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Cheap Apartments in Winter Park, FL

1 - 21 of 21 Results
23
$857
Eastbrook Blvd
Winter Park, FL
1 BR | Ask for Availability
Contact
32
3D Tour
$1,253
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 BR | Nov. 17, 2026
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
52
$1,210 - 1,280
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
44
$1,149 - 1,199
The Park At Rialto
2174 Sharp Ct Fern Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Fitness Center
Pool
36
$1,279 - 2,171
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 BR | Available Now
Contact
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
23
3D Tour
$1,195 - 1,250
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
10
$1,134 - 1,384
Advenir at Magnolia
210 Welcome Way Fern Park, FL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
12
$1,199 - 1,229
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
1
$1,099
!price Drop! Great Complex On Lake Killarney (free Admin Fee)
2500 Lee Rd Unit 145 Winter Park, FL
1 BR | Available Now
Contact
House
Disability Access
15
$1,150
6508 Centerwalk Dr
Winter Park, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
1
$1,000
Spacious And Convenient 1 Bedroom. Won't Last!
7429 Daniel Webster Dr #b-15c Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Storage
16
$1,099
2500 Lee Rd
Winter Park, FL
1 BR | Available Now
Contact
House
5
$1,270
1600 Indiana Ave
Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
11
$1,142 - 1,279
Solis at Winter Park
7502 Sun Key Blvd Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
19
$1,279
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 BR | Nov. 13, 2026
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$1,195
Mizell at Winter Park
600 N Semoran Blvd Winter Park, FL
1 BR | Available Now
Contact
$1,275
Sovereignty at Winter Park
7745 Brandywood Cir Winter Park, FL
1 BR | Available Now
Contact
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
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 - 21 of 21 Results
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Frequently Asked Questions

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

There are 21 cheap apartments in Winter Park currently available for rent on Rentable.co.

Cheap Apartments in Winter Park, FL: September Rental Information

Welcome to the September 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the September 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 <$1,000 $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 $2,080

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
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