Housing in Winter Park, FL
Home values, rent, ownership rates, and housing market data
Housing Market Snapshot
Source: Redfin — January 2026Median Sale Price
$618,750
Median List Price
$739,000
Price Per Sq Ft
$343
Days on Market
57
Active Inventory
161
Months of Supply
4.7
Balanced market
Zillow Home Value
$453,292
ZHVI — January 2026
Zillow Rent Index
$1,869
ZORI — January 2026
Price Trends
Source: RedfinMarket Competitiveness
Source: RedfinSold Above List
11.8%
Off Market in 2 Weeks
25.6%
Sale-to-List Ratio
96.8%
Buyer's market
Market Activity
Source: RedfinHomes Sold
34
New Listings
57
Pending Sales
43
Price Per Square Foot
Source: RedfinMedian Sale $/SF
$343
Median List $/SF
$433
Winter Park vs Similar Cities
Source: Census ACS / Redfin (2023)Compared to cities with 25,000 - 50,000 residents. Winter Park is highlighted.
Median Home Value
Median Rent
Median Price Per Sq Ft
Rent Burden
Census Housing Data
Source: U.S. Census Bureau ACS (2023)Median Home Value
$676,800
Median Rent
$1,653
Total Housing Units
14,035
Vacancy Rate
9.8%
Owner Occupied
66.0%
Renter Occupied
34.0%
Median Property Tax
$4,945
per year
Monthly Cost (w/ Mortgage)
$2,141
Housing Types
The current median sale price in Winter Park, FL is $618,750 according to Redfin data. Homes spend a median of 57 days on the market. 11.8% of homes sold above asking price. The market has 4.7 months of supply. The median price per square foot is $343. Zillow's observed rent index is $1,869/month. About 66.0% of housing units are owner-occupied. The median year homes were built is 1973. There are 14,035 total housing units.