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 221 Tenacity Lane #221, Sarasota, FL 34242 (MLS # A4607694)
    $1,665,000
    Photo of 221 Tenacity Lane #221, Sarasota, FL 34242 (MLS # A4607694)
    Photo of 221 Tenacity Lane #221, Sarasota, FL 34242 (MLS # A4607694)
    221 Tenacity Lane #221, Sarasota, FL
    221 Tenacity Lane #221
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,041 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  2. Photo of 1800 Benjamin Franklin Drive #A403, Sarasota, FL 34236 (MLS # A4606780)
    $1,118,000
    Photo of 1800 Benjamin Franklin Drive #A403, Sarasota, FL 34236 (MLS # A4606780)
    Photo of 1800 Benjamin Franklin Drive #A403, Sarasota, FL 34236 (MLS # A4606780)
    1800 Benjamin Franklin Drive #A403, Sarasota, FL
    1800 Benjamin Franklin Drive #A403
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,350 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  3. Photo of 1754 10th Street, Sarasota, FL 34236 (MLS # A4606611)
    $699,000
    Photo of 1754 10th Street, Sarasota, FL 34236 (MLS # A4606611)
    Photo of 1754 10th Street, Sarasota, FL 34236 (MLS # A4606611)
    1754 10th Street, Sarasota, FL
    1754 10th Street
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6,534 Lot (sqft)
  4. Photo of 111 Golden Gate Point #201, Sarasota, FL 34236 (MLS # A4607687)
    $2,550,000
    Photo of 111 Golden Gate Point #201, Sarasota, FL 34236 (MLS # A4607687)
    Photo of 111 Golden Gate Point #201, Sarasota, FL 34236 (MLS # A4607687)
    111 Golden Gate Point #201, Sarasota, FL
    111 Golden Gate Point #201
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,505 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  5. Photo of 1250 N Portofino Drive #305MAR, Sarasota, FL 34242 (MLS # A4606532)
    $2,000
    Photo of 1250 N Portofino Drive #305MAR, Sarasota, FL 34242 (MLS # A4606532)
    Photo of 1250 N Portofino Drive #305MAR, Sarasota, FL 34242 (MLS # A4606532)
    1250 N Portofino Drive #305MAR, Sarasota, FL
    1250 N Portofino Drive #305MAR
    Sarasota, FL
    • 1 Bed
    • 2 Baths
    • 780 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 5216 Calle De Costa Rica, Sarasota, FL 34242 (MLS # A4607652)
    $6,800
    Photo of 5216 Calle De Costa Rica, Sarasota, FL 34242 (MLS # A4607652)
    Photo of 5216 Calle De Costa Rica, Sarasota, FL 34242 (MLS # A4607652)
    35
     
    5216 Calle De Costa Rica, Sarasota, FL
    5216 Calle De Costa Rica
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,290 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  7. Photo of 8630 Midnight Pass Road #405A, Sarasota, FL 34242 (MLS # A4607681)
    $10,500
    Photo of 8630 Midnight Pass Road #405A, Sarasota, FL 34242 (MLS # A4607681)
    Photo of 8630 Midnight Pass Road #405A, Sarasota, FL 34242 (MLS # A4607681)
    8630 Midnight Pass Road #405A, Sarasota, FL
    8630 Midnight Pass Road #405A
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,222 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  8. Photo of 5683 Midnight Pass Road #109, Sarasota, FL 34242 (MLS # A4607677)
    $5,400
    Photo of 5683 Midnight Pass Road #109, Sarasota, FL 34242 (MLS # A4607677)
    Photo of 5683 Midnight Pass Road #109, Sarasota, FL 34242 (MLS # A4607677)
    41
     
    5683 Midnight Pass Road #109, Sarasota, FL
    5683 Midnight Pass Road #109
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 797 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  9. Photo of 301 Quay Commons #1007, Sarasota, FL 34236 (MLS # A4607651)
    $1,600,000
    Photo of 301 Quay Commons #1007, Sarasota, FL 34236 (MLS # A4607651)
    Photo of 301 Quay Commons #1007, Sarasota, FL 34236 (MLS # A4607651)
    301 Quay Commons #1007, Sarasota, FL
    301 Quay Commons #1007
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,578 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  10. Photo of 1055 Beach Road #B203, Sarasota, FL 34242 (MLS # A4607669)
    $8,700
    Photo of 1055 Beach Road #B203, Sarasota, FL 34242 (MLS # A4607669)
    Photo of 1055 Beach Road #B203, Sarasota, FL 34242 (MLS # A4607669)
    38
     
