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Winter Park, FL Market Report

April 2026Updated from 410 active listings

$625,000

Median Price

410

Active Listings

$415

Avg $/sqft

104

Avg Days on Market

Price Distribution

Under $500K
182
44%
$500K–$1M
89
22%
$1M–$2.5M
96
23%
$2.5M–$5M
8%
$5M+
2%

Property Types

Single Family (245 · 60%)Condo (105 · 26%)Townhouse (32 · 8%)Land (20 · 5%)Multi-Family (8 · 2%)

Average Home Profile

3

Bedrooms

3

Bathrooms

2,195

Square Feet

Year Built

April 2026 Market Summary

The Winter Park real estate market in Florida currently has 410 active listings with a median asking price of $625,000. Prices range from $75,000 to $8,950,000, with an average of $1,135,033. Buyers can expect to pay around $415 per square foot.

Single Family homes dominate the market at 60% of inventory, followed by Condo at 26%. The typical listing offers 3 bedrooms and 3 bathrooms in 2,195 square feet. Homes spend an average of 104 days on market before going under contract.

Browse all 410 Winter Park listings on HomeSwipr — swipe right on the ones you love and our AI learns your taste to surface better matches over time.

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