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Homes for Sale in Winter Garden, FL

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759 homes are for sale in Winter Garden, FL as of 2026-10-18, with 204 more under contract. The median list price is $585,000 ($258/sq ft), most homes list between $260K to $1.05M, and the median listing has been on the market 42 days. That is 515 houses, 116 condos and 123 townhouses. 189 homes came on the market this week and 1,339 sold in the last 12 months at a median of $595,000.

Winter Garden, FL key facts
LocationOrange County, FL
ZIP codes with their own page1
For sale right now759 active, 204 under contract
Asking prices$585,000 median · $258 per sq ft · most homes $260K–$1.05M
Median days on market (active listings)42
Property types for sale515 houses, 116 condos, 123 townhouses
New listings this week189
Homes sold, last 12 months1,339 at a median of $595,000

Listing counts and prices as of 2026-10-18; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Garden, FL key facts,” movewithmomentum.com/homes-for-sale/winter-garden-fl/, data as of 2026-10-18.

759
Homes for sale
$585,000
Median list price
$260K to $1.05M
Typical range
42
Median days on market
189
New this week
204
Under contract
$4,101
Est. monthly cost at median
6.8
Months of supply

Newest homes for sale in Winter Garden

The most recently listed homes in Winter Garden, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

13541 PARKFIELD WAY, home for sale in Winter Garden
$1.05M New
5 bd · 4 ba · 3,688 sq ft · built 2021
13541 PARKFIELD WAY, 34787
Winter Garden
Listing courtesy of PALM CIRCLE REALTY
6261 FLOWERING CHERRY BEND, home for sale in Winter Garden
$953,817 New
6 bd · 4 ba · 4,236 sq ft · built 2026
6261 FLOWERING CHERRY BEND, 34787
Winter Garden
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
13993 TITLE WAY, home for sale in Winter Garden
$840,000 New
4 bd · 3 ba · 3,072 sq ft · built 2023
13993 TITLE WAY, 34787
storey grove
Listing courtesy of GARCIA REALTY GROUP
14501 GROVE RESORT AVENUE #3425, home for sale in Winter Garden
$480,000 New
2 bd · 2 ba · 1,265 sq ft · built 2018
14501 GROVE RESORT AVENUE #3425, 34787
Winter Garden
Listing courtesy of MIAMI LIFE REALTY LLC
9766 AMBER CHESTNUT WAY, home for sale in Winter Garden
$429,900 New
3 bd · 2.5 ba · 1,937 sq ft · built 2019
9766 AMBER CHESTNUT WAY, 34787
Watermark
Listing courtesy of LPT REALTY, LLC
14501 GROVE RESORT #1723, home for sale in Winter Garden
$344,900 New
3 bd · 3 ba · 1,544 sq ft · built 2016
14501 GROVE RESORT #1723, 34787
Winter Garden
Listing courtesy of LPT REALTY, LLC
14501 GROVE RESORT AVENUE #1614, home for sale in Winter Garden
$325,000 New
3 bd · 3 ba · 1,544 sq ft · built 2016
14501 GROVE RESORT AVENUE #1614, 34787
Grove Resort And Spa Hotel Condo Ii
Listing courtesy of LIVE MVRK LLC
14501 GROVE RESORT AVENUE #3706, home for sale in Winter Garden
$295,000 New
2 bd · 2 ba · 1,265 sq ft · built 2018
14501 GROVE RESORT AVENUE #3706, 34787
Grove Residence & Spa Hotel Condo Ii
Listing courtesy of LEGACY PLUS REALTY
14501 GROVE RESORT AVENUE #2703, home for sale in Winter Garden
$295,000 New
2 bd · 2 ba · 1,265 sq ft · built 2018
14501 GROVE RESORT AVENUE #2703, 34787
Grove Residence & Spa Hotel Condo Ii
Listing courtesy of MBI REALTY LLC
14501 GROVE RESORT AVENUE #3642, home for sale in Winter Garden
$290,000 New
3 bd · 3 ba · 1,544 sq ft · built 2018
14501 GROVE RESORT AVENUE #3642, 34787
Grove Residence & Spa Hotel
Listing courtesy of MY REALTY GROUP, LLC.
14501 GROVE RESORT AVENUE #2219, home for sale in Winter Garden
$269,000 New
3 bd · 2 ba · 1,396 sq ft · built 2018
14501 GROVE RESORT AVENUE #2219, 34787
Winter Garden
Listing courtesy of EXP REALTY LLC
14501 GROVE RESORT AVENUE #2135, home for sale in Winter Garden
$244,900 New
2 bd · 2 ba · 1,434 sq ft · built 2018
14501 GROVE RESORT AVENUE #2135, 34787
Grove Residence & Spa Hotel Condo Ii
Listing courtesy of AGENT TRUST REALTY CORPORATION
14501 GROVE RESORT AVENUE #1218, home for sale in Winter Garden
$235,000 New
2 bd · 2 ba · 1,265 sq ft · built 2009
14501 GROVE RESORT AVENUE #1218, 34787
Winter Garden
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
14501 GROVE RESORT AVENUE #2221, home for sale in Winter Garden
$184,900 New
2 bd · 2 ba · 1,375 sq ft · built 2018
14501 GROVE RESORT AVENUE #2221, 34787
Winter Garden
Listing courtesy of SUN CREST FLORIDA PROPERTIES
14501 GROVE RESORT AVENUE #3636, home for sale in Winter Garden
$175,000 New
2 bd · 2 ba · 1,434 sq ft · built 2008
14501 GROVE RESORT AVENUE #3636, 34787
Grove Residence & Spa Hotel
Listing courtesy of WEMERT GROUP REALTY LLC
14501 GROVE RESORT #2304, home for sale in Winter Garden
$165,000 New
2 bd · 2 ba · 1,375 sq ft · built 2009
14501 GROVE RESORT #2304, 34787
Winter Garden
Listing courtesy of KELLER WILLIAMS EAGLE REALTY
14501 GROVE RESORT AVENUE #3631, home for sale in Winter Garden
$164,900 New
2 bd · 2 ba · 1,375 sq ft · built 2018
14501 GROVE RESORT AVENUE #3631, 34787
Grove Residence & Spa Hotel
Listing courtesy of SUN CREST FLORIDA PROPERTIES
15505 SHOREBIRD LANE, home for sale in Winter Garden
$2.50M New
6 bd · 6.5 ba · 5,287 sq ft · built 2020
15505 SHOREBIRD LANE, 34787
Lakeshore Preserve
Listing courtesy of WRA BUSINESS & REAL ESTATE
7747 GREEN MOUNTAIN WAY, home for sale in Winter Garden
$2.40M New
6 bd · 6.5 ba · 5,572 sq ft · built 2016
7747 GREEN MOUNTAIN WAY, 34787
Summerlake Pd Ph 3A
Listing courtesy of BELLA VIEW REALTY LLC
234 N LAKEVIEW AVENUE, home for sale in Winter Garden
$2.20M New
5 bd · 4 ba · 3,350 sq ft · built 1920
234 N LAKEVIEW AVENUE, 34787
Cooper Sewell Add
Listing courtesy of GECKO REALTY, INC
Garden West
photos on the listing
$1.75M New
5 bd · 4.5 ba · 3,555 sq ft · built 2022
728 GARDEN WEST TERRACE, 34787
Garden West
Listing courtesy of REGENCY REAL ESTATE LLC
325 CRYSTAL WOOD DRIVE, home for sale in Winter Garden
$1.60M New
5 bd · 5 ba · 4,442 sq ft · built 2025
325 CRYSTAL WOOD DRIVE, 34787
Winter Grv
Listing courtesy of WRA BUSINESS & REAL ESTATE
7031 BILLIE COURT, home for sale in Winter Garden
$1.55M 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
1720 LAKE ROBERTS LANDING DRIVE, home for sale in Winter Garden
$1.40M New
5 bd · 4.5 ba · 4,919 sq ft · built 2008
1720 LAKE ROBERTS LANDING DRIVE, 34787
Lake Roberts Lndg E
Listing courtesy of ACCORD REAL ESTATE SERVICES

