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.

44 waterfront homes are for sale or pending in Winter Garden, FL today across 35 communities. The median asking price is $1,209,500, from $189,000 to $3,799,000. Listings in Winter Garden without that feature have a median of $590,490. Most listings right now: Avalon Cove (3), Arrowhead Lakes (3), West Lake Hancock Estates (2). Updated October 17, 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 $1,220,000, $394/sq ft, median 66 days on market. Photo cards link to the listing; refreshed nightly.

Newest waterfront homes in Winter Garden

14501 Grove Resort #1723, waterfront for sale in Winter Garden
$344,900 New
3 bd · 3 ba · 1,544 sq ft · built 2016
14501 Grove Resort #1723, 34787
Listing courtesy of LPT REALTY, LLC
7747 Green Mountain Way, waterfront for sale in Winter Garden
$2,400,000 New
6 bd · 6.5 ba · 5,572 sq ft · built 2016
7747 Green Mountain Way, 34787
Summerlake Pd
Listing courtesy of BELLA VIEW REALTY LLC
7031 Billie Court, waterfront for sale in Winter Garden
$1,550,000 New
4 bd · 4 ba · 3,487 sq ft · built 2020
7031 Billie Court, 34787
West Lake Hancock Estates
Listing courtesy of CASTRO REALTY GROUP
9849 Lost Creek Drive, waterfront for sale in Winter Garden
$949,000 New
5 bd · 3.5 ba · 3,910 sq ft · built 2021
9849 Lost Creek Drive, 34787
Listing courtesy of THOMAS LYNNE REALTY GROUP LLC
$499,900 New
2 bd · 2 ba · 1,185 sq ft · built 2019
17138 Arrowhead Boulevard, 34787
Arrowhead Lakes
Listing courtesy of WEICHERT REALTORS HALLMARK PRO
13619 Lake Boulevard, waterfront for sale in Winter Garden
$525,000 New
3 bd · 2 ba · 1,440 sq ft · built 1961
13619 Lake Boulevard, 34787
Edgewater Beach Oakland
Listing courtesy of COLDWELL BANKER HUBBARD HANSEN
261 Zachary Wade Street, waterfront for sale in Winter Garden
$1,500,000 New
4 bd · 3.5 ba · 3,728 sq ft · built 2005
261 Zachary Wade Street, 34787
Lakeview Reserve
Listing courtesy of BALDWIN PARK REALTY LLC
13557 Parkfield Way, waterfront for sale in Winter Garden
$650,000
4 bd · 3 ba · 2,350 sq ft · built 2021
13557 Parkfield Way, 34787
encore at ovation
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
15675 Panther Lake Drive, waterfront for sale in Winter Garden
$2,399,000
5 bd · 5 ba · 4,213 sq ft · built 2019
15675 Panther Lake Drive, 34787
Lakeshore Preserve
Listing courtesy of NOBSKA REAL ESTATE LLC
9056 Morgana Court, waterfront for sale in Winter Garden
$2,050,000
5 bd · 5 ba · 4,832 sq ft · built 2021
9056 Morgana Court, 34787
Avalon Cove
Listing courtesy of CORCORAN PREMIER REALTY
17828 Adrifit, waterfront for sale in Winter Garden
$949,000
5 bd · 4.5 ba · 3,299 sq ft · built 2023
17828 Adrifit, 34787
waterleigh
Listing courtesy of KAZA REAL ESTATE LLC
13542 Sunset Lakes Circle, waterfront for sale in Winter Garden
$3,799,000
5 bd · 5.5 ba · 5,450 sq ft · built 2022
13542 Sunset Lakes Circle, 34787
Sunset Lakes
Listing courtesy of STOCKWORTH REALTY GROUP
15594 Shorebird Lane, waterfront for sale in Winter Garden
$1,199,000
4 bd · 3.5 ba · 3,022 sq ft · built 2020
15594 Shorebird Lane, 34787
Lakeshore Preserve
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
2420 Balforn Tower Way, waterfront for sale in Winter Garden
$599,900
3 bd · 2 ba · 1,572 sq ft · built 2008
2420 Balforn Tower Way, 34787
