Cheap Apartments for Rent in the Happy Hill Neighborhood of Winston-Salem, NC from $400 (55 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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

property at 1437 W 4th St

$795

1 Bedroom Rentals

Available Now

1437 W 4th 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.

Read Article
property at 2001 S Main St

$825 - $975

1 To 2 Bedroom Rentals

Available Now

2001 S Main St

Winston-SalemNC27127

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Read Article

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.

Read Article
close
View Me
Holland Apartments
1 Bedroom Apartments

Holland Apartments

1121 Hutton StWinston-Salem, NC 27103
  • Utilities Included
close
View Me
Salem Crossing
1 Bedroom Apartments

Salem Crossing

1111 Salem Valley RdWinston-Salem, NC 27103
  • Utilities Included
close
View Me
Colony Place Apartments
1 to 3 Bedroom Apartments

Colony Place Apartments

900 N Cleveland AveWinston-Salem, NC 27101
  • Utilities Included
close
View Me
Wilma Apartments
1 Bedroom Apartments

Wilma Apartments

220 N Hawthorne RdWinston-Salem, NC 27104
  • Utilities Included

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.

Read Article
close
View Me
Terra Churton
1 to 2 Bedroom Apartments

Terra Churton

1219 Churton StWinston-Salem, NC 27103
close
View Me
1410 ACADEMY ST
Studio to 1 Bedroom Apartments

1410 ACADEMY ST

1410 Academy StWinston-Salem, NC 27103
close
View Me
Terra Academy
Studio to 2 Bedroom Apartments

Terra Academy

1047 Academy StWinston-Salem, NC 27101
close
View Me
The Livery Apartments
Studio to 1 Bedroom Apartments

The Livery Apartments

648 Holly AveWinston-Salem, NC 27101
  • Utilities Included
close
View Me
Penburn Apartments
1 Bedroom Apartments

Penburn Apartments

501 S Hawthorne RdWinston-Salem, NC 27103
close
View Me
2001 S Main St
2 Bedroom Apartments

2001 S Main St

2001 S Main StWinston-Salem, NC 27127
close
View Me
Gray Court Apartments
Studio to 2 Bedroom Apartments

Gray Court Apartments

450 N Broad StWinston-Salem, NC 27101
  • Utilities Included

Navigating the Rental Market: Tips for First-Time Renters

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

Read Article
Showing Results 1-50, Page 1 of 2

Happy Hill, Winston-Salem, NC Local Guide

Cheapest Available Happy Hill Apartments for Rent

 

The cheapest available apartment rental in the Happy Hill area of Winston-Salem, NC is a 2 Beds unit found at 600 Peters Creek priced from $513. Gray Court Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $895. Here are the most affordable Happy Hill apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
600 Peters Creek2 bedroom 30%2BR,1BA$513
Gray Court Apartments0BR/1.0BAStudio,1BA$895
Link Apartments® 4th StreetA11BR,1BA$1,103
Village Lofts Apartments1BR/1.0BA1BR,1BA$1,110
FULLY RENOVATED apartment homes in the heart of Winston-Salem!1 Bedroom, 1 bathroom1BR,1BA$1,195
Link Apartments® BrookstownS11BR,1BA$1,250
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1,275
The EasleyS1Studio,1BA$1,295
Hilltop HouseA51BR,1BA$1,295

Best Value Apartments for Rent in Happy Hill, NC

As of December 25, 2025 the best value apartment in the Happy Hill area is the $0.90 price per square foot 1425 W Academy St Model at 1425 W Academy St, Unit UP in the in the South Central Winston Salem neighborhood starting from $995. The second greatest value Happy Hill apartment is the Kahlo Model at Gallery Lofts starting at $1,515 with a $1.55 price per square foot in the Downtown Winston Salem neighborhood. Here is today’s list of the best values for Happy Hill apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1425 W Academy St, Unit UP1425 W Academy St2BR,1BA$0.90
Gallery LoftsKahlo1BR,1BA$1.55
600 Peters Creek2 bedroom 60%2BR,1BA$1.11
Mill 8001S1BR,1BA$1.70
Edge FlatsA1.41BR,1BA$1.78
715 Watson Ave., Unit C715 Watson Ave.2BR,1BA$1.65
Gateway Apartments1.11BR,1BA$1.68
FULLY RENOVATED apartment homes in the heart of Winston-Salem!1 bedroom w/ Den1BR,1BA$1.93
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1.92
Gray Court Apartments0BR/1.0BAStudio ,1BA$1.79

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.

Read Article
Decorative image

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

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.

Read Article
Decorative image

Quick Rent Budget Calculator

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Happy Hill, Winston-Salem, NC

Ranked #21

Among cities in North Carolina for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Cheap Happy Hill Apartments

What is a cheap apartment in Happy Hill?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Happy Hill is under $1,295.

What is the price of a cheap apartment in Happy Hill?

The cheapest apartment in Happy Hill is Gray Court Apartments which is listed at $995, while the average apartment in Happy Hill costs $3,290.

What types of apartments are the cheapest in Happy Hill?

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 33 regular apartments in Happy Hill that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

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

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!