Duplexes for sale in Winter Park

10,825 available properties
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House
House for sale in Winter Park, Orange County
USD 2,295,000
Winter Park, Orange County

3,295 sq.ft

Office roomTerraceEquipped kitchenSwimming pool

2 days + 7 hours ago

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Property for sale in Winter Park, Seminole County
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Winter Park, Seminole County

1 day + 7 hours ago

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Property for sale in Winter Park, Orange County
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Winter Park, Orange County

1 day + 7 hours ago

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Foreclosure
House
House for sale in Bertha, Winter Park
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Bertha, Winter Park

4 Bedrooms

3 Bathrooms

3,156 sq.ft

1 day + 7 hours ago

26 pictures Arrow icon pointing to the right
House
House for sale in Winter Park, Orange County
USD 3,250,000
Winter Park, Orange County
GardenFireplaceEquipped kitchenSwimming pool

5 days + 7 hours ago

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Foreclosure
House
House for sale in Williamsburgh, Winter Park
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Williamsburgh, Winter Park

3 Bedrooms

2 Bathrooms

2,133 sq.ft

1 day + 7 hours ago

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Property for sale in Winter Park, Orange County
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Winter Park, Orange County

1 day + 7 hours ago

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Foreclosure
House
House for sale in Winter Park, Seminole County
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Winter Park, Seminole County

3 Bedrooms

2 Bathrooms

2,029 sq.ft

1 day + 7 hours ago

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Foreclosure
House
House for sale in Detmar Terrace, Winter Park
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Detmar Terrace, Winter Park

4 Bedrooms

2 Bathrooms

2,148 sq.ft

1 day + 7 hours ago

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House
House for sale in Winter Park, Orange County
USD 3,500,000
Winter Park, Orange County

4,036 sq.ft

Office roomTerraceFireplaceEquipped kitchenSwimming poolLift

1 week + 7 hours ago

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House
House for sale in Winter Park, Orange County
USD 950,000
Winter Park, Orange County
FireplaceEquipped kitchen

2 weeks + 3 days ago

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Foreclosure
Condo
Condo for sale in Winter Park, Orange County
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Winter Park, Orange County

2 Bedrooms

1 Bathroom

1 day + 7 hours ago

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Foreclosure
House
House for sale in Winter Park Pines, Winter Park
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Winter Park Pines, Winter Park

3 Bedrooms

2 Bathrooms

2,117 sq.ft

1 day + 7 hours ago

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House
House for sale in Winter Park, Orange County
USD 6,195,000
Winter Park, Orange County
Office roomEquipped kitchenSwimming pool

1 week + 7 hours ago

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Foreclosure
House
House for sale in Winter Park, Seminole County
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Winter Park, Seminole County

3 Bedrooms

2 Bathrooms

2,139 sq.ft

1 day + 7 hours ago

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Foreclosure
Condo
Condo for sale in Winter Park, Orange County
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Winter Park, Orange County

2 Bedrooms

1 Bathroom

710 sq.ft

1 day + 7 hours ago

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Foreclosure
Condo
Condo for sale in Winter Park, Orange County
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Winter Park, Orange County

1 Bedroom

1 Bathroom

1 day + 7 hours ago

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House
House for sale in Winter Park, Orange County
USD 4,250,000
USD 4,400,000
3%
Winter Park, Orange County
Equipped kitchenSwimming pool

4 days + 7 hours ago

37 pictures Arrow icon pointing to the right
House
House for sale in Winter Park, Orange County
USD 3,075,000
Winter Park, Orange County
FireplaceEquipped kitchenSwimming pool

4 days + 7 hours ago

46 pictures Arrow icon pointing to the right
House
House for sale in Winter Park, Orange County
USD 1,750,000
Winter Park, Orange County
Office roomTerraceEquipped kitchenSwimming pool

5 days + 7 hours ago

35 pictures Arrow icon pointing to the right
House
House for sale in Winter Park, Orange County
USD 1,495,000
Winter Park, Orange County
GardenTerraceDeck

1 week + 7 hours ago

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House
House for sale in Winter Park, Orange County
USD 899,900
Winter Park, Orange County
GardenEquipped kitchen

1 week + 1 day ago

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House
House for sale in Winter Park, Orange County
USD 2,000,000
Winter Park, Orange County
GardenFireplaceEquipped kitchenSwimming pool

3 weeks + 2 days ago

32 pictures Arrow icon pointing to the right
House
House for sale in Winter Park, Orange County
USD 1,595,000
Winter Park, Orange County
GardenOffice roomFireplaceEquipped kitchenSwimming pool

Sep 25, 2026

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House
House for sale in Winter Park, Orange County
USD 3,495,000
Winter Park, Orange County
Office roomEquipped kitchenSwimming pool

Sep 23, 2026

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Foreclosure
House
House for sale in Winter Park, Seminole County
USD 365,000
Winter Park, Seminole County

3 Bedrooms

1 Bathroom

1,185 sq.ft

1 day + 7 hours ago

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Foreclosure
Condo
Condo for sale in Winter Park, Orange County
Request Details
Winter Park, Orange County

2 Bedrooms

2 Bathrooms

1 day + 7 hours ago

15 pictures Arrow icon pointing to the right
Updated
House
House for sale in Winter Park, Orange County
USD 1,250,000
Winter Park, Orange County
GardenSwimming pool

2 days + 7 hours ago

50 pictures Arrow icon pointing to the right
House
House for sale in Winter Park, Orange County
USD 1,690,000
Winter Park, Orange County
TerraceEquipped kitchenSwimming pool

3 days + 7 hours ago

30 pictures Arrow icon pointing to the right
House
House for sale in Winter Park, Orange County
USD 3,265,000
Winter Park, Orange County

4,949 sq.ft

GardenEquipped kitchenSwimming pool

5 days + 7 hours ago

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