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Boating Homes

Longboat Key Florida

The title says it all, homes for boaters and yachting aficionado on Longboat Key which includes canal homes and bay front homes.  A wide variation of price can be attributed to homes that also have direct bay front vs. canal homes.  The truly exceptional ‘plus’ is that there are no bridges anywhere to be concerned about on Longboat Key.  Unfortunately, there isn’t an abundance of gulf to bay homes here.  If you require this sort of property, take a look at Casey Key where there are homes with both access to the bay and the Gulf of Mexico. 

There is direct access to Sarasota Bay and the Gulf of Mexico can be accessed either out the north end of the key or out through New Pass on the South end.  

The key factor to consider when looking for a home suitable for your boat is going to be canal width and depth.  We are certainly able to help and every property is going to different.  We provide all information for every listing and suggest you take a look at the map to see exactly where the water access is.

There are opportunities to keep your boat mid-key at The Moorings or look into the Sarasota Yacht Club or Bird Key Yacht club.

Check back daily as we list the most recent MLS homes first and update daily. Longboat Key canal and bayfront homes for sale for boaters in Longboat Key, FL

If you only want properties that fit your needs and budget, take a look at our advanced search and be sure to check the options under “water extra.”  We’ll send only the properties that match your specific criteria daily to your inbox.  If you have any questions or need a little help, feel free to reach out to us.  We are always happy to help.

The Latest MLS Boating Homes

590 Jessmyth Drive, Longboat Key image
590 Jessmyth Drive, Longboat Key $1,599,000

Escape to the seclusion of Longboat Key Estates, where you’ll find this picturesque canal-side address. The ideal location for a leisurely island lifestyle, you may choos...

  • 2 Beds
  • 2 Baths
  • Longboat Key Estates SubDv.
  • 34228 Zip Code
65 Twin Shores Boulevard Unit 65, Longboat Key image
65 Twin Shores Boulevard Unit 65, Longboat Key $139,000

WELCOME TO PARADISE: Twin Shores is a Gulf-to-Bay community that offers private beach access to the Gulf of Mexico, a new community swimming pool, and a 24-slip marina on...

  • 1 Beds
  • 1 Baths
  • Twin Shores Mobile Home SubDv.
  • 34228 Zip Code
4800 Gulf Of Mexico Drive Unit PH5, Longboat Key image
4800 Gulf Of Mexico Drive Unit PH5, Longboat Key — C $539,900

Don't miss it! This exceptionally well maintained 2 Bed/2 Bath penthouse level condo is a high quality renovation with spectacular unobstructed views of Sarasota Bay. No ...

  • 2 Beds
  • 2 Baths
  • Windward Bay SubDv.
  • 34228 Zip Code
4420 Exeter Drive Unit 204, Longboat Key image
4420 Exeter Drive Unit 204, Longboat Key — Longboat Harbour $298,000

Spectacular unobstructed views spanning Northeast over the sparkling waters of Sarasota Bay to the Western horizon's glorious nightly sunsets are the main attraction from...

  • 1 Beds
  • 1 Baths
  • Longboat Harbour SubDv.
  • 34228 Zip Code
2600 Harbourside Drive Unit C-18, Longboat Key image
2600 Harbourside Drive Unit C-18, Longboat Key $120,000

55 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina with a useful raised platform at the end of a 42 ft. finger pier, including a ladder. This is a secure, close-kn...

  • Bay Isles SubDv.
  • 34228 Zip Code
3500 Gulf Of Mexico Drive Unit 201, Longboat Key image
3500 Gulf Of Mexico Drive Unit 201, Longboat Key — 3500 $449,500

Don’t miss this rarely available 3-bedroom corner residence in amenities-rich Buttonwood Cove. Located in the middle of the amazing coastline of Longboat Key, this condo...

  • 3 Beds
  • 2 Baths
  • Buttonwood Cove SubDv.
  • 34228 Zip Code
5910 Gulf Of Mexico Drive, Longboat Key image
5910 Gulf Of Mexico Drive, Longboat Key $1,399,000

WHERE DREAMS COME HOME. Have you been searching for the perfect home on one of Sarasota's barrier islands but nothing seems to feel right and now you are considering bui...

  • 34228 Zip Code
3070 Grand Bay Boulevard Unit 645, Longboat Key image
3070 Grand Bay Boulevard Unit 645, Longboat Key — Grand Bay 6 $649,000

Relax in Luxurious Penthouse Corner 2/2 in intimate Grand Bay VI with surrounding balconies and sweeping eastern and southern views over Longboat Key Club Harbourside gol...

  • 2 Beds
  • 2 Baths
  • Grand Bay SubDv.
  • 34228 Zip Code
656 Tarawitt Drive, Longboat Key image
656 Tarawitt Drive, Longboat Key $285,000

The possibilities are truly endless with this incredible opportunity to build the home of your dreams on one of the lowest priced canal front lots on Longboat Key. This a...

  • Longboat Key SubDv.
  • 34228 Zip Code
702 Norton Street, Longboat Key image
702 Norton Street, Longboat Key $1,195,000

Elevated Key West Canal Front Features Boating, Pool, and Deeded Beach. Immaculate, new 2002, 3 bedroom, 3 bath island waterfront home in a great neighborhood. Spacious, ...

  • 3 Beds
  • 2.5 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
737 Norton Street, Longboat Key image
737 Norton Street, Longboat Key $744,000

Coming in from a long day on the water, only the 4th house in from the bay, less than 1000 ft from the Inter Coastal Waterway. Large 80x124 private canal front lot w/ sea...

  • 3 Beds
  • 2 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
3513 Fair Oaks Court, Longboat Key image
3513 Fair Oaks Court, Longboat Key $1,095,000

Behind the gates of the Longboat Key Club, the community of Queens Harbour is the best of two worlds. 3513 Fair Oaks Ct lives like a single family home with the mainten...

  • 2 Beds
  • 2.5 Baths
  • Queens Harbour (F/K/A Manchester Bay) SubDv.
  • 34228 Zip Code
3710 Gulf Of Mexico Drive Unit B9, Longboat Key image
3710 Gulf Of Mexico Drive Unit B9, Longboat Key $149,900

BEACH TO BAY COMMUNITY: Gulfshore of Longboat Key has it all – private access to the pristine sand beach and turquoise waters of the Gulf of Mexico, a marina on Sarasota...

  • 2 Beds
  • 1 Baths
  • Gulfshore Of Longboat Key SubDv.
  • 34228 Zip Code
2120 Harbourside Drive Unit 653, Longboat Key image
2120 Harbourside Drive Unit 653, Longboat Key — Atrium Fairway Bay Iii $639,000

Be mesmerized by magnificent Sarasota Bay and partial Gulf Views from this Penthouse level 3-bedroom, 2 bath residence at the Atrium in Fairway Bay, located behind the ga...

  • 3 Beds
  • 2 Baths
  • Fairway Bay SubDv.
  • 34228 Zip Code
820 Evergreen Way Unit 17, Longboat Key image
820 Evergreen Way Unit 17, Longboat Key — 820 #17 $399,900

CEDARS EAST - SPECTACULAR FULL PANORAMA BAY VIEWS. 2 Bedroom/ 2.5 Bathrooms, Interior has been attractively updated and has family/dining combination rooms with tile thr...

  • 2 Beds
  • 2.5 Baths
  • Cedars East SubDv.
  • 34228 Zip Code

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