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Cheap Apartments in Winter Park, FL

1 - 22 of 22 Results
13
$818
W Webster Ave
Winter Park, FL
1 BR | Ask for Availability
Contact
1
$788
Sugarwood Cir
Winter Park, FL
1 BR | Ask for Availability
Contact
23
3D Tour
$1,240 - 1,295
Central Place At Winter Park
Deal
4.0
7000 University Blvd Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
97
$1,244 - 1,289
Venue At Winter Park
5 Autumn Breeze Way Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
61
$1,099 - 1,229
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
34
$1,199 - 1,219
Sapphire Winter Park
Deal
1699 Semoran N Cir Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Covered Parking
32
$1,229
Serena Winter Park
Deal
2890 Red Lion Sq Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
32
3D Tour
$1,083 - 1,188
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 BR | May. 15, 2026
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
43
3D Tour
$1,295 - 1,600
Whisper Lake Apartments
Deal
3250 Whisper Lake Lane Winter Park, FL
1 BR | Available Now
Contact
Furnished
Virtual Tour
Luxury
Air Conditioning
Surface Parking
12
$1,229 - 1,319
Indigo Winter Park
Deal
220 S Semoran Boulevard Winter Park Winter Park, FL
1 BR | Available Now
Contact
Heat Included
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
30
$1,199 - 1,279
The Park At Rialto
Deal
2174 Sharp Ct Fern Park, FL
1 BR | May. 15, 2026
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Fitness Center
Pool
10
$1,099 - 1,364
Advenir at Magnolia
210 Welcome Way Fern Park, FL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
8
$1,234
W Swoope Ave
Winter Park, FL
1 BR | Ask for Availability
Contact
Downtown Winter Park
1
$1,200
3075 Aaron Burr Unit Q 8B
Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
19
$1,295
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 BR | May. 19, 2026
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
11
$1,198 - 1,293
Solis at Winter Park
Deal
7502 Sun Key Blvd Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
1
$1,195
Mizell at Winter Park
600 N Semoran Blvd Winter Park, FL
1 BR | Available Now
Contact
15
$1,010 - 1,300
Park East Knowles Apartments
Deal
311 N Knowles Ave Winter Park, FL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Covered Parking
20
$880 - 1,280
Sorrento
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
5
$1,200
2706 Townley Ct
Winter Park, FL
2 BR | Ask for Availability
Contact
$1,020 - 1,225
Winter Park Village Apartments
2000 Village Ln Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Covered Parking
Balcony/Deck/Patio
1
$1,295
1 Br 1 Ba Condo
3035 George Mason Ave Apt C Winter Park, FL
1 BR | Available Now
Contact
Dishwasher
1 - 22 of 22 Results
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Frequently Asked Questions

How many cheap apartments are available in Winter Park, FL on Rentable.co?

There are 22 cheap apartments in Winter Park currently available for rent on Rentable.co.

Cheap Apartments in Winter Park, FL: May Rental Information

Welcome to the May 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the May 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 5 10 15 20 <$1,100 $1,120 $1,160 $1,200 $1,240 $1,280 $1,320 $1,360 $1,400 $1,440 $1,480 $1,520 $1,560 >$1,600
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