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Explore Similar Townhomes Within 2 Miles of Happy Hill, NC

  • 1653 Windsong Ct, Winston Salem, NC 27127
    1653 Windsong Ct, Winston Salem, NC 27127
    1653 Windsong Ct, Winston Salem, NC 27127
    /11

    $159,900

    • 2 Beds
    • 2 Baths
    • 942 Sq Ft

    1653 Windsong Ct, Winston Salem, NC 27127

    Smart, Stylish, and Ready to Move In Welcome to a beautifully remodeled space. Fresh paint and luxury vinyl plank flooring throughout set a clean, modern tone — perfect for first-time buyers and young professionals looking for style without the stress of renovation. The upgraded kitchen is a standout feature, showcasing granite countertops, a new stainless steel sink, range, and

    John Mooney Hubbard Realty

    1653 Windsong Ct, Winston Salem, NC 27127
  • 1620 Windsong Ct, Winston Salem, NC 27127
    1620 Windsong Ct, Winston Salem, NC 27127
    1620 Windsong Ct, Winston Salem, NC 27127
    /12

    $184,000

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft

    1620 Windsong Ct, Winston Salem, NC 27127

    Easy Living, Stylish Comfort - All on One LevelSay hello to effortless elegance in this beautifully updated one-level townhome, where every detail is designed for comfort, convenience, and charm. Whether you're downsizing, just starting out, or simply craving the ease of single-level living, this home checks all the boxes—and then some!Step inside to find a bright layout filled

    LaRhonda Thornton Vylla Home

    1620 Windsong Ct, Winston Salem, NC 27127
  • 2723 Reynolds Park Rd, Winston Salem, NC 27107
    2723 Reynolds Park Rd, Winston Salem, NC 27107
    2723 Reynolds Park Rd, Winston Salem, NC 27107
    /20

    $168,000 Open Wed 8AM - 7PM

    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft

    2723 Reynolds Park Rd, Winston Salem, NC 27107

    Your dream home is waiting for you! This home has Fresh Interior Paint. Discover a bright interior tied together with a neutral color palette. Relax in your primary suite with a walk in closet included. The primary bathroom features plenty of under sink storage waiting for your home organization needs. Don't miss this incredible opportunity.. 100-Day Home Warranty coverage available at closing

    Thomas Shoupe Opendoor Brokerage LLC

    2723 Reynolds Park Rd, Winston Salem, NC 27107
  • 712 N Chestnut St, Winston Salem, NC 27101
    712 N Chestnut St, Winston Salem, NC 27101
    712 N Chestnut St, Winston Salem, NC 27101
    /19

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    712 N Chestnut St, Winston Salem, NC 27101

    Beautifully updated 3BR/2BA townhome located in one of Winston Salem's most vibrant and walkable neighborhoods. This move-in ready townhome features a spacious, open layout with modern updates, hardwood floors, and upscale charm throughout. Enjoy a stylish kitchen, a covered front porch, two full baths and generous bedrooms. Located just minutes from Bailey Park, Innovation Quarter, Wake Forest,

    Morgan Wright Keller Williams Realty Elite

    712 N Chestnut St, Winston Salem, NC 27101
  • 813 Brickwood Ct, Winston Salem, NC 27127
    813 Brickwood Ct, Winston Salem, NC 27127
    813 Brickwood Ct, Winston Salem, NC 27127
    /5

    $159,900

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    813 Brickwood Ct, Winston Salem, NC 27127

    Charming two-bedroom, one-and-a-half-bathroom townhome. This property is conveniently located near shopping areas and just minutes from highway access. It features central heating and cooling, a patio, and washer and dryer connections. Don’t miss this opportunity—make this property yours today!

    Alton Cooper Cooper Realty

    813 Brickwood Ct, Winston Salem, NC 27127
  • 816 Brickwood Ct, Winston Salem, NC 27127
    816 Brickwood Ct, Winston Salem, NC 27127
    816 Brickwood Ct, Winston Salem, NC 27127
    /28

    $145,000

    • 2 Beds
    • 3 Baths
    • 1,441 Sq Ft

    816 Brickwood Ct, Winston Salem, NC 27127

    This 2-bedroom home offers comfort, functionality, and flexible living space. It features 1 full bath and 2 half baths, making daily routines and hosting guests more convenient. The finished walk-out basement adds bonus space ideal for a home office, rec room, or guest area. Step out onto the deck and enjoy the peaceful, wooded backdrop—perfect for quiet mornings or unwinding at the end of the

    Allison Della Vecchia Ardmore Realty & Winston Salem Real Estate

    816 Brickwood Ct, Winston Salem, NC 27127
North Carolina Winston-Salem Happy Hill

Townhomes for Sale in Happy Hill, Winston-Salem

Why Live in Happy Hill
Happy Hill, located just under two miles south of downtown Winston-Salem, is the city’s oldest recorded outlying neighborhood, established in 1872. Originally an African American community, it has a rich history marked by segregation, poverty, and urban renewal. Today, Happy Hill is experiencing increased investment and efforts to preserve its heritage. The neighborhood features a mix of housing styles, including contemporary bungalows, colonials, and a few remaining cottages from the 1950s. The area has seen significant redevelopment, with many original homes replaced by apartment complexes and mixed-income residential communities. Education in Happy Hill begins at Diggs-Latham Elementary School, progressing to the highly rated Hanes Magnet Middle School, and then to Parkland High School. Residents enjoy amenities such as the William C. Sims Senior Recreation Center and the newly renovated Happy Hill Park, which features a playground, splash pad, and access to the Salem Creek Greenway. The Cobblestone Farmers Market and Food Lion provide convenient shopping options, while dining choices include District 924 and the Lesser-Known Beer Company. Happy Hill’s proximity to Highway 52 and Interstate 40 offers access to downtown Winston-Salem and the Piedmont Triad International Airport, located about 25 miles away. The community remains close-knit and continues to evolve with ongoing investments and improvements.
Learn more about living in Happy Hill

Home Trends in Happy Hill, NC

On average, homes in Happy Hill, Winston-Salem sell after 90 days on the market compared to the national average of 51 days. The median sale price for homes in Happy Hill, Winston-Salem over the last 12 months is $198,500, up 17% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$198,500
Median Single Family Sale Price
$198,500
Average Price Per Sq Ft
$160
Last 12 months Home Sales
2
Median List Price
$222,750
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
17%
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