
Cheap Homes for Rent in the Happy Hill Neighborhood of Winston-Salem, NC from $695 (12 Rentals)
Search the lowest-cost Homes available for rent right now in the Happy Hill area of Winston-Salem.


915 Carolina Ave NW

301 N Spring St

422 Gregory St SW

327 Taylor St SW

2712 Ludwig St
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

1047 W Academy St, Unit 6

1421 W 4th St

1520 Fitch St

625 Glenbrook Dr

918 Franklin St SW

1500 Montague St
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Happy Hill, Winston-Salem, NC Local Guide

How much does it cost to rent a home in Happy Hill?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Happy Hill 2 Bedroom Homes for Rent | $1,408 | $800 | $2,200 |
| Happy Hill 3 Bedroom Homes for Rent | $1,719 | $1,095 | $3,800 |
| Happy Hill 4 Bedroom Homes for Rent | $1,651 | $1,350 | $3,150 |
Browse Homes for Rent in this Neighborhood
There are currently 12 rentals with your search options within a 2 mile radius of the Happy Hill Neighborhood of Winston-Salem, NC.
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Happy Hill, Winston-Salem, NC Local Guide
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Cheapest Available Happy Hill Apartments for Rent
 The cheapest available apartment rental in the Happy Hill area of Winston-Salem, NC is a 1 Bed unit found at 1410 ACADEMY ST priced from $825. 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1410 ACADEMY ST | 1BR/1.0BA | 1BR,1BA | $825 |
| Gray Court Apartments | 0BR/1.0BA | Studio,1BA | $895 |
| 2425-2445 Old Greensboro Rd | 2 Bedroom | 2BR,1BA | $990 |
| 133 N Spring St | 1BR/1.0BA | 1BR,1BA | $995 |
| The Livery Apartments | 1 Bed | 1BR,1BA | $1,000 |
Best Value Apartments for Rent in Happy Hill, NC
As of August 25, 2026 the best value apartment in the Happy Hill 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 Happy Hill apartment is the Two Bedroom One Bath Model at 664 2nd St NW starting at $1,095 with a $1.10 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Gallery Lofts | Miro | 2BR,2BA | $1.51 |
| 664 2nd St NW | Two Bedroom One Bath | 2BR,1BA | $1.10 |
| Village Lofts | 2BR/2.0BA | 2BR,2BA | $1.61 |
| 2425-2445 Old Greensboro Rd | 2 Bedroom | 2BR,1BA | $1.10 |
| 50 West Fourth Residences | Apt 104 | 2BR,2BA | $1.76 |
| 715 Watson Ave., Unit C | 715 Watson Ave. | 2BR,1BA | $1.65 |
| 705 Alexander St, Unit 1 | 705 Alexander St | 2BR,1BA | $0.98 |
| Gateway Apartments | 1.1 | 1BR,1BA | $1.68 |
| 235 Corona St, Unit 201 | 235 Corona St | 1BR,1BA | $1.19 |
| 1095 Hutton St, Unit C | 1095 Hutton St | 1BR,1BA | $1.04 |
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 ArticleReal 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.
Read ArticleQuick 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.
Pet Friendly LifestyleHappy Hill, Winston-Salem, NC
Ranked #22
Among cities in North Carolina for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Happy Hill
What type of rentals are currently available in Happy Hill?
There are currently 191 Apartments for Rent in Happy Hill, NC with pricing that ranges from $675 to $3,775. There are also 58 Single Family Homes for rent, Condos, and Townhome rentals currently available in Happy Hill ranging from $695 to $3,800.
What is the current price range for Rental Homes in Happy Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Happy Hill ranges from $695 to $3,800 with an average monthly rent of $1,473.
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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.