Winter Park, FL housing market: September 2026
What's happening in the Winter Park market right now.
Buyer's or seller's market?
Winter Park, FL leans toward a buyer's market: homes in Orange County take a median of 73 days to sell, and the number for sale is −0.9% on a year ago. Buyers have room to negotiate; sellers should price carefully.
12-month outlook
−0.5% to +3.5% for the typical Winter Park home value over the next 12 months.
A projection from past prices (the trend of the last 3 and 12 months, damped), not a prediction or advice. Local conditions can move faster than any trend.
Sources: Zillow Home Value Index, September 2026 · Zillow Observed Rent Index, September 2026 · Realtor.com county data, September 2026. Listing figures are for Orange County as a whole.
Winter Park market — questions answered
What is the typical home value in Winter Park, FL?
$466,389 as of September 2026, +2.3% on a year earlier (Zillow Home Value Index).
Are home prices going up in Winter Park, FL?
Yes — the typical home value changed +2.3% over the year to September 2026 and +24.6% over five years.
Is Winter Park, FL a buyer's or seller's market?
It leans toward buyers: the median home in Orange County sells in 73 days (Realtor.com, September 2026).
How much is rent in Winter Park, FL?
The typical rent is $1,852 a month as of September 2026, +2.7% on a year earlier (Zillow Observed Rent Index).
How many homes are for sale in Winter Park, FL?
5,554 homes were listed for sale across Orange County in September 2026 (Realtor.com).
Who are the best real estate agents in Winter Park, FL?
Homegrity lists 1,498 licensed agents in Winter Park, each license verified against the state register. Placement is never bought. See them at /real-estate-agents/winter-park.