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Houses for Rent in Winter Garden, FL
123 Rentals
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Rent Special4 BEDS, 2.5 BATHS$2,94916366 Grey Pne Dr
16366 Grey Pne Dr, Winter Garden, FL 34787 -
Rent Special4 BEDS, 2.5 BATHS$2,949
6470 Breeze Filled Ln
6470 Breeze Filled Ln, Winter Garden, FL 34787 -
Rent Special4 BEDS, 2.5 BATHS$2,799
6162 Whispering Gln Dr
6162 Whispering Gln Dr, Winter Garden, FL 34787 -
Rent Special4 BEDS, 2.5 BATHS$2,999
6509 Tabebuia Pkwy
6509 Tabebuia Pkwy, Winter Garden, FL 34787 -
3 BEDS, 2.5 BATHS$2,80016594 Barbours Crk Wy
16594 Barbours Crk Wy, Winter Garden, FL 34787 -
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3 BEDS, 2.5 BATHS$2,5001738 Sherbourne St
1738 Sherbourne St, Winter Garden, FL 34787 -
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4 BEDS, 2 BATHS$2,560
1337 Brandy Lake View Cir
1337 Brandy Lake View Cir, Winter Garden, FL 34787 -
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3 BEDS, 2 BATHS$2,725
16984 Tradewind Pt
16984 Tradewind Pt, Winter Garden, FL 34787 -
3 BEDS, 2.5 BATHS$2,660
1847 Portcastle Cir
1847 Portcastle Cir, Winter Garden, FL 34787 -
3 BEDS, 2 BATHS$2,399
1521 Loch Avich Rd
1521 Loch Avich Rd, Winter Garden, FL 34787 -
4 BEDS, 4 BATHS$3,749
626 Westhampton Ct
626 Westhampton Ct, Winter Garden, FL 34787 -
4 BEDS, 2 BATHS$2,549
1078 Woodson Hammock Cir
1078 Woodson Hammock Cir, Winter Garden, FL 34787 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,470Base Rent$2,470Required Monthly FeesNoneTotal Monthly Price$2,470
15333 Harrowgate Way
15333 Harrowgate Way, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New4 BEDS, 3 BATHS$3,055Base Rent$3,055Required Monthly FeesNoneTotal Monthly Price$3,055
1238 Rain Lily Rd
1238 Rain Lily Rd, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New4 BEDS, 2.5 BATHS$3,295Base Rent$3,295Required Monthly FeesNoneTotal Monthly Price$3,295
1781 Morning Sky Dr
1781 Morning Sky Dr, Winter Garden, FL 34787 -
3 BEDS, 2 BATHS$2,720
337 Grand Royal Cir
337 Grand Royal Cir, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,515Base Rent$2,515Required Monthly FeesNoneTotal Monthly Price$2,515
109 Zachary Wade St
109 Zachary Wade St, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New4 BEDS, 2 BATHS$2,660Base Rent$2,660Required Monthly FeesNoneTotal Monthly Price$2,660
153 Timbercreek Pines Cir
153 Timbercreek Pines Cir, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New4 BEDS, 4 BATHS$8,000Base Rent$8,000Required Monthly FeesNoneTotal Monthly Price$8,0007573 Green Mountain Way
7573 Green Mountain Way, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New4 BEDS, 2 BATHS$2,800Base Rent$2,800Required Monthly FeesNoneTotal Monthly Price$2,800542 Groves End Ln
542 Groves End Ln, Winter Garden, FL 34787 -
1 BED, 1 BATH$1,300
12597 Clear Sapphire Dr
12597 Clear Sapphire Dr, Winter Garden, FL 34787 -
4 BEDS, 3 BATHS$3,250
11165 Green Citron Aly
11165 Green Citron Aly, Winter Garden, FL 34787 -
4 BEDS, 5 BATHS$6,00014411 Hampshire Bay Cir
14411 Hampshire Bay Cir, Winter Garden, FL 34787 -
3 BEDS, 2.5 BATHS$2,6001375 Painted Bunting Ave
1375 Painted Bunting Ave, Oakland, FL 34787 -
4 BEDS, 2.5 BATHS$3,24913762 Bluebird Pond Rd
13762 Bluebird Pond Rd, Windermere, FL 34786 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2.5 BATHS$3,500Base Rent$3,500Required Monthly FeesNoneTotal Monthly Price$3,50014280 Braemar St
