Cheap Apartments for Rent in the Happy Hill Neighborhood of Winston-Salem, NC from $400 (49 Rentals)

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

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.

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property at 1437 W 4th St

$795

1 Bedroom Rentals

Available Now

1437 W 4th St

Winston-SalemNC27101
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.

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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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Holland Apartments
1 Bedroom Apartments

Holland Apartments

1121 Hutton StWinston-Salem, NC 27103
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Salem Crossing
1 Bedroom Apartments

Salem Crossing

1111 Salem Valley RdWinston-Salem, NC 27103
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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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Wilma Apartments
1 Bedroom Apartments

Wilma Apartments

220 N Hawthorne RdWinston-Salem, NC 27104
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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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Terra Churton
1 to 2 Bedroom Apartments

Terra Churton

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

1410 ACADEMY ST

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

Terra Academy

1047 Academy StWinston-Salem, NC 27101
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The Livery Apartments
Studio to 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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Penburn Apartments
1 Bedroom Apartments

Penburn Apartments

501 S Hawthorne RdWinston-Salem, NC 27103

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.

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Gray Court Apartments
Studio to 2 Bedroom Apartments

Gray Court Apartments

450 N Broad StWinston-Salem, NC 27101
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555 East Apartments
2 Bedroom Apartments

555 East Apartments

555 N Martin Luther King Jr DrWinston-Salem, NC 27101
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1121 West End Blvd
Studio to 2 Bedroom Apartments

1121 West End Blvd

1121 W End BlvdWinston-Salem, NC 27101
  • Utilities Included
Showing Results 1-49, Page 1 of 1

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 Studio unit found at Gray Court Apartments priced from $895. Village Lofts Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,125. Here are the most affordable Happy Hill apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
Gray Court Apartments0BR/1.0BAStudio,1BA$895
Village Lofts Apartments1BR/1.0BA1BR,1BA$1,125
Link Apartments® BrookstownS11BR,1BA$1,223
Hilltop HouseA51BR,1BA$1,249
The EasleyS1Studio,1BA$1,260
Brown School Lofts at Legacy Heights1 Bedroom Garden1BR,1BA$1,275
Chatham Place Apartments1BR/1.0BA1BR,1BA$1,300
Gateway Apartments1.11BR,1BA$1,300
The ArtreauxA1.01BR,1BA$1,316

Best Value Apartments for Rent in Happy Hill, NC

As of January 12, 2026 the best value apartment in the Happy Hill area is the $1.82 price per square foot B2 Model at Link Apartments® 4th Street in the in the Downtown Winston Salem neighborhood starting from $2,017. The second greatest value Happy Hill apartment is the 1425 W Academy St Model at 1425 W Academy St, Unit UP starting at $925 with a $0.84 price per square foot in the South Central 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.
Link Apartments® 4th StreetB22BR,2BA$1.82
1425 W Academy St, Unit UP1425 W Academy St2BR,1BA$0.84
West End StationB12BR,2BA$1.91
Gallery LoftsKahlo1BR,1BA$1.55
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
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.

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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.

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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.

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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.

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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

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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 $1,316.

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

The cheapest apartment in Happy Hill is Village Lofts Apartments which is listed at $1,125, 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 32 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 A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!