Waterfront Homes for Sale in Longboat Key, FL
This page tracks every Longboat Key listing whose MLS record reports waterfront (ocean, bay, Intracoastal, river, canal or lake frontage), by community, with live counts and asking prices, and the costs that come with the water.
231 waterfront homes are for sale or pending in Longboat Key, FL today across 104 communities. The median asking price is $950,000, from $39,900 to $38,450,000. Listings in Longboat Key without that feature have a median of $1,773,750. Most listings right now: Longboat Key Moorings Marina (13), Longboat Key Moorings (11), Longboat Harbour (8). Updated September 8, 2026 from the MLS.
Longboat Key waterfront homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most waterfront homes listed are tabled; the rest follow.
| Community | Waterfront Homes | New build | Median list | From |
|---|---|---|---|---|
| Longboat Key Moorings Marina | 13 | 0 | $265,000 | $225,000 |
| Longboat Key Moorings | 11 | 0 | $425,000 | $189,000 |
| Longboat Harbour | 8 | 0 | $489,500 | $307,000 |
| Longboat Key | 7 | 2 | $1,499,000 | $800,000 |
| Sleepy Lagoon Park | 6 | 1 | $2,850,000 | $975,000 |
| St. Regis Longboat Key | 5 | 5 | $4,449,000 | $2,400,000 |
| Sea Gate Club | 5 | 0 | $1,595,000 | $1,350,000 |
| Beachplace Iii | 5 | 0 | $1,299,000 | $845,000 |
| Islander Club Of Longboat | 5 | 0 | $950,000 | $625,000 |
| Bay Isles | 4 | 1 | $4,175,000 | $1,950,000 |
| Country Club Shores | 4 | 0 | $2,597,000 | $1,999,000 |
| Water Club 01 At Longboat Key | 4 | 0 | $1,772,500 | $950,000 |
| Promenade | 4 | 0 | $1,695,000 | $1,648,000 |
| Fairway Bay 1 | 4 | 0 | $987,000 | $499,000 |
| Beachplace Ii | 4 | 0 | $850,000 | $625,000 |
| Spanish Main Yacht Club Condo | 4 | 0 | $669,500 | $435,000 |
| Sleepy Lagoon Park 2 | 3 | 1 | $2,850,000 | $2,500,000 |
| Marina Bay | 3 | 0 | $1,995,000 | $1,800,000 |
| Grand Bay 2 | 3 | 0 | $1,349,000 | $1,050,000 |
| Tangerine Bay Club | 3 | 0 | $1,044,000 | $899,500 |
| Inn On The Beach Ph Ii | 3 | 0 | $960,000 | $950,000 |
| Harbour Oaks 2 | 3 | 0 | $835,000 | $800,000 |
| Windward Bay Amd | 3 | 0 | $769,000 | $600,000 |
| Westchester Apts | 3 | 0 | $725,000 | $700,000 |
| Seaplace I | 3 | 0 | $675,000 | $610,000 |
| The Banyan Bay Club | 3 | 0 | $649,999 | $550,000 |
| Saint Judes Apts | 3 | 0 | $525,000 | $399,000 |
| Longboat Key Moorings Marina 2 | 3 | 0 | $250,000 | $200,000 |
| Boathouse On Longboat | 3 | 0 | $59,000 | $39,900 |
| Sleepy Lagoon | 2 | 2 | $14,497,500 | $13,995,000 |
| Queens Harbour | 2 | 0 | $3,774,500 | $2,550,000 |
| Pierre | 2 | 0 | $3,695,000 | $2,095,000 |
| Sanctuary Iv | 2 | 0 | $3,507,500 | $3,265,000 |
| Villa Di Lancia Ph 1 | 2 | 0 | $2,172,500 | $1,995,000 |
| Emerald Pointe South | 2 | 0 | $1,697,500 | $1,445,000 |
| Inn On The Beach Ph I | 2 | 0 | $1,393,000 | $996,000 |
| Longbeach | 2 | 0 | $1,092,000 | $885,000 |
| Tiffany Plaza | 2 | 0 | $1,049,500 | $999,000 |
| Beachplace I | 2 | 0 | $1,025,000 | $875,000 |
| Privateer South | 2 | 0 | $906,450 | $863,900 |
| Bayport Bch & Ten Ph E | 2 | 0 | $862,000 | $775,000 |
| Portobello | 2 | 0 | $784,500 | $689,000 |
| Mccalls Beach Castle | 2 | 0 | $744,000 | $689,000 |
| Longboat Arms | 2 | 0 | $649,950 | $624,900 |
| Pelican Harbour & Beach Club | 2 | 0 | $614,500 | $580,000 |
| Whitney Beach | 2 | 0 | $380,000 | $350,000 |
