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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 4.17% |
| 2 Bedroom | $2,150 | up 2.19% |
| 3 Bedroom | $2,700 | No change |
| 4 Bedroom | $3,100 |  down 3.13% |
Median rent as of September 14, 2025
This September, we've analyzed our 220 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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Top Neighborhoods in Winter Garden
Apartment Types in Winter Garden
Find Your Dream Apartment for Rent in Winter Garden
PadMapper has 220 condos, houses, and apartments for rent in Winter Garden. Specifically, studio apartments, one-bedroom apartments, 2 two-bedroom apartments, 9 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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Short stay$1,992–$2,553
1–2 Bedrooms Apartments · Winter Garden, FL
9223 Vintage Hills Way 9223 Vintage Hills Way is an apartment rental building with 17 floorplans, and 1–2 bedrooms units available. It is located in Winter Garden. It has building amenities including package service. Cats and dogs are allowed, making it a pet-friendly building. View building
$2,550
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
1804 Windermere Rd is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, and swimming pool. View apartment
$2,550
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
13921 Easdale Aly is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, on-site management, package service, storage, and on-site laundry. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$2,550
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
11019 Bookmark Ln is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, and garage parking. View apartment
$2,550
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
1838 Portcastle Cir is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. View apartment
$2,500
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
525 Garden Heights Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, and outdoor space. View apartment
$2,500
2 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
5885 Chestnut Chase Rd is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including swimming pool, outdoor space, and fitness center. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$2,500
4 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
1331 Daniels Cove Dr #NA is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, outdoor space, and wheelchair accessible. View apartment
New Construction
$2,500
2 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
14978 Windflower Aly is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking. View apartment
$2,500
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
8084 Glenlloyd Ave is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, outdoor space, fitness center, swimming pool, and on-site laundry. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Short stay
$2,500
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
11007 Bookmark Ln is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, and garage parking. View apartment
$2,400
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
11013 Suspense Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including business center, outdoor space, swimming pool, garage parking, fitness center, package service, and on-site management. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$2,400
3 Bedrooms · 2 Bathrooms Apartment · Tucker Oaks, Winter Garden
5+ Days Ago
1612 Scarlet Oak Loop #623 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Tucker Oaks neighborhood of Winter Garden. It has apartment amenities including swimming pool, garage parking, and outdoor space. View apartment
$2,395
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
8 Hours Ago
13449 Daniels Landing Cir is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including fitness center, outdoor space, residents lounge, and swimming pool. View apartment
$1,762–$3,031
1–3 Bedrooms Apartments · Winter Garden, FL
Windermere Cay 8200 Jayme Dr is an apartment rental building with 3 floorplans, and 1–3 bedrooms units available. It is located in Winter Garden. It has building amenities including elevator, residents lounge, and swimming pool. Cats and dogs are allowed, making it a pet-friendly building. View building
$2,250
3 Bedrooms · 2 Bathrooms Apartment · Tucker Oaks, Winter Garden
5+ Days Ago
1532 Broken Oak Dr #22B is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Tucker Oaks neighborhood of Winter Garden. It has apartment amenities including garage parking, swimming pool, outdoor space, and controlled access. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$2,250
2 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
228 Deepcove Rd is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$2,200
3 Bedrooms · 2 Bathrooms Apartment · Tucker Oaks, Winter Garden
4 Days Ago
1519 Broken Oak Dr #B is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Tucker Oaks neighborhood of Winter Garden. It has apartment amenities including on-site laundry, outdoor space, garage parking, and swimming pool. View apartment
$2,195
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
13693 Golden Russet Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including swimming pool, garage parking, outdoor space, and controlled access. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
$2,100
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
130 Southern Pecan Cir #108 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including concierge service, package service, on-site management, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment