Homes for Sale in Winter Park, FL

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1-41 of 208 Homes
House
$849,000 | 439 North Capen Avenue, Winter Park, FL 32789
1/29
Listed By CompassNew

$849,000

3
Bedrooms
1,861
Square Feet
0.10
Acres

439 North Capen Avenue, Winter Park, FL 32789

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a front view of a house with garden
1/67
Listed By Compass

$5,600,000

5
Bedrooms
5,152
Square Feet
0.33
Acres

2228 Azalea Place, Winter Park, FL 32789

$849,000 | 437 North Capen Avenue, Winter Park, FL 32789
1/36
Listed By Compass

$849,000

3
Bedrooms
1,904
Square Feet
0.10
Acres

437 North Capen Avenue, Winter Park, FL 32789

$460,000 | 950 Hanover Avenue, Winter Park, FL 32789
1/28
Listed By Compass

$460,000

3
Bedrooms
1,606
Square Feet
0.18
Acres

950 Hanover Avenue, Winter Park, FL 32789

an aerial view of multiple house
1/29
Listed By Compass

$925,000

2
Bedrooms
1,086
Square Feet
0.12
Acres

560 Ololu Drive, Winter Park, FL 32789

$549,000 | 7641 Village Green Drive, Winter Park, FL 32792
1/29
Listed By Compass

$549,000

3
Bedrooms
1,602
Square Feet
0.29
Acres

7641 Village Green Drive, Winter Park, FL 32792

$1,250,000 | 1870 Staunton Avenue, Winter Park, FL 32789
1/10
Listed By Compass

$1,250,000

4
Bedrooms
2,525
Square Feet
0.15
Acres

1870 Staunton Avenue, Winter Park, FL 32789

a front view of a house with a yard and garage
1/8
Listed By Compass

$1,360,000

5
Bedrooms
3,735
Square Feet
0.19
Acres

420 Ohio Street, Winter Park, FL 32789

a house view with a garden space
1/9
Listed By Compass

$944,890

4
Bedrooms
2,662
Square Feet
0.15
Acres

21 Karolina Avenue, Winter Park, FL 32789

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

$1,150,000

4
Bedrooms
2,750
Square Feet
0.33
Acres

1981 Blue Ridge Road, Winter Park, FL 32789

a front view of a house with a yard and potted plants
1/54
Listed By CompassVirtual Tour

$2,225,000

5
Bedrooms
3,691
Square Feet
0.24
Acres

1885 Temple Drive, Winter Park, FL 32789

front view of a brick house with a yard
1/70
Listed By Coldwell Banker Realty

$3,995,000

5
Bedrooms
4,483
Square Feet
0.32
Acres

1600 Legion Drive, Winter Park, FL 32789

$480,000 | 2041 Jewell Avenue, Winter Park, FL 32789
1/29
Coming Soon

$480,000

3
Bedrooms
1,508
Square Feet
0.18
Acres

2041 Jewell Avenue, Winter Park, FL 32789

$449,000 | 2611 Lotafun Avenue, Winter Park, FL 32789
1/34
Coming SoonVirtual Tour

$449,000

3
Bedrooms
1,838
Square Feet
0.24
Acres

2611 Lotafun Avenue, Winter Park, FL 32789

$579,900 | 1003 Lake Bell Drive, Winter Park, FL 32789
1/3
Coming Soon

$579,900

3
Bedrooms
1,837
Square Feet
0.40
Acres

1003 Lake Bell Drive, Winter Park, FL 32789

$600,000 | 2824 Woodside Avenue, Winter Park, FL 32789
1/17
Coming Soon

$600,000

2
Bedrooms
912
Square Feet
0.18
Acres

2824 Woodside Avenue, Winter Park, FL 32789

$179,900 | 3360 Royal Street, Winter Park, FL 32792
1/2
New

$179,900

2
Bedrooms
981
Square Feet
0.18
Acres

3360 Royal Street, Winter Park, FL 32792

$320,000 | 5781 Shale Court, Winter Park, FL 32792
1/46
New

$320,000

2
Bedrooms
1,086
Square Feet
0.20
Acres

5781 Shale Court, Winter Park, FL 32792

$625,000 | 2087 Laurelwood Way, Winter Park, FL 32792
1/48
Open: 7/11 01:00PM - 03:00PMNew

$625,000

4
Bedrooms
1,920
Square Feet
0.14
Acres

2087 Laurelwood Way, Winter Park, FL 32792

$415,000 | 3621 Hawthorne Lane, Winter Park, FL 32792
1/28

$415,000

3
Bedrooms
1,525
Square Feet
0.22
Acres

3621 Hawthorne Lane, Winter Park, FL 32792

$3,395,000 | 2905 Parkland Drive, Winter Park, FL 32789
1/98
Open: 7/11 11:30AM - 03:30PMNew

$3,395,000

6
Bedrooms
4,850
Square Feet
0.36
Acres

2905 Parkland Drive, Winter Park, FL 32789

$2,569,999 | 1754 Taylor Avenue, Winter Park, FL 32789
1/11
New

$2,569,999

5
Bedrooms
3,670
Square Feet
0.22
Acres

1754 Taylor Avenue, Winter Park, FL 32789

$770,000 | 730 West Swoope Avenue, Winter Park, FL 32789
1/35

$770,000

5
Bedrooms
2,132
Square Feet
0.16
Acres

730 West Swoope Avenue, Winter Park, FL 32789

a front view of a house with garden
1/68
New

$4,900,000

5
Bedrooms
4,961
Square Feet
0.46
Acres

1180 Vía Lugano, Winter Park, FL 32789

$2,549,000 | 1823 Sunset Drive, Winter Park, FL 32789
1/14
New

$2,549,000

5
Bedrooms
3,479
Square Feet
0.22
Acres

1823 Sunset Drive, Winter Park, FL 32789

$475,000 | 3641 Hawthorne Lane, Winter Park, FL 32792
1/43
Open: 7/11 01:00PM - 04:00PM

$475,000

3
Bedrooms
1,622
Square Feet
0.22
Acres

3641 Hawthorne Lane, Winter Park, FL 32792

$549,000 | 1956 Japonica Road, Winter Park, FL 32792
1/21

$549,000

3
Bedrooms
1,923
Square Feet
0.23
Acres

1956 Japonica Road, Winter Park, FL 32792

$450,000 | 1189 Lazy Hollow Place, Winter Park, FL 32792
1/59

$450,000

4
Bedrooms
1,525
Square Feet
0.23
Acres

1189 Lazy Hollow Place, Winter Park, FL 32792

$599,000 | 2361 Roxbury Road, Winter Park, FL 32789
1/34
Open: 7/12 02:00PM - 04:00PM

$599,000

3
Bedrooms
1,723
Square Feet
0.28
Acres

2361 Roxbury Road, Winter Park, FL 32789

a view of a house with a yard and large tree
1/42
Virtual Tour

$495,000

4
Bedrooms
1,955
Square Feet
0.23
Acres

4887 Magnolia Avenue, Winter Park, FL 32792

$1,695,000 | 341 East Reading Way, Winter Park, FL 32789
1/57
Open: 7/12 02:00PM - 04:00PM

$1,695,000

4
Bedrooms
3,723
Square Feet
0.25
Acres

341 East Reading Way, Winter Park, FL 32789

$465,500 | 259 Orange Terrace Drive, Winter Park, FL 32789
1/26

$465,500

3
Bedrooms
1,248
Square Feet
0.18
Acres

259 Orange Terrace Drive, Winter Park, FL 32789

$614,990 | 4353 Steed Terrace, Winter Park, FL 32792
1/30

$614,990

4
Bedrooms
2,275
Square Feet
0.29
Acres

4353 Steed Terrace, Winter Park, FL 32792

a front view of a house with a yard and potted plants
1/7

$535,000

2
Bedrooms
857
Square Feet
0.14
Acres

981 Aragon Avenue, Winter Park, FL 32789

a front view of house with yard and green space
1/46

$1,249,000

4
Bedrooms
2,075
Square Feet
0.19
Acres

3006 Northwood Boulevard, Winter Park, FL 32789

$649,000 | 1037 North Virginia Avenue, Winter Park, FL 32789
1/35
Open: 7/11 10:00AM - 12:00PM

$649,000

3
Bedrooms
1,101
Square Feet
0.15
Acres

1037 North Virginia Avenue, Winter Park, FL 32789

$235,000 | 2712 Tortoise Cove, Winter Park, FL 32792
1/22

$235,000

2
Bedrooms
924
Square Feet
0.13
Acres

2712 Tortoise Cove, Winter Park, FL 32792

$719,900 | 2344 Woodcrest Drive, Winter Park, FL 32792
1/20

$719,900

4
Bedrooms
1,764
Square Feet
0.26
Acres

2344 Woodcrest Drive, Winter Park, FL 32792

a front view of a house with garden and garage
1/45

$450,000

4
Bedrooms
1,980
Square Feet
0.16
Acres

1564 Lawndale Circle, Winter Park, FL 32792

$775,000 | 275 North Ranger Boulevard, Winter Park, FL 32792
1/26
Open: 7/11 11:00AM - 01:00PM

$775,000

4
Bedrooms
1,950
Square Feet
0.19
Acres

275 North Ranger Boulevard, Winter Park, FL 32792

$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

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