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.
40 waterfront homes are for sale or pending in Winter Garden, FL today across 33 communities. The median asking price is $1,337,500, from $189,000 to $3,799,000. Listings in Winter Garden without that feature have a median of $599,000. Most listings right now: Arrowhead Lakes (3), Summerlake Pd Ph 3A (2), Lakeshore Preserve Ph 2 (2). Updated November 7, 2026 from the MLS.
Live waterfront homes in Winter Garden: the listings
35 active listings carry the flag today (5% of Winter Garden inventory), median asking $1,225,000, $389/sq ft, median 87 days on market. Photo cards link to the listing; refreshed nightly.
Newest waterfront homes in Winter Garden
The most expensive waterfront homes in Winter Garden
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 13542 Sunset Lakes Circle | $3,799,000 | 5,450 | Sunset Lakes |
| 7723 Green Mountain Way | $2,695,000 | 5,174 | Summerlake Pd |
| 16773 Broadwater Avenue | $2,575,000 | 6,235 | waterside on johns lake |
| 13377 Lake Butler Boulevard | $2,500,000 | 4,961 | — |
| 7747 Green Mountain Way | $2,400,000 | 5,572 | Summerlake Pd |
| 15633 Panther Lake Drive | $2,395,000 | 4,556 | Lakeshore Preserve Winter Garden |
| 557 Lake Cove Pointe Circle | $2,249,999 | 4,176 | lake cove pointe |
| 15475 Shorebird Lane | $2,075,000 | 4,253 | Lakeshore Preserve Winter Garden |
| 16038 Johns Lake Overlook Drive | $1,999,999 | 4,139 | hickory hammock |
| 15646 Sweet Lemon Way | $1,950,000 | 3,871 | — |
Waterfront Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 2 | 6% |
| $300K–$500K | 2 | 6% |
| $500K–$750K | 7 | 20% |
| $750K–$1M | 4 | 11% |
| $1M+ | 20 | 57% |
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 |
|---|---|---|---|---|
| Arrowhead Lakes | 3 | 0 | $580,000 | $499,900 |
| Summerlake Pd Ph 3A | 2 | 0 | $2,547,500 | $2,400,000 |
| Lakeshore Preserve Ph 2 | 2 | 0 | $2,397,000 | $2,395,000 |
| West Lake Hancock Estates | 2 | 0 | $1,620,000 | $1,550,000 |
| Sunset Lakes | 1 | 0 | $3,799,000 | $3,799,000 |
| Waterside On Johns Lake | 1 | 0 | $2,575,000 | $2,575,000 |
| Signature Lks-Pcl 01D Ph 02 - Independence | 1 | 0 | $2,400,000 | $2,400,000 |
| Lake Cove Pointe Ph 02 | 1 | 0 | $2,249,999 | $2,249,999 |
| Lakeshore Preserve Ph 4 | 1 | 0 | $2,075,000 | $2,075,000 |
| Hickory Hammock Ph 1D | 1 | 0 | $1,999,999 | $1,999,999 |
| Avalon Cove | 1 | 0 | $1,999,000 | $1,999,000 |
| Highlands/Summerlake Grvs Ph 3 | 1 | 0 | $1,950,000 | $1,950,000 |
| Lakeview Reserve | 1 | 0 | $1,675,000 | $1,675,000 |
| Hull Island/Oakland | 1 | 0 | $1,599,000 | $1,599,000 |
| Lake Star/Ovation Ph 1B | 1 | 0 | $1,550,000 | $1,550,000 |
| Lakeview Reserve 46/149 | 1 | 0 | $1,450,000 | $1,450,000 |
| Lakeview Pointe/Horizon West P | 1 | 0 | $1,225,000 | $1,225,000 |
| Lakeshore Preserve | 1 | 0 | $1,199,000 | $1,199,000 |
| Watermark Ph 1B | 1 | 0 | $1,000,000 | $1,000,000 |
| Northlake/Ovation Ph 1 | 1 | 0 | $999,000 | $999,000 |
| Waterleigh Ph 3B 3C & 3D | 1 | 0 | $949,000 | $949,000 |
| Waterleigh | 1 | 1 | $942,596 | $942,596 |
| Johns Lake Pointe A & S | 1 | 0 | $865,000 | $865,000 |
| Teacup Spgs Cove | 1 | 0 | $819,500 | $819,500 |
| Encore At Ovation | 1 | 0 | $640,000 | $640,000 |
| Mt Park Orange Grove | 1 | 0 | $625,000 | $625,000 |
| Stoneybrook West D | 1 | 0 | $599,900 | $599,900 |
| Woodbridge On Green | 1 | 0 | $599,000 | $599,000 |
| Glenview Estates 1St Add | 1 | 0 | $565,000 | $565,000 |
| Edgewater Beach | 1 | 0 | $525,000 | $525,000 |
| Grove Resort And Spa Hotel Condominium 1 | 1 | 0 | $344,900 | $344,900 |
| Grove Residence & Spa Hotel Condo 3 | 1 | 0 | $289,000 | $289,000 |
| Grove Resort And Spa Hotel Condo 1 | 1 | 0 | $189,000 | $189,000 |
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
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- Winter Garden gated community homes
- Winter Garden 4-bedroom homes
- Winter Garden homes under $300K
- Winter Garden homes $300K–$500K
- Waterfront Homes in every city
Waterfront Homes in nearby Orange County cities
- Orlando waterfront homes (273 for sale)
- Windermere waterfront homes (54 for sale)
- Winter Park waterfront homes (26 for sale)
- Apopka waterfront homes (14 for sale)
- Maitland waterfront homes (14 for sale)
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.