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

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83-123 of 305 Homes

$245,000 | 851 Miles Avenue, Unit 15 | Winter Park

$245,000

851 Miles Avenue, Unit 15
Winter Park, FL 32789

2

Beds

1

Bath

808

Sq. Ft.

Private Exclusive

SVG

5 more listings match your search

$3,450,000 | 1948 Rowena Avenue | Merritt Park

Virtual Tour

$3,450,000

1948 Rowena Avenue
Orlando, FL 32803

5

Beds

6.5

Baths

4,790

Sq. Ft.

$4,100,000 | 1341 College Point | Virginia Heights

$4,100,000

1341 College Point
Winter Park, FL 32789

4

Beds

3.5

Baths

4,279

Sq. Ft.

$599,900 | 3329 Lake Jean Drive

$599,900

3329 Lake Jean Drive
Orlando, FL 32817

4

Beds

3.5

Baths

2,824

Sq. Ft.

$445,000 | 8626 Baylor Circle

$445,000

8626 Baylor Circle
Orlando, FL 32817

3

Beds

2

Baths

1,627

Sq. Ft.

$395,000 | 8320 Alveron Avenue

$395,000

8320 Alveron Avenue
Orlando, FL 32817

5

Beds

3

Baths

2,006

Sq. Ft.

$895,000 | 136 Wigwam Place | Maitland

$895,000

136 Wigwam Place
Maitland, FL 32751

3

Beds

2.5

Baths

2,790

Sq. Ft.

$750,000 | 1570 Grove Terrace | Winter Park

$750,000

1570 Grove Terrace
Winter Park, FL 32789

3

Beds

2

Baths

1,663

Sq. Ft.

$199,999 | 3651 North Goldenrod Road, Unit 102 | Lancelot at Winter Park

$199,999

3651 North Goldenrod Road, Unit 102
Winter Park, FL 32792

2

Beds

2

Baths

840

Sq. Ft.

$799,000 | 786 Antonette Avenue | College Quarter

$799,000

786 Antonette Avenue
Winter Park, FL 32789

2

Beds

1

Bath

1,146

Sq. Ft.

$2,075,000 | 698 North New York Avenue | Winter Park

$2,075,000

698 North New York Avenue
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$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.

$400,000 | 3116 Tcu Boulevard | Harbor East

$400,000

3116 Tcu Boulevard
Orlando, FL 32817

3

Beds

2

Baths

1,968

Sq. Ft.

$318,900 | 7829 Stratford Boulevard | Ivanhoe Estates

$318,900

7829 Stratford Boulevard
Orlando, FL 32807

3

Beds

2

Baths

1,503

Sq. Ft.

$898,800 | 2420 Gresham Drive

$898,800

2420 Gresham Drive
Orlando, FL 32807

6

Beds

4

Baths

2,952

Sq. Ft.

$725,000 | 1511 East Horatio Avenue | Maitland

$725,000

1511 East Horatio Avenue
Maitland, FL 32751

4

Beds

3

Baths

2,676

Sq. Ft.

$247,400 | 4786 Tangerine Avenue, Unit 4786 | Wrenwood Condominiums

$247,400

4786 Tangerine Avenue, Unit 4786
Winter Park, FL 32792

2

Beds

2

Baths

1,281

Sq. Ft.

$359,900 | 1140 South Orlando Avenue, Unit 3 | Maitland

$359,900

1140 South Orlando Avenue, Unit 3
Maitland, FL 32751

2

Beds

1.5

Baths

816

Sq. Ft.

$430,000 | 3076 Crane Strand Drive

Open: 12/28 11:00AM - 02:00PM

$430,000

3076 Crane Strand Drive
Winter Park, FL 32792

3

Beds

2

Baths

1,200

Sq. Ft.

$129,000 | 236 Scottsdale Square, Unit 236 | Winter Park Woods

$129,000

236 Scottsdale Square, Unit 236
Winter Park, FL 32792

2

Beds

2

Baths

1,085

Sq. Ft.

$879,000 | 1915 South Lakemont Avenue | Winter Park

$879,000

1915 South Lakemont Avenue
Winter Park, FL 32789

3

Beds

3.5

Baths

2,104

Sq. Ft.

