Homes for Sale in Winter Garden, FL
725 homes are for sale in Winter Garden, FL as of 2026-09-06, with 157 more under contract. The median list price is $574,900 ($256/sq ft), most homes list between $275K to $1.10M, and the median listing has been on the market 48 days. 176 homes came on the market this week and 1,162 sold in the last 12 months at a median of $595,000.
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 homes for sale by price
Every active listing in Winter Garden grouped by price, with the newest listings in each band. The median is $574,900; the busiest band is $500K – $750K.
Under $200K: 20 homes
- $174,999 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #1726
- $184,900 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #2221
- $199,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3215
- $170,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #1527
$200K – $300K: 79 homes
- $220,000 · 3 bd / 2 ba / 1,288 sq ft · 14200 AVALON ROAD #406 (Palisades)
- $230,000 · 2 bd / 2 ba / 918 sq ft · 27 WINDTREE LANE #102
- $244,900 · 2 bd / 2 ba / 1,434 sq ft · 14501 GROVE RESORT AVENUE #2135
- $249,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1420
$300K – $400K: 53 homes
- $325,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #1614
- $335,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVE
- $350,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #1603
- $379,000 · 3 bd / 2.5 ba / 1,737 sq ft · 1424 SCARLET OAK LOOP (Villas/Tucker Oaks)
$400K – $500K: 115 homes
- $410,000 · 3 bd / 2.5 ba / 1,860 sq ft · 8013 BASILICA LANE (Ravenna)
- $438,000 · 3 bd / 2 ba / 1,372 sq ft · 2628 BALFORN TOWER WAY (Stoneybrook West D)
- $480,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3425
- $400,000 · 3 bd / 2.5 ba / 1,696 sq ft · 8019 JEREMY JOSEPH ALLEY (Summerlake Grvs)
$500K – $750K: 216 homes
- $505,435 · 4 bd / 3.5 ba / 1,846 sq ft · 15153 GROVESIDE ROAD (Parkview at Hamlin)
- $510,000 · 3 bd / 2.5 ba / 2,193 sq ft · 7921 ICELAND GULL STREET
- $537,000 · 3 bd / 2.5 ba / 1,908 sq ft · 13038 SUNSET GARDEN LANE (Westhaven at Ovation)
- $537,290 · 3 bd / 2.5 ba / 1,896 sq ft · 16803 EVERMORE ALLEY
$750K – $1M: 151 homes
- $787,000 · 5 bd / 4 ba / 2,840 sq ft · 16771 OAKBORO STREET STREET
- $795,000 · 3 bd / 2 ba / 1,807 sq ft · 148 ROPER DRIVE
- $840,000 · 4 bd / 3 ba / 3,072 sq ft · 13993 TITLE WAY (Storey Grove)
- $899,000 · 3 bd / 3.5 ba / 2,861 sq ft · 15000 CANOPY COVER DRIVE (Del Webb Oasis)
$1M and up: 91 homes
- $1.08M · 4 bd / 4 ba / 3,881 sq ft · 1651 AMSEL FALLS PARK TERRACE (Twinwaters)
- $1.09M · 5 bd / 3.5 ba / 4,114 sq ft · 12528 GOLD HONEYSUCKLE STREET (Osprey Ranch)
- $1.09M · 4 bd / 4 ba / 2,701 sq ft · 526 FIRST CAPE CORAL DRIVE
- $1.10M · 5 bd / 4.5 ba / 3,743 sq ft · 16091 SILVER BROOK WAY
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.
| ZIP | Homes for sale | Median list price |
|---|---|---|
| 34787 | 396 | $637,844 |
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.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Waterleigh | 55 | $669,500 | — | — |
| Watermark | 22 | $671,345 | — | — |
| Lakeshore Preserve | 21 | $849,900 | — | — |
| Westhaven at Ovation | 17 | $563,000 | — | — |
| Osprey Ranch | 15 | $663,065 | — | — |
| Northlake At Ovation | 12 | $829,593 | — | — |
| Hawksmoor | 10 | $586,000 | — | — |
| Del Webb Oasis | 9 | $765,000 | — | — |
| Lake Star At Ovation | 8 | $852,490 | — | — |
| Townhomes Winter Garden | 6 | $212,000 | — | — |
| Twinwaters | 6 | $1.06M | — | — |
| Harvest/Ovation | 6 | $612,495 | — | — |
| Parkview at Hamlin | 5 | $491,080 | — | — |
| Serenade at Ovation | 5 | $544,990 | — | — |
| Hickory Hammock | 5 | $699,995 | — | — |
| Highland Rdg | 5 | $499,000 | — | — |
| Oakland Park | 4 | $1.16M | — | — |
| Palisades | 4 | $234,500 | — | — |
| Hamlin Reserve | 4 | $738,750 | — | — |
| Lake Avalon Groves | 4 | $2.16M | — | — |
| Lakeview Pointe/Horizon West P | 4 | $535,000 | — | — |
| Lakeview Village Estates | 4 | $1.02M | — | — |
| Stoneybrook West I | 3 | $369,900 | — | — |
| Stoneybrook West | 3 | $625,000 | — | — |
| Summerlake | 3 | $754,900 | — | — |
| Tucker Oaks | 3 | $328,000 | — | — |
| Winding Bay Preserve | 3 | $439,000 | — | — |
| Winter Grove | 3 | $989,961 | — | — |
| Avalon Cove | 3 | $2.00M | — | — |
| Bronsons Lndgs F & M | 3 | $860,000 | — | — |
What is for sale in Winter Garden: property types
- Single-family homes: 494
- Condos: 124
- Townhouses: 105
- Villas: 2
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 (124) · Townhomes for sale in Winter Garden (105).
The Winter Garden housing market right now
Over the last 12 months 1,162 homes sold in Winter Garden at a median of $595,000 (-1.9% year over year), $255 per square foot. Sellers received 96% of list price and homes took a median 39 days to go under contract. With 725 homes for sale against that sales pace, months of supply is 7.5, a buyer’s 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 band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| Under $300K | 12 | 39 | 3.7 | 36 |
| $300K–$500K | 62 | 287 | 2.6 | 53 |
| $500K–$750K | 170 | 651 | 3.1 | 42 |
| $750K+ | 62 | 185 | 4.0 | 43 |
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.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2019 | $358,857 | 173 | 80 | 96% |
| 2021 | $514,148 | 233 | 9 | 101% |
| 2022 | $544,786 | 2,315 | 8 | 100% |
| 2023 | $616,407 | 776 | 16 | 98% |
| 2024 | $617,831 | 2,117 | 30 | 98% |
| 2025 | $622,018 | 2,296 | 38 | 97% |
| 2026 | $631,752 | 1,955 | 41 | 96% |
What a home in Winter Garden costs to own
Take the median $574,900 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $2,971/month. Orange County’s typical millage of 16.67 puts property tax near $8,752/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 $3,818/month plus any HOA or CDD assessment.
Explore Winter Garden
- All homes for sale in Orange County, FL
- Winter Garden market intelligence: prices, supply and trends
- Moving to Winter Garden: the data guide
- Cost of living in Winter Garden
- New construction homes in Winter Garden
- Best neighborhoods in Winter Garden
- Orange County property tax guide
- Search every Winter Garden community
- All Florida cities and counties
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Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Garden as of 2026-09-06 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.