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The average rent in Winter Garden, as of June 2026, is down 3.36% compared to last month but up 1.7% year-over-year.
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2h ago
Verified
16200 Ascend Village Ln, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,605–$2,715
Price drop
Apartment for rent
5d+ ago
Verified
14680 Westerly Drive, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
2–3 beds
2 baths
$2,199–$3,121
Apartment for rent
1d ago
Verified
15000 Stratus Loop, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,920–$3,221
Price drop
Apartment for rent
3d ago
Verified
2 beds
2 baths
$2,487–$2,496
Apartment for rent
5d+ ago
Verified
4 beds
3 baths
$3,145
House for rent
Available Jul 27
5d+ ago
Verified
4 beds
2 baths
$2,725
House for rent
Available Jul 16
2d ago
Verified
6219 Sunny Time Ave, Winter Garden, FL 34787
Garage parking
5 beds
3 baths
$3,265
House for rent
Available Mar 25
5d+ ago
Verified
146 Lakeview Reserve Blvd, Winter Garden, FL 34787
Garage parking | Swimming pool | Hardwood floor
4 beds
2.5 baths
$3,330
House for rent
Available Jun 3
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5d+ ago
Verified
4 beds
3 baths
$3,285
House for rent
Available Jun 23
5d+ ago
Verified
3 beds
2 baths
$2,970
$2,820
Price drop
House for rent
Available Jun 22
Swimming Pool
In-Unit Laundry
Garage Parking
Outdoor Space
5d+ ago
Verified
6460 Tabebuia Pkwy, Winter Garden, FL 34787
Garage parking
3 beds
2.5 baths
$2,699
House for rent
Available May 22
5d+ ago
Verified
6138 Whispering Glen, Winter Garden, FL 34787
Garage parking
3 beds
2.5 baths
$2,699
House for rent
Available May 8
5d+ ago
Verified
4 beds
2.5 baths
$3,049
House for rent
Available May 18
5d+ ago
Verified
6249 Sunny Time Ave, Winter Garden, FL 34787
Garage parking
3 beds
2.5 baths
$2,699
House for rent
Available May 13
5d+ ago
Verified
6114 Whispering Glen Dr, Winter Garden, FL 34787
Garage parking
5 beds
3 baths
$3,399
House for rent
Available May 11
5d+ ago
Verified
6243 Sunny Time Ave, Winter Garden, FL 34787
Garage parking
4 beds
2.5 baths
$2,949
House for rent
Available Apr 16
1h ago
Verified
2 beds
2 baths
$7,410
Apartment for rent
10h ago
9005 Solay Rd, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,579–$3,159
Apartment for rent
19h ago
10091 Tuller Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Balcony
1–3 beds
1–2 baths
$1,484–$4,382
Price drop
Apartment for rent
Available Jun 4
5d+ ago
Townhouse for rent in Winter Garden
15002 Windflower Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,350
House for rent
5d+ ago
Apartment for rent in Winter Garden
203 N Dillard St #4, Winter Garden, FL 34787
Assigned parking | Hardwood floor | Carpet
1 bed
1 bath
$1,495
Apartment for rent
Available Jun 1
5d+ ago
House for rent in Winter Garden
4 beds
3.5 baths
$3,200
House for rent
7h ago
Townhouse for rent in Winter Garden
17085 Water Spring Blvd, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,600
House for rent
8h ago
8200 Jayme Dr, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
1–3 beds
1–2 baths
$1,508–$2,562
Price drop
Apartment for rent
9h ago
Townhouse for rent in Winter Garden
In-unit laundry | Assigned parking | Swimming pool
3 beds
2.5 baths
$2,600
House for rent
Available Jun 3
16h ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,595
Condo for rent
16h ago
11 E Smith St, Winter Garden, FL 34787
Balcony
1–2 beds
1–2 baths
$2,195–$3,205
Price drop
Apartment for rent
17h ago
Tucker Oaks townhouse for rent in Winter Garden
1535 Broken Oak Dr, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
3 baths
$2,195
House for rent
Available Jun 5
19h ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,950
House for rent
Available Jun 1
20h ago
Townhouse for rent in Winter Garden
16350 Hamlin View St, Winter Garden, FL 34787
In-unit laundry | On-site laundry | Walk-in closets
3 beds
2.5 baths
$3,000
House for rent
Available Jun 1
1d ago
Townhouse for rent in Winter Garden
15769 Tollington Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,750
House for rent
1d ago
1 bed
1 bath
$1,995
Apartment for rent
1d ago
Apartment for rent in Winter Garden
4 beds
3.5 baths
$2,900
Apartment for rent
1d ago
House for rent in Winter Garden
16324 Silver Grove Blvd #1, Winter Garden, FL 34787
Swimming pool | Outdoor space
5 beds
4.5 baths
$5,000
$4,700
Price drop
House for rent
Available May 1
2d ago
Townhouse for rent in Winter Garden
13341 Pontoon Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,650
House for rent
2d ago
House for rent in Winter Garden
5917 Grassy Point Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$3,000
