Homes for Sale in Winter Garden, FL

723 homes are for sale in Winter Garden, FL as of 2026-11-06, with 186 more under contract. The median list price is $595,000 ($258/sq ft), most homes list between $260K to $1.06M, and the median listing has been on the market 69 days. That is 491 houses, 111 condos and 115 townhouses. 44 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 now723 active, 186 under contract
Asking prices$595,000 median · $258 per sq ft · most homes $260K–$1.06M
Median days on market (active listings)69
Property types for sale491 houses, 111 condos, 115 townhouses
New listings this week44
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 2026-11-06; 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 2026-11-06.

Browse all 865 homes for sale in Winter Garden, FL — the complete list, newest first.

723
Homes for sale
$595,000
Median list price
$260K to $1.06M
Typical range
69
Median days on market
44
New this week
186
Under contract
$4,099
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.

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
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
7723 GREEN MOUNTAIN WAY, home for sale in Winter Garden
$2.69M New
6 bd · 6.5 ba · 5,174 sq ft · built 2018
7723 GREEN MOUNTAIN WAY, 34787
Summerlake Pd Ph 3A
Listing courtesy of ALIGN REAL ESTATE LLC
Lake Avalon Groves
photos on the listing
$1.70M New
6 bd · 3.5 ba · 3,629 sq ft · built 1980
17224 OLD COUNTRY LANE, 34787
Lake Avalon Groves
Listing courtesy of REAL BROKER, LLC
665 CANOPY ESTATES DRIVE, home for sale in Winter Garden
$1.50M New
5 bd · 4.5 ba · 4,479 sq ft · built 2019
665 CANOPY ESTATES DRIVE, 34787
Winter Garden
Listing courtesy of WRA BUSINESS & REAL ESTATE
Lakeshore Preserve
photos on the listing
$929,900 New
4 bd · 4 ba · 2,755 sq ft · built 2020
15823 SHOREBIRD LANE, 34787
Lakeshore Preserve
Listing courtesy of WRA BUSINESS & REAL ESTATE
6123 FLOWERING CHERRY BEND, home for sale in Winter Garden
$844,073 New
6 bd · 4.5 ba · 3,412 sq ft · built 2026
6123 FLOWERING CHERRY BEND, 34787
Winter Garden
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
Winter Garden
photos on the listing
$769,650 New
5 bd · 5 ba · 3,687 sq ft · built 2022
13900 LANYARD WAY, 34787
Winter Garden
Listing courtesy of CENTURY 21 CARIOTI
12542 ENCORE AT OVATION WAY, home for sale in Winter Garden
$669,000 New
4 bd · 3.5 ba · 2,807 sq ft · built 2023
12542 ENCORE AT OVATION WAY, 34787
Winter Garden
Listing courtesy of APEXPRO PROPERTY SOLUTIONS LLC
8154 COMMON TEAL COURT, home for sale in Winter Garden
$645,000 New
4 bd · 3 ba · 2,274 sq ft · built 2019
8154 COMMON TEAL COURT, 34787
Summerlake Pd Ph 3A
Listing courtesy of LUXE HUNTER REAL ESTATE
14347 BRAEMAR STREET, home for sale in Winter Garden
$493,000 New
4 bd · 2.5 ba · 2,088 sq ft · built 2024
14347 BRAEMAR STREET, 34787
Highland Ridge
Listing courtesy of GARCIA REALTY GROUP
263 DEER ISLE DRIVE, home for sale in Winter Garden
$1.50M New
3 bd · 2.5 ba · 2,735 sq ft · built 1988
263 DEER ISLE DRIVE, 34787
Winter Garden
Listing courtesy of BHHS FLORIDA REALTY
Avalon Ridge
photos on the listing
$1.10M New
4 bd · 3 ba · 2,636 sq ft · built 2025
16167 BARKLY RIDGE COURT, 34787
Avalon Ridge
Listing courtesy of BAIRD REALTY, LLC
6129 FLOWERING CHERRY BEND, home for sale in Winter Garden
$748,018 New
4 bd · 3 ba · 2,235 sq ft · built 2026
6129 FLOWERING CHERRY BEND, 34787
Winter Garden
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
524 S HIGHLAND AVENUE, home for sale in Winter Garden
$518,000 New
3 bd · 2 ba · 1,782 sq ft · built 1952
524 S HIGHLAND AVENUE, 34787
Winter Garden
Listing courtesy of TARA MOORE REAL ESTATE
1012 GLENSPRINGS AVE, home for sale in Winter Garden
$425,000 New
3 bd · 2 ba · 1,320 sq ft · built 1986
1012 GLENSPRINGS AVE, 34787
Winter Garden
Listing courtesy of STOCKWORTH REALTY GROUP
10067 AUSTRINA OAK LOOP, home for sale in Winter Garden
$1.15M New
6 bd · 5 ba · 4,305 sq ft · built 2020
10067 AUSTRINA OAK LOOP, 34787
Watermark
Listing courtesy of KELLER WILLIAMS CLASSIC
14204 CREEKBED CIRCLE, home for sale in Winter Garden
$812,000 New
4 bd · 3.5 ba · 3,335 sq ft · built 2014
14204 CREEKBED CIRCLE, 34787
Bradford Creek
Listing courtesy of COLDWELL BANKER REALTY
8877 LAKESHORE POINTE DRIVE, home for sale in Winter Garden
$650,000 New
4 bd · 3.5 ba · 3,049 sq ft · built 2017
8877 LAKESHORE POINTE DRIVE, 34787
Lakeshore Preserve
Listing courtesy of GRAND REALTY
159 9TH STREET, home for sale in Winter Garden
$369,900 New
3 bd · 2 ba · 1,188 sq ft · built 2024
159 9TH STREET, 34787
Loveless J S Add 01
Listing courtesy of EXP REALTY LLC
480 W PLANT STREET, home for sale in Winter Garden
$785,000 New
2 bd · 2.5 ba · 1,886 sq ft · built 2019
480 W PLANT STREET, 34787
Park Place/Winter Garden
Listing courtesy of THE REAL ESTATE COLLECTION LLC
8900 SONOMA COAST DRIVE, home for sale in Winter Garden
$745,000 New
3 bd · 2.5 ba · 2,348 sq ft · built 2022
8900 SONOMA COAST DRIVE, 34787
Winter Garden
Listing courtesy of LA ROSA REALTY LLC
13846 FRESH IVY STREET, home for sale in Winter Garden
$699,000 New
2 bd · 2.5 ba · 2,108 sq ft · built 2024
13846 FRESH IVY STREET, 34787
Del Webb Oasis
Listing courtesy of COMPASS FLORIDA LLC
16644 POINT ROCK DRIVE, home for sale in Winter Garden
$569,500 New
4 bd · 3.5 ba · 2,434 sq ft · built 2023
16644 POINT ROCK DRIVE, 34787
Winter Garden
Listing courtesy of LIFESTYLE INTERNATIONAL 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 $595,000; the busiest band is $500K – $750K.

Under $200K: 34 homes

$200K – $300K: 61 homes

$300K – $400K: 57 homes

$400K – $500K: 112 homes

$500K – $750K: 220 homes

$750K – $1M: 160 homes

$1M and up: 79 homes

Every home for sale in Winter Garden right now (723)

All 723 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 400 of 723; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Garden (186)

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
34787723$595,000

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$902,800——
Watermark22$539,450——
Grove Resort And Spa Hotel15$215,000——
Northlake At Ovation15$840,000——
Grove Residence & Spa Hotel Condo Ii13$244,900——
Serenade at Ovation11$524,990——
Grove Residence & Spa Hotel11$250,000——
Osprey Ranch9$564,999——
Summerlake Pd Ph 3A9$669,990——
Hawksmoor9$564,900——
Parkview at Hamlin8$491,490——
The Grove Resort8$275,445——
Westhaven at Ovation8$502,950——
Del Webb Oasis8$766,950——
Lakeview Village Estates6$798,500——
Signature Lakes Ph 02 A B H I J6$577,000——
Silverleaf Oaks6$507,090——
Harvest/Ovation6$655,000——
Lake Star At Ovation6$914,990——
Signature Lakes6$469,900——
Highland Rdg6$499,450——
Oakland Park5$648,500——
Silverleaf Reserve At Hamlin5$943,000——
Grove Resort And Spa5$239,000——
Stoneybrook West D4$522,400——
Hamlin Reserve4$694,950——
Horizon Isle4$706,450——
Palisades3$249,000——
Stoneybrook West3$460,000——

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

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 723 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 $595,000 listing with 20% down at today’s 7.18% 30-year rate: principal and interest run about $3,225/month. Orange County’s typical millage of 16.67 puts property tax near $9,087/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 $4,099/month plus any HOA or CDD assessment.

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 2026-11-06, Momentum's MLS record shows 723 residential homes actively listed for sale in Winter Garden and 186 under contract. 44 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 $595,000, about $258 per square foot for a typical 2,144-square-foot home. Ten percent of listings are under $260K and ten percent are above $1.06M. 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 69 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 $595,000 home in Winter Garden cost per month?
Roughly $4,099 a month with 20% down at 7.18%: principal and interest of $3,225, Orange County property tax of about $757/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 (15), Northlake At Ovation (15). 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?
491 single-family houses are for sale in Winter Garden today, out of 723 total listings (111 condos, 115 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: 723 homes are for sale in Winter Garden today at a median asking price of $595,000, so a 20% down payment on the median home is about $119,000 and principal and interest run near $3,225/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 $485K on 14,080 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 $485K; homes took a median 37 days to go under contract; 665 homes are for sale today, 4.7 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 2026-11-06 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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Just listed in Winter Garden

New on the market in the last 48 hours, newest first. Updated every hour (as of 2026-11-08 22:33 UTC).

all new listings in this MLS

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