Cheap Homes for Rent in Winter Garden, FL from $1,000 (22 Rentals)

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property at 6442 Tabebuia Pky

6442 Tabebuia Pky

Winter GardenFL34787

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

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Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 04/06/2025

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$3,349$80033

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 $1,099. Windermere at Lakes Edge Apartments in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,333. Here is today’s list of the most affordable Winter Garden apartments for rent:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,099
Windermere at Lakes Edge ApartmentsBahia Key1BR,1BA$1,333
The WesterlyA31BR,1BA$1,453
Palm CrossingClementine1BR,1BA$1,496
Apollo ApartmentsBloomStudio,1BA$1,519

Best Value Apartments for Rent in Winter Garden, FL

As of April 06, 2025 the best value apartment in the Winter Garden area is the $1.61 price per square foot Reagan Model at Ocoee Village - NEWLY Constructed Townhomes in the in the Courtlea Park neighborhood starting from $2,799. The second greatest value Winter Garden apartment is the B Model at Casa Mirella Apartments starting at $2,050 with a $1.48 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.
Ocoee Village - NEWLY Constructed TownhomesReagan4BR,2.5BA$1.61
Casa Mirella ApartmentsB2BR,2BA$1.48
1547 Spring Ridge Cir, Unit 11547 Spring Ridge Cir1BR,1BA$1.49
Arbours at Crown PointThe Beech1BR,1BA$1.59
IMT Sonoma HillsB12BR,2BA$2.00
Country GardensTwo Bedroom Two Bath2BR,2BA$1.79
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.76
Advenir at The OaksCypress Renovated2BR,1BA$1.94
Prose Horizons VillageA11BR,1BA$1.93
Prose Avalon PointeA11BR,1BA$1.86

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Frequently Asked Questions about Winter Garden

What type of rentals are currently available in Winter Garden?

There are currently 76 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,505. There are also 214 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $1,000 to $12,700.

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 $1,000 to $12,700 with an average monthly rent of $3,598.

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 $1,916 to $4,505, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,980 to $5,900. Four Bedroom Single-Family rentals are also available starting from $2,065 and Four Bedroom Apartments start at $2,799.

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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla F

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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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.