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Homes for Sale in Winter Garden, FL

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763 homes are for sale in Winter Garden, FL as of 2026-10-26, with 193 more under contract. The median list price is $585,000 ($258/sq ft), most homes list between $260K to $1.06M, and the median listing has been on the market 69 days. That is 518 houses, 119 condos and 121 townhouses. 44 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 now763 active, 193 under contract
Asking prices$585,000 median · $258 per sq ft · most homes $260K–$1.06M
Median days on market (active listings)69
Property types for sale518 houses, 119 condos, 121 townhouses
New listings this week44
Homes sold, last 12 months1,339 at a median of $595,000

Listing counts and prices as of 2026-10-26; 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 2026-10-26.

763
Homes for sale
$585,000
Median list price
$260K to $1.06M
Typical range
69
Median days on market
44
New this week
193
Under contract
$4,076
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.

Winter Garden
photos on the listing
$825,000 New
4 bd · 4 ba · 3,078 sq ft · built 2007
2139 TILLMAN AVENUE, 34787
Winter Garden
Listing courtesy of LA ROSA REALTY LLC
Isles/Lk Hancock Ph Iii
photos on the listing
$2.30M New
7 bd · 6.5 ba · 4,634 sq ft · built 2017
14656 PYLON COURT, 34787
Isles/Lk Hancock Ph Iii
Listing courtesy of NOVA REAL ESTATE SERVICES INC
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
Waterleigh
photos on the listing
$942,771 New
5 bd · 4.5 ba · 3,225 sq ft · built 2026
11947 SHINE VIEW LANE, 34787
Waterleigh
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
Winter Garden
photos on the listing
$940,000 New
5 bd · 4.5 ba · 3,663 sq ft · built 2025
17664 JAPONICA BLOOM DRIVE, 34787
Winter Garden
Listing courtesy of MS LAND & BUILDING LLC
Enclave/Hamlin
photos on the listing
$699,900 New
5 bd · 4.5 ba · 2,921 sq ft · built 2021
15311 CALMING BALSAM ALLEY, 34787
Enclave/Hamlin
Listing courtesy of INNOVATION PROPERTIES
Winter Garden
photos on the listing
$689,900 New
4 bd · 3 ba · 2,931 sq ft · built 2019
17361 BAL HARBOUR DRIVE, 34787
Winter Garden
Listing courtesy of ACCESS GROUP
8943 LAKESHORE POINTE DRIVE, home for sale in Winter Garden
$639,900 New
3 bd · 2.5 ba · 2,052 sq ft · built 2018
8943 LAKESHORE POINTE DRIVE, 34787
Lakeshore Preserve
Listing courtesy of TROPIC SHORES REALTY
Independence, Signature Lakes
photos on the listing
$575,000 New
3 bd · 2 ba · 1,920 sq ft · built 2012
5513 NEW INDEPENDENCE PARKWAY, 34787
Independence, Signature Lakes
Listing courtesy of THE SIMON SIMAAN GROUP
Serenade at Ovation
photos on the listing
$498,900 New
3 bd · 2.5 ba · 2,096 sq ft · built 2024
13006 SERENE GLADE ROAD, 34787
Serenade at Ovation
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
Fullers Lndg B
photos on the listing
$450,000 New
4 bd · 2 ba · 2,255 sq ft · built 2005
526 WESTCLIFFE DRIVE, 34787
Fullers Lndg B
Listing courtesy of PREFERRED REAL ESTATE BROKERS
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
Signature Lakes
photos on the listing
$399,900 New
3 bd · 2 ba · 1,751 sq ft · built 2010
5705 NEW INDEPENDENCE PARKWAY, 34787
Signature Lakes
Listing courtesy of MARK SPAIN REAL ESTATE
Northlake At Ovation
photos on the listing
$980,095 New
5 bd · 4.5 ba · 3,736 sq ft · built 2026
12866 EUREKA LEMON DRIVE, 34787
Northlake At Ovation
Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC
Watermark
photos on the listing
$835,000 New
5 bd · 3.5 ba · 2,935 sq ft · built 2021
15023 GUAVA BAY DRIVE, 34787
Watermark
Listing courtesy of WRA BUSINESS & REAL ESTATE
Winter Garden
photos on the listing
$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
Signature Lakes, Independence
photos on the listing
$499,900 New
3 bd · 2 ba · 2,072 sq ft · built 2013
5522 NEW INDEPENDENCE PARKWAY, 34787
Signature Lakes, Independence
Listing courtesy of INDEPENDENCE REALTY GROUP LLC
Signature Lakes, Independence
photos on the listing
$464,999 New
3 bd · 2.5 ba · 1,751 sq ft · built 2010
5685 NEW INDEPENDENCE PARKWAY, 34787
Signature Lakes, Independence
Listing courtesy of INDEPENDENCE REALTY GROUP LLC
Winter Garden
photos on the listing
$455,000 New
3 bd · 2.5 ba · 1,725 sq ft · built 2017
8163 RED STOPPER LANE, 34787
Winter Garden
Listing courtesy of REAL ESTATE HOUSE FL INC
Winter Garden
photos on the listing
$189,000 New
2 bd · 2 ba · 918 sq ft · built 1984
87 WINDTREE LANE #K, 34787
Winter Garden
Listing courtesy of COMPASS FLORIDA LLC
Waterside On Johns Lake
photos on the listing
$2.58M New
7 bd · 5.5 ba · 6,235 sq ft · built 2021
16773 BROADWATER AVENUE, 34787
Waterside On Johns Lake
Listing courtesy of RE/MAX PRIME PROPERTIES
Winter Garden
photos on the listing
$860,494 New
4 bd · 3 ba · 2,717 sq ft · built 2026
11390 BOURBON ROSE CIRCLE, 34787
Winter Garden
Listing courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
Winter Garden
photos on the listing
$629,900 New
3 bd · 2 ba · 2,270 sq ft · built 2018
14230 SUNRIDGE BOULEVARD, 34787
Winter Garden
Listing courtesy of VALIANT REALTY GROUP LLC
Deerfield Place A-G
photos on the listing
$620,000 New
4 bd · 3 ba · 2,835 sq ft · built 2005
108 DOE RUN DRIVE, 34787
Deerfield Place A-G
Listing courtesy of CENTURY 21 CARIOTI

