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Real Estate Market Trends and Analytics in Winter Park, FL

In March 2026, Winter Park, FL homes were selling for an average price of $859,391, Winter Park, FL homes on average sell after 60 days on the market compared to 56 days last year. There were 906 homes sold in Winter Park, FL for March 2026, compared to 1087 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 $1,133,813 in March 2026, compared to $837,278 in March 2025.

Winter Park, FL Market Trend for Houses

Average List Price
The average list price of houses in Winter Park, FL, was $1,614,482 in March 2026, compared to $1,097,621 in March 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 $410,617 in March 2026, compared to $351,182 in March 2025.

Winter Park, FL Market Trend for Lots/Land

Average List Price
The average list price of lots/land in Winter Park, FL, was $1,284,077 in March 2026, compared to $929,889 in March 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 March 2026, compared to $707,125 in March 2025.

Winter Park, FL Housing Market Analysis

The average list price in Winter Park, FL is $1,133,813. The average list price in Winter Park, FL went up 41.05% from 2025 to 2026. Winter Park, FL home resale inventories is 287, which decreased 9.75% since 2025. The average list price per square foot in Winter Park, FL is $411. 2025 it was $350.
287
for sale
108
for rent
8,216
sold
Price Range
$12 - $8.9M
Avg. SQFT Price
$411
SF Range
482 - 17,600 SF
Beds
1 - 7
Avg. Dom
132 days
Year Built
1920 - 2026

Properties in Winter Park, FL

1523 MILLER AVENUE placeholder 1523 MILLER AVENUE
New
For Sale
House
$1,550,000
5 bds 4 ba 3,164 sqft
1523 MILLER AVENUE
230 STRATHY LANE placeholder 230 STRATHY LANE
New
For Sale
House
$499,000
2 bds 1 ba 920 sqft
230 STRATHY LANE
850 JUANITA RAEL placeholder 850 JUANITA RAEL
New
For Sale
House
$1,425,000
4 bds 3 ba 2,306 sqft
850 JUANITA RAEL
1378 CHILEAN LANE placeholder 1378 CHILEAN LANE
New
For Sale
House
$379,990
3 bds 2 ba 1,424 sqft
1378 CHILEAN LANE
4190 BEAR GULLY ROAD placeholder 4190 BEAR GULLY ROAD
1 days
For Sale
House
$540,000
4 bds 2 ba 2,058 sqft
4190 BEAR GULLY ROAD
1816 MEADOWGOLD LANE placeholder 1816 MEADOWGOLD LANE
1 days
For Sale
House
$459,000
3 bds 2 ba 1,546 sqft
1816 MEADOWGOLD LANE
2500 LEE ROAD UNIT 237 placeholder 2500 LEE ROAD UNIT 237
-$6K (2026/01/07)
For Sale
Condo/Co-op
$169,000
1 bds 1 ba 645 sqft
2500 LEE ROAD UNIT 237
3060 GEORGE MASON AVENUE UNIT 10C placeholder 3060 GEORGE MASON AVENUE UNIT 10C
1 days
For Sale
Condo/Co-op
$104,900
1 bds 1 ba 803 sqft
3060 GEORGE MASON AVENUE UNIT 10C

Market Trends nearby