$250,000 | 2246 Stonington Avenue, Unit 2246

$250,000

2246 Stonington Avenue, Unit 2246
Orlando, FL 32817

2

Beds

2.5

Baths

1,262

Sq. Ft.

$899,000 | 648 Callahan Street | Carver Town

$899,000

648 Callahan Street
Winter Park, FL 32789

3

Beds

2.5

Baths

1,898

Sq. Ft.

$644,900 | 326 South Ranger Boulevard | Winter Park Pines

Virtual Tour

$644,900

326 South Ranger Boulevard
Winter Park, FL 32792

4

Beds

2

Baths

2,086

Sq. Ft.

$209,000 | 1000 South Semoran Boulevard, Unit 606 | Golfside

$209,000

1000 South Semoran Boulevard, Unit 606
Winter Park, FL 32792

2

Beds

2

Baths

1,049

Sq. Ft.

$699,900 | 1450 Ridgewood Avenue | Maitland

$699,900

1450 Ridgewood Avenue
Maitland, FL 32751

3

Beds

2

Baths

1,549

Sq. Ft.

$737,200 | 4834 Hall Road | Goldenrod

Virtual Tour

$737,200

4834 Hall Road
Orlando, FL 32817

3

Beds

2

Baths

1,970

Sq. Ft.

$330,000 | 2926 North Chickasaw Trail

$330,000

2926 North Chickasaw Trail
Orlando, FL 32817

2

Beds

3

Baths

1,352

Sq. Ft.

$455,000 | 1905 Diamond Drive

Virtual Tour

$455,000

1905 Diamond Drive
Orlando, FL 32807

4

Beds

2

Baths

1,660

Sq. Ft.

$1,190,000 | 1885 Temple Drive | Winter Park

Virtual Tour

$1,190,000

1885 Temple Drive
Winter Park, FL 32789

4

Beds

3.5

Baths

3,691

Sq. Ft.

$229,000 | 5675 Charleston Street, Unit 58

$229,000

5675 Charleston Street, Unit 58
Orlando, FL 32807

3

Beds

2.5

Baths

1,211

Sq. Ft.

$980,000 | 2834 Wilford Avenue | Baldwin Park

$980,000

2834 Wilford Avenue
Orlando, FL 32814

4

Beds

3

Baths

1,854

Sq. Ft.

$649,999 | 2608 Meeting Place, Unit 14 | Baldwin Park

$649,999

2608 Meeting Place, Unit 14
Orlando, FL 32814

3

Beds

2

Baths

1,410

Sq. Ft.

$436,000 | 512 Byron Road | Winter Park

$436,000

512 Byron Road
Winter Park, FL 32792

2

Beds

1.5

Baths

1,353

Sq. Ft.

$475,000 | 740 Eldridge Street | Lake Barton Shores

$475,000

740 Eldridge Street
Orlando, FL 32803

3

Beds

2

Baths

1,676

Sq. Ft.

$735,000 | 535 North Interlachen Avenue, Unit 305 | Winter Park

$735,000

535 North Interlachen Avenue, Unit 305
Winter Park, FL 32789

2

Beds

2

Baths

1,156

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.

$575,000 | 4030 Bibb Lane | Harbor East

Virtual Tour

$575,000

4030 Bibb Lane
Orlando, FL 32817

4

Beds

2.5

Baths

2,111

Sq. Ft.

$450,000 | 743 Herman Avenue | Lake Barton Shores

$450,000

743 Herman Avenue
Orlando, FL 32803

3

Beds

2

Baths

1,479

Sq. Ft.

$499,000 | 690 Osceola Avenue, Unit 610 | Winter Park

$499,000

690 Osceola Avenue, Unit 610
Winter Park, FL 32789

2

Beds

2

Baths

1,328

Sq. Ft.

$445,000 | 4043 Bobolink Lane | Audubon Park Tanager

$445,000

4043 Bobolink Lane
Orlando, FL 32803

3

Beds

1

Bath

1,120

Sq. Ft.

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