back arrow sarasota neighborhoods

View All Sarasota Neighborhoods

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'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
211 - 240 of 500+ | Previous Page 8 of 17 Next
  1. Photo of 2225 Valencia Drive, Sarasota, FL 34239 (MLS # A4628615)
    $565,000
    Photo of 2225 Valencia Drive, Sarasota, FL 34239 (MLS # A4628615)
    Photo of 2225 Valencia Drive, Sarasota, FL 34239 (MLS # A4628615)
    2225 Valencia Drive, Sarasota, FL
    2225 Valencia Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,750 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  2. Photo of 1223 Lyric Lane, Sarasota, FL 34242 (MLS # A4628496)
    $850,000
    Photo of 1223 Lyric Lane, Sarasota, FL 34242 (MLS # A4628496)
    Photo of 1223 Lyric Lane, Sarasota, FL 34242 (MLS # A4628496)
    1223 Lyric Lane, Sarasota, FL
    1223 Lyric Lane
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,075 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  3. Photo of 22 Sandy Cove Road #402, Siesta Key, FL 34242 (MLS # N6135213)
    $4,000
    Photo of 22 Sandy Cove Road #402, Siesta Key, FL 34242 (MLS # N6135213)
    Photo of 22 Sandy Cove Road #402, Siesta Key, FL 34242 (MLS # N6135213)
    15
     
    22 Sandy Cove Road #402, Siesta Key, FL
    22 Sandy Cove Road #402
    Siesta Key, FL
    • 2 Beds
    • 2 Baths
    • 1,407 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  4. Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628101)
    $1,299,900
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628101)
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628101)
    30
     
    1132 Crescent Street, Sarasota, FL
    1132 Crescent Street
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  5. Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628096)
    $1,299,900
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628096)
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628096)
    68
     
    1132 Crescent Street, Sarasota, FL
    1132 Crescent Street
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 1,174 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  6. Photo of 2010 Hyde Park Circle, Sarasota, FL 34239 (MLS # A4628270)
    $2,110,000
    Photo of 2010 Hyde Park Circle, Sarasota, FL 34239 (MLS # A4628270)
    Photo of 2010 Hyde Park Circle, Sarasota, FL 34239 (MLS # A4628270)
    2010 Hyde Park Circle, Sarasota, FL
    2010 Hyde Park Circle
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 2,623 Home (sqft)
    • 5 Baths
    • 10,890 Lot (sqft)
  7. Photo of 4925 Primrose Path, Sarasota, FL 34242 (MLS # A4627995)
    $1,595,000
    Photo of 4925 Primrose Path, Sarasota, FL 34242 (MLS # A4627995)
    Photo of 4925 Primrose Path, Sarasota, FL 34242 (MLS # A4627995)
    4925 Primrose Path, Sarasota, FL
    4925 Primrose Path
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 2,609 Home (sqft)
    • 3 Baths
    • 18,731 Lot (sqft)
  8. Photo of 337 Avenida Madera, Sarasota, FL 34242 (MLS # A4627878)
    $900,000
    Photo of 337 Avenida Madera, Sarasota, FL 34242 (MLS # A4627878)
    Photo of 337 Avenida Madera, Sarasota, FL 34242 (MLS # A4627878)
    337 Avenida Madera, Sarasota, FL
    337 Avenida Madera
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,307 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  9. Photo of 3751 S School Avenue #19, Sarasota, FL 34239 (MLS # A4626474)
    $2,150
    Photo of 3751 S School Avenue #19, Sarasota, FL 34239 (MLS # A4626474)
    Photo of 3751 S School Avenue #19, Sarasota, FL 34239 (MLS # A4626474)
    3751 S School Avenue #19, Sarasota, FL
    3751 S School Avenue #19
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 964 Home (sqft)
    • 2 Baths
    • 43,560 Lot (sqft)
  10. Photo of 3070 Grand Bay Boulevard #632, Longboat Key, FL 34228 (MLS # A4627468)
    $869,995
    Photo of 3070 Grand Bay Boulevard #632, Longboat Key, FL 34228 (MLS # A4627468)
    Photo of 3070 Grand Bay Boulevard #632, Longboat Key, FL 34228 (MLS # A4627468)
    3070 Grand Bay Boulevard #632, Longboat Key, FL
    3070 Grand Bay Boulevard #632
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,276 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 2045 Gulf Of Mexico Drive #M1-303, Longboat Key, FL 34228 (MLS # A4627604)
    $650,000
    Photo of 2045 Gulf Of Mexico Drive #M1-303, Longboat Key, FL 34228 (MLS # A4627604)
    Photo of 2045 Gulf Of Mexico Drive #M1-303, Longboat Key, FL 34228 (MLS # A4627604)
    2045 Gulf Of Mexico Drive #M1-303, Longboat Key, FL
    2045 Gulf Of Mexico Drive #M1-303
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,076 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 111 S Pineapple Avenue #613, Sarasota, FL 34236 (MLS # A4627583)
    $1,850,000
    Photo of 111 S Pineapple Avenue #613, Sarasota, FL 34236 (MLS # A4627583)
    Photo of 111 S Pineapple Avenue #613, Sarasota, FL 34236 (MLS # A4627583)
    111 S Pineapple Avenue #613, Sarasota, FL
    111 S Pineapple Avenue #613
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,577 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  13. Photo of 4915 Primrose Path, Sarasota, FL 34242 (MLS # A4627857)
    $1,795,000
    Photo of 4915 Primrose Path, Sarasota, FL 34242 (MLS # A4627857)
    Photo of 4915 Primrose Path, Sarasota, FL 34242 (MLS # A4627857)
    17
     
