Homes for Sale in Winter Park, FL

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247-287 of 337 Homes
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$475,000 | 630 Killarney Bay Court, Unit 3, Winter Park, FL 32789
1/54

$475,000

2
Bedrooms
1,428
Square Feet

630 Killarney Bay Court, Unit 3, Winter Park, FL 32789

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$134,900 | 1695 Lee Road, Unit E103, Winter Park, FL 32789
1/21

$134,900

2
Bedrooms
881
Square Feet

1695 Lee Road, Unit E103, Winter Park, FL 32789

$114,000 | 1695 Lee Road, Unit E204, Winter Park, FL 32789
1/27

$114,000

2
Bedrooms
881
Square Feet

1695 Lee Road, Unit E204, Winter Park, FL 32789

$595,000 | 1741 Westchester Avenue, Winter Park, FL 32789
1/24

$595,000

3
Bedrooms
1,434
Square Feet
0.19
Acres

1741 Westchester Avenue, Winter Park, FL 32789

$182,900 | 205 Lewfield Circle, Unit 205, Winter Park, FL 32792
1/24

$182,900

2
Bedrooms
927
Square Feet

205 Lewfield Circle, Unit 205, Winter Park, FL 32792

$258,000 | 1500 Gay Road, Unit 20D, Winter Park, FL 32789
1/22

$258,000

2
Bedrooms
1,026
Square Feet

1500 Gay Road, Unit 20D, Winter Park, FL 32789

$419,900 | 3463 Arnel Drive, Winter Park, FL 32792
1/36
Open: 7/1 01:30PM - 02:00PMVirtual Tour

$419,900

3
Bedrooms
1,770
Square Feet
0.22
Acres

3463 Arnel Drive, Winter Park, FL 32792

$290,000 | 151 North Orlando Avenue, Unit 115, Winter Park, FL 32789
1/20

$290,000

2
Bedrooms
710
Square Feet

151 North Orlando Avenue, Unit 115, Winter Park, FL 32789

$259,000 | 2317 Sun Valley Circle, Unit 2317, Winter Park, FL 32792
1/14

$259,000

2
Bedrooms
1,295
Square Feet

2317 Sun Valley Circle, Unit 2317, Winter Park, FL 32792

a view of an entryway door
1/23

$169,000

1
Bedrooms
645
Square Feet

2500 Lee Road, Unit 237, Winter Park, FL 32789

$1,150,000 | 1981 Blue Ridge Road, Winter Park, FL 32789
1/52

$1,150,000

4
Bedrooms
2,750
Square Feet
0.33
Acres

1981 Blue Ridge Road, Winter Park, FL 32789

$275,000 | 5143 Lazy Oaks Drive, Unit 5143, Winter Park, FL 32792
1/38

$275,000

2
Bedrooms
1,008
Square Feet

5143 Lazy Oaks Drive, Unit 5143, Winter Park, FL 32792

a front view of house with yard
1/12

$295,000

2
Bedrooms
1,669
Square Feet

2336 Sun Valley, Unit BLDG 20, Winter Park, FL 32792

$1,495,000 | 905 Enclave Place, Winter Park, FL 32792
1/2

$1,495,000

4
Bedrooms
2,756
Square Feet
0.12
Acres

905 Enclave Place, Winter Park, FL 32792

$1,495,000 | 901 Enclave Place, Winter Park, FL 32792
1/2

$1,495,000

4
Bedrooms
2,738
Square Feet
0.12
Acres

901 Enclave Place, Winter Park, FL 32792

a view of a house with a swimming pool
1/64

$444,900

3
Bedrooms
1,782
Square Feet
0.05
Acres

1951 Canny Cove, Winter Park, FL 32792

$440,000 | 2052 Leanne Court, Winter Park, FL 32792
1/30
Open: 6/30 09:00AM - 07:00PM

$440,000

4
Bedrooms
2,264
Square Feet
0.21
Acres

2052 Leanne Court, Winter Park, FL 32792

$1,895,000 | 914 Enclave Place, Winter Park, FL 32792
1/3

$1,895,000

5
Bedrooms
3,617
Square Feet
0.17
Acres

914 Enclave Place, Winter Park, FL 32792

$135,000 | 1695 Lee Road, Unit E215, Winter Park, FL 32789
1/82

$135,000

3
Bedrooms
1,149
Square Feet

1695 Lee Road, Unit E215, Winter Park, FL 32789

$589,000 | 1319 Bessmor Road, Winter Park, FL 32789
1/13

$589,000

3
Bedrooms
1,126
Square Feet
0.16
Acres

1319 Bessmor Road, Winter Park, FL 32789

a front view of a house with a garden
1/41

$460,000

3
Bedrooms
1,263
Square Feet
0.31
Acres

5331 Oak Court, Winter Park, FL 32792

$625,000 | 1830 Edwin Boulevard, Winter Park, FL 32789
1/48
Virtual Tour

$625,000

3
Bedrooms
1,287
Square Feet
0.17
Acres

1830 Edwin Boulevard, Winter Park, FL 32789

$175,000 | 2500 Lee Road, Unit 208, Winter Park, FL 32789
1/49

$175,000

2
Bedrooms
956
Square Feet

2500 Lee Road, Unit 208, Winter Park, FL 32789

front view of a house with a yard
1/52

$224,999

2
Bedrooms
956
Square Feet

2500 Lee Road, Unit 202, Winter Park, FL 32789

$589,900 | 1354 Indiana Avenue, Winter Park, FL 32789
1/39

$589,900

3
Bedrooms
1,269
Square Feet
0.16
Acres

1354 Indiana Avenue, Winter Park, FL 32789

$324,000 | 1760 Peruvian Lane, Winter Park, FL 32792
1/21

$324,000

3
Bedrooms
1,160
Square Feet
0.19
Acres

1760 Peruvian Lane, Winter Park, FL 32792

$799,000 | 1900 Winter Park Road, Winter Park, FL 32789
1/22

$799,000

4
Bedrooms
1,511
Square Feet
0.20
Acres

1900 Winter Park Road, Winter Park, FL 32789

a view of a building with many windows and a yard
1/10

$325,000

3
Bedrooms
1,518
Square Feet
0.21
Acres

7393 Grand Avenue, Winter Park, FL 32792

an aerial view of multiple house
1/48
Virtual Tour

$4,200,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.34
Acres

1298 Beachview Avenue, Winter Park, FL 32789

$1,665,000 | 2430 Chantilly Avenue, Winter Park, FL 32789
1/49

$1,665,000

4
Bedrooms
2,916
Square Feet
0.18
Acres

2430 Chantilly Avenue, Winter Park, FL 32789

a front view of a house with a yard
1/24

$1,350,000

3
Bedrooms
1,750
Square Feet
1.07
Acres

1881 Lake Spier Drive, Winter Park, FL 32789

$534,900 | 1261 Indiana Avenue, Winter Park, FL 32789
1/29

$534,900

3
Bedrooms
1,660
Square Feet
0.05
Acres

1261 Indiana Avenue, Winter Park, FL 32789

$2,460,000 | 2228 Howard Drive, Winter Park, FL 32789
1/9

$2,460,000

4
Bedrooms
3,294
Square Feet
0.21
Acres

2228 Howard Drive, Winter Park, FL 32789

a front view of a house with a yard

$205,000

3
Bedrooms
1,149
Square Feet

1695 Lee Road, Unit C202, Winter Park, FL 32789

$459,900 | 3601 Midiron Drive, Winter Park, FL 32789
1/7

$459,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.21
Acres

3601 Midiron Drive, Winter Park, FL 32789

$1,899,900 | 106 South Interlachen Avenue, Unit 518, Winter Park, FL 32789
1/58
Virtual Tour

$1,899,900

3
Bedrooms
1,807
Square Feet

106 South Interlachen Avenue, Unit 518, Winter Park, FL 32789

a view of a house with a small yard and potted plants
1/35

$1,249,000

4
Bedrooms
2,871
Square Feet
0.38
Acres

363 North Phelps Avenue, Winter Park, FL 32789

$1,245,000 | 2111 Mallard Circle, Winter Park, FL 32789
1/24

$1,245,000

4
Bedrooms
2,667
Square Feet
0.26
Acres

2111 Mallard Circle, Winter Park, FL 32789

$515,000 | 1807 Hammerlin Avenue, Unit G, Winter Park, FL 32789
1/26

$515,000

3
Bedrooms
1,818
Square Feet

1807 Hammerlin Avenue, Unit G, Winter Park, FL 32789

$999,000 | 1836 Grinnell Terrace, Winter Park, FL 32789
1/24

$999,000

3
Bedrooms
1,907
Square Feet
0.26
Acres

1836 Grinnell Terrace, Winter Park, FL 32789

a view of house with a garden and pathway
1/8

$849,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.19
Acres

1780 Bryan Avenue, Winter Park, FL 32789

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