Vintage homes for sale & real estate in Northwest Winston-Salem, NC

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ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Discover this beautifully renovated home offering modern finishes and low-maintenance living. This 2-bedroom, 1-bath property features an updated kitchen with new cabinets and appliances, refreshed flooring throughout, and a bright, open layout. The bathroom has been fully remodeled with contemporary fixtures and stylish tile work. Enjoy a spacious yard, convenient parking, and a location close to shops, dining, and major highways. Move-in ready and perfect for anyone seeking comfort and convenience in the heart of Winston-Salem!

$295,000

2 beds1 bath993 sq ft

432 Wiley Ave, Winston Salem, NC 27104

Spacious yard • Renovated home • Updated kitchen

COMING SOON

$424,900

4 beds3 baths2,416 sq ft

5251 Silas Creek Pkwy, Winston Salem, NC 27106

0.7 acre lot • Garage • Built 1959

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
This is your chance to own one of Winston-Salem's most architecturally significant properties. Designed for RJ Reynolds executive Richard Stockton by Charles Barton Keen, designer of the Reynolda House and RJ Reynolds High School. This stately +/-2.33 acres in historic Reynolda Park neighborhood provides privacy and convenience with elegance. The well-designed primary suite includes a contemporary bathroom, sitting room and changing room to achieve the space you are looking for. The open modern kitchen and keeping room provides ample space for friends and family to gather close to the action. And with the large patio area, 3 car carport, inground heated swimming pool and charming pool house

$1,800,000

6 beds7.5 baths6,619 sq ft

1020 W Kent Rd, Winston Salem, NC 27104

Large patio area • Primary suite • Open modern kitchen

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
This beautifully remodeled home offers a fresh, modern feel with thoughtful updates throughout. The kitchen shines with upgraded finishes, new appliances, and stylish details perfect for everyday living and entertaining. A fully renovated bathroom and new flooring bring both comfort and elegance to every room. With a brand new roof and HVAC system, this home offers peace of mind for years to come. Move right in and enjoy a space that feels brand new from top to bottom.

$210,000

3 beds2 baths1,206 sq ft

1732 Harrison Ave, Winston Salem, NC 27105

Brand new roof • New flooring • Upgraded finishes

OPEN DEC 14, 2PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Beautifully updated home with extensive renovations throughout! This property features brand-new 5” black gutters and a 3-year-old roof for added peace of mind. Inside, you’ll love the fully renovated kitchen including new countertops, cabinets, sink, stove, and microwave, plus new LVP flooring. The original hardwood floors have been professionally sanded and sealed. Both bathrooms have been upgraded with new tile flooring, new tiled showers, new sinks, and new toilets. Major system updates include a new 3-ton HVAC system, new water heater, new plumbing, and complete electrical updates throughout the entire home. Additional improvements include freshly painted exterior brick, fu

$275,000

4 beds2 baths1,479 sq ft

2062 K Court Ave, Winston Salem, NC 27105

New cabinets • Updated home • New countertops

Property at 411 Holiday St, Winston Salem, NC 27104, 3 beds, 2 baths

$364,900

3 beds2 baths1,152 sq ft

411 Holiday St, Winston Salem, NC 27104

Property at 1120 Manly St, Winston Salem, NC 27105, 3 beds, 2 baths

$195,000

3 beds2 baths1,200 sq ft

1120 Manly St, Winston Salem, NC 27105

Property at 106 N Hawthorne Rd, Winston Salem, NC 27104, 3 beds, 2.5 baths

$319,900

3 beds2.5 baths1,890 sq ft

106 N Hawthorne Rd, Winston Salem, NC 27104

Property at 2520 Robinhood Rd, Winston Salem, NC 27106, 4 beds, 2.5 baths

$669,000

4 beds2.5 baths2,849 sq ft

2520 Robinhood Rd, Winston Salem, NC 27106

Property at 1426 Thurmond St, Winston Salem, NC 27105, 4 beds, 1.5 baths

$219,995

4 beds1.5 baths1,080 sq ft

1426 Thurmond St, Winston Salem, NC 27105

Property at 434 Pennsylvania Ave, Winston Salem, NC 27104, 3 beds, 2 baths

$440,000

3 beds2 baths1,631 sq ft

434 Pennsylvania Ave, Winston Salem, NC 27104

Property at 318 Anita Dr, Winston Salem, NC 27104, 3 beds, 2 baths

$339,000

3 beds2 baths2,093 sq ft

318 Anita Dr, Winston Salem, NC 27104

Property at 1365 Reynolda Rd, Winston Salem, NC 27106, 3 beds, 2.5 baths

$719,900

3 beds2.5 baths2,870 sq ft

1365 Reynolda Rd, Winston Salem, NC 27106

Property at 335 Fairfax Dr, Winston Salem, NC 27104, 5 beds, 3.5 baths

$1,150,000

5 beds3.5 baths3,400 sq ft

335 Fairfax Dr, Winston Salem, NC 27104

Property at 1034 Vernon Ave, Winston Salem, NC 27106, 3 beds, 2 baths

$390,000

3 beds2 baths1,488 sq ft

1034 Vernon Ave, Winston Salem, NC 27106

Property at 3310 Staghorn Rd, Winston Salem, NC 27104, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths2,333 sq ft

