
Cheap Homes for Rent in Winter Garden, FL from $800 (20 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Garden.


1094 N Lakewood Ave

704 Nicole Blvd

303 Southern Pecan Cir

124 Windtree Ln

390 Douglas Way

67 Windtree Ln

1020 Lincoln Terrace

52 Windtree Ln

51 Windtree Ln

1315 Eastern Pecan Pl

5135 Lake Hamlin Trail

509 Varsity St

320 Eron Way

602 Nicole Blvd

16648 Daeza Dr

1313 Eagle Ln

430 Southern Pecan Cir

310 Daniels Pointe Dr

58 Windtree Ln
Winter Garden, FL Local Guide

How much does it cost to rent a home in Winter Garden?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winter Garden 2 Bedroom Homes for Rent | $1,905 | $1,545 | $3,400 |
Winter Garden 3 Bedroom Homes for Rent | $2,771 | $1,624 | $5,800 |
Winter Garden 4 Bedroom Homes for Rent | $3,390 | $2,000 | $6,000 |
Winter Garden 5 Bedroom Homes for Rent | $5,455 | $3,295 | $10,000+ |
Winter Garden 6 Bedroom Homes for Rent | $10,323 | $3,195 | $10,000+ |
Winter Garden 7 Bedroom Homes for Rent | $10,722 | $9,950 | $10,000+ |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
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Cheapest Neighborhoods for Apartments in Winter Garden, FL
Pricing Updated: 07/30/2025Current apartment rentals in the Winter Garden, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winter Garden Apartments for rent:
Neighborhood | Median Price | Min Price | Available Units |
---|---|---|---|
West Orlando | $3,060 | $1,414 | 114 |
Cheapest Available Winter Garden Apartments for Rent
 The cheapest available apartment rental in Winter Garden, FL is a Studio unit found at Winterwoods in the Deer Island neighborhood priced from $1,199. Inland Seas Apartments in the Deer Island neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,460. Here is today’s list of the most affordable Winter Garden apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Winterwoods | Studio Apartment | Studio,1BA | $1,199 |
Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,460 |
Apollo Apartments | Bloom | Studio,1BA | $1,465 |
Advenir at The Oaks | Cypress Renovated | 2BR,1BA | $1,544 |
AVENUE ON OAKLAND | S1 (Colonial) | Studio,1BA | $1,550 |
Best Value Apartments for Rent in Winter Garden, FL
As of July 30, 2025 the best value apartment in the Winter Garden area is the $2.08 price per square foot Eola Model at Lakewalk at Hamlin in the in the Southbridge Village Townhomes neighborhood starting from $2,410. The second greatest value Winter Garden apartment is the Elm Renovated Model at Advenir at The Oaks starting at $2,079 with a $1.89 price per square foot in the Ashton Park neighborhood. Here is today’s list of the best values for Winter Garden apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Lakewalk at Hamlin | Eola | 2BR,2BA | $2.08 |
Advenir at The Oaks | Elm Renovated | 3BR,2BA | $1.89 |
Arya at Windermere | Slate | 2BR,2BA | $1.79 |
Corban Horizon West | B3 | 2BR,2BA | $2.00 |
Casa Mirella | A | 1BR,1BA | $1.74 |
Arbours at Crown Point | The Beech | 1BR,1BA | $1.69 |
Garden City Apartments | Two Bed/1.5 Bath Standard | 2BR,1.5BA | $1.81 |
Prose Horizons Village | A1 | 1BR,1BA | $1.93 |
Prose Avalon Pointe | A1 LL | 1BR,1BA | $1.93 |
Palm Crossing | Valencia | 2BR,2BA | $2.11 |
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Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 96 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,199 to $6,690. There are also 244 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $800 to $19,000.
What is the current price range for Rental Homes in Winter Garden?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Garden ranges from $800 to $19,000 with an average monthly rent of $5,129.
How much are larger Three and Four Bedroom Rentals in Winter Garden?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Garden range from $1,839 to $6,690, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,624 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $2,981.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.