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Cheap Apartments in Winter Park, FL

1 - 30 of 32 Results
23
$921
Eastbrook Blvd
Winter Park, FL
1 BR | Ask for Availability
Contact
1
$805
Sugarwood Cir
Winter Park, FL
1 BR | Ask for Availability
Contact
82
$1,243 - 1,362
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
6
$1,229 - 1,299
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio | Dec. 10, 2025
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
7
$1,349
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
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
43
3D Tour
$1,249 - 1,349
Whisper Lake Apartments
Deal
3250 Whisper Lake Lane Winter Park, FL
1 BR | Available Now
Contact
Furnished
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
23
3D Tour
$1,205 - 1,305
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
37
$1,286 - 2,221
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Fitness Center
19
$1,341 - 1,430
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 712 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
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
19
$1,253 - 1,336
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 714 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
19
$1,302 - 1,388
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
19
$1,265 - 1,348
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 611 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
11
$1,289 - 1,322
Solis at Winter Park
7502 Sun Key Blvd Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
1
$1,345
Adorable 1 Bed 1 Bath Winter Park Condo
3014 Antique Oaks Cir Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Dishwasher
Pool
19
$1,243
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 631 Winter Park, FL
1 BR | Dec. 12, 2025
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
16
$1,345
2183 Crandon Ave
Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
19
$1,265 - 1,348
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 623 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
19
$1,272 - 1,355
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 BR | Dec. 11, 2025
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
6
$1,299
1436 Minnesota Ave
Winter Park, FL
2 BR | Available Now
Contact
19
$1,253 - 1,336
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 711 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
19
$1,243
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 537 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
$1,224
Winter Park
, FL
Studio | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
1
$1,195 - 1,320
Mizell at Winter Park
600 N Semoran Blvd Winter Park, FL
1 - 2 BR | Available Now
Contact
1
$1,300
Parkview Village
3000 3098 Oaks 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
$1,275 - 1,325
Sovereignty at Winter Park
7745 Brandywood Cir 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
5
$1,200
2706 Townley Ct
Winter Park, FL
2 BR | Ask for Availability
Contact
1 - 30 of 32 Results
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Frequently Asked Questions

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

There are 32 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 17 studio cheap apartments available for rent in Winter Park.

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

Rentable.co has 42 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.

Which neighborhoods have the most cheap apartments for rent in Winter Park, FL?

  1. Hidden Pond

Cheap Apartments in Winter Park, FL: December Rental Information

Welcome to the December 2025 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the December 2025 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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