Cheap Homes for Rent in Winter Garden, FL from $800 (32 Rentals)

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property at 1320 Beulah Rd

1320 Beulah Rd

Winter GardenFL34787
property at 5000 Collina Ter

5000 Collina Ter

ClermontFL34711
property at 14200 Avalon Rd

14200 Avalon Rd

Winter GardenFL34787
property at 15000 Stratus Lp

15000 Stratus Lp

Winter GardenFL34787
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Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 11/15/2025

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$2,629$1,344136

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 $1,150. Inland Seas Apartments in the Deer Island neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,210. Here is today’s list of the most affordable Winter Garden apartments for rent:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,150
Inland Seas ApartmentsOne Bed/ One Bath1BR,1BA$1,210
Advenir at The OaksBirch1BR,1BA$1,344
Arbours at Crown PointThe Beech1BR,1BA$1,400
Windermere at Lakes Edge ApartmentsSands Key1BR,1BA$1,437
Palm CrossingClementine1BR,1BA$1,458
Vintage Horizon WestRockwell1BR,1BA$1,499
Skyline at Westfall StationA41BR,1BA$1,499
Garden City ApartmentsTwo Bed/1.5 Bath Standard2BR,1BA$1,500

Best Value Apartments for Rent in Winter Garden, FL

As of November 16, 2025 the best value apartment in the Winter Garden area is the $1.78 price per square foot Reagan Model at Ocoee Village in the in the Courtlea Park neighborhood starting from $3,086. The second greatest value Winter Garden apartment is the Benton Model at Silverleaf Oaks starting at $2,575 with a $1.58 price per square foot in the Southwest 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 VillageReagan4BR,2.5BA$1.78
Silverleaf OaksBenton3BR,2.5BA$1.58
The WesterlyB12BR,2BA$1.77
Casa MirellaA1BR,1BA$1.61
Arbours at Crown PointThe Beech1BR,1BA$1.46
Country GardensTwo Bedroom Two Bath2BR,2BA$1.79
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.87
Prose Horizons VillageA11BR,1BA$1.83
Vintage Horizon WestFitzgerald1BR,1BA$1.96
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$1.96

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Winter Garden, FL

Ranked #42

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Best Local Schools in
Winter Garden, FL

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Garden, FL Rentals by Map

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Frequently Asked Questions about Winter Garden

What type of rentals are currently available in Winter Garden?

There are currently 81 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,150 to $4,432. There are also 272 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $850 to $18,500.

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 $850 to $18,500 with an average monthly rent of $4,654.

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 $1,860 to $4,432, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,995 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,425 and Four Bedroom Apartments start at $2,875.

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 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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.