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

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247-287 of 305 Homes

$995,000 | 2260 Hawick Lane | Winter Park

$995,000

2260 Hawick Lane
Winter Park, FL 32792

2

Beds

1.5

Baths

1,374

Sq. Ft.

Private Exclusive

SVG

5 more listings match your search

$629,990 | 2585 Cavanaugh Drive

$629,990

2585 Cavanaugh Drive
Orlando, FL 32817

4

Beds

3

Baths

2,105

Sq. Ft.

$450,000 | 2360 Justy Way

$450,000

2360 Justy Way
Orlando, FL 32817

3

Beds

2

Baths

1,700

Sq. Ft.

$609,990 | 2578 Cavanaugh Drive

$609,990

2578 Cavanaugh Drive
Orlando, FL 32817

4

Beds

3

Baths

2,105

Sq. Ft.

$179,900 | 7340 Daniel Webster Drive

$179,900

7340 Daniel Webster Drive
Winter Park, FL 32792

3

Beds

2

Baths

-

Sq. Ft.

$128,000 | 243 Scottsdale Square, Unit 243 | Winter Park Woods

$128,000

243 Scottsdale Square, Unit 243
Winter Park, FL 32792

2

Beds

2

Baths

1,020

Sq. Ft.

$138,000 | 285 Scottsdale Square, Unit 285 | Winter Park Woods

$138,000

285 Scottsdale Square, Unit 285
Winter Park, FL 32792

2

Beds

2

Baths

1,020

Sq. Ft.

$128,000 | 116 Scottsdale Square, Unit 2 | Winter Park Woods

$128,000

116 Scottsdale Square, Unit 2
Winter Park, FL 32792

2

Beds

2

Baths

1,020

Sq. Ft.

$1,049,990 | 400 West Trotters Drive | Maitland

$1,049,990

400 West Trotters Drive
Maitland, FL 32751

4

Beds

4

Baths

3,189

Sq. Ft.

$1,075,000 | 1000 Howell Branch Road

Virtual Tour

$1,075,000

1000 Howell Branch Road
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$1,669,000 | 1716 Palmer Avenue | Winter Park

$1,669,000

1716 Palmer Avenue
Winter Park, FL 32789

4

Beds

3

Baths

3,270

Sq. Ft.

$850,000 | 731 Midget Drive | Winter Park

$850,000

731 Midget Drive
Winter Park, FL 32789

2

Beds

1

Bath

960

Sq. Ft.

$649,000 | 1848 Mizell Avenue | Winter Park

$649,000

1848 Mizell Avenue
Winter Park, FL 32789

2

Beds

2

Baths

1,162

Sq. Ft.

$1,168,000 | 1001 Tuscany Place | Winter Park

$1,168,000

1001 Tuscany Place
Winter Park, FL 32789

3

Beds

2

Baths

2,458

Sq. Ft.

$925,000 | 4801 Beach Boulevard, Unit P1 | Lake Barton Shores

$925,000

4801 Beach Boulevard, Unit P1
Orlando, FL 32803

-

Beds

-

Baths

-

Sq. Ft.

$559,000 | 213 East Canton Avenue, Unit 213 | Winter Park

$559,000

213 East Canton Avenue, Unit 213
Winter Park, FL 32789

2

Beds

2

Baths

1,040

Sq. Ft.

$450,000 | 786 West Canton Avenue | Winter Park

$450,000

786 West Canton Avenue
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$649,900 | 2955 Sanbina Street | Winter Park

$649,900

2955 Sanbina Street
Winter Park, FL 32789

3

Beds

2

Baths

1,553

Sq. Ft.

$575,000 | 2613 Lafayette Avenue | Winter Park Village

$575,000

2613 Lafayette Avenue
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$3,350,000 | 1900 West Fawsett Road | Winter Park

Virtual Tour

$3,350,000

1900 West Fawsett Road
Winter Park, FL 32789

4

Beds

4.5

Baths

4,600

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.

