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 3523 Jacinto Court, Sarasota, FL 34239 (MLS # A4622291)
    $1,875,000
    Photo of 3523 Jacinto Court, Sarasota, FL 34239 (MLS # A4622291)
    Photo of 3523 Jacinto Court, Sarasota, FL 34239 (MLS # A4622291)
    62
     
    3523 Jacinto Court, Sarasota, FL
    3523 Jacinto Court
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 2,956 Home (sqft)
    • 5 Baths
    • 5,663 Lot (sqft)
  2. Photo of 2675 Gulf Of Mexico Drive #302, Longboat Key, FL 34228 (MLS # A4623295)
    $8,000
    Photo of 2675 Gulf Of Mexico Drive #302, Longboat Key, FL 34228 (MLS # A4623295)
    Photo of 2675 Gulf Of Mexico Drive #302, Longboat Key, FL 34228 (MLS # A4623295)
    20
     
    2675 Gulf Of Mexico Drive #302, Longboat Key, FL
    2675 Gulf Of Mexico Drive #302
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,896 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  3. Photo of 1350 Main Street #1410, Sarasota, FL 34236 (MLS # A4623258)
    $8,500
    Photo of 1350 Main Street #1410, Sarasota, FL 34236 (MLS # A4623258)
    Photo of 1350 Main Street #1410, Sarasota, FL 34236 (MLS # A4623258)
    53
     
    1350 Main Street #1410, Sarasota, FL
    1350 Main Street #1410
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 2,288 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  4. Photo of 616 Lyons Lane, Longboat Key, FL 34228 (MLS # TB8302903)
    $1,397,000
    Photo of 616 Lyons Lane, Longboat Key, FL 34228 (MLS # TB8302903)
    Photo of 616 Lyons Lane, Longboat Key, FL 34228 (MLS # TB8302903)
    616 Lyons Lane, Longboat Key, FL
    616 Lyons Lane
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 1,755 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  5. Photo of 6250 Holmes Boulevard #71, Holmes Beach, FL 34217 (MLS # A4622915)
    $999,000
    Photo of 6250 Holmes Boulevard #71, Holmes Beach, FL 34217 (MLS # A4622915)
    Photo of 6250 Holmes Boulevard #71, Holmes Beach, FL 34217 (MLS # A4622915)
    6250 Holmes Boulevard #71, Holmes Beach, FL
    6250 Holmes Boulevard #71
    Holmes Beach, FL
    • 3 Beds
    • 3 Baths
    • 1,536 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  6. Photo of 1901 Hyde Park St #G, Sarasota, FL 34239 (MLS # A4623194)
    $1,650
    Photo of 1901 Hyde Park St #G, Sarasota, FL 34239 (MLS # A4623194)
    Photo of 1901 Hyde Park St #G, Sarasota, FL 34239 (MLS # A4623194)
    1901 Hyde Park St #G, Sarasota, FL
    1901 Hyde Park St #G
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 500 Home (sqft)
    • 1 Bath
    • 43,560 Lot (sqft)
  7. Photo of 101 Benjamin Franklin Drive #64, Sarasota, FL 34236 (MLS # A4623180)
    $3,600
    Photo of 101 Benjamin Franklin Drive #64, Sarasota, FL 34236 (MLS # A4623180)
    Photo of 101 Benjamin Franklin Drive #64, Sarasota, FL 34236 (MLS # A4623180)
    101 Benjamin Franklin Drive #64, Sarasota, FL
    101 Benjamin Franklin Drive #64
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,275 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  8. Photo of 111 S Pineapple Avenue #919, Sarasota, FL 34236 (MLS # A4621820)
    $1,550,000
    Photo of 111 S Pineapple Avenue #919, Sarasota, FL 34236 (MLS # A4621820)
    Photo of 111 S Pineapple Avenue #919, Sarasota, FL 34236 (MLS # A4621820)
    111 S Pineapple Avenue #919, Sarasota, FL
    111 S Pineapple Avenue #919
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,575 Home (sqft)
    • 3 Baths
    • 1.66 Lot (ac)
  9. Photo of 1823 6th St, Sarasota, FL 34236 (MLS # A4623145)
    $1,900
    Photo of 1823 6th St, Sarasota, FL 34236 (MLS # A4623145)
    Photo of 1823 6th St, Sarasota, FL 34236 (MLS # A4623145)
    1823 6th St, Sarasota, FL
    1823 6th St
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 740 Home (sqft)
    • 1 Bath
    • 21,780 Lot (sqft)
  10. Photo of 1500 State Street #303, Sarasota, FL 34236 (MLS # A4623132)
    $689,000
    Photo of 1500 State Street #303, Sarasota, FL 34236 (MLS # A4623132)
    Photo of 1500 State Street #303, Sarasota, FL 34236 (MLS # A4623132)
    1500 State Street #303, Sarasota, FL
    1500 State Street #303
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 736 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  11. Photo of 6006 Midnight Pass Road #19, Sarasota, FL 34242 (MLS # A4622221)
    $800,000
    Photo of 6006 Midnight Pass Road #19, Sarasota, FL 34242 (MLS # A4622221)
    Photo of 6006 Midnight Pass Road #19, Sarasota, FL 34242 (MLS # A4622221)
    6006 Midnight Pass Road #19, Sarasota, FL
    6006 Midnight Pass Road #19
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 840 Home (sqft)
    • 2 Baths
    • 6.40 Lot (ac)
  12. Photo of 5760 Midnight Pass Road #702, Sarasota, FL 34242 (MLS # A4623167)
    $975,000
    Photo of 5760 Midnight Pass Road #702, Sarasota, FL 34242 (MLS # A4623167)
    Photo of 5760 Midnight Pass Road #702, Sarasota, FL 34242 (MLS # A4623167)
    5760 Midnight Pass Road #702, Sarasota, FL
    5760 Midnight Pass Road #702
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,361 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  13. Photo of 5855 Midnight Pass Road #420, Sarasota, FL 34242 (MLS # A4622971)
    $765,000
    Photo of 5855 Midnight Pass Road #420, Sarasota, FL 34242 (MLS # A4622971)
    Photo of 5855 Midnight Pass Road #420, Sarasota, FL 34242 (MLS # A4622971)
    5855 Midnight Pass Road #420, Sarasota, FL
    5855 Midnight Pass Road #420
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,152 Home (sqft)
    • 2 Baths
    • 8.70 Lot (ac)
  14. Photo of 800 N Tamiami Trail #806, Sarasota, FL 34236 (MLS # A4623095)
    $3,500
    Photo of 800 N Tamiami Trail #806, Sarasota, FL 34236 (MLS # A4623095)
    Photo of 800 N Tamiami Trail #806, Sarasota, FL 34236 (MLS # A4623095)
    78
     
