Vintage homes for sale & real estate in 27156, NC

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NEW 26 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Come see this move-in ready 3 bedroom, 1 bath ranch complete with a new roof, paint, flooring and plumbing fixtures. This home also comes with central heat and air, and insulated windows and doors. Experience one level living upstairs with a full unfinished basement that includes the washer and dryer downstairs.

$175,000

3 beds1 bath1,008 sq ft

558 Kinard Dr, Winston Salem, NC 27101

Central heat and air • New roof • 8,398 sq ft lot

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Welcome home to this charming 1940-built bungalow offering classic character combined with modern updates. This cozy 2-bedroom, 1-bath home features gorgeous hardwood floors, a bright living space, and a stunning kitchen equipped with granite counters and stainless-steel appliances. Enjoy your morning coffee in the built-in breakfast nook or relax on the beautiful covered front porch. Additional highlights include a dual-vanity bath setup and a generous, tall crawl space providing ample storage or future expansion potential. Set on a spacious 0.33-acre lot in Dogwood Village, this property is super convenient to Downtown Winston-Salem, Salem Lake, and local parks. Move-in ready and waiting

$169,900

2 beds1 bath1,305 sq ft

431 Stratton Ave, Winston Salem, NC 27101

Covered front porch • Dual-vanity bath • Tall crawl space

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Investor opportunity with plenty of potential! This 2BR/1BA home sits on an oversized corner lot offering room to create the property you envision. Add a possible workshop/ storage space in the basement, a detached garage, garden, outdoor living space or more. Bring your vision and explore the possibilities! All information is deemed reliable but not guaranteed and should be independently verified by Buyer and Buyer’s agent. Buyer and Buyer’s agent are responsible for verifying all material facts, including but not limited to square footage, zoning, permits, restrictions, utilities, schools, taxes, and conducting any inspections or due diligence deemed necessary. Listing agen

$79,900

2 beds1 bath1,230 sq ft

230 Crews St, Winston Salem, NC 27101

Oversized corner lot • Outdoor living space • Detached garage

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Discover this inviting DIY house located at 2219 Manchester St, Winston Salem, NC. This charming renovation residence accords a wonderful opportunity to establish a home in a part of the city or profitable investment. As you approach, you'll appreciate the property. The structure of the house is well-positioned on the lot, providing ample space around the building for potential outdoor activities or gardening pursuits. The neighborhood accords a sense of community, evident in the well-maintained appearances of nearby homes. While interior details are not provided, the exterior suggests a classic home style that fits well within the architectural landscape of the area. Whether you're looking

$115,000

3 beds1 bath1,064 sq ft

2219 Manchester St, Winston Salem, NC 27105

0.33 acre lot • Built 1958 • Listed 4 days

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Great investment opportunity in Winston Salem! Looking for your next investment property? This 3-bedroom, 1-bath home is situated on a 0.10-acre lot and offers plenty of potential for the right buyer! Whether you're looking to add to your rental portfolio or take on your next renovation project, this could be the one. Reach out today for more information or to schedule a private showing!

