Condos for Sale in Winter Garden, FL
124 condos are for sale in Winter Garden, FL as of 2026-09-06. The median list price is $250,000 ($201/sq ft), most condos list between $185K to $355K, and the median listing has been on the market 95 days. 30 condos came on the market this week and 1,162 sold in the last 12 months at a median of $595,000.
Newest condos 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 condos for sale by price
Every active listing in Winter Garden grouped by price, with the newest listings in each band. The median is $250,000; the busiest band is $200K – $300K.
Under $200K: 19 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: 74 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: 25 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
- $330,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3222
$400K – $500K: 5 homes
- $480,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3425
- $410,990 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVE #1535
- $415,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2541
- $449,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVE #1622
$750K – $1M: 1 home
Condos 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 | Condos for sale | Median list price |
|---|---|---|
| 34787 | 14 | $234,500 |
Winter Garden communities with the most condos 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 |
|---|---|---|---|---|
| Townhomes Winter Garden | 5 | $210,000 | — | — |
| Palisades | 4 | $234,500 | — | — |
| Tucker Oaks | 3 | $328,000 | — | — |
| Park Place/Winter Garden | 1 | $889,000 | — | — |
| Southern Pines | 1 | $290,000 | — | — |
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 124 condos for sale against that sales pace, months of supply is 1.3, a seller’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 $250,000 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $1,292/month. Orange County’s typical millage of 16.67 puts property tax near $3,335/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 $1,687/month plus any HOA or CDD assessment.
Explore Winter Garden
- All condos 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.