Cheap Apartments for Rent in Winter Garden, FL
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1 BED, 1 BATH$675 -
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1 BED, 1 BATH$995314 1/2 S Boyd St
314 1/2 S Boyd St, Winter Garden, FL 34787 -
1 Month FreeCall for RentWinterwoods
15300 W Colonial Dr, Winter Garden, FL 34787 -
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1 BED, 1 BATH$1,350MOVE IN NOW-Water & electricity included 1x1 above garage apartment!! Full kitchen & bathroom!! W...
14252 Confetti Dr, Windermere, FL 34786 -
DiscountsTotal Monthly Price Total Monthly Price New1 BED$1,449+2 BEDS$1,729+3 BEDS$1,979+Base Rent$1,449 - $1,979Utilities & EssentialsVariesTotal Monthly Price$1,449 - $1,979Country Gardens
15122 W Colonial Dr, Winter Garden, FL 34787 -
2 BEDS, 2 BATHS$1,450Great location! 2nd floor condo in Winter Garden
88 Windtree Ln, Winter Garden, FL 34787 -
Price Drop. $512 Off|Total Monthly Price Total Monthly Price New1 BED$1,588+2 BEDS$1,827+3 BEDS$2,461+Base Rent$1,458 - $2,463Required Monthly Fees$130 - $140Utilities & EssentialsVariesTotal Monthly Price$1,588 - $2,603
Windermere Cay
8200 Jayme Dr, Winter Garden, FL 34787 -
1 BED$1,460+2 BEDS$1,660+3 BEDS$1,950+Inland Seas Apartments
1301 Inland Seas Blvd, Winter Garden, FL 34787 -
1 Month Free1 BED$1,468+2 BEDS$1,594+3 BEDS$2,073+Palm Crossing
1240 Winter Garden Vineland Rd, Winter Garden, FL 34787 -
Price Drop. $499 Off|Total Monthly Price Total Monthly Price NewSTUDIO$1,586+1 BED$1,811+2 BEDS$2,015+Base Rent$1,477 - $2,088Required Monthly Fees$109Utilities & EssentialsVariesTotal Monthly Price$1,586 - $2,197
Apollo Apartments
7000 Kiran Patel Dr, Winter Garden, FL 34787 -
1 BED, 1 BATH$1,495203 N Dillard St Unit 4
203 N Dillard St, Winter Garden, FL 34787 -
Price Drop. $283 Off1 BED$1,496+2 BEDS$1,805+3 BEDS$2,421+
Halston Waterleigh
10091 Tuller Loop, Winter Garden, FL 34787 -
Rent Special1 BED$1,499+2 BEDS$1,882+3 BEDS$2,411+
Integra Avalon
17825 Avalon Grove Loop, Winter Garden, FL 34787 -
Good ValueTotal Monthly Price Total Monthly Price New2 BEDS$1,499Base Rent$1,499 - $1,749Required Monthly FeesNoneTotal Monthly Price$1,499 - $1,749
Garden City Apartments
521 S Park Ave, Winter Garden, FL 34787 -
Price Drop. $303 Off1 BED$1,511+2 BEDS$1,936+3 BEDS$2,283+
Birchstone Waterleigh
9405 Ascend Falls Dr, Winter Garden, FL 34787 -
Price Drop. $218 Off|Total Monthly Price Total Monthly Price New1 BED$1,646+2 BEDS$2,085+Base Rent$1,516 - $1,995Required Monthly Fees$130Utilities & EssentialsVariesTotal Monthly Price$1,646 - $2,125
Prose Horizons Village
16810 Easthampstead Rd, Winter Garden, FL 34787 -
2 BEDS, 2 BATHS$1,520Great location! 2nd floor condo in Winter Garden
36 Windtree Ln, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,550Base Rent$1,550Required Monthly FeesNoneTotal Monthly Price$1,5501547 Spring Ridge Cir Unit 1
1547 Spring Ridge Cir, Winter Garden, FL 34787 -
STUDIO$1,563+1 BED$1,606+2 BEDS$1,918+3 BEDS$2,493+The Westerly
14680 Westerly Dr, Winter Garden, FL 34787 -
Exceptional ValueTotal Monthly Price Total Monthly Price New1 BED$1,760+2 BEDS$2,025+3 BEDS$2,468+Base Rent$1,591 - $2,299Required Monthly Fees$169Total Monthly Price$1,760 - $2,468
Casa Mirella
101 Casa Mirella Way, Windermere, FL 34786 -
Price Drop. $211 Off|Total Monthly Price Total Monthly Price New1 BED$1,634+2 BEDS$1,944+Base Rent$1,599 - $2,000Required Monthly Fees$35Utilities & EssentialsVariesTotal Monthly Price$1,634 - $2,035
Prose Avalon Pointe
14505 Tristan Cir, Winter Garden, FL 34787 -
1 BED, 1 BATH$1,60017102 Heartwood Loop
17102 Heartwood Loop, Winter Garden, FL 34787 -
1 BED, 1 BATH$1,60012506 Westhaven Oak Dr
