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Winter Park
176
APARTMENTS
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Rent Trends for Apartments in Winter Park
October 2025
| Bedroom count | Winter Park | vs Last Month |
|---|---|---|
| Studio | $1,238 |  down 9.83% |
| 1 Bedroom | $1,399 | down 1.55% |
| 2 Bedroom | $1,699 | down 2.41% |
| 3 Bedroom | $2,495 | down 7.59% |
| 4 Bedroom | $4,500 | down 35.67% |
Median rent as of October 5, 2025
This October, we've analyzed our 176 listings in Winter Park to determine the rent trend. We're updating our tables in real time to give you the most up to date Winter Park median apartment rent prices by bedroom count.
Cities Near Winter Park
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Find Your Dream Apartment for Rent in Winter Park
PadMapper has 176 condos, houses, and apartments for rent in Winter Park. Specifically, studio apartments, 1 one-bedroom apartments, two-bedroom apartments, 1 three-bedroom apartments are currently available for rent.
We have options to filter by price, bedroom count, bathroom count, long-term or short-term, housing type, pet friendly, no broker fee, and you can search for an apartment by custom keywords.
Winter Park FL Cheap Apartments for Rent
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$2,995
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
502 Dunraven Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including garage parking, outdoor space, and on-site laundry. Â View apartment
$3,000
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1946 Strathaven Rd is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, garage parking, on-site laundry, and storage. Â View apartment
$3,000
2 Bedrooms · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
151 N Orlando Ave #131 is a 2 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including fitness center, outdoor space, garage parking, on-site laundry, and swimming pool. Â View apartment
$3,095
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
707 Depugh St is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, storage, package service, and concierge service. Cats are allowed, making it a pet-friendly apartment. View apartment
$3,250
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1096 Azalea Ln is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$3,300
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
2128 Sycamore Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including garage parking. Â View apartment
$3,395
3 Bedrooms · 3 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1807 N Park Ave is a 3 bedroom, 3 bathrooms apartment for rent. It is located in Winter Park. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$3,499
4 Bedrooms · 3 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
204 N Ranger Blvd is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, on-site management, swimming pool, and package service. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$3,500
4 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1690 Dale Ave is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including concierge service, on-site management, and package service. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$3,550
5 Bedrooms · 3 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1288 Michigan Ave is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Winter Park. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$3,999
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1681 Walnut Ave is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space. Â View apartment
$4,000
5 Bedrooms · 3 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
730 W Swoope Ave is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Winter Park. Â View apartment
$4,500
4 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
731 Northwood Cir #NA is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$4,600
4 Bedrooms · 3 Bathrooms Apartment · Winter Park, FL
4 Hours Ago
350 N Phelps Ave is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, garage parking, and on-site laundry. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$4,900
4 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
2952 De Brocy Way is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and swimming pool. Â View apartment
$5,150
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
2031 Temple Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool, and outdoor space. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$5,350
5 Bedrooms · 4 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
960 Georgia Ave is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Park. Â View apartment
$5,550
3 Bedrooms · 2 Bathrooms Apartment · Virginia Heights, Winter Park
5+ Days Ago
1250 S Pennsylvania Ave #8 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Virginia Heights neighborhood of Winter Park. It has apartment amenities including storage, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$6,245
4 Bedrooms · 5 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1205 Mayfield Ave is a 4 bedroom, 5 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including concierge service, package service, on-site management, swimming pool, outdoor space, and garage parking. Â View apartment
$6,500
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
15 Hours Ago
501 W Canton Ave is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. Dogs are allowed, making it a pet-friendly apartment. View apartment