Cheap Homes for Rent in Skyland Neighborhood of Winston-Salem, NC from $700 (31 Rentals)

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

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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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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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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Showing Results 1-31, 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 2 Beds unit found at Kensington Village priced from $925. Fairfield Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $950. Here are the most affordable Skyland apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
Kensington VillageThe Lancaster2BR,1BA$925
Fairfield Apartments2BR / 1BA2BR,1BA$950
Privately Owned Crestwood Gardens!2 Bed/ 1 Bath2BR,1BA$999
FULLY RENOVATED apartment homes in the heart of Winston-Salem!Studio1BR,1BA$1,050
Link Apartments® 4th StreetA11BR,1BA$1,097
Village Lofts Apartments1BR/1.0BA1BR,1BA$1,110
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1,275
Hilltop HouseA51BR,1BA$1,295
The ArtreauxA1.01BR,1BA$1,299
Gateway Apartments1.11BR,1BA$1,300

Best Value Apartments for Rent in Skyland, NC

As of December 24, 2025 the best value apartment in the Skyland area is the $1.55 price per square foot Kahlo Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $1,515. The second greatest value Skyland apartment is the Cottage 3 Bed / 1 Bath Model at Privately Owned Crestwood Gardens! starting at $1,099 with a $1.37 price per square foot in the East 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 LoftsKahlo1BR,1BA$1.55
Privately Owned Crestwood Gardens!Cottage 3 Bed / 1 Bath3BR,1BA$1.37
Fairfield Apartments2BR / 1BA2BR,1BA$1.22
Gateway Apartments1.11BR,1BA$1.68
Village Lofts Apartments2BR/1.0BA2BR,1BA$2.01
Kensington VillageThe Lancaster2BR,1BA$1.31
FULLY RENOVATED apartment homes in the heart of Winston-Salem!1 bedroom w/ Den1BR,1BA$1.93
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1.92
Hilltop HouseA51BR,1BA$1.99
Link Apartments® 4th StreetA11BR,1BA$2.23

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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Pet Friendly Lifestyle
Skyland, Winston-Salem, NC

Ranked #55

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Best Local Schools in
Skyland, Winston-Salem, NC

School data provided by Great Schools

Frequently Asked Questions about Skyland

What type of rentals are currently available in Skyland?

There are currently 117 Apartments for Rent in Skyland, NC with pricing that ranges from $695 to $3,709. There are also 64 Single Family Homes for rent, Condos, and Townhome rentals currently available in Skyland ranging from $745 to $2,470.

What is the current price range for Rental Homes in Skyland?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Skyland ranges from $745 to $2,470 with an average monthly rent of $1,459.

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

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.