Drive, Sarasota, FL 34236 (MLS # A4610136)
    504 Laurel Park Drive, Sarasota, FL
    504 Laurel Park Drive
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,451 Home (sqft)
    • 4 Baths
    • 1,743 Lot (sqft)
  14. Photo of 1255 N Gulfstream Avenue #807, Sarasota, FL 34236 (MLS # A4610802)
    $1,795,000
    Photo of 1255 N Gulfstream Avenue #807, Sarasota, FL 34236 (MLS # A4610802)
    Photo of 1255 N Gulfstream Avenue #807, Sarasota, FL 34236 (MLS # A4610802)
    1255 N Gulfstream Avenue #807, Sarasota, FL
    1255 N Gulfstream Avenue #807
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,672 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  15. Photo of 1703 Main Street #1305, Sarasota, FL 34236 (MLS # A4611664)
    $1,950,000
    Photo of 1703 Main Street #1305, Sarasota, FL 34236 (MLS # A4611664)
    Photo of 1703 Main Street #1305, Sarasota, FL 34236 (MLS # A4611664)
    1703 Main Street #1305, Sarasota, FL
    1703 Main Street #1305
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,708 Home (sqft)
    • 3 Baths
    • 18,731 Lot (sqft)
  16. Photo of 216 Tenacity Lane, Sarasota, FL 34242 (MLS # A4611647)
    $34,995
    Photo of 216 Tenacity Lane, Sarasota, FL 34242 (MLS # A4611647)
    Photo of 216 Tenacity Lane, Sarasota, FL 34242 (MLS # A4611647)
    216 Tenacity Lane, Sarasota, FL
    216 Tenacity Lane
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,454 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  17. Photo of 6700 Gulf Of Mexico Drive #139, Longboat Key, FL 34228 (MLS # A4611612)
    $698,000
    Photo of 6700 Gulf Of Mexico Drive #139, Longboat Key, FL 34228 (MLS # A4611612)
    Photo of 6700 Gulf Of Mexico Drive #139, Longboat Key, FL 34228 (MLS # A4611612)
    6700 Gulf Of Mexico Drive #139, Longboat Key, FL
    6700 Gulf Of Mexico Drive #139
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,305 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  18. Photo of 3755 S School Avenue #49, Sarasota, FL 34239 (MLS # A4611615)
    $185,000
    Photo of 3755 S School Avenue #49, Sarasota, FL 34239 (MLS # A4611615)
    Photo of 3755 S School Avenue #49, Sarasota, FL 34239 (MLS # A4611615)
    3755 S School Avenue #49, Sarasota, FL
    3755 S School Avenue #49
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 792 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  19. Photo of 50 Central Avenue #14G, Sarasota, FL 34236 (MLS # A4611548)
    $1,730,000
    Photo of 50 Central Avenue #14G, Sarasota, FL 34236 (MLS # A4611548)
    Photo of 50 Central Avenue #14G, Sarasota, FL 34236 (MLS # A4611548)
    56
     
