Nearby rentals
Renter hub
Property management
Filters
The average monthly rent in Winter Garden is down 3.96% compared to last month but up 3.24% year-over-year.
Average rent
Track prices
Rent calculator
What can I afford?
All rentals
6h 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
2d ago
Verified
15000 Stratus Loop, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,725–$3,086
Price drop
Apartment for rent
28m ago
Verified
4 beds
2 baths
$2,725
House for rent
Available Jul 16
5d+ ago
Verified
3 beds
2 baths
$2,395
$2,230
Price drop
House for rent
Available Mar 24
4h ago
Verified
4 beds
3 baths
$3,370
House for rent
Available Jun 23
4h ago
Verified
4 beds
3 baths
$3,175
$2,870
Price drop
House for rent
Available May 26
4h ago
Verified
3 beds
2 baths
$3,125
$2,970
Price drop
House for rent
Available Jun 22
Be the first to hear about new listings matching your search.
2d ago
Verified
6460 Tabebuia Pkwy, Winter Garden, FL 34787
Garage parking
3 beds
2.5 baths
$2,699
House for rent
Available May 22
3d ago
Verified
3 beds
2.5 baths
$2,599
House for rent
Available Mar 19
Outdoor Space
In-Unit Laundry
Swimming Pool
Garage Parking
4d 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
2 beds
2 baths
$2,737–$2,746
Apartment for rent
5d+ ago
Verified
4 beds
2.5 baths
$3,049
House for rent
Available May 18
5d+ ago
Verified
1136 Dunbrooke St, Winter Garden, FL 34787
Garage parking | Walk-in closets | Outdoor space
3 beds
2 baths
$2,880
House for rent
Available May 19
5d+ 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
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
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
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
7h 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
13h ago
10091 Tuller Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Balcony
1–3 beds
1–2 baths
$1,462–$3,977
Price drop
Apartment for rent
Available May 22
1d ago
1 bed
1 bath
$950
Apartment 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 May 1
5d+ ago
House for rent in Winter Garden
4 beds
3.5 baths
$3,200
House for rent
5h ago
House for rent in Winter Garden
8325 Topsail Pl, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2 baths
$4,000
House for rent
5h 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
$4,900
Price drop
House for rent
20h ago
House for rent in Winter Garden
14034 Frasier St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
2.5 baths
$3,000
House for rent
Available Jun 30
1d ago
Courtlea Oaks house for rent in Winter Garden
216 Jean St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Ceiling fan
3 beds
2.5 baths
$2,300
House for rent
1d ago
11 E Smith St, Winter Garden, FL 34787
Balcony
1–2 beds
1–2 baths
$2,215–$3,205
Apartment for rent
2d ago
8200 Jayme Dr, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
1–3 beds
1–2 baths
$1,580–$3,369
Apartment for rent
2d ago
House for rent in Winter Garden
16031 Silver Brook Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
5 beds
4.5 baths
$6,500
House for rent
2d ago
House for rent in Winter Garden
10264 Love Story St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
5 beds
3 baths
$6,000
House for rent
2d ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,500
House for rent
2d ago
Tucker Oaks townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,250
House for rent
2d ago
1 bed
1 bath
$2,045
Apartment for rent
3d ago
Townhouse for rent in Winter Garden
15250 Sunrise Grove Ct, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
3 beds
2.5 baths
$2,700
House for rent
3d ago
Townhouse for rent in Winter Garden
13370 Daniels Landing Cir, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
2 beds
2.5 baths
$2,275
House for rent
3d ago
Townhouse for rent in Winter Garden
216 Deepcove Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
2 beds
2.5 baths
$2,200
$2,100
Price drop
House for rent
3d ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,650
$1,500
Price drop
Condo for rent
3d ago
House for rent in Winter Garden
16548 Wingspread Loop #NA, Winter Garden, FL 34787
Garage parking | Assigned parking | Swimming pool
3 beds
2.5 baths
$2,850
House for rent
Available Jun 1
3d 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
$1,995
House for rent
Available May 25
3d ago
House for rent in Winter Garden
9451 Komika Ln #NA, Winter Garden, FL 34787
Air conditioning | Garage parking | Swimming pool
3 beds
2 baths
$2,850
$2,750
Price drop
House for rent
Available Apr 30
3d ago
House for rent in Winter Garden
8119 Laughing Gull St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2 baths
$3,400
House for rent
3d ago
House for rent in Winter Garden
9354 Lake Hickory Nut Dr, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
3.5 baths
$4,750
House for rent
4d ago
Townhouse for rent in Winter Garden
15250 Groveside Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
3 beds
2.5 baths
$2,950
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 Jan 1
5d+ ago
Townhouse for rent in Winter Garden
7254 Duxbury Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
2 beds
2.5 baths
$2,600
House for rent
5d+ ago
House for rent in Winter Garden
525 Garden Heights Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
3 beds
2 baths
$2,550
House for rent
5d+ ago
Townhouse for rent in Winter Garden
165 Windtree Ln #165WL, Winter Garden, FL 34787
In-unit laundry | Air conditioning | On-site laundry
2 beds
2 baths
$1,700
House for rent
Available Apr 1
Are you a rental professional?
187 rentals
13 rentals
182 rentals
20 rentals
29 rentals
49 rentals
8 rentals
70 rentals
15 rentals
64 rentals
1 rental
2 rentals
5 rentals
4 rentals
1 rental
17 rentals
1 rental
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 | 295 |
|---|---|
| 💰Best rent deal | 722 S Woodland St |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |