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Properties for rent in Winter Park

3,992 available properties
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New
Apartment
Apartment for rent in Winter Park, Florida
USD 1,400/month
Winter Park, Florida

2 Bedrooms

1 Bathroom

1,460 sq.ft

Swimming poolFully furnished

1 day + 23 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,424/month
Winter Park, Florida

1 Bedroom

1 Bathroom

837 sq.ft

PatioDeckEquipped kitchenSwimming pool

1 day + 23 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,324/month
Winter Park, Florida

1 Bedroom

1 Bathroom

675 sq.ft

PatioDeckEquipped kitchenSwimming pool

2 days + 23 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,699/month
USD 1,742/month
2%
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,042 sq.ft

PatioDeckEquipped kitchenSwimming pool

2 days + 23 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,514/month
Winter Park, Florida

1 Bedroom

1 Bathroom

675 sq.ft

PatioDeckEquipped kitchenSwimming pool

2 days + 23 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,095/month
Winter Park, Florida

1 Bedroom

1 Bathroom

740 sq.ft

2 weeks + 4 days ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,745/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

950 sq.ft

Aug 20, 2026

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,655/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

950 sq.ft

Aug 20, 2026

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,465/month
Winter Park, Florida

2 Bedrooms

1 Bathroom

850 sq.ft

Aug 20, 2026

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,325/month
Winter Park, Florida

1 Bedroom

1 Bathroom

750 sq.ft

Aug 20, 2026

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,275/month
Winter Park, Florida

1 Bedroom

1 Bathroom

650 sq.ft

Aug 20, 2026

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,295/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,250 sq.ft

Jul 15, 2026

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,269/month
Winter Park, Florida

1 Bedroom

1 Bathroom

528 sq.ft

Balcony

1 week + 23 hours ago

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House
House for rent in Winter Park, Florida
USD 3,150/month
USD 3,395/month
7%
Winter Park, Florida

3 Bedrooms

2 Bathrooms

2,378 sq.ft

PatioOffice roomEquipped kitchenParking

3 days + 23 hours ago

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House
House for rent in Winter Park, Florida
USD 2,195/month
Winter Park, Florida

3 Bedrooms

1 Bathroom

1,300 sq.ft

GardenEquipped kitchenParking

1 week + 5 days ago

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House
House for rent in Winter Park, Florida
USD 2,850/month
Winter Park, Florida

3 Bedrooms

2 Bathrooms

1,450 sq.ft

PatioGardenEquipped kitchen

1 week + 5 days ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,509/month
Winter Park, Florida

2 Bedrooms

1 Bathroom

1,087 sq.ft

Balcony

1 week + 5 days ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,746/month
Winter Park, Florida

2 Bedrooms

1 Bathroom

1,085 sq.ft

23 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,418/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,020 sq.ft

23 hours ago

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Updated
Condo
Condo for rent in Winter Park, Florida
USD 795/month
USD 895/month
11%
Winter Park, Florida

1 Bedroom

1 Bathroom

809 sq.ft

Security

1 day + 23 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,258/month
Winter Park, Florida

1 Bedroom

1 Bathroom

785 sq.ft

1 day + 23 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,395/month
USD 1,419/month
2%
Winter Park, Florida

1 Bedroom

1 Bathroom

720 sq.ft

PatioBalconyEquipped kitchenSwimming pool

3 days + 23 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,359/month
Winter Park, Florida

1 Bedroom

1 Bathroom

545 sq.ft

Balcony

1 week + 1 day ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 2,319/month
USD 2,506/month
7%
Winter Park, Florida

3 Bedrooms

2 Bathrooms

1,087 sq.ft

Balcony

1 week + 5 days ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,479/month
USD 1,499/month
1%
Winter Park, Florida

2 Bedrooms

1 Bathroom

812 sq.ft

Balcony

1 week + 5 days ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,529/month
USD 1,548/month
1%
Winter Park, Florida

1 Bedroom

1 Bathroom

873 sq.ft

Balcony

1 week + 5 days ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,107/month
Winter Park, Florida

1 Bedroom

1 Bathroom

600 sq.ft

1 week + 5 days ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,679/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,087 sq.ft

Balcony

2 weeks + 1 day ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,579/month
Winter Park, Florida

2 Bedrooms

1 Bathroom

1,095 sq.ft

Balcony

2 weeks + 1 day ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,400/month
Winter Park, Florida

1 Bedroom

1 Bathroom

648 sq.ft

Balcony

2 weeks + 1 day ago

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