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Houses for rent in Winter Park

73,394 available properties
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25 pictures Arrow icon pointing to the right
House
House for rent in Winter Park, Florida
USD 1,750/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,031 sq.ft

PatioEquipped kitchenParking

6 days + 15 hours ago

20 pictures Arrow icon pointing to the right
Updated
House
House for rent in Winter Park, Florida
USD 2,365/month
USD 2,390/month
1%
Winter Park, Florida

3 Bedrooms

2 Bathrooms

1,397 sq.ft

1 day + 15 hours ago

20 pictures Arrow icon pointing to the right
New
Apartment
Apartment for rent in Winter Park, Florida
USD 1,665/month
Winter Park, Florida

3 Bedrooms

2 Bathrooms

1,300 sq.ft

1 day + 15 hours ago

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New
Apartment
Apartment for rent in Winter Park, Florida
USD 1,166/month
Winter Park, Florida

1 Bedroom

1 Bathroom

756 sq.ft

1 day + 15 hours ago

9 pictures Arrow icon pointing to the right
New
Condo
Condo for rent in Winter Park, Florida
USD 1,299/month
Winter Park, Florida

1 Bedroom

1 Bathroom

727 sq.ft

PatioEquipped kitchenSwimming pool

2 days + 15 hours 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

3 days + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 2,430/month
Winter Park, Florida

3 Bedrooms

2 Bathrooms

1,087 sq.ft

Balcony

1 day + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,101/month
Winter Park, Florida

1 Bathroom

378 sq.ft

Balcony

5 days + 15 hours ago

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Condo
Condo for rent in Winter Park, Florida
USD 1,595/month
Winter Park, Florida

2 Bedrooms

1 Bathroom

881 sq.ft

Equipped kitchenAir conditioning

6 days + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,782/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,042 sq.ft

PatioDeckEquipped kitchenSwimming pool

1 day + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,723/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

940 sq.ft

PatioDeckEquipped kitchenSwimming pool

1 day + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,619/month
USD 1,679/month
4%
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,087 sq.ft

Balcony

3 days + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,325/month
USD 1,381/month
4%
Winter Park, Florida

1 Bedroom

1 Bathroom

600 sq.ft

Balcony

6 days + 15 hours 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

6 days + 15 hours ago

16 pictures Arrow icon pointing to the right
Condo
Condo for rent in Winter Park, Florida
USD 1,200/month
Winter Park, Florida

1 Bedroom

1 Bathroom

725 sq.ft

PatioEquipped kitchenAir conditioningSwimming poolParking

1 week + 4 days ago

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Updated
Condo
Condo for rent in Winter Park, Florida
USD 1,450/month
Winter Park, Florida

1 Bedroom

1 Bathroom

749 sq.ft

PatioEquipped kitchen

1 day + 15 hours ago

11 pictures Arrow icon pointing to the right
Apartment
Apartment for rent in Winter Park, Florida
USD 1,300/month
Winter Park, Florida

1 Bedroom

1 Bathroom

725 sq.ft

PatioEquipped kitchenAir conditioningSwimming poolHeating

2 weeks + 4 days ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,943/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

1,085 sq.ft

4 days + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,250/month
Winter Park, Florida

1 Bedroom

1 Bathroom

712 sq.ft

Swimming pool

5 days + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,594/month
Winter Park, Florida

1 Bedroom

1 Bathroom

873 sq.ft

Balcony

6 days + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,284/month
Winter Park, Florida

1 Bedroom

1 Bathroom

785 sq.ft

1 day + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,460/month
Winter Park, Florida

1 Bedroom

1 Bathroom

611 sq.ft

Balcony

6 days + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,589/month
Winter Park, Florida

2 Bedrooms

1 Bathroom

812 sq.ft

Balcony

Jun 23, 2026

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,244/month
Winter Park, Florida

1 Bedroom

1 Bathroom

720 sq.ft

PatioBalconyEquipped kitchenSwimming pool

1 day + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,355/month
Winter Park, Florida

1 Bedroom

1 Bathroom

720 sq.ft

PatioBalconyEquipped kitchenSwimming pool

1 day + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,341/month
Winter Park, Florida

1 Bedroom

1 Bathroom

720 sq.ft

PatioBalconyEquipped kitchenSwimming pool

1 day + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,215/month
Winter Park, Florida

1 Bedroom

1 Bathroom

720 sq.ft

PatioBalconyEquipped kitchenSwimming pool

1 day + 15 hours ago

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Updated
Apartment
Apartment for rent in Winter Park, Florida
USD 1,478/month
USD 1,517/month
3%
Winter Park, Florida

2 Bedrooms

2 Bathrooms

976 sq.ft

PatioBalconyEquipped kitchenSwimming pool

2 days + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,975/month
Winter Park, Florida

3 Bedrooms

2 Bathrooms

1,270 sq.ft

PatioBalconyEquipped kitchenSwimming pool

3 days + 15 hours ago

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Apartment
Apartment for rent in Winter Park, Florida
USD 1,660/month
Winter Park, Florida

2 Bedrooms

2 Bathrooms

976 sq.ft

PatioBalconyEquipped kitchenSwimming pool

3 days + 15 hours ago

Property value in Winter Park
Average price per sq.feet
USD 2/sq.feet
13.4 %
Price evolution on May 2026
18.1 %
Price evolution on June 2025
Average property value
USD 2,555

Property value in Winter Park by number of bedrooms

USD 2,250 USD 1/sq.feet
Average price of 2 bedrooms Houses for rent with 2 bedrooms
USD 2,555 USD 1/sq.feet
Average price of 3 bedrooms Houses for rent with 3 bedrooms
USD 3,250 USD 1/sq.feet
Average price of 4 bedrooms Houses for rent with 4 bedrooms
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