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31 - 60 of 313 | Previous Page 2 of 11 Next

$2,399,000
39

922 N Pennsylvania Avenue, Winter Park, FL

922 N Pennsylvania Avenue
Winter Park, FL
3 Beds

4 Baths

3,440 Home (sqft)

4 Baths

7,406 Lot (sqft)
$3,000
22

300 Carolina Avenue #205, Winter Park, FL

300 Carolina Avenue #205
Winter Park, FL
2 Beds

2 Baths

1,311 Home (sqft)

2 Baths

12,633 Lot (sqft)
$225,000
21

851 Miles Avenue #8, Winter Park, FL

851 Miles Avenue #8
Winter Park, FL
2 Beds

1 Bath

808 Home (sqft)

1 Bath

5,663 Lot (sqft)
$5,900
20

2227 Howard Drive, Winter Park, FL

2227 Howard Drive
Winter Park, FL
3 Beds

3 Baths

2,196 Home (sqft)

3 Baths

19,167 Lot (sqft)
$2,490,000
70

1602 Alabama Drive #PH404, Winter Park, FL

1602 Alabama Drive #PH404
Winter Park, FL
3 Beds

4 Baths

2,709 Home (sqft)

4 Baths

0 Lot (sqft)
$2,495
18

1955 Eland Avenue, Winter Park, FL

1955 Eland Avenue
Winter Park, FL
3 Beds

2 Baths

1,494 Home (sqft)

2 Baths

8,277 Lot (sqft)
$1,200,000
42

835 Antonette Avenue, Winter Park, FL

835 Antonette Avenue
Winter Park, FL
3 Beds

2 Baths

1,867 Home (sqft)

2 Baths

11,326 Lot (sqft)
$3,300,000
48

1820 Englewood Road, Winter Park, FL

1820 Englewood Road
Winter Park, FL
5 Beds

6 Baths

4,263 Home (sqft)

6 Baths

10,890 Lot (sqft)
$200,000
28

2500 Lee Road #243, Winter Park, FL

2500 Lee Road #243
Winter Park, FL
1 Bed

1 Bath

645 Home (sqft)

1 Bath

2,178 Lot (sqft)
$740,000
33

1840 Laurel Road, Winter Park, FL

1840 Laurel Road
Winter Park, FL
3 Beds

2 Baths

2,245 Home (sqft)

2 Baths

7,841 Lot (sqft)
$2,900
32

648 W Swoope Avenue, Winter Park, FL

648 W Swoope Avenue
Winter Park, FL
3 Beds

1 Bath

960 Home (sqft)

1 Bath

6,970 Lot (sqft)
$1,180,000
72

2607 Lafayette Avenue, Winter Park, FL

2607 Lafayette Avenue
Winter Park, FL
4 Beds

4 Baths

2,770 Home (sqft)

4 Baths

7,841 Lot (sqft)
$669,000
9

2711 Parkland Drive, Winter Park, FL

2711 Parkland Drive
Winter Park, FL
0 Beds

0 Baths

0 Home (sqft)

0 Baths

7,406 Lot (sqft)
$3,040
26

333 Cambridge Boulevard, Winter Park, FL

333 Cambridge Boulevard
Winter Park, FL
3 Beds

2 Baths

1,651 Home (sqft)

2 Baths

9,584 Lot (sqft)
$269,000
21

1979 Staunton Avenue, Winter Park, FL

1979 Staunton Avenue
Winter Park, FL
1 Bed

1 Bath

736 Home (sqft)

1 Bath

6,970 Lot (sqft)
$975,000
61

1760 Mondrian Circle, Winter Park, FL

1760 Mondrian Circle
Winter Park, FL
3 Beds

4 Baths

2,245 Home (sqft)

4 Baths

1,743 Lot (sqft)
$1,300,000
23

171 Cortland Avenue, Winter Park, FL

171 Cortland Avenue
Winter Park, FL
0 Beds

0 Baths

0 Home (sqft)

0 Baths

14,811 Lot (sqft)
$1,300,000
23

171 Cortland Avenue, Winter Park, FL

171 Cortland Avenue
Winter Park, FL
2 Beds

2 Baths

1,683 Home (sqft)

2 Baths

14,811 Lot (sqft)
$779,000
1

1823 Sunset Drive, Winter Park, FL

1823 Sunset Drive
Winter Park, FL
3 Beds

4 Baths

2,414 Home (sqft)

4 Baths

9,584 Lot (sqft)
$375,000
24

260 Killarney Bay Court #6-6, Winter Park, FL

260 Killarney Bay Court #6-6
Winter Park, FL
2 Beds

1 Bath

1,140 Home (sqft)

1 Bath

4,792 Lot (sqft)
$355,000
23

700 Melrose Ave #C22, Winter Park, FL

700 Melrose Ave #C22
Winter Park, FL
3 Beds

3 Baths

1,448 Home (sqft)

3 Baths

1,743 Lot (sqft)
$4,600
33

336 Blue Heron Drive, Winter Park, FL

336 Blue Heron Drive
Winter Park, FL
3 Beds

3 Baths

1,754 Home (sqft)

3 Baths

1.06 Lot (ac)
$610,000
43

151 N Orlando Avenue #212, Winter Park, FL

151 N Orlando Avenue #212
Winter Park, FL
3 Beds

2 Baths

1,875 Home (sqft)

2 Baths

12,197 Lot (sqft)
$1,495,000
47

1420 Palmer Avenue, Winter Park, FL

1420 Palmer Avenue
Winter Park, FL
4 Beds

4 Baths

2,953 Home (sqft)

4 Baths

11,326 Lot (sqft)
$549,000
23

240 Cambridge Boulevard, Winter Park, FL

240 Cambridge Boulevard
Winter Park, FL
3 Beds

2 Baths

1,630 Home (sqft)

2 Baths

11,326 Lot (sqft)
$1,599,000
48

1327 Bridgeport Drive, Winter Park, FL

1327 Bridgeport Drive
Winter Park, FL
5 Beds

4 Baths

4,181 Home (sqft)

4 Baths

15,682 Lot (sqft)
$675,000
25

1511 Chestnut Avenue, Winter Park, FL

1511 Chestnut Avenue
Winter Park, FL
2 Beds

2 Baths

1,275 Home (sqft)

2 Baths

7,406 Lot (sqft)
$950,000
40

1018 Turner Road, Winter Park, FL

1018 Turner Road
Winter Park, FL
4 Beds

2 Baths

2,237 Home (sqft)

2 Baths

21,345 Lot (sqft)
$8,500,000
88

1112 Preserve Point Drive, Winter Park, FL

1112 Preserve Point Drive
Winter Park, FL
5 Beds

6 Baths

6,502 Home (sqft)

6 Baths

1.94 Lot (ac)
$4,175,000
45

1581 Forest Avenue, Winter Park, FL

1581 Forest Avenue
Winter Park, FL
4 Beds

6 Baths

4,683 Home (sqft)

6 Baths

16,989 Lot (sqft)

Previous Page 2 of 11 Next

The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 6/20/25 9:08 PM PDT.

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32789 – Winter Park community Real Estate

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