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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.
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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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$2,435
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
4 Hours Ago
3074 Riverbrook Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Verified
$2,435
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
630 N Lakemont Ave is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including on-site management, swimming pool, and storage. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Online tours
$2,495
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1007 Princess Gate Blvd is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and swimming pool. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Verified
$2,500
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
3 Days Ago
7757 Fox Knoll Pl is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Verified
$2,505
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
2 Days Ago
1871 Meadowgold Ln is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Verified
$2,515
4 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
3 Days Ago
2218 Winter Woods Blvd is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Online tours
$2,550
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1005 Bradford Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$2,599
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
8 Hours Ago
1734 Willa Cir 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
$2,600
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1280 Gladiolas Dr #NA is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, swimming pool, ev charging, on-site laundry, and garage parking. Â View apartment
Verified
$2,600
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
850 W Canton Ave is a 2 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
New Construction
$2,650
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
2006 Canny Cv is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including on-site laundry, garage parking, storage, swimming pool, controlled access, and outdoor space. Â View apartment
$2,700
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
4 Days Ago
119 Bell Pl is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including garage parking, fitness center, and outdoor space. Â View apartment
$2,725
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
939 Aragon Ave is a 2 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
$2,750
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
690 Osceola Ave #502 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including storage, swimming pool, elevator, garage parking, and fitness center. Â View apartment
$2,785
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
5334 Lake Howell Rd 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
$2,875
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
644 N Knowles Ave #8 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool. Â View apartment
$2,950
4 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
5037 Lake Howell Rd is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and storage. Â View apartment
Verified
$2,960
4 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
3 Days Ago
1821 Carrigan Ave is a 4 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
$2,995
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
2817 Eastern Pkwy 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. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$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