| Beach Harbor Club | 2 | 0 | $354,000 | $339,000 |
| Robert Lennox | 1 | 0 | $18,500,000 | $18,500,000 |
| T J Oxford | 1 | 0 | $15,550,000 | $15,550,000 |
| L Ambiance 1 | 1 | 0 | $12,995,000 | $12,995,000 |
| Rauch | 1 | 0 | $12,900,000 | $12,900,000 |
| Country Club Shores, Unit 5, Sec 3 | 1 | 0 | $9,400,000 | $9,400,000 |
| Lighthouse Point | 1 | 0 | $6,995,000 | $6,995,000 |
| Longbeach On Longboat Key | 1 | 1 | $6,995,000 | $6,995,000 |
| Emerald Harbor | 1 | 1 | $6,495,000 | $6,495,000 |
| Hideaway Bay Sub | 1 | 0 | $6,295,000 | $6,295,000 |
| Aria Longboat Key | 1 | 0 | $5,999,000 | $5,999,000 |
| Jew Fish Key | 1 | 0 | $5,995,000 | $5,995,000 |
| La Firenza | 1 | 0 | $4,700,000 | $4,700,000 |
| Longboat Shores Rev | 1 | 1 | $4,395,000 | $4,395,000 |
Also with waterfront homes for sale: Country Club Shores Sec 02 (1), Coquina Beach (1), L Ambiance At Longboat Key Club Ph 02 (1), Weston Pointe (1), Country Club Shores Sec 2 (1), Sanctuary Iv Longboat Key (1), Shipmans Add (1), The Grande At Longboat Key (1), Coreys Landing (1), Beaches Of Longboat Key (1), Longboat Key Estates (1), Sanctuary Iii (1), Country Club Shores Sec 1 (1), Sanctuary Ii (1), Veinte (1), Beaches Of Longboat Key Ph-1 (1), Grand Bay 4 (1), Players Club I (1), Longboat Key Towers (1), The Castillian (1), Grand Bay 1 (1), Privateer North (1), Players Club Iv (1), Seaplace Iv (1), Harbour Villa Club At The Buccaneer (1), Longboat Landing (1), Seaplace Iii (1), Cedars West Of Longboat Inc (1), Bay Harbour Apts (1), Northgate Of Longboat Key (1), Whitney Beach Iii (1), Longboat Key Casa Del Mar (1), Fairway Bay (1), Cedars East Sec 3 (1), Bay Harbour (1), Seaplace Vi (1), Grand Bay 5 (1), Club Longboat Beach & Tennis (1), Inn On The Beach Ph Iii (1), Silver Sands (1), Covert Ii (1), Sutton Place (1), Twin Shores Mobile Home (1), Gulfshore Of Longboat Key (1).
What waterfront ownership really costs
Waterfront homes carry costs inland homes do not: flood insurance where the parcel sits in a FEMA special flood hazard area, higher windstorm premiums closer to open water, and upkeep for seawalls, docks and lifts. Before you offer, pull the FEMA flood zone for the specific parcel, ask for the seawall’s age and any inspection reports, and get an insurance quote in hand, not an estimate. Our flood insurance calculator and wind mitigation savings calculator show what the parcel will actually cost to insure.
Questions to ask about any waterfront listing
Is the water frontage deeded or association-owned? Is there a fixed bridge between the dock and open water, and what is the clearance? What did the seller pay for flood and wind coverage last year, and with which carriers? Has the seawall or dock been permitted and inspected? What is the finished-floor elevation? A local agent who works waterfront deals will know which canals hold depth at low tide and which carriers are writing in the area.
Common questions
How many waterfront homes are for sale in Longboat Key?
What do waterfront homes cost in Longboat Key?
Which Longboat Key community has the most waterfront homes for sale?
Is a waterfront home always in a flood zone?
Keep exploring Longboat Key
Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Longboat Key, FL whose MLS record reports waterfront. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.