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.
223 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 $599,000. Most listings right now: Longboat Key Moorings Marina (13), Longboat Key Moorings (11), Longboat Harbour (8). Updated September 27, 2026 from the MLS.
Live waterfront homes in Longboat Key: the listings
126 active listings carry the flag today (78% of Longboat Key inventory), median asking $955,000, $788/sq ft, median 124 days on market. Photo cards link to the listing; refreshed nightly.
Newest waterfront homes in Longboat Key
The most expensive waterfront homes in Longboat Key
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 1561 Gulf Of Mexico Drive #304 | $13,000,000 | 4,967 | — |
| 1561 Gulf Of Mexico Drive #403 | $12,825,000 | 4,187 | — |
| 1561 Gulf Of Mexico Drive #404 | $12,750,000 | 4,967 | — |
| 1600 Harbor Sound Drive | $11,900,000 | 5,689 | — |
| 600 Putter Lane | $9,400,000 | 5,982 | — |
| 2251 Gulf Of Mexico Drive #301 | $5,999,000 | 3,921 | — |
| 455 Longboat Club Road #905 | $5,295,000 | 2,880 | — |
| 3606 Fair Oaks Place | $4,999,000 | 3,842 | — |
| 4127 Gulf Of Mexico Drive #N102 | $4,700,000 | 3,521 | — |
| 1591 Gulf Of Mexico Drive #413 | $4,429,000 | 2,154 | — |
Waterfront Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 17 | 13% |
| $300K–$500K | 20 | 16% |
| $500K–$750K | 14 | 11% |
| $750K–$1M | 17 | 13% |
| $1M+ | 58 | 46% |
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 | $1,350,000 | $780,000 |
| St. Regis Longboat Key | 6 | 2 | $8,589,500 | $2,750,000 |
| Sleepy Lagoon Park | 5 | 1 | $4,000,000 | $1,275,000 |
| Islander Club Of Longboat | 5 | 0 | $950,000 | $625,000 |
| Bay Isles | 4 | 1 | $4,175,000 | $1,950,000 |
| Sleepy Lagoon Park 2 | 4 | 1 | $2,822,450 | $2,500,000 |
| Country Club Shores | 4 | 0 | $2,597,000 | $1,999,000 |
| Water Club 01 At Longboat Key | 4 | 0 | $2,347,500 | $1,050,000 |
| Promenade | 4 | 0 | $1,671,500 | $1,595,000 |
| Sea Gate Club | 4 | 0 | $1,585,000 | $1,350,000 |
| Beachplace Iii | 4 | 0 | $1,274,000 | $799,000 |
| Fairway Bay 1 | 4 | 0 | $987,000 | $497,000 |
| Beachplace Ii | 4 | 0 | $850,000 | $600,000 |
| Windward Bay Amd | 4 | 0 | $719,500 | $600,000 |
| Longboat Key Moorings Marina 2 | 4 | 0 | $300,000 | $200,000 |
| Queens Harbour | 3 | 0 | $2,895,000 | $2,550,000 |
| Marina Bay | 3 | 0 | $1,995,000 | $1,800,000 |
| Grand Bay 2 | 3 | 0 | $1,349,000 | $1,050,000 |
| Spanish Main Yacht Club Condo | 3 | 0 | $750,000 | $589,000 |
| The Banyan Bay Club | 3 | 0 | $649,999 | $550,000 |
| Saint Judes Apts | 3 | 0 | $525,000 | $399,000 |
| Boathouse On Longboat | 3 | 0 | $59,000 | $39,900 |
| Sanctuary Iv | 2 | 0 | $3,507,500 | $3,265,000 |
| Villa Di Lancia Ph 1 | 2 | 0 | $2,172,500 | $1,995,000 |
| Tangerine Bay Club | 2 | 0 | $1,694,500 | $1,044,000 |
| 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 |
| Inn On The Beach Ph Ii | 2 | 0 | $955,000 | $950,000 |
| Seaplace I | 2 | 0 | $912,500 | $675,000 |
| Privateer South | 2 | 0 | $906,450 | $863,900 |
| Harbour Oaks 2 | 2 | 0 | $892,500 | $835,000 |
| 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 |
| Westchester Apts | 2 | 0 | $700,000 | $675,000 |
| Club Longboat Beach & Tennis | 2 | 0 | $649,500 | $549,000 |
| Longboat Arms | 2 | 0 | $632,450 | $589,900 |
| Fairway Bay | 2 | 0 | $536,000 | $449,000 |
| Beach Harbor Club | 2 | 0 | $364,250 | $339,000 |
| Robert Lennox | 1 | 0 | $18,500,000 | $18,500,000 |
| T J Oxford | 1 | 0 | $15,550,000 | $15,550,000 |
| Sleepy Lagoon | 1 | 1 | $13,995,000 | $13,995,000 |
| 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 |
| 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 | $5,895,000 | $5,895,000 |
| Pierre | 1 | 0 | $5,295,000 | $5,295,000 |
| La Firenza | 1 | 0 | $4,700,000 | $4,700,000 |
| Longboat Shores Rev | 1 | 1 | $4,395,000 | $4,395,000 |
| Country Club Shores Sec 02 | 1 | 0 | $3,999,990 | $3,999,990 |
| Weston Pointe | 1 | 0 | $3,100,000 | $3,100,000 |
| Coquina Beach | 1 | 0 | $3,000,000 | $3,000,000 |
| L Ambiance 1 | 1 | 0 | $2,950,000 | $2,950,000 |
Also with waterfront homes for sale
- Country Club Shores Sec 2 (1)
- Sanctuary Iv Longboat Key (1)
- Shipmans Add (1)
- The Grande At Longboat Key (1)
- Coreys Landing (1)
- L Ambiance At Longboat Key Club (1)
- Longboat Key Estates (1)
- Beaches Of Longboat Key (1)
- Sanctuary Iii (1)
- Emerald Pointe South (1)
- Country Club Shores Sec 1 (1)
- Veinte (1)
- Beaches Of Longboat Key Ph-1 (1)
- Islands West (1)
- Players Club I (1)
- The Castillian (1)
- Grand Bay 1 (1)
- Bayport Bch & Ten Ph D (1)
- Privateer North (1)
- Water Club At Longboat Key (1)
- Players Club Iv (1)
- Seaplace Iv (1)
- Harbour Villa Club At The Buccaneer (1)
- Beachplace I (1)
- Seaplace Iii (1)
- Bay Harbour Apts (1)
- Fairway Bay 2 Ph 1 (1)
- Northgate Of Longboat Key (1)
- Pelican Harbour & Beach Club (1)
- Whitney Beach Iii (1)
- Bayport Bch & Ten Ph F (1)
- Longboat Key Casa Del Mar (1)
- Cedars East Sec 2 (1)
- Cedars East Sec 3 (1)
- Bay Harbour (1)
- Seaplace Vi (1)
- Grand Bay 5 (1)
- Silver Sands (1)
- Covert Ii (1)
- Sea Horse Beach Resort (1)
- Sutton Place (1)
- Whitney Beach (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
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- Waterfront Homes in every city
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.