Homes for Sale near Winter Park High School in Winter Park, FL | Compass

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42-82 of 355 Homes

$2,800,000 | 1010 North Pennsylvania Avenue | Winter Park

Virtual Tour

$2,800,000

1010 North Pennsylvania Avenue
Winter Park, FL 32789

4

Beds

4.5

Baths

4,074

Sq. Ft.

Private Exclusive

SVG

4 more listings match your search

$1,095,000 | 3033 Lindale Avenue | Baldwin Park

$1,095,000

3033 Lindale Avenue
Orlando, FL 32814

4

Beds

2.5

Baths

2,565

Sq. Ft.

$245,000 | 7317 Forest Hill Court, Unit 235

$245,000

7317 Forest Hill Court, Unit 235
Winter Park, FL 32792

3

Beds

2

Baths

1,117

Sq. Ft.

$469,900 | 1402 Bessmor Road | Winter Park Village

$469,900

1402 Bessmor Road
Winter Park, FL 32789

4

Beds

1

Bath

1,100

Sq. Ft.

$160,000 | 145 Scottsdale Square, Unit 145 | Winter Park Woods

$160,000

145 Scottsdale Square, Unit 145
Winter Park, FL 32792

2

Beds

2

Baths

1,020

Sq. Ft.

$279,900 | 8042 Tompkins Square | Ivanhoe Estates

$279,900

8042 Tompkins Square
Orlando, FL 32807

3

Beds

1

Bath

1,225

Sq. Ft.

$149,900 | 210 Scottsdale Square, Unit 210 | Winter Park Woods

$149,900

210 Scottsdale Square, Unit 210
Winter Park, FL 32792

2

Beds

1.5

Baths

1,085

Sq. Ft.

$651,990 | 2585 Cavanaugh Drive

$651,990

2585 Cavanaugh Drive
Orlando, FL 32817

4

Beds

3

Baths

2,105

Sq. Ft.

$464,999 | 1905 Diamond Drive

Virtual Tour

$464,999

1905 Diamond Drive
Orlando, FL 32807

4

Beds

2

Baths

1,660

Sq. Ft.

$315,000 | 2428 Fabry Other City - In The State Of Florida

$315,000

2428 Fabry Other City - In The State Of Florida
Orlando, FL 32817

-

Beds

-

Baths

1,093

Sq. Ft.

$312,000 | 2460 Fabry Circle

$312,000

2460 Fabry Circle
Orlando, FL 32817

-

Beds

-

Baths

981

Sq. Ft.

$677,990 | 2560 Cavanaugh Drive

$677,990

2560 Cavanaugh Drive
Orlando, FL 32817

4

Beds

2.5

Baths

2,560

Sq. Ft.

$949,800 | 2420 Gresham Drive

$949,800

2420 Gresham Drive
Orlando, FL 32807

6

Beds

4

Baths

2,952

Sq. Ft.

$229,000 | 658 Montego Bay Court, Unit 658

$229,000

658 Montego Bay Court, Unit 658
Winter Park, FL 32792

2

Beds

2

Baths

1,037

Sq. Ft.

$139,000 | 3045 Aaron Burr Avenue, Unit 10

$139,000

3045 Aaron Burr Avenue, Unit 10
Winter Park, FL 32792

1

Bed

1

Bath

803

Sq. Ft.

$130,000 | 227 Scottsdale Square, Unit 227 | Winter Park Woods

Virtual Tour

$130,000

227 Scottsdale Square, Unit 227
Winter Park, FL 32792

1

Bed

1

Bath

785

Sq. Ft.

$360,000 | 1618 Coletta Drive | Leawood

$360,000

1618 Coletta Drive
Orlando, FL 32807

3

Beds

2

Baths

1,276

Sq. Ft.

$969,000 | 1795 Walker Avenue | Winter Park

Open: 11/16 11:00AM - 02:00PM

$969,000

1795 Walker Avenue
Winter Park, FL 32789

5

Beds

3

Baths

1,813

Sq. Ft.

$165,000 | 9505 Darien Avenue, Unit 9505

$165,000

9505 Darien Avenue, Unit 9505
Orlando, FL 32817

1

Bed

1

Bath

732

Sq. Ft.

$199,900 | 700 Melrose Avenue, Unit E24 | Garden Acres

$199,900

700 Melrose Avenue, Unit E24
Winter Park, FL 32789

1

Bed

1

Bath

787

Sq. Ft.

