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Cheap Apartments in Winter Park, FL

1 - 28 of 28 Results
18
$1,101
Biscayne Dr
Winter Park, FL
1 BR | Ask for Availability
Contact
13
$840
W Webster Ave
Winter Park, FL
1 BR | Ask for Availability
Contact
82
$1,310 - 1,333
Venue At Winter Park
5 Autumn Breeze Way Winter Park, FL
1 BR | Feb. 12, 2026
Contact
Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
36
$1,199 - 2,245
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Fitness Center
58
$1,249
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio | Apr. 17, 2026
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
23
3D Tour
$1,200 - 1,255
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
43
3D Tour
$1,350
Whisper Lake Apartments
Deal
3250 Whisper Lake Lane Winter Park, FL
1 BR | Available Now
Contact
Furnished
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
30
3D Tour
$1,216 - 1,232
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 BR | Feb. 14, 2026
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
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
1
$1,325
Beautiful 1/1 Wood Floors Condo For Rent In Winter Park
2905 Antique Oaks Cir Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Storage
Dishwasher
Pool
16
$1,270
2183 Crandon Ave
Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
1
$1,275
Adorable 1 Bed 1 Bath Winter Park Condo
3014 Antique Oaks Cir Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Dishwasher
1
$1,250
Beautiful 1/1 Wood Floor Condo For Rent With Serene Trees View From Your Screened Balcony.
2948 Antique Oaks Cir #96 Winter Park, FL
1 BR | Ask for Availability
Contact
Dog Friendly
Storage
Dishwasher
Pool
19
$1,311 - 1,406
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
15
$1,320
3011 George Mason Ave
Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
13
$1,350
200 Saint Andrews Blvd Unit 101
Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Dishwasher
11
$1,168 - 1,350
Solis at Winter Park
7502 Sun Key Blvd Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
1
$1,350
Beautiful Remodeled 1/1 Condo X Rent @ Winter Park In Front Of Full Sail.
3032 Antique Oaks Cir #146 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Storage
33
$1,250
1443 Harmon Ave Unit Room
Winter Park, FL
3 BR | Available Now
Contact
Balcony/Deck/Patio
Dishwasher
Orwin Manor
19
$1,330 - 1,390
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1131 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$1,200
Parkview Village
3000 3098 Oaks Cir Winter Park, FL
1 BR | Available Now
Contact
1
$1,195 - 1,320
Mizell at Winter Park
600 N Semoran Blvd Winter Park, FL
1 - 2 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
$1,275 - 1,343
Sovereignty at Winter Park
7745 Brandywood Cir Winter Park, FL
1 - 2 BR | Available Now
Contact
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 - 28 of 28 Results
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Frequently Asked Questions

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

There are 28 cheap apartments in Winter Park currently available for rent on Rentable.co.

How many studio cheap apartments are available in Winter Park?

Rentable.co has 6 studio cheap apartments available for rent in Winter Park.

How many one-bedroom cheap apartments are available in Winter Park?

Rentable.co has 28 one-bedroom cheap apartments available for rent in Winter Park.

How many two-bedroom cheap apartments are available in Winter Park?

Rentable.co has 40 two-bedroom cheap apartments available for rent in Winter Park.

Cheap Apartments in Winter Park, FL: February Rental Information

Welcome to the February 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the February 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 <$1,200 $1,220 $1,260 $1,300 $1,340 $1,380 $1,420 $1,460 $1,500 $1,540 $1,580 $1,620 $1,660 $1,700 $1,740 $1,780 $1,820 $1,860 $1,900 $1,940 $1,980

Looking for Cheap Apartments in Winter Park?

Available cheap apartments 81
Top amenities Balcony/Deck/Patio, On Bus Line, On Site Laundry, Playground, Tennis Court
Pet friendly 2
1 Bedroom 1
2 Bedroom 1
Square footage 785 - 1,020
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