Homes for Sale in Winter Park, FL

price
-
1-41 of 216 Homes
House
$4,250,000 | 229 Alexander Place, Winter Park, FL 32789
1/10
Compass Coming Soon

$4,250,000

4
Bedrooms
4,375
Square Feet
0.27
Acres

229 Alexander Place, Winter Park, FL 32789

SVGUnlock more homes you won't find anywhere else
Listings are only private online. All buyers & agents can access in our offices or by contacting Compass.
$849,000 | 439 North Capen Avenue, Winter Park, FL 32789
1/29
Listed By Compass

$849,000

3
Bedrooms
1,861
Square Feet
0.10
Acres

439 North Capen Avenue, Winter Park, FL 32789

$5,600,000 | 2228 Azalea Place, Winter Park, FL 32789
1/67
Listed By CompassOpen: 7/11 03:00PM - 05:00PM

$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 CompassOpen: 7/12 02:00PM - 04:00PM

$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

$1,500,000 | 777 Halifax Avenue, Winter Park, FL 32792
1/48
Coming Soon

$1,500,000

5
Bedrooms
3,109
Square Feet
0.23
Acres

777 Halifax Avenue, Winter Park, FL 32792

$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

$1,690,000 | 708 Balmoral Road, Winter Park, FL 32789
Coming Soon

$1,690,000

4
Bedrooms
2,786
Square Feet
0.35
Acres

708 Balmoral Road, Winter Park, FL 32789

$470,000 | 2041 Jewell Avenue, Winter Park, FL 32789
1/29

$470,000

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
Open: 7/11 12:00PM - 02:00PMVirtual Tour

$449,000

3
Bedrooms
1,838
Square Feet
0.24
Acres

2611 Lotafun Avenue, Winter Park, FL 32789

$589,000 | 2803 Riddle Drive, Winter Park, FL 32789
1/35
New

$589,000

3
Bedrooms
1,637
Square Feet
0.25
Acres

2803 Riddle Drive, Winter Park, FL 32789

$379,900 | 4965 North Orange Avenue, Winter Park, FL 32792
1/29

$379,900

4
Bedrooms
1,444
Square Feet
0.18
Acres

4965 North Orange Avenue, Winter Park, FL 32792

$594,500 | 2010 Summerfield Road, Winter Park, FL 32792
1/40
Virtual TourNew

$594,500

3
Bedrooms
1,889
Square Feet
0.22
Acres

2010 Summerfield Road, Winter Park, FL 32792

$639,000 | 1908 Cyril Court, Winter Park, FL 32792
1/29

$639,000

4
Bedrooms
2,471
Square Feet
0.32
Acres

1908 Cyril Court, Winter Park, FL 32792

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

$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

$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 - 03:00PM

$625,000

4
Bedrooms
1,920
Square Feet
0.14
Acres

2087 Laurelwood Way, Winter Park, FL 32792

$375,000 | 2189 Sussex Road, Winter Park, FL 32792
1/29

$375,000

4
Bedrooms
1,776
Square Feet
0.19
Acres

2189 Sussex Road, Winter Park, FL 32792

$2,195,000 | 1750 Walnut Avenue, Winter Park, FL 32789
1/55
Open: 7/12 10:00AM - 01:00PMNew

$2,195,000

4
Bedrooms
3,691
Square Feet
0.22
Acres

1750 Walnut 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

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

$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
1/17

$2,569,999

5
Bedrooms
3,670
Square Feet
0.22
Acres

1754 Taylor Avenue, Winter Park, FL 32789

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

$2,549,000

5
Bedrooms
3,479
Square Feet
0.22
Acres

1823 Sunset Drive, Winter Park, FL 32789

$4,900,000 | 1180 Vía Lugano, Winter Park, FL 32789
1/65

$4,900,000

5
Bedrooms
4,961
Square Feet
0.46
Acres

1180 Vía Lugano, Winter Park, FL 32789

$415,000 | 3621 Hawthorne Lane, Winter Park, FL 32792
1/28
Open: 7/18 10:00AM - 02:00PM

$415,000

3
Bedrooms
1,525
Square Feet
0.22
Acres

3621 Hawthorne Lane, Winter Park, FL 32792

$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

$450,000 | 1189 Lazy Hollow Place, Winter Park, FL 32792
1/59
Open: 7/11 12:00PM - 02:00PM

$450,000

4
Bedrooms
1,525
Square Feet
0.23
Acres

1189 Lazy Hollow Place, 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

$825,000 | 722 South Ranger Boulevard, Winter Park, FL 32792
1/65
Open: 7/11 11:30AM - 02:00PM

$825,000

4
Bedrooms
2,164
Square Feet
0.25
Acres

722 South Ranger Boulevard, Winter Park, FL 32792

a front view of house with yard and trees around
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

$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

$495,000 | 4887 Magnolia Avenue, Winter Park, FL 32792
1/47
Virtual Tour

$495,000

4
Bedrooms
1,955
Square Feet
0.23
Acres

4887 Magnolia Avenue, Winter Park, FL 32792

$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

For Sale:

Discover Your Perfect Home

Explore Nearby Homes

Looking for Rentals?

Homes and Apartments for Rent in Winter Park