Winter Park
Homes for Sale in Winter Park, FL
All 362 homes for sale in WINTER PARK, FL · median $692,000 · 172 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, Winter Park Rev in Winter Park, FL has 1 home for sale. Over the 12 months ending 2026-09-20, 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 (-68% 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).
| Location | WINTER PARK, Orange County, FL · ZIP 32789, 32792 |
|---|---|
| Homes in the community | 1,038 (FL DOR 2025 assessment roll) |
| Years built | 1915–2024 (median 1981) |
| Typical living area | 1,610 sq ft (median) |
| Sale prices, last 12 months | $642,500 median across 6 closed sales · $495 per sq ft · -67.7% vs the prior 12 months |
| Days on market (closed sales) | 5 median |
| For sale right now | 1 active, 0 pending · median asking $1,770,000 |
| Owner-occupied (homestead) share | 57% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2010 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Park Rev key facts,” movewithmomentum.com/neighborhoods/winter-park-rev-winter-park, data as of September 20, 2026.
Winter Park right now
🔴 Off the recent peak. The trailing-12-month median ($642K) is down 67.7% from the prior 12 months ($1.99M). 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 20. Confidence: Medium (6 and 7 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 2, 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 20, 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 68% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).
In ZIP 32789 (WINTER PARK), 390 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.6% year over year, with a median 39 days on market. Right now 91 active and 26 pending listings put supply at about 5.2 months - a balanced market. See the live ZIP 32789 housing market and the Orange County market.
County records show 103 qualified sales in Winter Park across 2024 - 2025 (56 in 2024, 47 in 2025), median $775,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Winter Park is a community of 1,038 homes in Winter Park, Orange County, built between 1915 and 2024 (median 1981), with a median living area of about 1,610 square feet. 57% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 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 ($1.99M) IS the -67.7% 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.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
24% of homes for sale in ZIP 32789 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 (2026-10-01).
Winter Park Market Scorecard
Winter Park is currently a balanced market., a median asking price of $1,770,000, and homes go under contract in about 133 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Winter Park Rev, WINTER PARK
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
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 2026-09-30, 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.
Every Home for Sale in Winter Park Rev Winter Park Right Now (1)
All 1 active and pending Winter Park Rev Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- 621 Huntington Avenue · $1,770,000 · 3 bd / 3.5 ba · listed Jul 2, 2026 · listed by Olde Town Brokers Inc
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 68% year over year. Homes that do trade take a median 6 days on market, useful leverage on any listing that has lingered.
The housing stock is 1,038 homes built between 1915 and 2024, and 57% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Winter Park buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (4.8). Basis: Recent Direction -67.7% year-over-year; Owner Commitment 57% owner-occupied; Pricing Power 98.3% sale-to-list. Refreshed with each data update.
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?
How many homes are in Winter Park?
What share of Winter Park is owner-occupied?
When were the homes in Winter Park built?
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?
Where is Winter Park, and what county is it in?
Is Winter Park a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 30, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (16 streets, ZIP 32789/32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| 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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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Winter Park Rev fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Winter Park
- Home values · What homes in Winter Park actually sell for
Nearby Communities
Explore more neighborhoods near Winter Park with Momentum Realty’s local guides.