Winter Garden homes for sale by price

Every active listing in Winter Garden grouped by price, with the newest listings in each band. The median is $585,000; the busiest band is $500K – $750K.

Under $200K: 32 homes

$200K – $300K: 68 homes

$300K – $400K: 62 homes

$400K – $500K: 123 homes

$500K – $750K: 233 homes

$750K – $1M: 159 homes

$1M and up: 82 homes

Every home for sale in Winter Garden right now (759)

All 759 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 759; the price bands above and the map cover the rest.

Homes for sale in Winter Garden by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

ZIPHomes for saleMedian list price
34787759$585,000

Winter Garden communities with the most homes for sale

The Winter Garden neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

CommunityFor saleMedian listMedian sold (12 mo)Days on market
Waterleigh59$724,396——
Watermark22$539,450——
Lakeshore Preserve21$875,700——
Northlake At Ovation14$832,000——
Grove Residence & Spa Hotel Condo Ii13$244,900——
Grove Residence & Spa Hotel13$245,000——
Grove Resort And Spa Hotel13$220,000——
Hawksmoor12$572,000——
Osprey Ranch12$656,482——
Serenade at Ovation11$525,000——
Westhaven at Ovation10$542,500——
Del Webb Oasis8$853,150——
Lake Star At Ovation8$879,990——
The Grove Resort8$275,445——
Harvest/Ovation8$632,495——
Oakland Park8$849,500——
Lakeview Village Estates7$697,240——
Silverleaf Oaks7$495,090——
Parkview at Hamlin7$492,990——
Summerlake Pd Ph 3A6$729,995——
Townhomes Winter Garden6$205,000——
Signature Lakes Ph 02 A B H I J6$577,000——
Silverleaf Reserve At Hamlin5$943,000——
Highland Rdg5$530,000——
Stoneybrook West D4$524,450——
Waterside At Johns Lake4$569,950——
Grove Resort And Spa4$239,250——
Hamlin Meadows at Hamlin4$806,674——
Hamlin Meadows4$469,498——
Stoneybrook West4$537,500——

What is for sale in Winter Garden: property types

Another 2 listings in Winter Garden are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Winter Garden (116) · Townhomes for sale in Winter Garden (123).

