Cheap Apartments for Rent in Winter Garden, FL from $1,000 (54 Rentals)

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

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

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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
Corporate Housing

The Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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property at 428 Eron Way

428 Eron Way

Winter GardenFL34787
property at 162 Windtree Ln

162 Windtree Ln

Winter GardenFL34787
property at 1320 Beulah Rd

1320 Beulah Rd

Winter GardenFL34787
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The Overlook
Studio to 3 Bedroom Apartments

The Overlook

15055 Lake Britt CirWinter Garden, FL 34787
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Cortland Independence
1 to 3 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Corporate Housing

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 12/09/2025

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$3,230$1,45043

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. 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$1,099
Inland Seas ApartmentsOne Bed/ One Bath1BR,1BA$1,210
Advenir at The OaksBirch1BR,1BA$1,300
Windermere at Lakes Edge ApartmentsBahia Key1BR,1BA$1,355
Integra AvalonA1-Rhine 1B/1B 641sf1BR,1BA$1,444
Palm CrossingClementine1BR,1BA$1,477
IMT Sonoma HillsA11BR,1BA$1,480
Vintage Horizon WestFitzgerald1BR,1BA$1,499
Skyline at Westfall StationA41BR,1BA$1,499

Best Value Apartments for Rent in Winter Garden, FL

As of December 09, 2025 the best value apartment in the Winter Garden area is the $1.51 price per square foot Haddock Model at Silverleaf Oaks in the in the Southwest neighborhood starting from $2,895. The second greatest value Winter Garden apartment is the C Model at Casa Mirella starting at $2,453 with a $1.40 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.
Silverleaf OaksHaddock4BR,2.5BA$1.51
Casa MirellaC3BR,2BA$1.40
Ocoee VillageReagan4BR,2.5BA$1.66
1500 Broken Oaks Drive, Unit 25B1500 Broken Oaks Drive3BR,2.5BA$1.59
The WesterlyB22BR,2BA$1.86
Arbours at Crown PointThe Beech1BR,1BA$1.82
Country GardensTwo Bedroom Two Bath2BR,2BA$1.82
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.87
Prose Horizons VillageA11BR,1BA$1.83
Prose Avalon PointeA11BR,1BA$1.86

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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Quick Rent Budget Calculator

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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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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See the most popular apartments and homes in Winter Garden, FL

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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 $1,099.

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

The lowest price for a Cheap One Bedroom Winter Garden Apartment is $1,210 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 $1,310 at Inland Seas Apartments.

What is the most affordable Winter Garden Three Bedroom Apartment?

The best deal on a cheap Winter Garden Three Bedroom Apartment rental is at Windermere at Lakes Edge Apartments and starts from $1,886.

Expert Rental Resources

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.

Helpful Local Expert Guides

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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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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Written by: Darla Ferrara

There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

Written by: Darla Ferrara

When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

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The Soul of the City Beautiful: What Life in Orlando Is Really Like

Written by: Darla Ferrara

When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Articles, How-To's, and Tips

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.