Vintage homes for sale & real estate in 27106, NC

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ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
This is the one! Beautifully renovated mid-century ranch with a fully finished basement, offering an abundance of versatile living space. The main level features a wide-open floor plan, an updated open kitchen, and three generously sized bedrooms with two full bathrooms. Enjoy outdoor living on the expansive deck overlooking the garden area and an additional vacant lot beyond the backyard—available for purchase for even more space. The finished basement adds incredible flexibility with ample storage, an oversized laundry room, a full bathroom, office space, and potential guest rooms. The back entrance leads to a two-car garage that can also serve as a workshop. All of this in a locati

$479,000

3 beds3 baths3,374 sq ft

35 Edith Ave, Winston Salem, NC 27106

0.44 acre lot • 4 garage spots • Built 1959

ABOUT THIS HOME
Vintage Home for sale in 27106, 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

$424,900

4 beds3 baths2,416 sq ft

5251 Silas Creek Pkwy, Winston Salem, NC 27106

0.7 acre lot • Garage • Built 1959

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Unassuming with a quiet elegance, this stately one-level ranch waits on a beautiful street! Large living spaces with beautiful hardwood floors. Den with stunning intricate fireplace flanked by built-in shelves. Primary bedroom with attached primary bathroom. Need storage space? This home offers a full unfinished basement plus Walk-up Attic!! Gutter guards! 2 driveways on a enviable corner lot! Extra-large yard with space for year-round outdoor fun! Heat is heat pump with oil backup. Agent related to seller. Great proximity to shopping, restaurants, and schools.

$350,000

3 beds2 baths1,835 sq ft

4540 Inwood Dr, Winston Salem, NC 27106

Extra-large yard • Two driveways • Walk-up attic

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Attention Investors! Great opportunity to add to your rental portfolio with this 2-bedroom, 1-bath home featuring a 1-car garage. Currently occupied by a long-term tenant on a month-to-month lease, this property offers immediate income. The home needs some TLC—but with the right updates, it has strong potential. Whether you choose to maintain it as a steady rental or renovate for added value, this is an excellent investment opportunity. Don’t miss your chance to bring new life to this property and maximize its potential!

$117,500

2 beds1 bath774 sq ft

2657 Oak Grove Cir, Winston Salem, NC 27106

8,712 sq ft lot • Garage • Built 1948

Property at 4905 Wilkes Dr, Winston Salem, NC 27106, 2 beds, 1.5 baths

$185,000

2 beds1.5 baths915 sq ft

4905 Wilkes Dr, Winston Salem, NC 27106

Property at 4620 Miller Rd, Winston Salem, NC 27106, 3 beds, 1 bath

$155,000

3 beds1 bath1,008 sq ft

4620 Miller Rd, Winston Salem, NC 27106

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

$325,000

3 beds2 baths1,913 sq ft

3915 Avera Ave, Winston Salem, NC 27106

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 1034 Vernon Ave, Winston Salem, NC 27106, 3 beds, 2 baths

$390,000

3 beds2 baths1,488 sq ft

1034 Vernon Ave, Winston Salem, NC 27106

Property at 2281 Olivet Church Rd, Winston Salem, NC 27106, 4 beds, 2 baths

$299,900

4 beds2 baths2,256 sq ft

2281 Olivet Church Rd, Winston Salem, NC 27106

Property at 755 Faircloth Ave, Winston Salem, NC 27106, 2 beds, 1 bath

$245,000

2 beds1 bath832 sq ft

755 Faircloth Ave, Winston Salem, NC 27106

Property at 122 Rosedale Cir, Winston Salem, NC 27106, 3 beds, 2 baths

$327,000

3 beds2 baths1,788 sq ft

122 Rosedale Cir, Winston Salem, NC 27106

Property at 2800 Loch Dr, Winston Salem, NC 27106, 3 beds, 2 baths

$300,000

3 beds2 baths2,124 sq ft

2800 Loch Dr, Winston Salem, NC 27106

Property at 3924 Avera Ave, Winston Salem, NC 27106, 3 beds, 2 baths

$249,500

3 beds2 baths1,434 sq ft

3924 Avera Ave, Winston Salem, NC 27106

Property at 4798 Pfaff Ln, Pfafftown, NC 27040, 3 beds, 2.5 baths

$393,500

3 beds2.5 baths2,704 sq ft

4798 Pfaff Ln, Pfafftown, NC 27040

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ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Welcome to this 1937 home which has recently been updated with perfect blends of modern comfort to functional living. It is a single level, solid bone home which consists of 2 bedrooms, 1 bathroom, and a flex/office room that can be used for just about anything. This home is great for first time home buyers, anyone looking for a comfortable low maintenance home, or an investor looking to add to their portfolio! Schedule your tour today!

