Cheap Apartments for Rent in Winter Garden, FL from $900 (40 Rentals)

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

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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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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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
  • Utilities Included

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787

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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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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Winter Garden, FL Local Guide

Cheapest Neighborhoods for Apartments in Winter Garden, FL

Pricing Updated: 07/08/2025

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$2,684$1,439108

Cheapest Available Winter Garden Apartments for Rent

 

The cheapest available apartment rental in Winter Garden, FL is a 1 Bed unit found at Inland Seas Apartments in the Deer Island neighborhood priced from $1,210. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,439. Here is today’s list of the most affordable Winter Garden apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Inland Seas ApartmentsOne Bed/ One Bath1BR,1BA$1,210
Advenir at The OaksBirch1BR,1BA$1,439
Apollo ApartmentsBloomStudio,1BA$1,458
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$1,518
Park Place at Maguire ApartmentsA21BR,1BA$1,553
Talcott at Windermere1 Bed/ 1 Bath1BR,1BA$1,578
Casa MirellaA1BR,1BA$1,590
Prose Avalon PointeA1 LL1BR,1BA$1,599
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1BA$1,600

Best Value Apartments for Rent in Winter Garden, FL

As of July 08, 2025 the best value apartment in the Winter Garden area is the $1.67 price per square foot Reagan Model at Ocoee Village - NEWLY Constructed Townhomes in the in the Courtlea Park neighborhood starting from $2,901. The second greatest value Winter Garden apartment is the Eden Roc Model at Windermere Cay starting at $2,466 with a $1.88 price per square foot in the Chatham Village 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$1.67
Windermere CayEden Roc3BR,2BA$1.88
Cortland IndependenceBenjamin2BR,2BA$1.93
Country GardensThree Bedroom Two Bath3BR,2BA$1.73
1547 Spring Ridge Cir, Unit 11547 Spring Ridge Cir2BR,1BA$2.00
Casa MirellaA1BR,1BA$1.61
Arbours at Crown PointThe Beech1BR,1BA$1.69
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.76
Prose Avalon PointeA1 LL1BR,1BA$1.91
Prose Horizons VillageA11BR,1BA$1.93

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Winter Garden, FL

Ranked #41

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 Apollo Apartments listed at $1,458.

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 $1,579 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 Country Gardens and starts from $1,899.

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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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.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.