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$1,999,900
1521 Chestnut Avenue, Winter Park, FL1521 Chestnut Avenue
Winter Park, FL- 4 Beds
- 3 Baths
- 3,117 Home (sqft)
- 3 Baths
- 7,406 Lot (sqft)
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$2,375,000
104 Cortland Avenue, Winter Park, FL104 Cortland Avenue
Winter Park, FL- 4 Beds
- 3 Baths
- 3,182 Home (sqft)
- 3 Baths
- 12,197 Lot (sqft)
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$2,999,000
1891 Lake Spier Drive, Winter Park, FL1891 Lake Spier Drive
Winter Park, FL- 5 Beds
- 4 Baths
- 3,932 Home (sqft)
- 4 Baths
- 34,413 Lot (sqft)
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$499,000
674 Douglas Avenue, Winter Park, FL674 Douglas Avenue
Winter Park, FL- 2 Beds
- 2 Baths
- 1,260 Home (sqft)
- 2 Baths
- 3,485 Lot (sqft)
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$1,499
1500 Gay Road #5C, Winter Park, FL1500 Gay Road #5C
Winter Park, FL- 1 Bed
- 1 Bath
- 732 Home (sqft)
- 1 Bath
- 1,743 Lot (sqft)
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$1,888,000
2407 Lafayette Avenue, Winter Park, FL2407 Lafayette Avenue
Winter Park, FL- 5 Beds
- 5 Baths
- 3,133 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$1,495
1434 Minnesota Avenue, Winter Park, FL1434 Minnesota Avenue
Winter Park, FL- 2 Beds
- 1 Bath
- 1,000 Home (sqft)
- 1 Bath
- 7,841 Lot (sqft)
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$1,999,000
633 Balmoral Road, Winter Park, FL633 Balmoral Road
Winter Park, FL- 4 Beds
- 3 Baths
- 2,674 Home (sqft)
- 3 Baths
- 25,701 Lot (sqft)
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$414,999
920 Gloriosa Avenue, Winter Park, FL920 Gloriosa Avenue
Winter Park, FL- 3 Beds
- 2 Baths
- 1,540 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
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$995,000
1821 Windsor Drive, Winter Park, FL1821 Windsor Drive
Winter Park, FL- 4 Beds
- 3 Baths
- 2,188 Home (sqft)
- 3 Baths
- 10,455 Lot (sqft)
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$2,900,000
1401 Green Cove Road, Winter Park, FL1401 Green Cove Road
Winter Park, FL- 4 Beds
- 7 Baths
- 5,416 Home (sqft)
- 7 Baths
- 11,762 Lot (sqft)
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$600,000
1550 Michigan Avenue, Winter Park, FL1550 Michigan Avenue
Winter Park, FL- 0 Beds
- 0 Baths
- 1,452 Home (sqft)
- 0 Baths
- 6,970 Lot (sqft)
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$14,900
649 N Park Avenue, Winter Park, FL649 N Park Avenue
Winter Park, FL- 3 Beds
- 5 Baths
- 3,180 Home (sqft)
- 5 Baths
- 3,921 Lot (sqft)
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$3,150,000
541 W Canton Avenue, Winter Park, FL541 W Canton Avenue
Winter Park, FL- 4 Beds
- 4 Baths
- 3,553 Home (sqft)
- 4 Baths
- 8,712 Lot (sqft)
-
$207,900
2500 Lee Road #134, Winter Park, FL2500 Lee Road #134
Winter Park, FL- 1 Bed
- 1 Bath
- 645 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
-
$1,049,000
913 Moss Lane, Winter Park, FL913 Moss Lane
Winter Park, FL- 3 Beds
- 2 Baths
- 1,887 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
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$2,895,000
940 Lincoln Circle, Winter Park, FL940 Lincoln Circle
Winter Park, FL- 4 Beds
- 5 Baths
- 3,551 Home (sqft)
- 5 Baths
- 14,375 Lot (sqft)
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$510,000
631 Symonds Avenue, Winter Park, FL631 Symonds Avenue
Winter Park, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 5,663 Lot (sqft)
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$510,000
621 Symonds Avenue, Winter Park, FL621 Symonds Avenue
Winter Park, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 5,663 Lot (sqft)
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$1,625,000
1742 Barcelona Way, Winter Park, FL1742 Barcelona Way
Winter Park, FL- 5 Beds
- 8 Baths
- 3,626 Home (sqft)
- 8 Baths
- 19,167 Lot (sqft)
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$3,600,000
182 N Phelps Avenue, Winter Park, FL182 N Phelps Avenue
Winter Park, FL- 4 Beds
- 5 Baths
- 4,812 Home (sqft)
- 5 Baths
- 14,811 Lot (sqft)
-
$245,000
151 N Orlando Avenue #204, Winter Park, FL151 N Orlando Avenue #204
Winter Park, FL- 2 Beds
- 1 Bath
- 710 Home (sqft)
- 1 Bath
- 12,197 Lot (sqft)
-
$299,000
849 Driver Avenue, Winter Park, FL849 Driver Avenue
Winter Park, FL- 2 Beds
- 1 Bath
- 894 Home (sqft)
- 1 Bath
- 6,970 Lot (sqft)
-
$3,000
1938 Eland Avenue, Winter Park, FL1938 Eland Avenue
Winter Park, FL- 3 Beds
- 2 Baths
- 1,806 Home (sqft)
- 2 Baths
- 9,584 Lot (sqft)
-
$369,000
657 Overspin Drive, Winter Park, FL657 Overspin Drive
Winter Park, FL- 4 Beds
- 2 Baths
- 1,349 Home (sqft)
- 2 Baths
- 6,970 Lot (sqft)
-
$549,000
1745 Indiana Avenue #J, Winter Park, FL1745 Indiana Avenue #J
Winter Park, FL- 3 Beds
- 3 Baths
- 1,616 Home (sqft)
- 3 Baths
- 436 Lot (sqft)
-
$3,595,000
141 S Phelps Avenue, Winter Park, FL141 S Phelps Avenue
Winter Park, FL- 6 Beds
- 6 Baths
- 5,878 Home (sqft)
- 6 Baths
- 12,197 Lot (sqft)
-
$3,900
690 Osceola Avenue #607, Winter Park, FL690 Osceola Avenue #607
Winter Park, FL- 3 Beds
- 3 Baths
- 1,683 Home (sqft)
- 3 Baths
- 1.56 Lot (ac)
-
$775,000
1429 Indiana Avenue, Winter Park, FL1429 Indiana Avenue
Winter Park, FL- 3 Beds
- 3 Baths
- 1,939 Home (sqft)
- 3 Baths
- 4,356 Lot (sqft)
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$925,000
1764 Mondrian Circle, Winter Park, FL1764 Mondrian Circle
Winter Park, FL- 3 Beds
- 4 Baths
- 2,265 Home (sqft)
- 4 Baths
- 1,743 Lot (sqft)
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 6/21/25 3:08 PM PDT.
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