Homes for Sale in Winter Park, FL

price
-
1-60 of 326 Homes
Active
$115,000 | 1000 South Semoran Boulevard, Unit 302, Winter Park, FL 32792
1/15
New

$115,000

1
Bedrooms
796
Square Feet

1000 South Semoran Boulevard, Unit 302, Winter Park, FL 32792

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.
$510,000 | 1061 Aragon Avenue, Unit 1061, Winter Park, FL 32789
1/7
New

$510,000

3
Bedrooms
1,669
Square Feet

1061 Aragon Avenue, Unit 1061, Winter Park, FL 32789

$3,895,000 | 125 South Interlachen Avenue, Unit 1, Winter Park, FL 32789
1/67
Virtual TourNew

$3,895,000

3
Bedrooms
3,878
Square Feet
0.03
Acres

125 South Interlachen Avenue, Unit 1, Winter Park, FL 32789

$530,000 | 2552 Brookshire Avenue, Winter Park, FL 32792
1/19
New

$530,000

3
Bedrooms
1,314
Square Feet
0.20
Acres

2552 Brookshire Avenue, Winter Park, FL 32792

$1,450,000 | 2138 Talman Court, Winter Park, FL 32792
1/93
New

$1,450,000

4
Bedrooms
4,249
Square Feet
0.45
Acres

2138 Talman Court, Winter Park, FL 32792

$2,299,000 | 1840 Laurel Road, Winter Park, FL 32789
1/12

$2,299,000

5
Bedrooms
2,868
Square Feet
0.18
Acres

1840 Laurel Road, Winter Park, FL 32789

$1,749,000 | 2525 Lafayette Avenue, Winter Park, FL 32789
1/10

$1,749,000

4
Bedrooms
2,715
Square Feet
0.18
Acres

2525 Lafayette Avenue, Winter Park, FL 32789

$4,750,000 | 2525 Temple Drive, Winter Park, FL 32789
1/51

$4,750,000

5
Bedrooms
4,542
Square Feet
1.32
Acres

2525 Temple Drive, Winter Park, FL 32789

$675,000 | 433 Gilbert Road, Winter Park, FL 32792
1/36
Open: 8/1 12:00PM - 02:00PMVirtual Tour

$675,000

3
Bedrooms
1,770
Square Feet
0.21
Acres

433 Gilbert Road, Winter Park, FL 32792

$435,000 | 3740 Hawthorne Lane, Winter Park, FL 32792
1/33

$435,000

3
Bedrooms
1,645
Square Feet
0.22
Acres

3740 Hawthorne Lane, Winter Park, FL 32792

$278,000 | 2475 Tahoe Circle, Unit 2475, Winter Park, FL 32792
1/29
Listed By Coldwell Banker Realty

