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Rent Specials
$1,025 - $1,125Special Offer
Specials Summer Savings!! Free Rent in July When You Sign this Week!! *on a 13 month lease
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Crestwood Gardens
2560 Ladeara Crest LnWinston-Salem, NC 27105
Apartments for Rent with Specials in the Skyland Neighborhood of Winston-Salem, NC (8 Rentals)
Apartments in the Skyland area of Winston-Salem with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.
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Rent Specials
$1,395 - $2,295Special Offer
Discounts Move In Buy June 26th and Receive:
$1000 off select 3 bedroom apartments,
$750 off select 2 bedroom apartments,
or $500 off select
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Winston Factory Lofts
675 N Main StWinston-Salem, NC 27101
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Rent Specials
$1,175 - $1,650Special Offer
Discounts Move In Buy June 26th and Receive:
$1000 off select 3 bedroom apartments,
$750 off select 2 bedroom apartments,
or $500 off select
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50 West Fourth Residences
50 W 4th StWinston-Salem, NC 27101
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Rent Specials
$910 - $1,325Special Offer
Discounts Apply during June and we'll waive your application fee PLUS you'll receive $250 off your first month's rent when you move in. Now
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Kensington Village
479 Louise Wilson LnWinston-Salem, NC 27101
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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Rent Specials
$1,275 - $1,972Special Offer
1 Month Free Refer a friend get $300 off rent. Move in by June 30th, get 2nd month free. 10% off rent for preferred employee and students. *
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Brown School Lofts
1125 Highland AveWinston-Salem, NC 27101
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Rent Specials
$1,074 - $1,690
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,074 - $1,690
Total Monthly Price
Varies
Hilltop House
241 S Cherry StWinston-Salem, NC 27101
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$1,800
Total Monthly Price
1 Bedroom Apartment Available Aug 8Total Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
109 Vintage Ave, Unit Henny's Haven
109 Vintage AveWinston-Salem, NC 27127
101 E 6th St
Winston-SalemNC27101
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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Skyland, Winston-Salem, NC Local Guide
How much does it cost to rent an apartment in Skyland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Skyland Studio Apartments | $1,297 | $1,015 | $1,703 |
| Skyland 1 Bedroom Apartments | $1,437 | $675 | $2,031 |
| Skyland 2 Bedroom Apartments | $1,801 | $650 | $3,945 |
| Skyland 3 Bedroom Apartments | $1,847 | $1,025 | $3,629 |
| Skyland 4 Bedroom Apartments | $1,972 | $1,972 | $1,972 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 8 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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Top Winston-Salem Apartments in the Skyland Area with Move-In Specials Ending Soon
Specials updated: 06-22-2026Take advantage of these move-in and rent specials that are ending soon for top Skyland, NC apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Hilltop House
Summer Move-In Special! 1/2 Month Rent FREE!* *Restrictions ApplyExpires 06-23-2026
Brown School Lofts
Refer a friend get $300 off rent. Move in by June 30th, get 2nd month free. 10% off rent for preferred employee and students. *For select units only.*Expires 06-23-2026
50 West Fourth Residences
Move In Buy June 26th and Receive: $1000 off select 3 bedroom apartments, $750 off select 2 bedroom apartments, or $500 off select 1 bedroom apartments!Expires 06-26-2026
Winston Factory Lofts
Move In Buy June 26th and Receive: $1000 off select 3 bedroom apartments, $750 off select 2 bedroom apartments, or $500 off select 1 bedroom apartments!Expires 06-26-2026
Crestwood Gardens
Summer Savings!! Free Rent in July When You Sign this Week!! *on a 13 month leaseExpires 06-30-2026
Kensington Village
Apply during June and we'll waive your application fee PLUS you'll receive $250 off your first month's rent when you move in. Now leasing spacious: - 2 Bedroom / 1 Bath Apartments – $990/month - 2 Bedroom / 2 Bath Apartments – $1,090/month Water, sewer, and trash are included! Contact us today to schedule your tour and take advantage of this limited-time offer.Expires 06-30-2026
Newly Listed Move-In Specials offers for Apartments in Skyland, NC
Specials updated: 06-22-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Skyland, NC. Be sure to take advantage of some of the area’s top offers.
50 West Fourth Residences
Move In Buy June 26th and Receive: $1000 off select 3 bedroom apartments, $750 off select 2 bedroom apartments, or $500 off select 1 bedroom apartments!Expires 06-26-2026
Winston Factory Lofts
Move In Buy June 26th and Receive: $1000 off select 3 bedroom apartments, $750 off select 2 bedroom apartments, or $500 off select 1 bedroom apartments!Expires 06-26-2026
Kensington Village
Apply during June and we'll waive your application fee PLUS you'll receive $250 off your first month's rent when you move in. Now leasing spacious: - 2 Bedroom / 1 Bath Apartments – $990/month - 2 Bedroom / 2 Bath Apartments – $1,090/month Water, sewer, and trash are included! Contact us today to schedule your tour and take advantage of this limited-time offer.Expires 06-30-2026
Crestwood Gardens
Summer Savings!! Free Rent in July When You Sign this Week!! *on a 13 month leaseExpires 06-30-2026
Hilltop House
Summer Move-In Special! 1/2 Month Rent FREE!* *Restrictions ApplyExpires 06-23-2026
Brown School Lofts
Refer a friend get $300 off rent. Move in by June 30th, get 2nd month free. 10% off rent for preferred employee and students. *For select units only.*Expires 06-23-2026
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 #95
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 Rent Specials Skyland Apartments
How much is the average rent for a Rent Specials Skyland Apartment?
The average rent for a Rent Specials Apartment in Skyland is $1,464.
What is the largest Rent Specials Skyland Apartment for rent?
Today's Rent Specials apartment with the most square footage in Skyland is a 1,543 square feet unit starting from $1,395 at Winston Factory Lofts.
What is the average size for Skyland Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Skyland is currently at 617 sq ft.
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
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.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.