    4915 Primrose Path, Sarasota, FL
    4915 Primrose Path
    Sarasota, FL
    • 6 Beds
    • 5 Baths
    • 3,549 Home (sqft)
    • 5 Baths
    • 13,940 Lot (sqft)
  14. Photo of 337 Avenida Madera, Sarasota, FL 34242 (MLS # A4627860)
    $900,000
    Photo of 337 Avenida Madera, Sarasota, FL 34242 (MLS # A4627860)
    Photo of 337 Avenida Madera, Sarasota, FL 34242 (MLS # A4627860)
    337 Avenida Madera, Sarasota, FL
    337 Avenida Madera
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,277 Lot (sqft)
  15. Photo of 2966 Bougainvillea Street, Sarasota, FL 34239 (MLS # A4627844)
    $2,995
    Photo of 2966 Bougainvillea Street, Sarasota, FL 34239 (MLS # A4627844)
    Photo of 2966 Bougainvillea Street, Sarasota, FL 34239 (MLS # A4627844)
    2966 Bougainvillea Street, Sarasota, FL
    2966 Bougainvillea Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,597 Home (sqft)
    • 2 Baths
    • 16,118 Lot (sqft)
  16. Photo of 907 Pomelo Avenue, Sarasota, FL 34236 (MLS # A4626402)
    $4,690,000
    Photo of 907 Pomelo Avenue, Sarasota, FL 34236 (MLS # A4626402)
    Photo of 907 Pomelo Avenue, Sarasota, FL 34236 (MLS # A4626402)
    66
     
