Historic Homes for Sale in Winston-Salem, NC

LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address

Sally McGuire Hillsdale Real Estate Group

Welcome to 2001 Georgia Avenue, where timeless character and modern living come together in the heart of Buena Vista. Set beneath a canopy of mature hardwoods on one of the neighborhood's larger homesites, this exceptional 7 bedroom, 5 bath residence offers nearly 8,000 square feet of historic living. The impressive great room features a dramatic wall of windows that fills the home with natural

Angela Hodges eXp Realty

Welcome to one of Winston-Salem’s most historically significant residences. The Shaffner House remains a rare example of French Second Empire architecture & has long been recognized as a landmark property in Old Salem. Situated in one of the most picturesque historic districts on the East Coast, the home has been meticulously restored while preserving extraordinary original details. Highlights

Clare Fader Fader Real Estate at ERA Live Moore

Welcome to the timeless charm of Historic West Salem. Thoughtfully painted in authentic Craftsman colors, this home is rich with original character, featuring original hardwood floors, classic millwork, vintage doors, and a spacious front porch. Its timeless architectural details are ready for your personal touch. The backyard offers a peaceful space to garden, relax, or entertain.Just a

Suzanne Hagan The Virtual Realty Group

Discover a rare opportunity to build your dream home in a beautiful, well-established neighborhood just off Reynolda Rd. This wooded, sloped basement lot offers a serene setting surrounded by mature trees, providing natural privacy and peaceful atmosphere. Gentle slope is ideal for a basement-style home, allowing for creative design possibilities that blend seamlessly into the landscape. Small

Willette Roper Roper Triad Realty

PRICED BELOW APPRAISED VALUE! MOTIVATED SELLER! Charming historic Craftsman in West Salem, no HOA! This home showcases many classic details: a low-pitched gable roof w/ exposed rafter tails, a covered front porch w/ square columns and brick piers, high ceilings, & beautiful wood floors. Updated kitchen featuring butcher block countertops, a tiled backsplash, & a gas stove, as well as a renovated

Yamila Smith Keller Williams One

Arguably the most unique condo in the city. This freestanding historic building was constructed in the early 1900's as part of Indera Mills and sits on the National Historic Register. It served as the mill’s boiler room. History remains visible throughout: the iron circle on the courtyard wall is the original boiler door, the loft was once the catwalk used to access the boiler for maintenance,

Clare Fader Fader Real Estate at ERA Live Moore

Stunningly beautiful! Experience urban living at its finest in this stylish loft at historic One West Fifth Street. This 1925 building was thoughtfully converted to condominiums in 2003 and is ideally located in the heart of downtown Winston-Salem — just steps from Bailey Park, the Innovation Quarter, Trade Street, restaurants, entertainment, and cultural attractions. The open-concept interior

William Durham Berkshire Hathaway HomeServices Carolinas Realty

Experience historic charm with modern updates in this top-floor 1-bedroom, 1-bath loft in the iconic Charles Building. This open-concept home features exposed brick walls, wood beams, hardwood floors, soaring ceilings, and a skylight that fills the space with natural light. Recent updates include all new windows and new kitchen appliances. The updated bathroom offers a large tiled walk-in shower,

Heather Busnack eXp Realty

This is your chance to own a rare, 2 Bedroom 2 Bathroom unit in the historic YMCA building in the burgeoning Winston Salem downtown! Looking for a: pied-à-terre? furnished AirBnB? first home? long-term investment property? This condo delivers! Home has been extensively renovated over the past couple of years and now boasts many tasteful updates including: new flooring, new appliances, new

Mark Smith Leonard Ryden Burr Real Estate

Downtown living at its finest awaits in this charming historic building! This beautifully maintained 1-bed, 1.5-bath features an open living & dining area. The well-appointed kitchen includes granite countertops, a convenient pass-through, and newer appliances (2021), all complemented by durable luxury vinyl plank flooring throughout. The generously sized bedroom offers ample closet space and a

