Cheap Apartments for Rent in the Skyland Neighborhood of Winston-Salem, NC from $500 (31 Rentals)

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

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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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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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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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2001 S Main St
2 Bedroom Apartments

2001 S Main St

2001 S Main StWinston-Salem, NC 27127
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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
  • Utilities Included

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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 1 Bed unit found at Kensington Village priced from $820. Fairfield Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $925. Here are the most affordable Skyland apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
Kensington VillageThe Saville1BR,1BA$820
Fairfield Apartments2BR / 1BA2BR,1BA$925
Crestwood Gardens Apartments2 Bed/ 1 Bath2BR,1BA$999
Hilltop HouseA31BR,1BA$999
Chatham Place Apartments1 Bed / 1 Bath1BR,1BA$1,255
Gateway Apartments1.11BR,1BA$1,300
50 West Fourth Residences1 Beds, 1 Baths1BR,1BA$1,365
Village Lofts of Winston-SalemTwo Bedroom2BR,2BA$1,500
Plant 64 Apartment Homes1D1BR,1BA$1,550

Best Value Apartments for Rent in Skyland, NC

As of May 18, 2025 the best value apartment in the Skyland area is the $1.53 price per square foot Rivera Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $1,575. The second greatest value Skyland apartment is the Two Bedroom Model at Village Lofts of Winston-Salem starting at $1,500 with a $1.56 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 LoftsRivera1BR,1BA$1.53
Village Lofts of Winston-SalemTwo Bedroom2BR,2BA$1.56
Plant 64 Apartment Homes1P21BR,1BA$2.15
1225 New Hope Ln, Unit B1225 New Hope Ln2BR,1BA$1.06
Fairfield Apartments2BR / 1BA2BR,1BA$1.19
Gateway Apartments1.11BR,1BA$1.68
Crestwood Gardens Apartments2 Bed/ 1 Bath2BR,1BA$1.31
50 West Fourth Residences1 Beds, 1 Baths1BR,1BA$1.86
Hilltop HouseA51BR,1BA$1.92
Kensington VillageThe Saville1BR,1BA$1.54

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Skyland, Winston-Salem, NC

Ranked #51

Among neighborhoods in Winston-Salem, NC 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

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 Kensington Village which is listed at $820, 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 $622 which is $2,378 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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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

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

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Navigating the Rental Market: Tips for First-Time Renters

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Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

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As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.