    800 N Tamiami Trail #806, Sarasota, FL
    800 N Tamiami Trail #806
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,310 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  15. Photo of 5623 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4623090)
    $1,259,900
    Photo of 5623 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4623090)
    Photo of 5623 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4623090)
    5623 Gulf Drive, Holmes Beach, FL
    5623 Gulf Drive
    Holmes Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,095 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  16. Photo of 603 Longboat Club Road #602N, Longboat Key, FL 34228 (MLS # A4623060)
    $1,650,000
    Photo of 603 Longboat Club Road #602N, Longboat Key, FL 34228 (MLS # A4623060)
    Photo of 603 Longboat Club Road #602N, Longboat Key, FL 34228 (MLS # A4623060)
    603 Longboat Club Road #602N, Longboat Key, FL
    603 Longboat Club Road #602N
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,458 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622712)
    $15,000
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622712)
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622712)
    464 Golden Gate Point #504, Sarasota, FL
    464 Golden Gate Point #504
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,290 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  18. Photo of 2055 Gulf Of Mexico Drive #G2-213, Longboat Key, FL 34228 (MLS # TB8302275)
    $699,000
    Photo of 2055 Gulf Of Mexico Drive #G2-213, Longboat Key, FL 34228 (MLS # TB8302275)
    Photo of 2055 Gulf Of Mexico Drive #G2-213, Longboat Key, FL 34228 (MLS # TB8302275)
    2055 Gulf Of Mexico Drive #G2-213, Longboat Key, FL
    2055 Gulf Of Mexico Drive #G2-213
    Longboat Key, FL
    • 1 Bed
    • 2 Baths
    • 1,094 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  19. Photo of 3001 Bee Ridge Road #119, Sarasota, FL 34239 (MLS # A4623035)
    $1,375
    Photo of 3001 Bee Ridge Road #119, Sarasota, FL 34239 (MLS # A4623035)
    Photo of 3001 Bee Ridge Road #119, Sarasota, FL 34239 (MLS # A4623035)
    3001 Bee Ridge Road #119, Sarasota, FL
    3001 Bee Ridge Road #119
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 560 Home (sqft)
    • 1 Bath
    • 1.24 Lot (ac)
  20. Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622710)
    $4,595,000
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622710)
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622710)
    464 Golden Gate Point #504, Sarasota, FL
    464 Golden Gate Point #504
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,290 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  21. Photo of 208 Peacock Lane #A & B, Holmes Beach, FL 34217 (MLS # A4622539)
    $1,300,000
    Photo of 208 Peacock Lane #A & B, Holmes Beach, FL 34217 (MLS # A4622539)
    Photo of 208 Peacock Lane #A & B, Holmes Beach, FL 34217 (MLS # A4622539)
    208 Peacock Lane #A & B, Holmes Beach, FL
    208 Peacock Lane #A & B
    Holmes Beach, FL
    • 0 Beds
    • 0 Baths
    • 1,738 Home (sqft)
    • 0 Baths
    • 7,841 Lot (sqft)
  22. Photo of 1817 6th Street, Sarasota, FL 34236 (MLS # A4623025)
    $2,500
    Photo of 1817 6th Street, Sarasota, FL 34236 (MLS # A4623025)
    Photo of 1817 6th Street, Sarasota, FL 34236 (MLS # A4623025)
    1817 6th Street, Sarasota, FL
    1817 6th Street
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 720 Home (sqft)
    • 1 Bath
    • 21,780 Lot (sqft)
  23. Photo of 1160 Center Place, Sarasota, FL 34236 (MLS # A4622127)
    $5,499,000
    Photo of 1160 Center Place, Sarasota, FL 34236 (MLS # A4622127)
    Photo of 1160 Center Place, Sarasota, FL 34236 (MLS # A4622127)
    1160 Center Place, Sarasota, FL
    1160 Center Place
    Sarasota, FL
    • 4 Beds
    • 6 Baths
    • 4,000 Home (sqft)
    • 6 Baths
    • 11,326 Lot (sqft)
  24. Photo of 735 Birdsong Lane, Sarasota, FL 34242 (MLS # A4622412)
    $5,000
    Photo of 735 Birdsong Lane, Sarasota, FL 34242 (MLS # A4622412)
    Photo of 735 Birdsong Lane, Sarasota, FL 34242 (MLS # A4622412)
    735 Birdsong Lane, Sarasota, FL
    735 Birdsong Lane
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,840 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  25. Photo of 606 Canal Road, Sarasota, FL 34242 (MLS # A4621076)
    $1,295,000
    Photo of 606 Canal Road, Sarasota, FL 34242 (MLS # A4621076)
    Photo of 606 Canal Road, Sarasota, FL 34242 (MLS # A4621076)
    11
     
