Winter Park Woods Condo
Homes for Sale in Winter Park, FL

Community in Winter Park · Orange County
Median sale $78K
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Live Market Pulse
31/100
Market Heat
Cooler than normal
2015 → 2026 · 82 at the 2022 peak
0 is Winter Park Woods Condo's coldest market since 2015, 100 its hottest. Today: 31. How it's scored
Built fromLive Stellar MLS data20 years of closingsUpdated twice daily
Live · Winter Park Woods Condo Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$78K
Median sold · 12 mo
down 28.4% vs the prior 12 months
-28.4%
1-yr price change
n = 15 and 35 sales in the two windows
$83/sf
Sold $/sqft · 12 mo
peak $133 in 2024
88.9%
Sale vs ask
Orange median: 96.0%
Tempo
12days
Median DOM · closed
10 days at the 2025 low
15
Sold · last 12 mo
10-yr average: about 14 a year
Ownership and context
100%
Cash buyers · Winter Park Woods Condo
22 of 22 sales, 12 mo ending June 2026
Track record · 20 years of records
5
Failed listings · 2026
peaked at 41 in 2025
1,020sqft
Median sold home size
12-mo windows, closed sales
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winter Park Woods is a condo community where price is driven almost entirely by unit condition and the specifics of each stack, not by a broad range of home types. With a median around $79,000 and a median price per square foot of roughly $82, this is one of the lower entry points into the Winter Park market, and the spread between units tends to come down to updates, floor, and HOA standing rather than square footage alone.

The current posture is fast but cooling. Homes are moving in a median of about 11 days, which is quick, yet the year-over-year median is down 27.5%, a steep pullback. For buyers, that means motion without a bidding frenzy and room to be selective on condition. For sellers, it means priced-right units still sell quickly, but the days of leaning on last year's comps are over.

Winter Park Woods Condo Housing Pulse · Momentum Research · as of July 15, 2026

Winter Park Woods Condo right now

🔴 Off the recent peak. The trailing-12-month median ($78K) is down 28.4% from the prior 12 months ($109K). With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 15. Confidence: High (15 and 35 sales in the two windows).

What's unique here: the median sale price is about 82% below the typical Orange County sale ($78K vs $435K, trailing 12 months, Stellar MLS records).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Winter Park Woods Condo market snapshot (as of July 15, 2026): the median sale price is about $78K ($83 per sq ft over the trailing 12 months of closed sales), and a median 12 days on market for closed sales. The trailing-12-month median is down 28% from the prior 12 months, computed from record-level Stellar MLS closed sales (15 closings in the current window).

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.

Best for

  • First-time buyers working within a tight budget who want a foothold in Winter Park
  • Investors comfortable underwriting condo association risk in exchange for a low basis
  • Cash or nimble buyers who can act inside an 11-day sales pace

Probably not for

  • Buyers counting on near-term appreciation to build equity
  • Anyone needing detached, larger-footprint housing rather than a condo
  • Buyers who want price certainty and are uneasy with a soft, small-sample market
How much local inventory is already under contract

33% of homes for sale in ZIP 32792 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-07-18).

Windows contain 0 to 35 sales each (15 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$50K$75K$100K$125K20122014201620182020202220242026
Down 28.4% year over year.
Every sale since 2006 · price vs size
$0$200K$400K$600K1k1k1k
173 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$50$10020122014201620182020202220242026
Up from $43 in 2012 to a $133 peak in 2024; $83 now.
Median days on market · closed sales
1020304020122014201620182020202220242026
10 days at the 2025 low; 12 now.
Sale price vs original ask · median
90%95%20122014201620182020202220242026
88.9% now vs Orange 96.0%.
Homes sold per 12-mo window
010203020122014201620182020202220242026
0 to 35 a year; 15 in the current window.
Sellers who gave up · failed listings per year
020402004200820122016202020242026
Canceled, expired, or withdrawn. 41 quit in 2025; 5 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2016202220242026
82 at the 2022 peak, 31 in the troughs, 31 now. Same score as the hero card, full history.

If we were buying in Winter Park Woods Condo today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Winter Park Woods Condo.

Best Buy
Buyers seeking a low entry point into Winter Park who value condition over square footage.
Biggest Risk
A 27.5% year-over-year drop and a small closing sample mean values are soft and hard to pin precisely.
Sweet Spot
An updated unit in a financially healthy association bought near the median.
Avoid If
You need appreciation or want to avoid HOA and condition-driven surprises.

Reading a thin, fast-moving condo market

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.

The location and the amenities are priced into every listing in Winter Park Woods Condo. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

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.

Winter Park Woods Condo in 15 seconds.

Best forBuyers seeking a low entry point into Winter Park who value condition over square footage.
Biggest advantageAmong the most affordable ways into this city, with units that move fast when priced right.
Biggest riskA 27.5% year-over-year drop and a small closing sample mean values are soft and hard to pin precisely.
Sweet spotAn updated unit in a financially healthy association bought near the median.
Avoid ifYou need appreciation or want to avoid HOA and condition-driven surprises.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Winter Park Woods Condo sales matched to your home.

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Winter Park Woods Condo?
The median sale price in Winter Park Woods Condo was $78K over the 12 months ending July 15, 2026 (15 closed sales, Stellar MLS).
How long do homes in Winter Park Woods Condo take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 12 days on market (15 sales, Stellar MLS).
Do cash buyers compete in Winter Park Woods Condo?
Cash buyers took 100% of Winter Park Woods Condo sales in the 12 months ending June 2026 (22 of 22 closings, Stellar MLS).
Who is the best real estate agent for Winter Park Woods Condo?
The best agent for Winter Park Woods Condo is one who actively works Winter Park and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Winter Park Woods Condo.
How do I find a top Winter Park real estate agent who knows Winter Park Woods Condo?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Winter Park Woods Condo and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Winter Park Woods Condo?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winter Park Woods Condo purchase or sale - no call center and no pressure.
First-time buyers working within a tight budget who want a foothold in Winter ParkExcellent fit
Investors comfortable underwriting condo association risk in exchange for a low basisExcellent fit
Cash or nimble buyers who can act inside an 11-day sales paceExcellent fit
Buyers counting on near-term appreciation to build equityProbably not
Anyone needing detached, larger-footprint housing rather than a condoProbably not
Buyers who want price certainty and are uneasy with a soft, small-sample marketProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2006 (173 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

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