Vintage homes for sale & real estate in Winston-Salem, NC

170 homes

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NEW 12 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Winston-Salem, NC:
Beautifully updated 3 Bedroom home! Step into this freshly renovated 3-bedroom home, featuring new vinyl plank flooring throughout, High Ceilings, and updated light fixtures. The interior has been freshly painted giving every room a clean and modern look. Property has two full bathrooms, including hall bathroom that is not reflected in county permits. (non-Permitted) Located close to highway access and shopping areas. Make this property yours today!! There is parking access through the alley behind the house.

$167,900

3 beds2 baths1,084 sq ft

708 E Sprague St, Winston Salem, NC 27107

7,405 sq ft lot • Built 1922

NEW 19 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 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

NEW 20 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Winston-Salem, NC:
Opportunity awaits at 1318 Lamont. Well maintained 2 bed 1 bath ranch home in convenient Ardmore location. Fresh paint throughout and newly refinished hardwood floors! The classic layout features a spacious living room on the front of the home with oversized window for natural light. The kitchen includes updated countertops and stainless appliances. Large primary bedroom and double vanity in the bathroom. Storage abounds in the basement. Perfect for a workshop, gym or rec room. Relax on the screened porch overlooking the spacious fenced backyard. Conveniently located near hospitals, highways, and minutes to downtown. Come see this today!

$275,000

2 beds1 bath1,134 sq ft

1318 Lamont Dr, Winston Salem, NC 27103

Stainless appliances • Screened porch • Updated countertops

OPEN TODAY, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Winston-Salem, NC:
Great for first-time home buyers, Investors, or those looking for a little more space, this charming property offers a perfect location with easy access to everything you need. Brimming with tremendous potential, it’s the ideal canvas to make entirely your own. Priced below tax value, it delivers exceptional opportunity and affordability in today’s market. The flexible layout also lends itself beautifully to an in-law suite, providing privacy, comfort, and convenience for extended family or guests. Don’t miss this rare chance to secure both value and versatility in one of Winston-Salem's premier neighborhoods.

$275,000

4 beds3.5 baths2,676 sq ft

3051 Waterford Rd, Winston Salem, NC 27106

In-law suite • Easy access • Privacy

HOT HOME

ABOUT THIS HOME
Vintage Home for sale in Winston-Salem, NC:
Discover this charming 3-bedroom, 1.5-bath cottage set on 1.09 peaceful acres—a rare find so close to shopping, dining, and everyday amenities in Winston-Salem. Built in 1938, this home blends historic character with thoughtful modern updates, all wrapped in beautifully landscaped gardens that create a truly enchanting setting. Inside, the cozy finished attic offers incredible flexibility—perfect for a home office, creative studio, guest space, or playroom. (Ceiling height upstairs is 6'5'' and not included in the total square footage. ) With its inviting charm, private surroundings, and versatile layout, this cottage delivers the best of both worlds: timeless appeal and practi

$350,000

3 beds1.5 baths1,220 sq ft

3815 Shattalon Dr, Winston Salem, NC 27106

Finished attic • Modern updates • Landscaped gardens

Property at 1411 Butler St, Winston Salem, NC 27107, 3 beds, 1.5 baths

$164,950

3 beds1.5 baths2,764 sq ft

1411 Butler St, Winston Salem, NC 27107

Property at 3302 Konnoak Dr, Winston Salem, NC 27127, 4 beds, 3 baths

$349,900

4 beds3 baths1,748 sq ft

3302 Konnoak Dr, Winston Salem, NC 27127

Property at 1456 Miller St, Winston Salem, NC 27103, 3 beds, 1 bath

$349,000

3 beds1 bath1,428 sq ft

1456 Miller St, Winston Salem, NC 27103

Property at 2524 Patrick Ave, Winston Salem, NC 27105, 2 beds, 1 bath

$69,900

2 beds1 bath922 sq ft

2524 Patrick Ave, Winston Salem, NC 27105

Property at 637 Hunter Ave, Winston Salem, NC 27101, 3 beds, 1.5 baths

$319,000

3 beds1.5 baths1,859 sq ft

637 Hunter Ave, Winston Salem, NC 27101

Property at 4540 Inwood Dr, Winston Salem, NC 27106, 3 beds, 2 baths

$350,000

3 beds2 baths1,835 sq ft

4540 Inwood Dr, Winston Salem, NC 27106

Property at 2037 Waughtown St, Winston Salem, NC 27107, 2 beds, 2 baths

$205,000

2 beds2 baths2,580 sq ft

2037 Waughtown St, Winston Salem, NC 27107

Property at 432 Wiley Ave, Winston Salem, NC 27104, 2 beds, 1 bath

$295,000

2 beds1 bath993 sq ft

432 Wiley Ave, Winston Salem, NC 27104

Property at 513 Devonshire St, Winston Salem, NC 27127, 2 beds, 1 bath

$154,000

2 beds1 bath650 sq ft

513 Devonshire St, Winston Salem, NC 27127

Property at 5251 Silas Creek Pkwy, Winston Salem, NC 27106, 4 beds, 3 baths

$424,900

4 beds3 baths2,416 sq ft

5251 Silas Creek Pkwy, Winston Salem, NC 27106

Property at 4009 Alonzo Dr, Winston Salem, NC 27104, 2 beds, 2 baths

$299,900

2 beds2 baths1,495 sq ft

4009 Alonzo Dr, Winston Salem, NC 27104

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 829 S Sunset Dr, Winston Salem, NC 27103, 3 beds, 2 baths