    606 Canal Road, Sarasota, FL
    606 Canal Road
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 1,462 Home (sqft)
    • 1 Bath
    • 11,326 Lot (sqft)
  26. Photo of 606 Canal Road, Sarasota, FL 34242 (MLS # A4621074)
    $1,295,000
    Photo of 606 Canal Road, Sarasota, FL 34242 (MLS # A4621074)
    Photo of 606 Canal Road, Sarasota, FL 34242 (MLS # A4621074)
    606 Canal Road, Sarasota, FL
    606 Canal Road
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11,326 Lot (sqft)
  27. Photo of 2600 Harbourside Drive #Q5, Longboat Key, FL 34228 (MLS # A4622495)
    $315,000
    Photo of 2600 Harbourside Drive #Q5, Longboat Key, FL 34228 (MLS # A4622495)
    Photo of 2600 Harbourside Drive #Q5, Longboat Key, FL 34228 (MLS # A4622495)
    2600 Harbourside Drive #Q5, Longboat Key, FL
    2600 Harbourside Drive #Q5
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 16,553 Lot (sqft)
  28. Photo of 6029 E Peppertree Way #116, Sarasota, FL 34242 (MLS # A4622635)
    $599,000
    Photo of 6029 E Peppertree Way #116, Sarasota, FL 34242 (MLS # A4622635)
    Photo of 6029 E Peppertree Way #116, Sarasota, FL 34242 (MLS # A4622635)
    6029 E Peppertree Way #116, Sarasota, FL
    6029 E Peppertree Way #116
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 975 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 2134 Webber Street, Sarasota, FL 34239 (MLS # A4623217)
    $5,000
    Photo of 2134 Webber Street, Sarasota, FL 34239 (MLS # A4623217)
    Photo of 2134 Webber Street, Sarasota, FL 34239 (MLS # A4623217)
    2134 Webber Street, Sarasota, FL
    2134 Webber Street
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,750 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  30. Photo of 2226 Siesta Drive, Sarasota, FL 34239 (MLS # TB8302089)
    $4,500
    Photo of 2226 Siesta Drive, Sarasota, FL 34239 (MLS # TB8302089)
    Photo of 2226 Siesta Drive, Sarasota, FL 34239 (MLS # TB8302089)
    2226 Siesta Drive, Sarasota, FL
    2226 Siesta Drive
    Sarasota, FL
    • 4 Beds
    • 2 Baths
    • 1,983 Home (sqft)
    • 2 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 9/12/24 3:52 PM PDT.

This IDX is (c) Diverse Solutions 2024. Privacy | Terms & Conditions

 
 

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