1982 Maryland Ave
Winston-SalemNC27101
Cheap Apartments for Rent in the Happy Hill Neighborhood of Winston-Salem, NC from $425 (73 Rentals)
Search the lowest-cost Apartments available for rent right now in the Happy Hill area of Winston-Salem.
1231 Gholson Ave S East
Winston-SalemNC27107
1235 Gholson Ave S East
Winston-SalemNC27107
131 Westdale Ave NW
Winston-SalemNC27101
1404 W 4th St
Winston-SalemNC27101
1137 N Cameron Ave
Winston-SalemNC27101
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$795
Total Monthly Price
Base Rent$795
Total Monthly Price$795
705 Alexander St, Unit 1
705 Alexander StWinston-Salem, NC 27127
1403-1405 Pilot View St
Winston-SalemNC27101
1400 W Academy St
Winston-SalemNC27103
412 W 1st St
Winston-SalemNC27101
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.
300 N Spring St
Winston-SalemNC27101
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$820 - $1,5501 to 3 Bedroom Apartments Contact Us For Availability
The Residences at Diamond Ridge
730 Anson StWinston-Salem, NC 27103
1104 Apple St
Winston-SalemNC27101
1429 W 4th St
Winston-SalemNC27101
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$875 - $1,040Studio to 1 Bedroom Apartments Available Now
The Livery Apartments
648 Holly AveWinston-Salem, NC 27101
115 S Spruce St
Winston-SalemNC27101
646 Mulberry St SW
Winston-SalemNC27101
121 S Poplar St
Winston-SalemNC27101
1428 Glade St NW
Winston-SalemNC27101
151 Westdale Ave NW
Winston-SalemNC27101
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.
400 Duke St SW
Winston-SalemNC27103
2001 S Main St
Winston-SalemNC27127
2321 Dacian St
Winston-SalemNC27107
805 W End Blvd
Winston-SalemNC27101
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$1,035 - $1,6351 to 2 Bedroom Apartments Available Now
Village Lofts
511 N Cherry StWinston-Salem, NC 27101
1615 Argonne Blvd
Winston-SalemNC27107
725 Gales Ave
Winston-SalemNC27103
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$1,072 - $1,353
Total Monthly Price
Base Rent$1,072 - $1,353
Total Monthly Price$1,072 - $1,353
Hilltop House
241 S Cherry StWinston-Salem, NC 27101
2423 Patria St
Winston-SalemNC27127
1926 Kentucky Ave
Winston-SalemNC27101
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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$1,090 - $1,2501 Bedroom Apartments Available Sep 10
Chatham Place Apartments
305 W 4th StWinston-Salem, NC 27101
1401 W 1st St
Winston-SalemNC27101
841-841 Reynolda Rd NW
Winston-SalemNC27104
1194 W 4th St
Winston-SalemNC27101
3410 Old Greensboro Rd
Winston-SalemNC27101
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1 Bedroom Apartments
Holland Apartments
1121 Hutton StWinston-Salem, NC 27103
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1 to 2 Bedroom Apartments
600 Peters Creek
600 Peters Creek PkyWinston-Salem, NC 27101
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2 Bedroom Apartments
Gregory Street Apartments
323 Gregory StWinston-Salem, NC 27101
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1 Bedroom Apartments
Salem Crossing
1111 Salem Valley RdWinston-Salem, NC 27103
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1 Bedroom Apartments
First Street Apartments
1220 W First StWinston-Salem, NC 27101
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.
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1 Bedroom Apartments
Andrews Heights Apartments
125 Ferrell Heights CtWinston-Salem, NC 27101
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1 Bedroom Apartments
Wilma Apartments
220 N Hawthorne RdWinston-Salem, NC 27104
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1 to 3 Bedroom Apartments
Colony Place Apartments
900 N Cleveland AveWinston-Salem, NC 27101
1425 Gholson Ave
Winston-SalemNC27107
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1 to 2 Bedroom Apartments
Terra Churton
1219 Churton StWinston-Salem, NC 27103
301 N Spring St
Winston-SalemNC27101
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1 to 2 Bedroom Apartments
Studios at West End
651 Summit StWinston-Salem, NC 27101
915 Carolina Ave NW
Winston-SalemNC27101
422 Gregory St SW
Winston-SalemNC27101
327 Taylor St SW
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.
Showing Results 1-50, Page 1 of 2
Happy Hill, Winston-Salem, NC Local Guide
How much does it cost to rent an apartment in Happy Hill?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Happy Hill Studio Apartments | $1,395 | $795 | $1,739 |
| Happy Hill 1 Bedroom Apartments | $1,442 | $695 | $2,083 |
| Happy Hill 2 Bedroom Apartments | $1,955 | $695 | $3,773 |
| Happy Hill 3 Bedroom Apartments | $2,320 | $1,190 | $3,775 |
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 73 rentals with your search options within a 2 mile radius of the Happy Hill Neighborhood of Winston-Salem, NC.
See all Apartments in Winston-SalemExplore Winston-Salem
Happy Hill, Winston-Salem, NC Local Guide
- Nearby Winston-Salem neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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. The Livery Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $875. 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 |
| The Livery Apartments | 1 Bed | 1BR,1BA | $875 |
| 316003- 1426 GLADE STREET | 1BR/1.0BA | 1BR,1BA | $895 |
| Gray Court Apartments | 0BR/1.0BA | Studio,1BA | $950 |
| 133 N Spring St | 1BR/1.0BA | 1BR,1BA | $950 |
| Village Lofts | 1BR/1.0BA | 1BR,1BA | $1,035 |
| Hilltop House | A4 | 1BR,1BA | $1,228 |
| Brown School Lofts | 1 Bdrm Garden, 664 SqFt, Market, | 1BR,1BA | $1,275 |
| Link Apartments® Brookstown | S1 | 1BR,1BA | $1,342 |
Best Value Apartments for Rent in Happy Hill, NC
As of September 05, 2026 the best value apartment in the Happy Hill area is the $1.59 price per square foot Miro Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $2,220. The second greatest value Happy Hill apartment is the 2BR/2.0BA Model at Village Lofts starting at $1,550 with a $1.61 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Gallery Lofts | Miro | 2BR,2BA | $1.59 |
| Village Lofts | 2BR/2.0BA | 2BR,2BA | $1.61 |
| Winston Factory Lofts | UNIT 207B, 311B, 408B, 509B | 2BR,2BA | $1.96 |
| 715 Watson Ave., Unit C | 715 Watson Ave. | 2BR,1BA | $1.65 |
| 705 Alexander St, Unit 1 | 705 Alexander St | 2BR,1BA | $0.99 |
| Brown School Lofts | 1 Bdrm Garden, 660 SqFt, Market, | 1BR,1BA | $1.93 |
| Hilltop House | A4 | 1BR,1BA | $1.95 |
| 133 N Spring St | 1BR/1.0BA | 1BR,1BA | $1.73 |
| The Livery Apartments | 1 Bed | 1BR,1BA | $1.64 |
| Gray Court Apartments | 0BR/1.0BA | Studio ,1BA | $1.90 |
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
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 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.
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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 LifestyleHappy Hill, Winston-Salem, NC
Ranked #21
Among cities in North Carolina for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
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 $1,342.
What is the price of a cheap apartment in Happy Hill?
The cheapest apartment in Happy Hill is 1410 ACADEMY ST which is listed at $825, while the average apartment in Happy Hill costs $1,655.
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 20 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
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.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
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.