Homes for Sale in Winter Park, FL

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42-82 of 336 Homes
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$360,000 | 2521 Galliano Circle, Winter Park, FL 32792
1/27

$360,000

3
Bedrooms
1,682
Square Feet
0.04
Acres

2521 Galliano Circle, Winter Park, FL 32792

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$2,499,000 | 426 Worthington Drive, Winter Park, FL 32789
1/46

$2,499,000

5
Bedrooms
3,520
Square Feet
0.23
Acres

426 Worthington Drive, Winter Park, FL 32789

$239,500 | 7733 Country Place, Unit G2, Winter Park, FL 32792
1/21
Open: 7/5 02:00PM - 04:00PM

$239,500

2
Bedrooms
1,068
Square Feet

7733 Country Place, Unit G2, Winter Park, FL 32792

$729,900 | 2344 Woodcrest Drive, Winter Park, FL 32792
1/20

$729,900

4
Bedrooms
1,764
Square Feet
0.26
Acres

2344 Woodcrest Drive, Winter Park, FL 32792

$899,000 | 1411 Miller Avenue, Winter Park, FL 32789
1/37

$899,000

3
Bedrooms
1,824
Square Feet
0.11
Acres

1411 Miller Avenue, Winter Park, FL 32789

$1,725,000 | 2914 Reef Knot Place, Winter Park, FL 32792
1/56

$1,725,000

6
Bedrooms
4,173
Square Feet
0.67
Acres

2914 Reef Knot Place, Winter Park, FL 32792

$199,900 | 151 North Orlando Avenue, Unit 142, Winter Park, FL 32789
1/28

$199,900

1
Bedrooms
582
Square Feet

151 North Orlando Avenue, Unit 142, Winter Park, FL 32789

$195,000 | 4756 Tangerine Avenue, Unit 4756, Winter Park, FL 32792
1/5

$195,000

2
Bedrooms
1,058
Square Feet

4756 Tangerine Avenue, Unit 4756, Winter Park, FL 32792

$775,000 | 275 North Ranger Boulevard, Winter Park, FL 32792
1/26

$775,000

4
Bedrooms
1,950
Square Feet
0.19
Acres

275 North Ranger Boulevard, Winter Park, FL 32792

$399,000 | 1605 Puritan Avenue, Winter Park, FL 32792
1/19

$399,000

3
Bedrooms
1,285
Square Feet
0.19
Acres

1605 Puritan Avenue, Winter Park, FL 32792

$535,000 | 1232 Valley Creek Run, Winter Park, FL 32792
1/48
Virtual Tour

$535,000

3
Bedrooms
2,071
Square Feet
0.21
Acres

1232 Valley Creek Run, Winter Park, FL 32792

a view of a building with an outdoor space
1/38

$2,350,000

3
Bedrooms
2,143
Square Feet

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

$1,275,000 | 2015 Summerfield Road, Winter Park, FL 32792
1/31

$1,275,000

4
Bedrooms
3,024
Square Feet
0.25
Acres

2015 Summerfield Road, Winter Park, FL 32792

a front view of a house
1/26

$250,000

2
Bedrooms
1,026
Square Feet

1500 Gay Road, Unit 3C, Winter Park, FL 32789

$515,000 | 2008 Houndslake Drive, Winter Park, FL 32792
1/27

$515,000

4
Bedrooms
2,250
Square Feet
0.27
Acres

2008 Houndslake Drive, Winter Park, FL 32792

$1,950,000 | 2625 Park Pl Drive, Winter Park, FL 32789
1/55

$1,950,000

4
Bedrooms
3,460
Square Feet
0.25
Acres

2625 Park Pl Drive, Winter Park, FL 32789

$230,000 | 200 St Andrews Boulevard, Unit 3206, Winter Park, FL 32792
1/31

$230,000

2
Bedrooms
1,219
Square Feet

200 St Andrews Boulevard, Unit 3206, Winter Park, FL 32792

$1,795,000 | 2501 Lafayette Avenue, Winter Park, FL 32789
1/22

$1,795,000

4
Bedrooms
2,819
Square Feet
0.18
Acres

2501 Lafayette Avenue, Winter Park, FL 32789

$725,000 | 1316 Blue Stem Lane, Winter Park, FL 32792
1/42

$725,000

4
Bedrooms
2,196
Square Feet
0.11
Acres

1316 Blue Stem Lane, Winter Park, FL 32792

$1,399,000 | 512 West Swoope Avenue, Winter Park, FL 32789
1/46

$1,399,000

3
Bedrooms
2,585
Square Feet
0.06
Acres

512 West Swoope Avenue, Winter Park, FL 32789

$879,000 | 1265 Arlington Place, Winter Park, FL 32789
1/38

$879,000

3
Bedrooms
2,030
Square Feet
0.10
Acres

1265 Arlington Place, Winter Park, FL 32789

$1,849,900 | 101 South New York Avenue, Unit 311, Winter Park, FL 32789
1/39
Virtual Tour

