Cheap Apartments in Winter Park, FL

1 - 19 of 19 Results
13
$835
Winter Park, FL
1 BR | Ask for Availability
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40
$1,037
Winter Park, FL
1 BR | Ask for Availability
Contact
23
$810
Winter Park, FL
1 BR | Ask for Availability
Contact
52
$1,186 - 1,274
5 Autumn Breeze Way Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
44
$1,179 - 1,199
2174 Sharp Ct Fern Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Fitness Center
Pool
34
$1,229
1699 Semoran N Cir Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Covered Parking
16
$1,036 - 1,386
210 Welcome Way Fern Park, FL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
23
3D Tour
$1,140 - 1,250
7000 University Blvd Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
32
3D Tour
$1,157 - 1,272
3114 Terry Brook Dr Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
36
$1,279 - 2,035
3207 Rosebud Lane Winter Park, FL
1 BR | Available Now
Contact
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
5
$1,149 - 1,199
Deal
1485 Ash Cir Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
5
$1,195
Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
House
11
$1,170 - 1,265
7502 Sun Key Blvd Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Fitness Center
15
$1,010 - 1,300
311 N Knowles Ave Winter Park, FL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Covered Parking
20
$880 - 1,280
2400 Howell Branch Road Winter Park, FL
Studio - 2 BR | Ask for Availability
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Balcony/Deck/Patio
1
$1,195
600 N Semoran Blvd Winter Park, FL
1 BR | Available Now
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0
$1,020 - 1,225
2000 Village Ln Winter Park, FL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Covered Parking
Balcony/Deck/Patio
5
$1,200
Winter Park, FL
2 BR | Ask for Availability
Contact
1 - 19 of 19 Results
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Cheap Apartments in Winter Park, FL: November Rental Information

Welcome to the November 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the November 2026 key findings and figures for the Winter Park rental landscape.

Our experts analyze the inventory trends for cheap apartments in Winter Park - overall market rent distribution, availability by bedroom count, and month-over-month comparisons. This summary also provides insight into available features and amenities, as well as location options for affordable apartments in Winter Park. Whether you're a student, young professional, or someone looking to downsize, our monthly rent report will help you navigate the Winter Park rental market and find an apartment that suits your needs without breaking the bank.
0 7 15 22 30 <$1,000 $1,040 $1,120 $1,200 $1,280 $1,360 $1,440 $1,520 $1,600 $1,680 $1,760 $1,840 $1,920 >$2,000

Looking for Cheap Apartments in Winter Park?

Available cheap apartments 393
Top amenities Balcony/Deck/Patio, Barbecue, Business Center, Tennis Court, On Site Maintenance
Furnished 1
2 Bedroom 1