Vintage homes for sale & real estate in 27127, NC

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ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Step into the charm of 1935 with all the modern updates you've been searching for! This beautifully remodeled, move-in ready gem is in an unbeatable Winston-Salem location just minutes from parks, shopping, restaurants, and everyday amenities. Greeted by a darling front porch for sitting. Inside, you'll find beautifully refinished hardwood floors, an updated kitchen featuring new cabinetry, countertops, and a stylish tile backsplash, plus 3 spacious bedrooms and 3 full bathrooms. The finished basement offers incredible flexibility with its own living space w/ kitchenette and laundry which is ideal for an in-law suite, home office, gym, recreation room, or even potential rental income. Enjoy

$265,000

4 beds3 baths1,516 sq ft

2399 Old Salisbury Rd, Winston Salem, NC 27127

Kitchenette • Front porch • Plenty of parking

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Adorable 3-bedroom home with an enormous updated kitchen. Great spread-out floor plan. Large covered porch with a wooden gate. Right around the corner from The University of NC School of the Arts!

$220,000

3 beds1 bath1,354 sq ft

1817 SE Center St, Winston Salem, NC 27127

Covered porch • Wooden gate • Updated kitchen

OPEN SUN, 2PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Timeless charm and thoughtful updates come together in this inviting ranch-style home, blending classic character with modern convenience. Inside, the spacious living room offers plenty of room to relax or entertain. The remodeled kitchen features brand-new cabinetry, granite countertops, a paneled backsplash, and a newly added pantry for extra storage. The flexible floor plan includes two bedrooms and one bathroom, with a former office converted into a third bedroom. Enjoy peaceful mornings or quiet evenings from the welcoming front porch, complete with room for a porch swing. A fenced front yard adds charm and privacy, while the open back lot provides space to enjoy the outdoors. The impr

$184,900

3 beds1 bath1,216 sq ft

1313 Fairfield Dr, Winston Salem, NC 27127

Remodeled kitchen • Newly added pantry • Granite countertops

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
This 1948 ranch is a great opportunity for investors or first-time home buyers. The new HVAC system was installed last year, and the roof was literally installed yesterday. Replacement windows throughout and a large fenced backyard add comfort and convenience. The mudroom addition to the rear of the house puts the laundry on the main level and provides a great drop zone for kids or pets. This has been a strong income-producing property for the seller.

$180,000

2 beds1 bath840 sq ft

610 Salisbury Ridge Rd, Winston Salem, NC 27127

Mudroom addition • Replacement windows • 7,840 sq ft lot

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
This beautifully updated ranch-style home offers 5 bedrooms and 2.5 bathrooms with an open-concept layout perfect for modern living. Enjoy peace of mind with fully permitted renovations, including new electrical, plumbing, and HVAC systems. Additional upgrades include new drywall, new flooring, a new roof, new vinyl, new hardy board siding, and brick + a newly installed driveway, creating a truly move-in-ready experience. Bright, refreshed spaces make this home ideal for entertaining or everyday comfort. Conveniently located in Winston-Salem near shopping, dining, and major routes, this spacious property blends style, function, and quality updates throughout. Agent note: Homeowner has had t