$1,849,900

3
Bedrooms
3,112
Square Feet

101 South New York Avenue, Unit 311, Winter Park, FL 32789

$439,900 | 1840 Aster Drive, Winter Park, FL 32792
1/10

$439,900

3
Bedrooms
1,667
Square Feet
0.22
Acres

1840 Aster Drive, Winter Park, FL 32792

$399,900 | 3949 Cool Water Court, Winter Park, FL 32792
1/26

$399,900

4
Bedrooms
1,979
Square Feet
0.27
Acres

3949 Cool Water Court, Winter Park, FL 32792

$649,000 | 2700 Cady Way, Winter Park, FL 32792
1/49

$649,000

4
Bedrooms
1,876
Square Feet
0.22
Acres

2700 Cady Way, Winter Park, FL 32792

$455,000 | 8433 Commander Cove, Winter Park, FL 32792
1/59

$455,000

4
Bedrooms
1,903
Square Feet
0.23
Acres

8433 Commander Cove, Winter Park, FL 32792

$5,500,000 | 313 Sylvan Drive, Winter Park, FL 32789
1/10

$5,500,000

4
Bedrooms
4,775
Square Feet
0.37
Acres

313 Sylvan Drive, Winter Park, FL 32789

$470,000 | 1521 Cavendish Road, Winter Park, FL 32789
1/22

$470,000

2
Bedrooms
1,036
Square Feet
0.19
Acres

1521 Cavendish Road, Winter Park, FL 32789

$450,000 | 1535 Lawndale Circle, Winter Park, FL 32792
1/15

$450,000

3
Bedrooms
1,676
Square Feet
0.15
Acres

1535 Lawndale Circle, Winter Park, FL 32792

$3,500,000 | 1836 Whitehall Drive, Winter Park, FL 32789
1/70

$3,500,000

5
Bedrooms
4,168
Square Feet
0.25
Acres

1836 Whitehall Drive, Winter Park, FL 32789

$1,550,000 | 1421 Chapman Circle, Winter Park, FL 32789
1/49
Virtual Tour

$1,550,000

4
Bedrooms
3,578
Square Feet
0.14
Acres

1421 Chapman Circle, Winter Park, FL 32789

$498,900 | 2715 Prince John Road, Winter Park, FL 32792
1/29

$498,900

3
Bedrooms
1,565
Square Feet
0.19
Acres

2715 Prince John Road, Winter Park, FL 32792

$535,000 | 528 St Dunstan Way, Winter Park, FL 32792
1/34

$535,000

3
Bedrooms
1,656
Square Feet
0.22
Acres

528 St Dunstan Way, Winter Park, FL 32792

$199,900 | 2500 Lee Road, Unit 220, Winter Park, FL 32789
1/28

$199,900

2
Bedrooms
851
Square Feet

2500 Lee Road, Unit 220, Winter Park, FL 32789

$2,188,888 | 2032 Kimbrace Place, Winter Park, FL 32792
1/78

$2,188,888

5
Bedrooms
3,382
Square Feet
0.25
Acres

2032 Kimbrace Place, Winter Park, FL 32792

$999,000 | 241 West Lake Sue Avenue, Winter Park, FL 32789
1/58

$999,000

3
Bedrooms
2,304
Square Feet
0.28
Acres

241 West Lake Sue Avenue, Winter Park, FL 32789

$3,490,000 | 121 East Fawsett Road, Winter Park, FL 32789
1/11

$3,490,000

5
Bedrooms
4,191
Square Feet
0.28
Acres

121 East Fawsett Road, Winter Park, FL 32789

$2,199,900 | 525 South Lakemont Avenue, Winter Park, FL 32792
1/76

$2,199,900

4
Bedrooms
3,330
Square Feet
0.21
Acres

525 South Lakemont Avenue, Winter Park, FL 32792

$1,595,000 | 1113 Vía Del Mar, Winter Park, FL 32789
1/9

$1,595,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.41
Acres

1113 Vía Del Mar, Winter Park, FL 32789

$259,999 | 2500 Lee Road, Unit 104, Winter Park, FL 32789
1/24

$259,999

2
Bedrooms
956
Square Feet

2500 Lee Road, Unit 104, Winter Park, FL 32789

$180,000 | 4798 Tangerine Avenue, Unit 4798, Winter Park, FL 32792
1/35

$180,000

2
Bedrooms
1,058
Square Feet

4798 Tangerine Avenue, Unit 4798, Winter Park, FL 32792

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