Vintage homes for sale & real estate in 27105, NC

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3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Welcome home to this charming 3-bedroom, 2-bath property filled with character, space, and possibilities! Hardwood floors extend through most of the well-maintained main level, with easy-care LVP in the kitchen and dining areas. The inviting front porch, surrounded by a tree-lined setting, is perfect for morning coffee, relaxing evenings, or gathering with friends. The spacious basement offers even more potential for a workshop, hobbies, storage, or future finished space. Several important improvements have already been made, including replacement windows (2024), a basement French drain (2024), new appliances (2023), heat pump (2021), and 200-amp electrical service with subpanel (2006). Cur

$237,500

3 beds2 baths1,380 sq ft

Inviting front porch • Heat pump • New appliances

316 Old Hollow Rd, Winston Salem, NC 27105

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Welcome to this inviting four-bedroom, two-bathroom home conveniently located in the heart of Winston-Salem! This home offers additional living spaces and a functional layout for everyday living. The kitchen features butcher block countertops, new stainless steel appliances, and plenty of space for meal preparation. The updated bathrooms offer a fresh, modern feel. Downstairs, the finished basement adds valuable additional living space, including a bonus room and flexible area that can easily accommodate a home office, recreation space, workout area, hobbies, or more. An additional unfinished portion of the basement provides convenient storage and plenty of potential for future use. With fo

$199,900

4 beds2 baths1,744 sq ft

Bonus room • Finished basement • Flexible area

1304 Thurmond St, Winston Salem, NC 27105

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Exceptional opportunity to own a spacious 3-bedroom, 2-full-bath home with Bowen Blvd/Hansel Thomas Park directly across the street! Situated on a corner lot, this home enjoys abundant natural light and offers an impressive amount of living space for the price. Fresh paint throughout, some new windows, and vinyl plank flooring give the home a clean, refreshed feel. The main level features a welcoming living room, kitchen, den, three bedrooms, two full bathrooms, and convenient laundry. Enjoy the covered front porch and take advantage of additional storage opportunities in the cellar. All appliances remain. With its combination of space, updates, corner-lot setting, and park directly across

$165,000

3 beds2 baths1,157 sq ft

Covered front porch • Fresh paint • Corner lot

2001 Bowen Blvd, Winston Salem, NC 27105

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Character and space define this 5-bedroom home with dedicated office space, hardwood floors throughout much of the home, and plenty of room to live, work, and create. A wraparound porch adds to the home's classic character and provides additional outdoor space. Per seller, roof replaced approximately 5 years old and HVAC replaced approximately 2 years ago. This home retains the charm and character of its era while offering room for updates and a fresh perspective. The spacious layout provides flexibility for a variety of needs, whether you’re a first-time buyer, investor, or someone who appreciates the character of an older home. Conveniently located near shopping, groceries, parks an

$224,900

5 beds2.5 baths2,704 sq ft

0.26 acre lot • Built 1924 • Listed 28 days

2842 N Patterson Ave, Winston Salem, NC 27105

ABOUT THIS HOME
Vintage Home for sale in 27105, NC:
Welcome Home! Cute Spacious Ranch w/ 3BRs & 1 Full Bath. Fresh Interior Paint. Welcoming Front Porch and Side Stoop that leads into Kitchen. Large Living Room. Hardwoods throughout home. Dining Room. Kitchen has freshly painted cabinets, granite counters, tile backsplash, new flooring & new Stove/Range. Pantry for additional Storage. Updated Bathroom. Hardwoods continue into Bedrooms. Storage Closet and Laundry room located in Hall. Large crawlspace perfect for more storage. Convenient location. Broker Is Owner.

