Winter Park, FL

Home to Orlando’s most beautiful stretch of high-end dining and shopping, Park Avenue, Winter Park is a destination for locals. Featuring historic Rollins College and the Winter Park Chain boat tour, showcasing the luxurious historic lakefront homes of the area.


Winter Park, FL Featured Properties

Price Change - 4 weeks ago
$15,900,000
Single Family Home For Sale
Active
5
BEDS
10
TOTAL BATHS
9,092
SQFT
1411 Via Tuscany
Winter Park, FL 32789
Cloister Grove Sub Subdivision
$12,495,000
Single Family Home For Sale
Pending
10
BEDS
12
TOTAL BATHS
13,855
SQFT
1000 Genius Drive
Winter Park, FL 32789
Windermere Woods Subdivision
$3,950,000
Single Family Home For Sale
Pending
4
BEDS
6
TOTAL BATHS
5,273
SQFT
171 Genius Drive
Winter Park, FL 32789
Ardmore Subdivision
$3,850,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,901
SQFT
690 N New York Avenue
Winter Park, FL 32789
The Greens At Park Subdivision
Price Change - 3 weeks ago
$3,595,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,390
SQFT
674 W Morse Boulevard
Winter Park, FL 32789
Morse And Pennsylvania Townhomes Subdivision
$3,500,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
8,910
SQFT
511 W Canton Avenue
Winter Park, FL 32789
Winter Park Subdivision
$3,500,000
Single Family Home For Sale
Active
3
BEDS
4
TOTAL BATHS
2,363
SQFT
5500 Howell Branch Road
Winter Park, FL 32792
 
$3,500,000
Townhouse For Sale
Pending
3
BEDS
5
TOTAL BATHS
4,237
SQFT
635 N Park Avenue
Winter Park, FL 32789
Park Hill Subdivision
$3,499,000
Single Family Home For Sale
Pending
4
BEDS
4
TOTAL BATHS
4,586
SQFT
541 Virginia Drive
Winter Park, FL 32789
Timberlane Shores Subdivision
New Listing - 4 weeks online
$3,299,000
Single Family Home For Sale
Active
6
BEDS
8
TOTAL BATHS
6,683
SQFT
2219 Azalea Place
Winter Park, FL 32789
Lake Maitland Subdivision
$3,195,000
Single Family Home For Sale
Active
4
BEDS
6
TOTAL BATHS
5,449
SQFT
1210 Alberta Drive
Winter Park, FL 32789
Osceola Summit Subdivision
$2,990,000
Townhouse For Sale
Active
3
BEDS
5
TOTAL BATHS
4,160
SQFT
125 S Interlachen Avenue #6
Winter Park, FL 32789
South Interlachen Place Subdivision
New Listing - 3 weeks online
$2,950,000
Single Family Home For Sale
Pending
5
BEDS
6
TOTAL BATHS
4,821
SQFT
1180 Via Lugano
Winter Park, FL 32789
Woodmere Terrace Rep Subdivision
$2,799,000
Single Family Home For Sale
Pending
5
BEDS
7
TOTAL BATHS
4,647
SQFT
1711 Via Tuscany
Winter Park, FL 32789
Sicilian Shores Rep 02 Subdivision
$2,750,000
Single Family Home For Sale
Active
6
BEDS
7
TOTAL BATHS
4,627
SQFT
1570 Bryan Avenue
Winter Park, FL 32789
Sylvan Park Subdivision
$2,500,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,288
SQFT
Address Withheld
Winter Park, FL 32789
 
$2,500,000
Single Family Home For Sale
Active
7
BEDS
8
TOTAL BATHS
6,700
SQFT
2615 Oglesby Avenue
Winter Park, FL 32789
Dudsdread Heights Subdivision
$2,500,000
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
4,370
SQFT
200 Oakwood Way
Winter Park, FL 32789
Charmont Subdivision
$2,415,000
Single Family Home For Sale
Active
4
BEDS
6
TOTAL BATHS
5,400
SQFT
1660 Palmer Avenue
Winter Park, FL 32789
Comstock Park Subdivision
$2,400,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
3,749
SQFT
210 Virginia Drive
Winter Park, FL 32789
Ellno Willo Subdivision

Winter Park, FL SCHOOL DATA