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
1 - 30 of 500+ | Previous Page 1 of 17 Next
  1. Photo of 1145 Horizon View Drive, Sarasota, FL 34242 (MLS # A4631735)
    $15,000
    Photo of 1145 Horizon View Drive, Sarasota, FL 34242 (MLS # A4631735)
    Photo of 1145 Horizon View Drive, Sarasota, FL 34242 (MLS # A4631735)
    69
     
    1145 Horizon View Drive, Sarasota, FL
    1145 Horizon View Drive
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 4,306 Home (sqft)
    • 5 Baths
    • 10,890 Lot (sqft)
  2. Photo of 216 Archer Way, Anna Maria, FL 34216 (MLS # O6263088)
    $998,000
    Photo of 216 Archer Way, Anna Maria, FL 34216 (MLS # O6263088)
    Photo of 216 Archer Way, Anna Maria, FL 34216 (MLS # O6263088)
    216 Archer Way, Anna Maria, FL
    216 Archer Way
    Anna Maria, FL
    • 3 Beds
    • 2 Baths
    • 1,388 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  3. Photo of 1200 E Peppertree Lane #607, Sarasota, FL 34242 (MLS # A4631711)
    $869,000
    Photo of 1200 E Peppertree Lane #607, Sarasota, FL 34242 (MLS # A4631711)
    Photo of 1200 E Peppertree Lane #607, Sarasota, FL 34242 (MLS # A4631711)
    1200 E Peppertree Lane #607, Sarasota, FL
    1200 E Peppertree Lane #607
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,200 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  4. Photo of 6415 Midnight Pass Road #206, Sarasota, FL 34242 (MLS # N6135805)
    $458,000
    Photo of 6415 Midnight Pass Road #206, Sarasota, FL 34242 (MLS # N6135805)
    Photo of 6415 Midnight Pass Road #206, Sarasota, FL 34242 (MLS # N6135805)
    6415 Midnight Pass Road #206, Sarasota, FL
    6415 Midnight Pass Road #206
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,287 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  5. Photo of 1305 4th Street #501, Sarasota, FL 34236 (MLS # A4631569)
    $1,795,000
    Photo of 1305 4th Street #501, Sarasota, FL 34236 (MLS # A4631569)
    Photo of 1305 4th Street #501, Sarasota, FL 34236 (MLS # A4631569)
    1305 4th Street #501, Sarasota, FL
    1305 4th Street #501
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 1,692 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  6. Photo of 523 Reid Street, Sarasota, FL 34242 (MLS # A4631409)
    $1,075,000
    Photo of 523 Reid Street, Sarasota, FL 34242 (MLS # A4631409)
    Photo of 523 Reid Street, Sarasota, FL 34242 (MLS # A4631409)
    523 Reid Street, Sarasota, FL
    523 Reid Street
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,249 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  7. Photo of 2554 Arlington Street, Sarasota, FL 34239 (MLS # A4631684)
    $1,995,000
    Photo of 2554 Arlington Street, Sarasota, FL 34239 (MLS # A4631684)
    Photo of 2554 Arlington Street, Sarasota, FL 34239 (MLS # A4631684)
    2554 Arlington Street, Sarasota, FL
    2554 Arlington Street
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 2,915 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  8. Photo of 465 Cleveland Drive, Sarasota, FL 34236 (MLS # N6135593)
    $1,395,000
    Photo of 465 Cleveland Drive, Sarasota, FL 34236 (MLS # N6135593)
    Photo of 465 Cleveland Drive, Sarasota, FL 34236 (MLS # N6135593)
    465 Cleveland Drive, Sarasota, FL
    465 Cleveland Drive
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,924 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  9. Photo of 750 N Tamiami Trail #1612, Sarasota, FL 34236 (MLS # A4631562)
    $420,000
    Photo of 750 N Tamiami Trail #1612, Sarasota, FL 34236 (MLS # A4631562)
    Photo of 750 N Tamiami Trail #1612, Sarasota, FL 34236 (MLS # A4631562)
    750 N Tamiami Trail #1612, Sarasota, FL
    750 N Tamiami Trail #1612
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 810 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  10. Photo of 4725 Gulf Of Mexico Drive #103, Longboat Key, FL 34228 (MLS # TB8327847)
    $1,299,999
    Photo of 4725 Gulf Of Mexico Drive #103, Longboat Key, FL 34228 (MLS # TB8327847)
    Photo of 4725 Gulf Of Mexico Drive #103, Longboat Key, FL 34228 (MLS # TB8327847)
    4725 Gulf Of Mexico Drive #103, Longboat Key, FL
    4725 Gulf Of Mexico Drive #103
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,032 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 800 N Tamiami Trail #201, Sarasota, FL 34236 (MLS # A4631528)
    $1,050,000
    Photo of 800 N Tamiami Trail #201, Sarasota, FL 34236 (MLS # A4631528)
    Photo of 800 N Tamiami Trail #201, Sarasota, FL 34236 (MLS # A4631528)
    31
     