$765,000 | 1570 Grove Terrace | Winter Park

Open: 11/17 02:00PM - 04:00PM

$765,000

1570 Grove Terrace
Winter Park, FL 32789

3

Beds

2

Baths

1,663

Sq. Ft.

$1,200,000 | 1828 North Golden Road

$1,200,000

1828 North Golden Road
Orlando, FL 32807

-

Beds

-

Baths

-

Sq. Ft.

$1,745,000 | 1716 Palmer Avenue | Winter Park

Open: 11/16 11:00AM - 02:00PM

$1,745,000

1716 Palmer Avenue
Winter Park, FL 32789

4

Beds

3

Baths

3,270

Sq. Ft.

$365,000 | 992 Carnation Drive | Goldenrod

$365,000

992 Carnation Drive
Winter Park, FL 32792

3

Beds

2

Baths

1,000

Sq. Ft.

$2,650,000 | 4715 Beach Boulevard | Lake Barton Shores

$2,650,000

4715 Beach Boulevard
Orlando, FL 32803

5

Beds

4

Baths

7,323

Sq. Ft.

$1,299,000 | 7440 Aloma Avenue | Goldenrod

$1,299,000

7440 Aloma Avenue
Winter Park, FL 32792

-

Beds

-

Baths

4,435

Sq. Ft.

$179,900 | 1257 June Street | Leawood

$179,900

1257 June Street
Orlando, FL 32807

-

Beds

-

Baths

-

Sq. Ft.

$850,000 | 3606 North Goldenrod Road

$850,000

3606 North Goldenrod Road
Winter Park, FL 32792

-

Beds

-

Baths

-

Sq. Ft.

$349,900 | 7922 Chediston Circle

$349,900

7922 Chediston Circle
Winter Park, FL 32792

3

Beds

2

Baths

1,126

Sq. Ft.

$798,000 | 471 West Comstock Avenue | Winter Park

$798,000

471 West Comstock Avenue
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$1,395,000 | 1681 Blue Ridge Road | Winter Park

$1,395,000

1681 Blue Ridge Road
Winter Park, FL 32789

4

Beds

3.5

Baths

2,762

Sq. Ft.

$559,000 | 721 Roughbeard Road | Winter Park Pines

Virtual Tour

$559,000

721 Roughbeard Road
Winter Park, FL 32792

4

Beds

2

Baths

1,964

Sq. Ft.

$1,395,000 | 1681 Blue Ridge Road | Winter Park

$1,395,000

1681 Blue Ridge Road
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$519,000 | 4249 Corrine Drive, Unit 203 | Baldwin Park

$519,000

4249 Corrine Drive, Unit 203
Orlando, FL 32814

2

Beds

2

Baths

1,251

Sq. Ft.

$525,000 | 1041 Aragon Avenue | Winter Park

$525,000

1041 Aragon Avenue
Winter Park, FL 32789

2

Beds

2.5

Baths

1,660

Sq. Ft.

$1,195,000 | 2679 Stanfield Avenue | Baldwin Park

$1,195,000

2679 Stanfield Avenue
Orlando, FL 32814

4

Beds

3.5

Baths

2,794

Sq. Ft.

$1,350,000 | 5374 Ardsdale Lane | Baldwin Park

Virtual Tour

$1,350,000

5374 Ardsdale Lane
Orlando, FL 32814

5

Beds

4

Baths

2,893

Sq. Ft.

$469,000 | 2421 Laura Place | Colonial Acres

$469,000

2421 Laura Place
Orlando, FL 32803

3

Beds

2.5

Baths

1,924

Sq. Ft.

$950,000 | 1322 Susannah Boulevard | Lake Barton Shores

$950,000

1322 Susannah Boulevard
Orlando, FL 32803

3

Beds

1.5

Baths

1,598

Sq. Ft.

$479,000 | 8535 Weeping Willow Way | Woodside Village

$479,000

8535 Weeping Willow Way
Orlando, FL 32817

4

Beds

2.5

Baths

2,230

Sq. Ft.

$887,000 | 1136 Lake Baldwin Lane | Baldwin Park

$887,000

1136 Lake Baldwin Lane
Orlando, FL 32814

3

Beds

2.5

Baths

2,214

Sq. Ft.

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