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

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288-328 of 330 Homes

$1,725,000 | 1101 Kenwood Avenue | Winter Park

Open: 9/22 01:00PM - 03:00PM

$1,725,000

1101 Kenwood Avenue
Winter Park, FL 32789

3

Beds

2.5

Baths

2,955

Sq. Ft.

Private Exclusive

SVG

1 more listing matches your search

$1,795,000 | 1250 Vía Capri | Winter Park

Open: 9/21 01:00PM - 03:00PM

Virtual Tour

$1,795,000

1250 Vía Capri
Winter Park, FL 32789

3

Beds

3

Baths

3,217

Sq. Ft.

$929,000 | 2955 Lolissa Lane | Winter Park

$929,000

2955 Lolissa Lane
Winter Park, FL 32789

4

Beds

3

Baths

3,902

Sq. Ft.

$1,295,000 | 850 Juanita Rael Road | Winter Park

Virtual Tour

$1,295,000

850 Juanita Rael Road
Winter Park, FL 32789

4

Beds

3

Baths

2,306

Sq. Ft.

$1,139,000 | 100 South Virginia Avenue, Unit 314 | Winter Park

$1,139,000

100 South Virginia Avenue, Unit 314
Winter Park, FL 32789

3

Beds

3

Baths

2,615

Sq. Ft.

$1,135,000 | 100 South Virginia Avenue, Unit 401 | Winter Park

$1,135,000

100 South Virginia Avenue, Unit 401
Winter Park, FL 32789

3

Beds

3

Baths

2,615

Sq. Ft.

$1,575,000 | 101 South New York Avenue, Unit 303 | Winter Park

Virtual Tour

$1,575,000

101 South New York Avenue, Unit 303
Winter Park, FL 32789

3

Beds

3.5

Baths

3,174

Sq. Ft.

$2,200,000 | 1840 Bryan Avenue | Winter Park

$2,200,000

1840 Bryan Avenue
Winter Park, FL 32789

4

Beds

3.5

Baths

3,727

Sq. Ft.

$1,895,000 | 1181 Vía Capri | Winter Park

$1,895,000

1181 Vía Capri
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$1,300,000 | 1601 Chestnut Avenue | Lake Knowles Terrace

$1,300,000

1601 Chestnut Avenue
Winter Park, FL 32789

4

Beds

3

Baths

2,795

Sq. Ft.

$780,000 | 4556 Thornlea Road | Goldenrod

$780,000

4556 Thornlea Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$899,500 | 1905 South Lakemont Avenue | Winter Park

$899,500

1905 South Lakemont Avenue
Winter Park, FL 32789

3

Beds

3.5

Baths

2,066

Sq. Ft.

$1,695,000 | 1530 Vía Tuscany | Winter Park

$1,695,000

1530 Vía Tuscany
Winter Park, FL 32789

4

Beds

3.5

Baths

3,341

Sq. Ft.

$2,190,000 | 2234 Vía Luna | Winter Park

$2,190,000

2234 Vía Luna
Winter Park, FL 32789

6

Beds

3.5

Baths

3,554

Sq. Ft.

$395,000 | 9049 Fryland Road

$395,000

9049 Fryland Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$1,695,000 | 101 South New York Avenue, Unit 302 | Winter Park

$1,695,000

101 South New York Avenue, Unit 302
Winter Park, FL 32789

3

Beds

3.5

Baths

3,174

Sq. Ft.

$919,000 | 1907 South Lakemont Avenue | Winter Park

$919,000

1907 South Lakemont Avenue
Winter Park, FL 32789

3

Beds

3.5

Baths

2,063

Sq. Ft.

$435,000 | 9318 Trevarthon Road

$435,000

9318 Trevarthon Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$1,550,000 | 2105 Fosgate Drive | Winter Park

$1,550,000

2105 Fosgate Drive
Winter Park, FL 32789

5

Beds

4

Baths

3,068

Sq. Ft.

$1,400,000 | 858 Douglas Avenue | Winter Park

Open: 9/21 11:00AM - 01:00PM

$1,400,000

858 Douglas Avenue
Winter Park, FL 32789

4

Beds

3.5

Baths

2,334

Sq. Ft.