3310 Staghorn Rd, Winston Salem, NC 27104

Property at 1823,1827, & 1831 First St W, Winston Salem, NC 27104

$850,000

— beds— baths— sq ft

1823,1827, & 1831 First St W, Winston Salem, NC 27104

Property at 2841 Wesleyan Ln, Winston Salem, NC 27106, 3 beds, 2 baths

$389,000

3 beds2 baths1,817 sq ft

2841 Wesleyan Ln, Winston Salem, NC 27106

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ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Discover this beautifully fully renovated 3-bedroom, 2-bath home. Stepping inside feels like entering a new home—fresh paint, new flooring throughout, and modern finishes create an inviting atmosphere. The updated kitchen features new countertops, brand-new cabinetry, and stainless steel appliances. Both bathrooms have been completely remodeled with contemporary upgrades. Enjoy peaceful mornings on the spacious front porch, perfect for relaxing with coffee. This home offers peace of mind, with all major systems replaced—including HVAC, roof, hot water heater, windows, plumbing, electrical, and gutters. The backyard provides an ideal space for gatherings, play, or outdoor enterta

$230,000

3 beds2 baths1,199 sq ft

2521 Greenway Ave, Winston Salem, NC 27105

Fully renovated • Updated kitchen • New countertops

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
"Good guardians. ” That's what the sellers of this 1930s house said they set out to be when they bought it 40 years ago. Good guardians of a house with history: the land it was built on was deeded to the first owner by the United Brethren of Salem, NC. Good guardians of what came later, after the house was built: beautiful hardwoods, a silver-backed mirror, a special chandelier. Good guardians of what it takes to maintain a house in topnotch condition. The sellers have kept that mantra first and foremost while living in and loving their home, and it shows. UST at side of house under bricked section where carts are has never been used by the sellers, who have no knowledge of wheth

$319,000

3 beds1.5 baths1,859 sq ft

637 Hunter Ave, Winston Salem, NC 27101

Bricked section • Hardwoods • Special chandelier

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Brick ranch in most desirable 27104 zip code! Located in quaint Gordon Manor, this property offers the utmost in convenience -- close to Silas Creek Parkway and Salem Parkway -- offering easy access north, south, east and west; Covered side porch offers informal entry to kitchen; Remarkably open kitchen/dining/living areas along front of home, with dramatic open stairwell leading to the full unfinished daylight/walkout basement; Dual sinks, island and granite counters in kitchen; French glass doors lead into living room with fireplace; Primary bedroom with private bath; Lots of wood floors; Water heater replaced in 2024; Main-level carport for convenience; Spacious yard offers good privacy

$299,900

2 beds2 baths1,495 sq ft

4009 Alonzo Dr, Winston Salem, NC 27104

Dual sinks • Private bath • French glass doors

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Welcome to 829 Sunset Dr in Ardmore—an updated, income-ready duplex-style home offering exceptional flexibility. Currently a successful short- and mid-term rental, this property features two fully separate living spaces, each with its own entrance, kitchen, laundry, and bath, plus an interior lockable door for use as one combined home. The upper level offers 2 bedrooms, 1 updated bath, hardwood floors, and a modern kitchen. The lower level includes 1 bedroom, 1 bath, a full kitchen, private laundry, and its own exterior entry—ideal for guests or tenants. With refreshed kitchens and baths, a dual-floor HVAC system, and classic Ardmore charm, this home is minutes from shopping, di

$249,900

3 beds2 baths1,383 sq ft

829 S Sunset Dr, Winston Salem, NC 27103

Refreshed kitchens • Income ready duplex • Private laundry

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Adorable cottage-style home in the heart of Ardmore! Enjoy mornings on the welcoming front porch and evenings on the spacious back deck overlooking a large, fully fenced backyard—perfect for pets, play, and outdoor gatherings. This charming home blends character with comfort. Just minutes from shopping, dining, hospitals, and parks. A rare Ardmore find with incredible charm and unbeatable location!

