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The average monthly rent in Winter Garden is down 3.96% compared to last month but up 3.24% year-over-year.
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2d 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
3d 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
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
Apartment for rent
4d ago
Verified
4 beds
2 baths
$2,770
House for rent
Available Jul 16
5d+ ago
Verified
3 beds
2 baths
$2,395
$2,250
Price drop
House for rent
Available Mar 24
18h ago
Verified
6138 Whispering Glen, Winter Garden, FL 34787
Garage parking
3 beds
2.5 baths
$2,699
House for rent
Available May 8
2d ago
Verified
2 beds
2 baths
$2,737–$2,746
Apartment for rent
2d ago
Verified
4 beds
3 baths
$3,175
$2,980
Price drop
House for rent
Available May 26
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2d ago
Verified
4 beds
2.5 baths
$3,049
House for rent
Available May 18
2d 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
Outdoor Space
In-Unit Laundry
Swimming Pool
Garage Parking
3d ago
Verified
6219 Sunny Time Ave, Winter Garden, FL 34787
Garage parking
5 beds
3 baths
$3,265
House for rent
Available Mar 25
4d 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
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
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
4h ago
Verified
2 beds
2 baths
$5,081
Apartment for rent
4h ago
Verified
14200 Avalon Rd, Winter Garden, FL 34787
In-unit laundry | Furnished | Air conditioning
3 beds
2 baths
$2,837
Price drop
Condo for rent
2d ago
9005 Solay Rd, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,679–$2,964
Price drop
Apartment for rent
4d ago
10091 Tuller Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | Balcony
1–3 beds
1–2 baths
$1,447–$4,057
Apartment for rent
Available May 18
5d+ ago
House for rent in Winter Garden
4 beds
3.5 baths
$3,200
House for rent
20h ago
8200 Jayme Dr, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
1–3 beds
1–2 baths
$1,580–$3,405
Price drop
Apartment for rent
23h 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
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
House for rent
Available Jan 1
1d 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
1d 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
2d 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
2d ago
House for rent in Winter Garden
315 Daniels Pointe Dr #NA, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
2 baths
$1,200
House for rent
Available May 16
2d ago
House for rent in Winter Garden
3 beds
3 baths
$2,750
House for rent
Available May 14
2d ago
Townhouse for rent in Winter Garden
16039 Juniper Inlet Aly, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
3 beds
2.5 baths
$2,500
House for rent
2d ago
House for rent in Winter Garden
1761 Delafield Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2 baths
$3,000
House for rent
2d ago
House for rent in Winter Garden
12097 Bracco St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,950
$2,850
Price drop
House for rent
3d ago
House for rent in Winter Garden
1642 Chandelle Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | Dishwasher
5 beds
3 baths
$3,200
House for rent
Available Jul 1
3d ago
Townhouse for rent in Winter Garden
1000 Dolphin Dr, Winter Garden, FL 34787
In-unit laundry | Dishwasher | Outdoor space
3 beds
2 baths
$2,100
House for rent
3d ago
Townhouse for rent in Winter Garden
15363 Hamlin Park Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
3 beds
3.5 baths
$3,500
$3,300
Price drop
House for rent
3d ago
House for rent in Winter Garden
10207 Atwater Bay Dr, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
5 beds
4.5 baths
$8,500
House for rent
3d ago
Townhouse for rent in Winter Garden
1066 Dolphin Dr, Winter Garden, FL 34787
In-unit laundry | On-site laundry | Ceiling fan
3 beds
2 baths
$1,850
House for rent
4d ago
Townhouse for rent in Winter Garden
13293 Daniels Landing Cir, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,400
House for rent
4d ago
11 E Smith St, Winter Garden, FL 34787
Balcony
2 beds
2 baths
$3,205
Price drop
Apartment for rent
5d+ ago
Townhouse for rent in Winter Garden
16221 Admirals Cove Ln, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
4 beds
2.5 baths
$3,400
House for rent
5d+ ago
House for rent in Winter Garden
1021 Temple Grove Pl, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
4 beds
4.5 baths
$8,500
House for rent
5d+ ago
House for rent in Winter Garden
17682 Northlake Grove Dr #NA, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$3,350
House for rent
Available May 15
5d+ ago
House for rent in Winter Garden
684 Cascading Creek Ln #NA, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
2 baths
$2,900
House for rent
Available May 14
5d+ ago
House for rent in Winter Garden
3 beds
2.5 baths
$2,800
House for rent
Available Apr 15
5d+ ago
House for rent in Winter Garden
16226 Rock Coast Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
3 baths
$3,500
House for rent
5d+ ago
Apartment for rent in Winter Garden
8907 Frodsham Way #A, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
3 beds
2.5 baths
$2,850
Apartment for rent
Available Jun 1
5d+ 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
5d+ 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
5d+ 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 13
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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 | 295 |
|---|---|
| 💰Best rent deal | 315 Daniels Pointe Dr #NA |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |