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:
The home you've all been waiting for is finally here! Located in the finest neighborhood on one of its most prestigious streets, this fully remodeled home showcases a complete transformation guided by the seller and ICON Interior Design Firm. Every space has been thoughtfully curated with high-end finishes, modern functionality, and timeless elegance. New roof, new additional HVAC, mini-split and heat pump. Located minutes from major hospitals, highways, local shopping and restaurants. This is a rare opportunity to own a truly turnkey home in the area's premier location!

$975,000

4 beds3.5 baths3,332 sq ft

770 Oaklawn Ave, Winston Salem, NC 27104

Fully remodeled home • Heat pump • Premier location

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Calling All Investors. Bring a flashlight as most power is off or no lights in rooms. Stately All Brick Home in Prime neighborhood off Country Club Rd. This 3 bedroom, 2 bath home has been in the same family for 75 years. Some photos of home with furnishings as owner was moving out and other photos show empty rooms. The lighting/power was off in some of the rooms and could not photo easily. This is a Living Estate Sale and the home is sold as-is. Needs a total rehab but it is worthwhile Since it is priced at approximately $250,000 less than Realist and Realtor.com value estimates. Bring your remodeling expertise to life and transform this house into a home anyone would be proud of. Like the

$325,000

3 beds2 baths2,230 sq ft

3432 Royalton St, Winston Salem, NC 27104

In-law home • All brick home • 0.64 acre lot

$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:
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

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 2062 K Court Ave, Winston Salem, NC 27105, 4 beds, 2 baths

$275,000

4 beds2 baths1,479 sq ft

2062 K Court Ave, Winston Salem, NC 27105

Property at 1732 Harrison Ave, Winston Salem, NC 27105, 3 beds, 2 baths

$210,000

3 beds2 baths1,206 sq ft

1732 Harrison Ave, 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 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 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 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 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:
Light filled and move in ready, this 2/2 corner unit offers easy downtown living! #408 features hardwoods/tile throughout, newer windows, and an updated kitchen. The primary bath has a tiled shower with frameless glass doors and the washer/dryer is included. There are two closets in each bedroom for extra storage and a large hall closet that can be used as a pantry. There is no unit above and the east and south facing windows provide amazing light and offer views of downtown towards Old Salem. Showings start on December 19th!

$260,000

2 beds2 baths998 sq ft

315 N Spruce St #408, Winston Salem, NC 27101

$449 HOA • Built 1924 • Listed 4 days

ABOUT THIS HOME
Vintage Home for sale in Northwest Winston-Salem, NC:
Welcome to the heart of Ardmore, one of Winston-Salem’s most highly sought-after neighborhoods. The screened-in porch is the perfect spot to unwind, sip your morning coffee, enjoy the evening breeze, or relax with friends in a space that feels tucked away yet connected to the vibrant neighborhood around you. Step inside to find a home with a classic layout and timeless construction that's ready for your personal touch. Downstairs, the unfinished basement offers ample storage, workshop space, or future expansion. Out back, be sure to explore the tiered backyard, a standout feature of the property. Whether you’re envisioning gardening, play space, entertaining areas, or peaceful o

$299,000

3 beds1 bath1,187 sq ft

800 S Sunset Dr, Winston Salem, NC 27103

Screened-in porch • Unfinished basement • Tiered backyard

COMING SOON

$220,000

3 beds2.5 baths1,443 sq ft

2524 Cherry St, Winston Salem, NC 27105

3,484 sq ft lot • Built 1949 • Listed 13 days

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:
Great layout with 2 BR + versatile LR/office -- all on the main level! 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;

$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:
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

Property at 415 S Poplar St, Winston Salem, NC 27101, 4 beds, 4 baths

$350,000

4 beds4 baths2,014 sq ft

415 S Poplar St, Winston Salem, NC 27101

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 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

$174,500

2 beds1 bath852 sq ft

325 Gregory St, Winston Salem, NC 27101

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 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 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 1110 Magnolia St, Winston Salem, NC 27103, 3 beds, 2 baths

$349,000

3 beds2 baths1,604 sq ft

1110 Magnolia St, Winston Salem, NC 27103

Property at 2708 Bon Air Ave, Winston Salem, NC 27105, 3 beds, 1 bath

$169,000

3 beds1 bath1,206 sq ft

2708 Bon Air Ave, Winston Salem, NC 27105

Property at 615 Corona St, Winston Salem, NC 27103, 2 beds, 1 bath

$239,000

2 beds1 bath908 sq ft

615 Corona St, Winston Salem, NC 27103

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 16 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 61 days and receive 2 offers. Popular neighborhoods include Downtown Winston-Salem, Ardmore, Buena Vista, Washington Park, 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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