$1,699,000 | 1731 Windsor Drive | Winter Park

Virtual Tour

$1,699,000

1731 Windsor Drive
Winter Park, FL 32789

4

Beds

3.5

Baths

3,669

Sq. Ft.

$999,900 | 1929 South Lakemont Avenue | Winter Park

Open: 9/21 12:00PM - 02:00PM

$999,900

1929 South Lakemont Avenue
Winter Park, FL 32789

3

Beds

3.5

Baths

2,085

Sq. Ft.

$1,795,000 | 2379 Forrest Road | Winter Park

$1,795,000

2379 Forrest Road
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$1,695,000 | 1530 Vía Tuscany | Winter Park

$1,695,000

1530 Vía Tuscany
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$1,699,995 | 3031 Northwood Boulevard | Winter Park

$1,699,995

3031 Northwood Boulevard
Winter Park, FL 32789

4

Beds

4

Baths

2,978

Sq. Ft.

$1,795,000 | 508 West Swoope Avenue | Winter Park

Virtual Tour

$1,795,000

508 West Swoope Avenue
Winter Park, FL 32789

4

Beds

3.5

Baths

4,133

Sq. Ft.

$485,000 | 9312 Trevarthon Road

$485,000

9312 Trevarthon Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$508,000 | 9314 Trevarthon Road

$508,000

9314 Trevarthon Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$372,000 | 9316 Trevarthon Road

$372,000

9316 Trevarthon Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$4,500,000 | 421 Lakewood Drive | Winter Park

$4,500,000

421 Lakewood Drive
Winter Park, FL 32789

5

Beds

8

Baths

5,847

Sq. Ft.

$2,250,000 | 1340 Chestnut Avenue | Lake Knowles Terrace

$2,250,000

1340 Chestnut Avenue
Winter Park, FL 32789

6

Beds

5.5

Baths

4,182

Sq. Ft.

$1,750,000 | 1350 Lyndale Boulevard | Winter Park

Virtual Tour

$1,750,000

1350 Lyndale Boulevard
Winter Park, FL 32789

4

Beds

4

Baths

3,478

Sq. Ft.

$2,195,000 | 451 Shepherd Avenue | Winter Park

Virtual Tour

$2,195,000

451 Shepherd Avenue
Winter Park, FL 32789

5

Beds

4.5

Baths

4,312

Sq. Ft.

$7,500,000 | 1400 Alabama Drive | Winter Park

Virtual Tour

$7,500,000

1400 Alabama Drive
Winter Park, FL 32789

5

Beds

7

Baths

7,916

Sq. Ft.

$499,000 | 1030 Herman Avenue | Lake Barton Shores

$499,000

1030 Herman Avenue
Orlando, FL 32803

-

Beds

-

Baths

-

Sq. Ft.

$2,750,000 | 1108 North New York Avenue | Winter Park

$2,750,000

1108 North New York Avenue
Winter Park, FL 32789

5

Beds

4.5

Baths

3,576

Sq. Ft.

$4,250,000 | 985 Lincoln Circle | Winter Park

$4,250,000

985 Lincoln Circle
Winter Park, FL 32789

5

Beds

6

Baths

3,660

Sq. Ft.

$5,695,000 | 698 North New York Avenue | Winter Park

$5,695,000

698 North New York Avenue
Winter Park, FL 32789

4

Beds

4.5

Baths

5,096

Sq. Ft.

$6,995,000 | 1210 Vía Capri | Winter Park

$6,995,000

1210 Vía Capri
Winter Park, FL 32789

6

Beds

6.5

Baths

6,774

Sq. Ft.

$319,000 | 1108 Coletta Drive | Lake Barton Manor

$319,000

1108 Coletta Drive
Orlando, FL 32807

-

Beds

-

Baths

-

Sq. Ft.

$260,000 | 1227 Moselle Avenue

$260,000

1227 Moselle Avenue
Orlando, FL 32807

-

Beds

-

Baths

-

Sq. Ft.

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