House for rent
2d ago
Townhouse for rent in Winter Garden
16461 Prairie School Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
4 beds
2.5 baths
$2,900
House for rent
2d ago
House for rent in Winter Garden
16414 Grey Pine Dr #0, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
5 beds
3 baths
$3,780
House for rent
2d ago
House for rent in Winter Garden
3 beds
2.5 baths
$3,950
$3,700
Price drop
House for rent
Available Jun 3
2d ago
House for rent in Winter Garden
15060 Marbled Godwit Dr #1, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
4 beds
3 baths
$3,200
House for rent
Available Jun 1
2d ago
House for rent in Winter Garden
4991 Railroad Vine Aly #NA, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
4 beds
2.5 baths
$3,300
House for rent
Available Jul 1
3d ago
Townhouse for rent in Winter Garden
8061 Glenlloyd Ave, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,800
House for rent
5d+ ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,700
$1,550
Price drop
Condo for rent
Available May 26
5d+ ago
House for rent in Winter Garden
1954 Pantheon Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
3 baths
$3,150
House for rent
5d+ ago
House for rent in Winter Garden
7849 Freestyle Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
3 baths
$7,000
House for rent
5d+ ago
Townhouse for rent in Winter Garden
14095 Lochend Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,895
House for rent
5d+ ago
House for rent in Winter Garden
14284 Murcott Blossom Blvd, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
3 beds
2.5 baths
$3,000
House for rent
Available Jul 1
5d+ ago
House for rent in Winter Garden
3 beds
2.5 baths
$2,600
House for rent
5d+ ago
Tucker Oaks apartment for rent in Winter Garden
15350 Oak Apple Ct #17B, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,250
Apartment for rent
5d+ ago
Condo for rent in Winter Garden
88 Windtree Ln #BLDGK, Winter Garden, FL 34787
Assigned parking | Concierge service | On-site management
2 beds
2 baths
$1,590
$1,500
Price drop
Condo for rent
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5
Residents of Winter Garden, FL appreciate the vibrant downtown area, which is filled with shops and restaurants, making it easy to enjoy a night out. Many enjoy the year-round warm weather and outdoor spaces, like parks and trails, ideal for walking or biking. However, some mention that traffic can be an issue, particularly during peak hours. Overall, the mix of suburban and urban vibes, along with community events, contributes to a lively local atmosphere.
Winter Garden's 2025 rental market shows 1-bedroom apartments averaging around $1,800 per month, while 2-bedroom units average around $2,300 monthly. Both bedroom types experienced increases from the previous year, with 2-bedrooms seeing stronger growth at 5.3% compared to 1-bedrooms at 1.4%.
Rents in Winter Garden, FL have experienced a relatively stable trend with a modest 0.19% year-over-year increase. Specifically, 1-bedroom rents have decreased by 1.68%, while 2-bedroom rents have increased by 1.12%.
October offers the lowest rental prices in Winter Garden, while December sees the highest rent with approximately a 3% difference between peak and off-peak pricing. August and November show less competition with reduced demand compared to supply, while March and April are the most competitive months for apartment hunting.
Tucker Oaks and Stoneybrook West represent Winter Garden's most in-demand rental areas, generating higher consumer interest despite comprising just 3% of the total rental market. Courtlea Oaks, Tucker Oaks, and Stoneybrook West offer strong community connections with high walk scores and well-developed street infrastructure that encourage neighborhood interaction.
Winter Garden's rental market centers on pet-friendly living, with Tucker Oaks particularly accommodating for pet owners. The neighborhood offers comprehensive pet amenities including pet waste stations, dedicated pet spaces, and pet events that build community among animal lovers, while maintaining no breed restrictions.
Utilities are rarely included in Winter Garden rental properties, appearing in less than 1% of total listings across all apartment types. One-bedroom apartments have the highest rate of utility inclusion at 0.14% of listings, while studios, two-bedrooms, and three-bedrooms each include utilities in fewer than 0.02% of available properties.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
| 🔑Available apartment rentals | 273 |
|---|---|
| 💰Best rent deal | 10091 Tuller Loop |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |