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Cheap Apartments in Winter Park, FL

1 - 25 of 25 Results
36
$1,329 - 2,151
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 BR | Aug. 19, 2026
Contact
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
32
$1,049 - 1,299
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
52
$1,244 - 1,269
Venue At Winter Park
Deal
5 Autumn Breeze Way Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
12
$1,199 - 1,299
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
60
$1,329
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
44
$1,199 - 1,329
The Park At Rialto
Deal
2174 Sharp Ct Fern Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Fitness Center
Pool
23
3D Tour
$1,215 - 1,325
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
32
3D Tour
$1,291
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 BR | Oct. 20, 2026
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
34
$1,299 - 1,329
Sapphire Winter Park
Deal
1699 Semoran N Cir Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Covered Parking
10
$1,209 - 1,394
Advenir at Magnolia
210 Welcome Way Fern Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface 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
15
$1,010 - 1,300
Park East Knowles Apartments
311 N Knowles Ave Winter Park, FL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Covered Parking
16
$1,250
2500 Lee Rd
Winter Park, FL
1 BR | Available Now
Contact
House
1
$1,250
!price Drop! Great Complex On Lake Killarney
2500 Lee Rd Unit 145 Winter Park, FL
1 BR | Available Now
Contact
House
Disability Access
1
$1,299
Beautiful Remodeled First-floor Pool View Condo In Winter Park !!!
200 Saint Andrews Blvd Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Pool
11
$1,328
Solis at Winter Park
7502 Sun Key Blvd Winter Park, FL
1 BR | Sep. 11, 2026
Contact
Dog Friendly
Cat Friendly
Fitness Center
5
$1,149 - 1,299
Soraya
Deal
1485 Ash Cir Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
15
$955
Euston Rd
Winter Park, FL
1 BR | Ask for Availability
Contact
1
$1,295
Parkview Village
3000 3098 Oaks Cir Winter Park, FL
1 BR | Available Now
Contact
1
$1,095 - 1,295
Mizell at Winter Park
600 N Semoran Blvd Winter Park, FL
1 - 2 BR | Available Now
Contact
1
$1,095
* Coming Soon * Cute & Affordable! 1 Bedroom 1 Bath Condo (winter Park) Near Full Sail/valencia/ucf
3065 George Mason Ave E Winter Park, FL
1 BR | Sep. 1, 2026
Contact
House
$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
$1,275 - 1,325
Sovereignty at Winter Park
7745 Brandywood Cir Winter Park, FL
1 BR | Available Now
Contact
5
$1,200
2706 Townley Ct
Winter Park, FL
2 BR | Ask for Availability
Contact
1
$1,295
1 Br 1 Ba Condo
3035 George Mason Ave Apt C Winter Park, FL
1 BR | Available Now
Contact
Dishwasher
1 - 25 of 25 Results
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Frequently Asked Questions

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

There are 25 cheap apartments in Winter Park currently available for rent on Rentable.co.

Cheap Apartments in Winter Park, FL: August Rental Information

Welcome to the August 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the August 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 $1,140 $1,220 $1,300 $1,380 $1,460 $1,540 $1,620 $1,700 $1,780 $1,860 $1,940 $2,020 $2,100 $2,180
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