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

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124-164 of 361 Homes

$250,000 | 1250 South Denning Drive, Unit 205 | Garden Acres

$250,000

1250 South Denning Drive, Unit 205
Winter Park, FL 32789

2

Beds

2

Baths

908

Sq. Ft.

Private Exclusive

SVG

4 more listings match your search

$375,000 | 8127 Bucksaw Drive

$375,000

8127 Bucksaw Drive
Orlando, FL 32817

3

Beds

2

Baths

1,432

Sq. Ft.

$700,000 | 678 Depugh Street | Winter Park

$700,000

678 Depugh Street
Winter Park, FL 32789

4

Beds

3

Baths

1,940

Sq. Ft.

$279,000 | 935 Jamajo Boulevard | Lake Barton Shores

Virtual Tour

$279,000

935 Jamajo Boulevard
Orlando, FL 32803

2

Beds

1

Bath

1,000

Sq. Ft.

$625,000 | 3702 Shell Cove Lane

Open: 11/10 01:00PM - 03:00PM

$625,000

3702 Shell Cove Lane
Orlando, FL 32817

3

Beds

2

Baths

2,570

Sq. Ft.

$525,000 | 3994 Irma Shores Drive

Open: 11/10 02:00PM - 05:00PM

$525,000

3994 Irma Shores Drive
Orlando, FL 32817

4

Beds

2

Baths

1,969

Sq. Ft.

$319,900 | 803 Haskell Avenue | Lake Shore Estates

Virtual Tour

$319,900

803 Haskell Avenue
Orlando, FL 32807

3

Beds

2

Baths

1,197

Sq. Ft.

$625,000 | 5346 Penway Drive | Baldwin Park

Open: 11/10 02:00PM - 04:00PM

Virtual Tour

$625,000

5346 Penway Drive
Orlando, FL 32814

3

Beds

2.5

Baths

1,673

Sq. Ft.

$9,995,000 | 2040 Venetian Way | Winter Park

Virtual Tour

$9,995,000

2040 Venetian Way
Winter Park, FL 32789

6

Beds

7.5

Baths

8,082

Sq. Ft.

$799,000 | 2837 Wright Avenue | Winter Park

$799,000

2837 Wright Avenue
Winter Park, FL 32789

3

Beds

2

Baths

2,220

Sq. Ft.

$725,000 | 2338 Tuscarora Trail | Dommerich Hills North

$725,000

2338 Tuscarora Trail
Maitland, FL 32751

4

Beds

2

Baths

1,700

Sq. Ft.

$530,000 | 2413 Weber Street | Audubon Park

$530,000

2413 Weber Street
Orlando, FL 32803

2

Beds

2

Baths

1,447

Sq. Ft.

$625,000 | 1810 Hollywood Avenue | Winter Park

$625,000

1810 Hollywood Avenue
Winter Park, FL 32789

3

Beds

1

Bath

1,140

Sq. Ft.

$370,000 | 9550 Turkey Oak Bend | Arbor Ridge West

$370,000

9550 Turkey Oak Bend
Orlando, FL 32817

3

Beds

2

Baths

1,354

Sq. Ft.

$5,695,000 | 210 Chelton Circle | Winter Park

Virtual Tour

$5,695,000

210 Chelton Circle
Winter Park, FL 32789

5

Beds

5.5

Baths

5,264

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.

$1,650,000 | 2435 Chantilly Avenue | Winter Park Village

Virtual Tour

$1,650,000

2435 Chantilly Avenue
Winter Park, FL 32789

4

Beds

4.5

Baths

3,055

Sq. Ft.

$1,195,000 | 100 South Virginia Avenue, Unit 201 | Winter Park

$1,195,000

100 South Virginia Avenue, Unit 201
Winter Park, FL 32789

3

Beds

3

Baths

2,756

Sq. Ft.

$430,000 | 700 Eldridge Street | Lake Barton Shores

Virtual Tour

$430,000

700 Eldridge Street
Orlando, FL 32803

3

Beds

2

Baths

1,364

Sq. Ft.

$210,000 | 825 Primrose Drive, Unit 110 | Colonial Town Center

$210,000

825 Primrose Drive, Unit 110
Orlando, FL 32803

2

Beds

1

Bath

832

Sq. Ft.

