1403 Underwood Ave
Winston-SalemNC27105
Cheap Homes for Rent in the Skyland Neighborhood of Winston-Salem, NC from $600 (17 Rentals)
Search the lowest-cost Homes available for rent right now in the Skyland area of Winston-Salem.
1425 Gholson Ave
Winston-SalemNC27107
301 N Spring St
Winston-SalemNC27101
224 N Dunleith Ave
Winston-SalemNC27101
625 Glenbrook Dr
Winston-SalemNC27101
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.
105 N Cleveland Ave
Winston-SalemNC27101
1416 E Twenty-Fourth St
Winston-SalemNC27105
2601 Machine St
Winston-SalemNC27105
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$9992 Bedroom Apartments Available Now
2560 Ladeara Crest Ln, Unit 2508-1
2560 Ladeara Crest LnWinston-Salem, NC 27105
1615 Argonne Blvd
Winston-SalemNC27107
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.
637 Mount Vernon Ave
Winston-SalemNC27101
1916 Dacian St
Winston-SalemNC27107
664 Second St NW
Winston-SalemNC27101
1242 Addison Ave
Winston-SalemNC27101
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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
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.
124 E 14th St
Winston-SalemNC27105
1608 Emerald St
Winston-SalemNC27105
Showing Results 1-17, 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 | $1,419 | $875 | $2,300 |
| Skyland 3 Bedroom Homes for Rent | $1,582 | $975 | $3,800 |
| Skyland 4 Bedroom Homes for Rent | $1,396 | $1,295 | $1,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 17 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 Crestwood Gardens priced from $825. Kensington Village has the second lowest priced unit, which is a 1 Bed apartment currently listed from $910. Here are the most affordable Skyland apartments for rent in Winston-Salem, NC:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Crestwood Gardens | 1 Bed/1 Bath | 1BR,1BA | $825 |
| Kensington Village | The Saville | 1BR,1BA | $910 |
| Fairfield Apartments | 2BR / 1BA | 2BR,1BA | $950 |
| Village Lofts | 0BR/1.0BA | Studio,1BA | $950 |
| 2425-2445 Old Greensboro Rd | 2 Bedroom | 2BR,1BA | $990 |
Best Value Apartments for Rent in Skyland, NC
As of July 17, 2026 the best value apartment in the Skyland area is the $1.51 price per square foot Miro Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $2,120. The second greatest value Skyland apartment is the B3 Model at Link Apartments® 4th Street starting at $1,774 with a $1.66 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Gallery Lofts | Miro | 2BR,2BA | $1.51 |
| Link Apartments® 4th Street | B3 | 2BR,2BA | $1.66 |
| 664 2nd St NW | Two Bedroom One Bath | 2BR,1BA | $1.10 |
| 2425-2445 Old Greensboro Rd | 2 Bedroom | 2BR,1BA | $1.10 |
| Hilltop House | B1 | 2BR,2BA | $1.70 |
| Crestwood Gardens | Cottage 3 Bed / 1 Bath | 3BR,1BA | $1.41 |
| Fairfield Apartments | 2BR / 1BA | 2BR,1BA | $1.22 |
| Gateway Apartments | 1.1 | 1BR,1BA | $1.68 |
| The Livery Apartments | 1 Bed | 1BR,1BA | $1.89 |
| Kensington Village | The Saville | 1BR,1BA | $1.71 |
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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Pet Friendly LifestyleSkyland, Winston-Salem, NC
Ranked #85
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 (400)
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 119 Apartments for Rent in Skyland, NC with pricing that ranges from $650 to $3,945. There are also 41 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 $1,346.
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
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.