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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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$1,238–$3,043
1–2 Bedrooms Apartments · Winter Park, FL
Alvista Winter Park 3935 Sutton Place Blvd is an apartment rental building with 8 floorplans, and 1–2 bedrooms units available. It is located in Winter Park. It has building amenities including residents lounge, fitness center, outdoor space, roof deck, storage, controlled access, package service, on-site laundry, and swimming pool. Cats and dogs are allowed, making it a pet-friendly building. View building
$995
Studio · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
7309 Daniel Webster Dr #A is a studio, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, concierge service, and package service. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$1,050
1 Bedroom · 1 Bathroom Apartment · Winter Park, FL
4 Days Ago
7417 Daniel Webster Dr #D is a 1 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool, and on-site laundry. Dogs are allowed, making it a pet-friendly apartment. View apartment
$1,185–$1,715
Studio–3 Bedrooms Apartments · Winter Park, FL
Winter Park Woods 115 Winter Way is an apartment rental building with 8 floorplans, and studio–3 bedrooms units available. It is located in Winter Park. It has building amenities including outdoor space, swimming pool, on-site laundry, and storage. Cats and dogs are allowed, making it a pet-friendly building. View building
Rent special
$1,195–$1,470
1–2 Bedrooms Apartments · Winter Park, FL
Mizell at Winter Park 600 N Semoran Blvd is an apartment rental building with 2 floorplans, and 1–2 bedrooms units available. It is located in Winter Park. It has building amenities including fitness center, residents lounge, outdoor space, controlled access, on-site laundry, concierge service, business center, and swimming pool. Cats and dogs are allowed, making it a pet-friendly building. View building
$1,200
1 Bedroom · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
123 Scottsdale Sq is a 1 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. Â View apartment
Verified
Rent special$1,205–$1,875
1–3 Bedrooms Apartments · Winter Park, FL
Central Place At Winter Park 7000 University Blvd is an apartment rental building with 5 floorplans, and 1–3 bedrooms units available. It is located in Winter Park. It has building amenities including fitness center, outdoor space, residents lounge, on-site laundry, and swimming pool. Cats and dogs are allowed, making it a pet-friendly building. View building
Rent special
$1,226–$2,579
Studio–3 Bedrooms Apartments · Winter Park, FL
The Taylor at Winter Park 2000 Village Ln is an apartment rental building with 13 floorplans, and studio–3 bedrooms units available. It is located in Winter Park. It has building amenities including roof deck, storage, business center, on-site management, swimming pool, on-site laundry, residents lounge, outdoor space, and fitness center. Cats and dogs are allowed, making it a pet-friendly building. View building
Verified
Rent special$1,250–$2,248
Studio–3 Bedrooms Apartments · Winter Park, FL
Westmount at Winter Park 1701 Lee Rd is an apartment rental building with 6 floorplans, and studio–3 bedrooms units available. It is located in Winter Park. It has building amenities including fitness center, on-site management, swimming pool, and package service. Cats and dogs are allowed, making it a pet-friendly building. View building
$1,250
1 Bedroom · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
3045 Aaron Burr Ave #C is a 1 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool, outdoor space, and on-site laundry. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Short stay
$1,300
1 Bedroom · 1 Bathroom Apartment · Golfside, Winter Park
5+ Days Ago
1000 S Semoran Blvd is a 1 bedroom, 1 bathroom apartment for rent. It is located in the Golfside neighborhood of Winter Park. Â View apartment
Age restricted
$1,300
1 Bedroom · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
700 Melrose Ave #K32 is a 1 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, elevator, storage, package service, and swimming pool. Â View apartment
$1,350
1 Bedroom · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
2929 Antique Oaks Cir #52 is a 1 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool. Dogs are allowed, making it a pet-friendly apartment. View apartment
$1,350
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
3651 N Goldenrod Rd #F205 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
Rent special
$1,366–$2,706
1–3 Bedrooms Apartments · Winter Park, FL
Summerlin at Winter Park Apartments 3207 Rosebud Ln is an apartment rental building with 3 floorplans, and 1–3 bedrooms units available. It is located in Winter Park. It has building amenities including roof deck, business center, on-site management, swimming pool, on-site laundry, residents lounge, controlled access, outdoor space, and fitness center. Cats and dogs are allowed, making it a pet-friendly building. View building
$1,375
1 Bedroom · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
200 Saint Andrews Blvd #612 is a 1 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool, and fitness center. Dogs are allowed, making it a pet-friendly apartment. View apartment
$1,395
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
3054 George Mason Ave #C6 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including concierge service, swimming pool, package service, and outdoor space. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Verified
Rent special$1,399–$2,620
1–3 Bedrooms Apartments · Winter Park, FL
Stonecastle 2015 New Stonecastle Ter is an apartment rental building with 8 floorplans, and 1–3 bedrooms units available. It is located in Winter Park. It has building amenities including roof deck, package service, storage, on-site management, swimming pool, on-site laundry, residents lounge, outdoor space, garage parking, and fitness center. Cats and dogs are allowed, making it a pet-friendly building. View building
Online tours
$1,399
1 Bedroom · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
2929 Antique Oaks Cir #50 is a 1 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. Dogs are allowed, making it a pet-friendly apartment. View apartment