14280 Braemar St, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New4 BEDS, 3.5 BATHS$1,000Base Rent$1,000Required Monthly FeesNoneTotal Monthly Price$1,00015043 Evergreen Oak Loop
15043 Evergreen Oak Loop, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New5 BEDS, 5 BATHS$8,800Base Rent$8,800Required Monthly FeesNoneTotal Monthly Price$8,800
1304 Ocoee Apopka Rd
1304 Ocoee Apopka Rd, Ocoee, FL 34761 -
4 BEDS, 2.5 BATHS$3,6508121 Atlantic Puffin Street
8121 Atlantic Puffin Street, Winter Garden, FL 34787 -
5 BEDS, 4 BATHS$5,50014418 Ave of the Rushes
14418 Ave of the Rushes, Winter Garden, FL 34787 -
6 BEDS, 6.5 BATHS$6,950
7759 Green Mountain Way
7759 Green Mountain Way, Winter Garden, FL 34787 -
5 BEDS, 3 BATHS$4,900
10264 Love Story St
10264 Love Story St, Winter Garden, FL 34787 -
5 BEDS, 3 BATHS$3,495
806 Lost Grove Cir
806 Lost Grove Cir, Winter Garden, FL 34787 -
4 BEDS, 2.5 BATHS$3,295
15607 Porter Rd
15607 Porter Rd, Winter Garden, FL 34787 -
4 BEDS, 2 BATHS$2,000
1007 Carol Anderson Dr
1007 Carol Anderson Dr, Winter Garden, FL 34787
Showing 42 of 123 results, Page 1 of 3
Winter Garden at a Glance
Winter Garden, FL Houses for Rent
Winter Garden is a city in western Orange County located about 14 miles west of Downtown Orlando, known for its restored historic downtown district with brick-lined streets and the popular West Orange Trail that winds through the heart of the city. Those looking for apartments for rent in Winter Garden will find a range of housing options, from modern apartment communities near Winter Garden Village to rentals in established neighborhoods like Stoneybrook West and Wintermere Pointe, with average one-bedroom rents around $1,736 per month.
Renting in Winter Garden offers convenient access to both local amenities and the greater Orlando metropolitan area. The downtown area features local shops, dining options, and the Garden Theatre for entertainment, while the weekend farmers market has become a community tradition. The West Orange Trail provides miles of paved paths for outdoor activities, and Lake Apopka offers additional recreation opportunities nearby. Residents benefit from the city's location along State Road 50 and the Florida Turnpike, making commutes to Orlando and surrounding areas straightforward, while still enjoying the city's distinctive downtown character and community atmosphere.
Renting in Winter Garden
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 573 Sq Ft $1,382 / mo
- 1 Bedroom 764 Sq Ft $1,686 / mo
- 2 Bedrooms 1,120 Sq Ft $2,156 / mo
- 3 Bedrooms 1,370 Sq Ft $2,562 / mo
- 4 Bedrooms 1,913 Sq Ft $2,940 / mo
Top Budget-Friendly Neighborhoods in Winter Garden
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Corners 782 Sq Ft $1,609/mo
- Lake Apopka 781 Sq Ft $1,807/mo
- Summerlake 781 Sq Ft $1,816/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
Apartments for Rent Near Winter Garden by Neighborhoods
Apartments for Rent Near Winter Garden
Winter Garden Apartments for Rent in Your Budget
- Winter Garden Apartments Under $1,000
- Winter Garden Apartments Under $1,100
- Winter Garden Apartments Under $1,200
- Winter Garden Apartments Under $1,300
- Winter Garden Apartments Under $1,400
- Winter Garden Apartments Under $1,500
- Winter Garden Apartments Under $1,600
- Winter Garden Apartments Under $1,700
- Winter Garden Apartments Under $1,800
- Winter Garden Apartments Under $1,900
- Winter Garden Apartments Under $2,000
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Note: Based on community-supplied data and independent market research. Subject to change without notice.