Vintage homes for sale & real estate in 27105, NC

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NEW 31 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Must see this charming Cape Cod style, 3-bedroom, 1-bath brick home in Winston-Salem that is move in ready and waiting for its new owners. Built in 1925, this property offers plenty of character and is ready for your vision and creativity to turn this classic brick home into something truly special just for you. The large fenced in back yard is perfect for entertaining your family and friends. The covered front Porch is great for relaxing after a busy day! Home is being sold AS IS. Public transportation just a block away. University, shopping, major highways and downtown areas are all nearby. Book your showing now you'll be happy that you did!

$150,000

3 beds1 bath1,113 sq ft

2931 Bon Air Ave, Winston Salem, NC 27105

Covered front porch • Shopping nearby • Fenced in back yard

OPEN SUN, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Stunning Fully Renovated Home in Winston Salem NC | Permits Pulled | Designer Finishes Welcome to 700 McCreary St in Winston-Salem, where thoughtful upgrades and high-end design come together. This home has been completely updated with permits pulled, offering peace of mind and quality you can trust. Major systems have already been replaced— no concerns about the roof, HVAC, or heating. Step inside to a beautifully styled interior featuring elegant flat panel detailing throughout the living room, creating a polished and upscale atmosphere. Accent walls and flat panel wainscoting flow seamlessly through the home, adding depth, character, and a refined, custom look that truly sets th

$185,000

3 beds2 baths1,013 sq ft

700 Mccreary St, Winston Salem, NC 27105

Designer finishes • Thoughtful upgrades • Fully renovated home

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Investor special — home needs full rehab. Great opportunity for value-add renovation. Property sold AS-IS. Come see the potential.

$65,000

3 beds1 bath1,045 sq ft

905 Wilcox St, Winston Salem, NC 27105

Value-add renovation • See the potential • Full rehab

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Welcome to this beautiful remodeled one level living home. Spacious 4 bedrooms, 1.5 baths. The updates include new roof, new flooring, new kitchen with stainless-steel appliances and completely remodeled bathrooms. Freshly painted. Each of the four comfortable bedrooms comes with its own ceiling fan, ensuring a cool and pleasant environment. Big backyard for cook outs and entertainment. Located in the heart of Winston Salem, Walking distance to downtown, stores, parks and recreation. Close to hospitals and highways. Come and see it today!

$189,900

4 beds1.5 baths1,353 sq ft

2410 Glenn Ave, Winston Salem, NC 27105

New kitchen • New flooring • New roof

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Welcome to this beautifully updated 4-bedroom, 2-bath home that’s truly move-in ready. Recent renovations include fresh interior paint, new flooring, updated fixtures, and fully renovated bathrooms. The modern kitchen features brand-new cabinetry paired with warm butcher block countertops, with new appliances on order and to be installed soon. Outside, the yard is framed by mature trees, offering both shade and privacy. Conveniently located near local amenities, this home is a must-see.

$164,900

4 beds2 baths2,314 sq ft

1524 E 14th St, Winston Salem, NC 27105

Local amenities • Modern kitchen • Updated fixtures

Property at 800 Essex Rd, Winston Salem, NC 27105, 4 beds, 2 baths

$240,000

4 beds2 baths1,688 sq ft

800 Essex Rd, Winston Salem, NC 27105

Property at 2524 Cherry St, Winston Salem, NC 27105, 3 beds, 2.5 baths

$220,000

3 beds2.5 baths1,443 sq ft

2524 Cherry St, Winston Salem, NC 27105

Property at 2521 Greenway Ave, Winston Salem, NC 27105, 3 beds, 2 baths

$230,000

3 beds2 baths1,199 sq ft

2521 Greenway Ave, Winston Salem, NC 27105

Property at 2828 N Glenn Ave, Winston Salem, NC 27105, 4 beds, 2 baths

$127,500

4 beds2 baths1,630 sq ft

2828 N Glenn Ave, Winston Salem, NC 27105

Property at 434 Oak Summit Rd, Winston Salem, NC 27105, 3 beds, 1.5 baths

$235,000

3 beds1.5 baths1,116 sq ft

434 Oak Summit Rd, Winston Salem, NC 27105

Property at 6101 Phelps Cir, Winston Salem, NC 27105, 3 beds, 1 bath

$225,000

3 beds1 bath2,052 sq ft

6101 Phelps Cir, 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 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 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 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 3937 Waddill St, Winston Salem, NC 27105, 3 beds, 1 bath

