Cheap Apartments for Rent in the Winegard Road South Neighborhood of Orlando, FL from $300 (53 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Winegard Road South area of Orlando.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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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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Durham Place
1 to 3 Bedroom Apartments

Durham Place

5215 S Orange Blossom TrlOrlando, FL 32839
  • Utilities Included
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Pointe Vista 1 and 2
2 to 4 Bedroom Apartments

Pointe Vista 1 and 2

5455 Pointe Vista CirOrlando, FL 32839
  • Utilities Included
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Hidden Creek Villas
2 to 4 Bedroom Apartments

Hidden Creek Villas

2001 Rivertree CirOrlando, FL 32839
  • Utilities Included
property at 8700 S Orange Blossom Trl

$875

Total Monthly Price

Total Monthly Price

Base Rent
$875
Total Monthly Price
$875

1 Bedroom, 1 Bath Condo for Rent

Available Now

8700 S Orange Blossom Trl

OrlandoFL32809

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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Caden at Lakeside
1 to 3 Bedroom Apartments

Caden at Lakeside

1989 Americana BlvdOrlando, FL 32839
  • Utilities Included
property at 5521 Axiom Ave

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000
Total Monthly Price
$1,000

Studio, 1 Bath Home for Rent

Available Now

5521 Axiom Ave

OrlandoFL32839

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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South Ridge Apartments
1 to 2 Bedroom Apartments

South Ridge Apartments

440 W Oakridge RdOrlando, FL 32809
  • Utilities Included
property at 2342 Huntington Green Ct

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300
Total Monthly Price
$1,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

2342 Huntington Green Ct, Unit 2

2342 Huntington Green Ct
OrlandoFL32839
property at 5012 Downing St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300
Total Monthly Price
$1,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

5012 Downing St, Unit 10

5012 Downing St
OrlandoFL32839

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Winegard Road South, Orlando, FL Local Guide

Cheapest Available Winegard Road South Apartments for Rent

 

The cheapest available apartment rental in the Winegard Road South area of Orlando, FL is a 1 Bed unit found at Beverly at Lakeside priced from $624. Green Gables has the second lowest priced unit, which is a Studio apartment currently listed from $922. Here are the most affordable Winegard Road South apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Beverly at LakesideA11BR,1BA$624
Green GablesStudioStudio,1BA$922
Enclave at Lake EllenorS1Studio,1BA$973
Casienna Apartment HomesStudioStudio,1BA$999
Royal Palms1x11BR,1BA$1,099
Lorenzo At East MilA2 Renovated1BR,1BA$1,150
THE CLUB AT MILLENIABarcelona1BR,1BA$1,153
Pine Castle Villas Apartments1-2 Bedroom2BR,1BA$1,200
Durham PlaceOne Bed - One Bath 60%1BR,1BA$1,205
The Landing at East Mil ApartmentsA1 Renovated1BR,1BA$1,225

Best Value Apartments for Rent in Winegard Road South, FL

As of July 06, 2026 the best value apartment in the Winegard Road South area is the $1.38 price per square foot Newcastle with Solarium Model at Manor Row in the in the Millenia neighborhood starting from $1,791. The second greatest value Winegard Road South apartment is the B3 Model at Halston Park Central starting at $1,633 with a $1.37 price per square foot in the Millenia neighborhood. Here is today’s list of the best values for Winegard Road South apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Manor RowNewcastle with Solarium2BR,2BA$1.38
Halston Park CentralB32BR,2BA$1.37
Beverly at LakesideC13BR,2BA$1.00
Fox HollowThree Bed/ Two Bath3BR,2BA$1.43
EsplanadeB12BR,2BA$1.69
Sand Lake Pointe ApartmentsTwo Bedroom Two Bath 602BR,2BA$1.40
Pine Castle Villas Apartments1-2 Bedroom2BR,1BA$1.50
Lancaster Villas1/1 Upstairs1BR,1BA$1.81
Royal Palms1x11BR,1BA$1.72
Enclave at Lake EllenorS1Studio ,1BA$1.87

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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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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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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Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental search system called 'Lifestyle ratings', composed of rentals in cities across the United States and customized analysis for Southwestern Orlando, FL. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including searching for the best amenities, and proximity to parks, transit availability, pet-friendly communities, places to raise kids, and how walkable or bikeable each community and area is. Find Lifestyle Search in the filter options (above). Happy Searching!

Frequently Asked Questions about Cheap Winegard Road South Apartments

What is a cheap apartment in Winegard Road South?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winegard Road South is under $1,225.

What is the price of a cheap apartment in Winegard Road South?

The cheapest apartment in Winegard Road South is Beverly at Lakeside which is listed at $624, while the average apartment in Winegard Road South costs $2,115.

What types of apartments are the cheapest in Winegard Road South?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 151 regular apartments in Winegard Road South that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Winegard Road South?

Cheap apartments in Winegard Road South have an average cost of $773 which is $1,342 cheaper than the average rent for all rentals in Winegard Road South.

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

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Your Guide to the Perfect Orlando Neighborhood for Student Renters

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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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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

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For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.