$630,000 | 7904 Dunstable Circle

$630,000

7904 Dunstable Circle
Orlando, FL 32817

4

Beds

2

Baths

2,443

Sq. Ft.

$824,900 | 2440 Deloraine Trail | Maitland

Open: 11/10 01:00PM - 04:00PM

$824,900

2440 Deloraine Trail
Maitland, FL 32751

3

Beds

3

Baths

2,416

Sq. Ft.

$799,000 | 1312 Golfside Drive | Golfside

Open: 11/10 12:00PM - 02:00PM

Virtual Tour

$799,000

1312 Golfside Drive
Winter Park, FL 32792

3

Beds

2

Baths

1,867

Sq. Ft.

$599,900 | 2171 Chippewa Trail | Dommerich Hills North

$599,900

2171 Chippewa Trail
Maitland, FL 32751

4

Beds

3

Baths

2,218

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.

$799,000 | 4654 Thornlea Road | Goldenrod

$799,000

4654 Thornlea Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$444,900 | 3919 Whittington Drive | Hunters Trace

$444,900

3919 Whittington Drive
Orlando, FL 32817

4

Beds

2.5

Baths

1,922

Sq. Ft.

$599,900 | 2148 Chippewa Trail | Dommerich Hills North

$599,900

2148 Chippewa Trail
Maitland, FL 32751

3

Beds

2

Baths

1,665

Sq. Ft.

$499,000 | 1102 Azalea Lane | Winter Park

$499,000

1102 Azalea Lane
Winter Park, FL 32789

2

Beds

2.5

Baths

1,530

Sq. Ft.

$475,000 | 5525 Barma Street

Open: 11/10 12:00PM - 02:00PM

$475,000

5525 Barma Street
Orlando, FL 32807

3

Beds

2

Baths

1,530

Sq. Ft.

$595,000 | 1926 Natalen Road | Kenilworth Shores

$595,000

1926 Natalen Road
Winter Park, FL 32792

3

Beds

2

Baths

1,369

Sq. Ft.

$249,900 | 3254 Oak Lake Place, Unit 137

$249,900

3254 Oak Lake Place, Unit 137
Winter Park, FL 32792

2

Beds

2.5

Baths

1,031

Sq. Ft.

$428,000 | 9822 Peddlers Way | Hunters Trace

$428,000

9822 Peddlers Way
Orlando, FL 32817

3

Beds

2

Baths

1,416

Sq. Ft.

$459,900 | 8501 Butternut Boulevard | Woodside Village

$459,900

8501 Butternut Boulevard
Orlando, FL 32817

3

Beds

2

Baths

1,712

Sq. Ft.

$625,000 | 104 South Interlachen Avenue, Unit 215D | Cloisters Condominiums

$625,000

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

2

Beds

2

Baths

1,267

Sq. Ft.

$399,000 | 2408 Laura Place | Colonial Acres

Open: 11/10 11:00AM - 01:00PM

$399,000

2408 Laura Place
Orlando, FL 32803

3

Beds

1.5

Baths

1,136

Sq. Ft.

$420,000 | 2620 Betty Street | Colonial Acres

$420,000

2620 Betty Street
Orlando, FL 32803

3

Beds

2

Baths

1,293

Sq. Ft.

$535,000 | 4013 Quenita Drive | Goldenrod

$535,000

4013 Quenita Drive
Winter Park, FL 32792

4

Beds

3

Baths

2,327

Sq. Ft.

$367,000 | 2519 Woods Edge Circle

$367,000

2519 Woods Edge Circle
Orlando, FL 32817

3

Beds

2

Baths

1,218

Sq. Ft.

$699,000 | 3123 Raven Road | Audubon Park

$699,000

3123 Raven Road
Orlando, FL 32803

4

Beds

3

Baths

2,249

Sq. Ft.

$2,890,000 | 140 East Morse Boulevard, Unit J | Interlachen Avenue Historic District

$2,890,000

140 East Morse Boulevard, Unit J
Winter Park, FL 32789

3

Beds

3

Baths

2,143

Sq. Ft.

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