    1055 Beach Road #B203, Sarasota, FL
    1055 Beach Road #B203
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,204 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 3700 S Osprey Avenue #121, Sarasota, FL 34239 (MLS # A4607447)
    $269,000
    Photo of 3700 S Osprey Avenue #121, Sarasota, FL 34239 (MLS # A4607447)
    Photo of 3700 S Osprey Avenue #121, Sarasota, FL 34239 (MLS # A4607447)
    3700 S Osprey Avenue #121, Sarasota, FL
    3700 S Osprey Avenue #121
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,053 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 1703 Main Street #1203, Sarasota, FL 34236 (MLS # A4607642)
    $2,245,000
    Photo of 1703 Main Street #1203, Sarasota, FL 34236 (MLS # A4607642)
    Photo of 1703 Main Street #1203, Sarasota, FL 34236 (MLS # A4607642)
    1703 Main Street #1203, Sarasota, FL
    1703 Main Street #1203
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,160 Home (sqft)
    • 4 Baths
    • 18,731 Lot (sqft)
  13. Photo of 306 Beach Road #306, Sarasota, FL 34242 (MLS # A4607636)
    $13,200
    Photo of 306 Beach Road #306, Sarasota, FL 34242 (MLS # A4607636)
    Photo of 306 Beach Road #306, Sarasota, FL 34242 (MLS # A4607636)
    48
     
    306 Beach Road #306, Sarasota, FL
    306 Beach Road #306
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,041 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  14. Photo of 5640 Cape Leyte Drive, Sarasota, FL 34242 (MLS # A4607612)
    $10,500
    Photo of 5640 Cape Leyte Drive, Sarasota, FL 34242 (MLS # A4607612)
    Photo of 5640 Cape Leyte Drive, Sarasota, FL 34242 (MLS # A4607612)
    58
     
    5640 Cape Leyte Drive, Sarasota, FL
    5640 Cape Leyte Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 2,002 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  15. Photo of 338 Avenida De Paradisio, Sarasota, FL 34242 (MLS # A4607598)
    $6,500
    Photo of 338 Avenida De Paradisio, Sarasota, FL 34242 (MLS # A4607598)
    Photo of 338 Avenida De Paradisio, Sarasota, FL 34242 (MLS # A4607598)
    45
     
    338 Avenida De Paradisio, Sarasota, FL
    338 Avenida De Paradisio
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,735 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  16. Photo of 4255 Gulf Drive #116, Holmes Beach, FL 34217 (MLS # A4607469)
    $620,000
    Photo of 4255 Gulf Drive #116, Holmes Beach, FL 34217 (MLS # A4607469)
    Photo of 4255 Gulf Drive #116, Holmes Beach, FL 34217 (MLS # A4607469)
    4255 Gulf Drive #116, Holmes Beach, FL
    4255 Gulf Drive #116
    Holmes Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,220 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 5129 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4607518)
    $15,000
    Photo of 5129 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4607518)
    Photo of 5129 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4607518)
    65
     
    5129 Sandy Cove Avenue, Sarasota, FL
    5129 Sandy Cove Avenue
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,823 Home (sqft)
    • 3 Baths
    • 14,375 Lot (sqft)
  18. Photo of 634 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4607411)
    $3,700,000
    Photo of 634 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4607411)
    Photo of 634 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4607411)
    37
     
    634 Key Royale Drive, Holmes Beach, FL
    634 Key Royale Drive
    Holmes Beach, FL
    • 4 Beds
    • 4 Baths
    • 3,020 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
  19. Photo of 1500 State Street #402, Sarasota, FL 34236 (MLS # N6132436)
    $629,900
    Photo of 1500 State Street #402, Sarasota, FL 34236 (MLS # N6132436)
    Photo of 1500 State Street #402, Sarasota, FL 34236 (MLS # N6132436)
    1500 State Street #402, Sarasota, FL
    1500 State Street #402
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 752 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  20. Photo of 5577 Contento Drive, Sarasota, FL 34242 (MLS # A4607468)
    $6,500
    Photo of 5577 Contento Drive, Sarasota, FL 34242 (MLS # A4607468)
    Photo of 5577 Contento Drive, Sarasota, FL 34242 (MLS # A4607468)
    41
     
    5577 Contento Drive, Sarasota, FL
    5577 Contento Drive
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,424 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  21. Photo of 5024 Higel Avenue, Sarasota, FL 34242 (MLS # A4607487)
    $10,500
    Photo of 5024 Higel Avenue, Sarasota, FL 34242 (MLS # A4607487)
    Photo of 5024 Higel Avenue, Sarasota, FL 34242 (MLS # A4607487)
    59
     