$1,185,000 | 625 North Interlachen Avenue, Unit A | Winter Park

Virtual Tour

$1,185,000

625 North Interlachen Avenue, Unit A
Winter Park, FL 32789

2

Beds

2

Baths

1,718

Sq. Ft.

$1,168,000 | 1001 Tuscany Place | Winter Park

$1,168,000

1001 Tuscany Place
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$149,900 | 820 Wingo Street | Lake Barton Shores

$149,900

820 Wingo Street
Orlando, FL 32803

-

Beds

-

Baths

-

Sq. Ft.

$1,625,000 | 1101 Kenwood Avenue | Winter Park

$1,625,000

1101 Kenwood Avenue
Winter Park, FL 32789

3

Beds

2.5

Baths

2,955

Sq. Ft.

$650,000 | 443 Carolina Avenue | Winter Park

$650,000

443 Carolina Avenue
Winter Park, FL 32789

-

Beds

-

Baths

-

Sq. Ft.

$899,900 | 439 North Capen Avenue | Winter Park

$899,900

439 North Capen Avenue
Winter Park, FL 32789

3

Beds

2.5

Baths

1,861

Sq. Ft.

$889,000 | 2955 Lolissa Lane | Winter Park

$889,000

2955 Lolissa Lane
Winter Park, FL 32789

4

Beds

3

Baths

3,902

Sq. Ft.

$1,175,000 | 850 Juanita Rael Road | Winter Park

$1,175,000

850 Juanita Rael Road
Winter Park, FL 32789

4

Beds

3

Baths

2,306

Sq. Ft.

$195,000 | 1000 South Semoran Boulevard, Unit 608 | Golfside

$195,000

1000 South Semoran Boulevard, Unit 608
Winter Park, FL 32792

2

Beds

2

Baths

1,049

Sq. Ft.

$520,000 | 311 East Morse Boulevard, Unit 72 | Interlachen Avenue Historic District

$520,000

311 East Morse Boulevard, Unit 72
Winter Park, FL 32789

1

Bed

1

Bath

900

Sq. Ft.

$3,100,000 | 1427 North Semoran Boulevard | Leawood

$3,100,000

1427 North Semoran Boulevard
Orlando, FL 32807

-

Beds

-

Baths

-

Sq. Ft.

$749,000 | 8816 Trevarthon Road

$749,000

8816 Trevarthon Road
Orlando, FL 32817

-

Beds

-

Baths

-

Sq. Ft.

$899,500 | 1917 South Lakemont Avenue | Winter Park

$899,500

1917 South Lakemont Avenue
Winter Park, FL 32789

3

Beds

3.5

Baths

2,051

Sq. Ft.

$1,298,900 | 335 West Welbourne Avenue, Unit 103 | Winter Park

$1,298,900

335 West Welbourne Avenue, Unit 103
Winter Park, FL 32789

3

Beds

3

Baths

2,734

Sq. Ft.

$2,050,000 | 101 South New York Avenue, Unit 302 | Winter Park

$2,050,000

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

3

Beds

3.5

Baths

3,075

Sq. Ft.

$899,900 | 1919 South Lakemont Avenue | Winter Park

$899,900

1919 South Lakemont Avenue
Winter Park, FL 32789

3

Beds

3.5

Baths

2,085

Sq. Ft.

$6,975,000 | 654 West Morse Boulevard | Winter Park

$6,975,000

654 West Morse Boulevard
Winter Park, FL 32789

5

Beds

7.5

Baths

8,752

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.

$899,500 | 1907 South Lakemont Avenue | Winter Park

$899,500

1907 South Lakemont Avenue
Winter Park, FL 32789

3

Beds

3.5

Baths

2,063

Sq. Ft.

$1,549,000 | 660 Arjay Way | Winter Park

$1,549,000

660 Arjay Way
Winter Park, FL 32789

4

Beds

4

Baths

3,237

Sq. Ft.

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