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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

4900 Gulf Of Mexico Drive Unit 201, Longboat Key image
4900 Gulf Of Mexico Drive Unit 201, Longboat Key — B $558,000

Great water views, luxury finishes, tile floors throughout, boat slips (lifts allowed) and beach access! What could be better? This beautifully updated, light and airy, o...

  • 2 Beds
  • 2 Baths
  • Windward Bay SubDv.
  • 34228 Zip Code
3030 Grand Bay Boulevard Unit 392, Longboat Key image
3030 Grand Bay Boulevard Unit 392, Longboat Key — 3030 $1,080,000

This 9th floor condo on Grand Bay building 3 Rarely available!! VIEWS everywhere from your wraparound terraces accessible from all 3 bedrooms!! The Grand Bay complex is...

  • 3 Beds
  • 3 Baths
  • Grand Bay SubDv.
  • 34228 Zip Code
4964 Gulf Of Mexico Drive Unit 24, Longboat Key image
4964 Gulf Of Mexico Drive Unit 24, Longboat Key $725,000

WOW VIEWS, PRIVATE LOCATION, and THREE BEDROOMS! Irresistible, panoramic water views and a serene private location with very few neighbors can be yours as you enjoy this ...

  • 3 Beds
  • 2 Baths
  • Windward Bay SubDv.
  • 34228 Zip Code
3381 Bayou Sound, Longboat Key image
3381 Bayou Sound, Longboat Key $2,195,000

Casual elegance at its best, this modern masterpiece showcases an unprecedented collaboration between the architect and designer and landscape and lighting specialists. T...

  • 4 Beds
  • 3.5 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
571 Saint Judes Drive Unit 6, Longboat Key image
571 Saint Judes Drive Unit 6, Longboat Key — Saint Judes Condo $250,000

Don't miss this gorgeous updated private 2 bedroom/1 bathroom ground floor condo with deeded beach access. Close to Durante Park with trails, flower gardens, play area, l...

  • 2 Beds
  • 1 Baths
  • St Judes Condo SubDv.
  • 34228 Zip Code
6334 Laguna Drive Unit 7, Longboat Key image
6334 Laguna Drive Unit 7, Longboat Key $949,000

Unique single family residence in the condominium community of Laguna Yacht Village. Enjoy the privacy and convenience of this gated 5 acre Longboat Key community contai...

  • 3 Beds
  • 2.5 Baths
  • Laguna Yacht Village SubDv.
  • 34228 Zip Code
4320 Falmouth Drive Unit B205, Longboat Key image
4320 Falmouth Drive Unit B205, Longboat Key — B $424,900 ▼

Spectacular Harbor /Coastal Water View from this residence allows you to observe the sweeping views from your enclosed lanai ,Living room, master bedroom. Exquisitley ren...

  • 2 Beds
  • 2 Baths
  • Longboat Harbour North SubDv.
  • 34228 Zip Code
3440 Gulf Of Mexico Drive Unit 14, Longboat Key image
3440 Gulf Of Mexico Drive Unit 14, Longboat Key — 3440 $245,000

Charming, casual, ground floor villa-style unit ready for you. Ideal for an island rental or getaway! Furnished with a few exceptions so just bring yourself and a toothb...

  • 1 Beds
  • 1 Baths
  • Dock On The Bay SubDv.
  • 34228 Zip Code
3320 Gulf Of Mexico Drive Unit 206-C, Longboat Key image
3320 Gulf Of Mexico Drive Unit 206-C, Longboat Key — C $349,900

Bring your boat and enjoy paradise! Lovely second floor condo with a view from the front patio of the bay and pool. The unit was completely renovated in 2017 and featur...

  • 2 Beds
  • 2 Baths
  • Longboat Arms SubDv.
  • 34228 Zip Code
3390 Bayou Sound, Longboat Key image
3390 Bayou Sound, Longboat Key $815,000

Beautifully remodeled home in the Bayou section of the exclusive gated community of Bay Isles on Longboat Key. The large great room featuring a vaulted ceiling is the cen...

  • 3 Beds
  • 3 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
3240 Gulf Of Mexico Drive Unit B307, Longboat Key image
3240 Gulf Of Mexico Drive Unit B307, Longboat Key — Portabello $529,000

Stunning head-on view of the emerald blue-green, serene Gulf of Mexico smacks you in the face when you set foot in the front door to this airy, spacious getaway. And mayb...

  • 2 Beds
  • 2 Baths
  • Portobello SubDv.
  • 34228 Zip Code
713 Penfield Street, Longboat Key image
713 Penfield Street, Longboat Key $1,097,000 ▲

short stories"...Perfect beach house..all on one level an elevated ranch home..with parking below for all your toys boat too"...with dock and a New pool included by Agnel...

  • 3 Beds
  • 2 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
58 Twin Shores Boulevard, Longboat Key image
58 Twin Shores Boulevard, Longboat Key $179,900

This Mobile Home IS A Must See... Pack your bags.. Affordable living on Longboat Key. Fabulous, Updated, Beautifully decorated, Beach Inspired 2 Bedroom, 2 Bath Mobile H...

  • 2 Beds
  • 1.5 Baths
  • Twin Shores Mobile Home SubDv.
  • 34228 Zip Code
821 Bayport Way, Longboat Key image
821 Bayport Way, Longboat Key — Bayport $500,000

Stunning Bay views and an island resort lifestyle await you at Bayport Beach & Tennis Club. This highly desirable and sought after first floor unit is waiting for your pe...

  • 2 Beds
  • 2 Baths
  • Bayport Bch & Ten SubDv.
  • 34228 Zip Code
8 Winslow Place, Longboat Key image
8 Winslow Place, Longboat Key $3,345,000

Spectacular waterfront home located on a protected bayou in a private, lush setting with great boating water. The dock will accommodate multiple water crafts and the boat...

  • 3 Beds
  • 3.5 Baths
  • Buttonwood Harbor SubDv.
  • 34228 Zip Code

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