Cheap Apartments for Rent in the Skyland Neighborhood of Winston-Salem, NC from $500 (48 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Skyland area of Winston-Salem.

property at 412 W 1st St

$795 - $995

1 Bedroom Rentals

Available Now

412 W 1st St

Winston-SalemNC27101

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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property at 1615 Argonne Blvd

$1,050

Total Monthly Price

Total Monthly Price

Base Rent
$1,050
Total Monthly Price
$1,050

2 Bedroom, 2 Bath Home for Rent

Available Now

1615 Argonne Blvd

Winston-SalemNC27107
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Hilltop House
Rent Specials
$1,074 - $1,465
Total Monthly Price

Total Monthly Price

Base Rent
$1,074 - $1,465
Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

Hilltop House

241 S Cherry StWinston-Salem, NC 27101
Pet Friendly
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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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Colony Place Apartments
1 to 3 Bedroom Apartments

Colony Place Apartments

900 N Cleveland AveWinston-Salem, NC 27101
  • Utilities Included
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Fairview Landing
1 to 2 Bedroom Apartments

Fairview Landing

1120 Burke Village LnWinston-Salem, NC 27105
  • Utilities Included
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1350 N Chestnut St
2 Bedroom Apartments

1350 N Chestnut St

1350 N Chestnut StWinston-Salem, NC 27105

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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555 East Apartments
2 Bedroom Apartments

555 East Apartments

555 N Martin Luther King Jr DrWinston-Salem, NC 27101
  • Utilities Included
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Aster Park Apartments
1 to 4 Bedroom Apartments

Aster Park Apartments

1620 Hope LnWinston-Salem, NC 27105
  • Utilities Included

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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Showing Results 1-48, Page 1 of 1

Skyland, Winston-Salem, NC Local Guide

Cheapest Available Skyland Apartments for Rent

 

The cheapest available apartment rental in the Skyland area of Winston-Salem, NC is a 1 Bed unit found at Crestwood Gardens priced from $825. Kensington Village has the second lowest priced unit, which is a 1 Bed apartment currently listed from $910. Here are the most affordable Skyland apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
Crestwood Gardens1 Bed/1 Bath1BR,1BA$825
Kensington VillageThe Saville1BR,1BA$910
Fairfield Apartments2BR / 1BA2BR,1BA$950
Village Lofts0BR/1.0BAStudio,1BA$950
2425-2445 Old Greensboro Rd2 Bedroom2BR,1BA$990
The Livery Apartments1 Bed1BR,1BA$1,020
664 2nd St NWTwo Bedroom One Bath2BR,1BA$1,095
Skyview Townhomes2 Bedroom2BR,1BA$1,200
Brown School Lofts1 Bdrm Garden, 664 SqFt, Market,1BR,1BA$1,275

Best Value Apartments for Rent in Skyland, NC

As of July 17, 2026 the best value apartment in the Skyland area is the $1.51 price per square foot Miro Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $2,120. The second greatest value Skyland apartment is the B3 Model at Link Apartments® 4th Street starting at $1,774 with a $1.66 price per square foot in the Downtown Winston Salem neighborhood. Here is today’s list of the best values for Skyland apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Gallery LoftsMiro2BR,2BA$1.51
Link Apartments® 4th StreetB32BR,2BA$1.66
664 2nd St NWTwo Bedroom One Bath2BR,1BA$1.10
2425-2445 Old Greensboro Rd2 Bedroom2BR,1BA$1.10
Hilltop HouseB12BR,2BA$1.70
Crestwood GardensCottage 3 Bed / 1 Bath3BR,1BA$1.41
Fairfield Apartments2BR / 1BA2BR,1BA$1.22
Gateway Apartments1.11BR,1BA$1.68
The Livery Apartments1 Bed1BR,1BA$1.89
Kensington VillageThe Saville1BR,1BA$1.71

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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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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Pet Friendly Lifestyle
Skyland, Winston-Salem, NC

Ranked #85

Among cities in North Carolina for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Best Local Schools in
Skyland, Winston-Salem, NC

School data provided by Great Schools

Frequently Asked Questions about Cheap Skyland Apartments

What is the price of a cheap apartment in Skyland?

The cheapest apartment in Skyland is Crestwood Gardens which is listed at $825, while the average apartment in Skyland costs $1,830.

What types of apartments are the cheapest in Skyland?

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 22 regular apartments in Skyland 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 Skyland?

Cheap apartments in Skyland have an average cost of $941 which is $889 cheaper than the average rent for all rentals in Skyland.

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.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

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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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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

Written by: Christine Leonard, Esq.

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.