Stoneybrook West D
Listing courtesy of HOMEVEST REALTY
14048 Larkspur Lake Drive, waterfront for sale in Winter Garden
$1,255,000
4 bd · 3 ba · 2,464 sq ft · built 2018
14048 Larkspur Lake Drive, 34787
Lakeview Pointe Horizon West P
Listing courtesy of EXP REALTY LLC
7573 Green Mountain Way, waterfront for sale in Winter Garden
$1,690,000
4 bd · 3.5 ba · 3,388 sq ft · built 2015
7573 Green Mountain Way, 34787
West Lake Hancock Estates
Listing courtesy of PRISTINE INTERNATIONAL REALTY LLC
15475 Shorebird Lane, waterfront for sale in Winter Garden
$2,075,000
5 bd · 5 ba · 4,253 sq ft · built 2020
15475 Shorebird Lane, 34787
Lakeshore Preserve
Listing courtesy of REAL BROKER, LLC
7301 Wild Blackberry Trail, waterfront for sale in Winter Garden
$2,400,000
6 bd · 5.5 ba · 5,403 sq ft · built 2012
7301 Wild Blackberry Trail, 34787
Listing courtesy of BERKSHIRE HATHAWAY FLORIDA REA
16945 W Phil C Peters Road, waterfront for sale in Winter Garden
$1,790,000
6 bd · 4 ba · 4,396 sq ft · built 1973
16945 W Phil C Peters Road, 34787
Listing courtesy of WINDERMERE COCOA BEACH CENTER
16038 Johns Lake Overlook Drive, waterfront for sale in Winter Garden
$1,999,999
5 bd · 5 ba · 4,139 sq ft · built 2015
16038 Johns Lake Overlook Drive, 34787
hickory hammock
Listing courtesy of COMPASS FLORIDA LLC
16950 Arrowhead Boulevard, waterfront for sale in Winter Garden
$620,000
2 bd · 2 ba · 1,514 sq ft · built 1980
16950 Arrowhead Boulevard, 34787
Arrowhead Lakes
Listing courtesy of FLORIDA REALTY RESULTS LLC
519 Teagarden Court, waterfront for sale in Winter Garden
$857,000
4 bd · 3 ba · 3,061 sq ft · built 2002
519 Teagarden Court, 34787
Teacup Springs Cove
Listing courtesy of WINDSOR REALTY GROUP INC
9110 Morgana Court, waterfront for sale in Winter Garden
$1,999,000
5 bd · 5 ba · 4,661 sq ft · built 2021
9110 Morgana Court, 34787
Avalon Cove
Listing courtesy of MAINFRAME REAL ESTATE
17372 Glossy Pomelo Way, waterfront for sale in Winter Garden
$1,580,000
5 bd · 5.5 ba · 4,977 sq ft · built 2025
17372 Glossy Pomelo Way, 34787
lake star at ovation
Listing courtesy of WRA BUSINESS & REAL ESTATE
17134 Lake Ingram Road, waterfront for sale in Winter Garden
$625,000
4 bd · 2 ba · 1,924 sq ft · built 1959
17134 Lake Ingram Road, 34787
Mt Park Orange Grove
Listing courtesy of OPTIMA ONE REALTY, INC.
14050 Fairway Willow Lane, waterfront for sale in Winter Garden
$649,000
3 bd · 2 ba · 2,027 sq ft · built 1989
14050 Fairway Willow Lane, 34787
Woodbridge On Green
Listing courtesy of LAKEFIELD REALTY GROUP LLC
2450 Dahlgren Way, waterfront for sale in Winter Garden
$1,499,990
5 bd · 5 ba · 4,365 sq ft · built 2007
2450 Dahlgren Way, 34787
Bronsons Lndgs F M
Listing courtesy of LPT REALTY, LLC
243 Zachary Wade Street, waterfront for sale in Winter Garden
$1,220,000
5 bd · 3.5 ba · 3,097 sq ft · built 2004
243 Zachary Wade Street, 34787
Lakeview Reserve
Listing courtesy of REGENCY REAL ESTATE LLC
17552 Lake Star Road, waterfront for sale in Winter Garden
$999,000
4 bd · 3.5 ba · 2,605 sq ft · built 2023
17552 Lake Star Road, 34787
northlake at ovation
Listing courtesy of WRA BUSINESS & REAL ESTATE
9207 Busaco Park Way, waterfront for sale in Winter Garden
$1,000,000
5 bd · 4 ba · 3,291 sq ft · built 2015
9207 Busaco Park Way, 34787
Watermark
Listing courtesy of COLDWELL BANKER REALTY

