Cheap Homes for Rent in Winter Garden, FL from $800 (20 Rentals)

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Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 07/30/2025

Current 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:

NeighborhoodMedian PriceMin PriceAvailable Units
West Orlando$3,060$1,414114

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 ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,199
Inland Seas ApartmentsOne Bed/ One Bath1BR,1BA$1,460
Apollo ApartmentsBloomStudio,1BA$1,465
Advenir at The OaksCypress Renovated2BR,1BA$1,544
AVENUE ON OAKLANDS1 (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 ListingModel NameBed/BathPrice Per Sq.Ft.
Lakewalk at HamlinEola2BR,2BA$2.08
Advenir at The OaksElm Renovated3BR,2BA$1.89
Arya at WindermereSlate2BR,2BA$1.79
Corban Horizon WestB32BR,2BA$2.00
Casa MirellaA1BR,1BA$1.74
Arbours at Crown PointThe Beech1BR,1BA$1.69
Garden City ApartmentsTwo Bed/1.5 Bath Standard2BR,1.5BA$1.81
Prose Horizons VillageA11BR,1BA$1.93
Prose Avalon PointeA1 LL1BR,1BA$1.93
Palm CrossingValencia2BR,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.

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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.

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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.

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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.

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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.