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
91 - 120 of 500+ | Previous Page 4 of 17 Next
  1. Photo of 12126 Center Place, Sarasota, FL 34236 (MLS # A4593015)
    $6,995,000
    Photo of 12126 Center Place, Sarasota, FL 34236 (MLS # A4593015)
    Photo of 12126 Center Place, Sarasota, FL 34236 (MLS # A4593015)
    12126 Center Place, Sarasota, FL
    12126 Center Place
    Sarasota, FL
    • 5 Beds
    • 7 Baths
    • 4,750 Home (sqft)
    • 7 Baths
    • 12,197 Lot (sqft)
  2. Photo of 201 Bay Drive N, Bradenton Beach, FL 34217 (MLS # A4595177)
    $6,900,000
    Photo of 201 Bay Drive N, Bradenton Beach, FL 34217 (MLS # A4595177)
    Photo of 201 Bay Drive N, Bradenton Beach, FL 34217 (MLS # A4595177)
    201 Bay Drive N, Bradenton Beach, FL
    201 Bay Drive N
    Bradenton Beach, FL
    • 8 Beds
    • 9 Baths
    • 3,500 Home (sqft)
    • 9 Baths
    • 6,534 Lot (sqft)
  3. Photo of 223 Golden Gate Point #9C, Sarasota, FL 34236 (MLS # A4593397)
    $6,900,000
    Photo of 223 Golden Gate Point #9C, Sarasota, FL 34236 (MLS # A4593397)
    Photo of 223 Golden Gate Point #9C, Sarasota, FL 34236 (MLS # A4593397)
    223 Golden Gate Point #9C, Sarasota, FL
    223 Golden Gate Point #9C
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,068 Home (sqft)
    • 4 Baths
    • 43,560 Lot (sqft)
  4. Photo of 804 N Shore Drive, Anna Maria, FL 34216 (MLS # A4583175)
    $6,875,000
    Photo of 804 N Shore Drive, Anna Maria, FL 34216 (MLS # A4583175)
    Photo of 804 N Shore Drive, Anna Maria, FL 34216 (MLS # A4583175)
    804 N Shore Drive, Anna Maria, FL
    804 N Shore Drive
    Anna Maria, FL
    • 7 Beds
    • 3 Baths
    • 5,462 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  5. Photo of 538 Canal Road, Sarasota, FL 34242 (MLS # A4571945)
    $6,850,000
    Photo of 538 Canal Road, Sarasota, FL 34242 (MLS # A4571945)
    Photo of 538 Canal Road, Sarasota, FL 34242 (MLS # A4571945)
    538 Canal Road, Sarasota, FL
    538 Canal Road
    Sarasota, FL
    • 8 Beds
    • 7 Baths
    • 4,094 Home (sqft)
    • 7 Baths
    • 6,534 Lot (sqft)
  6. Photo of 810 S Bay Boulevard #A, Anna Maria, FL 34216 (MLS # A4570743)
    $6,795,000
    Photo of 810 S Bay Boulevard #A, Anna Maria, FL 34216 (MLS # A4570743)
    Photo of 810 S Bay Boulevard #A, Anna Maria, FL 34216 (MLS # A4570743)
    810 S Bay Boulevard #A, Anna Maria, FL
    810 S Bay Boulevard #A
    Anna Maria, FL
    • 4 Beds
    • 5 Baths
    • 4,360 Home (sqft)
    • 5 Baths
    • 11,326 Lot (sqft)
  7. Photo of 540 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4584408)
    $6,790,000
    Photo of 540 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4584408)
    Photo of 540 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4584408)
    540 Harbor Point Road, Longboat Key, FL
    540 Harbor Point Road
    Longboat Key, FL
    • 5 Beds
    • 6 Baths
    • 4,626 Home (sqft)
    • 6 Baths
    • 14,811 Lot (sqft)
  8. Photo of 555 Quay Common #1603, Sarasota, FL 34236 (MLS # A4586301)
    $6,774,000
    Photo of 555 Quay Common #1603, Sarasota, FL 34236 (MLS # A4586301)
