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

$15,986,000
Single Family Home For Sale
Active
7
BEDS
7
TOTAL BATHS
12,475
SQFT
1220 N Park Avenue
Winter Park, FL 32789
Twelve Oaks Subdivision
Price Change - 2 weeks ago
$8,950,000
Single Family Home For Sale
Active
7
BEDS
8
TOTAL BATHS
10,997
SQFT
1311 Via Tuscany
Winter Park, FL 32789
J Kronenberger Sub Subdivision
New Listing - 4 weeks online
$7,495,000
Single Family Home For Sale
Active
4
BEDS
7
TOTAL BATHS
6,008
SQFT
1201 Alberta Drive
Winter Park, FL 32789
Osceola Summit Subdivision
$5,500,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
5,754
SQFT
231 Chelton Circle
Winter Park, FL 32789
Forest Hills Subdivision
$4,900,000
Single Family Home For Sale
Active
5
BEDS
8
TOTAL BATHS
5,952
SQFT
550 Palmer Avenue
Winter Park, FL 32789
Osceola Place Subdivision
$4,495,000
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
5,062
SQFT
699 Osceola Avenue
Winter Park, FL 32789
Winter Park Subdivision
New Listing - 2 weeks online
$4,200,000
Single Family Home For Sale
Active
5
BEDS
5
TOTAL BATHS
6,452
SQFT
1064 Howell Branch Road
Winter Park, FL 32789
Maitland Shores Second Add Subdivision
New Listing - 2 weeks online
$4,194,900
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
5,907
SQFT
2056 Lake Drive
Winter Park, FL 32789
Lords Sub Subdivision
Price Change - 2 weeks ago
$3,990,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,617
SQFT
840 N Park Avenue
Winter Park, FL 32789
Golfview Terrace Subdivision
$3,450,000
Single Family Home For Sale
Active
6
BEDS
5
TOTAL BATHS
4,735
SQFT
502 Genius Drive
Winter Park, FL 32789
Windsong North Shore 43 74 Subdivision
$3,250,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
5,701
SQFT
1131 Via Lugano
Winter Park, FL 32789
Sicilian Shores Subdivision
$3,250,000
Single Family Home For Sale
Pending
6
BEDS
6
TOTAL BATHS
4,711
SQFT
1780 Via Palermo
Winter Park, FL 32789
Sicilian Shores Rep 02 Subdivision
New Listing - 2 weeks online
$3,200,000
Single Family Home For Sale
Active
4
BEDS
7
TOTAL BATHS
4,014
SQFT
1420 Holts Grove Circle
Winter Park, FL 32789
Windsong Lakeside Sec 02 43 71 Subdivision
$3,200,000
Single Family Home For Sale
Active
8
BEDS
6
TOTAL BATHS
6,090
SQFT
2780 Lake Howell Lane
Winter Park, FL 32792
Acreage Unrec Subdivision
New Listing - 11 hours online
$3,150,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
4,905
SQFT
2413 Winter Park Road
Winter Park, FL 32789
Parklando 03 Subdivision
Price Change - 3 weeks ago
$2,995,000
Single Family Home For Sale
Pending
4
BEDS
5
TOTAL BATHS
4,949
SQFT
940 Old England Avenue
Winter Park, FL 32789
Dyer Susan Resub Subdivision
$2,890,000
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
4,325
SQFT
1635 Highland Road
Winter Park, FL 32789
Virginia Heights Subdivision
$2,850,000
Single Family Home For Sale
Pending
4
BEDS
5
TOTAL BATHS
4,802
SQFT
1208 Sharon Place
Winter Park, FL 32789
Sharon Place Subdivision
$2,749,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
3,617
SQFT
2015 N Park Avenue
Winter Park, FL 32789
N Park Ave Subdivision
New Listing - 2 weeks online
$2,600,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
2,199
SQFT
965 Lakeview Drive
Winter Park, FL 32789
College Place Rep Subdivision

Winter Park, FL SCHOOL DATA