Cheap Homes for Rent in Outer West Neighborhood of Winter Garden, FL from $600 (60 Rentals)

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Search the lowest-cost Homes available for rent right now in the Outer West area of 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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property at 5128 Conroy Rd

$1,250 - $1,300

1 Bedroom Rentals

Available Now

5128 Conroy Rd

OrlandoFL32811

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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property at 5152 Conroy Rd

$1,300 - $1,525

1 To 2 Bedroom Rentals

Available Now

5152 Conroy Rd

OrlandoFL32811
property at 5120 Conroy Rd

$1,300 - $1,500

1 To 2 Bedroom Rentals

Available Now

5120 Conroy Rd

OrlandoFL32811

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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property at 5160 Conroy Rd

$1,250 - $1,350

1 Bedroom Rentals

Available Now

5160 Conroy Rd

OrlandoFL32811

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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Outer West, Winter Garden, FL Local Guide

Cheapest Available Outer West Apartments for Rent

 

The cheapest available apartment rental in the Outer West area of Orlando, FL is a 2 Beds unit found at Whispering Oaks priced from $636. Orlando Sky has the second lowest priced unit, which is a Studio apartment currently listed from $819. Here are the most affordable Outer West apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Whispering OaksThe Acorn2BR,2BA$636
Orlando SkyThe IndigoStudio,1BA$819
Timber Sound 23X23BR,2BA$821
Waterview Crossing ApartmentsOne Bedroom One Bath Classic1BR,1BA$950
Orlando TerraceOne Bedroom One Bath1BR,1BA$985
Avalyn West1 Bedroom 1 Bath1BR,1BA$989
Village Park1 Bedroom A11BR,1BA$1,020
Misty OaksA-11BR,1BA$1,050
WinterwoodsStudio ApartmentStudio,1BA$1,099

Best Value Apartments for Rent in Outer West, FL

As of January 24, 2026 the best value apartment in the Outer West area is the $1.32 price per square foot 3 Bed/ 2.5 Bath C1 Model at Village Townhomes in the in the Rosemont neighborhood starting from $1,975. The second greatest value Outer West apartment is the Brentwood Model at Lake Sherwood Apartments starting at $1,875 with a $1.30 price per square foot in the Ashton Park neighborhood. Here is today’s list of the best values for Outer West apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Village Townhomes3 Bed/ 2.5 Bath C13BR,2.5BA$1.32
Lake Sherwood ApartmentsBrentwood2BR,2BA$1.30
Cypress Pointe at Lake OrlandoC1-3 Bedrooms, 2 Bathrooms3BR,2BA$1.37
THE ISLEThe San Giovanni3BR,2BA$1.29
Rolling Hills Apartment Homes3 Bedroom 2 Bath3BR,2BA$1.28
Timber Sound 23x23BR,2BA$1.33
Oak Glen Apartments3 Bedroom3BR,2BA$1.38
Whispering OaksThe Oakshade3BR,2BA$0.69
The PinesCypress2BR,2BA$1.40
Marbella ParkJasmine Renovated1BR,1.5BA$1.34

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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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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Quick Rent Budget Calculator

How much rent can you afford?

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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Best Local Schools in
Outer West, Winter Garden, FL

School data provided by Great Schools

Frequently Asked Questions about Outer West

What type of rentals are currently available in Outer West?

There are currently 266 Apartments for Rent in Outer West, FL with pricing that ranges from $741 to $4,879. There are also 658 Single Family Homes for rent, Condos, and Townhome rentals currently available in Outer West ranging from $675 to $14,800.

What is the current price range for Rental Homes in Outer West?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Outer West ranges from $675 to $14,800 with an average monthly rent of $2,971.

How much are larger Three and Four Bedroom Rentals in Outer West?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Outer West range from $741 to $4,454, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,295 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,550 and Four Bedroom Apartments start at $1,733.

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

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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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.