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: 35 homes

$200K – $300K: 66 homes

$300K – $400K: 63 homes

$400K – $500K: 123 homes

$500K – $750K: 229 homes

$750K – $1M: 162 homes

$1M and up: 85 homes

Every home for sale in Winter Garden right now (763)

All 763 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 400 of 763; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Garden (193)

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
34787763$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$699,000——
Watermark23$529,000——
Lakeshore Preserve21$849,900——
Northlake At Ovation15$840,000——
Grove Resort And Spa Hotel14$217,500——
Grove Residence & Spa Hotel Condo Ii13$244,900——
Grove Residence & Spa Hotel13$245,000——
Osprey Ranch12$644,945——
Serenade at Ovation11$524,990——
Hawksmoor10$567,000——
Westhaven at Ovation10$542,500——
Oakland Park8$844,500——
Parkview at Hamlin8$493,940——
The Grove Resort8$275,445——
Harvest/Ovation7$635,000——
Lake Star At Ovation7$899,990——
Lakeview Village Estates7$697,240——
Silverleaf Oaks7$495,090——
Summerlake Pd Ph 3A7$669,990——
Del Webb Oasis6$840,650——
Signature Lakes Ph 02 A B H I J6$577,000——
Hamlin Meadows at Hamlin5$814,359——
Highland Rdg5$499,900——
Signature Lakes5$399,900——
Silverleaf Reserve At Hamlin5$943,000——
Townhomes Winter Garden5$210,000——
Grove Resort And Spa5$239,000——
Stoneybrook West D4$522,400——
Winter Garden Shores Rep4$699,250——
Horizon Isle4$706,450——

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 (119) · Townhomes for sale in Winter Garden (121).

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 763 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 7.32% 30-year rate: principal and interest run about $3,215/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 $4,076/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 · Waterleigh · 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.

Common questions

How many homes are for sale in Winter Garden, FL?
As of 2026-10-26, Momentum's MLS record shows 763 residential homes actively listed for sale in Winter Garden and 193 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 $585,000, about $258 per square foot for a typical 2,138-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, -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 69 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 $4,076 a month with 20% down at 7.32%: principal and interest of $3,215, 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 (23), Lakeshore Preserve (21), Northlake At Ovation (15), Grove Resort And Spa Hotel (14). 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?
518 single-family houses are for sale in Winter Garden today, out of 763 total listings (119 condos, 121 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: 763 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 $3,215/month at today's 7.32% 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 14,110 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; 703 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 192 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 2026-10-26 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 2026-10-27 23:38 UTC).

all new listings in this MLS

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