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Winter Park

Why you'd want to live in Winter Park

Winter Park is the city of arts and culture, cherishing its traditional scale and charm while building a healthy and sustainable future for all generations. It is one of the finest cities in the United States and considered by many to be the premier urban village in the sunshine state. The city is known for its Old World charm, elegant homes, quaint bricked streets, extensive tree canopy, upscale shopping and dining experiences, Rollins College and world-class arts and cultural opportunities. via cityofwinterpark.org

Winter Park Market Report

$898,793

AVERAGE PRICE OF 574 HOMES

$288,475

AVERAGE PRICE OF 4 DISTRESSED HOMES

$2,278,542

AVERAGE PRICE OF 143 MULTI-MILLION DOLLAR HOMES

$2,175,900

AVERAGE PRICE OF 38 NEWLY BUILT HOMES

$1,623,727

AVERAGE PRICE OF 170 HOMES WITH A POOL

$961,005

AVERAGE PRICE OF 46 REDUCED PRICE HOMES

Average Home

Average Price $898,793
Avg Bedrooms 2.93 beds
Avg Bathrooms 2.54 baths

Average Price by Bedrooms

1 bedroom $188,914
2 bedrooms $306,206
3 bedrooms $616,846
4 bedrooms $1,232,198
5 bedrooms $2,322,398
Winter Park Home Price Trends
  5/2025 4/2025 3/2025 2/2025 1/2025
Total Listings 550 538 497 456 423
Average Price $910,825 $893,210 $895,509 $885,331 $919,068
Avg Price Change +1.97% -0.26% +1.15% -3.81% -0.99%
Median Price $541,790 $523,383 $504,116 $496,427 $494,712
Med Price Change +3.52% +3.82% +1.55% +0.35% -3.53%
Avg Bedrooms 2.93 beds 2.88 beds 2.81 beds 2.76 beds 2.77 beds
Avg Bathrooms 2.54 baths 2.49 baths 2.45 baths 2.44 baths 2.47 baths
Home Price by High School
School Name Total Homes Average Price Avg Days on Site
Winter Park High 273 $1,206,588 95 days
Total Homes Average Price Avg Days on Site
All Homes 574 $898,793 101 days
Distressed Homes 4 $288,475 173 days
Multi-Million Dollar Homes 143 $2,278,542 102 days
Newly Built Homes 38 $2,175,900 121 days
Homes with a Pool 170 $1,623,727 91 days
Reduced Price Homes 46 $961,005 81 days
Lakeside Realty Windermere
430 Main St.
Windermere, FL 34786
407-876-5575

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