Waterfront Homes for Sale in Windermere, FL
This page tracks every Windermere 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.
53 waterfront homes are for sale or pending in Windermere, FL today across 36 communities. The median asking price is $2,650,000, from $399,900 to $27,000,000. Listings in Windermere without that feature have a median of $1,450,000. Most listings right now: Keenes Pointe (5), Windermere Town (4), Reserve At Belmere Ph 02 48 144 (3). Updated September 8, 2026 from the MLS.
Windermere waterfront homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Waterfront Homes | New build | Median list | From |
|---|---|---|---|---|
| Keenes Pointe | 5 | 1 | $5,000,000 | $1,151,000 |
| Windermere Town | 4 | 1 | $2,597,500 | $1,650,000 |
| Reserve At Belmere Ph 02 48 144 | 3 | 0 | $2,225,000 | $1,900,000 |
| Chaine Du Lac | 2 | 0 | $10,000,000 | $4,500,000 |
| Weatherstone On Lake Olivia | 2 | 0 | $2,522,500 | $2,395,000 |
| Butler Bay | 2 | 0 | $1,699,500 | $1,649,000 |
| Summerport | 2 | 0 | $747,450 | $699,900 |
| Keenes Point | 1 | 0 | $15,900,000 | $15,900,000 |
| Lake Down Pointe 50 42 | 1 | 0 | $13,995,000 | $13,995,000 |
| Isleworth 5Th Amd | 1 | 0 | $12,350,000 | $12,350,000 |
| Keenes Pointe Unit 03 46/104 | 1 | 0 | $7,695,000 | $7,695,000 |
| Windermere | 1 | 0 | $7,500,000 | $7,500,000 |
| Down Acres Estates | 1 | 0 | $6,900,000 | $6,900,000 |
| Isleworth West | 1 | 0 | $6,900,000 | $6,900,000 |
| Aladar On Lake Butler | 1 | 0 | $5,999,000 | $5,999,000 |
| Sunset Bay | 1 | 0 | $4,995,000 | $4,995,000 |
| Gotha Town | 1 | 0 | $4,850,000 | $4,850,000 |
| Metcalf Park Rep | 1 | 0 | $3,999,999 | $3,999,999 |
| Lake Roper Pointe | 1 | 0 | $3,200,000 | $3,200,000 |
| Lake Hancock Shores | 1 | 0 | $3,100,000 | $3,100,000 |
| Casa Del Lago Rep | 1 | 0 | $3,100,000 | $3,100,000 |
| Down Point Sub | 1 | 0 | $2,950,000 | $2,950,000 |
| Bellaria | 1 | 0 | $2,800,000 | $2,800,000 |
| Lake Down Shores | 1 | 0 | $2,275,000 | $2,275,000 |
| Kelso On Lake Butler | 1 | 0 | $2,195,000 | $2,195,000 |
| Estates At Lake Clarice | 1 | 0 | $2,090,000 | $2,090,000 |
| Estancia/Windermere | 1 | 0 | $1,985,000 | $1,985,000 |
| Lake Burden South Ph 2 | 1 | 0 | $1,870,000 | $1,870,000 |
| Keene'S Pointe | 1 | 0 | $1,795,000 | $1,795,000 |
| Davis Shores | 1 | 0 | $1,572,000 | $1,572,000 |
| Oxford Moor 47/30 | 1 | 0 | $1,289,000 | $1,289,000 |
| Sandy Shores | 1 | 0 | $1,225,000 | $1,225,000 |
| Eden Isle Boat Ramp | 1 | 0 | $724,900 | $724,900 |
| Providence Ph 01 50 03 | 1 | 0 | $720,000 | $720,000 |
| Summerport Phase 1 | 1 | 0 | $600,000 | $600,000 |
| Oasis Cove I/Lakeside Village Ph 01 | 1 | 0 | $399,900 | $399,900 |
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 Windermere?
What do waterfront homes cost in Windermere?
Which Windermere community has the most waterfront homes for sale?
Is a waterfront home always in a flood zone?
Keep exploring Windermere
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 Windermere, 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.