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301 rentals
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
5d+ ago
House for rent in Winter Garden
3 beds
2.5 baths
$3,000
House for rent
5d+ ago
House for rent in Winter Garden
15002 Ozzi St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
3 baths
$3,500
House for rent
5d+ ago
House for rent in Winter Garden
15205 Shonan Gold Dr, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
3 beds
3.5 baths
$3,400
House for rent
5d+ ago
House for rent in Winter Garden
3 beds
2.5 baths
$3,950
House for rent
Available May 7
5d+ ago
Townhouse for rent in Winter Garden
6338 Hamlin Reserve Blvd #6338, Winter Garden, FL 34787
Garage parking | Swimming pool | Residents lounge
3 beds
2.5 baths
$2,600
House for rent
Available May 6
5d+ ago
Townhouse for rent in Winter Garden
13344 Harbor Shore Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
2 beds
2.5 baths
$2,200
House for rent
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5d+ ago
Townhouse for rent in Winter Garden
1009 Westside Dr, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Ceiling fan
3 beds
2 baths
$2,050
House for rent
5d+ ago
Condo for rent in Winter Garden
In-unit laundry | Garage parking | Swimming pool
2 beds
2 baths
$1,550
Condo for rent
Available May 9
5d+ ago
House for rent in Winter Garden
4 beds
3 baths
$3,350
House for rent
Available May 5
5d+ ago
House for rent in Winter Garden
4 beds
3.5 baths
$3,500
House for rent
5d+ ago
Condo for rent in Winter Garden
In-unit laundry | Garage parking | Swimming pool
2 beds
2 baths
$1,650
Condo for rent
Available Apr 1
5d+ ago
Condo for rent in Winter Garden
In-unit laundry | Garage parking | Swimming pool
2 beds
2 baths
$1,550
Condo for rent
Available Apr 1
5d+ ago
Townhouse for rent in Winter Garden
16276 Merry Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
4 beds
2.5 baths
$3,000
House for rent
5d+ ago
Condo for rent in Winter Garden
80 Windtree Ln #203, Winter Garden, FL 34787
In-unit laundry | Balcony | Swimming pool
2 beds
2 baths
$1,650
Condo 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
$3,400
House for rent
Available May 15
5d+ ago
House for rent in Winter Garden
3 beds
2.5 baths
$2,600
House for rent
Available May 4
5d+ ago
Condo for rent in Winter Garden
1300 Eastern Pecan Pl #1, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Swimming pool
2 beds
2 baths
$1,995
Condo for rent
Available May 1
5d+ ago
House for rent in Winter Garden
2 beds
1 bath
$1,495
House for rent
Available May 4
5d+ ago
House for rent in Winter Garden
17007 Seville Orange Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2 baths
$2,850
House for rent
5d+ 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
5d+ ago
House for rent in Winter Garden
16743 Herongate Dr, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
3 beds
2 baths
$2,950
$2,800
Price drop
House for rent
5d+ ago
Condo for rent in Winter Garden
1300 Eastern Pecan Pl #203, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Swimming pool
2 beds
2 baths
$1,750
Condo for rent
5d+ ago
Townhouse for rent in Winter Garden
15190 Groveside Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
3.5 baths
$3,150
House for rent
5d+ ago
Condo for rent in Winter Garden
233 Southern Pecan Cir #101, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
2 beds
1 bath
$1,795
Condo for rent
5d+ ago
Townhouse for rent in Winter Garden
12067 Holystone St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,650
House for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,495
House for rent
5d+ ago
Apartment for rent in Winter Garden
203 N Dillard St #5, Winter Garden, FL 34787
Air conditioning | Carpet | Outdoor space
1 bed
1 bath
$1,695
Apartment for rent
Available May 11
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
9451 Komika Ln #NA, Winter Garden, FL 34787
Air conditioning | Garage parking | Swimming pool
3 beds
2 baths
$2,850
House for rent
Available Apr 30
5d+ ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,590
Condo for rent
5d+ ago
Townhouse for rent in Winter Garden
5654 Westview Park Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,800
House for rent
5d+ ago
Townhouse for rent in Winter Garden
10030 Salt Point Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,695
$2,550
Price drop
House for rent
5d+ ago
House for rent in Winter Garden
5000 Citrus Leaf Blvd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
2.5 baths
$3,450
House for rent
Available May 1
5d+ ago
Condo for rent in Winter Garden
417 Southern Pecan Cir #202, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Swimming pool
1 bed
1 bath
$1,475
Condo for rent
5d+ 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
$2,300
$2,200
Price drop
House for rent
5d+ ago
Townhouse for rent in Winter Garden
16374 Turning Tide Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,600
$2,500
Price drop
House for rent
5d+ ago
House for rent in Winter Garden
9960 Pallida Hickory Way, Winter Garden, FL 34787
Air conditioning | Garage parking | Walk-in closets
3 beds
2.5 baths
$2,800
House for rent
5d+ ago
House for rent in Winter Garden
11153 Green Citron Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Dishwasher
3 beds
2.5 baths
$3,350
$3,100
Price drop
House for rent
5d+ ago
Tucker Oaks townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,400
House for rent
5d+ ago
Condo for rent in Winter Garden
1 bed
1 bath
$1,550
Condo for rent
5d+ ago
House for rent in Winter Garden
15663 Pelican Cay Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
4 beds
3.5 baths
$3,595
House for rent
5d+ ago
House for rent in Winter Garden
18386 Oliver Twist Way, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
4 beds
3 baths
$4,300
House for rent
Available Jun 1
5d+ ago
House for rent in Winter Garden
8119 Laughing Gull St #1, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
4 beds
2 baths
$3,400
House for rent
Available Jun 1
5d+ ago
Condo for rent in Winter Garden
143 Southern Pecan Cir #201, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Swimming pool
3 beds
2 baths
$2,400
Condo for rent
5d+ ago
Townhouse for rent in Winter Garden
13527 Daniels Landing Cir, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,300
House for rent
5d+ ago
Townhouse for rent in Winter Garden
11062 Great Rock St, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,650
House for rent
5d+ ago
Townhouse for rent in Winter Garden
15883 Tollington Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
3 beds
2.5 baths
$2,950
House for rent
5d+ ago
Apartment for rent in Winter Garden
508 Varsity St, Winter Garden, FL 34787
Fitness center | Outdoor space
2 beds
1 bath
$1,695
Apartment 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 | 301 |
|---|---|
| 💰Best rent deal | 417 Southern Pecan Cir #202 |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |