Homes for Sale in Winter Park, FL

price
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1-41 of 215 Homes
House
$5,600,000 | 2228 Azalea Place, Winter Park, FL 32789
1/67
Listed By Compass

$5,600,000

5
Bedrooms
5,152
Square Feet
0.33
Acres

2228 Azalea Place, Winter Park, FL 32789

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$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

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 front view of a house
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 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

$2,225,000 | 1885 Temple Drive, Winter Park, FL 32789
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

$3,995,000 | 1600 Legion Drive, Winter Park, FL 32789
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

$1,395,000 | 1077 Minnesota Avenue, Winter Park, FL 32789
1/49
Listed By Coldwell Banker Realty

$1,395,000

4
Bedrooms
3,046
Square Feet
0.18
Acres

1077 Minnesota Avenue, Winter Park, FL 32789

$449,000 | 2611 Lotafun Avenue, Winter Park, FL 32789
1/34
Coming SoonOpen: 7/5 02:00PM - 04:00PM

$449,000

3
Bedrooms
1,838
Square Feet
0.24
Acres

2611 Lotafun Avenue, Winter Park, FL 32789

$480,000 | 2041 Jewell Avenue, Winter Park, FL 32789
1/2
Coming Soon

$480,000

3
Bedrooms
1,508
Square Feet
0.18
Acres

2041 Jewell Avenue, Winter Park, FL 32789

$649,900 | 1003 Lake Bell Drive, Winter Park, FL 32789
1/3
Coming Soon

$649,900

3
Bedrooms
1,837
Square Feet
0.40
Acres

1003 Lake Bell Drive, Winter Park, FL 32789

$5,000 | 2355 Devon Court, Winter Park, FL 32789
1/5

$5,000

3
Bedrooms
1,840
Square Feet
0.26
Acres

2355 Devon Court, Winter Park, FL 32789

a front view of a house with a yard and garage
1/43
New

$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

$299,900 | 7500 Waunatta Court, Winter Park, FL 32792
1/33
New

$299,900

3
Bedrooms
1,998
Square Feet
0.26
Acres

7500 Waunatta Court, Winter Park, FL 32792

$499,500 | 7509 Glenmoor Lane, Winter Park, FL 32792
1/45

$499,500

3
Bedrooms
2,067
Square Feet
0.25
Acres

7509 Glenmoor Lane, Winter Park, FL 32792

$495,000 | 4887 Magnolia Avenue, Winter Park, FL 32792
1/42
Virtual Tour

$495,000

4
Bedrooms
1,955
Square Feet
0.23
Acres

4887 Magnolia Avenue, Winter Park, FL 32792

$799,000 | 729 Monmouth Way, Winter Park, FL 32792
1/50
New

$799,000

4
Bedrooms
2,332
Square Feet
0.26
Acres

729 Monmouth Way, Winter Park, FL 32792

$450,000 | 1189 Lazy Hollow Place, Winter Park, FL 32792
1/58
Open: 7/5 12:00PM - 02:00PMNew

$450,000

4
Bedrooms
1,525
Square Feet
0.23
Acres

1189 Lazy Hollow Place, Winter Park, FL 32792

$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

$430,000 | 1610 Gladiolas Drive, Winter Park, FL 32792
1/42

$430,000

4
Bedrooms
1,808
Square Feet
0.28
Acres

1610 Gladiolas Drive, Winter Park, FL 32792

$353,000 | 2022 Eastbrook Boulevard, Winter Park, FL 32792
1/21

$353,000

3
Bedrooms
1,420
Square Feet
0.23
Acres

2022 Eastbrook Boulevard, Winter Park, FL 32792

$535,000 | 981 Aragon Avenue, Winter Park, FL 32789
1/7

$535,000

2
Bedrooms
857
Square Feet
0.14
Acres

981 Aragon Avenue, 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

$319,900 | 751 Warrenton Road, Winter Park, FL 32792
1/16

$319,900

3
Bedrooms
1,196
Square Feet
0.17
Acres

751 Warrenton Road, Winter Park, FL 32792

$599,000 | 2361 Roxbury Road, Winter Park, FL 32789
1/34

$599,000

3
Bedrooms
1,723
Square Feet
0.28
Acres

2361 Roxbury Road, Winter Park, FL 32789

$1,695,000 | 341 East Reading Way, Winter Park, FL 32789
1/57
Open: 7/5 02:00PM - 04:00PM

$1,695,000

4
Bedrooms
3,723
Square Feet
0.25
Acres

341 East Reading Way, Winter Park, FL 32789

$649,000 | 1037 North Virginia Avenue, Winter Park, FL 32789
1/35

$649,000

3
Bedrooms
1,101
Square Feet
0.15
Acres

1037 North Virginia Avenue, Winter Park, FL 32789

$695,000 | 1622 Arbor Park Drive, Winter Park, FL 32789
1/10

$695,000

3
Bedrooms
1,351
Square Feet
0.18
Acres

1622 Arbor Park Drive, 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

$1,249,000 | 3006 Northwood Boulevard, Winter Park, FL 32789
1/46

$1,249,000

4
Bedrooms
2,075
Square Feet
0.19
Acres

3006 Northwood Boulevard, 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

$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

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

$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

$2,499,000 | 426 Worthington Drive, Winter Park, FL 32789
1/45

$2,499,000

5
Bedrooms
3,520
Square Feet
0.23
Acres

426 Worthington Drive, Winter Park, FL 32789

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