Waterfront Homes for Sale in Winter Garden, FL
This page tracks every Winter Garden 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.
41 waterfront homes are for sale or pending in Winter Garden, FL today across 34 communities. The median asking price is $1,219,000, from $289,000 to $3,799,000. Listings in Winter Garden without that feature have a median of $890,000. Most listings right now: Avalon Cove (3), Sunset Lakes (2), Lakeshore Preserve Ph 4 (2). Updated September 8, 2026 from the MLS.
Winter Garden 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 |
|---|---|---|---|---|
| Avalon Cove | 3 | 0 | $1,999,000 | $1,389,000 |
| Sunset Lakes | 2 | 0 | $2,394,450 | $989,900 |
| Lakeshore Preserve Ph 4 | 2 | 0 | $1,704,500 | $1,219,000 |
| Arrowhead Lakes | 2 | 0 | $602,500 | $585,000 |
| Signature Lks-Pcl 01D Ph 02 - Independence | 1 | 0 | $2,600,000 | $2,600,000 |
| Hickory Hammock Ph 1D | 1 | 0 | $2,099,000 | $2,099,000 |
| Lakeshore Preserve Ph 1 | 1 | 0 | $2,075,000 | $2,075,000 |
| West Lake Hancock Estates | 1 | 0 | $1,750,000 | $1,750,000 |
| Waterleigh Ph 1 | 1 | 0 | $1,724,500 | $1,724,500 |
| Hull Island/Oakland | 1 | 0 | $1,699,000 | $1,699,000 |
| Lakeview Reserve | 1 | 0 | $1,675,000 | $1,675,000 |
| Lake Star/Ovation Ph 1B | 1 | 1 | $1,639,900 | $1,639,900 |
| Bronsons Lndgs F & M | 1 | 0 | $1,625,000 | $1,625,000 |
| Lakeview Pointe/Horizon West P | 1 | 0 | $1,395,000 | $1,395,000 |
| Lakeview Reserve 46/149 | 1 | 0 | $1,300,000 | $1,300,000 |
| Waterleigh Ph 1A | 1 | 0 | $1,299,000 | $1,299,000 |
| Westhaven At Ovation | 1 | 1 | $1,249,000 | $1,249,000 |
| Waterleigh Ph 3B 3C & 3D | 1 | 0 | $1,199,000 | $1,199,000 |
| Northlake At Ovation | 1 | 0 | $1,185,000 | $1,185,000 |
| Waterleigh Ph 2B | 1 | 0 | $1,100,000 | $1,100,000 |
| Watermark Ph 1B | 1 | 0 | $1,000,000 | $1,000,000 |
| Northlake/Ovation Ph 1 | 1 | 0 | $999,000 | $999,000 |
| Waterleigh | 1 | 0 | $990,000 | $990,000 |
| Waterleigh Ph 2C-2 & 2C-3 | 1 | 0 | $939,000 | $939,000 |
| Johns Lake Pointe A & S | 1 | 0 | $865,000 | $865,000 |
| Teacup Spgs Cove | 1 | 0 | $857,000 | $857,000 |
| Woodbridge On Green | 1 | 0 | $699,000 | $699,000 |
| Mt Park Orange Grove | 1 | 0 | $625,000 | $625,000 |
| Stoneybrook West | 1 | 0 | $615,000 | $615,000 |
| Signature Lks-Pcl 01B | 1 | 0 | $574,900 | $574,900 |
| Edgewater Beach | 1 | 0 | $525,000 | $525,000 |
| Summerlake Pd Ph 2C 2D 2E | 1 | 0 | $479,000 | $479,000 |
| Grove Resort And Spa Hotel Condo 1 | 1 | 0 | $299,000 | $299,000 |
| Grove Residence & Spa Hotel Condo 3 | 1 | 0 | $289,000 | $289,000 |
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 Winter Garden?
What do waterfront homes cost in Winter Garden?
Which Winter Garden community has the most waterfront homes for sale?
Is a waterfront home always in a flood zone?
Keep exploring Winter Garden
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 Winter Garden, 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.