The most expensive waterfront homes in Winter Garden

ListingAskingSq ftCommunity
13542 Sunset Lakes Circle$3,799,0005,450Sunset Lakes
13377 Lake Butler Boulevard$2,500,0004,961—
7747 Green Mountain Way$2,400,0005,572Summerlake Pd
7301 Wild Blackberry Trail$2,400,0005,403—
15675 Panther Lake Drive$2,399,0004,213Lakeshore Preserve
15475 Shorebird Lane$2,075,0004,253Lakeshore Preserve
9056 Morgana Court$2,050,0004,832Avalon Cove
16038 Johns Lake Overlook Drive$1,999,9994,139hickory hammock
9110 Morgana Court$1,999,0004,661Avalon Cove
16945 W Phil C Peters Road$1,790,0004,396—

Waterfront Homes by price

BandFor saleShare
Under $300K26%
$300K–$500K26%
$500K–$750K720%
$750K–$1M411%
$1M+2057%

Winter Garden waterfront homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityWaterfront HomesNew buildMedian listFrom
Avalon Cove30$1,999,000$1,339,000
Arrowhead Lakes30$580,000$499,900
West Lake Hancock Estates20$1,620,000$1,550,000
Lakeview Reserve 46/14920$1,360,000$1,220,000
Summerlake Pd Ph 2C 2D 2E20$472,450$465,900
Sunset Lakes10$3,799,000$3,799,000
Summerlake Pd Ph 3A10$2,400,000$2,400,000
Signature Lks-Pcl 01D Ph 02 - Independence10$2,400,000$2,400,000
Lakeshore Preserve Ph 210$2,399,000$2,399,000
Lakeshore Preserve Ph 410$2,075,000$2,075,000
Hickory Hammock Ph 1D10$1,999,999$1,999,999
Waterleigh Ph 110$1,724,500$1,724,500
Hull Island/Oakland10$1,699,000$1,699,000
Lakeview Reserve10$1,675,000$1,675,000
Lake Star/Ovation Ph 1B10$1,580,000$1,580,000
Bronsons Lndgs F & M10$1,499,990$1,499,990
Deer Island10$1,495,000$1,495,000
Lakeview Pointe/Horizon West P10$1,255,000$1,255,000
Lakeshore Preserve10$1,199,000$1,199,000
Watermark Ph 1B10$1,000,000$1,000,000
Northlake/Ovation Ph 110$999,000$999,000
Waterleigh Ph 3B 3C & 3D10$949,000$949,000
Waterleigh10$949,000$949,000
Waterleigh Ph 2C-2 & 2C-310$899,000$899,000
Johns Lake Pointe A & S10$865,000$865,000
Teacup Spgs Cove10$857,000$857,000
Encore At Ovation10$650,000$650,000
Woodbridge On Green10$649,000$649,000
Mt Park Orange Grove10$625,000$625,000
Stoneybrook West D10$599,900$599,900
Glenview Estates 1St Add10$565,000$565,000
Edgewater Beach10$525,000$525,000
Grove Resort And Spa Hotel Condominium 110$344,900$344,900
Grove Residence & Spa Hotel Condo 310$289,000$289,000
Grove Resort And Spa Hotel Condo 110$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?
As of October 17, 2026, 44 Winter Garden, FL listings whose MLS record reports waterfront are active or pending, across 35 communities. The count updates with every MLS refresh.
What do waterfront homes cost in Winter Garden?
The median asking price today is $1,209,500, with listings from $189,000 to $3,799,000. Winter Garden listings without that feature have a median of $590,490.
Which Winter Garden community has the most waterfront homes for sale?
Avalon Cove has the most right now (3), followed by Arrowhead Lakes (3), West Lake Hancock Estates (2), Lakeview Reserve 46/149 (2).
Is a waterfront home always in a flood zone?
Not always, but most direct-frontage parcels are in a FEMA special flood hazard area, which means a lender will require flood insurance. The elevation certificate and the exact zone for the parcel decide the premium; two homes on the same canal can differ by thousands a year.

Keep exploring Winter Garden

Waterfront Homes in nearby Orange County cities

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.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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