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

price-

165-205 of 305 Homes

$584,900 | 2171 Chippewa Trail | Dommerich Hills North

$584,900

2171 Chippewa Trail
Maitland, FL 32751

4

Beds

3

Baths

2,218

Sq. Ft.

Private Exclusive

SVG

5 more listings match your search

$399,900 | 565 Heritage Boulevard | Goldenrod

$399,900

565 Heritage Boulevard
Winter Park, FL 32792

4

Beds

2

Baths

1,512

Sq. Ft.

$969,000 | 1795 Walker Avenue | Winter Park

$969,000

1795 Walker Avenue
Winter Park, FL 32789

5

Beds

3

Baths

1,813

Sq. Ft.

$260,000 | 200 St Andrews Boulevard, Unit 1402 | Four Seasons

$260,000

200 St Andrews Boulevard, Unit 1402
Winter Park, FL 32792

3

Beds

2

Baths

1,165

Sq. Ft.

$215,000 | 3043 Antique Oaks Circle, Unit 171 | Parkview Village Condominiums

$215,000

3043 Antique Oaks Circle, Unit 171
Winter Park, FL 32792

2

Beds

2

Baths

1,018

Sq. Ft.

$375,000 | 2720 Ambergate Road | Winter Park Estates

$375,000

2720 Ambergate Road
Winter Park, FL 32792

3

Beds

1

Bath

1,188

Sq. Ft.

$314,900 | 803 Haskell Avenue | Lake Shore Estates

Virtual Tour

$314,900

803 Haskell Avenue
Orlando, FL 32807

3

Beds

2

Baths

1,197

Sq. Ft.

$799,500 | 2632 Mandan Trail | Winter Park Village

$799,500

2632 Mandan Trail
Winter Park, FL 32789

4

Beds

2.5

Baths

2,441

Sq. Ft.

$287,000 | 700 Melrose Avenue, Unit E4 | Garden Acres

$287,000

700 Melrose Avenue, Unit E4
Winter Park, FL 32789

2

Beds

1

Bath

1,035

Sq. Ft.

$1,940,000 | 5800 North Dean Road

Virtual Tour

$1,940,000

5800 North Dean Road
Orlando, FL 32817

10

Beds

9.5

Baths

7,376

Sq. Ft.

$249,900 | 700 Melrose Avenue, Unit F2 | Garden Acres

$249,900

700 Melrose Avenue, Unit F2
Winter Park, FL 32789

1

Bed

1

Bath

730

Sq. Ft.

$209,000 | 3651 North Goldenrod Road, Unit 204 | Lancelot at Winter Park

$209,000

3651 North Goldenrod Road, Unit 204
Winter Park, FL 32792

2

Beds

2

Baths

840

Sq. Ft.

$749,900 | 2612 Lafayette Avenue | Winter Park Village

$749,900

2612 Lafayette Avenue
Winter Park, FL 32789

3

Beds

2.5

Baths

2,447

Sq. Ft.

$185,000 | 700 Melrose Avenue, Unit E6 | Garden Acres

$185,000

700 Melrose Avenue, Unit E6
Winter Park, FL 32789

1

Bed

1

Bath

730

Sq. Ft.

$230,000 | 700 Melrose Avenue, Unit K32 | Garden Acres

$230,000

700 Melrose Avenue, Unit K32
Winter Park, FL 32789

1

Bed

1

Bath

772

Sq. Ft.

$584,900 | 2148 Chippewa Trail | Dommerich Hills North

$584,900

2148 Chippewa Trail
Maitland, FL 32751

3

Beds

2

Baths

1,665

Sq. Ft.

$284,900 | 7468 Swallow Run, Unit 38

$284,900

7468 Swallow Run, Unit 38
Winter Park, FL 32792

2

Beds

2.5

Baths

1,578

Sq. Ft.

$760,000 | 1101 Bennett Road | Baldwin Park

$760,000

1101 Bennett Road
Orlando, FL 32814

3

Beds

2.5

Baths

2,775

Sq. Ft.

$175,000 | Restricted Address

$175,000

Restricted Address
Winter Park, FL 32792

2

Beds

2

Baths

1,035

Sq. Ft.

$3,892,000 | 1391 Richmond Road | Virginia Heights

$3,892,000

1391 Richmond Road
Winter Park, FL 32789

4

Beds

5.5

Baths

4,635

Sq. Ft.

$829,000 | 1250 South Pennsylvania Avenue, Unit 8 | Virginia Heights

Virtual Tour

$829,000

1250 South Pennsylvania Avenue, Unit 8
Winter Park, FL 32789

3

Beds

2.5

Baths

1,957

Sq. Ft.

