
Cheap Apartments for Rent in the Happy Hill Neighborhood of Winston-Salem, NC from $400 (35 Rentals)
Search the lowest-cost Apartments available for rent right now in the Happy Hill area of Winston-Salem.


1095 Hutton St, Unit C

158 Piedmont Ave

The Residences at Diamond Ridge

1104 Apple St

2001 S Main St

828 W 7th St

151 Westdale Ave NW
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918 Franklin St SW

1122-1124 W Academy St

832 W 7th St

1429 W 4th St

120 S Poplar St

624 W 1st St

812 West St
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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.
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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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 | $1,555 | $1,230 | $1,694 |
Happy Hill 1 Bedroom Apartments | $1,610 | $695 | $4,097 |
Happy Hill 2 Bedroom Apartments | $1,946 | $820 | $4,367 |
Happy Hill 3 Bedroom Apartments | $2,138 | $1,180 | $3,780 |
Happy Hill 4 Bedroom Apartments | $3,000 | $3,000 | $3,000 |
Browse Apartments in this Neighborhood
There are currently 35 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 2 Beds unit found at The Residences at Diamond Ridge priced from $820. Hilltop House has the second lowest priced unit, which is a 1 Bed apartment currently listed from $949. Here are the most affordable Happy Hill apartments for rent in Winston-Salem, NC:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
The Residences at Diamond Ridge | 932B1BS | 2BR,1BA | $820 |
Hilltop House | A3 | 1BR,1BA | $949 |
Gray Court Apartments | 1BR/1.0BA | 1BR,1BA | $995 |
Brown School Lofts at Legacy Heights | 1 Bedroom Garden | 1BR,1BA | $1,199 |
Gateway Apartments | 1.1 | 1BR,1BA | $1,300 |
Winston Factory Lofts | UNIT 208B, 312B, 409B, 510B | 1BR,1BA | $1,345 |
Village Lofts Apartments | 2BR/2.0BA | 2BR,2BA | $1,370 |
Best Value Apartments for Rent in Happy Hill, NC
As of July 03, 2025 the best value apartment in the Happy Hill area is the $1.38 price per square foot Calder Model at Gallery Lofts in the in the Downtown Winston Salem neighborhood starting from $1,900. The second greatest value Happy Hill apartment is the 2 Beds, 2 Baths Model at 50 West Fourth Residences starting at $1,650 with a $1.68 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 | Calder | 2BR,2BA | $1.38 |
50 West Fourth Residences | 2 Beds, 2 Baths | 2BR,2BA | $1.68 |
Link Apartments® Brookstown | B1 | 2BR,2BA | $1.89 |
335 Crafton St, Unit 8 | 335 Crafton St | 2BR,1.5BA | $1.54 |
The Residences at Diamond Ridge | 932B1BMR | 2BR,1BA | $1.05 |
Gateway Apartments | 1.1 | 1BR,1BA | $1.68 |
Gray Court Apartments | 1BR/1.0BA | 1BR,1BA | $1.42 |
Brown School Lofts at Legacy Heights | 1 Bedroom Garden | 1BR,1BA | $1.81 |
1095 Hutton St, Unit C | 1095 Hutton St | 1BR,1BA | $1.15 |
Hilltop House | A3 | 1BR,1BA | $1.56 |
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Pet Friendly LifestyleHappy Hill, Winston-Salem, NC
Ranked #32
Among neighborhoods in Winston-Salem, NC for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Getting Around the Happy Hill Neighborhood in Winston-Salem, NC
Walk Score®
42 / 100
Car-Dependent
Most errands require a car
Bike Score®
69 / 100
Bikeable
Some bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $1,370.
What is the price of a cheap apartment in Happy Hill?
The cheapest apartment in Happy Hill is Hilltop House which is listed at $949, while the average apartment in Happy Hill costs $3,000.
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 17 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
Helpful Apartment Articles, How-To's and Tips
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.

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Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.