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Homes for Sale in Winter Garden, FL

By , Co-Founder, Momentum Realty · Updated November 8, 2026

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725 homes are for sale in Winter Garden, FL as of 2026-11-08, with 182 more under contract. The median list price is $599,000 ($259/sq ft), most homes list between $250K to $1.09M, and the median listing has been on the market 70 days. That is 492 houses, 115 condos and 112 townhouses. 58 homes came on the market this week and 1,695 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 now725 active, 182 under contract
Asking prices$599,000 median · $259 per sq ft · most homes $250K–$1.09M
Median days on market (active listings)70
Property types for sale492 houses, 115 condos, 112 townhouses
New listings this week58
Homes sold, last 12 months1,695 at a median of $595,000 (+4.2% year over year) · $251 per sq ft
Sale-to-list price96% · median 37 days to go under contract
Months of supply5.1 (balanced market)
Share of salescash buyers 23%, new construction 24%

Listing counts and prices as of 2026-11-08; 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 2026-11-08.

Browse all 909 homes for sale in Winter Garden, FL — the complete list, newest first.

725
Homes for sale
$599,000
Median list price
$250K to $1.09M
Typical range
70
Median days on market
58
New this week
182
Under contract
$4,127
Est. monthly cost at median
5.1
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.

Winter Garden
photos on the listing
$1.52M New
5 bd · 4.5 ba · 4,671 sq ft · built 2018
12922 CANOPY WOODS WAY, 34787
Winter Garden
Listing courtesy of SIGNATURE COLLECTION REALTY IN
Grove Residence & Spa Hotel Condo Ii
photos on the listing
$194,900 New
3 bd · 3 ba · 1,544 sq ft · built 2018
14501 GROVE RESORT AVENUE #2627, 34787
Grove Residence & Spa Hotel Condo Ii
Listing courtesy of SUN CREST FLORIDA PROPERTIES
Country Lakes
photos on the listing
$1.68M New
5 bd · 4.5 ba · 5,504 sq ft · built 1990
14253 COUNTRY ESTATE DRIVE, 34787
Country Lakes
Listing courtesy of ONE LUXURY INTERNATIONAL LLC
17706 MARSH ROAD, home for sale in Winter Garden
$1.30M New
3 bd · 2 ba · 1,440 sq ft · built 1987
17706 MARSH ROAD, 34787
Winter Garden
Listing courtesy of REMAX PREMIER PROPERTIES
Hickory Hammock
photos on the listing
$995,000 New
5 bd · 4 ba · 3,577 sq ft · built 2017
15579 HAMLIN BLOSSOM AVENUE, 34787
Hickory Hammock
Listing courtesy of PRISTINE INTERNATIONAL REALTY LLC
Winter Garden
photos on the listing
$899,000 New
5 bd · 4.5 ba · 3,299 sq ft · built 2023
17984 ADRIFT ROAD, 34787
Winter Garden
Listing courtesy of HAMLIN REALTY
Winter Garden
photos on the listing
$814,139 New
3 bd · 3.5 ba · 2,903 sq ft · built 2027
17778 SEDONA STREET, 34787
Winter Garden
Listing courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
Mcallister Lndg
photos on the listing
$675,000 New
4 bd · 3 ba · 3,027 sq ft · built 2019
704 CATERPILLAR RUN, 34787
Mcallister Lndg
Listing courtesy of EXP REALTY LLC
Winter Garden
photos on the listing
$675,000 New
4 bd · 3.5 ba · 2,964 sq ft · built 2020
3249 SAILING PIER AVENUE, 34787
Winter Garden
Listing courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
Westhaven at Ovation
photos on the listing
$659,008 New
4 bd · 3 ba · 1,930 sq ft · built 2026
