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The average monthly rent in Winter Garden is down 4.45% compared to last month but up 3.18% year-over-year.
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17h 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
Apartment for rent
3d 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
$1,850–$3,067
Apartment for rent
5d+ ago
Verified
3 beds
2 baths
$2,395
$2,250
Price drop
House for rent
Available Mar 24
40m ago
Verified
2 beds
2 baths
$2,487–$2,496
Apartment for rent
2h ago
Verified
6114 Whispering Glen Dr, Winter Garden, FL 34787
Garage parking
5 beds
3 baths
$3,399
House for rent
Available May 11
20h ago
Verified
6219 Sunny Time Ave, Winter Garden, FL 34787
Garage parking
5 beds
3 baths
$3,315
House for rent
Available Mar 25
2d ago
Verified
1330 Juniper Hammock St, Winter Garden, FL 34787
Garage parking | Walk-in closets | Outdoor space
5 beds
3.5 baths
$3,225
House for rent
Available May 19
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3d 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
314 Daniels Pointe Dr, Winter Garden, FL 34787
Garage parking | Walk-in closets
3 beds
2 baths
$2,265
House for rent
Available May 8
Outdoor Space
In-Unit Laundry
Swimming Pool
Garage Parking
5d+ ago
Verified
6126 Whispering Glen, Winter Garden, FL 34787
Garage parking
4 beds
2.5 baths
$2,949
House for rent
Available May 5
5d+ ago
Verified
4 beds
3 baths
$3,175
$3,040
Price drop
House for rent
Available May 25
5d+ ago
Verified
4 beds
3 baths
$3,455
House for rent
Available Jun 23
5d+ ago
Verified
3 beds
2 baths
$3,125
House for rent
Available Jun 22
5d+ ago
Verified
3 beds
2.5 baths
$2,649
House for rent
Available Mar 19
2h ago
Verified
2 beds
2 baths
$7,258
Apartment for rent
2h ago
Verified
14200 Avalon Rd, Winter Garden, FL 34787
In-unit laundry | Furnished | Air conditioning
2 beds
2 baths
$3,068
Apartment for rent
3d ago
10091 Tuller Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Balcony
1–3 beds
1–2 baths
$1,425–$4,267
Price drop
Apartment for rent
Available May 12
3d ago
9005 Solay Rd, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,604–$2,964
Apartment for rent
5d+ ago
House for rent in Winter Garden
4 beds
3.5 baths
$3,200
House for rent
8h ago
House for rent in Winter Garden
16067 Pebble Bluff Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$3,000
$2,900
Price drop
House for rent
8h ago
House for rent in Winter Garden
7972 Minutemen Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
2 baths
$2,950
House for rent
11h ago
House for rent in Winter Garden
In-unit laundry | Garage parking | On-site management
4 beds
3 baths
$3,150
House for rent
Available May 22
13h ago
House for rent in Winter Garden
4 beds
4 baths
$3,995
House for rent
16h ago
House for rent in Winter Garden
224 W Cypress St #NA, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Assigned parking
3 beds
2 baths
$2,000
House for rent
Available May 24
21h 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
22h ago
Apartment for rent in Winter Garden
11 E Smith St, Winter Garden, FL 34787
Balcony
2 beds
2 baths
$3,305
Apartment for rent
22h ago
Townhouse for rent in Winter Garden
4 beds
3.5 baths
$2,850
House for rent
22h ago
House for rent in Winter Garden
1331 Daniels Cove Dr #NA, Winter Garden, FL 34787
Air conditioning | Garage parking | Assigned parking
4 beds
2 baths
$2,500
House for rent
Available Aug 1
1d ago
Townhouse for rent in Winter Garden
6385 Breeze Filled Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
2.5 baths
$2,850
House for rent
1d ago
8200 Jayme Dr, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
1–3 beds
1–2 baths
$1,590–$3,405
Price drop
Apartment for rent
2d ago
House for rent in Winter Garden
1447 Roxy Ln, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
4 beds
3.5 baths
$3,180
House for rent
2d ago
House for rent in Winter Garden
17342 Glossy Pomelo Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
5 beds
5.5 baths
$6,500
House for rent
2d ago
House for rent in Winter Garden
14154 Shocklach Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$3,000
House for rent
2d ago
Townhouse for rent in Winter Garden
7820 Bowery Dr, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$2,500
House for rent
3d ago
Townhouse for rent in Winter Garden
6331 Breeze Filled Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,650
House for rent
3d ago
Townhouse for rent in Winter Garden
6224 Aralia Ivy Ln, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$2,900
$2,800
Price drop
House for rent
3d ago
House for rent in Winter Garden
455 Winter Grove Blvd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Dishwasher
5 beds
3.5 baths
$5,690
$5,000
Price drop
House for rent
3d ago
Townhouse for rent in Winter Garden
15064 Grove Lake Dr, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
4 beds
2.5 baths
$3,300
House for rent
Available May 8
3d ago
Townhouse for rent in Winter Garden
2 beds
2.5 baths
$2,159
House for rent
Available May 8
3d ago
House for rent in Winter Garden
5 beds
3.5 baths
$5,500
House for rent
3d ago
Condo for rent in Winter Garden
In-unit laundry | On-site management | Outdoor space
1 bed
1 bath
$2,045
Condo for rent
Available May 8
3d ago
House for rent in Winter Garden
4 beds
2.5 baths
$2,700
House for rent
Available Apr 8
4d ago
Townhouse for rent in Winter Garden
12007 Holystone St #1, Winter Garden, FL 34787
In-unit laundry | Air conditioning | On-site laundry
3 beds
2.5 baths
$2,695
House for rent
Available Jun 1
4d ago
House for rent in Winter Garden
4 beds
2.5 baths
$2,650
House for rent
4d ago
House for rent in Winter Garden
17822 Adrift Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
5 beds
4 baths
$5,200
House for rent
4d ago
Stoneybrook West townhouse for rent in Winter Garden
1335 Priory Cir, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
3 beds
2.5 baths
$2,790
House for rent
4d ago
House for rent in Winter Garden
2 beds
2 baths
$2,699
House for rent
Available Jul 15
4d ago
House for rent in Winter Garden
3 beds
2 baths
$2,800
House for rent
4d ago
House for rent in Winter Garden
3 beds
2.5 baths
$3,000
House 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 2024 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 | 299 |
|---|---|
| 💰Best rent deal | 10091 Tuller Loop |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |