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468 Matching Listings
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$539,500
Winter Park
-3.45% ($20,000) 1 Price Change : Last Change 15 Days Ago
Tanglewood Sec 3 Rep  
5 Bed, 2 Baths , 2,272 SqFt
5073 Lake Howell Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 76
$540,000
Winter Park
Capens Add  
SqFt
621 Symonds Avenue, Winter Park, FL 32789
- Waterfront No Days Listed: 13
$540,000
Winter Park
Capens Add  
SqFt
631 Symonds Avenue, Winter Park, FL 32789
- Waterfront No Days Listed: 13
$549,000
Winter Park
-25.71% ($190,000) 12 Price Changes : Last Change 84 Days Ago
Lake Waunatta Woods  
5 Bed, 3 Baths , 2,153 SqFt
4041 Yacht Court, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 406
$549,000
Winter Park
La Casas De Indiana  
3 Bed, 3 Baths , 1,616 SqFt
1745 Indiana Avenue Unit J, Winter Park, FL 32789
Townhouse - Waterfront No Days Listed: 13
$549,000
Winter Park
-3.60% ($20,500) 2 Price Changes : Last Change 36 Days Ago
Amberwood Unit 1  
4 Bed, 3 Baths , 2,213 SqFt
3901 Woodglade Cove, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 103
$549,000
Winter Park
-1.76% ($10,000) 1 Price Change : Last Change 11 Days Ago
Kenilworth Shores Sec 1  
3 Bed, 2 Baths , 1,656 SqFt
426 S Lakemont Avenue, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 57
$550,000
Winter Park
Kenilworth Shores Sec 07  
4 Bed, 2 Baths , 1,699 SqFt
2007 Strathaven Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 48
$550,000
Winter Park
Winter Park Estates  
1,805 SqFt
2627 Ambergate Road, Winter Park, FL 32792
Duplex - Waterfront No Days Listed: 7
$550,000
Winter Park
Kenilworth Shores Sec 05  
3 Bed, 2 Baths , 1,752 SqFt
2138 Whitehall Drive, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 20
$550,000
Winter Park
-8.18% ($49,000) 2 Price Changes : Last Change 1 Day Ago
Winter Park Estates  
4 Bed, 3 Baths , 1,805 SqFt
2627 Ambergate Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 800
$550,000
Winter Park
Morseland Subdivision  
3 Bed, 2 Baths , 1,115 SqFt
720 N Pennsylvania Avenue, Winter Park, FL 32789
Single Family - Waterfront No Days Listed: 91
$550,000
Winter Park
+22.22% ($100,000) 1 Price Change : Last Change 56 Days Ago
Andalucia Apts  
2 Bed, 2 Baths , 986 SqFt
535 N Interlachen Avenue Unit, Winter Park, FL 32789
Condominium - Waterfront No Days Listed: 107
$554,900
Winter Park
Kenilworth Shores Sec 03  
3 Bed, 2 Baths , 1,416 SqFt
2025 Kimbrace Place, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 55
$559,000
Winter Park
-2.42% ($14,000) 1 Price Change : Last Change 24 Days Ago
Georgetown Estates  
4 Bed, 2 Baths , 2,126 SqFt
3131 Lowndes Drive, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 42
$559,000
Winter Park
Killarney Bay Condo  
2 Bed, 3 Baths , 1,214 SqFt
660 Killarney Bay Court Unit 6, Winter Park, FL 32789
Condominium - Waterfront Yes Days Listed: 77
$564,000
Winter Park
-0.88% ($5,000) 1 Price Change : Last Change 7 Days Ago
Lake Waunatta Woods  
5 Bed, 3 Baths , 2,733 SqFt
4029 Cool Water Court, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 76
$564,900
Winter Park
Cloisters Condo  
2 Bed, 1 Baths , 901 SqFt
100 S Interlachen Avenue Unit, Winter Park, FL 32789
Condominium - Waterfront No Days Listed: 20
$565,000
Winter Park
Glencoe Subdivision  
3 Bed, 2 Baths , 1,645 SqFt
2381 Roxbury Road, Winter Park, FL 32789
Single Family - Waterfront No Days Listed: 62
$565,000
Winter Park
Orwin Manor Stratford Sec  
4 Bed, 2 Baths , 1,795 SqFt
1531 Norfolk Avenue, Winter Park, FL 32789
Single Family - Waterfront No Days Listed: 82
$565,000
Winter Park
Lake Virginia Condo  
2 Bed, 2 Baths , 1,400 SqFt
690 Osceola Avenue Unit 502, Winter Park, FL 32789
Condominium - Waterfront Yes Days Listed: 48
$569,000
Winter Park
Orwin Manor  
3 Bed, 2 Baths , 1,642 SqFt
1368 Devon Rd, Winter Park, FL 32789
Single Family - Waterfront No Days Listed: 42
$569,000
Winter Park
-1.04% ($6,000) 1 Price Change : Last Change 11 Days Ago
Winter Park Pines Rep  
3 Bed, 2 Baths , 1,579 SqFt
2779 Prince John Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 111
$575,000
Winter Park
-3.36% ($20,000) 1 Price Change : Last Change 6 Days Ago
Sylvan Heights  
2 Bed, 1 Baths , 1,000 SqFt
1821 Goodrich Avenue, Winter Park, FL 32789
Single Family - Waterfront No Days Listed: 38
$575,000
Winter Park
Winter Park Pines  
4 Bed, 2 Baths , 2,250 SqFt
715 Roughbeard Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 20
$575,000
Winter Park
-3.36% ($20,000) 1 Price Change : Last Change 1 Day Ago
Sylvan Heights  
SqFt
1821 Goodrich Avenue, Winter Park, FL 32789
- Waterfront No Days Listed: 47
$575,000
Winter Park
Kings Cove  
4 Bed, 2 Baths , 2,275 SqFt
4353 Steed Terrace, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 16
$579,000
Winter Park
Corinthean/winter Park Condo  
3 Bed, 3 Baths , 1,775 SqFt
2238 Hawick Lane Unit 2238, Winter Park, FL 32792
Condominium - Waterfront No Days Listed: 6
$580,000
Winter Park
-10.77% ($70,000) 10 Price Changes : Last Change 3 Days Ago
Winter Park Pines  
3 Bed, 2 Baths , 1,420 SqFt
274 N Ranger Boulevard, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 269
$589,000
Winter Park
-6.51% ($41,000) 4 Price Changes : Last Change 5 Days Ago
Suburban Homes Sec 2  
4 Bed, 3 Baths , 2,170 SqFt
5255 Seminole Avenue, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 141


Data feed last updated 05-21-2025 at 9:00 PM
Listing information 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 My Florida Regional MLS DBA Stellar MLS.
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