Cheap Homes for Rent in Skyland Neighborhood of Winston-Salem, NC from $800 (12 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

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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 Fairfield Apartments priced from $925. Hilltop House has the second lowest priced unit, which is a 1 Bed apartment currently listed from $949. Here are the most affordable Skyland apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
Fairfield Apartments2BR / 1BA2BR,1BA$925
Hilltop HouseA31BR,1BA$949
Kensington VillageThe Lancaster2BR,1BA$950
Creswtood Gardens2 Bed/ 1 Bath2BR,1BA$999
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1,199

Best Value Apartments for Rent in Skyland, NC

As of September 04, 2025 the best value apartment in the Skyland area is the $1.40 price per square foot Calder Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $1,930. The second greatest value Skyland apartment is the Cottage 3 Bed / 1 Bath Model at Creswtood 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 LoftsCalder2BR,2BA$1.40
Creswtood GardensCottage 3 Bed / 1 Bath3BR,1BA$1.37
1225 New Hope Ln, Unit B1225 New Hope Ln2BR,1BA$1.00
Fairfield Apartments2BR / 1BA2BR,1BA$1.19
Gateway Apartments1.11BR,1BA$1.68
Village Lofts Apartments2BR/1.0BA2BR,1BA$2.01
Kensington VillageThe Lancaster2BR,1BA$1.35
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1.82
Hilltop HouseA31BR,1BA$1.56
50 West Fourth Residences1 Beds, 1 Baths1BR,1BA$2.23

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Pet Friendly Lifestyle
Skyland, Winston-Salem, NC

Ranked #52

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 114 Apartments for Rent in Skyland, NC with pricing that ranges from $650 to $4,367. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Skyland ranging from $895 to $2,575.

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 $895 to $2,575 with an average monthly rent of $1,467.

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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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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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.