David Wingler Red Bear Ventures LLC

Formerly a textile mill, The Mill at Tar Branch a lushly landscaped community in the heart of downtown's South Marshall neighborhood - offering superior walkability and easy access to HWYs and nearby restaurants, coffee shop, bakery in Old Salem where you will find not only The historic Old Salem Museums & Gardens which is a national tourist attraction but also UNCSA (NC school of arts). Walk the

Stephanie Laskin Mantle LLC

Charming home located on a low traffic street close to downtown, hospitals, shopping, dining and much more. Beautifully renovated, spacious rooms with inviting arched doorways. Kitchen has lots of cabinets and easy access to the deck for entertaining or enjoying the spacious, fenced backyard. Laundy room includes a utility sink. W/D negotiable with substantial offer. Perfect starter home in the

Donna Whitman Keller Williams Realty Elite

Stunningly preserved residence located in the Historic Sunnyside District! This home features contemporary amenities while retaining its historic charm. It has been meticulously restored and includes modern appliances such as a natural gas range, a dishwasher, and a refrigerator and freezer that remain with the property. The kitchen is equipped with all-wood cabinets and under-cabinet lighting.

Jonathan Inman Carolina Farms & Homes - King

Downtown living at its finest awaits in the charming, historic YMCA building! This beautifully maintained 1-bedroom, 1.5-bathroom unit features an open living and dining area with neutral paint and luxury vinyl plank flooring throughout. The kitchen is equipped with granite countertops, ample cabinetry, and included appliances. The spacious primary suite offers double closets and an en-suite bath

Emily Phipps Keller Williams Realty Elite

Full of timeless character and thoughtful updates, this charming home offers the perfect blend of historic appeal and modern peace of mind. Major improvements have already been completed, including extensive electrical upgrades performed just a few years ago, along with a recently replaced roof, allowing you to focus on enjoying your new home instead of costly repairs. Inside, you'll find

Nathaniel Birdsong Salem Realty

Offering exceptional value in Historic Ardmore, this charming bungalow offers 1,600 square feet of usable living space beyond ANSI-measured square footage, plus 800+ additional square feet across the walk-out basement and attic. Ideally located minutes from Miller Park, local coffee shops, downtown Winston-Salem, Wake Forest Baptist Medical Center, and Novant Health. The covered and screened

Amber Johnson Make the Move LLC

LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address

Sally McGuire Hillsdale Real Estate Group

LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’smost iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart ofthe city. Enjoy all the conveniences of an in-town address

Sally McGuire Hillsdale Real Estate Group

Experience the perfect blend of historic character & modern luxury at The Mill at Tar Branch, a coveted downtown Winston-Salem condominium community set within the beautifully restored Indera Mills complex (restored in the early 2000's). Listed on the National Register of Historic Places, this one-of-a-kind residence showcases the timeless appeal of early 1900s architecture with soaring windows,

Carol Milligan Howard Hanna Allen Tate High Point

Rare find in Winston-Salem's historic Holly Avenue neighborhood-this beautifully updated 1923 bungalow delivers character, flexibility & income potential. Live in it as a stunning single-family home or make it a live-in investment w/built-in rental income. Main level shines with soaring ceilings, hardwoods, gas FP, separate dining room & sun drenched updated kitchen. Primary suite features a

Abby Atwell Keller Williams Realty Elite

Build your dream home on this beautiful wooded corner lot just minutes from historic Historic Bethania. Located off Bethania Road, this ±0.75 acre tract sits elevated above the road, creating the perfect setting for a private homesite with great curb appeal. The property is fully wooded, giving you the flexibility to preserve as much natural privacy and character as you’d like while designing

