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

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1-41 of 306 Homes

$4,100,000 | 1751 Glencoe Road | Winter Park

Listed By Compass

$4,100,000

1751 Glencoe Road
Winter Park, FL 32789

5

Beds

5.5

Baths

4,520

Sq. Ft.

Private Exclusive

SVG

5 more listings match your search

$3,299,000 | 2550 Venetian Way | Winter Park

Listed By Compass

Virtual Tour

$3,299,000

2550 Venetian Way
Winter Park, FL 32789

4

Beds

5

Baths

4,875

Sq. Ft.

$665,000 | 2159 Bosque Alley | Baldwin Park

Listed By Compass

Virtual Tour

$665,000

2159 Bosque Alley
Orlando, FL 32814

3

Beds

3.5

Baths

1,940

Sq. Ft.

$709,000 | 2260 Gillis Court | Maitland

Listed By Compass

$709,000

2260 Gillis Court
Maitland, FL 32751

4

Beds

2

Baths

1,894

Sq. Ft.

$1,950,000 | 1764 Elizabeths Walk | Windsong

Listed By Compass

Virtual Tour

$1,950,000

1764 Elizabeths Walk
Winter Park, FL 32789

4

Beds

4

Baths

3,989

Sq. Ft.

$5,400,000 | 2228 Azalea Place | Winter Park

Listed By Compass

$5,400,000

2228 Azalea Place
Winter Park, FL 32789

5

Beds

5.5

Baths

5,072

Sq. Ft.

$449,900 | 4351 North Econlockhatchee Trail

Virtual Tour

$449,900

4351 North Econlockhatchee Trail
Orlando, FL 32817

3

Beds

2

Baths

1,798

Sq. Ft.

$355,000 | 3251 Crown Jewel Court

$355,000

3251 Crown Jewel Court
Winter Park, FL 32792

3

Beds

2.5

Baths

1,408

Sq. Ft.

$799,000 | 3966 Lake Mira Drive

$799,000

3966 Lake Mira Drive
Winter Park, FL 32792

4

Beds

2

Baths

2,369

Sq. Ft.

$629,000 | 2310 Cady Way | Brookshire Heights

$629,000

2310 Cady Way
Winter Park, FL 32792

3

Beds

2

Baths

1,856

Sq. Ft.

$105,000 | 328 Scottsdale Square, Unit 328 | Winter Park Woods

$105,000

328 Scottsdale Square, Unit 328
Winter Park, FL 32792

1

Bed

1

Bath

756

Sq. Ft.

$649,900 | 4392 Wardell Place, Unit 102 | Baldwin Park

$649,900

4392 Wardell Place, Unit 102
Orlando, FL 32814

3

Beds

2

Baths

1,410

Sq. Ft.

$729,000 | 3606 Ibis Drive | Audubon Park Tanager

$729,000

3606 Ibis Drive
Orlando, FL 32803

3

Beds

2

Baths

1,705

Sq. Ft.

$485,000 | 1000 South Orlando Avenue, Unit 6 | Maitland

$485,000

1000 South Orlando Avenue, Unit 6
Maitland, FL 32751

2

Beds

2

Baths

952

Sq. Ft.

$135,000 | 126 Scottsdale Square, Unit 126 | Winter Park Woods

Virtual Tour

$135,000

126 Scottsdale Square, Unit 126
Winter Park, FL 32792

2

Beds

1.5

Baths

1,085

Sq. Ft.

$294,900 | 7484 Canford Court, Unit 8

$294,900

7484 Canford Court, Unit 8
Winter Park, FL 32792

3

Beds

3

Baths

1,698

Sq. Ft.

$449,900 | 8825 Larwin Lane | Woodside Village

$449,900

8825 Larwin Lane
Orlando, FL 32817

3

Beds

2

Baths

1,666

Sq. Ft.

$224,000 | 3076 Plaza Terrace Drive, Unit 3076 | Audubon Place City Condominiums

$224,000

3076 Plaza Terrace Drive, Unit 3076
Orlando, FL 32803

1

Bed

1

Bath

663

Sq. Ft.

$390,000 | 2518 Woods Edge Circle

$390,000

2518 Woods Edge Circle
Orlando, FL 32817

4

Beds

2

Baths

1,473

Sq. Ft.

$1,999,999 | 1970 Laurel Road | Charmont

Virtual Tour

$1,999,999

1970 Laurel Road
Winter Park, FL 32789

4

Beds

3.5

Baths

3,440

Sq. Ft.

