Winter Park, FL Homes for Sale & Real Estate

price
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1-41 of 339 Homes
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

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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 view of backyard with a tub
1/37
Listed By Compass

$1,185,999

6
Bedrooms
4
Bathrooms
2,282
Square Feet
0.09
Acres

726 North Pennsylvania Avenue, Winter Park, FL 32789

a front view of house with yard and outdoor seating
1/28
Listed By Compass

$460,000

3
Bedrooms
1,606
Square Feet
0.18
Acres

950 Hanover Avenue, 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

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

$2,750,000 | 1630 Lasbury Avenue, Winter Park, FL 32789
1/37
Listed By Compass

$2,750,000

5
Bedrooms
4,917
Square Feet
0.34
Acres

1630 Lasbury 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

a front view of a house with a yard
1/26
Listed By Compass

$315,000

2
Bedrooms
1,140
Square Feet

150 Killarney Bay Court, Unit 5, Winter Park, FL 32789

a front view of a house with a garden and trees
1/53
Listed By CompassVirtual Tour

$2,225,000

5
Bedrooms
3,691
Square Feet
0.24
Acres

1885 Temple Drive, Winter Park, FL 32789

$1,099,000 | 1768 Mondrian Circle, Winter Park, FL 32789
1/26
Listed By Compass

$1,099,000

3
Bedrooms
2,193
Square Feet
0.04
Acres

1768 Mondrian Circle, Winter Park, FL 32789

$775,000 | 275 North Ranger Boulevard, Winter Park, FL 32792
1/2
Coming Soon

$775,000

4
Bedrooms
1,950
Square Feet
0.19
Acres

275 North Ranger Boulevard, Winter Park, FL 32792

$417,500 | 1016 Manchester Circle, Winter Park, FL 32792
Coming Soon

$417,500

4
Bedrooms
1,625
Square Feet
0.24
Acres

1016 Manchester Circle, Winter Park, FL 32792

a front view of a house with a garden
1/5
Coming Soon

$439,900

3
Bedrooms
1,666
Square Feet
0.22
Acres

1840 Aster Drive, Winter Park, FL 32792

$199,900 | 151 North Orlando Avenue, Unit 142, Winter Park, FL 32789
Coming Soon

$199,900

1
Bedrooms
582
Square Feet

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

a front view of a house with garden
1/44
Coming Soon

$2,995,000

5
Bedrooms
3,523
Square Feet
0.33
Acres

1591 Cardinal Court, Winter Park, FL 32789

$519,900 | 2715 Prince John Road, Winter Park, FL 32792
1/29

$519,900

3
Bedrooms
1,565
Square Feet
0.19
Acres

2715 Prince John Road, Winter Park, FL 32792

$649,000 | 2700 Cady Way, Winter Park, FL 32792
1/49
Open: 6/13 01:00PM - 03:00PMNew

$649,000

4
Bedrooms
1,876
Square Feet
0.22
Acres

2700 Cady Way, 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

$879,000 | 1265 Arlington Place, Winter Park, FL 32789
1/38
Open: 6/13 11:00AM - 01:00PMNew

$879,000

3
Bedrooms
2,030
Square Feet
0.10
Acres

1265 Arlington Place, Winter Park, FL 32789

$509,000 | 641 West Lyman Avenue, Winter Park, FL 32789
1/36

$509,000

3
Bedrooms
1,120
Square Feet
0.12
Acres

641 West Lyman Avenue, Winter Park, FL 32789

$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

$315,000 | 5894 Shale Court, Winter Park, FL 32792
1/56
New

$315,000

2
Bedrooms
1,027
Square Feet
0.13
Acres

5894 Shale Court, Winter Park, FL 32792

$495,000 | 5340 North Lake Burkett Lane, Winter Park, FL 32792
1/29

$495,000

3
Bedrooms
1,746
Square Feet
0.16
Acres

5340 North Lake Burkett Lane, Winter Park, FL 32792

$1,250,000 | 1600 Alabama Drive, Unit 402, Winter Park, FL 32789
1/38
Virtual Tour

$1,250,000

2
Bedrooms
1,574
Square Feet

1600 Alabama Drive, Unit 402, Winter Park, FL 32789

$629,000 | 685 Overspin Drive, Winter Park, FL 32789
1/26

$629,000

3
Bedrooms
2,112
Square Feet
0.16
Acres

685 Overspin Drive, Winter Park, FL 32789

$745,000 | 408 Holt Avenue, Winter Park, FL 32789
1/34

$745,000

2
Bedrooms
3
Bathrooms
1,440
Square Feet
0.11
Acres

408 Holt Avenue, Winter Park, FL 32789

$119,900 | Ridgewood Avenue, Winter Park, FL 32789
1/6

$119,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.04
Acres

Ridgewood Avenue, Winter Park, FL 32789

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

$470,000

2
Bedrooms
1,036
Square Feet
0.19
Acres

1521 Cavendish 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

$4,200,000 | 141 West Lake Sue Avenue, Winter Park, FL 32789
1/5

$4,200,000

5
Bedrooms
5,500
Square Feet
0.51
Acres

141 West Lake Sue Avenue, Winter Park, FL 32789

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

$450,000

3
Bedrooms
1,676
Square Feet
0.15
Acres

1535 Lawndale Circle, Winter Park, FL 32792

$245,000 | 700 Melrose Avenue, Unit K25, Winter Park, FL 32789
1/24
Open: 6/14 02:00PM - 04:00PM

$245,000

1
Bedrooms
787
Square Feet

700 Melrose Avenue, Unit K25, Winter Park, FL 32789

$405,000 | 5503 Albert Drive, Winter Park, FL 32792
1/57

$405,000

3
Bedrooms
1,366
Square Feet
0.21
Acres

5503 Albert Drive, 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

$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

$390,000 | 2512 Eastbrook Boulevard, Winter Park, FL 32792
1/42

$390,000

4
Bedrooms
1,607
Square Feet
0.20
Acres

2512 Eastbrook Boulevard, Winter Park, FL 32792

$185,000 | 4798 Tangerine Avenue, Unit 4798, Winter Park, FL 32792
1/35

$185,000

2
Bedrooms
1,058
Square Feet

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

$695,000 | 715 South Ranger Boulevard, Winter Park, FL 32792
1/48

$695,000

4
Bedrooms
2,312
Square Feet
0.23
Acres

715 South Ranger Boulevard, Winter Park, FL 32792

$2,250,000 | 240 North Phelps Avenue, Winter Park, FL 32789
1/41
New

$2,250,000

5
Bedrooms
2,889
Square Feet
0.21
Acres

240 North Phelps Avenue, Winter Park, FL 32789

$739,000 | 300 Carolina Avenue, Unit 301, Winter Park, FL 32789
1/32

$739,000

2
Bedrooms
1,305
Square Feet

300 Carolina Avenue, Unit 301, Winter Park, FL 32789

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