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4d ago
House for rent in Winter Garden
9247 LEGADO Drive, Winter Garden, FL 34787
In-unit laundry | Furnished | Carpet
4 beds
2.5 baths
$5,500
House for rent
4d ago
House for rent in Winter Garden
4 beds
3.5 baths
$3,550
House for rent
4d ago
House for rent in Winter Garden
In-unit laundry | Air conditioning | Assigned parking
4 beds
3.5 baths
$3,500
House for rent
4d ago
House for rent in Winter Garden
531 Clancy St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
2.5 baths
$2,900
House for rent
4d ago
House for rent in Winter Garden
4 beds
2.5 baths
$3,295
House for rent
5d+ ago
Apartment for rent in Winter Garden
3 beds
3 baths
$3,200
Apartment for rent
5d+ ago
House for rent in Winter Garden
9566 Bolero Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
5 beds
3.5 baths
$5,200
House for rent
5d+ ago
Townhouse for rent in Winter Garden
11193 Hanlon Terrace Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,650
House for rent
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5d+ ago
House for rent in Winter Garden
17658 Japonica Bloom Dr, Winter Garden, FL 34787
Furnished | Swimming pool | High ceilings
5 beds
4.5 baths
$5,500
$4,900
Price drop
House for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2 baths
$2,999
House for rent
Available Aug 14
5d+ ago
House for rent in Winter Garden
4 beds
2.5 baths
$3,100
House for rent
5d+ ago
House for rent in Winter Garden
2 beds
1 bath
$1,495
House for rent
Available Aug 13
5d+ ago
Townhouse for rent in Winter Garden
16576 Barbours Creek Way, Winter Garden, FL 34787
Garage parking | On-site laundry | Walk-in closets
3 beds
2.5 baths
$2,950
House for rent
5d+ ago
Townhouse for rent in Winter Garden
16588 Barbours Creek Way, Winter Garden, FL 34787
Garage parking | On-site laundry | Walk-in closets
3 beds
2.5 baths
$2,950
House for rent
5d+ ago
Townhouse for rent in Winter Garden
16570 Barbours Creek Way, Winter Garden, FL 34787
Garage parking | On-site laundry | Walk-in closets
3 beds
2.5 baths
$2,950
House for rent
5d+ ago
House for rent in Winter Garden
Winter Green Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
5 beds
3.5 baths
$5,200
House for rent
Available Aug 1
5d+ ago
Apartment for rent in Winter Garden
341 Southern Pecan Cir #201, Winter Garden, FL 34787
In-unit laundry | Garage parking | Dishwasher
1 bed
1 bath
$1,800
Apartment for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,600
House for rent
Available Aug 13
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,600
House for rent
5d+ ago
House for rent in Winter Garden
1544 Loch Avich Rd, Winter Garden, FL 34787
Garage parking | Walk-in closets | On-site management
4 beds
2.5 baths
$2,945
House for rent
5d+ ago
Apartment for rent in Winter Garden
3 beds
2.5 baths
$2,900
$2,650
Price drop
Apartment for rent
5d+ ago
House for rent in Winter Garden
8313 Topsail Pl, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2 baths
$3,600
House for rent
5d+ ago
House for rent in Winter Garden
2 beds
2 baths
$2,050
House for rent
Available Aug 11
5d+ ago
House for rent in Winter Garden
15219 Starleigh Rd, Winter Garden, FL 34787
In-unit laundry | Walk-in closets | Ceiling fan
3 beds
2.5 baths
$2,500
House for rent
5d+ ago
Apartment for rent in Winter Garden
502 Varsity St, Winter Garden, FL 34787
Fitness center | Dishwasher | Outdoor space
2 beds
1 bath
$1,695
Apartment for rent
5d+ ago
Apartment for rent in Winter Garden
508 Varsity St, Winter Garden, FL 34787
Fitness center | Dishwasher | Outdoor space
2 beds
1 bath
$1,695
Apartment for rent
5d+ ago
House for rent in Winter Garden
12597 Clear Sapphire Dr, Winter Garden, FL 34787
In-unit laundry | Furnished | On-site laundry
1 bed
1 bath
$1,300
House for rent
Available Aug 12
5d+ ago
Townhouse for rent in Winter Garden
15555 Gwinnett Dr, Winter Garden, FL 34787
In-unit laundry | Walk-in closets | Ceiling fan
3 beds
3.5 baths
$3,200
House for rent
5d+ ago
House for rent in Winter Garden
In-unit laundry | Air conditioning | Assigned parking
4 beds
3.5 baths
$8,000
House for rent
5d+ ago
Townhouse for rent in Winter Garden
4 beds
3.5 baths
$2,800
House for rent
5d+ ago
Condo for rent in Winter Garden
3 beds
3 baths
$2,445
$2,345
Price drop
Condo for rent
Available Jun 20
5d+ ago
House for rent in Winter Garden
9350 Woodcrane Dr, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
3 beds
2.5 baths
$2,850
House for rent
5d+ ago
Townhouse for rent in Winter Garden