$125,000 | 260 Scottsdale Square, Unit 260 | Winter Park Woods

$125,000

260 Scottsdale Square, Unit 260
Winter Park, FL 32792

2

Beds

1.5

Baths

1,085

Sq. Ft.

$145,000 | 225 Scottsdale Square, Unit 225 | Winter Park Woods

$145,000

225 Scottsdale Square, Unit 225
Winter Park, FL 32792

2

Beds

2

Baths

1,020

Sq. Ft.

$169,999 | 108 Scottsdale Square, Unit 108 | Winter Park Woods

$169,999

108 Scottsdale Square, Unit 108
Winter Park, FL 32792

3

Beds

2

Baths

1,300

Sq. Ft.

$499,000 | 215 East Canton Avenue, Unit 215 | Winter Park

$499,000

215 East Canton Avenue, Unit 215
Winter Park, FL 32789

2

Beds

2

Baths

1,057

Sq. Ft.

$227,462 | 2923 Antique Oaks Circle, Unit 37 | Parkview Village Condominiums

$227,462

2923 Antique Oaks Circle, Unit 37
Winter Park, FL 32792

2

Beds

2

Baths

1,105

Sq. Ft.

$490,000 | 8013 Dunstable Circle

$490,000

8013 Dunstable Circle
Orlando, FL 32817

3

Beds

2.5

Baths

2,046

Sq. Ft.

$225,000 | 2810 Plaza Terrace Drive, Unit 2810 | Audubon Place City Condominiums

$225,000

2810 Plaza Terrace Drive, Unit 2810
Orlando, FL 32803

1

Bed

1

Bath

663

Sq. Ft.

$365,000 | 184 Sandlewood Trail, Unit 2 | Winter Park

$365,000

184 Sandlewood Trail, Unit 2
Winter Park, FL 32789

2

Beds

2.5

Baths

1,133

Sq. Ft.

$525,000 | 690 Osceola Avenue, Unit 405 | Winter Park

$525,000

690 Osceola Avenue, Unit 405
Winter Park, FL 32789

1

Bed

1.5

Baths

850

Sq. Ft.

$10,999,999 | 2661 Vía Tuscany | Winter Park

$10,999,999

2661 Vía Tuscany
Winter Park, FL 32789

4

Beds

4.5

Baths

4,564

Sq. Ft.

$720,000 | 1010 Silver Palm Lane | Maitland

Virtual Tour

$720,000

1010 Silver Palm Lane
Maitland, FL 32751

3

Beds

2

Baths

1,776

Sq. Ft.

$925,000 | 411 Sylvan Drive | Winter Park

$925,000

411 Sylvan Drive
Winter Park, FL 32789

3

Beds

2

Baths

2,270

Sq. Ft.

$1,200,000 | 193 Overlook Road | Winter Park

Virtual Tour

$1,200,000

193 Overlook Road
Winter Park, FL 32789

3

Beds

1.5

Baths

2,201

Sq. Ft.

$374,900 | 2546 Woods Edge Circle

$374,900

2546 Woods Edge Circle
Orlando, FL 32817

4

Beds

2

Baths

1,365

Sq. Ft.

$2,999,999 | 585 Vía Lugano | Sicilian Shores

$2,999,999

585 Vía Lugano
Winter Park, FL 32789

5

Beds

3.5

Baths

4,390

Sq. Ft.

$195,000 | 3651 North Goldenrod Road, Unit 208E | Lancelot at Winter Park

$195,000

3651 North Goldenrod Road, Unit 208E
Winter Park, FL 32792

2

Beds

2

Baths

840

Sq. Ft.

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

$1,299,000

7440 Aloma Avenue
Winter Park, FL 32792

5

Beds

4.5

Baths

4,435

Sq. Ft.

$139,900 | 317 Scottsdale Square, Unit 317 | Winter Park Woods

$139,900

317 Scottsdale Square, Unit 317
Winter Park, FL 32792

2

Beds

2

Baths

1,020

Sq. Ft.

$199,900 | 1250 South Denning Drive, Unit 122 | Garden Acres

$199,900

1250 South Denning Drive, Unit 122
Winter Park, FL 32789

1

Bed

1

Bath

653

Sq. Ft.

$3,199,900 | 640 Old Horatio Avenue | Maitland

$3,199,900

640 Old Horatio Avenue
Maitland, FL 32751

5

Beds

4

Baths

4,042

Sq. Ft.

$1,150,000 | 708 Balmoral Road | Kenilworth Shores

$1,150,000

708 Balmoral Road
Winter Park, FL 32789

4

Beds

3

Baths

2,786

Sq. Ft.

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