$3,250,000
3
5Bds
6Ba
4,459sqft
Single family home for sale
Premier Sotheby'S Intl. Realty
$3,250,000
3
5Bds
6Ba
4,459sqft
Single family home for sale
Premier Sotheby'S Intl. Realty
$575,000
3
4Bds
3Ba
2,551sqft
Single family home for sale
Keller Williams Advantage Realty
Kelly Price & Company Llc
200 S Interlachen Ave
$2,350,000 - $2,399,000
3 Beds
$2.4M+
$549,000
3
4Bds
3Ba
1,842sqft
Single family home for sale
Keller Williams Winter Park
$430,000
9
3Bds
2Ba
1,645sqft
Single family home for sale
Florida Realty Investments
$2,195,000
8
4Bds
5Ba
2,850sqft
Single family home for sale
Kelly Price & Company Llc
Fannie Hillman & Associates
$695,000
4
4Bds
3Ba
1,647sqft
Single family home for sale
United Real Estate Preferred
$479,900
2
4Bds
3Ba
2,088sqft
Single family home for sale
Houwzer Inc
$415,000
4
3Bds
2Ba
1,187sqft
Single family home for sale
Compass Florida Llc
$649,000
3
3Bds
2Ba
1,573sqft
Single family home for sale
Palmano Group Re Brokerage Llc
Corcoran Premier Realty
$329,900
4
3Bds
2Ba
1,216sqft
Single family home for sale
Berkshire Hathaway Homeservices Results Realty
$4,700,000
7
4Bds
7Ba
5,550sqft
Single family home for sale
Berkshire Hathaway Homeservices Results Realty
$5,195,900
2
5Bds
7Ba
5,122sqft
Mansion for sale
Corcoran Premier 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
$899,900
14
4Bds
3Ba
2,578sqft
Single family home for sale
Premier Sotheby'S Intl. Realty
$1,699,000
9
4Bds
4Ba
3,307sqft
Single family home for sale
Fannie Hillman & Associates
Keller Williams Winter Park
1306 S Pennsylvania Ave
$359,000 - $359,000
2 Beds
$359k+
$495,000
18
4Bds
2Ba
1,756sqft
Single family home for sale
Charles Rutenberg Realty Orlando
$2,125,000
4
5Bds
5Ba
3,713sqft
Single family home for sale
Corcoran Premier Realty
$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
$439,900
7
4Bds
2Ba
1,624sqft
Single family home for sale
Watson Realty Corp
$3,195,000
3
5Bds
6Ba
4,139sqft
Single family home for sale
Corcoran Premier Realty
$669,900
5
3Bds
2Ba
1,800sqft
Single family home for sale
Keller Williams Winter Park
Premier Sotheby'S Intl. Realty
1256 S Pennsylvania Ave
$950,000 - $950,000
3 Beds
$950k+
$1,498,000
9
3Bds
4Ba
2,467sqft
Single family home for sale
Fannie Hillman & Associates
$1,950,000
6
5Bds
5Ba
3,560sqft
Single family home for sale
Premier Sotheby'S Intl. Realty
Exp Realty Llc
$769,000
16
4Bds
3Ba
2,141sqft
Single family home for sale
America Real Estate Company Ll
$1,599,000
12
4Bds
4Ba
2,942sqft
Single family home for sale
Keller Williams Winter Park
$1,600,000
9
3Bds
3Ba
2,733sqft
Single family home for sale
The Simon Simaan Group
$724,900
5
4Bds
3Ba
1,692sqft
Single family home for sale
Elite Property Real Estate Llc
Fannie Hillman & Associates
$1,749,000
4
5Bds
4Ba
3,097sqft
Sale Pending
Florida One Real Estate Llc
$479,900
8
3Bds
2Ba
1,614sqft
Single family home for sale
Exp Realty Llc
$780,000
5
5Bds
3Ba
2,194sqft
Single family home for sale
Serhant
$475,000
12
3Bds
2Ba
1,085sqft
Single family home for sale
Keller Williams Winter Park
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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 Report196
Homes Available
$ 960,375
Median List Price
82 Days
Avg on Market
Do Real Estate on the Go!