    907 Pomelo Avenue, Sarasota, FL
    907 Pomelo Avenue
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 4,289 Home (sqft)
    • 5 Baths
    • 16,989 Lot (sqft)
  17. Photo of 6940 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4627373)
    $2,250,000
    Photo of 6940 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4627373)
    Photo of 6940 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4627373)
    6940 Longboat Drive S, Longboat Key, FL
    6940 Longboat Drive S
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 2,550 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  18. Photo of 5133 Sandy Beach Avenue, Sarasota, FL 34242 (MLS # A4627841)
    $850,000
    Photo of 5133 Sandy Beach Avenue, Sarasota, FL 34242 (MLS # A4627841)
    Photo of 5133 Sandy Beach Avenue, Sarasota, FL 34242 (MLS # A4627841)
    5133 Sandy Beach Avenue, Sarasota, FL
    5133 Sandy Beach Avenue
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  19. Photo of 1215 S Portofino Drive #404, Sarasota, FL 34242 (MLS # A4627827)
    $500,000
    Photo of 1215 S Portofino Drive #404, Sarasota, FL 34242 (MLS # A4627827)
    Photo of 1215 S Portofino Drive #404, Sarasota, FL 34242 (MLS # A4627827)
    1215 S Portofino Drive #404, Sarasota, FL
    1215 S Portofino Drive #404
    Sarasota, FL
    • 1 Bed
    • 2 Baths
    • 780 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  20. Photo of 1240 Dolphin Bay Way #301, Sarasota, FL 34242 (MLS # A4627485)
    $1,495,000
    Photo of 1240 Dolphin Bay Way #301, Sarasota, FL 34242 (MLS # A4627485)
    Photo of 1240 Dolphin Bay Way #301, Sarasota, FL 34242 (MLS # A4627485)
    1240 Dolphin Bay Way #301, Sarasota, FL
    1240 Dolphin Bay Way #301
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,200 Home (sqft)
    • 3 Baths
    • 1.40 Lot (ac)
  21. Photo of 500 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4625050)
    $7,999,000
    Photo of 500 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4625050)
    Photo of 500 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4625050)
    500 Harbor Point Road, Longboat Key, FL
    500 Harbor Point Road
    Longboat Key, FL
    • 4 Beds
    • 7 Baths
    • 6,556 Home (sqft)
    • 7 Baths
    • 25,265 Lot (sqft)
  22. Photo of 6006 Midnight Pass Road #8, Sarasota, FL 34242 (MLS # A4627806)
    $609,000
    Photo of 6006 Midnight Pass Road #8, Sarasota, FL 34242 (MLS # A4627806)
    Photo of 6006 Midnight Pass Road #8, Sarasota, FL 34242 (MLS # A4627806)
    6006 Midnight Pass Road #8, Sarasota, FL
    6006 Midnight Pass Road #8
    Sarasota, FL
    • 1 Bed
    • 2 Baths
    • 708 Home (sqft)
    • 2 Baths
    • 6.40 Lot (ac)
  23. Photo of 750 N Tamiami Trail #504, Sarasota, FL 34236 (MLS # A4627484)
    $499,000
    Photo of 750 N Tamiami Trail #504, Sarasota, FL 34236 (MLS # A4627484)
    Photo of 750 N Tamiami Trail #504, Sarasota, FL 34236 (MLS # A4627484)
    750 N Tamiami Trail #504, Sarasota, FL
    750 N Tamiami Trail #504
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,180 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  24. Photo of 2012 Harbourside Drive #2102, Longboat Key, FL 34228 (MLS # A4627728)
    $5,500
    Photo of 2012 Harbourside Drive #2102, Longboat Key, FL 34228 (MLS # A4627728)
    Photo of 2012 Harbourside Drive #2102, Longboat Key, FL 34228 (MLS # A4627728)
    2012 Harbourside Drive #2102, Longboat Key, FL
    2012 Harbourside Drive #2102
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 1,590 Home (sqft)
    • 3 Baths
    • 4.49 Lot (ac)
  25. Photo of 3808 Gulf Of Mexico Drive #E307, Longboat Key, FL 34228 (MLS # A4628247)
    $395,000
    Photo of 3808 Gulf Of Mexico Drive #E307, Longboat Key, FL 34228 (MLS # A4628247)
    Photo of 3808 Gulf Of Mexico Drive #E307, Longboat Key, FL 34228 (MLS # A4628247)
    3808 Gulf Of Mexico Drive #E307, Longboat Key, FL
    3808 Gulf Of Mexico Drive #E307
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,007 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  26. Photo of 1990 Main Street #15, Sarasota, FL 34236 (MLS # A4628461)
    $824,000
    Photo of 1990 Main Street #15, Sarasota, FL 34236 (MLS # A4628461)
    Photo of 1990 Main Street #15, Sarasota, FL 34236 (MLS # A4628461)
    40
     
    1990 Main Street #15, Sarasota, FL
    1990 Main Street #15
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,562 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  27. Photo of 50 Central Avenue #16S, Sarasota, FL 34236 (MLS # A4628358)
    $4,985,000
    Photo of 50 Central Avenue #16S, Sarasota, FL 34236 (MLS # A4628358)
    Photo of 50 Central Avenue #16S, Sarasota, FL 34236 (MLS # A4628358)
    50 Central Avenue #16S, Sarasota, FL
    50 Central Avenue #16S
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 4,099 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  28. Photo of 1001 Benjamin Franklin Drive #512, Sarasota, FL 34236 (MLS # A4627347)
    $5,600
    Photo of 1001 Benjamin Franklin Drive #512, Sarasota, FL 34236 (MLS # A4627347)
    Photo of 1001 Benjamin Franklin Drive #512, Sarasota, FL 34236 (MLS # A4627347)
    1001 Benjamin Franklin Drive #512, Sarasota, FL
    1001 Benjamin Franklin Drive #512
    Sarasota, FL
    • 1 Bed
    • 2 Baths
    • 813 Home (sqft)
    • 2 Baths
    • 2.53 Lot (ac)
  29. Photo of 4485 Gulf Of Mexico Drive #403, Longboat Key, FL 34228 (MLS # A4627623)
    $899,000
    Photo of 4485 Gulf Of Mexico Drive #403, Longboat Key, FL 34228 (MLS # A4627623)
    Photo of 4485 Gulf Of Mexico Drive #403, Longboat Key, FL 34228 (MLS # A4627623)
    4485 Gulf Of Mexico Drive #403, Longboat Key, FL
    4485 Gulf Of Mexico Drive #403
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,022 Home (sqft)
    • 2 Baths
    • 1.63 Lot (ac)
  30. Photo of 141 Garden Lane, Sarasota, FL 34242 (MLS # A4627641)
    $725,000
    Photo of 141 Garden Lane, Sarasota, FL 34242 (MLS # A4627641)
    Photo of 141 Garden Lane, Sarasota, FL 34242 (MLS # A4627641)
    141 Garden Lane, Sarasota, FL
    141 Garden Lane
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,131 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
Previous Page 8 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 11/22/24 10:13 AM PST.

This Real Estate 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