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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

$898,638

AVERAGE PRICE OF 575 HOMES

$284,666

AVERAGE PRICE OF 3 DISTRESSED HOMES

$2,281,941

AVERAGE PRICE OF 143 MULTI-MILLION DOLLAR HOMES

$2,206,357

AVERAGE PRICE OF 37 NEWLY BUILT HOMES

$1,630,107

AVERAGE PRICE OF 169 HOMES WITH A POOL

$933,289

AVERAGE PRICE OF 49 REDUCED PRICE HOMES

Average Home

Average Price $898,638
Avg Bedrooms 2.92 beds
Avg Bathrooms 2.54 baths

Average Price by Bedrooms

1 bedroom $188,914
2 bedrooms $305,497
3 bedrooms $621,754
4 bedrooms $1,232,301
5 bedrooms $2,317,041
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 275 $1,204,538 93 days
Total Homes Average Price Avg Days on Site
All Homes 575 $898,638 99 days
Distressed Homes 3 $284,666 229 days
Multi-Million Dollar Homes 143 $2,281,941 101 days
Newly Built Homes 37 $2,206,357 122 days
Homes with a Pool 169 $1,630,107 90 days
Reduced Price Homes 49 $933,289 79 days
Lakeside Realty Windermere
430 Main St.
Windermere, FL 34786
407-876-5575

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