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Real Estate Market Trends and Analytics in Winter Park, FL

In January 2026, Winter Park, FL homes were selling for an average price of $882,769, Winter Park, FL homes on average sell after 61 days on the market compared to 53 days last year. There were 1093 homes sold in Winter Park, FL for January 2026, 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 $1,148,346 in January 2026, compared to $931,088 in January 2025.

Winter Park, FL Market Trend for Houses

Average List Price
The average list price of houses in Winter Park, FL, was $1,644,838 in January 2026, compared to $1,312,777 in January 2025.

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 $402,904 in January 2026, compared to $363,688 in January 2025.

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 January 2026, compared to $876,286 in January 2025.

Winter Park, FL Market Trend for Commercial

Average List Price
The average list price of commercial in Winter Park, FL, was $345,452 in January 2026, compared to $716,274 in January 2025.

Winter Park, FL Housing Market Analysis

The average list price in Winter Park, FL is $1,148,346. The average list price in Winter Park, FL went up 33.24% from 2025 to 2026. Winter Park, FL home resale inventories is 294, which increased 5.76% since 2025. The average list price per square foot in Winter Park, FL is $410. 2025 it was $364.
294
for sale
107
for rent
8,197
sold
Price Range
$12 - $8.9M
Avg. SQFT Price
$410
SF Range
482 - 17,600 SF
Beds
1 - 7
Avg. Dom
136 days
Year Built
1920 - 2026

Properties in Winter Park, FL

637 N PARK AVENUE placeholder 637 N PARK AVENUE
New
For Sale
Townhouse
$3,895,000
3 bds 3 ba 4,237 sqft
637 N PARK AVENUE
1340 BLUE STEM LANE placeholder 1340 BLUE STEM LANE
1 days
For Sale
House
$740,000
4 bds 3 ba 2,587 sqft
1340 BLUE STEM LANE
1920 WOODCREST DRIVE UNIT 9 placeholder 1920 WOODCREST DRIVE UNIT 9
1 days
For Sale
Condo/Co-op
$229,000
2 bds 2 ba 1,010 sqft
1920 WOODCREST DRIVE UNIT 9
1841 HARLAND PARK DRIVE placeholder 1841 HARLAND PARK DRIVE
2 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
4 days
For Sale
House
$369,900
3 bds 2 ba 1,584 sqft
1816 AZALEA AVENUE
1518 PINEWOOD DRIVE placeholder 1518 PINEWOOD DRIVE
5 days
For Sale
Multi-family
$499,900
3 bds 1,197 sqft
1518 PINEWOOD DRIVE
1518 PINEWOOD DRIVE placeholder 1518 PINEWOOD DRIVE
5 days
For Sale
House
$499,900
3 bds 2 ba 1,197 sqft
1518 PINEWOOD DRIVE
1673 MAYFIELD AVENUE placeholder 1673 MAYFIELD AVENUE
-$100K (2025/12/31)
For Sale
House
$1,300,000
4 bds 4 ba 2,540 sqft
1673 MAYFIELD AVENUE

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