    5024 Higel Avenue, Sarasota, FL
    5024 Higel Avenue
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,999 Home (sqft)
    • 3 Baths
    • 15,246 Lot (sqft)
  22. Photo of 116 Vista Hermosa Circle #308C, Sarasota, FL 34242 (MLS # A4607431)
    $7,500
    Photo of 116 Vista Hermosa Circle #308C, Sarasota, FL 34242 (MLS # A4607431)
    Photo of 116 Vista Hermosa Circle #308C, Sarasota, FL 34242 (MLS # A4607431)
    66
     
    116 Vista Hermosa Circle #308C, Sarasota, FL
    116 Vista Hermosa Circle #308C
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 900 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  23. Photo of 1350 Main Street #1202, Sarasota, FL 34236 (MLS # A4607465)
    $3,800
    Photo of 1350 Main Street #1202, Sarasota, FL 34236 (MLS # A4607465)
    Photo of 1350 Main Street #1202, Sarasota, FL 34236 (MLS # A4607465)
    85
     
    1350 Main Street #1202, Sarasota, FL
    1350 Main Street #1202
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,336 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  24. Photo of 5860 Midnight Pass Road #52, Sarasota, FL 34242 (MLS # A4607426)
    $7,500
    Photo of 5860 Midnight Pass Road #52, Sarasota, FL 34242 (MLS # A4607426)
    Photo of 5860 Midnight Pass Road #52, Sarasota, FL 34242 (MLS # A4607426)
    5860 Midnight Pass Road #52, Sarasota, FL
    5860 Midnight Pass Road #52
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,160 Home (sqft)
    • 3 Baths
    • 3.00 Lot (ac)
  25. Photo of 3029 Bahia Vista Street, Sarasota, FL 34239 (MLS # A4607080)
    $675,000
    Photo of 3029 Bahia Vista Street, Sarasota, FL 34239 (MLS # A4607080)
    Photo of 3029 Bahia Vista Street, Sarasota, FL 34239 (MLS # A4607080)
    3029 Bahia Vista Street, Sarasota, FL
    3029 Bahia Vista Street
    Sarasota, FL
    • 5 Beds
    • 3 Baths
    • 2,172 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
  26. Photo of 1308 Old Stickney Point Road #WP3, Sarasota, FL 34242 (MLS # A4606246)
    $15,000
    Photo of 1308 Old Stickney Point Road #WP3, Sarasota, FL 34242 (MLS # A4606246)
    Photo of 1308 Old Stickney Point Road #WP3, Sarasota, FL 34242 (MLS # A4606246)
    1308 Old Stickney Point Road #WP3, Sarasota, FL
    1308 Old Stickney Point Road #WP3
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,524 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  27. Photo of 540 N Tamiami Trail #1401, Sarasota, FL 34236 (MLS # A4607593)
    $4,750,000
    Photo of 540 N Tamiami Trail #1401, Sarasota, FL 34236 (MLS # A4607593)
    Photo of 540 N Tamiami Trail #1401, Sarasota, FL 34236 (MLS # A4607593)
    540 N Tamiami Trail #1401, Sarasota, FL
    540 N Tamiami Trail #1401
    Sarasota, FL
    • 3 Beds
    • 5 Baths
    • 3,630 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  28. Photo of 1064 N Tamiami Trail #1408, Sarasota, FL 34236 (MLS # A4606907)
    $439,000
    Photo of 1064 N Tamiami Trail #1408, Sarasota, FL 34236 (MLS # A4606907)
    Photo of 1064 N Tamiami Trail #1408, Sarasota, FL 34236 (MLS # A4606907)
    1064 N Tamiami Trail #1408, Sarasota, FL
    1064 N Tamiami Trail #1408
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 985 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 620 Venice Lane, Sarasota, FL 34242 (MLS # A4607382)
    $5,250
    Photo of 620 Venice Lane, Sarasota, FL 34242 (MLS # A4607382)
    Photo of 620 Venice Lane, Sarasota, FL 34242 (MLS # A4607382)
    620 Venice Lane, Sarasota, FL
    620 Venice Lane
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 2,004 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  30. Photo of 2170 Waldemere Street, Sarasota, FL 34239 (MLS # A4607483)
    $2,500
    Photo of 2170 Waldemere Street, Sarasota, FL 34239 (MLS # A4607483)
    Photo of 2170 Waldemere Street, Sarasota, FL 34239 (MLS # A4607483)
    22
     
    2170 Waldemere Street, Sarasota, FL
    2170 Waldemere Street
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 993 Home (sqft)
    • 2 Baths
    • 8,712 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 4/18/24 8:03 AM 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

        ×