Homes in Winston Salem, NC

CompCasa Valuations & Market Research

31 properties analyzed · 2–5 bedrooms · Median estimate $334,999

Living in Winston Salem, NC

CompCasa analysis of Winston Salem's housing market

About Winston Salem

Winston-Salem, NC is a city that blends Southern charm with a modern cultural pulse. Known for its rich Moravian history, tobacco-era architecture, and tree-lined neighborhoods, Winston-Salem offers a sense of place rooted in historic districts, mill conversions and stately early-20th-century homes. The city sits in the Piedmont Triad of North Carolina, making it geographically convenient to the region while retaining a smaller-city feel that many buyers seek.

Beyond its history, Winston-Salem has a distinctive character shaped by arts and education institutions, walkable downtown streets, and a diverse housing stock. Whether you’re attracted to the creative energy around the Innovation Quarter, the preserved heritage of Old Salem, or quieter residential enclaves, the city balances urban amenities with suburban convenience and accessible outdoor recreation along urban greenways and nearby parks.

Real Estate Market

The real estate market in Winston-Salem is diverse, offering everything from historic Victorians and Craftsman bungalows to ranch-style homes, new suburban developments, townhomes, and urban lofts. Buyers can find entry-level homes, mid-market single-family properties, and higher-end estates in established neighborhoods; there are also opportunities in infill and new-construction communities. The market tends to reward properties that combine proximity to good schools, walkability, and easy access to major corridors.

Market dynamics in Winston-Salem favor well-located homes with functional layouts and modern updates, particularly near downtown, university neighborhoods, and popular commercial corridors. Buyers should consider factors such as home age, potential renovation costs for older properties, neighborhood trends, any HOA rules, and commute patterns. Working with a local agent helps navigate zoning, historic-district guidelines, and the variety of property types common here.

Neighborhoods & Areas

Downtown Winston-Salem and the South Main area are hubs for lofts, condos and adaptive-reuse properties offering urban living with restaurants, galleries and nightlife on your doorstep. Old Salem and West End are prized for their historic architecture, museums, and tree-lined streets; these areas feature well-preserved older homes, from ornate Victorians to Craftsman-era dwellings, appealing to buyers who value character and walkability.

Suburban corridors like Stratford Road and areas around Hanes Mall provide newer single-family developments, shopping, and convenient highway access for commuters. Neighborhoods such as Reynolda/ Reynolda Village offer stately homes, proximity to Wake Forest University and cultural institutions, while up-and-coming districts near the Innovation Quarter and the Millennial Corridor are attracting buyers looking for modern infill housing and investment potential. Outlying suburbs and nearby towns deliver larger lots and a quieter pace for those seeking more land.

Lifestyle & Amenities

Quality of life in Winston-Salem is anchored by a strong arts scene, higher-education institutions, and abundant green space. Families and young professionals benefit from public and private school options, community parks, and recreational facilities; popular outdoor destinations include Salem Lake, Tanglewood Park and miles of local greenways. Cultural amenities include museums, theaters, local breweries, farm-to-table restaurants and frequent community festivals that give the city a lively, approachable culture.

Commuting around Winston-Salem is eased by major highways and well-established arterials, and the city’s central location in the Piedmont Triad provides reasonable driving access to neighboring cities and the regional airport. Public transit and bike-friendly corridors are improving in many parts of the city, and neighborhoods that combine walkability with nearby services tend to be especially desirable. The community is known for being welcoming, with a mix of longtime residents and newcomers drawn by the city’s arts, education and healthcare anchors.

Why Consider Winston Salem?

Winston-Salem is an attractive option for homebuyers and investors because of its diversified local economy, anchored by healthcare, education, manufacturing and a growing professional services sector. Long-term value drivers include downtown revitalization, university-driven demand, and a steady stream of renters from students and medical and tech professionals. Compared with larger North Carolina metro areas, Winston-Salem can offer more affordable entry points, which supports potential appreciation and rental yield for investors focused on value-add opportunities.

City and neighborhood-level reinvestment—such as adaptive reuse projects, infrastructure improvements and cultural investments—continues to boost desirability in key districts. For buyers, Winston-Salem presents a balance of lifestyle amenities, economic stability and growth potential. Whether you’re seeking a primary residence with strong community ties or an investment property with steady tenant demand, local fundamentals and ongoing revitalization make the market worth consideration.

