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1601 Chestnut Avenue For Sale O6293647, FL

$1,495,000

Winter Park

Lake Knowles Terrace
4 Bed, 3 Baths , 2,795 SqFt

1601 Chestnut Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 55

Details

$1,500,000

Winter Park

Conwill Estates
4 Bed, 3 Baths , 3,297 SqFt

1741 Pine Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 73

Details

2015 Summerfield Road For Sale O6285086, FL

$1,500,000

Winter Park

Kenilworth Shores Sec 07
4 Bed, 4 Baths , 2,958 SqFt

2015 Summerfield Road, Winter Park, FL 32792

Single Family - Waterfront No Days Listed: 83

Details

747 Mcintyre Avenue For Sale O6274646, FL

$1,500,000

Winter Park

Winter Park
3 Bed, 2 Baths , 1,457 SqFt

747 Mcintyre Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 114

Details

747 Mcintyre Avenue For Sale O6274682, FL

$1,500,000

Winter Park

Winter Park
SqFt

747 Mcintyre Avenue, Winter Park, FL 32789

- Waterfront No Days Listed: 114

Details

1871 Taylor Avenue For Sale O6129924, FL

$1,550,000

Winter Park

-19.48% ($375,000) 4 Price Changes : Last Change 26 Days Ago

Orange Grove Subdivision
4 Bed, 5 Baths , 3,401 SqFt

1871 Taylor Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 657

Details

2408 Lafayette Avenue For Sale O6294433, FL

$1,550,000

Winter Park

-6.06% ($100,000) 1 Price Change : Last Change 19 Days Ago

Winter Park Village
4 Bed, 4 Baths , 2,838 SqFt

2408 Lafayette Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 55

Details

627 Country Club Drive For Sale O6218203, FL

$1,575,000

Winter Park

Lake Killarney Shores
4 Bed, 4 Baths , 2,858 SqFt

627 Country Club Drive, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 330

Details

690 Osceola Avenue Unit 604 For Sale O6276777, FL

$1,575,000

Winter Park

Lake Virginia Condo
3 Bed, 3 Baths , 2,128 SqFt

690 Osceola Avenue Unit 604, Winter Park, FL 32789

Condominium - Waterfront Yes Days Listed: 77

Details

8041 Lake Waunatta Drive For Sale O6295392, FL

$1,590,000

Winter Park

-5.92% ($100,000) 1 Price Change : Last Change 2 Days Ago

Lake Waunatta Woods
5 Bed, 5 Baths , 5,329 SqFt

8041 Lake Waunatta Drive, Winter Park, FL 32792

Single Family - Waterfront Yes Days Listed: 51

Details

1741 Palmer Avenue For Sale O6310656, FL

$1,595,000

Winter Park

Jenkins Add
3 Bed, 3 Baths , 2,351 SqFt

1741 Palmer Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 2

Details

$1,595,000

Winter Park

Morseland Subdivision
3 Bed, 2 Baths , 2,420 SqFt

335 Beloit Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 96

Details

1417 Miller Avenue For Sale O6271186, FL

$1,599,900

Winter Park

Henkel Add
5 Bed, 4 Baths , 3,312 SqFt

1417 Miller Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 118

Details

1429 Chapman Circle For Sale O6257912, FL

$1,599,999

Winter Park

-5.83% ($99,001) 3 Price Changes : Last Change 22 Days Ago

Windsong
4 Bed, 4 Baths , 3,116 SqFt

1429 Chapman Circle, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 187

Details

7841 Georgeann Street For Sale O6291551, FL

$1,645,000

Winter Park

Georgeann Homes
4 Bed, 4 Baths , 4,000 SqFt

7841 Georgeann Street, Winter Park, FL 32792

Single Family - Waterfront Yes Days Listed: 64

Details

$1,675,000

Winter Park

Lake Killarney Shores
4 Bed, 5 Baths , 2,812 SqFt

607 Ellen Drive, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 95

Details

$1,679,000

Winter Park

Suburban Homes
6,169 SqFt

7507 Aloma Avenue, Winter Park, FL 32792

Retail - Waterfront No Days Listed: 178

Details

1831 Mizell Avenue For Sale O6305970, FL

$1,695,000

Winter Park

Lake Monte Subdivision
4 Bed, 4 Baths , 3,204 SqFt

1831 Mizell Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 15

Details

$1,739,000

Winter Park

-3.12% ($56,000) 2 Price Changes : Last Change 6 Days Ago

Shores Lake Killarney Sec 02
4 Bed, 3 Baths , 3,472 SqFt

279 Rippling Lane, Winter Park, FL 32789

Single Family - Waterfront Yes Days Listed: 282

Details

2339 Lafayette Avenue For Sale O6307931, FL

$1,749,000

Winter Park

Fontainebleau
4 Bed, 6 Baths , 3,379 SqFt

2339 Lafayette Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 5

Details

101 S New York Avenue Unit 311 For Sale O6302823, FL

$1,749,000

Winter Park

Winter Park Residential
3 Bed, 4 Baths , 3,112 SqFt

101 S New York Avenue Unit 311, Winter Park, FL 32789

Condominium - Waterfront No Days Listed: 27

Details

1660 Walnut Avenue For Sale O6275164, FL

$1,759,000

Winter Park

Lake Knowles Terrace
4 Bed, 4 Baths , 2,172 SqFt

1660 Walnut Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 113

Details

1470 Place Picardy For Sale O6275888, FL

$1,770,000

Winter Park

-9.23% ($180,000) 3 Price Changes : Last Change 2 Days Ago

Fontainebleau
5 Bed, 6 Baths , 4,227 SqFt

1470 Place Picardy, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 110

Details

1702 Arbor Park Drive For Sale O6285557, FL

$1,775,000

Winter Park

Conwill Estates
4 Bed, 4 Baths , 2,950 SqFt

1702 Arbor Park Drive, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 73

Details

1682 Arbor Park Drive For Sale O6285459, FL

$1,775,000

Winter Park

Conwill Estates
4 Bed, 4 Baths , 2,950 SqFt

1682 Arbor Park Drive, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 73

Details

$1,850,000

Winter Park

-5.13% ($100,000) 1 Price Change : Last Change 1 Day Ago

Sylvan Park
SqFt

313 Sylvan Drive, Winter Park, FL 32789

- Waterfront Yes Days Listed: 120

Details

$1,875,000

Winter Park

Charmont
4 Bed, 4 Baths , 3,440 SqFt

1970 Laurel Road, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 60

Details

2407 Lafayette Avenue For Sale O6308139, FL

$1,888,000

Winter Park

Fontainebleau
5 Bed, 5 Baths , 3,133 SqFt

2407 Lafayette Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 8

Details

$1,950,000

Winter Park

Pennsylvania Place Rep
3 Bed, 4 Baths , 2,767 SqFt

622 Penn Place, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 106

Details

1521 Chestnut Avenue For Sale A4651868, FL

$1,999,900

Winter Park

Lake Knowles Terrace
4 Bed, 3 Baths , 3,117 SqFt

1521 Chestnut Avenue, Winter Park, FL 32789

Single Family - Waterfront No Days Listed: 6

Details

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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