Homes for Sale in Winter Park, FL

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288-328 of 332 Homes
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$1,139,750 | 2702 Parkland Drive, Winter Park, FL 32789
1/48

$1,139,750

5
Bedrooms
2,656
Square Feet
0.22
Acres

2702 Parkland Drive, Winter Park, FL 32789

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$1,299,000 | 100 South Interlachen Avenue, Unit 101, Winter Park, FL 32789
1/53

$1,299,000

3
Bedrooms
1,734
Square Feet

100 South Interlachen Avenue, Unit 101, Winter Park, FL 32789

$1,295,000 | 106 South Interlachen Avenue, Unit 118, Winter Park, FL 32789
1/55

$1,295,000

3
Bedrooms
1,834
Square Feet

106 South Interlachen Avenue, Unit 118, Winter Park, FL 32789

a view of a lake with houses in the back
1/9

$1,595,000

3
Bedrooms
2,012
Square Feet
0.41
Acres

1113 Vía Del Mar, Winter Park, FL 32789

an aerial view of a house with a yard and lake view
1/24

$1,350,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.07
Acres

1881 Lake Spier Drive, Winter Park, FL 32789

$995,000 | 1800 Magnolia Avenue, Winter Park, FL 32789
1/65

$995,000

4
Bedrooms
2,431
Square Feet
0.30
Acres

1800 Magnolia Avenue, Winter Park, FL 32789

$499,000 | 3718 North Goldenrod Road, Winter Park, FL 32792
1/3

$499,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.62
Acres

3718 North Goldenrod Road, Winter Park, FL 32792

$1,195,000 | 1500 Harris Circle, Winter Park, FL 32789
1/27
Virtual Tour

$1,195,000

2
Bedrooms
2,096
Square Feet
0.13
Acres

1500 Harris Circle, Winter Park, FL 32789

$1,299,000 | 1870 Walker Avenue, Winter Park, FL 32789
1/32
Virtual Tour

$1,299,000

3
Bedrooms
2,046
Square Feet
0.15
Acres

1870 Walker Avenue, Winter Park, FL 32789

$2,500,000 | 450 Lakewood Drive, Winter Park, FL 32789
1/78

$2,500,000

5
Bedrooms
4,572
Square Feet
0.35
Acres

450 Lakewood Drive, Winter Park, FL 32789

unknown
1/9

$699,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
Unavailable
Acres

763 Overspin Drive, Winter Park, FL 32789

a front view of a house with a blue gate
1/68

$820,000

5
Bedrooms
2,242
Square Feet
0.20
Acres

1927 Eland Avenue, Winter Park, FL 32789

$2,095,000 | 1398 Grove Terrace, Winter Park, FL 32789
1/57

$2,095,000

4
Bedrooms
3,450
Square Feet
0.23
Acres

1398 Grove Terrace, Winter Park, FL 32789

$1,324,000 | 802 Hamilton Pl Court, Winter Park, FL 32789
1/37

$1,324,000

4
Bedrooms
2,843
Square Feet
0.14
Acres

802 Hamilton Pl Court, Winter Park, FL 32789

$2,200,000 | 1130 Park N Place, Winter Park, FL 32789
1/39

$2,200,000

5
Bedrooms
4,011
Square Feet
0.40
Acres

1130 Park N Place, Winter Park, FL 32789

$4,500,000 | 503 North Interlachen Avenue, Winter Park, FL 32789
1/12
Virtual Tour