    50 Central Avenue #14G, Sarasota, FL
    50 Central Avenue #14G
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,903 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  20. Photo of 3101 Bee Ridge Road #104, Sarasota, FL 34239 (MLS # A4611598)
    $1,800
    Photo of 3101 Bee Ridge Road #104, Sarasota, FL 34239 (MLS # A4611598)
    Photo of 3101 Bee Ridge Road #104, Sarasota, FL 34239 (MLS # A4611598)
    3101 Bee Ridge Road #104, Sarasota, FL
    3101 Bee Ridge Road #104
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 728 Home (sqft)
    • 1 Bath
    • 1.25 Lot (ac)
  21. Photo of 102 Seagull Lane, Sarasota, FL 34236 (MLS # A4609821)
    $6,900,000
    Photo of 102 Seagull Lane, Sarasota, FL 34236 (MLS # A4609821)
    Photo of 102 Seagull Lane, Sarasota, FL 34236 (MLS # A4609821)
    102 Seagull Lane, Sarasota, FL
    102 Seagull Lane
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 3,706 Home (sqft)
    • 3 Baths
    • 21,345 Lot (sqft)
  22. Photo of 215 67th Street, Holmes Beach, FL 34217 (MLS # A4611384)
    $950,000
    Photo of 215 67th Street, Holmes Beach, FL 34217 (MLS # A4611384)
    Photo of 215 67th Street, Holmes Beach, FL 34217 (MLS # A4611384)
    215 67th Street, Holmes Beach, FL
    215 67th Street
    Holmes Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,038 Home (sqft)
    • 2 Baths
    • 20,909 Lot (sqft)
  23. Photo of Key Avenue, Sarasota, FL 34239 (MLS # A4611481)
    $339,000
    Photo of Key Avenue, Sarasota, FL 34239 (MLS # A4611481)
    Photo of Key Avenue, Sarasota, FL 34239 (MLS # A4611481)
    Key Avenue, Sarasota, FL
    Key Avenue
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,455 Lot (sqft)
  24. Photo of 2239 Hillview Street, Sarasota, FL 34239 (MLS # A4611496)
    $2,790
    Photo of 2239 Hillview Street, Sarasota, FL 34239 (MLS # A4611496)
    Photo of 2239 Hillview Street, Sarasota, FL 34239 (MLS # A4611496)
    2239 Hillview Street, Sarasota, FL
    2239 Hillview Street
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,202 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  25. Photo of 2737 Hillview Street, Sarasota, FL 34239 (MLS # A4610623)
    $595,000
    Photo of 2737 Hillview Street, Sarasota, FL 34239 (MLS # A4610623)
    Photo of 2737 Hillview Street, Sarasota, FL 34239 (MLS # A4610623)
    46
     
    2737 Hillview Street, Sarasota, FL
    2737 Hillview Street
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 1,612 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  26. Photo of 2125 Datura Street, Sarasota, FL 34239 (MLS # A4610617)
    $3,325,000
    Photo of 2125 Datura Street, Sarasota, FL 34239 (MLS # A4610617)
    Photo of 2125 Datura Street, Sarasota, FL 34239 (MLS # A4610617)
    2125 Datura Street, Sarasota, FL
    2125 Datura Street
    Sarasota, FL
    • 6 Beds
    • 6 Baths
    • 3,900 Home (sqft)
    • 6 Baths
    • 8,712 Lot (sqft)
  27. Photo of 5055 Gulf Of Mexico Drive #436, Longboat Key, FL 34228 (MLS # A4611290)
    $1,089,000
    Photo of 5055 Gulf Of Mexico Drive #436, Longboat Key, FL 34228 (MLS # A4611290)
    Photo of 5055 Gulf Of Mexico Drive #436, Longboat Key, FL 34228 (MLS # A4611290)
    5055 Gulf Of Mexico Drive #436, Longboat Key, FL
    5055 Gulf Of Mexico Drive #436
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 1,632 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  28. Photo of Sarasota, FL 34236 (MLS # A4611448)
    $4,400
    Photo of Sarasota, FL 34236 (MLS # A4611448)
    Photo of Sarasota, FL 34236 (MLS # A4611448)
    MLS # A4611448, Sarasota, FL
    MLS # A4611448
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 991 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 5515 Contento Drive, Sarasota, FL 34242 (MLS # A4611334)
    $1,895,000
    Photo of 5515 Contento Drive, Sarasota, FL 34242 (MLS # A4611334)
    Photo of 5515 Contento Drive, Sarasota, FL 34242 (MLS # A4611334)
    5515 Contento Drive, Sarasota, FL
    5515 Contento Drive
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,223 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  30. Photo of 539 Avenida Del Norte, Sarasota, FL 34242 (MLS # A4610928)
    $5,500,000
    Photo of 539 Avenida Del Norte, Sarasota, FL 34242 (MLS # A4610928)
    Photo of 539 Avenida Del Norte, Sarasota, FL 34242 (MLS # A4610928)
    539 Avenida Del Norte, Sarasota, FL
    539 Avenida Del Norte
    Sarasota, FL
    • 5 Beds
    • 4 Baths
    • 4,195 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
Previous Page 1 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 5/27/24 3:11 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

        ×