12818 SUNSET WALK, 34787
Westhaven at Ovation
Listing courtesy of ORLANDO TBI REALTY LLC
Winter Garden
photos on the listing
$648,000 New
3 bd · 2.5 ba · 2,612 sq ft · built 2016
15543 KINNOW MANDARIN LANE, 34787
Winter Garden
Listing courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
Stoneybrook West 44 134 Winter Garden
photos on the listing
$640,000 New
4 bd · 2.5 ba · 2,603 sq ft · built 2003
1414 PORTMOOR WAY, 34787
Stoneybrook West 44 134 Winter Garden
Listing courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
Signature Lakes
photos on the listing
$620,000 New
4 bd · 3.5 ba · 2,698 sq ft · built 2006
14844 BLACK CHERRY TRAIL, 34787
Signature Lakes
Listing courtesy of NORTH 2 SOUTH REALTY INTERNATIONAL INC
Winter Oaks
photos on the listing
$619,000 New
3 bd · 2.5 ba · 2,031 sq ft · built 2005
925 BUTTER OAKS COURT, 34787
Winter Oaks
Listing courtesy of SOUTHERN HERITAGE REALTY, INC
Hamlin Reserve
photos on the listing
$599,999 New
4 bd · 3.5 ba · 2,466 sq ft · built 2019
15530 SUNQUAT DR, 34787
Hamlin Reserve
Listing courtesy of THE REAL ESTATE COLLECTION LLC
Hawksmoor
photos on the listing
$560,000 New
3 bd · 2.5 ba · 2,008 sq ft · built 2019
16431 OLIVE HILL DRIVE, 34787
Hawksmoor
Listing courtesy of HOMEVEST REALTY
Winter Garden
photos on the listing
$560,000 New
4 bd · 3.5 ba · 2,376 sq ft · built 2022
17906 HITHER HILLS CIRCLE, 34787
Winter Garden
Listing courtesy of LPT REALTY, LLC
Amberleigh
photos on the listing
$550,000 New
4 bd · 2 ba · 2,158 sq ft · built 2002
427 LAKE AMBERLEIGH DRIVE, 34787
Amberleigh
Listing courtesy of REAL BROKER, LLC
Northlake At Ovation
photos on the listing
$530,047 New
3 bd · 2.5 ba · 1,675 sq ft · built 2026
17316 MELOGOLD WAY, 34787
Northlake At Ovation
Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC
Waterside On Johns Lake
photos on the listing
$515,000 New
4 bd · 3 ba · 2,030 sq ft · built 2021
1388 WAVERUNNER LANE, 34787
Waterside On Johns Lake
Listing courtesy of COLDWELL BANKER REALTY
Winter Garden
photos on the listing
$499,000 New
3 bd · 2.5 ba · 1,945 sq ft · built 2021
15032 LEBEAU LOOP, 34787
Winter Garden
Listing courtesy of LAKESIDE REALTY WINDERMERE INC
Serenade at Ovation
photos on the listing
$489,900 New
3 bd · 2.5 ba · 2,096 sq ft · built 2024
13151 CALMING BREEZE WAY, 34787
Serenade at Ovation
Listing courtesy of REDFIN CORPORATION
Winter Garden
photos on the listing
$449,999 New
3 bd · 2 ba · 1,498 sq ft · built 1972
226 CHARLOTTE STREET, 34787
Winter Garden
Listing courtesy of INDEPENDENCE REALTY GROUP LLC
Fries Survey Of Winter Garden
photos on the listing
$425,000 New
4 bd · 2 ba · 1,685 sq ft · built 1925
215 S WOODLAND STREET, 34787
Fries Survey Of Winter Garden
Listing courtesy of HOMEVEST REALTY

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 $599,000; the busiest band is $500K – $750K.

Under $200K: 36 homes

$200K – $300K: 64 homes

$300K – $400K: 54 homes

$400K – $500K: 112 homes

$500K – $750K: 217 homes

$750K – $1M: 158 homes

$1M and up: 84 homes

Every home for sale in Winter Garden right now (725)

All 725 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 400 of 725; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Garden (182)

Winter Garden homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.

Browse every listing on Momentum Realty.

