Cheap Homes for Rent in Winter Garden, FL from $700 (22 Rentals)

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Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 09/16/2025

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$2,455$1,428100

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. The Westerly in the Clear Creek neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,419. Here is today’s list of the most affordable Winter Garden apartments for rent:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,150
The WesterlyA31BR,1BA$1,419
Integra AvalonA1-Rhine 1B/1B 641sf1BR,1BA$1,444
Advenir at The OaksBirch1BR,1BA$1,454
Inland Seas ApartmentsOne Bed/ One Bath1BR,1BA$1,460

Best Value Apartments for Rent in Winter Garden, FL

As of September 16, 2025 the best value apartment in the Winter Garden area is the $1.76 price per square foot Reagan Model at Ocoee Village - NEWLY Constructed Townhomes in the in the Courtlea Park neighborhood starting from $3,060. 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 Village - NEWLY Constructed TownhomesReagan4BR,2.5BA$1.76
Silverleaf OaksBenton3BR,2.5BA$1.58
Corban Horizon WestC13BR,2BA$2.01
The Oasis at Lake BennetPalm2BR,2BA$1.69
Casa MirellaA1BR,1BA$1.72
Arbours at Crown PointThe Beech1BR,1BA$1.63
Country GardensTwo Bedroom Two Bath2BR,2BA$1.84
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.92
Prose Horizons VillageA11BR,1BA$1.95
Prose Avalon PointeA1 LL1BR,1BA$1.91

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

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Frequently Asked Questions about Winter Garden

What type of rentals are currently available in Winter Garden?

There are currently 80 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,150 to $5,178. There are also 242 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $750 to $15,000.

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 $750 to $15,000 with an average monthly rent of $3,719.

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 $1,929 to $5,178, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,395 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,500 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.

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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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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

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