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Explore Similar Homes Within 2 Miles of Downtown Winston-Salem, NC

  • /42

    $558,000

    • 5 Beds
    • 3 Baths
    • 2,771 Sq Ft

    1311 Bolton St, Winston Salem, NC 27103

    Welcome to this beautifully maintained 5-bedroom, 3-bath brick home, offering space, comfort, and versatility for modern living. The main level features a bright, open layout with generous living areas, while the finished basement includes a cozy den with a fireplace — perfect for relaxing or entertaining — plus a second kitchen, ideal for multi-generational living or guest accommodations.

    Jodie Wallace Century 21 Echelon

    1311 Bolton St, Winston Salem, NC 27103
  • /48

    $1,095,000

    • 5 Beds
    • 4 Baths
    • 4,763 Sq Ft

    523 Summit St, Winston Salem, NC 27101

    Presenting THE HISTORIC 1912 PEPPER-MCCLUNG HOUSE in West End... an exceptional opportunity to own one of the neighborhood’s grandest homes. Carefully preserved, this residence features SOARING 13.5-foot ceilings, 11-foot pocket doors, and ELEGANT TRANSOM WINDOWS that highlight the TIMELESSNESS of its design. The perfect stately home or a unique commercial property, 523 Summit offers a stunning

    Charlie Watkins Leonard Ryden Burr Real Estate

    523 Summit St, Winston Salem, NC 27101
  • /36

    $990,000

    • 5 Beds
    • 4.5 Baths
    • 3,827 Sq Ft

    747 Oaklawn Ave, Winston Salem, NC 27104

    Brand new roof on this beautiful Buena Vista classic blending timeless charm with thoughtful updates. Inside, you'll find a warm, welcoming layout with formal living and dining rooms that offer great flow for entertaining. The spacious kitchen features granite countertops, stainless steel appliances, a breakfast area, and plenty of cabinet space. A cozy den with fireplace is perfect for relaxing.

    John McPherson Coldwell Banker Advantage

    747 Oaklawn Ave, Winston Salem, NC 27104
  • /35

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 5,465 Sq Ft

    540 N Stratford Rd, Winston Salem, NC 27104

    This exquisite, grand home in the heart of Buena Vista redefines luxury w/its stunning combination of Energy Star Silver Certified construction & historic craftsmanship. Thoughtfully designed by Alan Fletcher, the soaring ceilings, stunning millwork, coffered ceilings & transom windows reflect a meticulous attention to detail & quality. Gourmet kitchen features a Wolf range & walk-in

    Abby Atwell Keller Williams Realty Elite

    540 N Stratford Rd, Winston Salem, NC 27104
  • /42

    $774,900

    • 5 Beds
    • 3 Baths
    • 3,267 Sq Ft

    407 Summit St, Winston Salem, NC 27101

    Classic Craftsman-style property in the heart of historic Westend within short distance of retail and restaurants . Zoned commercial or residential (PB HO) for optimal single or dual use such as single-family or duplex; Office, Retail, Restaurant or Cafe, Art Gallery, Daycare and/or AirBnB. Currently, first floor is set up for office use with a waiting room, 2 small offices and 3 larger office

    Chad Kiger TKG Real Estate

    407 Summit St, Winston Salem, NC 27101
  • /7

    $70,000

    • 6 Beds
    • 2 Baths
    • 2,198 Sq Ft

    1721 E 1st St, Winston Salem, NC 27101

    Attention... Contractors, investors or anyone looking to rebuild-flip. Looking for your next great investment opportunity? This property has been vacant for a few years and is not habitable. But with a great location near WSSU and downtown, it sits on 0.35 acres of land. The home could be flipped or demolished & rebuilt. The roof has damage in some areas so, due to safety concerns, enter at your

    Daniel Olson Quarters Real Estate Services

    1721 E 1st St, Winston Salem, NC 27101
  • /40

    $454,900

    • 5 Beds
    • 2 Baths
    • 2,086 Sq Ft

    800 Brent St, Winston Salem, NC 27103

    End the race for space - 5 bedrooms in Ardmore! 2 BR's on the main floor and 3 upstairs. Excellent use of space. Living room w gas log fpl, formal dining room. Upgraded kitchen with breakfast nook. Recent bath remodels with main floor having an oversized walk-in shower. Storage galore: 4 oversized cedar closets, 2 large walk-in attic spaces, plus a good Ardmore basement w drive in garage.

    George Munford Berkshire Hathaway HomeServices Carolinas Realty

    800 Brent St, Winston Salem, NC 27103
  • /32

    $6,500,000

    • 6 Beds
    • 13 Baths
    • 19,574 Sq Ft

    1067 E Kent Rd, Winston Salem, NC 27104

    A rare offering of timeless sophistication, this privately gated estate is nestled on 7.22 manicured acres in the heart of Buena Vista. Built in 2002, the residence showcases a grand foyer, Brazilian cherry flooring, 10 gas fireplaces, and a luxurious primary suite with dual bathrooms & closets, each with heated floors. Four additional bedrooms all with en-suite bathrooms are located in the main

    Alissa Floyd Premier Sotheby's International Realty

    1067 E Kent Rd, Winston Salem, NC 27104
  • /36

    $260,000

    • 6 Beds
    • 3 Baths
    • 2,963 Sq Ft

    1401 Bretton St, Winston Salem, NC 27107

    Welcome to this versatile and maintained 6-bedroom, 3-bathroom home—perfect for large families, multigenerational living, or investment potential. Featuring two full kitchens, this home offers incredible flexibility and functionality. Enjoy outdoor living on the large, partially covered deck, ideal for entertaining or relaxing in any weather. The fully fenced yard provides privacy and space for

    Gary Hernandez Real Broker LLC

    1401 Bretton St, Winston Salem, NC 27107
  • /44

    $459,000

    • 5 Beds
    • 3 Baths
    • 2,264 Sq Ft

    504 W Sprague St, Winston Salem, NC 27127

    FULLY FURNISHED, cash flowing rental! Currently split into two operational Airbnb units, with the option for a third unit in back, this home offers flexibility for investors and homeowners alike. The main floor features a 3-bed, 2-bath unit with an open living area, modern kitchen, and comfortable bedrooms. Downstairs, the 2-bed, 1-bath basement unit has its own private entrance, ideal for extra

    Garrett Andersson The Andersson Group

    504 W Sprague St, Winston Salem, NC 27127
  • /40

    $199,000

    • 5 Beds
    • 2 Baths
    • 2,182 Sq Ft

    2514 N Patterson Ave, Winston Salem, NC 27105

    PRICE REDUCTION! Take another look at this charming property! Discover privacy and endless opportunity in a sturdy brick 5/2 home! No HOA, Large family, separate living room, and a big bright dining room! Kitchen has a mud-room adjacent, with a door out to the back deck. Beautifully refinished hardwood floors, large rooms, replacement windows, you will find a lot to love in this property. 1.5

    Yasmeen Hanhan NorthGroup Real Estate

    2514 N Patterson Ave, Winston Salem, NC 27105

Home Trends in Downtown Winston-Salem, NC

Housing Trends

Median Sale Price
$435,000
Median Townhouse Sale Price
$317,900
Median 2 Bedroom Sale Price
$435,000
Average Price Per Sq Ft
$369
Number of Homes for Sale
1
Last 12 months Home Sales
7
Months of Supply
1.70
Median List Price
$449,000
Median Change From 1st List Price
3%
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