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Winter Garden
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Rent Trends for Apartments in Winter Garden
September 2025
| Bedroom count | Winter Garden | vs Last Month |
|---|---|---|
| Studio | $1,295 | — |
| 1 Bedroom | $1,775 |  up 2.66% |
| 2 Bedroom | $2,200 | up 7.42% |
| 3 Bedroom | $2,695 |  down 1.46% |
| 4 Bedroom | $3,200 | No change |
Median rent as of September 7, 2025
This September, we've analyzed our 219 listings in Winter Garden to determine the rent trend. We're updating our tables in real time to give you the most up to date Winter Garden median apartment rent prices by bedroom count.
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Find Your Dream Apartment for Rent in Winter Garden
PadMapper has 219 condos, houses, and apartments for rent in Winter Garden. Specifically, studio apartments, one-bedroom apartments, 1 two-bedroom apartments, 7 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 Garden FL Luxury Apartments for Rent
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$2,199–$3,121
2–3 Bedrooms Apartments · Winter Garden, FL
The Westerly 14680 Westerly Drive is an apartment rental building with 2 floorplans, and 2–3 bedrooms units available. It is located in Winter Garden. It has building amenities including swimming pool, and fitness center. Cats and dogs are allowed, making it a pet-friendly building. View building
$11,000
5 Bedrooms · 5 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
7514 John Hancock Dr is a 5 bedroom, 5 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, garage parking, swimming pool, and fitness center. View apartment
Online tours
$9,980
7 Bedrooms · 6 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
16689 Broadwater Ave is a 7 bedroom, 6 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking. View apartment
$6,500
6 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
694 Brooks Field Dr is a 6 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including swimming pool, and garage parking. View apartment
$6,500
5 Bedrooms · 6 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
10472 Petrillo Way is a 5 bedroom, 6 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, garage parking, and swimming pool. View apartment
$5,500
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
1 Day Ago
14423 Hampshire Bay Cir is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, garage parking, and swimming pool. View apartment
$5,130
5 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
7519 Mandarin Grove Way is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, garage parking, on-site laundry, and swimming pool. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$5,100
5 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
1 Day Ago
8186 Topsail Pl is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, fitness center, outdoor space, swimming pool, and on-site laundry. View apartment
New Construction
$5,000
5 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
1 Day Ago
5204 Citrus Leaf Blvd is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, and garage parking. View apartment
$5,000
5 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
9225 Holliston Creek Pl is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including storage, outdoor space, garage parking, and swimming pool. View apartment
New Construction
$5,000
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
17552 Lake Star Rd is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, and garage parking. View apartment
New Construction
$4,950
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
9378 Bradleigh Dr is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, swimming pool, and outdoor space. View apartment
New Construction
$4,850
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
17582 Lake Star Rd is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, and garage parking. View apartment
$4,800
5 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
1 Day Ago
14037 Pecan Orchard Dr is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including on-site laundry, outdoor space, and garage parking. View apartment
New Construction
$4,800
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
11015 Hollow Bay Dr is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking. View apartment
$4,800
5 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
14005 Peach Orchard Way is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, and swimming pool. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$4,500
5 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
16124 Azure Key St is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including fitness center, swimming pool, outdoor space, garage parking, storage, and on-site laundry. View apartment
$4,500
5 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
7094 7094 Spring Park Dr. Winter Garden , FL 34787 is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$4,400
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
16555 Wingspread Loop is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, swimming pool, garage parking, and fitness center. View apartment
$4,350
7 Bedrooms · 4 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
6178 Cypress Hill Rd is a 7 bedroom, 4 bathrooms apartment for rent. It is located in Winter Garden. Dogs are allowed, making it a pet-friendly apartment. View apartment
$4,300
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
5954 Cypress Hill Rd is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, storage, garage parking, on-site laundry, and swimming pool. View apartment