    800 N Tamiami Trail #201, Sarasota, FL
    800 N Tamiami Trail #201
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,920 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 2600 Harbourside Drive #L-10, Longboat Key, FL 34228 (MLS # A4631622)
    $475,000
    Photo of 2600 Harbourside Drive #L-10, Longboat Key, FL 34228 (MLS # A4631622)
    Photo of 2600 Harbourside Drive #L-10, Longboat Key, FL 34228 (MLS # A4631622)
    2600 Harbourside Drive #L-10, Longboat Key, FL
    2600 Harbourside Drive #L-10
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 43,560 Lot (sqft)
  13. Photo of 5174 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4631631)
    $4,900,000
    Photo of 5174 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4631631)
    Photo of 5174 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4631631)
    5174 Sandy Cove Avenue, Sarasota, FL
    5174 Sandy Cove Avenue
    Sarasota, FL
    • 5 Beds
    • 4 Baths
    • 3,723 Home (sqft)
    • 4 Baths
    • 15,246 Lot (sqft)
  14. Photo of 106 7th Street S, Bradenton Beach, FL 34217 (MLS # A4631483)
    $3,500,000
    Photo of 106 7th Street S, Bradenton Beach, FL 34217 (MLS # A4631483)
    Photo of 106 7th Street S, Bradenton Beach, FL 34217 (MLS # A4631483)
    106 7th Street S, Bradenton Beach, FL
    106 7th Street S
    Bradenton Beach, FL
    • 7 Beds
    • 8 Baths
    • 3,078 Home (sqft)
    • 8 Baths
    • 4,792 Lot (sqft)
  15. Photo of 1211 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4631601)
    $1,747,000
    Photo of 1211 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4631601)
    Photo of 1211 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4631601)
    35
     
    1211 Gulf Of Mexico Drive #408, Longboat Key, FL
    1211 Gulf Of Mexico Drive #408
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,827 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  16. Photo of 452 Canal Road, Sarasota, FL 34242 (MLS # A4631469)
    $2,450,000
    Photo of 452 Canal Road, Sarasota, FL 34242 (MLS # A4631469)
    Photo of 452 Canal Road, Sarasota, FL 34242 (MLS # A4631469)
    452 Canal Road, Sarasota, FL
    452 Canal Road
    Sarasota, FL
    • 5 Beds
    • 4 Baths
    • 3,384 Home (sqft)
    • 4 Baths
    • 3,485 Lot (sqft)
  17. Photo of 514 77th Street, Holmes Beach, FL 34217 (MLS # TB8325550)
    $1,350,000
    Photo of 514 77th Street, Holmes Beach, FL 34217 (MLS # TB8325550)
    Photo of 514 77th Street, Holmes Beach, FL 34217 (MLS # TB8325550)
    35
     
    514 77th Street, Holmes Beach, FL
    514 77th Street
    Holmes Beach, FL
    • 2 Beds
    • 3 Baths
    • 1,579 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  18. Photo of 1876 Magnolia Street, Sarasota, FL 34239 (MLS # A4621537)
    $2,899,990
    Photo of 1876 Magnolia Street, Sarasota, FL 34239 (MLS # A4621537)
    Photo of 1876 Magnolia Street, Sarasota, FL 34239 (MLS # A4621537)
    31
     
    1876 Magnolia Street, Sarasota, FL
    1876 Magnolia Street
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 3,292 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  19. Photo of 1815 Grove Street, Sarasota, FL 34239 (MLS # A4631088)
    $2,250,000
    Photo of 1815 Grove Street, Sarasota, FL 34239 (MLS # A4631088)
    Photo of 1815 Grove Street, Sarasota, FL 34239 (MLS # A4631088)
    1815 Grove Street, Sarasota, FL
    1815 Grove Street
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 2,617 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
  20. Photo of 1727 Waldemere Street, Sarasota, FL 34239 (MLS # A4631496)
    $2,300,000
    Photo of 1727 Waldemere Street, Sarasota, FL 34239 (MLS # A4631496)
    Photo of 1727 Waldemere Street, Sarasota, FL 34239 (MLS # A4631496)
    29
     
