Jocelyn A Pedalino (727) 744-1022

Winter Park, FL housing market

Live MLS data · updated August 28, 2026

$599,997
Median list price
1,013
Homes for sale
95
Avg. days on market
$411
Price per sq ft
1,302
Pending sales
$2,350
Median rent (565 rentals)
Search homes in Winter Park

Prices by bedroom count

BedroomsActive listingsMedian list price
164$154,950
2166$240,200
3302$495,450
4261$920,000
5+133$2,235,000

Homes for sale in Winter Park, FL range from $18,000 to $15,000,000. The median year built is 1979; 314 listings have a private pool and 66 are waterfront.

Frequently asked questions

What is the median home price in Winter Park, FL?

The median list price in Winter Park, FL is $599,997, based on 1,013 active MLS listings. The average list price is $1,080,077, or about $411 per square foot.

How many homes are for sale in Winter Park, FL?

There are currently 1,013 homes actively for sale in Winter Park, FL, with another 1,302 under contract (pending).

How long do homes take to sell in Winter Park, FL?

Homes currently on the market in Winter Park, FL have been listed for an average of 95 days.

How much does a 3-bedroom home cost in Winter Park, FL?

The median list price of a 3-bedroom home in Winter Park, FL is $495,450 (302 active listings).

What is the average rent in Winter Park, FL?

The median asking rent in Winter Park, FL is $2,350 per month, across 565 active rental listings.

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