Winter Park Address, Seminole County: Homes for Sale
There are 83 homes for sale in Winter Park, Florida as of 2026-11-05, at a median list price of $399,999 and a median of 80 days on market. Every active Winter Park listing is above, newest first. What follows is what those listings add up to.
Winter Park market at a glance
| Active listings | 83 |
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| Median list price | $399,999 |
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| Median price per square foot | $239 |
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| Median size | 1,669 square feet |
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| Median year built | 1981 |
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| Median days on market | 80 |
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| On market 60+ days | 50 (60.24%) |
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| Priced below original asking | 49 (59.04%) |
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Source: Stellar MLS via the Bridge RESO feed, pulled 2026-11-05. Updated weekly.
What the numbers say for Winter Park buyers
49 of the 83 Winter Park homes on the market (59%) are asking less than they did on day one, and 50 (60%) have been listed 60 days or longer. Those two figures are the practical case for making an offer here. A seller 80 days in who has already cut once is a different negotiation than one of the 33 listings still inside its first 60 days.
Across the 49 Winter Park listings that have already come down, the typical reduction is 5.05% off the original asking price. That is the size of a first concession, not a final one.
Winter Park homes by price range
Winter Park homes by feature
| Feature | Active | Share | Median list price |
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| Private pool | 20 | 24.1% | $469,950 |
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| No HOA | 41 | 49.4% | $419,000 |
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| New construction | 0 | 0.0% | none listed |
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| Waterfront | 4 | 4.8% | $1,412,450 |
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| In a 55+ community | 0 | 0.0% | none listed |
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Features as the listing agent entered them in Stellar MLS, as of 2026-11-05. No HOA means no association fee is required and the listing shows no monthly HOA or condo fee. 55+ leaves out manufactured, mobile, modular and condo-hotel listings. A home can carry more than one feature. Each feature opens the live listings. The No HOA search shows houses with no association, so it can run a little under the count above.
Property types in Winter Park
Neighborhoods and subdivisions in Winter Park
Every Winter Park subdivision with an active listing or its own page here, ranked by inventory. A subdivision showing 0 still appears: this is a live MLS feed and inventory changes daily. The 81 homes in named subdivisions are 98% of the Winter Park market; the rest are on unplatted land or were listed without a subdivision name.
Oakcrest-5164 active$355,000
Temple Terrace Annex2 active$800,000*
Acreage & Unrec1 active$3,750,000*
Bridgewater1 active$398,000*
Bear Gully Forest1 active$585,000*
Subdivision names come from the MLS as agents entered them. Active count and median list price as of 2026-11-05. * Medians on rows with fewer than 4 listings are indicative only. Open a subdivision for days on market, price per square foot and sales history.
More Winter Park subdivisions
No active listing today. Each page keeps its sales history and refills as inventory changes.
About Winter Park
These are homes on the Seminole County side of the line carrying a Winter Park mailing address. The city of Winter Park itself sits in Orange County, where it had 29,795 residents at the 2020 census.
Winter Park was founded as a resort community by northern business magnates in the late nineteenth and early twentieth centuries, and it is home to Rollins College, a private liberal arts college. The first European-descended settlement dates to 1858, when David Mizell Jr. bought an eight-acre homestead between Lakes Virginia, Mizell and Berry; the settlement that grew around it was called Lake View.
Winter Park zip codes
32792 (83 listings)
Why Winter Park shows up under two counties
A Winter Park mailing address does not tell you which county the house is in. Homes addressed Winter Park sit in both Orange County and Seminole County, and the county line, not the address, is what sets the property tax rate, the school district and which county government issues permits. Two houses can share a Winter Park address and answer to different governments.
This page shows the Seminole County side: 83 active listings. For the other side, see Winter Park homes in Orange County.
Check the county on the specific parcel before you assume the tax bill or the school zone. The address will not tell you.
More Seminole County searches
Frequently asked questions
How many homes are for sale in Winter Park, FL?
There were 83 active residential listings in Winter Park as of 2026-11-05, at a median list price of $399,999. That count comes from the Stellar MLS feed and is refreshed weekly.
What is the median home price in Winter Park, FL?
The median list price in Winter Park was $399,999 as of 2026-11-05, or about $239 per square foot. The median home on the market is 1,669 square feet and was built in 1981.
How long do homes take to sell in Winter Park?
Median days on market was 80 as of 2026-11-05. 50 of the 83 listings, 60% of the Winter Park market, have been listed 60 days or longer, and that is where most of the negotiating room sits.
Are Winter Park sellers reducing their prices?
49 Winter Park listings, 59.04% of the market, are now asking less than they did originally, at a median reduction of 5.05%. That is the size of a typical first concession here, and it is usually not the last one.
What neighborhoods are in Winter Park, FL?
32 named subdivisions had at least one active listing in Winter Park as of 2026-11-05, and every one is listed above with its active count and median list price. Eastbrook led with 10 active listings at a median of $417,000.
How many homes for sale in Winter Park are under $250,000?
9 of the 83 active listings in Winter Park, 11%, were listed under $250,000 as of 2026-11-05. Another 33 (40%) were listed between $250,000 and $400,000. Each price range above opens its listings.
How many Winter Park homes for sale have a pool or no HOA?
Of the 83 active listings in Winter Park as of 2026-11-05, 20 listings (24%) have a private pool at a median list price of $469,950; 41 listings (49%) have no HOA at a median list price of $419,000. No active Winter Park listing showed new construction. The counts are the listing agents' own MLS entries.
Is Winter Park a buyer's or seller's market?
By our local two-factor read, Winter Park is a seller's market as of November 2026: 3.5 months of supply against 4.3 across the four counties, and sellers closing at 96.5 percent of original asking price against 96.0 percent regionally.
Full answer and method: Is Seminole County a Buyer's or Seller's Market?
The Homes In Orlando Team at NextHome Neighborhood Realty works with buyers and sellers across six Central Florida counties and publishes market data for Orange, Seminole, Lake, and Volusia. Call or text 407-616-9019 to see any Winter Park listing on this page.