    Photo of 555 Quay Common #1603, Sarasota, FL 34236 (MLS # A4586301)
    555 Quay Common #1603, Sarasota, FL
    555 Quay Common #1603
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,863 Home (sqft)
    • 4 Baths
    • 42,689 Lot (sqft)
  9. Photo of 6548 Sabal Drive, Sarasota, FL 34242 (MLS # A4587425)
    $6,750,000
    Photo of 6548 Sabal Drive, Sarasota, FL 34242 (MLS # A4587425)
    Photo of 6548 Sabal Drive, Sarasota, FL 34242 (MLS # A4587425)
    6548 Sabal Drive, Sarasota, FL
    6548 Sabal Drive
    Sarasota, FL
    • 9 Beds
    • 10 Baths
    • 4,514 Home (sqft)
    • 10 Baths
    • 8,277 Lot (sqft)
  10. Photo of 1389 Tangier Way, Sarasota, FL 34239 (MLS # A4579881)
    $6,750,000
    Photo of 1389 Tangier Way, Sarasota, FL 34239 (MLS # A4579881)
    Photo of 1389 Tangier Way, Sarasota, FL 34239 (MLS # A4579881)
    1389 Tangier Way, Sarasota, FL
    1389 Tangier Way
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 5,310 Home (sqft)
    • 5 Baths
    • 16,989 Lot (sqft)
  11. Photo of 332 Avenida De Mayo, Sarasota, FL 34242 (MLS # A4571946)
    $6,750,000
    Photo of 332 Avenida De Mayo, Sarasota, FL 34242 (MLS # A4571946)
    Photo of 332 Avenida De Mayo, Sarasota, FL 34242 (MLS # A4571946)
    332 Avenida De Mayo, Sarasota, FL
    332 Avenida De Mayo
    Sarasota, FL
    • 8 Beds
    • 9 Baths
    • 4,055 Home (sqft)
    • 9 Baths
    • 5,663 Lot (sqft)
  12. Photo of 551 Putter Lane, Longboat Key, FL 34228 (MLS # A4598523)
    $6,749,000
    Photo of 551 Putter Lane, Longboat Key, FL 34228 (MLS # A4598523)
    Photo of 551 Putter Lane, Longboat Key, FL 34228 (MLS # A4598523)
    551 Putter Lane, Longboat Key, FL
    551 Putter Lane
    Longboat Key, FL
    • 4 Beds
    • 6 Baths
    • 5,300 Home (sqft)
    • 6 Baths
    • 11,326 Lot (sqft)
  13. Photo of 443 E Royal Flamingo Drive, Sarasota, FL 34236 (MLS # D6133429)
    $6,700,000
    Photo of 443 E Royal Flamingo Drive, Sarasota, FL 34236 (MLS # D6133429)
    Photo of 443 E Royal Flamingo Drive, Sarasota, FL 34236 (MLS # D6133429)
    443 E Royal Flamingo Drive, Sarasota, FL
    443 E Royal Flamingo Drive
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,426 Home (sqft)
    • 4 Baths
    • 14,811 Lot (sqft)
  14. Photo of 5610 Avenida Del Mare, Sarasota, FL 34242 (MLS # A4596641)
    $6,600,000
    Photo of 5610 Avenida Del Mare, Sarasota, FL 34242 (MLS # A4596641)
    Photo of 5610 Avenida Del Mare, Sarasota, FL 34242 (MLS # A4596641)
    5610 Avenida Del Mare, Sarasota, FL
    5610 Avenida Del Mare
    Sarasota, FL
    • 7 Beds
    • 9 Baths
    • 5,331 Home (sqft)
    • 9 Baths
    • 12,197 Lot (sqft)
  15. Photo of 1449 Hillview Drive, Sarasota, FL 34239 (MLS # A4600257)
    $6,500,000
    Photo of 1449 Hillview Drive, Sarasota, FL 34239 (MLS # A4600257)
    Photo of 1449 Hillview Drive, Sarasota, FL 34239 (MLS # A4600257)
    1449 Hillview Drive, Sarasota, FL
    1449 Hillview Drive
    Sarasota, FL
    • 5 Beds
    • 5 Baths
    • 4,982 Home (sqft)
    • 5 Baths
    • 30,057 Lot (sqft)
  16. Photo of 401 Quay #1101, Sarasota, FL 34236 (MLS # A4600374)
    $6,500,000