$225,000

3 beds1 bath1,396 sq ft

3937 Waddill St, Winston Salem, NC 27105

Property at 2907 NE Bon Air Ave, Winston Salem, NC 27105, 5 beds, 2 baths

$209,000

5 beds2 baths1,858 sq ft

2907 NE Bon Air Ave, Winston Salem, NC 27105

Property at 5441 Belle Ave, Winston Salem, NC 27105, 3 beds, 2 baths

$249,900

3 beds2 baths1,553 sq ft

5441 Belle Ave, Winston Salem, NC 27105

Property at 4507 Northampton Dr, Winston Salem, NC 27105, 4 beds, 2 baths

$259,900

4 beds2 baths1,681 sq ft

4507 Northampton Dr, Winston Salem, NC 27105

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 126 Mayfair Dr, Winston Salem, NC 27105, 3 beds, 1.5 baths

$210,000

3 beds1.5 baths1,714 sq ft

126 Mayfair Dr, Winston Salem, NC 27105

Property at 2809 Teresa Ave, Winston Salem, NC 27105, 3 beds, 1 bath

$140,900

3 beds1 bath950 sq ft

2809 Teresa Ave, Winston Salem, NC 27105

Property at 1633 Emerald St, Winston Salem, NC 27105, 2 beds, 2 baths

$194,900

2 beds2 baths946 sq ft

1633 Emerald St, Winston Salem, NC 27105

Property at 3726 Northampton Dr, Winston Salem, NC 27105, 2 beds, 1 bath

$215,000

2 beds1 bath— sq ft

3726 Northampton Dr, Winston Salem, NC 27105

Property at 4798 Cherry St, Winston Salem, NC 27105, 4 beds, 2 baths

$337,000

4 beds2 baths2,008 sq ft

4798 Cherry St, Winston Salem, NC 27105

Property at 2106 School St, Winston Salem, NC 27105

$371,000

0 beds— baths1 sq ft

2106 School St, Winston Salem, NC 27105

Property at 4720 Old Rural Hall Rd, Winston Salem, NC 27105, 5 beds, 3 baths

$375,000

5 beds3 baths2,650 sq ft

4720 Old Rural Hall Rd, Winston Salem, NC 27105

Property at 5008 Old Rural Hall Rd, Winston Salem, NC 27105, 4 beds, 3 baths

$350,000

4 beds3 baths2,889 sq ft

5008 Old Rural Hall Rd, Winston Salem, NC 27105

Property at 4761 Ader Dr, Winston Salem, NC 27105, 3 beds, 1 bath

$224,900

3 beds1 bath1,239 sq ft

4761 Ader Dr, Winston Salem, NC 27105

Property at 168 Oak Summit Rd, Winston Salem, NC 27105, 3 beds, 3 baths

$345,999

3 beds3 baths3,043 sq ft

168 Oak Summit Rd, Winston Salem, NC 27105

Property at 5615 Plantation Dr, Winston Salem, NC 27105, 3 beds, 1 bath

$235,000

3 beds1 bath1,162 sq ft

5615 Plantation Dr, Winston Salem, NC 27105

Property at 4433 Ogburn Ave, Winston Salem, NC 27105, 3 beds, 2 baths

$279,000

3 beds2 baths1,633 sq ft

4433 Ogburn Ave, Winston Salem, NC 27105

Property at 2101 E 25th St, Winston Salem, NC 27015, 2 beds, 1 bath

$110,000

2 beds1 bath785 sq ft

2101 E 25th St, Winston Salem, NC 27015

Property at 5010 N Cherry St, Winston Salem, NC 27101, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths2,152 sq ft

5010 N Cherry St, Winston Salem, NC 27101

Property at 638 Mccreary St, Winston Salem, NC 27105, 2 beds, 1 bath

$159,900

2 beds1 bath961 sq ft

638 Mccreary St, Winston Salem, NC 27105

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

$209,000

— beds— baths— sq ft

521 E 25th St, Winston Salem, NC 27101

Property at 4847 Dippen Rd, Winston Salem, NC 27105, 3 beds, 2.5 baths

$265,000

3 beds2.5 baths2,122 sq ft

4847 Dippen Rd, Winston Salem, NC 27105

Property at 190/200 Stanleyville Manor Ave Unit 1-7, Rural Hall, NC 27045, 2 beds, 1 bath

$295,000

2 beds1 bath728 sq ft

190/200 Stanleyville Manor Ave Unit 1-7, Rural Hall, NC 27045

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

$199,500

4 beds1.5 baths1,134 sq ft

1457 Douglas St, Winston Salem, NC 27105

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Based on information submitted to the MLS GRID as of Sat Dec 20 2025. 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 27105

There are currently 39 vintage homes for sale in 27105 at a median listing price of $230K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 27105 stay on the market for 60 days and receive 5 offers. This map is refreshed with the newest listings in 27105 every 15 minutes.

In the past month, 24 homes have been sold in 27105. In addition to houses in 27105, there was also 1 condo, 1 townhouse, and 1 multi-family unit for sale in 27105 last month. Find your dream home in 27105 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 27105 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27105. If you're looking to sell your home in the 27105 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27105 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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