$169,900

3 beds1 bath1,064 sq ft

New flooring • Large living room • Granite counters

2042 K Court Ave, Winston Salem, NC 27105

Property at 213 Styers Rd, Winston Salem, NC 27105, 3 beds, 2 baths

$269,900

3 beds2 baths1,472 sq ft

213 Styers Rd, Winston Salem, NC 27105

Property at 2056 Dellabrook Rd, Winston Salem, NC 27105, 3 beds, 1 bath

$100,000

3 beds1 bath960 sq ft

2056 Dellabrook Rd, Winston Salem, NC 27105

Property at 5027 Old Rural Hall Rd, Winston Salem, NC 27105, 3 beds, 1 bath

$185,000

3 beds1 bath1,236 sq ft

5027 Old Rural Hall Rd, Winston Salem, NC 27105

Property at 4736 White Rock Rd, Winston Salem, NC 27105, 2 beds, 1 bath

$195,900

2 beds1 bath2,634 sq ft

4736 White Rock Rd, Winston Salem, NC 27105

Property at 2219 Manchester St, Winston Salem, NC 27105, 3 beds, 1 bath

$115,000

3 beds1 bath1,064 sq ft

2219 Manchester St, Winston Salem, NC 27105

Property at 235 Quail Dr, Winston Salem, NC 27105, 3 beds, 3 baths

$290,000

3 beds3 baths1,890 sq ft

235 Quail Dr, Winston Salem, NC 27105

Property at 4839 Merrimac St #2, Winston-salem, NC 27105, 2 beds, 1 bath

$240,000

2 beds1 bath768 sq ft

4839 Merrimac St #2, Winston-salem, NC 27105

Property at 4330 Ogburn Ave, Winston Salem, NC 27105, 2 beds, 1 bath

$129,900

2 beds1 bath812 sq ft

4330 Ogburn Ave, Winston Salem, NC 27105

Property at 5167 N Cherry St, Winston-salem, NC 27105, 3 beds, 1 bath

$235,000

3 beds1 bath1,305 sq ft

5167 N Cherry St, Winston-salem, NC 27105

Property at 2335 Greenway Ave NW, Winston Salem, NC 27105, 3 beds, 1 bath

$199,900

3 beds1 bath1,312 sq ft

2335 Greenway Ave NW, Winston Salem, NC 27105

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

$160,000

2 beds2 baths934 sq ft

1418 24th St, Winston Salem, NC 27105

Property at 2313 N Glenn Ave, Winston Salem, NC 27105, 3 beds, 3 baths

$270,000

3 beds3 baths1,986 sq ft

2313 N Glenn Ave, Winston Salem, NC 27105

Property at 5002 Cherry St, Winston Salem, NC 27105, 3 beds, 1 bath

$204,900

3 beds1 bath1,307 sq ft

5002 Cherry St, Winston Salem, NC 27105

Property at 5102 Old Walkertown Rd, Winston Salem, NC 27105, 3 beds, 2 baths

$225,000

3 beds2 baths1,201 sq ft

5102 Old Walkertown Rd, Winston Salem, NC 27105

Property at 5354 Sunrise Ter, Winston Salem, NC 27105, 3 beds, 1 bath

$175,000

3 beds1 bath1,044 sq ft

5354 Sunrise Ter, Winston Salem, NC 27105

Property at 2805 Bon Air Ave, Winston Salem, NC 27105, 3 beds, 1 bath

$149,900

3 beds1 bath1,257 sq ft

2805 Bon Air Ave, Winston Salem, NC 27105

Property at 4511 Old Rural Hall Rd, Winston Salem, NC 27105, 3 beds, 2.5 baths

$314,500

3 beds2.5 baths1,787 sq ft

4511 Old Rural Hall Rd, Winston Salem, NC 27105

Property at 2546 Rosemary Dr, Winston Salem, NC 27105, 3 beds, 1 bath

$170,000

3 beds1 bath950 sq ft

2546 Rosemary Dr, Winston Salem, NC 27105

Property at 31 25th St, Winston Salem, NC 27105, 3 beds, 1 bath

$135,000

3 beds1 bath1,008 sq ft

31 25th St, Winston Salem, NC 27105

Property at 3720 Carver School Rd, Winston Salem, NC 27105, 2 beds, 2 baths

$200,000

2 beds2 baths1,012 sq ft

3720 Carver School Rd, Winston Salem, NC 27105

Property at 2524 Ansonia St, Winston Salem, NC 27105, 4 beds, 3 baths

$175,900

4 beds3 baths1,503 sq ft

2524 Ansonia St, Winston Salem, NC 27105

Property at 4028 Leo St, Winston Salem, NC 27105, 3 beds, 2 baths

$199,900

3 beds2 baths1,593 sq ft

4028 Leo St, Winston Salem, NC 27105

Property at 5533 Pineview Dr, Winston Salem, NC 27105, 3 beds, 1 bath

$130,000

3 beds1 bath2,204 sq ft

5533 Pineview Dr, Winston Salem, NC 27105

Property at 160 NE Motor Rd, Winston Salem, NC 27105, 4 beds, 2.5 baths

$254,500

4 beds2.5 baths2,004 sq ft

160 NE Motor Rd, Winston Salem, NC 27105

Property at 454 24th St W, Winston Salem, NC 27105, 3 beds, 1 bath

$179,900

3 beds1 bath1,166 sq ft

454 24th St W, Winston Salem, NC 27105

Property at 2524 N Cherry St, Winston Salem, NC 27105, 2 beds, 2.5 baths

$199,900

2 beds2.5 baths1,375 sq ft

2524 N Cherry St, Winston Salem, NC 27105

Property at 3304 New Walkertown Rd, Winston Salem, NC 27105, 3 beds, 2 baths

$399,900

3 beds2 baths2,231 sq ft

3304 New Walkertown Rd, Winston Salem, NC 27105

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 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 4491 Oak Ridge Dr, Winston Salem, NC 27105, 3 beds, 4 baths

$180,000

3 beds4 baths1,442 sq ft

4491 Oak Ridge Dr, 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 1210 22nd St, Winston Salem, NC 27105, 2 beds, 1 bath

$105,000

2 beds1 bath832 sq ft

1210 22nd 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 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 3908 Leo St, Winston Salem, NC 27105, 3 beds, 1 bath

$199,900

3 beds1 bath1,324 sq ft

3908 Leo St, Winston Salem, NC 27105

Property at 9 Miramar Rd, Winston Salem, NC 27105

$20,000

Land0.51 acre (lot)

9 Miramar Rd, Winston Salem, NC 27105

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Based on information submitted to the MLS GRID as of Fri Sep 11 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 27105

There are currently 42 vintage homes for sale in 27105 at a median listing price of $235K. 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 62 days and receive 1 offers. This map is refreshed with the newest listings in 27105 every 15 minutes.

In the past month, 21 homes have been sold in 27105. In addition to houses in 27105, there were also 3 condos, 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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