Winter Park
Homes for Sale in Winter Park, FL
All 337 homes for sale in WINTER PARK, FL · median $664,900 · 150 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of September 2026, Winter Park Rev in Winter Park, FL has 1 home for sale. Over the 12 months ending 2026-09-12, 6 recorded sales closed at a median of $642,500, $495 per square foot, a median 5 days on market, sellers accepting 98% of original asking (-60% versus the prior year). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,710 ($10,040 with the full homestead exemption).
Winter Park right now
🔴 Off the recent peak. The trailing-12-month median ($642K) is down 60.3% from the prior 12 months ($1.62M). With about 5 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 September 12. Confidence: Medium (6 and 8 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 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 market snapshot (as of September 12, 2026): the median sale price is about $642K ($495 per sq ft over the trailing 12 months of closed sales), and a median 6 days on market for closed sales. The trailing-12-month median is down 60% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).
In ZIP 32789 (WINTER PARK), 394 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.4% year over year, with a median 40 days on market. Right now 88 active and 21 pending listings put supply at about 4.9 months - a balanced market. See the live ZIP 32789 housing market and the Orange County market.
Stellar MLS sales records identify 114 homes in Winter Park that have changed hands since 2005, built between 1905 and 2024 (median 1987), with a median living area of about 1,717 sq ft and a typical 3-bedroom, 2.5-bath layout; 95% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($642K) IS the median in the snapshot above, and the move from 2025 ($1.62M) IS the -60.3% one-year change.
Windows contain 0 to 15 sales each (6 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 2010 through 2026. Deemed reliable but not guaranteed.
WINTER PARK REV Market Scorecard
WINTER PARK REV is currently a thin data market. Limited supply, a median asking price of $1,770,000, and homes go under contract in about 133 days.
Typical home value in the 32789 ZIP is $809,773, about 61.9% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Winter Park
Live MLS inventory for Winter Park. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Winter Park listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2010 through 2026. Tap any home to ask about it.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Audubon Park K8 · Elementary
- Audubon Park K-8 · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Winter Park 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 address.
Shop the zone: Homes zoned for Winter Park High High School
The Winter Park buying strategy.
If we were buying in Winter Park today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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.
A closer look at the Winter Park market
At a median of $495 per square foot, Winter Park prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median down 60% year over year. Homes that do trade take a median 6 days on market, useful leverage on any listing that has lingered.
The location and the amenities are priced into every listing in Winter Park. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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.
Tools for a Winter Park buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Winter Park sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winter Park, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winter Park home worth?
Get a no-obligation home value based on real comparable sales in Winter Park, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Winter Park →
Frequently Asked Questions
What is the median home price in Winter Park?
How long do homes in Winter Park take to sell?
Who is the best real estate agent for Winter Park?
How do I find a top Winter Park real estate agent who knows Winter Park?
Can Momentum Realty connect me with an agent for Winter Park?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2010 (83 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.
Own a home here?
You just read the data. Now see what your home is worth.
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 local comps.
Looking to buy here? Search homes for sale →
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See how Winter Park Rev fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Winter Park with Momentum Realty’s local guides.