    Photo of 401 Quay #1101, Sarasota, FL 34236 (MLS # A4600374)
    Photo of 401 Quay #1101, Sarasota, FL 34236 (MLS # A4600374)
    79
     
    401 Quay #1101, Sarasota, FL
    401 Quay #1101
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,798 Home (sqft)
    • 4 Baths
    • 1.87 Lot (ac)
  17. Photo of 4651 Gulf Of Mexico Drive #402, Longboat Key, FL 34228 (MLS # A4594393)
    $6,500,000
    Photo of 4651 Gulf Of Mexico Drive #402, Longboat Key, FL 34228 (MLS # A4594393)
    Photo of 4651 Gulf Of Mexico Drive #402, Longboat Key, FL 34228 (MLS # A4594393)
    4651 Gulf Of Mexico Drive #402, Longboat Key, FL
    4651 Gulf Of Mexico Drive #402
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 3,900 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  18. Photo of 495 Mckinley Drive, Sarasota, FL 34236 (MLS # A4592328)
    $6,500,000
    Photo of 495 Mckinley Drive, Sarasota, FL 34236 (MLS # A4592328)
    Photo of 495 Mckinley Drive, Sarasota, FL 34236 (MLS # A4592328)
    495 Mckinley Drive, Sarasota, FL
    495 Mckinley Drive
    Sarasota, FL
    • 4 Beds
    • 6 Baths
    • 3,903 Home (sqft)
    • 6 Baths
    • 15,246 Lot (sqft)
  19. Photo of 340 JACKSON DRIVE, SARASOTA, FL 34236 (MLS # A4587407)
    $6,500,000
    Photo of 340 JACKSON DRIVE, SARASOTA, FL 34236 (MLS # A4587407)
    Photo of 340 JACKSON DRIVE, SARASOTA, FL 34236 (MLS # A4587407)
    340 JACKSON DRIVE, SARASOTA, FL
    340 JACKSON DRIVE
    SARASOTA, FL
    • 5 Beds
    • 6 Baths
    • 3,470 Home (sqft)
    • 6 Baths
    • 11,326 Lot (sqft)
  20. Photo of 4651 Gulf Of Mexico Drive #303, Longboat Key, FL 34228 (MLS # A4570877)
    $6,500,000
    Photo of 4651 Gulf Of Mexico Drive #303, Longboat Key, FL 34228 (MLS # A4570877)
    Photo of 4651 Gulf Of Mexico Drive #303, Longboat Key, FL 34228 (MLS # A4570877)
    4651 Gulf Of Mexico Drive #303, Longboat Key, FL
    4651 Gulf Of Mexico Drive #303
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 4,060 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  21. Photo of 511 Bayview Drive, Holmes Beach, FL 34217 (MLS # A4562528)
    $6,500,000
    Photo of 511 Bayview Drive, Holmes Beach, FL 34217 (MLS # A4562528)
    Photo of 511 Bayview Drive, Holmes Beach, FL 34217 (MLS # A4562528)
    511 Bayview Drive, Holmes Beach, FL
    511 Bayview Drive
    Holmes Beach, FL
    • 4 Beds
    • 5 Baths
    • 3,353 Home (sqft)
    • 5 Baths
    • 9,148 Lot (sqft)
  22. Photo of 1107 Bay Drive N, Bradenton Beach, FL 34217 (MLS # A4603005)
    $6,495,000
    Photo of 1107 Bay Drive N, Bradenton Beach, FL 34217 (MLS # A4603005)
    Photo of 1107 Bay Drive N, Bradenton Beach, FL 34217 (MLS # A4603005)
    1107 Bay Drive N, Bradenton Beach, FL
    1107 Bay Drive N
    Bradenton Beach, FL
    • 7 Beds
    • 8 Baths
    • 3,434 Home (sqft)
    • 8 Baths
    • 6,099 Lot (sqft)
  23. Photo of 585 Gunwale Lane, Longboat Key, FL 34228 (MLS # A4592372)
    $6,490,000
    Photo of 585 Gunwale Lane, Longboat Key, FL 34228 (MLS # A4592372)
    Photo of 585 Gunwale Lane, Longboat Key, FL 34228 (MLS # A4592372)
    585 Gunwale Lane, Longboat Key, FL
    585 Gunwale Lane
