Show the map
Get to know
Winter Park
176
APARTMENTS
4
NEIGHBORHOODS
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
Top Neighborhoods in Winter Park
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
Rent
LengthÂ
Bedrooms
Save
$1,650
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
3038 Antique Oaks Cir #163 is a 2 bedroom, 2 bathrooms 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
$1,650
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
7350 Swallow Run #1 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool. Â View apartment
$1,665
1 Bedroom Apartment · Winter Park, FL
NCEN130 130 N Center St is an apartment rental building with 1 floorplan, and 1 bedroom units available. It is located in Winter Park. Cats and dogs are allowed, making it a pet-friendly building. View building
$1,695
2 Bedrooms · 1 Bathroom Apartment · Winter Park, FL
5+ Days Ago
851 Miles Ave #21 is a 2 bedroom, 1 bathroom apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, and swimming pool. Â View apartment
$1,697
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
7328 Forest Hill Ct #238 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including on-site laundry. Â View apartment
Online tours
$1,699
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
3 Days Ago
2936 Antique Oaks Cir #71 is a 2 bedroom, 2 bathrooms 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
Online tours
$1,699
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
2917 Antique Oaks Cir #17 is a 2 bedroom, 2 bathrooms 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
$1,700
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
3006 George Mason Ave is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including outdoor space, on-site laundry, and swimming pool. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$1,750
2 Bedrooms Apartment · Winter Park, FL
MACCALLUM SUB A/98 2045 S Lakemont Ave is an apartment rental building with 1 floorplan, and 2 bedrooms units available. It is located in Winter Park. Dogs are allowed, making it a pet-friendly building. View building
$1,795
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
2 Hours Ago
918 Gloriosa Ave is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. Â View apartment
$1,795
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
1500 Gay Rd #18C is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including swimming pool, storage, outdoor space, and on-site laundry. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Online tours
$1,799
2 Bedrooms Apartments · Winter Park, FL
The Fisher Apartments | Modern 1 & 2 Bedrooms in Winter Park, FL 2001 Glenridge Way is an apartment rental building with 2 floorplans, and 2 bedrooms units available. It is located in Winter Park. It has building amenities including on-site laundry, and swimming pool. Cats and dogs are allowed, making it a pet-friendly building. View building
$1,799
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
7781 Fernbrook Way 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
$1,800
3 Bedrooms · 3 Bathrooms Apartment · Winter Park, FL
7 Hours Ago
235 Sandlewood Trl is a 3 bedroom, 3 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
$1,800
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
668 Montego Bay Ct #668 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including fitness center, outdoor space, on-site laundry, and swimming pool. Â View apartment
$1,840
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
7429 Daniel Webster Dr #14E is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including package service. Â View apartment
$1,840
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
7429 Daniel Webster Dr #14C is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including package service. Â View apartment
Online tours
$1,850
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
758 Warrenton 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
Verified
$1,860
3 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
5+ Days Ago
123 Oak Grove Rd is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$1,895
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, FL
2 Days Ago
7337 Cedar Creek Ct #75 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Park. It has apartment amenities including storage, outdoor space, on-site laundry, and swimming pool. Â View apartment