$278,000

2
Bedrooms
1,295
Square Feet

2475 Tahoe Circle, Unit 2475, Winter Park, FL 32792

$1,894,400 | 2614 Parkland Drive, Winter Park, FL 32789
1/55

$1,894,400

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.23
Acres

2614 Parkland Drive, Winter Park, FL 32789

$650,900 | 5427 Peaco Place, Winter Park, FL 32792
1/16

$650,900

5
Bedrooms
4
Bathrooms
1,974
Square Feet
0.25
Acres

5427 Peaco Place, Winter Park, FL 32792

$425,000 | 1886 Clematis Lane, Winter Park, FL 32792
1/29

$425,000

3
Bedrooms
1,238
Square Feet
0.26
Acres

1886 Clematis Lane, Winter Park, FL 32792

$129,000 | 1000 South Semoran Boulevard, Unit 305, Winter Park, FL 32792
1/22

$129,000

1
Bedrooms
735
Square Feet

1000 South Semoran Boulevard, Unit 305, Winter Park, FL 32792

$1,419,900 | 1546 Miller Avenue, Winter Park, FL 32789
1/36

$1,419,900

4
Bedrooms
2,984
Square Feet
0.16
Acres

1546 Miller Avenue, Winter Park, FL 32789

$430,000 | 5409 Albert Drive, Winter Park, FL 32792
1/15

$430,000

3
Bedrooms
1,483
Square Feet
0.21
Acres

5409 Albert Drive, Winter Park, FL 32792

$339,000 | 3562 Bougainvillea Drive, Winter Park, FL 32792
1/27

$339,000

3
Bedrooms
1,149
Square Feet
0.21
Acres

3562 Bougainvillea Drive, Winter Park, FL 32792

$795,000 | 1850 Bryan Avenue, Winter Park, FL 32789
1/23

$795,000

3
Bedrooms
1,563
Square Feet
0.17
Acres

1850 Bryan Avenue, Winter Park, FL 32789

$324,900 | 7426 Blue Jacket Place East, Winter Park, FL 32792
1/28
Virtual Tour

$324,900

3
Bedrooms
1,150
Square Feet
0.18
Acres

7426 Blue Jacket Place East, Winter Park, FL 32792

$230,000 | 200 St Andrews Boulevard, Unit 2904, Winter Park, FL 32792
1/21

$230,000

2
Bedrooms
1,219
Square Feet

200 St Andrews Boulevard, Unit 2904, Winter Park, FL 32792

$259,000 | 2433 Grand Teton Circle, Winter Park, FL 32792
1/31

$259,000

3
Bedrooms
1,720
Square Feet

2433 Grand Teton Circle, Winter Park, FL 32792

$469,000 | 2703 Tierra Circle, Winter Park, FL 32792
1/54

$469,000

3
Bedrooms
1,737
Square Feet
0.19
Acres

2703 Tierra Circle, Winter Park, FL 32792

$684,000 | 2833 Prince John Road, Winter Park, FL 32792
1/31
Open: 8/1 11:00AM - 01:00PM

$684,000

4
Bedrooms
1,605
Square Feet
0.20
Acres

2833 Prince John Road, Winter Park, FL 32792

$365,000 | 2511 Eastbrook Boulevard, Winter Park, FL 32792
1/28

$365,000

3
Bedrooms
1,520
Square Feet
0.22
Acres

2511 Eastbrook Boulevard, Winter Park, FL 32792

a front view of house with yard
1/55

$399,000

3
Bedrooms
1,907
Square Feet
0.04
Acres

2033 Canny Cove, Winter Park, FL 32792

$650,000 | 901 Harmon Avenue, Winter Park, FL 32789
1/19

$650,000

2
Bedrooms
2
Bathrooms
1,277
Square Feet
0.13
Acres

901 Harmon Avenue, Winter Park, FL 32789

a front view of a house with garden
1/54

$1,800,000

5
Bedrooms
4,029
Square Feet
0.28
Acres

281 Brewer Avenue, Winter Park, FL 32789

a view of a house with a big yard and large trees
1/50
Virtual Tour

$2,275,000

4
Bedrooms
2,835
Square Feet
0.34
Acres

1271 Palmer Avenue, Winter Park, FL 32789

a front view of a house with garden
1/20

$280,000

3
Bedrooms
1,197
Square Feet
0.13
Acres

3321 Royal Street, Winter Park, FL 32792

a view of a white house with a small yard plants and a large tree
1/25

$409,900

3
Bedrooms
1,201
Square Feet
0.11
Acres

2568 Lotafun Avenue, Winter Park, FL 32789

$1,275,000 | 240 Killarney Drive, Winter Park, FL 32789
1/13
Virtual Tour

$1,275,000

3
Bedrooms
1,329
Square Feet
0.24
Acres

240 Killarney Drive, Winter Park, FL 32789

$1,250,000 | 230 Killarney Drive, Winter Park, FL 32789
1/13
Virtual Tour

$1,250,000

4
Bedrooms
1,260
Square Feet
0.22
Acres

230 Killarney Drive, Winter Park, FL 32789

front view of a house with a garden
1/81

$920,000

4
Bedrooms
3,063
Square Feet
0.19
Acres

1492 Via Sangro Place, Winter Park, FL 32792

$310,000 | 846 Driver Avenue, Winter Park, FL 32789
1/25

$310,000

2
Bedrooms
824
Square Feet
0.16
Acres

846 Driver Avenue, Winter Park, FL 32789

$1,150,000 | 1351 Oneco Avenue, Winter Park, FL 32789
1/30
Open: 8/1 12:00PM - 03:00PM

$1,150,000

4
Bedrooms
2,474
Square Feet
0.24
Acres

1351 Oneco Avenue, Winter Park, FL 32789

$525,000 | 1134 Washington Avenue, Unit 13C, Winter Park, FL 32789
1/41

$525,000

3
Bedrooms
2,195
Square Feet

1134 Washington Avenue, Unit 13C, Winter Park, FL 32789

$775,000 | 1562 Arbor Park Drive, Winter Park, FL 32789
1/49
Listed By Compass

$775,000

4
Bedrooms
1,899
Square Feet
0.18
Acres

1562 Arbor Park Drive, Winter Park, FL 32789

$335,000 | 2526 Passamonte Drive, Unit 10F, Winter Park, FL 32792
1/10

$335,000

3
Bedrooms
1,790
Square Feet

2526 Passamonte Drive, Unit 10F, Winter Park, FL 32792

$185,000 | 7450 Wynnewood Square, Unit 189, Winter Park, FL 32792
1/41

$185,000

2
Bedrooms
1,031
Square Feet

7450 Wynnewood Square, Unit 189, Winter Park, FL 32792

a front view of house with yard
1/15

$175,000

1
Bedrooms
732
Square Feet

1500 Gay Road, Unit 4D, Winter Park, FL 32789

$290,000 | 2487 Harbour Way, Winter Park, FL 32792
1/13

$290,000

3
Bedrooms
1,803
Square Feet
0.09
Acres

2487 Harbour Way, Winter Park, FL 32792

$2,100,000 | 1133 Bella Lago Cove, Winter Park, FL 32792
1/21

$2,100,000

3
Bedrooms
1,765
Square Feet
6.64
Acres

1133 Bella Lago Cove, Winter Park, FL 32792

a front view of house with yard and green space
1/26

$429,900

4
Bedrooms
1,653
Square Feet
0.30
Acres

1401 Aster Court, Winter Park, FL 32792

a view of a big house with a big yard and large trees
1/12

$925,000

4
Bedrooms
2,552
Square Feet
0.36
Acres

1310 Fairview Avenue, Winter Park, FL 32789

a view of a yard in front of a house
1/10

$1,600,000

4
Bedrooms
2,568
Square Feet
0.21
Acres

250 Killarney Drive, Winter Park, FL 32789

$1,995,000 | 922 North Pennsylvania Avenue, Winter Park, FL 32789
1/30
Open: 8/1 01:00PM - 03:00PMVirtual Tour

$1,995,000

4
Bedrooms
3,440
Square Feet
0.17
Acres

922 North Pennsylvania Avenue, Winter Park, FL 32789

a house with green field in front of it
1/25

$1,595,000

3
Bedrooms
1,944
Square Feet
0.15
Acres

462 West Lyman Avenue, Winter Park, FL 32789

$80,000 | 263 Scottsdale Square, Unit 263, Winter Park, FL 32792
1/3

$80,000

2
Bedrooms
1,020
Square Feet

263 Scottsdale Square, Unit 263, Winter Park, FL 32792

$385,000 | 885 Carnation Drive, Winter Park, FL 32792
1/29

$385,000

4
Bedrooms
1,240
Square Feet
0.30
Acres

885 Carnation Drive, Winter Park, FL 32792

a view of a pathway both side of the house
1/50

$719,900

4
Bedrooms
2,602
Square Feet
0.02
Acres

436 West Swoope Avenue, Winter Park, FL 32789

$849,949 | 724 Monmouth Way, Winter Park, FL 32792
1/34

$849,949

5
Bedrooms
2,832
Square Feet
0.26
Acres

724 Monmouth Way, Winter Park, FL 32792

an aerial view of residential houses with outdoor space
1/4

$1,750,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.37
Acres

313 Sylvan Drive, Winter Park, FL 32789

$80,000 | 303 Scottsdale Square, Unit 303, Winter Park, FL 32792
1/3

$80,000

2
Bedrooms
1,020
Square Feet

303 Scottsdale Square, Unit 303, Winter Park, FL 32792

$2,200,000 | 1415 Grove Terrace, Winter Park, FL 32789
1/20

$2,200,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.54
Acres

1415 Grove Terrace, Winter Park, FL 32789

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

$1,500,000

5
Bedrooms
3,109
Square Feet
0.23
Acres

777 Halifax Avenue, Winter Park, FL 32792

$2,195,000 | 1750 Walnut Avenue, Winter Park, FL 32789
1/55
Open: 7/31 05:00PM - 07:00PM

$2,195,000

4
Bedrooms
3,691
Square Feet
0.22
Acres

1750 Walnut Avenue, Winter Park, FL 32789

a view of a house with a yard
1/28

$569,000

3
Bedrooms
1,709
Square Feet
0.25
Acres

2803 Riddle Drive, Winter Park, FL 32789

a front view of a house with garden
1/37

$255,000

3
Bedrooms
1,311
Square Feet

2450 Grand Teton Circle, Unit 2450, Winter Park, FL 32792

$575,000 | 2010 Summerfield Road, Winter Park, FL 32792
1/40
Virtual Tour

$575,000

3
Bedrooms
1,889
Square Feet
0.22
Acres

2010 Summerfield Road, Winter Park, FL 32792

For Sale:

Discover Your Perfect Home

Explore Nearby Homes

Looking for Rentals?

Homes and Apartments for Rent in Winter Park