$249,000 | 4880 Tangerine Avenue, Unit 4880 | Wrenwood Condominiums

$249,000

4880 Tangerine Avenue, Unit 4880
Winter Park, FL 32792

2

Beds

1.5

Baths

1,281

Sq. Ft.

$127,000 | 3057 Aaron Burr Avenue, Unit 2

$127,000

3057 Aaron Burr Avenue, Unit 2
Winter Park, FL 32792

2

Beds

2

Baths

1,066

Sq. Ft.

$784,990 | 2502 Chanute Trail | Dommerich Hills North

$784,990

2502 Chanute Trail
Maitland, FL 32751

4

Beds

2

Baths

2,175

Sq. Ft.

$1,399,000 | 3364 Sterling Lane

$1,399,000

3364 Sterling Lane
Orlando, FL 32817

3

Beds

2.5

Baths

3,486

Sq. Ft.

$520,000 | 1926 Natalen Road | Kenilworth Shores

$520,000

1926 Natalen Road
Winter Park, FL 32792

3

Beds

2

Baths

1,369

Sq. Ft.

$327,500 | 210 Magnolia Road, Unit 102 | Maitland

$327,500

210 Magnolia Road, Unit 102
Maitland, FL 32751

2

Beds

2

Baths

1,024

Sq. Ft.

$370,000 | 1140 South Orlando Avenue, Unit F16 | Maitland

$370,000

1140 South Orlando Avenue, Unit F16
Maitland, FL 32751

2

Beds

1.5

Baths

816

Sq. Ft.

$199,000 | 200 St Andrews Boulevard, Unit 2703 | Four Seasons

$199,000

200 St Andrews Boulevard, Unit 2703
Winter Park, FL 32792

2

Beds

2

Baths

1,127

Sq. Ft.

$629,990 | 2584 Cavanaugh Drive

$629,990

2584 Cavanaugh Drive
Orlando, FL 32817

4

Beds

2.5

Baths

2,560

Sq. Ft.

$744,900 | 2923 Ridley Avenue | Baldwin Park

$744,900

2923 Ridley Avenue
Orlando, FL 32814

3

Beds

2.5

Baths

1,757

Sq. Ft.

$258,000 | 200 St Andrews Boulevard, Unit 2502 | Four Seasons

$258,000

200 St Andrews Boulevard, Unit 2502
Winter Park, FL 32792

3

Beds

2

Baths

1,165

Sq. Ft.

$126,900 | 3051 Aaron Burr Avenue, Unit 8

$126,900

3051 Aaron Burr Avenue, Unit 8
Winter Park, FL 32792

2

Beds

2

Baths

1,035

Sq. Ft.

$205,000 | 3651 North Goldenrod Road, Unit B107 | Lancelot at Winter Park

$205,000

3651 North Goldenrod Road, Unit B107
Winter Park, FL 32792

2

Beds

2

Baths

840

Sq. Ft.

$214,500 | 7417 Wynnewood Square, Unit 174

$214,500

7417 Wynnewood Square, Unit 174
Winter Park, FL 32792

2

Beds

1.5

Baths

990

Sq. Ft.

$615,000 | 104 South Interlachen Avenue, Unit 215D | Cloisters Condominiums

$615,000

104 South Interlachen Avenue, Unit 215D
Winter Park, FL 32789

2

Beds

2

Baths

1,267

Sq. Ft.

$599,999 | 3123 Raven Road | Audubon Park

$599,999

3123 Raven Road
Orlando, FL 32803

4

Beds

3

Baths

2,249

Sq. Ft.

$224,900 | 663 Trinidad Court, Unit S

$224,900

663 Trinidad Court, Unit S
Winter Park, FL 32792

2

Beds

2

Baths

1,120

Sq. Ft.

$190,000 | 3651 North Goldenrod Road, Unit E205 | Lancelot at Winter Park

$190,000

3651 North Goldenrod Road, Unit E205
Winter Park, FL 32792

2

Beds

2

Baths

840

Sq. Ft.

$549,000 | 1955 Dundee Drive | Winter Park

$549,000

1955 Dundee Drive
Winter Park, FL 32792

3

Beds

1.5

Baths

1,144

Sq. Ft.

$664,900 | 1331 Common Way Road | Baldwin Park

$664,900

1331 Common Way Road
Orlando, FL 32814

4

Beds

3

Baths

2,456

Sq. Ft.

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