$165,000

2 beds1 bath1,201 sq ft

5426 Old Rural Hall Rd, Winston Salem, NC 27105

9,583 sq ft lot • Built 1937 • Listed 5 days

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Beautifully renovated brick ranch located in Sherwood Forest. This spacious home offers 4 bedrooms and 3 full bathrooms with thoughtful updates throughout. Enjoy refinished hardwood floors on the main level and luxury vinyl plank flooring in the basement, complemented by fresh paint and stylish finishes. The updated kitchen features quartz countertops, stainless steel appliances, and plenty of space for everyday living and entertaining. Step outside to beautifully refreshed landscaping and a backyard firepit, perfect for hosting friends or relaxing evenings at home. This one is a must-see!

$549,900

4 beds3 baths3,193 sq ft

731 Quarterstaff Rd, Winston Salem, NC 27104

Quartz countertops • Updated kitchen • 0.53 acre lot

ABOUT THIS HOME
Vintage Home for sale in 27106, 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

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Light filled and move in ready, this 2/2 corner unit offers easy downtown living! #408 features hardwoods/tile throughout, newer windows, and an updated kitchen. The primary bath has a tiled shower with frameless glass doors and the washer/dryer is included. There are two closets in each bedroom for extra storage and a large hall closet that can be used as a pantry. There is no unit above and the east and south facing windows provide amazing light and offer views of downtown towards Old Salem. Showings start on December 19th!

$260,000

2 beds2 baths998 sq ft

315 N Spruce St #408, Winston Salem, NC 27101

$449 HOA • Built 1924 • Listed 13 days

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Calling All Investors. Bring a flashlight as most power is off or no lights in rooms. Stately All Brick Home in Prime neighborhood off Country Club Rd. This 3 bedroom, 2 bath home has been in the same family for 75 years. Some photos of home with furnishings as owner was moving out and other photos show empty rooms. The lighting/power was off in some of the rooms and could not photo easily. This is a Living Estate Sale and the home is sold as-is. Needs a total rehab but it is worthwhile Since it is priced at approximately $250,000 less than Realist and Realtor.com value estimates. Bring your remodeling expertise to life and transform this house into a home anyone would be proud of. Like the

$325,000

3 beds2 baths2,230 sq ft

3432 Royalton St, Winston Salem, NC 27104

In-law home • All brick home • 0.64 acre lot

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Welcome to the heart of Ardmore, one of Winston-Salem’s most highly sought-after neighborhoods. The screened-in porch is the perfect spot to unwind, sip your morning coffee, enjoy the evening breeze, or relax with friends in a space that feels tucked away yet connected to the vibrant neighborhood around you. Step inside to find a home with a classic layout and timeless construction that's ready for your personal touch. Downstairs, the unfinished basement offers ample storage, workshop space, or future expansion. Out back, be sure to explore the tiered backyard, a standout feature of the property. Whether you’re envisioning gardening, play space, entertaining areas, or peaceful o

$299,000

3 beds1 bath1,187 sq ft

800 S Sunset Dr, Winston Salem, NC 27103

Screened-in porch • Unfinished basement • Tiered backyard

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

$285,000

2 beds1 bath993 sq ft

432 Wiley Ave, 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 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 2062 K Court Ave, Winston Salem, NC 27105, 4 beds, 2 baths

$275,000

4 beds2 baths1,479 sq ft

2062 K Court Ave, Winston Salem, NC 27105

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

$199,000

3 beds1 bath2,052 sq ft

6101 Phelps Cir, 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 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 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 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 315 N Spruce St #304, Winston Salem, NC 27101, 2 beds, 2 baths

$314,900

2 beds2 baths892 sq ft

315 N Spruce St #304, Winston Salem, NC 27101

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 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 599 Mission Rd, Winston Salem, NC 27103

$250,000

— beds— baths— sq ft

599 Mission Rd, Winston Salem, NC 27103

Vintage Homes for Sale in 27106

There are currently 16 vintage homes for sale in 27106 at a median listing price of $390K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 27106 stay on the market for 80 days and receive 2 offers. This map is refreshed with the newest listings in 27106 every 15 minutes.

In the past month, 43 homes have been sold in 27106. In addition to houses in 27106, there were also 25 condos, 8 townhouses, and 0 multi-family units for sale in 27106 last month. 27106 is a not walkable zip code in North Carolina with a Walk Score of 19. 27106 is home to approximately 42,751 people and 15,808 jobs. Find your dream home in 27106 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 27106 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27106. If you're looking to sell your home in the 27106 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27106 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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