Winter Park
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7 Homes

Winter Park, FL homes for sale on a Cul De Sac

In the last 30 days, Winter Park home prices were up 49% compared to last year. The median price of a home was $745,000. View Winter Park Market Insights

1 / 85
Winter Park
1120 Preserve Point Dr
1120 Preserve Point Dr
  • 7 beds
  • 10 baths
  • 11,255 sqft
$8,950,000
1 / 66
Winter Park
2001 Lake Dr
2001 Lake Dr
  • 5 beds
  • 4 baths
  • 4,798 sqft
$2,190,000
1 / 33
Price Drop
Winter Park
1914 Bonanza Ct
1914 Bonanza Ct
  • 3 beds
  • 2 baths
  • 1,727 sqft
$440,000
$442,500
1 / 56
Winter Park
3102 Heartleaf Pl
3102 Heartleaf Pl
  • 4 beds
  • 3 baths
  • 2,672 sqft
$625,827
1 / 88
Winter Park
1112 Preserve Point Dr
1112 Preserve Point Dr
  • 5 beds
  • 6 baths
  • 6,502 sqft
$8,500,000
1 / 53
Winter Park
2922 Reef Knot Pl
2922 Reef Knot Pl
  • 4 beds
  • 3.5 baths
  • 3,153 sqft
$1,349,000
1 / 32
Orlando
4019 Lake Mirage Blvd
4019 Lake Mirage Blvd
  • 4 beds
  • 3.5 baths
  • 2,746 sqft
$599,900
Viewing 1-7 of 7 homes

Frequently Asked Questions

What is the median home sale price in Winter Park, FL?
In the last 30 days, the median home sale price in Winter Park was $745,000, up 49% compared to the same period last year. The "median" price is the middle price - half of the homes here were sold for less, the other half for more.
How many homes are for sale in Winter Park, FL?
There were 300 homes for sale in Winter Park as of November 02, 2025. There were 102 new listings within the last 30 days as well. The more homes on the market, the more choices buyers have.
How up-to-date are Orchard's new listings in Winter Park, FL?
The new homes and houses for sale on Orchard's listings pages are updated hundreds of times each day, with listings in Winter Park last seen updated at . New listings can appear every day, but many listings first appear on the market mid-week.
How much competition is there to buy a home in Winter Park, FL?
In the last 30 days, the median number of days a home in Winter Park remained on the market (DOM) was 45. In areas with a low DOM, homes are sold quickly and the competition is fierce; in areas with higher DOMs, you may have more options and more time to make an offer.