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
241 - 270 of 500+ | Previous Page 9 of 17 Next
  1. 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)
  2. 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)
  3. 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)
  4. 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)
  5. 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)
  6. 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)
  7. 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)
  8. 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)
  9. 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)
  10. 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)
  11. 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)
  12. 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)
  13. Photo of 2420 Sunnyside Street, Sarasota, FL 34239 (MLS # A4627612)
    $550,000
    Photo of 2420 Sunnyside Street, Sarasota, FL 34239 (MLS # A4627612)
    Photo of 2420 Sunnyside Street, Sarasota, FL 34239 (MLS # A4627612)
    2420 Sunnyside Street, Sarasota, FL
    2420 Sunnyside Street
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,299 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  14. Photo of 401 Quay Commons #803, Sarasota, FL 34236 (MLS # A4627379)
    $9,000,000
    Photo of 401 Quay Commons #803, Sarasota, FL 34236 (MLS # A4627379)
    Photo of 401 Quay Commons #803, Sarasota, FL 34236 (MLS # A4627379)
    401 Quay Commons #803, Sarasota, FL
    401 Quay Commons #803
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 4,818 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  15. Photo of 1928 Hyde Park Street, Sarasota, FL 34239 (MLS # A4627638)
    $2,400
    Photo of 1928 Hyde Park Street, Sarasota, FL 34239 (MLS # A4627638)
    Photo of 1928 Hyde Park Street, Sarasota, FL 34239 (MLS # A4627638)
    1928 Hyde Park Street, Sarasota, FL
    1928 Hyde Park Street
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 1,104 Home (sqft)
    • 1 Bath
    • 9,148 Lot (sqft)
  16. Photo of 755 S Palm Avenue #404, Sarasota, FL 34236 (MLS # A4627635)
    $4,500
    Photo of 755 S Palm Avenue #404, Sarasota, FL 34236 (MLS # A4627635)
    Photo of 755 S Palm Avenue #404, Sarasota, FL 34236 (MLS # A4627635)
    755 S Palm Avenue #404, Sarasota, FL
    755 S Palm Avenue #404
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,421 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 1789 Loma Linda Street, Sarasota, FL 34239 (MLS # A4627340)
    $1,500,000
    Photo of 1789 Loma Linda Street, Sarasota, FL 34239 (MLS # A4627340)
    Photo of 1789 Loma Linda Street, Sarasota, FL 34239 (MLS # A4627340)
    25
     