$249,900

3 beds2 baths1,383 sq ft

829 S Sunset Dr, Winston Salem, NC 27103

Property at 1707 Brookwood Dr, Winston Salem, NC 27106, 3 beds, 1 bath

$274,900

3 beds1 bath1,617 sq ft

1707 Brookwood Dr, Winston Salem, NC 27106

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 1421 Old Town Rd, Winston Salem, NC 27106, 4 beds, 2 baths

$292,000

4 beds2 baths2,090 sq ft

1421 Old Town Rd, Winston Salem, NC 27106

Property at 1043 Irving St, Winston Salem, NC 27103, 3 beds, 2 baths

$299,000

3 beds2 baths1,364 sq ft

1043 Irving St, Winston Salem, NC 27103

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 1020 W Kent Rd, Winston Salem, NC 27104, 6 beds, 7.5 baths

$1,800,000

6 beds7.5 baths6,619 sq ft

1020 W Kent Rd, Winston Salem, NC 27104

Property at 246 Piccadilly Dr, Winston Salem, NC 27104, 3 beds, 2 baths

$210,000

3 beds2 baths1,261 sq ft

246 Piccadilly Dr, Winston Salem, NC 27104

Property at 4265 Old Greensboro Rd, Winston Salem, NC 27101, 2 beds, 2 baths

$208,000

2 beds2 baths1,577 sq ft

4265 Old Greensboro Rd, 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 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 3627 Main St, Winston Salem, NC 27127, 2 beds, 1 bath

$167,500

2 beds1 bath870 sq ft

3627 Main St, Winston Salem, NC 27127

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 1101 Franklin St, Winston Salem, NC 27101, 8 beds, 2 baths

$194,900

8 beds2 baths2,916 sq ft

1101 Franklin St, Winston Salem, NC 27101

Property at 4630 Tobacco St, Winston Salem, NC 27106, 3 beds, 1 bath

$193,800

3 beds1 bath1,200 sq ft

4630 Tobacco St, Winston Salem, NC 27106

Property at 2730 Glenn Ave, Winston Salem, NC 27105, 4 beds, 2 baths

$210,000

4 beds2 baths1,790 sq ft

2730 Glenn Ave, 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 819 Madison Ave, Winston Salem, NC 27103, 4 beds, 2 baths

$320,000

4 beds2 baths1,728 sq ft

819 Madison Ave, Winston Salem, NC 27103

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 224 W Banner Ave, Winston Salem, NC 27127, 2 beds, 2 baths

$475,000

2 beds2 baths1,474 sq ft

224 W Banner Ave, Winston Salem, NC 27127

Property at 201 Cecil Dr, Winston Salem, NC 27105, 3 beds, 1.5 baths

$179,000

3 beds1.5 baths1,168 sq ft

201 Cecil Dr, Winston Salem, NC 27105

Property at 1147 Strathmore Cir, Winston Salem, NC 27104, 4 beds, 4 baths

$595,000

4 beds4 baths4,236 sq ft

1147 Strathmore Cir, Winston Salem, NC 27104

Property at 3915 Avera Ave, Winston Salem, NC 27106, 3 beds, 2 baths

$330,000

3 beds2 baths1,913 sq ft

3915 Avera Ave, Winston Salem, NC 27106

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

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Based on information submitted to the MLS GRID as of Sun Dec 07 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 Winston-Salem

There are currently 170 vintage homes for sale in Winston-Salem at a median listing price of $309K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winston-Salem stay on the market for 59 days and receive 1 offers. Popular neighborhoods include St. Ben's, Ardmore, West End, Southwest Meridian, and Buena Vista. This map is refreshed with the newest listings in Winston-Salem every 15 minutes.

In the past month, 191 homes have been sold in Winston-Salem. In addition to houses in Winston-Salem, there were also 80 condos, 83 townhouses, and 5 multi-family units for sale in Winston-Salem last month. Winston-Salem is a not walkable city in North Carolina with a Walk Score of 22. Winston-Salem is home to approximately 228,366 people and 143,927 jobs. Find your dream home in 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 Winston-Salem are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winston-Salem. Our Winston-Salem real estate stats and trends will give you more information about home buying and selling trends in Winston-Salem. If you're looking to sell your home in the Winston-Salem area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 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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