$100,000

3 beds1 bath960 sq ft

2056 Dellabrook Rd, Winston Salem, NC 27105

4,356 sq ft lot • Built 1922 • Listed 6 days

Property at 614 N Cameron Ave, Winston Salem, NC 27101, 3 beds, 2 baths

$225,900

3 beds2 baths1,560 sq ft

614 N Cameron Ave, Winston Salem, NC 27101

Property at 1418 24th St, Winston Salem, NC 27105, 2 beds, 2 baths

$165,000

2 beds2 baths934 sq ft

1418 24th St, Winston Salem, NC 27105

Property at 2360 Dellabrook Rd, Winston Salem, NC 27105, 2 beds, 2 baths

$199,000

2 beds2 baths1,716 sq ft

2360 Dellabrook Rd, Winston Salem, NC 27105

Property at 2163 Gerald St, Winston Salem, NC 27101, 3 beds, 1 bath

$169,900

3 beds1 bath876 sq ft

2163 Gerald St, Winston Salem, NC 27101

Property at 828 Ferrell Ave, Winston Salem, NC 27101, 2 beds, 1 bath

$149,900

2 beds1 bath838 sq ft

828 Ferrell Ave, Winston Salem, NC 27101

Property at 2206 Dunbar St, Winston Salem, NC 27105, 2 beds, 1 bath

$140,000

2 beds1 bath800 sq ft

2206 Dunbar St, Winston Salem, NC 27105

Property at 1919 Maryland Ave, Winston Salem, NC 27101, 3 beds, 2 baths

$205,000

3 beds2 baths1,140 sq ft

1919 Maryland Ave, Winston Salem, NC 27101

Property at 1533 NE 25th St, Winston Salem, NC 27105, 3 beds, 2.5 baths

$227,000

3 beds2.5 baths1,571 sq ft

1533 NE 25th St, Winston Salem, NC 27105

Property at 1407 NE 22nd St, Winston Salem, NC 27105, 2 beds, 1 bath

$120,000

2 beds1 bath832 sq ft

1407 NE 22nd St, Winston Salem, NC 27105

Property at 605 N Dunleith Ave, Winston Salem, NC 27101

$170,000

— beds— baths— sq ft

605 N Dunleith Ave, Winston Salem, NC 27101

Property at 1210 22nd St, Winston Salem, NC 27105, 2 beds, 1 bath

$110,000

2 beds1 bath832 sq ft

1210 22nd St, Winston Salem, NC 27105

Property at 613 N Dunleith Ave, Winston Salem, NC 27101

$290,000

— beds— baths— sq ft

613 N Dunleith Ave, Winston Salem, NC 27101

Property at 1457 Douglas St, Winston Salem, NC 27105, 4 beds, 1.5 baths

$189,500

4 beds1.5 baths1,134 sq ft

1457 Douglas St, Winston Salem, NC 27105

Property at 3334 Old Greensboro Rd, Winston Salem, NC 27101, 3 beds, 1 bath

$168,600

3 beds1 bath960 sq ft

3334 Old Greensboro Rd, Winston Salem, NC 27101

Property at 2311 N Cleveland Ave, Winston Salem, NC 27105

$15,000

Land3,920 sq ft (lot)

2311 N Cleveland Ave, Winston Salem, NC 27105

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ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Solid brick home with room to spread out! This 3-bedroom, 3-bath home offers a flexible floor plan with plenty of living space. The main level features a spacious living room, kitchen, primary suite, and second bedroom with direct access to the screened porch. Upstairs you'll find an additional bedroom, full bath, second living area, and an additional cooking space, providing flexible space for guests, hobbies, or everyday living. The partially finished basement offers workshop space and abundant storage. Attached garage, natural gas heat, central air, and a convenient location just minutes from downtown, shopping, and US-52. Tenant occupied until end of Sept 2026. Appointment required.

$270,000

3 beds3 baths1,986 sq ft

2313 N Glenn Ave, Winston Salem, NC 27105

Workshop space • Flexible floor plan • Brick home

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
MOVE IN READY!! Beautifully renovated 3 bed, 1 bath home featuring many updates including, new cabinets, quartz countertops, new flooring throughout, freshly painted walls, new stainless steel appliances, tile backsplash in kitchen, all new fixtures and much more! Schedule your showing today!!

$204,900

3 beds1 bath1,018 sq ft

1332 Calvert Dr, Winston Salem, NC 27107

Quartz countertops • Renovated home • New flooring

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
This updated 3-bedroom, 1-bath home offers a functional layout and recent improvements, making it a great option for first-time homebuyers or investors. Enter into the living room, which flows into the dining area and kitchen. The bathroom features a custom-updated shower, and the home has been refreshed with practical updates throughout. Outside, the fenced backyard provides space for pets, outdoor activities, or gardening.

$170,000

3 beds1 bath950 sq ft

2546 Rosemary Dr, Winston Salem, NC 27105

Fenced backyard • 0.28 acre lot • Built 1959

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
MOVE IN READY!! Beautifully renovated 3 bed, 1 bath home featuring many updates including, new cabinets, quartz countertops, new flooring throughout, freshly painted walls, new stainless steel appliances, tile backsplash in kitchen, all new fixtures and much more! Schedule your showing today!!

$204,900

3 beds1 bath951 sq ft

1348 Calvert Dr, Winston Salem, NC 27107

Quartz countertops • Renovated home • New flooring

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Price Improvement – Now Offered at $399,900! Rare opportunity to own a beautifully maintained 3-bedroom, 2-bath home on 3.21+private acres just minutes from downtown Winston-Salem, shopping and dining. This charming one-level home features an open floor plan, timeless character, and peaceful views from the rocking-chair front porch and back patio. Major 2025 updates include a new metal roof, gutter guards, HVAC ductwork, professionally encapsulated crawlspace with sump pump and additional maintenance improvements, offering peace of mind for years to come. Currently operating as a successful Airbnb, this move-in-ready property is ideal as a primary residence, second home, or investment

$399,900

3 beds2 baths2,231 sq ft

3304 New Walkertown Rd, Winston Salem, NC 27105

3.21 acre lot • Built 1955 • Listed 80 days

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in 27156, NC:
Freshly updated, move in ready large family-friendly home. Inviting family room when you first walk in. 4 bedrooms with a laundry room off the master bedroom. Master bedroom has a private 1/2 bath. Home boasts 2 additional full bathrooms. Perfect for a busy family! Original hardwood floors. Recent updates include new Heating and Air unit, new wiring over entire home, new porch, and fresh interior paint. Spacious and private backyard. This home is a gem as your private residence or as a rental property.

$175,900

4 beds3 baths1,503 sq ft

2524 Ansonia St, Winston Salem, NC 27105

Laundry room • Private bath • Family room

Property at 1352 Calvert Dr, Winston Salem, NC 27107, 3 beds, 1 bath

$209,900

3 beds1 bath931 sq ft

1352 Calvert Dr, Winston Salem, NC 27107

Property at 4303 E Reidsville Rd, Winston-salem, NC 27101, 2 beds, 1.5 baths

$275,000

2 beds1.5 baths1,260 sq ft

4303 E Reidsville Rd, Winston-salem, NC 27101

Property at 521 E 25th St, Winston Salem, NC 27101

$209,000

— beds— baths— sq ft

521 E 25th St, Winston Salem, NC 27101

Vintage Homes for Sale in 27156

There are currently 20 vintage homes for sale in 27156. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in 27156 every 15 minutes.

Find your dream home in 27156 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 27156 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27156. If you're looking to sell your home in the 27156 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27156 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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