12506 Westhaven Oak Dr, Winter Garden, FL 34787 -
Good Value|1 BED$1,605+2 BEDS$2,275+3 BEDS$2,710+
Ascend Waterleigh Village
16200 Ascend Village Ln, Winter Garden, FL 34787 -
Price Drop. $232 OffTotal Monthly Price Total Monthly Price New1 BED$1,795+2 BEDS$2,270+3 BEDS$2,717+Base Rent$1,611 - $3,752Required Monthly Fees$120Utilities & EssentialsVariesTotal Monthly Price$1,795 - $3,007
Homestead at Hamlin
15100 Free Range Run, Winter Garden, FL 34787 -
Price Drop. $430 OffTotal Monthly Price Total Monthly Price New1 BED$1,665+2 BEDS$1,870+3 BEDS$2,465+Base Rent$1,625 - $2,505Required Monthly Fees$40Utilities & EssentialsVariesTotal Monthly Price$1,665 - $2,545
IMT Sonoma Hills
14619 Casita Ridge, Winter Garden, FL 34787 -
2 Months Free|1 BED$1,629+2 BEDS$2,204+3 BEDS$2,914+
Solay Horizon West
9005 Solay Rd, Winter Garden, FL 34787 -
Rent SpecialTotal Monthly Price Total Monthly Price New1 BED$1,766+2 BEDS$2,246+3 BEDS$3,101+Base Rent$1,630 - $3,435Required Monthly Fees$121Utilities & EssentialsVariesTotal Monthly Price$1,766 - $3,556
Elan Crown Point
2285 Crown Vlg Rd, Ocoee, FL 34761 -
Rent Special1 BED$1,649+2 BEDS$1,999+Slate Luxury Apartments
584 W Bay St, Winter Garden, FL 34787 -
Price Drop. $400 OffTotal Monthly Price Total Monthly Price New1 BED$1,700+2 BEDS$2,289+3 BEDS$2,660+Base Rent$1,669 - $3,064Required Monthly Fees$31Utilities & EssentialsVariesTotal Monthly Price$1,700 - $3,095
The Lodge at Hamlin
6151 Lake Lodge Dr, Winter Garden, FL 34787 -
Good ValueSTUDIO$1,678+1 BED$1,715+2 BEDS$2,190+3 BEDS$2,745+The Haven at Lake Britt
15145 Havencrest Cir, Winter Garden, FL 34787 -
1 BED, 1 BATH$1,69014978 Lebeau Lp
14978 Lebeau Lp, Winter Garden, FL 34787 -
2 BEDS, 1 BATH$1,695508 Varsity St
508 Varsity St, Winter Garden, FL 34787 -
2 Months Free|1 BED$1,699+2 BEDS$2,274+3 BEDS$2,749+
Registry on Grass Lake
14520 Avalon Rd, Winter Garden, FL 34787 -
2 BEDS, 2 BATHS$1,700165 Windtree Ln Unit U
165 Windtree Ln, Winter Garden, FL 34787 -
3 BEDS, 2 BATHS$1,7001066 Dolphin Dr
1066 Dolphin Dr, Winter Garden, FL 34787 -
2 BEDS, 2 BATHS$1,700165 Windtree Ln
165 Windtree Ln, Winter Garden, FL 34787 -
Total Monthly Price Total Monthly Price NewSTUDIO$1,836+1 BED$2,062+2 BEDS$2,662+3 BEDS$3,107+Base Rent$1,724 - $3,100Required Monthly Fees$112Total Monthly Price$1,836 - $3,212
Regency
1601 Maguire Rd, Ocoee, FL 34761 -
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DiscountsSTUDIO$1,728+1 BED$1,753+2 BEDS$2,218+3 BEDS$2,897+The Overlook
15055 Lake Britt Cir, Winter Garden, FL 34787
Winter Garden at a Glance
Winter Garden, FL Apartments 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 585 Sq Ft $1,444 / mo
- 1 Bedroom 764 Sq Ft $1,701 / mo
- 2 Bedrooms 1,120 Sq Ft $2,104 / mo
- 3 Bedrooms 1,379 Sq Ft $2,563 / mo
- 4 Bedrooms 1,913 Sq Ft $2,925 / mo
Top Budget-Friendly Neighborhoods in Winter Garden
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Corners 799 Sq Ft $1,701/mo
- Lake Apopka 777 Sq Ft $1,822/mo
- Summerlake 785 Sq Ft $1,823/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
Apartments for Rent Near Winter Garden
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Winter Garden Apartments for Rent in Your Budget
- Apartments with Move-In Specials in Winter Garden, FL
- Winter Garden Apartments Under $700
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About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
Price Drop
Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
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Rent Specials
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Note: Based on community-supplied data and independent market research. Subject to change without notice.