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
Listing courtesy of Alison Mosley of PREMIER SOTHEBY'S INTL. REALTY
$10,800,000
Single Family Home For Sale
Active
8
BEDS
10
TOTAL BATHS
19,619
SQFT
1190 N Park Avenue
Winter Park, FL 32789
0000 Subdivision
Listing courtesy of Brian Mitnik of RE/MAX 200 REALTY
$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
Listing courtesy of Mick Night of PREMIER SOTHEBY'S INTL. REALTY
$6,295,000
Single Family Home For Sale
Active
4
BEDS
7
TOTAL BATHS
6,008
SQFT
1201 Alberta Drive
Winter Park, FL 32789
Osceola Summit Subdivision
Listing courtesy of Maggie Roll of FANNIE HILLMAN & ASSOCIATES
$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
Listing courtesy of Dan Haber of PREMIER SOTHEBY'S INTL. REALTY
Price Change - 4 days ago
$5,299,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
7,568
SQFT
227 Genius Drive
Winter Park, FL 32789
Windsong Lakeside Sec 02 43 71 Subdivision
Listing courtesy of Courtney Pelfrey of MILLER GRANT AND COMPANY
Price Change - 3 weeks ago
$4,950,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
6,010
SQFT
870 Georgia Avenue
Winter Park, FL 32789
Winter Park Old Town Subdivision
Listing courtesy of Padgett McCormick of KELLY PRICE & COMPANY LLC
$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
Listing courtesy of John McDade of FANNIE HILLMAN & ASSOCIATES
$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
Listing courtesy of Nahid Moradi of RE/MAX DOWNTOWN
$4,325,000
Single Family Home For Sale
Active
4
BEDS
6
TOTAL BATHS
6,500
SQFT
1106 Palmer Avenue
Winter Park, FL 32789
Winter Park Town Of Subdivision
Listing courtesy of Peggy Amos of FANNIE HILLMAN & ASSOCIATES
$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
Listing courtesy of Kim Griffin of RE/MAX EXCLUSIVE COLLECTION
$3,990,000
Single Family Home For Sale
Pending
4
BEDS
5
TOTAL BATHS
4,617
SQFT
840 N Park Avenue
Winter Park, FL 32789
Golfview Terrace Subdivision
Listing courtesy of Andreas Kunert of KUNERT REALTY INC
$3,900,000
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
Listing courtesy of Chocky Burks of CORCORAN PREMIER REALTY
New Listing - 4 weeks online
$3,900,000
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
5,476
SQFT
1200 Via Salerno
Winter Park, FL 32789
Cloister Grove Sub Subdivision
Listing courtesy of Susan Chapin of KELLER WILLIAMS WINTER PARK
$3,900,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
5,035
SQFT
900 N Park Avenue
Winter Park, FL 32789
Golfview Terrace Subdivision
Listing courtesy of Alison Mosley of PREMIER SOTHEBY'S INTL. REALTY
$3,450,000
Townhouse For Sale
Pending
3
BEDS
5
TOTAL BATHS
4,160
SQFT
125 S Interlachen Ave. #1
Winter Park, FL 32789
South Interlachen Place 86 129 Lot 1 Subdivision
Listing courtesy of Jo Ann Lamar of PREMIER SOTHEBY'S INTL. REALTY
$3,400,000
Single Family Home For Sale
Pending
5
BEDS
7
TOTAL BATHS
5,179
SQFT
1712 Lookout Landing Circle
Winter Park, FL 32789
Windsong Lookout Landing 43 79 Subdivision
Listing courtesy of Keith Moore of HOMEVEST REALTY
$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
Listing courtesy of MaryStuart Day of FANNIE HILLMAN & ASSOCIATES
$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
Listing courtesy of Maria Van Warner of FANNIE HILLMAN & ASSOCIATES
$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
Listing courtesy of Leighton Hope of THE HOPE GROUP

Winter Park, FL SCHOOL DATA