$299,000

3 beds2 baths1,364 sq ft

1043 Irving St, Winston Salem, NC 27103

Front porch • Back deck • Minutes from dining

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Light filled Victorian cottage on a double lot in the ever popular West Salem Neighborhood. Precious 1920 home saved & moved across the street to this location in 1994, and handled with loving care ever since! Surprisingly spacious with fully finished walk out lower level and space on the lot to add an ADU! Four bedrooms, all with ensuite baths, make this home live large! Abundant natural light streams in, highlighting original hardwood floors. Amazing views from the back deck as the property slopes down to Tanners Creek. RM12 zoning offers flexibility! Ideal quiet spot just minutes from Downtown as well as West Salem favorites like East of Texas, Camino Bakery and Bobby Boy! Showings

$350,000

4 beds4 baths2,014 sq ft

415 S Poplar St, Winston Salem, NC 27101

0.28 acre lot • Built 1920 • Listed 13 days

Property at 252 Lucerne Ln NW, Winston Salem, NC 27104, 3 beds, 3 baths

$569,900

3 beds3 baths2,345 sq ft

252 Lucerne Ln NW, Winston Salem, NC 27104

Property at 315 N Spruce St #304, Winston Salem, NC 27101, 2 beds, 2 baths

$314,900

2 beds2 baths892 sq ft

315 N Spruce St #304, Winston Salem, NC 27101

Property at 401 E 4th St #302, Winston Salem, NC 27101, 1 bed, 1.5 baths

$444,900

1 bed1.5 baths1,222 sq ft

401 E 4th St #302, Winston Salem, NC 27101

Property at 621 Mulberry St SW, Winston Salem, NC 27101, 3 beds, 2 baths

$300,000

3 beds2 baths1,781 sq ft

621 Mulberry St SW, Winston Salem, NC 27101

Property at 325 Gregory St, Winston Salem, NC 27101, 2 beds, 1 bath

$190,000

2 beds1 bath852 sq ft

325 Gregory St, Winston Salem, NC 27101

Property at 819 Madison Ave, Winston Salem, NC 27103, 4 beds, 2 baths

$320,000

4 beds2 baths1,728 sq ft

819 Madison Ave, Winston Salem, NC 27103

Property at 1469 Cherry St, Winston Salem, NC 27105, 3 beds, 2 baths

$197,000

3 beds2 baths1,056 sq ft

1469 Cherry St, Winston Salem, NC 27105

Property at 1101 Franklin St, Winston Salem, NC 27101, 8 beds, 2 baths

$194,900

8 beds2 baths2,916 sq ft

1101 Franklin St, Winston Salem, NC 27101

Property at 755 Faircloth Ave, Winston Salem, NC 27106, 2 beds, 1 bath

$245,000

2 beds1 bath832 sq ft

755 Faircloth Ave, Winston Salem, NC 27106

Property at 3606 Country Club Rd, Winston Salem, NC 27104, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths1,643 sq ft

3606 Country Club Rd, Winston Salem, NC 27104

Property at 929 Hawthorne Rd, Winston Salem, NC 27103, 4 beds, 3 baths

$575,000

4 beds3 baths2,110 sq ft

929 Hawthorne Rd, Winston Salem, NC 27103

Property at 412 Corona St, Winston Salem, NC 27103, 5 beds, 2.5 baths

$399,999

5 beds2.5 baths2,671 sq ft

412 Corona St, Winston Salem, NC 27103

Property at 1 W 5th St #301, Winston Salem, NC 27101, 3 beds, 2 baths

$699,900

3 beds2 baths2,462 sq ft

1 W 5th St #301, Winston Salem, NC 27101

Property at 599 Mission Rd, Winston Salem, NC 27103

$250,000

— beds— baths— sq ft

599 Mission Rd, Winston Salem, NC 27103

Vintage Homes for Sale in Northwest Winston-Salem

There are currently 18 vintage homes for sale in Northwest Winston-Salem at a median listing price of $509K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Northwest Winston-Salem stay on the market for 64 days and receive 2 offers. Popular neighborhoods include Ardmore, West End, Buena Vista, North Winston, and New Sherwood Forest. This map is refreshed with the newest listings in Northwest Winston-Salem every 15 minutes.

In the past month, 12 homes have been sold in Northwest Winston-Salem. In addition to houses in Northwest Winston-Salem, there were also 9 condos, 0 townhouses, and 1 multi-family unit for sale in Northwest Winston-Salem last month. Find your dream home in Northwest Winston-Salem using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Northwest Winston-Salem are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Northwest Winston-Salem. If you're looking to sell your home in the Northwest Winston-Salem area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Northwest Winston-Salem with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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