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Real Estate Market Trends and Analytics in Winter Park, FL

In December 2025, Winter Park, FL homes were selling for an average price of $884,622, Winter Park, FL homes on average sell after 61 days on the market compared to 53 days last year. There were 1089 homes sold in Winter Park, FL for December 2025, compared to 1085 last year.
View all properties for sale in Winter Park, FL

Winter Park, FL Market Trend

Average List Price
The average list price of Winter Park, FL, was $1,136,110 in December 2025, compared to $936,596 in December 2024.

Winter Park, FL Market Trend for Houses

Average List Price
The average list price of houses in Winter Park, FL, was $1,639,596 in December 2025, compared to $1,313,027 in December 2024.

Winter Park, FL Market Trend for Condos / Townhouses / Penthouses

Average List Price
The average list price of condos/co-ops in Winter Park, FL, was $367,175 in December 2025, compared to $398,617 in December 2024.

Winter Park, FL Market Trend for Lots/Land

Average List Price
The average list price of lots/land in Winter Park, FL, was $1,561,154 in December 2025, compared to $876,286 in December 2024.

Winter Park, FL Market Trend for Commercial

Average List Price
The average list price of commercial in Winter Park, FL, was $345,452 in December 2025, compared to $716,274 in December 2024.

Winter Park, FL Housing Market Analysis

The average list price in Winter Park, FL is $1,136,110. The average list price in Winter Park, FL went up 21.30% from 2024 to 2025. Winter Park, FL home resale inventories is 293, which increased 17.67% since 2024. The average list price per square foot in Winter Park, FL is $408. 2024 it was $373.
293
for sale
108
for rent
8,193
sold
Price Range
$12 - $8.9M
Avg. SQFT Price
$408
SF Range
482 - 17,600 SF
Beds
1 - 7
Avg. Dom
136 days
Year Built
1920 - 2026

Properties in Winter Park, FL

1920 WOODCREST DRIVE UNIT 9 placeholder 1920 WOODCREST DRIVE UNIT 9
New
For Sale
Condo/Co-op
$229,000
2 bds 2 ba 1,010 sqft
1920 WOODCREST DRIVE UNIT 9
1340 BLUE STEM LANE placeholder 1340 BLUE STEM LANE
New
For Sale
House
$740,000
4 bds 3 ba 2,587 sqft
1340 BLUE STEM LANE
1841 HARLAND PARK DRIVE placeholder 1841 HARLAND PARK DRIVE
1 days
For Sale
House
$1,999,000
4 bds 3 ba 3,470 sqft
1841 HARLAND PARK DRIVE
1816 AZALEA AVENUE placeholder 1816 AZALEA AVENUE
3 days
For Sale
House
$369,900
3 bds 2 ba 1,584 sqft
1816 AZALEA AVENUE
1518 PINEWOOD DRIVE placeholder 1518 PINEWOOD DRIVE
4 days
For Sale
House
$499,900
3 bds 2 ba 1,197 sqft
1518 PINEWOOD DRIVE
1518 PINEWOOD DRIVE placeholder 1518 PINEWOOD DRIVE
4 days
For Sale
Multi-family
$499,900
3 bds 1,197 sqft
1518 PINEWOOD DRIVE
7426 WYNNEWOOD SQUARE UNIT 195 placeholder 7426 WYNNEWOOD SQUARE UNIT 195
7 days
For Sale
Townhouse
$185,000
3 bds 2 ba 1,117 sqft
7426 WYNNEWOOD SQUARE UNIT 195
1733 Winter Green, Winter Park, FL 32792 placeholder 1733 Winter Green, Winter Park, FL 32792
-$16K (2025/12/28)
For Sale
Townhouse
$334,000
3 bds 2 ba 1,548 sqft
1733 Winter Green, Winter Park, FL 32792

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