Winter Garden Home Values (2026): What Houses Are Actually Selling For
Winter Garden, Orange County, Florida · Momentum Research · updated 2026-09-25
Homes in Winter Garden sold for a median of $597,500 over the last 12 months (2,068 recorded sales), $254 per square foot, and prices are down 1.0% year over year. The typical sale took 37 days to go under contract and closed at 96.3% of the original asking price. Long run: 10.9% a year since 2012 (median $141K then). No algorithm can price your specific house from that; a records-based valuation can. The data first, then how to get one.
Winter Garden home values year by year
Median recorded sale price, price per square foot, days to contract and sale-to-ask for every year we hold Winter Garden sales. The compound growth rate works out to 10.9% a year since 2012 (median $141K then).
| Year | Median sale | $/sq ft | Days to contract | Sale-to-ask | Sales |
|---|---|---|---|---|---|
| 2012 | $141,024 | $80 | 31 | 98.0% | 89 |
| 2013 | $248,440 | $102 | 29 | 98.4% | 162 |
| 2014 | $253,759 | $111 | 33 | 96.0% | 274 |
| 2015 | $280,057 | $115 | 59 | 95.3% | 559 |
| 2016 | $305,019 | $123 | 49 | 96.2% | 1,299 |
| 2017 | $316,208 | $130 | 55 | 96.5% | 1,125 |
| 2018 | $362,831 | $153 | 80 | 97.7% | 158 |
| 2019 | $372,093 | $153 | 84 | 95.6% | 167 |
| 2021 | $507,327 | $201 | 10 | 100.7% | 475 |
| 2022 | $555,340 | $231 | 8 | 100.3% | 2,181 |
| 2023 | $616,905 | $258 | 17 | 98.3% | 764 |
| 2024 | $622,711 | $263 | 32 | 97.7% | 2,037 |
| 2025 | $624,933 | $263 | 39 | 96.9% | 2,193 |
| 2026 | $640,754 | $258 | 41 | 96.3% | 2,068 |
Where the Winter Garden market is tight, by price band
Months of supply is active inventory divided by the monthly sales pace; under about four months favors sellers, over six favors buyers. Find your band before you price.
| Price band | Active now | Sold (12 mo) | Months of supply | Days to contract |
|---|---|---|---|---|
| Under $300K | 26 | 43 | 7.3 | 42 |
| $300K–$500K | 63 | 302 | 2.5 | 59 |
| $500K–$750K | 189 | 751 | 3.0 | 43 |
| $750K+ | 64 | 243 | 3.2 | 38 |
Winter Garden home values by ZIP code
Active listings and list medians from our feeds today; the typical value and one-year change are Zillow’s ZHVI for the ZIP, which tracks the whole housing stock rather than only what sold.
| ZIP | Active listings | Median list | Typical value (ZHVI) | 1-yr change | Listings with a price cut |
|---|---|---|---|---|---|
| 34787 | 709 | $584,900 | $570,875 | -0.9% | 30% |
Home values by community in Winter Garden
The communities with the most recorded sales in the last 12 months. Each links to its own home-value page with the full price history.
| Community | Median sale | Year over year | Days to contract | Sales (12 mo) | Active |
|---|---|---|---|---|---|
| waterleigh | $575,000 | -19.9% | 40 | 183 | 56 |
| serenade at ovation | $451,542 | +3.8% | 47 | 5 | |
| harvest at ovation | $709,298 | +10.3% | 24 | 44 | 5 |
| Parkview At Hamlin | $479,740 | +1.0% | 37 | 42 | 5 |
| Summerlake Pd Phase 4A | $605,000 | -2.3% | 35 | 39 | 0 |
| Watermark Phase 4A | $695,000 | +31.1% | 54 | 37 | 0 |
| WATERMARK | $695,000 | +27.5% | 62 | 35 | 22 |
| SUMMERLAKE PD PH 1B | $600,500 | -3.9% | 35 | 34 | 0 |
| lake star at ovation | $629,990 | -21.3% | 27 | 31 | 9 |
| AVALON WOODS | $829,105 | n/a | 28 | 0 | |
| hickory hammock | $907,500 | +15.6% | 22 | 28 | 3 |
| del webb oasis | $480,000 | -26.6% | 68 | 27 | 10 |
Communities moving fastest in Winter Garden
Rising: WATERMARK (+28%), Winter Grove (+26%). Year-over-year change in median recorded sale; small communities swing on a handful of sales, so read these as leads, not verdicts.
What moves the sale price in Winter Garden beyond the medians
Cash paid for about 24% of recent Winter Garden closings. New construction was 25% of sales, which sets the ceiling on what resale buyers will pay for a comparable resale. Sellers have been closing at 96.3% of original asking, so the list price is a negotiation opener, not the number. Zillow’s ZIP metrics put the city’s price-to-income ratio near 5.2 and five-year appreciation near +4.3%. Property mix: Single Family Residence 81%, Townhouse 14%, ? 3%. Condition, lot, roof age, insurance quote and the specific street’s last three closings move an individual house well outside these ranges.
What is my house worth in Winter Garden?
Not a number this page can give you, and not one an automated model can either: every value above is a median of many Winter Garden sales, and the spread inside it is wide. A records-based valuation pulls the recorded closings on your street and in your community, adjusts for size, condition, lot and what your home has that the comps do not, and comes back as a written range with a net sheet showing what you would clear at each price after commissions, Florida doc stamps, title and payoff. Momentum Realty does that for Winter Garden owners at no cost through the form below; the Messtimate gives a square-footage range in the meantime, and the seller net proceeds calculator runs the arithmetic on any price you are considering.
Selling in Winter Garden: next steps
- Should you sell in Winter Garden now?
- Best time of year to sell in Orange County
- Seller net proceeds calculator
- Orange County property tax rate and calculator (what a buyer will pay after your sale)
- Homes for sale in Winter Garden right now (your competition)
- Winter Garden housing market: live data and trends
- How to choose a listing agent in Winter Garden
- How Momentum sells homes
Frequently asked questions
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Which Winter Garden communities hold value best?
Figures are recorded closed sales and active listings from the MLS feeds behind our Winter Garden pages, aggregated by Momentum Research as of 2026-09-25; ZIP typical values from Zillow (ZHVI). Community-level aggregates only; nothing on this page is a valuation of any specific property, an appraisal, or an offer. Deemed reliable but not guaranteed. EAB RE Investments LLC dba Momentum Realty, a licensed Florida real estate brokerage. Equal Housing Opportunity.