Chase Melton Realty One Group Results

Nestled in the charming and historic Hanestown area, this lot located at 408 Townley St. offers a unique opportunity for savvy investors or businesses looking to establish a presence in a quaint yet vibrant part of Winston-Salem. This flat parcel of land boasts a generous size of .23 acre, providing ample space for development. Hanestown is known for its welcoming atmosphere and community-focused

John Mooney Hubbard Realty

Nestled on one of the most coveted streets in Historic Washington Park, this delightful Victorian cottage beautifully blends timeless elegance with thoughtful modern updates. The level, fenced backyard—complete with convenient alley parking—creates an inviting retreat, perfect for relaxed afternoons or lively outdoor gatherings. Inside, a tastefully updated kitchen showcases granite countertops,

Charlie Watkins Leonard Ryden Burr Real Estate

Refreshed, Renewed & Ready—Welcome Home to Ardmore. This Ardmore gem returns to the market with fresh paint & updates throughout. Offering over 1,900 sq ft of character-rich living, the home features gleaming hardwood floors, abundant natural light, & classic built-in shelving that give it the timeless appeal Ardmore is known for. The 2025-updated kitchen blends modern appliances & refreshed

Angeli Bhalla Keller Williams Realty Elite

Full of character and some modern updates, this unique A-frame contemporary cottage offers a layout and style that's anything but ordinary. Featuring 2 bedrooms, 2 bathrooms, and 1,218 sqft , this 1.5 story home showcases a spacious living room with soaring vaulted ceilings that create an open, airy feel. Recents improvements include luxury vinyl plank & paint throughout the entire home, some

Ashley Chapman All About You Realty Team

We can only hope that we all look this good at 103 years old. Welcome to the beloved, iconic neighborhood of Washington Park. This 4 bedroom/2.5 bathroom 1923 bungalow is the perfect balance of century-old soul and high-end modern function. The historic character is beautifully intact, featuring original hardwood floors, timeless craftsman design, classic exposed brick, and custom-made interior

Micaela Wall The W Group Real Estate

INVESTORS AND FIXER UPPER LOVERS!! Opportunity awaits in Historic West Salem/Wachovia Highlands. Currently configured as a 4-bed, 2-bath home, this property offers exceptional potential for renovation, restoration, or investment. Character features include a brick fireplace, a clawfoot tub, and hardwood floors believed to be beneath portions of the carpet and laminate flooring. Replacement

De'Von France Gray France Realty Group

Charming home in the heart of Historic Ardmore, minutes from hospitals, shopping and restaurants. Attractive covered porch and patio welcome you to the home. Large great room as you enter the home, opens to beautifully updated kitchen with new soft-close cabinetry including built-in pantry, quartz tops and all new stainless appliances. Two large bedrooms and full bath with subway tile & tile

George Munford Berkshire Hathaway HomeServices Carolinas Realty

Well-maintained home located in the West Salem neighborhood of Winston-Salem featuring 3 bedrooms with ensuite baths, including two on the main level. Flex space can easily be converted into a 4th bedroom. The main level offers gorgeous hardwood floors, a spacious living room with open layout to the dining area and kitchen, and move-in-ready condition. The fully finished walk-out lower level

Chris Pappalardo Keller Williams One

Experience the perfect blend of historic charm and modern comfort in this beautiful first-floor, 1-bedroom condo at The Exchange at Oak Street! Housed in a beautifully converted tobacco warehouse, this unique home showcases soaring ceilings, exposed brick walls, and impressive original beams that create an inviting industrial-chic atmosphere. The galley kitchen features granite countertops with a

Denise Canell NorthGroup Real Estate

Back on the market to no fault of seller or the home!This stunning, 3bed/2.5bath historic farmhouse has all of the modern charm! Perched atop a knoll, this beautifully crafted two-story home boats exquisite details, incl 4 fireplaces, gleaming hardwoods, elegant wall coverings & thoughtfully updated kitchen seamlessly blending historic charm w modern convenience. Walk-in pantry, formal dining

Naomi Race-Realtor, Realty ONE Real Broker LLC