$369,999

5 beds2.5 baths2,040 sq ft

1256 Cloister Dr, Winston Salem, NC 27127

New drywall • New plumbing • New hvac systems

Property at 301 Fayetteville St, Winston Salem, NC 27127, 3 beds, 2 baths

$215,000

3 beds2 baths981 sq ft

301 Fayetteville St, Winston Salem, NC 27127

Property at 819 W Sprague St, Winston Salem, NC 27127, 2 beds, 1 bath

$150,000

2 beds1 bath980 sq ft

819 W Sprague St, Winston Salem, NC 27127

Property at 14 E Devonshire St, Winston Salem, NC 27127, 4 beds, 2.5 baths

$439,900

4 beds2.5 baths2,169 sq ft

14 E Devonshire St, Winston Salem, NC 27127

Property at 1739 Old Salisbury Rd, Winston Salem, NC 27127, 2 beds, 2 baths

$225,000

2 beds2 baths1,139 sq ft

1739 Old Salisbury Rd, Winston Salem, NC 27127

Property at 2704 Clement St, Winston Salem, NC 27127, 3 beds, 2 baths

$174,900

3 beds2 baths1,206 sq ft

2704 Clement St, Winston Salem, NC 27127

Property at 2507 Stockton St, Winston Salem, NC 27127, 3 beds, 1 bath

$229,000

3 beds1 bath1,378 sq ft

2507 Stockton St, Winston Salem, NC 27127

Property at 2314 S Broad St, Winston Salem, NC 27127, 3 beds, 2.5 baths

$382,900

3 beds2.5 baths1,635 sq ft

2314 S Broad St, Winston Salem, NC 27127

Property at 3760 Wyandotte Ave, Winston Salem, NC 27127, 3 beds, 2.5 baths

$278,000

3 beds2.5 baths2,561 sq ft

3760 Wyandotte Ave, Winston Salem, NC 27127

Property at 3252 Main St, Winston Salem, NC 27127, 3 beds, 3 baths

$250,000

3 beds3 baths1,837 sq ft

3252 Main St, Winston Salem, NC 27127

Property at 2609 Stockton St, Winston Salem, NC 27127, 2 beds, 1 bath

$197,500

2 beds1 bath1,074 sq ft

2609 Stockton St, Winston Salem, NC 27127

Property at 2187 Hickory Tree Rd, Winston Salem, NC 27127, 4 beds, 2.5 baths

$370,000

4 beds2.5 baths2,416 sq ft

2187 Hickory Tree Rd, Winston Salem, NC 27127

Property at 1940 Darwick Rd, Winston Salem, NC 27127, 2 beds, 1 bath

$194,900

2 beds1 bath870 sq ft

1940 Darwick Rd, Winston Salem, NC 27127

Property at 3500 Rosemont Ave, Winston Salem, NC 27127, 3 beds, 2 baths

$325,000

3 beds2 baths1,886 sq ft

3500 Rosemont Ave, Winston Salem, NC 27127

Property at 112 Gloria Ave, Winston Salem, NC 27127, 3 beds, 2 baths

$334,900

3 beds2 baths1,465 sq ft

112 Gloria Ave, Winston Salem, NC 27127

Property at 1803 Lomond St, Winston Salem, NC 27127, 4 beds, 2.5 baths

$400,000

4 beds2.5 baths2,520 sq ft

1803 Lomond St, Winston Salem, NC 27127

Property at 2204 Rawson St, Winston Salem, NC 27127, 2 beds, 1 bath

$190,000

2 beds1 bath757 sq ft

2204 Rawson St, Winston Salem, NC 27127

Property at 728 W Banner Ave, Winston Salem, NC 27127, 4 beds, 2 baths

$299,000

4 beds2 baths1,680 sq ft

728 W Banner Ave, Winston Salem, NC 27127

Property at 481 David Smith Rd, Winston Salem, NC 27127, 3 beds, 2.5 baths

$329,900

3 beds2.5 baths2,798 sq ft

481 David Smith Rd, Winston Salem, NC 27127

Property at 1805 Center St SE, Winston Salem, NC 27127, 3 beds, 1 bath

$154,900

3 beds1 bath900 sq ft

1805 Center St SE, Winston Salem, NC 27127

Property at 213 E Monmouth St, Winston Salem, NC 27127, 3 beds, 1 bath

$199,900

3 beds1 bath1,074 sq ft

213 E Monmouth St, Winston Salem, NC 27127

Property at 2422 Lucille St, Winston Salem, NC 27127, 3 beds, 2 baths

$210,000

3 beds2 baths1,178 sq ft

2422 Lucille St, Winston Salem, NC 27127

Property at 422 Acadia Ave, Winston Salem, NC 27127, 1 bed, 1 bath

$119,900

1 bed1 bath825 sq ft

422 Acadia Ave, Winston Salem, NC 27127

Property at 410 E Sprague St, Winston Salem, NC 27127, 2 beds, 1 bath

$299,273

2 beds1 bath1,598 sq ft

410 E Sprague St, Winston Salem, NC 27127

Property at 1810 Wilma Ave, Winston Salem, NC 27127, 2 beds, 1 bath

$349,900

2 beds1 bath1,007 sq ft

1810 Wilma Ave, Winston Salem, NC 27127

Property at 3318 Hickory Tree Rd, Winston Salem, NC 27127

$975,000

Land7.22 acres (lot)

3318 Hickory Tree Rd, Winston Salem, NC 27127

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Based on information submitted to the MLS GRID as of Wed Aug 19 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in 27127

There are currently 30 vintage homes for sale in 27127 at a median listing price of $300K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 27127 stay on the market for 51 days and receive 1 offers. This map is refreshed with the newest listings in 27127 every 15 minutes.

In the past month, 44 homes have been sold in 27127. In addition to houses in 27127, there were also 7 condos, 33 townhouses, and 1 multi-family unit for sale in 27127 last month. Find your dream home in 27127 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 27127 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27127. If you're looking to sell your home in the 27127 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27127 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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