31 Properties in Winston Salem

4140 Willmeade Dr, Winston Salem, NC 27127

Spacious 3BR Ranch on a 0.47-Acre Corner Lot with Updates

3 Beds 2 Baths 1,622 sqft 1990

$285,000

Mar 8, 2026

5420 Hanover Park Dr, Winston Salem, NC 27103

Spacious 4-Bedroom Home on a .46-Acre Lot in Hanover Park

4 Beds 2.5 Baths 2,022 sqft 1979

$325,000

Mar 8, 2026

619 Irving St, Winston Salem, NC, 27103

Ardmore Classic: 4-Bed Two-Story with Covered Front Porch

4 Beds 2.5 Baths 2,640 sqft 1926

$699,000

Mar 8, 2026

9204 Nc Highway 109, Winston Salem, NC, 27107

14+-Acre Equestrian Estate with Pond, Barn, and Wine Cellar

4 Beds 4 Baths 3,481 sqft 1986

$989,900

Mar 8, 2026

4090 Yucca Ave, Winston-Salem, NC, 27127

Contemporary Single-Story Home in Fishel Village, Winston-Salem

3 Beds 2.5 Baths 1,376 sqft 2026

$282,990

Mar 8, 2026

1913 Wild Rosewood Way, Winston-Salem, NC, 27103

Contemporary 3-Bed New Build with Loft in Rosewood Place

3 Beds 2.5 Baths 1,915 sqft 2025

$359,000

Mar 8, 2026

341 N Green St, Winston Salem, NC, 27101

Updated End-Unit Condo with City Views & Private Patio

2 Beds 2 Baths 1,437 sqft 2007

$349,999

Mar 8, 2026

2250 Rosewood Ave, Winston Salem, NC, 27103

Historic 1922 Saylor Bungalow with Upper-Level Primary Suite

4 Beds 2 Baths 1,906 sqft 1922

$587,900

Mar 8, 2026

920 Bellview St, Winston Salem, NC, 27103

Charming 1946 Ardmore Cottage on a Desirable Corner Lot

3 Beds 2 Baths 1,392 sqft 1946

$359,000

Mar 8, 2026

1835 Sussex Ln, Winston Salem, NC, 27104

Half-Acre Corner Lot with Renovated 4-Bed Home

4 Beds 3 Baths 2,397 sqft 1980

$690,000

Mar 8, 2026

481 David Smith Rd, Winston Salem, NC, 27127

Ranch-Style Home on 3.42 Acres with Sunroom & Guest House

3 Beds 2.5 Baths 2,798 sqft 1955

$329,900

Mar 8, 2026

512 Croydon Ln, Winston Salem, NC, 27107

Sprawling Brick Ranch on a Half-Acre Lot with Basement

3 Beds 2 Baths 1,475 sqft 1969

$324,900

Mar 8, 2026

00 Carver School Rd, Winston-Salem, NC, 27105

Prime Corner Lot at Carver School Rd & Lansing Dr — $30K Opportunity

$30,000

Mar 8, 2026

306 Lamplighter Cir, Winston Salem, NC, 27104

Nearly New End-Unit Townhome with Main-Level Primary Suite

4 Beds 3 Baths 2,504 sqft 2022

$405,000

Mar 8, 2026

3911 Macarthur St, Winston Salem, NC, 27107

Spacious 4-Bed Home with New Covered Patio and Pond

4 Beds 2 Baths 2,564 sqft 1950

$295,000

Mar 8, 2026

2800 Kingsdale Ct, Winston Salem, NC, 27103

Remodeled 3BR Manufactured Home on Serene Kingsdale Court

3 Beds 2.5 Baths 1,724 sqft 1985

$286,300

Mar 8, 2026

5677 Lauren Acres Ct, Winston Salem, NC, 27103

Designer 5-Bedroom Home on Quiet Cul-de-Sac in Clemmons

5 Beds 3.5 Baths 2,763 sqft 2021

$579,900

Mar 8, 2026

5301 Amaryllis Way, Winston-Salem, NC, 27104

Bright New Lennar 2-Story on Corner Homesite — 3 BR, 2.5 BA

3 Beds 2.5 Baths 1,928 sqft 2025

$334,999

Mar 8, 2026

86 Shadylawn Dr, Winston Salem, NC, 27104

Renovated 4-Bedroom Home with Finished Basement in Sherwood Forest

4 Beds 2.5 Baths 3,064 sqft 1993

$499,900

Mar 8, 2026

539 Westview Dr, Winston Salem, NC, 27103

Renovated One-Level Home with Screened Porch and Deck

3 Beds 1.5 Baths 1,393 sqft 1951

$324,900

Mar 8, 2026

1058 Betty Dr, Winston Salem, NC, 27107

Cape Cod Charm with Spacious Backyard and Recent Upgrades

4 Beds 2 Baths 1,314 sqft 1949

$199,500

Mar 8, 2026

3990 Walnut Hills Dr, Winston Salem, NC, 27106

Private 1.5-Acre Ranch with Covered Deck and Basement Potential

2 Beds 2 Baths 1,322 sqft 1986

$349,900

Mar 8, 2026

453 Bacon St, Winston Salem, NC, 27105

Renovated 4-Bed Home with Workshop Garage Near Downtown

4 Beds 2 Baths 1,311 sqft 1959

$269,000

Mar 8, 2026

316 E 28th St, Winston Salem, NC, 27105

1928 Character Home with Built-Ins and Fenced Yard

5 Beds 2 Baths 2,068 sqft 1928

$219,000

Mar 8, 2026

817 Brent St, Winston Salem, NC 27103

Spacious Mid‑Century 4-Bed Home with Strong Value in 27103

4 Beds 2 Baths 1,803 sqft 1953
No estimateMar 7, 2026

2129 Beechwood View Dr, Winston Salem, NC 27106

Spacious New-Build 5BR/4BA — 3,215 Sq Ft in Winston-Salem

5 Beds 4 Baths 3,215 sqft 2026
No estimateMar 7, 2026

4096 Yucca Ave, Winston Salem, NC 27127

Bright New 4-Bed Home with Main-Level Primary Suite

4 Beds 2.5 Baths 2,203 sqft 2026

$330,000

Mar 7, 2026

1385 Bridgton Rd, Winston Salem, NC, 27127

Freshly Remodeled 3-Bed Home on Nearly One Acre in Winston-Salem

3 Beds 2.5 Baths 1,661 sqft 1953

$349,900

Mar 7, 2026

1852 N Winds Dr, Winston Salem, NC, 27127

Updated 2-Bed, 2.5-Bath Townhome with Private Enclosed Patio

2 Beds 2.5 Baths 1,184 sqft 1985

$185,000

Mar 7, 2026

1106 West End Blvd, Winston Salem, NC 27101

1930s Four-Bedroom Home with Historic Character and Yard

4 Beds 1.5 Baths 2,330 sqft 1930

$430,600

Mar 6, 2026

429 Mendenhall Dr, Winston Salem, NC 27127

Sprawling Brick Ranch on 0.61-Acre Lot with Finished Basement

3 Beds 2 Baths 3,403 sqft 1971

$335,000

Mar 6, 2026