$4,500,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.48
Acres

503 North Interlachen Avenue, Winter Park, FL 32789

$2,690,000 | 620 Pinetree Road, Winter Park, FL 32789
1/11

$2,690,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.48
Acres

620 Pinetree Road, Winter Park, FL 32789

$1,820,000 | 1750 Carollee Lane, Winter Park, FL 32789
1/46

$1,820,000

4
Bedrooms
3,249
Square Feet
0.24
Acres

1750 Carollee Lane, Winter Park, FL 32789

$1,725,000 | 1840 Bryan Avenue, Winter Park, FL 32789
1/44

$1,725,000

4
Bedrooms
3,727
Square Feet
0.29
Acres

1840 Bryan Avenue, Winter Park, FL 32789

$1,425,000 | 1751 Goodrich Avenue, Winter Park, FL 32789
1/50

$1,425,000

4
Bedrooms
2,170
Square Feet
0.14
Acres

1751 Goodrich Avenue, Winter Park, FL 32789

a front view of a house with a yard
1/12

$1,750,000

4
Bedrooms
2,350
Square Feet
0.15
Acres

1840 Anzle Avenue, Winter Park, FL 32789

a view of swimming pool

$999,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.26
Acres

1836 Grinnell Terrace, Winter Park, FL 32789

$2,650,000 | 541 West Canton Avenue, Winter Park, FL 32789
1/51

$2,650,000

4
Bedrooms
3,553
Square Feet
0.20
Acres

541 West Canton Avenue, Winter Park, FL 32789

a view of a house with a yard
1/19

$695,000

4
Bedrooms
2,317
Square Feet
0.02
Acres

432 West Swoope Avenue, Winter Park, FL 32789

a front view of a house with a yard
1/76

$2,249,000

4
Bedrooms
3,130
Square Feet
0.19
Acres

2361 Mulbry Drive, Winter Park, FL 32789

$2,899,900 | 948 Poinciana Lane, Winter Park, FL 32789
1/57
Virtual Tour

$2,899,900

4
Bedrooms
3,676
Square Feet
0.30
Acres

948 Poinciana Lane, Winter Park, FL 32789

$899,000 | 731 Midget Drive, Winter Park, FL 32789
1/7

$899,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.19
Acres

731 Midget Drive, Winter Park, FL 32789

$1,649,000 | 2501 Winter Park Road, Winter Park, FL 32789
1/63

$1,649,000

5
Bedrooms
3,304
Square Feet
0.23
Acres

2501 Winter Park Road, Winter Park, FL 32789

$1,900,000 | 785 North Phelps Avenue, Winter Park, FL 32789
1/41

$1,900,000

5
Bedrooms
2,964
Square Feet
0.20
Acres

785 North Phelps Avenue, Winter Park, FL 32789

$4,285,000 | 1441 Cardinal Court, Winter Park, FL 32789
1/85

$4,285,000

4
Bedrooms
4,066
Square Feet
0.36
Acres

1441 Cardinal Court, Winter Park, FL 32789

$2,399,000 | 2838 Wright Avenue, Winter Park, FL 32789
1/10

$2,399,000

5
Bedrooms
3,479
Square Feet
0.23
Acres

2838 Wright Avenue, Winter Park, FL 32789

a view of a fireplace with a sink
1/42

$1,695,000

4
Bedrooms
2,807
Square Feet
0.17
Acres

1903 North Park Avenue, Winter Park, FL 32789

$6,900,000 | 1260 Alabama Drive, Winter Park, FL 32789
1/58

$6,900,000

6
Bedrooms
6,396
Square Feet
0.57
Acres

1260 Alabama Drive, Winter Park, FL 32789

$1,449,900 | 607 Ellen Drive, Winter Park, FL 32789
1/34
Virtual Tour

$1,449,900

4
Bedrooms
2,812
Square Feet
0.14
Acres

607 Ellen Drive, Winter Park, FL 32789

$1,850,000 | 721 Pansy Avenue, Winter Park, FL 32789
1/29
Virtual Tour

$1,850,000

4
Bedrooms
2,653
Square Feet
0.17
Acres

721 Pansy Avenue, Winter Park, FL 32789

$2,829,000 | 609 South Phelps Avenue, Winter Park, FL 32789
1/23

$2,829,000

5
Bedrooms
4,018
Square Feet
0.26
Acres

609 South Phelps Avenue, Winter Park, FL 32789

$4,195,000 | 1150 Vía Salerno, Winter Park, FL 32789
1/62
Virtual Tour

$4,195,000

4
Bedrooms
3,850
Square Feet
0.21
Acres

1150 Vía Salerno, Winter Park, FL 32789

$3,875,000 | 1782 Pine Avenue, Winter Park, FL 32789
1/69

$3,875,000

5
Bedrooms
4,782
Square Feet
0.36
Acres

1782 Pine Avenue, Winter Park, FL 32789

$5,995,000 | 1200 Vía Salerno, Winter Park, FL 32789
1/47
Virtual Tour

$5,995,000

5
Bedrooms
5,476
Square Feet
0.45
Acres

1200 Vía Salerno, Winter Park, FL 32789

$5,250,000 | 2211 Azalea Place, Winter Park, FL 32789
1/98

$5,250,000

5
Bedrooms
7,278
Square Feet
0.69
Acres

2211 Azalea Place, Winter Park, FL 32789

$3,390,000 | 1751 Glencoe Road, Winter Park, FL 32789
1/45

$3,390,000

5
Bedrooms
4,520
Square Feet
0.30
Acres

1751 Glencoe Road, Winter Park, FL 32789

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