Cheap Apartments for Rent in Winter Garden, FL from $900 (50 Rentals)

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Cheap Apartments in Winter Garden.

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Park Avenue Villas
1 to 2 Bedroom Apartments

Park Avenue Villas

48 S Park AveWinter Garden, FL 34787
  • Utilities Included

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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West Pointe Villas
2 to 4 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
  • Utilities Included
property at 78 Windtree Ln

78 Windtree Ln

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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property at 702 Malcom Rd

702 Malcom Rd

OcoeeFL34761
Showing Results 1-50, Page 1 of 1

Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 05/02/2025

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$85028

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. Arbours at Crown Point in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,350. Here is today’s list of the most affordable Winter Garden apartments for rent:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,099
Arbours at Crown PointThe Beech1BR,1BA$1,350
Apollo ApartmentsBloomStudio,1BA$1,470
AVENUE ON OAKLANDS2 (Magnolia)Studio,1BA$1,525
Park Place at Maguire ApartmentsA21BR,1BA$1,531
The WesterlyA31BR,1BA$1,533
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$1,568
Prose Avalon PointeA1 LL1BR,1BA$1,584
Country GardensTwo Bedroom Two Bath2BR,2BA$1,599
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1BA$1,600

Best Value Apartments for Rent in Winter Garden, FL

As of May 03, 2025 the best value apartment in the Winter Garden area is the $1.65 price per square foot Carter Model at Ocoee Village - NEWLY Constructed Townhomes in the in the Courtlea Park neighborhood starting from $2,516. The second greatest value Winter Garden apartment is the The Laurel Model at Arbours at Crown Point starting at $2,325 with a $1.54 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 TownhomesCarter3BR,2.5BA$1.65
Arbours at Crown PointThe Laurel3BR,2BA$1.54
Casa Mirella ApartmentsA1BR,1BA$1.68
IMT Sonoma HillsB12BR,2BA$1.95
Country GardensTwo Bedroom Two Bath2BR,2BA$1.68
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.76
Advenir at The OaksCypress Renovated2BR,1BA$1.98
Prose Avalon PointeA11BR,1BA$1.91
Prose Horizons VillageA11BR,1BA$1.93
The Oasis at Lake BennetHorizon1BR,1BA$1.99

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Pet Friendly Lifestyle
Winter Garden, FL

Ranked #35

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 $1,349 at Winterwoods.

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 $1,599 at Country Gardens.

What is the most affordable Winter Garden Three Bedroom Apartment?

The best deal on a cheap Winter Garden Three Bedroom Apartment rental is at Advenir at The Oaks and starts from $2,039.

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.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.