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
34787725$599,000

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
Waterleigh52$711,720——
Lakeshore Preserve22$900,300——
Watermark22$551,795——
Grove Resort And Spa Hotel16$210,000——
Northlake At Ovation16$832,000——
Grove Residence & Spa Hotel Condo Ii14$239,950——
Grove Residence & Spa Hotel12$267,250——
Serenade at Ovation12$519,990——
Hawksmoor9$564,900——
Osprey Ranch9$564,999——
Summerlake Pd Ph 3A9$669,990——
Westhaven at Ovation9$506,000——
Parkview at Hamlin8$491,490——
Silverleaf Oaks8$454,890——
Del Webb Oasis8$762,000——
Signature Lakes7$539,900——
The Grove Resort7$325,890——
Harvest/Ovation6$655,000——
Highland Rdg6$499,450——
Lake Star At Ovation6$914,990——
Lakeview Village Estates6$798,500——
Signature Lakes Ph 02 A B H I J6$577,000——
Grove Resort And Spa5$239,000——
Hamlin Reserve5$599,999——
Oakland Park5$648,500——
Silverleaf Reserve At Hamlin5$943,000——
Horizon Isle4$699,000——
Stoneybrook West D4$522,400——
Townhomes Winter Garden4$207,000——
Hickory Hammock3$995,000——

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 (115) · Townhomes for sale in Winter Garden (112).

The Winter Garden real estate market right now

Over the last 12 months 1,695 homes sold in Winter Garden at a median of $595,000 (+4.2% year over year), $251 per square foot. Sellers received 96% of list price and homes took a median 37 days to go under contract. With 725 homes for sale against that sales pace, months of supply is 5.1, a balanced market by the six-month rule. Cash buyers accounted for 23% of sales. New construction was 24% of sales.

Winter Garden supply by price band

Price bandActiveSold, 12 moMonths of supplyDOM
$300K–$500K231082.670
$500K–$750K1416282.741
$750K+271252.636

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$413,5572119295%
2021$518,143619101%
2022$536,6006188101%
2023$561,6931121598%
2024$637,8004363097%
2025$666,6614833497%
2026$646,5468974096%

What a home in Winter Garden costs to own

Take the median $599,000 listing with 20% down at today’s 7.18% 30-year rate: principal and interest run about $3,246/month. Orange County’s typical millage of 16.67 puts property tax near $9,154/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 $4,127/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: Johns Lake Urban Village · Lake Avalon Rural Settlement.

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.

Neighborhoods buyers are searching for in Winter Garden

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 2026-11-08, Momentum's MLS record shows 725 residential homes actively listed for sale in Winter Garden and 182 under contract. 58 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 $599,000, about $259 per square foot for a typical 2,138-square-foot home. Ten percent of listings are under $250K and ten percent are above $1.09M. Over the last 12 months the median SOLD price was $595,000, +4.2% year over year.
How long do homes take to sell in Winter Garden?
Homes currently listed have been on the market a median of 70 days. Homes that sold in the last 12 months took a median of 37 days and sold at 96% of list price. At today's inventory that is 5.1 months of supply, a balanced market by the usual six-month rule.
What does a $599,000 home in Winter Garden cost per month?
Roughly $4,127 a month with 20% down at 7.18%: principal and interest of $3,246, Orange County property tax of about $763/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 (52), Lakeshore Preserve (22), Watermark (22), Grove Resort And Spa Hotel (16), Northlake At Ovation (16). 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?
492 single-family houses are for sale in Winter Garden today, out of 725 total listings (115 condos, 112 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: 725 homes are for sale in Winter Garden today at a median asking price of $599,000, so a 20% down payment on the median home is about $119,800 and principal and interest run near $3,246/month at today's 7.18% 30-year rate. Connect with an agent 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 $483K on 14,079 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 1,695 closings (+4.2% year over year), 23% above the Orange County median of $483K; homes took a median 37 days to go under contract; 674 homes are for sale today, 4.8 months of supply at the current pace, which is balanced; new construction was 24% of sales; the communities with the most sales are waterleigh, SUMMERLAKE PD PH 1B, AVALON WOODS, harvest at ovation. The market tracker, price bands and community pages on this site carry the full numbers.
Is Winter Garden in a flood zone?
Partly. Across 171 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 2026-11-08 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.

More communities in Winter Garden

Avalon Point · Daniel Crossing · Grove Resort And Spa Hotel Condominium U · Hickory Hammock Emerald Pointe · Independence Community · Johns Lake Urban Village · Lake Star/Ovation · Partlow Acres · Signature Lake · The Palisades Condominium · Windham Park · Winding Bay Ii Llc

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