Cheap Apartments for Rent in Winter Garden, FL from $900 (58 Rentals)

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Cheap Apartments 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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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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The Overlook
1 to 3 Bedroom Apartments

The Overlook

15055 Lake Britt CirWinter Garden, FL 34787
property at 51 Windtree Ln

51 Windtree Ln

Winter GardenFL34787
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Palm Crossing
2 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Showing Results 1-50, Page 1 of 2

Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 05/09/2025

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$3,180$1,228196

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$1,435
AVENUE ON OAKLANDS2 (Magnolia)Studio,1BA$1,532
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$1,554
The WesterlyA31BR,1BA$1,573
Park Place at Maguire ApartmentsA21BR,1BA$1,589
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1BA$1,600
Prose Avalon PointeA1 LL1BR,1BA$1,609
Prose Horizons VillageA11BR,1BA$1,619

Best Value Apartments for Rent in Winter Garden, FL

As of May 09, 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
IMT Sonoma HillsC13BR,2BA$1.82
Casa Mirella ApartmentsA1BR,1BA$1.73
Country GardensTwo Bedroom Two Bath2BR,2BA$1.79
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.76
Advenir at The OaksCypress Renovated2BR,1BA$1.94
Prose Horizons VillageA11BR,1BA$1.94
Prose Avalon PointeA1 LL1BR,1BA$1.93
The WesterlyA31BR,1BA$1.98

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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 $1,600 at Winterwoods.

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 $2,079.

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 Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

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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.