$2,500,000
5Bds
5Ba
3,700sqft
Single family home for sale
Sierra Realty Group Llc
$2,500,000
5Bds
5Ba
3,700sqft
Single family home for sale
Sierra Realty Group Llc
$325,000
1
3Bds
3Ba
1,628sqft
Townhouse for sale
Nona Legacy Powered By La Rosa
$3,250,000
3
5Bds
6Ba
4,459sqft
Single family home for sale
Premier Sotheby'S Intl. Realty
Fannie Hillman & Associates
$1,399,900
2
4Bds
4Ba
2,984sqft
Single family home for sale
Lokation
$549,000
4
4Bds
3Ba
1,842sqft
Single family home for sale
Keller Williams Winter Park
Simplysold Real Estate Premier
$2,195,000
8
4Bds
5Ba
2,850sqft
Single family home for sale
Kelly Price & Company Llc
$2,990,000
11
5Bds
5Ba
4,050sqft
Single family home for sale
One Luxury International Llc
$479,900
2
4Bds
3Ba
2,088sqft
Single family home for sale
Houwzer Inc
$900,000
5
4Bds
3Ba
2,807sqft
Single family home for sale
Keller Williams Advantage Realty
$329,900
4
3Bds
2Ba
1,216sqft
Single family home for sale
Berkshire Hathaway Homeservices Results Realty
$1,699,900
4
4Bds
4Ba
2,661sqft
Single family home for sale
Corcoran Premier Realty
$4,700,000
7
4Bds
7Ba
5,550sqft
Single family home for sale
Berkshire Hathaway Homeservices Results Realty
$575,000
5
3Bds
2Ba
2,253sqft
Single family home for sale
All Real Estate & Investments
$5,195,900
2
5Bds
7Ba
5,122sqft
Mansion for sale
Corcoran Premier Realty
$1,550,000
3
4Bds
4Ba
2,738sqft
Townhouse for sale
Corcoran Premier Realty
$439,000
6
3Bds
2Ba
1,248sqft
Single family home for sale
Premier Sotheby'S Intl. Realty
$675,000
3
4Bds
2Ba
1,650sqft
Single family home for sale
Keller Williams Winter Park
$5,500,000
12
5Bds
7Ba
5,181sqft
Mansion for sale
Keller Williams Advantage Realty
$650,000
8
4Bds
3Ba
2,067sqft
Single family home for sale
Keller Williams Winter Park
$1,699,000
9
4Bds
4Ba
3,307sqft
Single family home for sale
Fannie Hillman & Associates
Park 26 Realty Llc
$2,125,000
4
5Bds
5Ba
3,713sqft
Single family home for sale
Corcoran Premier Realty
$419,000
3
4Bds
2Ba
1,376sqft
Single family home for sale
Exp Realty Llc
$525,000
5
4Bds
2Ba
2,126sqft
Single family home for sale
Chamberlain Realty Llc
$2,275,000
11
5Bds
5Ba
3,813sqft
Single family home for sale
Corcoran Premier Realty
$4,595,000
3
5Bds
6Ba
5,211sqft
Mansion for sale
One Luxury International Llc
$1,399,000
11
3Bds
3Ba
2,585sqft
Townhouse for sale
Coldwell Banker Realty
$589,900
4
4Bds
2Ba
2,050sqft
Single family home for sale
Re/Max Select Group
$2,695,000
10
3Bds
4Ba
3,286sqft
Townhouse for sale
Compass Florida Llc
$439,900
7
4Bds
2Ba
1,624sqft
Single family home for sale
Watson Realty Corp
$2,549,000
8
5Bds
5Ba
3,479sqft
Single family home for sale
One Luxury International Llc
Home Wise Realty Group, Inc.
$3,195,000
3
5Bds
6Ba
4,139sqft
Single family home for sale
Corcoran Premier Realty
$355,000
3
3Bds
3Ba
1,866sqft
Townhouse for sale
Keller Williams Advantage Iii
$669,900
5
3Bds
2Ba
1,800sqft
Single family home for sale
Keller Williams Winter Park
$1,498,000
9
3Bds
4Ba
2,467sqft
Single family home for sale
Fannie Hillman & Associates
Noelke Realty
$1,399,900
1
4Bds
4Ba
2,984sqft
Sale Pending
Re/Max Exclusive Collection
$1,950,000
6
5Bds
5Ba
3,560sqft
Single family home for sale
Premier Sotheby'S Intl. Realty
$3,600,000
5
5Bds
5Ba
3,719sqft
Single family home for sale
One Luxury International Llc
Don't miss out on new listings — and get instant email alerts!
Do Real Estate on the Go!
Find your dream home, receive real-time updates, and many more!
Winter Park is a balanced market, giving buyers and sellers room to negotiate. With 4.3 months of supply and homes averaging 82 days on the market, you can make decisions without the pressure of a highly competitive market.
Balanced Market
82
191
In Sep 2026 · YoY
Current rate · YoY
30-Year Fixed
30-yr fixed rate 6.23% · Data as of Sep 2026 · Source: Houzeo Research.
View Full Winter Park Market Report193
Homes Available
$ 960,375
Median List Price
82 Days
Avg on Market
Do Real Estate on the Go!