15056 Groveside Rd #15056, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$3,000
House for rent
Available Jul 1
5d+ ago
House for rent in Winter Garden
17552 Lake Star Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
3.5 baths
$4,500
House for rent
5d+ ago
House for rent in Winter Garden
18392 Oliver Twist Way #NA, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
5 beds
4 baths
$4,100
House for rent
Available Aug 10
5d+ ago
House for rent in Winter Garden
11165 Green Citron Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
3 baths
$3,250
House for rent
5d+ ago
Townhouse for rent in Winter Garden
13307 Peaceful Melody Dr, Winter Garden, FL 34787
Garage parking | On-site laundry | Fitness center
3 beds
2.5 baths
$2,700
House for rent
5d+ ago
House for rent in Winter Garden
16902 Hamlin Oasis Loop, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$3,250
House for rent
5d+ ago
Condo for rent in Winter Garden
407 Douglas Way #66, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Ceiling fan
2 beds
2 baths
$1,995
Condo for rent
5d+ ago
House for rent in Winter Garden
2 beds
2 baths
$2,100
$1,995
Price drop
House for rent
5d+ ago
House for rent in Winter Garden
5 beds
3 baths
$3,399
House for rent
Available Oct 13
5d+ ago
House for rent in Winter Garden
5 beds
3 baths
$3,695
$3,495
Price drop
House for rent
Available Jul 20
5d+ ago
Townhouse for rent in Winter Garden
968 Stucki Ter, Winter Garden, FL 34787
Outdoor space
3 beds
2 baths
$2,000
$1,900
Price drop
House for rent
5d+ ago
Condo for rent in Winter Garden
1301 Eastern Pecan Pl #208, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
2 beds
2 baths
$1,950
Condo for rent
5d+ ago
House for rent in Winter Garden
14411 Hampshire Bay Cir, Winter Garden, FL 34787
Garage parking | Swimming pool | Walk-in closets
4 beds
4 baths
$6,000
House for rent
5d+ ago
Townhouse for rent in Winter Garden
13568 Autumn Harvest Ave, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
4 beds
3 baths
$3,600
House for rent
5d+ ago
Condo for rent in Winter Garden
417 Southern Pecan Cir #207, Winter Garden, FL 34787
In-unit laundry | Ceiling fan | Dishwasher
1 bed
1 bath
$1,750
$1,650
Price drop
Condo for rent
5d+ ago
House for rent in Winter Garden
14413 Magnolia Ridge Loop, Winter Garden, FL 34787
Hardwood floor | Walk-in closets | Ceiling fan
3 beds
3 baths
$3,400
House for rent
5d+ ago
House for rent in Winter Garden
12907 Westhaven Oak Dr, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
4 beds
3 baths
$3,595
House for rent
Available Sep 15
5d+ ago
Townhouse for rent in Winter Garden
7043 Twilight Bay Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,750
House for rent
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16 rentals
As of today, Winter Garden's median rent price is $2,705 per month, which is down 2%, or $45, compared to last year.
Median rent
$2,705
YoY change
−2%
−$45/mo
Rentals, last 30 days
162
| Size | Value | YoY |
|---|---|---|
| All bedrooms | $2,705 | −2% |
| 1 bedroom | $1,600 | N/A |
| 2 bedroom | $1,975 | N/A |
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.
Based on Zumper's July 2026 data, one-bedroom apartments in Winter Garden average around $1,740/month and two-bedrooms approximately $2,260/month.
October offers the lowest rents in Winter Garden, running about 2.9% below December rates, which see the highest prices of the year. November is the least competitive month with lower demand, while March and April are the most competitive.
Tucker Oaks and Stoneybrook West are Winter Garden's top neighborhoods, both offering one-bedrooms at around $1,600/month with high walk scores and strong community connections. Tucker Oaks generates about 8% more inquiries than the market average, making it the most in-demand area.
Tucker Oaks and Stoneybrook West offer the most affordable options at approximately $1,600/month for one-bedrooms, which is significantly lower than the city median.
Tucker Oaks is particularly pet-welcoming, featuring pet-safe windows, specialized pet flooring, dedicated outdoor spaces, and no breed restrictions. The neighborhood also provides pet waste stations and hosts regular pet events.
In our current listings, utilities-included rentals are extremely rare in Winter Garden, appearing in just 0.02% of units, with one-bedrooms leading at 0.13% of listings.
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 | 12597 Clear Sapphire Dr |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |