1505 Williamson St
Winston-SalemNC27107
Cheap Homes for Rent in Skyland Neighborhood of Winston-Salem, NC from $600 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Skyland area of Winston-Salem.
120 S Poplar St
Winston-SalemNC27101
2601 Machine St
Winston-SalemNC27105
1916 Dacian St
Winston-SalemNC27107
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$1,0993 Bedroom Apartments Available Now
2560 La Deara Crest Ln, Unit 1804
2560 La Deara Crest LnWinston-Salem, NC 27105
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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$1,0993 Bedroom Apartments Available Now
2560 La Deara Crest Ln, Unit 1808
2560 La Deara Crest LnWinston-Salem, NC 27105
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$1,1253 Bedroom Apartments Available Now
2560 La Deara Crest Ln, Unit 2556
2560 La Deara Crest LnWinston-Salem, NC 27105
1405 Bethlehem Ln
Winston-SalemNC27105
1242 Addison Ave
Winston-SalemNC27101
1514 E 1st St
Winston-SalemNC27101
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.
Showing Results 1-10, Page 1 of 1
Skyland, Winston-Salem, NC Local Guide
How much does it cost to rent a home in Skyland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Skyland 2 Bedroom Homes for Rent | $1,454 | $1,095 | $2,200 |
| Skyland 3 Bedroom Homes for Rent | $1,606 | $1,095 | $3,800 |
| Skyland 4 Bedroom Homes for Rent | $1,621 | $1,495 | $1,895 |
| Skyland 5 Bedroom Homes for Rent | $1,795 | $1,795 | $1,795 |
Browse Homes for Rent in this Neighborhood
There are currently 10 rentals with your search options within a 2 mile radius of the Skyland Neighborhood of Winston-Salem, NC.
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Skyland, Winston-Salem, NC Local Guide
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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 $850. 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Kensington Village | The Saville | 1BR,1BA | $850 |
| Fairfield Apartments | 2BR / 1BA | 2BR,1BA | $950 |
| 2425-2445 Old Greensboro Rd | 2 Bedroom | 2BR,1BA | $990 |
Best Value Apartments for Rent in Skyland, NC
As of June 02, 2026 the best value apartment in the Skyland area is the $1.51 price per square foot O'Keefe Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $1,705. The second greatest value Skyland apartment is the Two Bedroom One Bath Model at 664 2nd St NW starting at $1,295 with a $1.30 price per square foot in the South Central Winston Salem neighborhood. Here is today’s list of the best values for Skyland apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Gallery Lofts | O'Keefe | 1BR,1BA | $1.51 |
| 664 2nd St NW | Two Bedroom One Bath | 2BR,1BA | $1.30 |
| 2425-2445 Old Greensboro Rd | 2 Bedroom | 2BR,1BA | $1.10 |
| Village Lofts Apartments | 2BR/2.0BA | 2BR,2BA | $1.89 |
| 1225 New Hope Ln, Unit D | 1225 New Hope Ln | 2BR,1BA | $1.03 |
| Fairfield Apartments | 2BR / 1BA | 2BR,1BA | $1.22 |
| Gateway Apartments | 1.1 | 1BR,1BA | $1.68 |
| Brown School Lofts | 1 Bdrm Garden, 660 SqFt, Market, | 1BR,1BA | $1.93 |
| The Livery Apartments | 1 Bed | 1BR,1BA | $1.89 |
| Kensington Village | The Saville | 1BR,1BA | $1.60 |
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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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 LifestyleSkyland, Winston-Salem, NC
Ranked #63
Among cities in North Carolina for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Skyland, Winston-Salem, NC
Ashley Elementary
Winston Salem & Forsyth County School District
Public School - Grades PK-5 (373)
2 out of 10
The Downtown School
Winston Salem & Forsyth County School District
Public School - Grades PK-8 (409)
7 out of 10
School data provided by Great Schools
Frequently Asked Questions about Skyland
What type of rentals are currently available in Skyland?
There are currently 122 Apartments for Rent in Skyland, NC with pricing that ranges from $675 to $3,954. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Skyland ranging from $695 to $3,800.
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 $695 to $3,800 with an average monthly rent of $1,489.
How much are larger Three and Four Bedroom Rentals in Skyland?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Skyland range from $1,025 to $3,954, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,095 to $3,800. Four Bedroom Single-Family rentals are also available starting from $1,495 and Four Bedroom Apartments start at $1,972.
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
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.