Cheap Apartments for Rent in Winter Garden, FL from $900 (37 Rentals)

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Search the lowest-cost Apartments available for rent right now in Winter Garden.

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Park Avenue Villas
1 to 2 Bedroom Apartments

Park Avenue Villas

48 S Park AveWinter Garden, FL 34787
  • Utilities Included
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West Pointe Villas
2 to 4 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
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The Overlook
Studio to 3 Bedroom Apartments

The Overlook

15055 Lake Britt CirWinter Garden, FL 34787
Showing Results 1-37, Page 1 of 1

Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 08/05/2025

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$3,020$1,419112

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
The WesterlyA11BR,1BA$1,498
Apollo ApartmentsBloomStudio,1BA$1,540
Advenir at The OaksCypress Renovated2BR,1BA$1,544
AVENUE ON OAKLANDS1 (Colonial)Studio,1BA$1,544
Registry on Grass LakeMarigold1BR,1BA$1,599
Prose Avalon PointeA1 LL1BR,1BA$1,609
Prose Horizons VillageA11BR,1BA$1,609
Talcott at Windermere1 Bed/ 1 Bath1BR,1BA$1,640

Best Value Apartments for Rent in Winter Garden, FL

As of August 05, 2025 the best value apartment in the Winter Garden area is the $1.80 price per square foot Allure Model at The Oasis at Lake Bennet in the in the Ashton Park neighborhood starting from $2,118. The second greatest value Winter Garden apartment is the Eola Model at Lakewalk at Hamlin starting at $2,410 with a $2.08 price per square foot in the Southbridge Village Townhomes 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.
The Oasis at Lake BennetAllure2BR,2BA$1.80
Lakewalk at HamlinEola2BR,2BA$2.08
Arya at WindermereSlate2BR,2BA$1.79
Corban Horizon WestB12BR,2BA$2.06
Casa MirellaA1BR,1BA$1.72
Country GardensTwo Bedroom Two Bath2BR,2BA$1.84
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.92
Advenir at The OaksCypress2BR,1BA$1.89
Prose Horizons VillageA11BR,1BA$1.93
Prose Avalon PointeA1 LL1BR,1BA$1.93

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Pet Friendly Lifestyle
Winter Garden, FL

Ranked #33

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!

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Getting Around Winter Garden, FL

Walk Score®

40 / 100

Car-Dependent

Most errands require a car

Bike Score®

46 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Cheap Winter Garden Apartments

What is the Cheapest Studio apartment in Winter Garden?

Currently the most affordable Cheap Studio Apartment in Winter Garden is at Winterwoods listed at $1,199.

How much is rent for a Cheap One Bedroom Winter Garden Apartment?

The lowest price for a Cheap One Bedroom Winter Garden Apartment is $1,460 at Inland Seas Apartments.

What is the lowest price for a Cheap Two Bedroom Winter Garden Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winter Garden is starting from $1,544 at Advenir at The Oaks.

What is the most affordable Winter Garden Three Bedroom Apartment?

The best deal on a cheap Winter Garden Three Bedroom Apartment rental is at Palm Crossing and starts from $1,971.

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

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

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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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.