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Cottages for sale 3 bedroom in Winter Park

2,938 available properties

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Sylvan Park, Winter Park

3 Bedrooms

2 Bathrooms

2,047 sq.ft

1 day + 6 hours ago

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Williamsburgh, Winter Park

3 Bedrooms

2 Bathrooms

2,133 sq.ft

1 day + 6 hours ago

Apartment 307339 results House 229343 results Townhouse 24125 results Duplex 10809 results Condo 5768 results Detached House 4619 results

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Winter Park, Seminole County

3 Bedrooms

2 Bathrooms

2,029 sq.ft

1 day + 6 hours ago

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Winter Park, Seminole County

3 Bedrooms

2 Bathrooms

2,139 sq.ft

1 day + 6 hours ago

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Foreclosure

House

USD 365,000

Winter Park, Seminole County

3 Bedrooms

1 Bathroom

1,185 sq.ft

1 day + 6 hours ago

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House

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Park Manor, Winter Park

3 Bedrooms

2 Bathrooms

2,526 sq.ft

1 day + 6 hours ago

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Winter Park, Orange County

3 Bedrooms

2 Bathrooms

2,499 sq.ft

1 day + 6 hours ago

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Park Manor, Winter Park

3 Bedrooms

2 Bathrooms

1,506 sq.ft

1 day + 6 hours ago

44 pictures

New

House

USD 1,190,000

Winter Park, Orange County

Office room

1 day + 6 hours ago

47 pictures

House

USD 950,000

Winter Park, Orange County

GardenOffice roomFireplaceEquipped kitchenSwimming pool

6 days + 6 hours ago

45 pictures

House

USD 950,000

Winter Park, Orange County

FireplaceEquipped kitchen

Oct 02, 2026

39 pictures

House

USD 4,250,000

USD 4,400,000

Winter Park, Orange County

Equipped kitchenSwimming pool

2 weeks + 2 days ago

25 pictures

Updated

House

USD 1,450,000

USD 1,495,000

Winter Park, Orange County

Equipped kitchenSwimming pool

1 day + 6 hours ago

23 pictures

House

USD 524,900

USD 529,000

Winter Park, Orange County

PatioGardenTerraceEquipped kitchen

2 weeks + 3 days ago

25 pictures

House

USD 439,000

Winter Park, Orange County

GardenEquipped kitchen

2 weeks + 6 days ago

2 pictures

New

House

USD 365,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,208 sq.ft

Garden

1 day + 6 hours ago

2 pictures

Condo

USD 270,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,580 sq.ft

PatioBalconyEquipped kitchen

3 days + 6 hours ago

2 pictures

House

USD 620,000

Kenilworth Shores, Winter Park

3 Bedrooms

2 Bathrooms

1,762 sq.ft

FireplaceEquipped kitchen

3 days + 6 hours ago

2 pictures

House

USD 509,999

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,460 sq.ft

Equipped kitchenSwimming pool

4 days + 6 hours ago

2 pictures

House

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Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,647 sq.ft

PatioGardenEquipped kitchen

1 week + 4 days ago

2 pictures

Townhouse

USD 460,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

2,076 sq.ft

Equipped kitchenParkingSwimming pool

1 week + 2 days ago

2 pictures

Condo

USD 230,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,268 sq.ft

BalconyEquipped kitchen

2 weeks + 1 day ago

2 pictures

House

USD 350,000

Winter Park, Orange County

3 Bedrooms

1 Bathroom

2,000 sq.ft

GardenEquipped kitchen

3 days + 6 hours ago

2 pictures

Townhouse

USD 355,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,872 sq.ft

Equipped kitchenAir conditioning

1 week + 4 days ago

2 pictures

Townhouse

USD 491,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

2,308 sq.ft

Equipped kitchenParkingSwimming pool

2 weeks + 5 days ago

2 pictures

House

USD 649,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,573 sq.ft

GardenDeckFireplaceEquipped kitchenSwimming pool

3 weeks + 2 days ago

2 pictures

House

USD 350,000

Lakeside Office Park, Winter Park

3 Bedrooms

2 Bathrooms

1,344 sq.ft

PatioGardenEquipped kitchen

3 weeks + 1 day ago

2 pictures

Townhouse

USD 315,000

Winter Park, Orange County

3 Bedrooms

2 Bathrooms

1,682 sq.ft

3 weeks + 2 days ago

2 pictures

House

USD 769,900

Golfside, Winter Park

3 Bedrooms

3 Bathrooms

2,145 sq.ft

Swimming pool

3 weeks + 2 days ago

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House

USD 101,000

USD 424,900

76%

Aloma, Winter Park

3 Bedrooms

2 Bathrooms

1,175 sq.ft

Sep 30, 2026

Cottages for sale 3 bedroom in Winter Park

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Property types

Apartments Winter Park (307,339)

Houses Winter Park (229,343)

Townhouses Winter Park (24,125)

Duplexes Winter Park (10,809)

Condos Winter Park (5,768)

Detached Houses Winter Park (4,619)

For sale

Winter Park

Cottages Winter Park