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Longboat Key Florida Homes

Bay Front Homes

The majority of the homes on Longboat Key reside bay side and vary widely in terms of age, design and community amenities. If you are a boater who needs to keep their vessel on-site, than either a bay front or canal front home on Longboat Key is for you.

While beachfront is considered the most desirable, we have heard it said more than once that a bay front view at night is so soothing and just plain sexy. The lights of Sarasota at night offer an unmatched view. After all, unless there is a bright moon at night over the Gulf of Mexico, it is an uninterrupted black backdrop of night on the beach which is not very exciting.

Bay side homes also offer the opportunity for boaters to keep their yacht or small runabout docked on their property.   Canals extend up and down the 9.5 mile Key in many locations which lead into Sarasota Bay and onto the Gulf of Mexico.

See the latest bayfront home sales on Longboat Key
See the Longboat Key Real Estate Bay Front Homes market and pricing report

Before jumping into the any real estate transaction in the Longboat Key market, be sure to take a look at our market for the bay front homes as well as the recent sold page. Knowledge is power and our information stacks the deck in your favor. 

We update our properties from the Realtor database called the MLS each and every day. We have every listed property from all area brokers. Check back here often for the latest listings or if you prefer, use our advanced search to choose the exact home you want and as new homes come on the market or exiting listings have a price reduction, we’ll get that out to you straight to your inbox within 24 hours.

We have been selling Longboat Key Homes for nearly two decades. Our local knowledge can be a key resource to help guide you to a rewarding and successful transaction. We are always here to help and look forward to your call or email.

The Newest Logboat Key Bay Front Homes for Sale

65 Lighthouse Point Drive, Longboat Key image
65 Lighthouse Point Drive, Longboat Key $6,995,000

Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point ...

  • 4 Beds
  • 5 Baths
  • Lighthouse Point SubDv.
  • 34228 Zip Code
711 Old Compass Road, Longboat Key image
711 Old Compass Road, Longboat Key $6,495,000 ▼

This spectacular waterfront pool home was just completed in 2026 and built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired residen...

  • 4 Beds
  • 6 Baths
  • Emerald Harbor SubDv.
  • 34228 Zip Code
614 Norton Street, Longboat Key image
614 Norton Street, Longboat Key $2,999,999

Virtually Staged. Welcome to an extraordinary waterfront estate on coveted Longboat Key, where timeless coastal elegance meets world-class boating. Perfectly situated on ...

  • 6 Beds
  • 6 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
657 Halyard Lane, Longboat Key image
657 Halyard Lane, Longboat Key $4,300,000

Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboa...

  • 4 Beds
  • 5 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
578 Spanish Drive S, Longboat Key image
578 Spanish Drive S, Longboat Key $499,000

Welcome to 578 Spanish Drive S, a completely renovated 2 bedroom, 2 bathroom villa in Spanish Main Yacht Club on Longboat Key. Renovated completely with thoughtful attent...

  • 2 Beds
  • 2 Baths
  • Spanish Main Yacht Club SubDv.
  • 34228 Zip Code
7094 Longboat Drive E, Longboat Key image
7094 Longboat Drive E, Longboat Key $6,995,000

Pre-Construction. To be built. An extraordinary opportunity to create a world-class waterfront estate on Sarasota Bay, this stunning new construction residence offers the...

  • 6 Beds
  • 7 Baths
  • Longboat Key SubDv.
  • 34228 Zip Code
500 Harbor Cove Circle, Longboat Key image
500 Harbor Cove Circle, Longboat Key $12,250,000

Under Construction. Now nearing completion and expected to be delivered in approximately 60 days. Positioned within the exclusive Harbor Section of Bay Isles on Longboat ...

  • 5 Beds
  • 6 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
549 Halyard Lane, Longboat Key image
549 Halyard Lane, Longboat Key $2,195,000

This is the one * PERFECTLY POSITIONED ON A QUIET CUL DE SAC STREET AT THE PREFERRED SOUTH END OF LONGBOAT KEY * Located on the QUIET END OF THE CANAL with OPEN WATER JUS...

  • 3 Beds
  • 2 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
626 Buttonwood Drive, Longboat Key image
626 Buttonwood Drive, Longboat Key $4,395,000 ▼

Private Marina. Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfe...

  • 6 Beds
  • 6 Baths
  • Longboat Shores SubDv.
  • 34228 Zip Code
705 Jungle Queen Way, Longboat Key image
705 Jungle Queen Way, Longboat Key $2,795,000

Tucked away on the coveted north end of Longboat Key, this custom-designed coastal contemporary residence offers a rare blend of modern architecture, boating access, and ...

  • 4 Beds
  • 4 Baths
  • Shipmans Add SubDv.
  • 34228 Zip Code
3606 Fair Oaks Place, Longboat Key image
3606 Fair Oaks Place, Longboat Key $4,999,000

Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend ...

  • 5 Beds
  • 3 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
3527 Fair Oaks Lane, Longboat Key image
3527 Fair Oaks Lane, Longboat Key $2,550,000

Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gat...

  • 4 Beds
  • 5 Baths
  • Queens Harbour (F/K/A Manchester Bay) SubDv.
  • 34228 Zip Code
6664 & 6660 & 6670 Gulf Of Mexico Drive, Longboat Key image
6664 & 6660 & 6670 Gulf Of Mexico Drive, Longboat Key $18,500,000

This house is a part of a 5.5 Property and will be sold together as one parcel. The house can be used as a guest house, caretaker home or removed for development.

  • 2 Beds
  • 2 Baths
  • Robert Lennox Subdivision SubDv.
  • 34228 Zip Code

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