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 4,733 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
  24. Photo of 9230 Blind Pass Road, Sarasota, FL 34242 (MLS # A4590219)
    $6,395,000
    Photo of 9230 Blind Pass Road, Sarasota, FL 34242 (MLS # A4590219)
    Photo of 9230 Blind Pass Road, Sarasota, FL 34242 (MLS # A4590219)
    49
     
    9230 Blind Pass Road, Sarasota, FL
    9230 Blind Pass Road
    Sarasota, FL
    • 4 Beds
    • 7 Baths
    • 7,509 Home (sqft)
    • 7 Baths
    • 15,246 Lot (sqft)
  25. Photo of 668 Quay Commons #1804, Sarasota, FL 34236 (MLS # A4595241)
    $6,300,000
    Photo of 668 Quay Commons #1804, Sarasota, FL 34236 (MLS # A4595241)
    Photo of 668 Quay Commons #1804, Sarasota, FL 34236 (MLS # A4595241)
    14
     
    668 Quay Commons #1804, Sarasota, FL
    668 Quay Commons #1804
    Sarasota, FL
    • 3 Beds
    • 5 Baths
    • 3,996 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  26. Photo of 112 50th Street, Holmes Beach, FL 34217 (MLS # A4602212)
    $6,200,000
    Photo of 112 50th Street, Holmes Beach, FL 34217 (MLS # A4602212)
    Photo of 112 50th Street, Holmes Beach, FL 34217 (MLS # A4602212)
    112 50th Street, Holmes Beach, FL
    112 50th Street
    Holmes Beach, FL
    • 4 Beds
    • 5 Baths
    • 3,791 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  27. Photo of 903 N Shore Drive #A, Anna Maria, FL 34216 (MLS # A4597685)
    $6,199,000
    Photo of 903 N Shore Drive #A, Anna Maria, FL 34216 (MLS # A4597685)
    Photo of 903 N Shore Drive #A, Anna Maria, FL 34216 (MLS # A4597685)
    903 N Shore Drive #A, Anna Maria, FL
    903 N Shore Drive #A
    Anna Maria, FL
    • 4 Beds
    • 5 Baths
    • 2,971 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  28. Photo of 50 Central Avenue #17PHC, Sarasota, FL 34236 (MLS # A4600303)
    $6,000,000
    Photo of 50 Central Avenue #17PHC, Sarasota, FL 34236 (MLS # A4600303)
    Photo of 50 Central Avenue #17PHC, Sarasota, FL 34236 (MLS # A4600303)
    50 Central Avenue #17PHC, Sarasota, FL
    50 Central Avenue #17PHC
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 4,174 Home (sqft)
    • 4 Baths
    • 20,474 Lot (sqft)
  29. Photo of 739 N Shore Drive, Anna Maria, FL 34216 (MLS # A4595633)
    $6,000,000
    Photo of 739 N Shore Drive, Anna Maria, FL 34216 (MLS # A4595633)
    Photo of 739 N Shore Drive, Anna Maria, FL 34216 (MLS # A4595633)
    739 N Shore Drive, Anna Maria, FL
    739 N Shore Drive
    Anna Maria, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 23,523 Lot (sqft)
  30. Photo of 327 Hardin Avenue, Anna Maria, FL 34216 (MLS # T3487085)
    $5,999,000
    Photo of 327 Hardin Avenue, Anna Maria, FL 34216 (MLS # T3487085)
    Photo of 327 Hardin Avenue, Anna Maria, FL 34216 (MLS # T3487085)
    327 Hardin Avenue, Anna Maria, FL
    327 Hardin Avenue
    Anna Maria, FL
    • 4 Beds
    • 4 Baths
    • 4,400 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
Previous Page 4 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 3/28/24 5:59 PM PDT.

This IDX Website is powered by 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

        ×