Winter Park Woods
Condos for Sale in Winter Park, FL

Winter Park Woods Condo market snapshot (as of September 20, 2026): the median sale price is about $78K ($88 per sq ft over the trailing 12 months of closed sales), a median 12 days on market for closed sales, and 0.6 months of supply, a balanced market. The trailing-12-month median is down 22% from the prior 12 months, computed from record-level Stellar MLS closed sales (13 closings in the current window).

In ZIP 32792 (Winter Park), 230 homes closed in the last 12 months at a median of $423K ($260/sq ft), down 7.0% year over year, with a median 32 days on market. Right now 11 active and 11 pending listings. See the live ZIP 32792 housing market and the Orange County market.

Stellar MLS sales records identify 125 homes in Winter Park Woods Condo that have changed hands since 2004, built between 1974 and 1974 (median 1974), with a median living area of about 1,020 sq ft and a typical 2-bedroom, 1.5-bath layout; 99% are condominiums. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Winter Park Woods is an entry-level condo community in Winter Park, Orange County, where turnover is quick but values have reset sharply lower over the past year. Read it as an affordability play, not an appreciation story.

• Brookshire Elem · Elementary
• Glenridge Middle · Middle
• Winter Park High · High

Zoned schools reflect the assignments reported on recent Winter Park Woods Condo listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Winter Park Woods Condo address.

The snapshot rests on a window of 16 closings, which is a small sample. That matters: with a median price near $79,000 and a market heat score of 38, one or two heavily updated or heavily distressed units can swing the numbers more than they would in a larger community. Treat the median as a directional anchor, not a precise valuation for any single unit.

The combination of an 11-day median and a 27.5% year-over-year decline tells a specific story. Well-presented units are absorbed fast because the price point draws steady interest, but the overall value line has dropped hard. In practice, condition and HOA health are doing most of the work here, so the diligence that pays off is on the association, reserves, and the actual state of the unit rather than on chasing the market.

In a thin, fast-moving condo market like this, the difference between a good buy and a regret is the paperwork behind the door: association finances, reserve levels, and whether a low price reflects a deal or a problem. We read the closings against unit condition instead of accepting a headline median, and we move quickly when something genuinely priced right comes up, because at an 11-day pace hesitation is what costs you.