Cheap Apartments for Rent in the Skyland Neighborhood of Winston-Salem, NC from $500 (34 Rentals)

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

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Fairview Landing
1 Bedroom Apartments

Fairview Landing

1120 Burke Village LnWinston-Salem, NC 27105
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Colony Place Apartments
1 to 3 Bedroom Apartments

Colony Place Apartments

900 N Cleveland AveWinston-Salem, NC 27101
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Aster Park Apartments
2 Bedroom Apartments

Aster Park Apartments

1620 Hope LnWinston-Salem, NC 27105
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Hillside Gardens
2 Bedroom Apartments

Hillside Gardens

1350 N Chestnut StWinston-Salem, NC 27105
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The Livery Apartments
1 Bedroom Apartments

The Livery Apartments

648 Holly AveWinston-Salem, NC 27101
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555 East Apartment Homes
2 Bedroom Apartments

555 East Apartment Homes

555 N Martin Luther King Jr DrWinston-Salem, NC 27101
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Showing Results 1-34, 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 Fairfield Apartments priced from $925. Welcome to the privately owned Creswtood G... has the second lowest priced unit, which is a 2 Beds apartment currently listed from $999. Here are the most affordable Skyland apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
Fairfield Apartments2BR / 1BA2BR,1BA$925
Welcome to the privately owned Creswtood G...2 Bed/ 1 Bath2BR,1BA$999
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1,199
Chatham Place Apartments1BR/1.0BA1BR,1BA$1,300
Gateway Apartments1.11BR,1BA$1,300
Link Apartments® 4th StreetA11BR,1BA$1,340
Village Lofts Apartments2BR/2.0BA2BR,2BA$1,370
Winston Factory LoftsUNIT 605B2BR,2BA$1,740
Gallery LoftsCalder2BR,2BA$1,900

Best Value Apartments for Rent in Skyland, NC

As of July 14, 2025 the best value apartment in the Skyland area is the $1.38 price per square foot Calder Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $1,900. The second greatest value Skyland apartment is the 1P2 Model at Plant 64 Apartment Homes starting at $1,900 with a $2.15 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$1.38
Plant 64 Apartment Homes1P21BR,1BA$2.15
Winston Factory LoftsUNIT 605B2BR,2BA$2.00
Welcome to the privately owned Creswtood G...Cottage 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
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1.81
Chatham Place Apartments1BR/1.5BA1BR,1.5BA$2.45

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Pet Friendly Lifestyle
Skyland, Winston-Salem, NC

Ranked #93

Among neighborhoods in Winston-Salem, NC for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Best Local Schools in
Skyland, Winston-Salem, NC

School data provided by Great Schools

Getting Around the Skyland Neighborhood in Winston-Salem, NC

Walk Score®

18 / 100

Car-Dependent

Almost all errands require a car

Bike Score®

35 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Cheap Skyland Apartments

What is the price of a cheap apartment in Skyland?

The cheapest apartment in Skyland is Brown School Lofts at Legacy Heights which is listed at $1,199, while the average apartment in Skyland costs $3,000.

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 26 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 $1,025 which is $1,975 cheaper than the average rent for all rentals in Skyland.

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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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.

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The Art of the Rental Viewing: What to look for during a property tour

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You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.