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Real Estate Market Trends and Analytics in Winter Park, FL

In May 2025, Winter Park, FL homes were selling for an average price of $864,975, Winter Park, FL homes on average sell after 55 days on the market compared to 40 days last year. There were 1067 homes sold in Winter Park, FL for May 2025, compared to 1132 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 $987,398 in May 2025, compared to $916,428 in May 2024.

Winter Park, FL Market Trend for Houses

Average List Price
The average list price of houses in Winter Park, FL, was $1,410,632 in May 2025, compared to $1,196,128 in May 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 $334,690 in May 2025, compared to $442,079 in May 2024.

Winter Park, FL Market Trend for Lots/Land

Average List Price
The average list price of lots/land in Winter Park, FL, was $779,636 in May 2025, compared to $570,570 in May 2024.

Winter Park, FL Market Trend for Commercial

Average List Price
The average list price of commercial in Winter Park, FL, was $746,221 in May 2025, compared to $960,330 in May 2024.

Winter Park, FL Housing Market Analysis

The average list price in Winter Park, FL is $987,398. The average list price in Winter Park, FL went up 7.64% from 2024 to 2025. Winter Park, FL home resale inventories is 436, which increased 52.45% since 2024. The average list price per square foot in Winter Park, FL is $384. 2024 it was $357.
436
for sale
94
for rent
7,499
sold
Price Range
$5.1K - $12.5M
Avg. SQFT Price
$384
SF Range
525 - 21,740 SF
Beds
1 - 8
Avg. Dom
102 days
Year Built
1924 - 2026

Properties in Winter Park, FL

2238 HAWICK LANE UNIT 2238 placeholder 2238 HAWICK LANE UNIT 2238
New
For Sale
Condo/Co-op
$579,000
3 bds 2 ba 1,775 sqft
2238 HAWICK LANE UNIT 2238
4878 TANGERINE AVENUE UNIT 4878 placeholder 4878 TANGERINE AVENUE UNIT 4878
New
For Sale
Condo/Co-op
$205,888
2 bds 2 ba 1,059 sqft
4878 TANGERINE AVENUE UNIT 4878
1122 WASHINGTON AVENUE UNIT 7 placeholder 1122 WASHINGTON AVENUE UNIT 7
New
For Sale
Townhouse
$425,000
2 bds 2 ba 1,556 sqft
1122 WASHINGTON AVENUE UNIT 7
920 GLORIOSA AVENUE placeholder 920 GLORIOSA AVENUE
New
For Sale
House
$420,000
3 bds 2 ba 1,540 sqft
920 GLORIOSA AVENUE
3054 BLUEBROOK DRIVE placeholder 3054 BLUEBROOK DRIVE
New
For Sale
House
$485,000
3 bds 2 ba 1,939 sqft
3054 BLUEBROOK DRIVE
1301 PARADISE LANE placeholder 1301 PARADISE LANE
New
For Sale
House
$420,000
3 bds 2 ba 1,379 sqft
1301 PARADISE LANE
1521 CHESTNUT AVENUE placeholder 1521 CHESTNUT AVENUE
New
For Sale
House
$1,999,900
4 bds 3 ba 3,117 sqft
1521 CHESTNUT AVENUE
1996 INDIANA AVENUE placeholder 1996 INDIANA AVENUE
New
For Sale
House
$299,995
2 bds 1 ba 818 sqft
1996 INDIANA AVENUE

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