The Winter Garden real estate market right now

Over the last 12 months 1,339 homes sold in Winter Garden at a median of $595,000 (-1.1% year over year), $254 per square foot. Sellers received 96% of list price and homes took a median 38 days to go under contract. With 759 homes for sale against that sales pace, months of supply is 6.8, a buyer’s market by the six-month rule. Cash buyers accounted for 24% of sales. New construction was 26% of sales.

Winter Garden supply by price band

Price bandActiveSold, 12 moMonths of supplyDOM
Under $300K26437.342
$300K–$500K633022.559
$500K–$750K1897513.043
$750K+642433.239

Winter Garden home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

YearMedian sold priceHomes soldDays on marketSale-to-list
2019$370,8511648596%
2021$505,32446510101%
2022$552,2512,1418100%
2023$607,8847281798%
2024$617,4082,0053298%
2025$620,2292,1583997%
2026$636,9242,0444196%

What a home in Winter Garden costs to own

Take the median $585,000 listing with 20% down at today’s 7.40% 30-year rate: principal and interest run about $3,240/month. Orange County’s typical millage of 16.67 puts property tax near $8,920/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $4,101/month plus any HOA or CDD assessment.

Communities buyers are searching in Winter Garden. The Winter Garden community pages people are opening from Google right now: Hickory Nut Estates Horizon West · Palisades.

Explore Winter Garden

Homes for sale near Winter Garden

Recently off market in Winter Garden

Homes in Winter Garden that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

Winter Garden guides & data

Everything we publish about Winter Garden: live listings by type, prices and market data, taxes, insurance and what it costs to live here.

Common questions

How many homes are for sale in Winter Garden, FL?
As of 2026-10-18, Momentum's MLS record shows 759 residential homes actively listed for sale in Winter Garden and 204 under contract. 189 of them came on the market in the last 7 days.
What is the median home price in Winter Garden?
The median list price of homes for sale in Winter Garden is $585,000, about $258 per square foot for a typical 2,131-square-foot home. Ten percent of listings are under $260K and ten percent are above $1.05M. Over the last 12 months the median SOLD price was $595,000, -1.1% year over year.
How long do homes take to sell in Winter Garden?
Homes currently listed have been on the market a median of 42 days. Homes that sold in the last 12 months took a median of 38 days and sold at 96% of list price. At today's inventory that is 6.8 months of supply, a buyer's market by the usual six-month rule.
What does a $585,000 home in Winter Garden cost per month?
Roughly $4,101 a month with 20% down at 7.40%: principal and interest of $3,240, Orange County property tax of about $743/month after the $50,000 homestead exemption, and insurance near $117/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Winter Garden neighborhoods have the most homes for sale?
The communities with the most active listings right now are Waterleigh (59), Watermark (22), Lakeshore Preserve (21), Northlake At Ovation (14), Grove Residence & Spa Hotel Condo Ii (13). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Winter Garden?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Winter Garden can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Winter Garden, FL, and what county is it in?
Winter Garden is in Orange County, Florida. Homes for sale there today carry the ZIP codes 34787. Nearby cities in the same county with homes for sale: Orlando, Apopka, Winter Park, Windermere, Ocoee.
What ZIP codes are in Winter Garden, FL?
Listings in Winter Garden are currently in 1 ZIP code: 34787. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Winter Garden, FL?
515 single-family houses are for sale in Winter Garden today, out of 759 total listings (116 condos, 123 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Winter Garden, FL?
Start with the numbers: 759 homes are for sale in Winter Garden today at a median asking price of $585,000, so a 20% down payment on the median home is about $117,000 and principal and interest run near $3,240/month at today's 7.40% 30-year rate. Get pre-approved first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Winter Garden in?
Winter Garden is in Orange County, Florida; a smaller share of Winter Garden addresses fall in Lake County. Orange County's 12-month median sale price is $462K on 14,111 closings. Property tax, school zoning and permitting for Winter Garden run through Orange County.
Is Winter Garden a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Winter Garden: the median sale price over the last 12 months was $595K across 1,339 closings (-1.1% year over year), 29% above the Orange County median of $462K; homes took a median 38 days to go under contract; 687 homes are for sale today, 3.8 months of supply at the current pace, which is balanced; new construction was 26% of sales; the communities with the most sales are waterleigh, serenade at ovation, harvest at ovation, Parkview At Hamlin. The market tracker, price bands and community pages on this site carry the full numbers.
Is Winter Garden in a flood zone?
Partly. Across 194 homes sampled in Winter Garden's largest communities, about 99% sit outside a FEMA Special Flood Hazard Area (Zone X) and about 1% are inside one (Zone A or AE), where a lender requires flood insurance. Flood zones are drawn parcel by parcel, so check the exact address on FEMA's flood map; each community page here shows its own mix.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Garden as of 2026-10-18 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.

Buying in Winter Garden?

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