    1789 Loma Linda Street, Sarasota, FL
    1789 Loma Linda Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 2,560 Home (sqft)
    • 2 Baths
    • 14,375 Lot (sqft)
  18. Photo of 435 S Gulfstream Avenue #1004, Sarasota, FL 34236 (MLS # A4627145)
    $1,289,000
    Photo of 435 S Gulfstream Avenue #1004, Sarasota, FL 34236 (MLS # A4627145)
    Photo of 435 S Gulfstream Avenue #1004, Sarasota, FL 34236 (MLS # A4627145)
    435 S Gulfstream Avenue #1004, Sarasota, FL
    435 S Gulfstream Avenue #1004
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,829 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  19. Photo of 1241 Gulf Of Mexico Drive #708, Longboat Key, FL 34228 (MLS # A4627486)
    $3,495,000
    Photo of 1241 Gulf Of Mexico Drive #708, Longboat Key, FL 34228 (MLS # A4627486)
    Photo of 1241 Gulf Of Mexico Drive #708, Longboat Key, FL 34228 (MLS # A4627486)
    1241 Gulf Of Mexico Drive #708, Longboat Key, FL
    1241 Gulf Of Mexico Drive #708
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,965 Home (sqft)
    • 4 Baths
    • 2.11 Lot (ac)
  20. Photo of Sarasota, FL 34239 (MLS # A4627406)
    $749,000
    Photo of Sarasota, FL 34239 (MLS # A4627406)
    Photo of Sarasota, FL 34239 (MLS # A4627406)
    MLS # A4627406, Sarasota, FL
    MLS # A4627406
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,589 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  21. Photo of 1930 Harbourside Drive #145, Longboat Key, FL 34228 (MLS # A4628024)
    $745,000
    Photo of 1930 Harbourside Drive #145, Longboat Key, FL 34228 (MLS # A4628024)
    Photo of 1930 Harbourside Drive #145, Longboat Key, FL 34228 (MLS # A4628024)
    1930 Harbourside Drive #145, Longboat Key, FL
    1930 Harbourside Drive #145
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,270 Home (sqft)
    • 2 Baths
    • 10.84 Lot (ac)
  22. Photo of 555 S Gulfstream Avenue #804, Sarasota, FL 34236 (MLS # A4624543)
    $1,199,000
    Photo of 555 S Gulfstream Avenue #804, Sarasota, FL 34236 (MLS # A4624543)
    Photo of 555 S Gulfstream Avenue #804, Sarasota, FL 34236 (MLS # A4624543)
    555 S Gulfstream Avenue #804, Sarasota, FL
    555 S Gulfstream Avenue #804
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,440 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  23. Photo of 1778 10th Street, Sarasota, FL 34236 (MLS # A4627568)
    $547,800
    Photo of 1778 10th Street, Sarasota, FL 34236 (MLS # A4627568)
    Photo of 1778 10th Street, Sarasota, FL 34236 (MLS # A4627568)
    1778 10th Street, Sarasota, FL
    1778 10th Street
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,320 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  24. Photo of 1762 10th Street, Sarasota, FL 34236 (MLS # A4627465)
    $521,400
    Photo of 1762 10th Street, Sarasota, FL 34236 (MLS # A4627465)
    Photo of 1762 10th Street, Sarasota, FL 34236 (MLS # A4627465)
    1762 10th Street, Sarasota, FL
    1762 10th Street
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,320 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  25. Photo of 3409 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4627418)
    $1,375,000
    Photo of 3409 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4627418)
    Photo of 3409 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4627418)
    3409 Gulf Drive, Holmes Beach, FL
    3409 Gulf Drive
    Holmes Beach, FL
    • 6 Beds
    • 4 Baths
    • 2,725 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  26. Photo of 3409 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4627425)
    $1,375,000
    Photo of 3409 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4627425)
    Photo of 3409 Gulf Drive, Holmes Beach, FL 34217 (MLS # A4627425)
    3409 Gulf Drive, Holmes Beach, FL
    3409 Gulf Drive
    Holmes Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  27. Photo of 9393 Midnight Pass Road #503, Sarasota, FL 34242 (MLS # A4627039)
    $475,000
    Photo of 9393 Midnight Pass Road #503, Sarasota, FL 34242 (MLS # A4627039)
    Photo of 9393 Midnight Pass Road #503, Sarasota, FL 34242 (MLS # A4627039)
    9393 Midnight Pass Road #503, Sarasota, FL
    9393 Midnight Pass Road #503
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 946 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  28. Photo of 543 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4627140)
    $3,450,000
    Photo of 543 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4627140)
    Photo of 543 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4627140)
    543 Key Royale Drive, Holmes Beach, FL
    543 Key Royale Drive
    Holmes Beach, FL
    • 4 Beds
    • 2 Baths
    • 2,768 Home (sqft)
    • 2 Baths
    • 23,523 Lot (sqft)
  29. Photo of 4440 Exeter Drive #301, Longboat Key, FL 34228 (MLS # A4625829)
    $669,000
    Photo of 4440 Exeter Drive #301, Longboat Key, FL 34228 (MLS # A4625829)
    Photo of 4440 Exeter Drive #301, Longboat Key, FL 34228 (MLS # A4625829)
    4440 Exeter Drive #301, Longboat Key, FL
    4440 Exeter Drive #301
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,168 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  30. Photo of 230 Sands Point Road #3505, Longboat Key, FL 34228 (MLS # A4627411)
    $1,118,000
    Photo of 230 Sands Point Road #3505, Longboat Key, FL 34228 (MLS # A4627411)
    Photo of 230 Sands Point Road #3505, Longboat Key, FL 34228 (MLS # A4627411)
    44
     
    230 Sands Point Road #3505, Longboat Key, FL
    230 Sands Point Road #3505
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 634 Home (sqft)
    • 1 Bath
    • 14.16 Lot (ac)
Previous Page 9 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 2:13 PM PST.

This IDX Software 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