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The average rent in Winter Garden, as of July 2026, is down 1.08% compared to last month and down 3.4% year-over-year.
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9h 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–$2,565
Price drop
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
2d ago
Verified
15000 Stratus Loop, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,750–$3,403
Apartment for rent
1d ago
Verified
4 beds
2 baths
$2,680
$2,570
Price drop
House for rent
Available Jul 27
5d+ ago
Verified
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
5d+ ago
Verified
3 beds
2 baths
$3,770
$2,715
Price drop
House for rent
Available Aug 10
5d+ ago
Verified
3 beds
2.5 baths
$3,730
$2,715
Price drop
House for rent
Available Jul 2
7h ago
Verified
397 Regal Downs Cir, Winter Garden, FL 34787
Garage parking | Walk-in closets
3 beds
2 baths
$2,495
House for rent
Available Jul 2
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3d ago
Verified
4 beds
1.5 baths
$2,405
$2,285
Price drop
House for rent
Available Aug 4
3d ago
Verified
4 beds
3 baths
$3,120
$2,835
Price drop
House for rent
Available Jun 16
Outdoor Space
In-Unit Laundry
Garage Parking
Swimming Pool
5d+ ago
Verified
1848 Sherbourne St, Winter Garden, FL 34787
Garage parking | Walk-in closets | Outdoor space
5 beds
2.5 baths
$2,895
House for rent
Available Jun 17
1h ago
9005 Solay Rd, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,579–$3,009
Apartment for rent
5d+ ago
11 E Smith St, Winter Garden, FL 34787
Balcony
1–2 beds
1–2 baths
$1,995–$2,695
Price drop
Apartment for rent
5d+ ago
722 S Woodland St, Winter Garden, FL 34787
Air conditioning | Outdoor space | Oven
1 bed
1 bath
$1,095
Apartment for rent
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
House for rent in Winter Garden
4 beds
3.5 baths
$3,200
House for rent
1h ago
8200 Jayme Dr, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
1–3 beds
1–2 baths
$1,634–$2,831
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
3h ago
10091 Tuller Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Balcony
1–3 beds
1–2 baths
$1,636–$4,265
Apartment for rent
Available Jul 6
4h ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,895
Condo for rent
5h ago
House for rent in Winter Garden
6 beds
3.5 baths
$5,995
$5,500
Price drop
House for rent
6h ago
House for rent in Winter Garden
17398 Channel Way #1, Winter Garden, FL 34787
4 beds
3 baths
$3,275
House for rent
Available Jul 18
8h ago
House for rent in Winter Garden
3 beds
2.5 baths
$2,700
House for rent
13h ago
Tucker Oaks condo for rent in Winter Garden
3 beds
2.5 baths
$2,050
Condo for rent
15h ago
Townhouse for rent in Winter Garden
2 beds
2 baths
$1,850
House for rent
1d ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,775
House for rent
1d ago
Townhouse for rent in Winter Garden
2 beds
2.5 baths
$2,050
House for rent
2d ago
House for rent in Winter Garden
4 beds
2 baths
$2,550
House for rent
Available Aug 1
3d ago
Townhouse for rent in Winter Garden
15254 Sunrise Grove Ct, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,700
House for rent
Available Sep 1
3d ago
House for rent in Winter Garden
15120 Sunrise Grove Ct, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$3,000
House for rent
Available Aug 7
3d ago
Apartment for rent in Winter Garden
227 N Woodland St #NA, Winter Garden, FL 34787
In-unit laundry | Garage parking | Assigned parking
1 bed
1 bath
$1,750
Apartment for rent
Available Aug 1
3d ago
House for rent in Winter Garden
450 Winter Grove Blvd #NA, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
4 beds
3.5 baths
$6,000
House for rent
Available Jul 3
3d ago
Condo for rent in Winter Garden
130 Southern Pecan Cir #107, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
2 beds
2 baths
$2,000
Condo for rent
5d+ ago
1 bed
1 bath
$1,795
Price drop
Apartment for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,900
House for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,700
House for rent
5d+ ago
Condo for rent in Winter Garden
3 beds
3 baths
$2,800
$2,695
Price drop
Condo for rent
Available Jun 20
5d+ ago
Condo for rent in Winter Garden
405 Southern Pecan Cir #107, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
1 bed
1 bath
$1,480
Condo for rent
5d+ ago
House for rent in Winter Garden
14654 Watowan Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$3,250
House for rent
5d+ ago
House for rent in Winter Garden
884 Klondike St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Carpet
4 beds
2 baths
$2,800
House for rent
5d+ ago
House for rent in Winter Garden
18035 Cider Mill Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
5 beds
4 baths
$4,900
House for rent
5d+ ago
Townhouse for rent in Winter Garden
13841 Daniels Landing Cir, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,195
House for rent
5d+ ago
House for rent in Winter Garden
4869 Lacewing Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
4 beds
2.5 baths
$3,200
House for rent
5d+ 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
House for rent
Available May 1
5d+ ago
Townhouse for rent in Winter Garden
18197 Cider Mill Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,650
House for rent
5d+ ago
House for rent in Winter Garden
15061 Evergreen Oak Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
5 beds
3 baths
$3,800
House for rent
5d+ 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
$2,800
House for rent
5d+ ago
Townhouse for rent in Winter Garden
1257 Winter Green Way, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Dishwasher
2 beds
1.5 baths
$1,850
House for rent
5d+ ago
Townhouse for rent in Winter Garden
5636 Water Rose Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,800
House for rent
5d+ ago
House for rent in Winter Garden
3190 Sailing Pier Ave, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
3.5 baths
$3,900
House 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
$1,450
Condo for rent
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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%.
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 | 288 |
|---|---|
| 💰Best rent deal | 722 S Woodland St |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |