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Homes for Sale in Winter Garden, FL

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737 homes are for sale in Winter Garden, FL as of 2026-11-13, with 174 more under contract. The median list price is $599,000 ($259/sq ft), most homes list between $249K to $1.10M, and the median listing has been on the market 70 days. That is 502 houses, 117 condos and 111 townhouses. 72 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 now737 active, 174 under contract
Asking prices$599,000 median · $259 per sq ft · most homes $249K–$1.10M
Median days on market (active listings)70
Property types for sale502 houses, 117 condos, 111 townhouses
New listings this week72
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 supply5.2 (balanced market)
Share of salescash buyers 23%, new construction 25%

Listing counts and prices as of 2026-11-13; 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 2026-11-13.

Browse all 913 homes for sale in Winter Garden, FL — the complete list, newest first.

737
Homes for sale
$599,000
Median list price
$249K to $1.10M
Typical range
70
Median days on market
72
New this week
174
Under contract
$4,104
Est. monthly cost at median
5.2
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.

949 CELADON STREET, home for sale in Winter Garden
$2.19M New
5 bd · 4.5 ba · 3,846 sq ft · built 2021
949 CELADON STREET, 34787
Winter Garden
Listing courtesy of OAK AVENUE REAL ESTATE LLC
9953 SUMMERLAKE GROVES STREET, home for sale in Winter Garden
$774,900 New
4 bd · 3.5 ba · 2,935 sq ft · built 2020
9953 SUMMERLAKE GROVES STREET, 34787
Winter Garden
Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS
13728 FOX GLOVE STREET, home for sale in Winter Garden
$649,900 New
5 bd · 3.5 ba · 3,391 sq ft · built 2004
13728 FOX GLOVE STREET, 34787
Winter Garden
Listing courtesy of CRYSTAL CLEAR REALTY LLC
906 WOODSON HAMMOCK CIRCLE, home for sale in Winter Garden
$550,000 New
4 bd · 2 ba · 2,487 sq ft · built 2001
906 WOODSON HAMMOCK CIRCLE, 34787
Winter Garden
Listing courtesy of RE/MAX 200 REALTY
421 ERON WAY #36, home for sale in Winter Garden
$210,000 New
2 bd · 2 ba · 930 sq ft · built 1988
421 ERON WAY #36, 34787
Townhomes Winter Garden
Listing courtesy of HOMEVEST REALTY
17449 WATER HEMLOCK ROAD, home for sale in Winter Garden
$1.10M New
5 bd · 5 ba · 3,825 sq ft · built 2025
17449 WATER HEMLOCK ROAD, 34787
Lake Star At Ovation
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
17437 WATER HEMLOCK ROAD, home for sale in Winter Garden
$869,990 New
4 bd · 4 ba · 2,908 sq ft · built 2025
17437 WATER HEMLOCK ROAD, 34787
Lake Star At Ovation
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
17443 WATER HEMLOCK ROAD, home for sale in Winter Garden
$859,990 New
4 bd · 3 ba · 2,754 sq ft · built 2025
17443 WATER HEMLOCK ROAD, 34787
Lake Star At Ovation
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
6099 FLOWERING CHERRY BEND, home for sale in Winter Garden
$829,496 New
4 bd · 3 ba · 3,038 sq ft · built 2026
6099 FLOWERING CHERRY BEND, 34787
Avalon Woods
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
15628 GENTLE RAIN DRIVE, home for sale in Winter Garden
$730,000 New
3 bd · 2.5 ba · 2,614 sq ft · built 2024
15628 GENTLE RAIN DRIVE, 34787
Osprey Ranch
Listing courtesy of COMPASS FLORIDA, LLC
17385 BAL HARBOUR DRIVE, home for sale in Winter Garden
$655,000 New
4 bd · 2.5 ba · 2,580 sq ft · built 2019
17385 BAL HARBOUR DRIVE, 34787
Winter Garden
Listing courtesy of MULTI CHOICE REALTY LLC
2004 LAKE ROBERTS LANDING DRIVE, home for sale in Winter Garden
$640,000 New
4 bd · 2.5 ba · 2,642 sq ft · built 2009
2004 LAKE ROBERTS LANDING DRIVE, 34787
Winter Garden
Listing courtesy of NOVA REAL ESTATE SERVICES INC
1451 E BAY STREET, home for sale in Winter Garden
$208,000 New
3 bd · 1 ba · 1,139 sq ft · built 1987
1451 E BAY STREET, 34787
Joe Louis Park
Listing courtesy of HOMEVEST REALTY
386 RAILROAD AVENUE, home for sale in Winter Garden
$130,000 New
2 bd · 1 ba · 660 sq ft · built 1960
386 RAILROAD AVENUE, 34787
Winter Garden
Listing courtesy of ORANGE REALTY MASTERS
9228 BRADLEIGH DRIVE, home for sale in Winter Garden
$975,000 New
5 bd · 4.5 ba · 3,602 sq ft · built 2019
9228 BRADLEIGH DRIVE, 34787
Latham Park South
Listing courtesy of LAKEFIELD REALTY GROUP LLC
15348 FIRELIGHT DRIVE, home for sale in Winter Garden
$860,000 New
6 bd · 4 ba · 3,877 sq ft · built 2010
15348 FIRELIGHT DRIVE, 34787
Belle Meade Ph 02 H
Listing courtesy of LPT REALTY, LLC
9218 HOLLISTON CREEK PLACE, home for sale in Winter Garden
$860,000 New
4 bd · 3.5 ba · 3,087 sq ft · built 2018
9218 HOLLISTON CREEK PLACE, 34787
Watermark
Listing courtesy of WRA BUSINESS & REAL ESTATE
15530 KINNOW MANDARIN LANE, home for sale in Winter Garden
$650,000 New
3 bd · 2.5 ba · 2,579 sq ft · built 2017
15530 KINNOW MANDARIN LANE, 34787
Winter Garden
Listing courtesy of COLDWELL BANKER REALTY
5531 MYRTLE PINE LANE, home for sale in Winter Garden
$599,000 New
4 bd · 2.5 ba · 2,703 sq ft · built 2017
5531 MYRTLE PINE LANE, 34787
Winter Garden
Listing courtesy of LOKATION
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
14838 DRIFTWATER DRIVE, home for sale in Winter Garden
$389,900 New
3 bd · 2.5 ba · 1,748 sq ft · built 2016
14838 DRIFTWATER DRIVE, 34787
Signature Lakes
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
15316 OAK APPLE COURT #B, home for sale in Winter Garden
$285,000 New
3 bd · 2.5 ba · 1,544 sq ft · built 2008
15316 OAK APPLE COURT #B, 34787
Winter Garden
Listing courtesy of COMPASS FLORIDA LLC
13228 TOLLCROSS WAY, home for sale in Winter Garden
$1.45M New
5 bd · 4.5 ba · 3,545 sq ft · built 2025
13228 TOLLCROSS WAY, 34787
Westhaven at Ovation
Listing courtesy of USA DREAMS REALTY CORP.
243 ZACHARY WADE STREET, home for sale in Winter Garden
$1.15M New
5 bd · 3.5 ba · 3,097 sq ft · built 2004
243 ZACHARY WADE STREET, 34787
Lakeview Reserve 46 149 Winter Garden
Listing courtesy of KELLER WILLIAMS CLASSIC

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: 39 homes

$200K – $300K: 65 homes

$300K – $400K: 54 homes

$400K – $500K: 112 homes

$500K – $750K: 218 homes

$750K – $1M: 160 homes

$1M and up: 89 homes

Every home for sale in Winter Garden right now (737)

All 737 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 400 of 737; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Garden (174)

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
34787737$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
Waterleigh51$699,000——
Watermark22$651,845——
Lakeshore Preserve21$875,700——
Grove Resort And Spa Hotel20$217,500——
Northlake At Ovation16$832,000——
Westhaven at Ovation16$647,978——
Grove Residence & Spa Hotel Condo Ii14$239,950——
Grove Residence & Spa Hotel12$222,500——
Serenade at Ovation12$519,990——
Osprey Ranch11$564,999——
Lake Star At Ovation9$899,990——
Summerlake Pd Ph 3A9$669,990——
Del Webb Oasis8$762,000——
Hawksmoor8$564,950——
Signature Lakes8$469,900——
Silverleaf Oaks8$454,890——
Parkview at Hamlin7$489,990——
The Grove Resort7$325,890——
Harvest/Ovation6$655,000——
Highland Rdg6$499,000——
Signature Lakes Ph 02 A B H I J6$577,000——
Lakeview Village Estates6$798,500——
Avalon Woods5$829,496——
Grove Resort And Spa5$239,000——
Silverleaf Reserve At Hamlin5$943,000——
Townhomes Winter Garden5$210,000——
Arrowhead Lakes4$539,950——
Hamlin Reserve4$569,950——
Hickory Hammock4$1.27M——
Oakland Park4$732,400——

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

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 737 homes for sale against that sales pace, months of supply is 5.2, a balanced market by the six-month rule. Cash buyers accounted for 23% of sales. New construction was 25% of sales.

Winter Garden supply by price band

Price bandActiveSold, 12 moMonths of supplyDOM
$300K–$500K221082.470
$500K–$750K1646403.142
$750K+171191.735

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$631,4174283097%
2025$660,6794743497%
2026$644,7809204196%

What a home in Winter Garden costs to own

Take the median $599,000 listing with 20% down at today’s 7.11% 30-year rate: principal and interest run about $3,224/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 $4,104/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: Lake Avalon Rural Settlement · Johns Lake Urban Village · Waterleigh.

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

Common questions

How many homes are for sale in Winter Garden, FL?
As of 2026-11-13, Momentum's MLS record shows 737 residential homes actively listed for sale in Winter Garden and 174 under contract. 72 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 2,158-square-foot home. Ten percent of listings are under $249K and ten percent are above $1.10M. 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 5.2 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 $4,104 a month with 20% down at 7.11%: principal and interest of $3,224, 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 (51), Watermark (22), Lakeshore Preserve (21), Grove Resort And Spa Hotel (20), 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?
502 single-family houses are for sale in Winter Garden today, out of 737 total listings (117 condos, 111 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: 737 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 $3,224/month at today's 7.11% 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 14,078 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; 682 homes are for sale today, 4.8 months of supply at the current pace, which is balanced; new construction was 25% 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 205 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 2026-11-13 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.

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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 2026-11-14 02:27 UTC).

all new listings in this MLS

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