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Rent Trends for Apartments in Winter Park
September 2025
| Bedroom count | Winter Park | vs Last Month |
|---|---|---|
| Studio | $2,690 |  down 0.37% |
Median rent as of September 7, 2025
This September, we've analyzed our 11 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.
Neighborhoods Near Winter Park
Apartment Types in Bonita Springs-Naples
Find Your Dream Apartment for Rent in Winter Park
PadMapper has 11 condos, houses, and apartments for rent in Winter Park.
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, Bonita Springs-Naples Apartments for Rent
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$2,100
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
3607 Arctic Cir is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. View apartment
$2,000
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
4210 Looking Glass Ln #4210 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including storage, outdoor space, and swimming pool. View apartment
$2,680
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
4030 Northlight Dr is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including swimming pool. View apartment
$1,850
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
4130 Looking Glass Ln ##3802 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including fitness center, on-site laundry, and swimming pool. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$1,950
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
4130 Looking Glass Ln #3807 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including storage, and swimming pool. View apartment
$3,500
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
4230 Jack Frost Ct #7 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including storage, on-site laundry, and swimming pool. View apartment
$3,500
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
3511 Antarctic Cir #2406 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including outdoor space. View apartment
$3,500
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
3400 Frosty Way #5 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including outdoor space, and swimming pool. View apartment
$2,400
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
4031 Ice Castle Way Unit 3303 #3303 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including outdoor space, and swimming pool. View apartment
$2,700
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
3676 Arctic Cir #112 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including swimming pool. View apartment
$4,000
2 Bedrooms · 2 Bathrooms Apartment · Winter Park, Bonita Springs-Naples
5+ Days Ago
4180 Looking Glass Ln #4104 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Winter Park neighborhood of Bonita Springs-Naples. It has apartment amenities including swimming pool. View apartment
$1,500
1 Bedroom · 1 Bathroom Apartment · Naples, FL
5+ Days Ago
3047 Connecticut Ave #101A is a 1 bedroom, 1 bathroom apartment for rent. It is located in Naples. It has apartment amenities including outdoor space. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$3,900
3 Bedrooms · 2 Bathrooms Apartment · Kings Lake, Bonita Springs-Naples
4 Days Ago
3055 Round Table Ct is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Kings Lake neighborhood of Bonita Springs-Naples. It has apartment amenities including outdoor space, and swimming pool. View apartment
$1,900
2 Bedrooms · 2 Bathrooms Apartment · Kings Lake, Bonita Springs-Naples
2 Days Ago
1801 Courtyard Way #D201 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Kings Lake neighborhood of Bonita Springs-Naples. It has apartment amenities including outdoor space, swimming pool, storage, and on-site laundry. View apartment
$4,500
2 Bedrooms · 2 Bathrooms Apartment · Naples, FL
5+ Days Ago
83 Glades Blvd #1612 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Naples. It has apartment amenities including outdoor space, and swimming pool. View apartment
$3,850
2 Bedrooms · 2 Bathrooms Apartment · Kings Lake, Bonita Springs-Naples
5+ Days Ago
2934 Kings Lake Blvd #2934 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Kings Lake neighborhood of Bonita Springs-Naples. It has apartment amenities including outdoor space, and swimming pool. View apartment
$4,000
2 Bedrooms · 2 Bathrooms Apartment · Naples, FL
5+ Days Ago
4775 Lakewood Blvd #H2 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Naples. It has apartment amenities including garage parking, and swimming pool. View apartment
$3,500
4 Bedrooms · 3 Bathrooms Apartment · Naples, FL
5+ Days Ago
3063 Connecticut Ave #101 is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Naples. It has apartment amenities including outdoor space, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$3,000
2 Bedrooms · 2 Bathrooms Apartment · Kings Lake, Bonita Springs-Naples
5+ Days Ago
2972 Kings Lake Blvd #2972 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Kings Lake neighborhood of Bonita Springs-Naples. It has apartment amenities including outdoor space, swimming pool, and residents lounge. View apartment
$2,700
2 Bedrooms · 2 Bathrooms Apartment · Kings Lake, Bonita Springs-Naples
5+ Days Ago
1765 Courtyard Way #104 is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Kings Lake neighborhood of Bonita Springs-Naples. It has apartment amenities including swimming pool, garage parking, and outdoor space. View apartment
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