Winter Park, FL Homes for Sale & Real Estate

price
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1-60 of 335 Homes
$650,900 | 5427 Peaco Place, Winter Park, FL 32792
1/16
New

$650,900

5
Bedrooms
4
Bathrooms
1,974
Square Feet
0.25
Acres

5427 Peaco Place, Winter Park, FL 32792

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$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

$460,000 | 2826 Ambergate Road, Winter Park, FL 32792
1/28
Coming Soon

$460,000

3
Bedrooms
1,521
Square Feet
0.33
Acres

2826 Ambergate Road, Winter Park, FL 32792

$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
1/21

$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, Unit 2433, Winter Park, FL 32792
1/31

$259,000

3
Bedrooms
1,720
Square Feet

2433 Grand Teton Circle, Unit 2433, 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: 7/26 12:00PM - 02:00PM

$684,000

4
Bedrooms
1,605
Square Feet
0.20
Acres

2833 Prince John Road, Winter Park, FL 32792

$362,000 | 7026 Hammock Way, Winter Park, FL 32792
1/23

$362,000

3
Bedrooms
1,257
Square Feet
0.19
Acres

7026 Hammock Way, 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

$399,000 | 2033 Canny Cove, Winter Park, FL 32792
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

$1,800,000 | 281 Brewer Avenue, Winter Park, FL 32789
1/54

$1,800,000

5
Bedrooms
4,029
Square Feet
0.28
Acres

281 Brewer Avenue, Winter Park, FL 32789

$2,275,000 | 1271 Palmer Avenue, Winter Park, FL 32789
1/50
Virtual Tour

$2,275,000

4
Bedrooms
2,835
Square Feet
0.34
Acres

1271 Palmer Avenue, Winter Park, FL 32789

$425,000 | 1909 Taylor Avenue, Winter Park, FL 32792

$425,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.19
Acres

1909 Taylor Avenue, Winter Park, FL 32792

$280,000 | 3321 Royal Street, Winter Park, FL 32792
1/20

$280,000

3
Bedrooms
1,197
Square Feet
0.13
Acres

3321 Royal Street, Winter Park, FL 32792

$925,000 | 1927 South Lakemont Avenue, Winter Park, FL 32792
1/10
Coming SoonOpen: 7/26 01:00PM - 03:00PM

$925,000

3
Bedrooms
2,093
Square Feet
0.04
Acres

1927 South Lakemont Avenue, Winter Park, FL 32792

$409,900 | 2568 Lotafun Avenue, Winter Park, FL 32789
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
1/15
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
1/15
Virtual Tour

$1,250,000

4
Bedrooms
1,260
Square Feet
0.22
Acres

230 Killarney Drive, Winter Park, FL 32789

$920,000 | 1492 Via Sangro Place, Winter Park, FL 32792
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

$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

a view of a house with a yard
1/41
Open: 7/26 02:00PM - 04:00PM

$185,000

2
Bedrooms
1,031
Square Feet

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

a view of balcony and deck
1/33

$99,900

2
Bedrooms
1,020
Square Feet

145 Scottsdale Square, 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

a bathroom with a granite countertop sink a toilet and bathtub
1/13

$300,000

3
Bedrooms
1,803
Square Feet
0.09
Acres

2487 Harbour Way, Winter Park, FL 32792

a view of a house with a yard
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

a view of a house with a garden and trees
1/30
Virtual 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

a view of a big house with a big yard and large trees
1/32

$525,000

3
Bedrooms
2,633
Square Feet
0.30
Acres

4437 Glenmoor Court, Winter Park, FL 32792

a view of a house with a yard
1/26

$435,000

3
Bedrooms
1,620
Square Feet
0.21
Acres

2223 Conifer Avenue, Winter Park, FL 32792

$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

$625,000 | 786 McIntyre Avenue, Winter Park, FL 32789
1/28
Open: 7/26 01:00PM - 04:00PM

$625,000

3
Bedrooms
1,934
Square Feet
0.09
Acres

786 McIntyre 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
New

$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

$2,195,000

4
Bedrooms
3,691
Square Feet
0.22
Acres

1750 Walnut Avenue, Winter Park, FL 32789

$569,000 | 2803 Riddle Drive, Winter Park, FL 32789
1/28
Open: 7/26 01:00PM - 02:00PM

$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

$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

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

$1,690,000

4
Bedrooms
2,786
Square Feet
0.35
Acres

708 Balmoral Road, Winter Park, FL 32789

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

$600,000

2
Bedrooms
912
Square Feet
0.18
Acres

2824 Woodside Avenue, Winter Park, FL 32789

a front view of a house with a garden and plants
1/17

$2,569,999

5
Bedrooms
3,670
Square Feet
0.22
Acres

1754 Taylor Avenue, Winter Park, FL 32789

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