    1727 Waldemere Street, Sarasota, FL
    1727 Waldemere Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 2,930 Home (sqft)
    • 2 Baths
    • 14,375 Lot (sqft)
  21. Photo of 2702 Avenue B, Holmes Beach, FL 34217 (MLS # A4631104)
    $749,999
    Photo of 2702 Avenue B, Holmes Beach, FL 34217 (MLS # A4631104)
    Photo of 2702 Avenue B, Holmes Beach, FL 34217 (MLS # A4631104)
    2702 Avenue B, Holmes Beach, FL
    2702 Avenue B
    Holmes Beach, FL
    • 2 Beds
    • 1 Bath
    • 748 Home (sqft)
    • 1 Bath
    • 6,534 Lot (sqft)
  22. Photo of 850 S Tamiami Trail #402, Sarasota, FL 34236 (MLS # A4631537)
    $324,777
    Photo of 850 S Tamiami Trail #402, Sarasota, FL 34236 (MLS # A4631537)
    Photo of 850 S Tamiami Trail #402, Sarasota, FL 34236 (MLS # A4631537)
    850 S Tamiami Trail #402, Sarasota, FL
    850 S Tamiami Trail #402
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 576 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  23. Photo of 303 65th Street #B, Holmes Beach, FL 34217 (MLS # A4631556)
    $1,250,000
    Photo of 303 65th Street #B, Holmes Beach, FL 34217 (MLS # A4631556)
    Photo of 303 65th Street #B, Holmes Beach, FL 34217 (MLS # A4631556)
    303 65th Street #B, Holmes Beach, FL
    303 65th Street #B
    Holmes Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,340 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  24. Photo of 360 Gulf Of Mexico Drive #322, Longboat Key, FL 34228 (MLS # A4631557)
    $1,495,000
    Photo of 360 Gulf Of Mexico Drive #322, Longboat Key, FL 34228 (MLS # A4631557)
    Photo of 360 Gulf Of Mexico Drive #322, Longboat Key, FL 34228 (MLS # A4631557)
    360 Gulf Of Mexico Drive #322, Longboat Key, FL
    360 Gulf Of Mexico Drive #322
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,246 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  25. Photo of 2170 Waldemere Street, Sarasota, FL 34239 (MLS # A4630556)
    $2,500
    Photo of 2170 Waldemere Street, Sarasota, FL 34239 (MLS # A4630556)
    Photo of 2170 Waldemere Street, Sarasota, FL 34239 (MLS # A4630556)
    2170 Waldemere Street, Sarasota, FL
    2170 Waldemere Street
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 993 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  26. Photo of 5412 Siesta Cove Drive, Sarasota, FL 34242 (MLS # A4630413)
    $2,895,000
    Photo of 5412 Siesta Cove Drive, Sarasota, FL 34242 (MLS # A4630413)
    Photo of 5412 Siesta Cove Drive, Sarasota, FL 34242 (MLS # A4630413)
    5412 Siesta Cove Drive, Sarasota, FL
    5412 Siesta Cove Drive
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 3,198 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  27. Photo of 1155 N Gulfstream Avenue #603, Sarasota, FL 34236 (MLS # A4629648)
    $2,275,000
    Photo of 1155 N Gulfstream Avenue #603, Sarasota, FL 34236 (MLS # A4629648)
    Photo of 1155 N Gulfstream Avenue #603, Sarasota, FL 34236 (MLS # A4629648)
    1155 N Gulfstream Avenue #603, Sarasota, FL
    1155 N Gulfstream Avenue #603
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,810 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  28. Photo of 511 Bayport Way #511, Longboat Key, FL 34228 (MLS # A4631442)
    $5,499
    Photo of 511 Bayport Way #511, Longboat Key, FL 34228 (MLS # A4631442)
    Photo of 511 Bayport Way #511, Longboat Key, FL 34228 (MLS # A4631442)
    511 Bayport Way #511, Longboat Key, FL
    511 Bayport Way #511
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,601 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 2100 Benjamin Franklin Drive #203F, Sarasota, FL 34236 (MLS # A4631328)
    $549,000
    Photo of 2100 Benjamin Franklin Drive #203F, Sarasota, FL 34236 (MLS # A4631328)
    Photo of 2100 Benjamin Franklin Drive #203F, Sarasota, FL 34236 (MLS # A4631328)
    2100 Benjamin Franklin Drive #203F, Sarasota, FL
    2100 Benjamin Franklin Drive #203F
    Sarasota, FL
    • 1 Bed
    • 2 Baths
    • 918 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  30. Photo of 635 S Orange Avenue #201, Sarasota, FL 34236 (MLS # A4631049)
    $849,900
    Photo of 635 S Orange Avenue #201, Sarasota, FL 34236 (MLS # A4631049)
    Photo of 635 S Orange Avenue #201, Sarasota, FL 34236 (MLS # A4631049)
    635 S Orange Avenue #201, Sarasota, FL
    635 S Orange Avenue #201
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,105 Home (sqft)
    • 2 Baths
    • 15,682 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 12/8/24 8:16 AM PST.

This Custom 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