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Winter Park
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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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$6,500
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
18 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
$6,995
5 Bedrooms · 4 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1181 Woodmere Dr is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, package service, garage parking, concierge service, on-site management, and swimming pool. Â View apartment
$8,990
4 Bedrooms · 3 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
2020 Venetian Way is a 4 bedroom, 3 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
$10,000
4 Bedrooms · 3 Bathrooms Apartment · Virginia Heights, Winter Park
5+ Days Ago
1661 Hillcrest Ave is a 4 bedroom, 3 bathrooms apartment for rent. It is located in the Virginia Heights neighborhood of Winter Park. It has apartment amenities including outdoor space, storage, garage parking, on-site laundry, and swimming pool. Â View apartment
$10,500
3 Bedrooms · 5 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
147 S Interlachen Ave #250 is a 3 bedroom, 5 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including wheelchair accessible, swimming pool, outdoor space, storage, elevator, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$17,550
8 Bedrooms · 6 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1860 Via Contessa #NA is a 8 bedroom, 6 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including fitness center, on-site laundry, garage parking, outdoor space, and swimming pool. Â View apartment