Vintage homes for sale & real estate in 27107, NC

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ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Welcome home! This fully renovated -bedroom, 1-bath, with 2 Bonus rooms and space on the second floor, This gem is overflowing with charm, modern upgrades, and peace of mind—thanks to a brand-new roof! Step inside to find stylish finishes, refreshed interiors, and thoughtfully updated details from top to bottom. Every room feels fresh and inviting, perfect for making new memories. Outside, the fully fenced yard offers the ideal spot for pets, play, gardening, or weekend gatherings. Move-in ready and beautifully updated, this home is an incredible opportunity for first-time buyers looking for comfort, quality, and a truly turnkey experience! Note: The kitchen window is being replaced;

$159,000

2 beds1.5 baths889 sq ft

2400 Peachtree St, Winston Salem, NC 27107

6,969 sq ft lot • Built 1935 • Listed 18 days

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Calling all investors! Great opportunity in Winston-Salem. Solid 3 bedroom brick house that just needs a little TLC to bring it back to life. Good layout, great potential, and plenty of upside for a flip or rental. Home is being sold as-is.

$149,000

3 beds1.5 baths2,764 sq ft

1411 Butler St, Winston Salem, NC 27107

0.44 acre lot • Garage • Built 1955

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Welcome to this cozy two bedroom home full of character and charm! It's ready to check everything off your wishlist! Nestled right between Highway 74 and 40, you have easy access to anywhere you need to go in the Triad! The fenced-in backyard overlooks a peaceful field and is ready to be your own private escape after a long day! The two-car garage has tons of space for a workshop or extra storage! The partially finished basement is ready for your creative touch! Separate laundry space, sunroom, New HVAC (June 2024 - transferrable extended warranty & service schedule!), the list goes on and on! Please see agent only notes!

$215,000

2 beds1 bath1,120 sq ft

1776 Union Cross Rd, Kernersville, NC 27284

0.63 acre lot • 2 garage spots • Built 1951

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Welcome investors! This fixer-upper is packed with potential and ready for your vision. Situated on a flat, fully fenced-in, good-sized lot, this property offers plenty of room for creativity. Two storage buildings remain with the property, adding extra value and versatility. Perfect for a renovation project or investment portfolio—don’t miss this opportunity!

$68,000

3 beds1 bath1,180 sq ft

1911 Leight St, Winston Salem, NC 27107

Fully fenced • Flat lot • Storage buildings

OPEN SUN, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in 27107, 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 • Listed 22 days

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 1614 Granite St, Winston Salem, NC 27107, 3 beds, 2 baths

$200,000

3 beds2 baths1,516 sq ft

1614 Granite St, Winston Salem, NC 27107

Property at 1008 E Brookline St, Winston Salem, NC 27107, 3 beds, 1 bath

$199,999

3 beds1 bath912 sq ft

1008 E Brookline St, Winston Salem, NC 27107

Property at 1325 Gholson Ave, Winston Salem, NC 27107, 2 beds, 1 bath

$88,500

2 beds1 bath570 sq ft

1325 Gholson Ave, Winston Salem, NC 27107

Property at 137 Vogler Dr, Winston Salem, NC 27107, 3 beds, 1 bath

$200,000

3 beds1 bath1,101 sq ft

137 Vogler Dr, Winston Salem, NC 27107

Property at 2919 Susan Ln, Winston Salem, NC 27107, 3 beds, 2 baths

$194,900

3 beds2 baths1,352 sq ft

2919 Susan Ln, Winston Salem, NC 27107

Property at 1424 Belleauwood St, Winston Salem, NC 27107, 3 beds, 1 bath

$144,999

3 beds1 bath1,003 sq ft

1424 Belleauwood St, Winston Salem, NC 27107

Property at 844 Bethany Church Rd, Winston Salem, NC 27107, 3 beds, 2 baths

$475,000

3 beds2 baths1,984 sq ft

844 Bethany Church Rd, Winston Salem, NC 27107

Property at 2041 Bloomfield Dr, Winston Salem, NC 27107, 2 beds, 1 bath

$165,000

2 beds1 bath681 sq ft

2041 Bloomfield Dr, Winston Salem, NC 27107

Property at 5230 S Main St, Winston Salem, NC 27107, 3 beds, 2 baths

$285,000

3 beds2 baths1,638 sq ft

5230 S Main St, Winston Salem, NC 27107

Property at 128 Fishel Rd, Winston Salem, NC 27107, 2 beds, 2 baths

$269,000

2 beds2 baths1,472 sq ft

128 Fishel Rd, Winston Salem, NC 27107

Property at 1950 Butler St, Winston Salem, NC 27107, 2 beds, 1 bath

$234,900

2 beds1 bath1,128 sq ft

1950 Butler St, Winston Salem, NC 27107

Property at 142 Motsinger Dr, Winston Salem, NC 27107, 2 beds, 1 bath

$800,000

2 beds1 bath1,034 sq ft

142 Motsinger Dr, Winston Salem, NC 27107

Property at 1711 Selma St, Winston Salem, NC 27107

$55,000

— beds— baths— sq ft

1711 Selma St, Winston Salem, NC 27107

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ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Affordable opportunity for first time buyer, flipper, or buy and hold investor. Property has just been painted, new window heat and AC units installed. Appliances included. Convenient location on bus line and easy access to downtown and Highway 52.

$85,000

2 beds1 bath872 sq ft

2211 Cleveland Ave, Winston Salem, NC 27105

Appliances included • 3,920 sq ft lot • Built 1920

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Welcome to this charming & beautifully updated 4 bedroom, 3 bath home that blends timeless character w/ modern comfort. The main level features gleaming hardwood floors in bedrooms & living room, abundant natural light throughout. Spacious horseshoe-style kitchen great for entertaining. One-car garage connects to large multi-funtion foyer & laundry area for convenience. Partially finished basement offers a modern, yet homey feel w/ private entrance, featuring new LVP flooring throughout. Space includes full kitchen, comfortable living area, bedroom, bathroom, & separate laundry—ideal for a guest suite. Ample storage available in unfiinished part of basement. A c

$359,900

3 beds2 baths2,890 sq ft

3300 Anderson Dr, Winston Salem, NC 27127

0.36 acre lot • Garage • Built 1953

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Investor Opportunity! This 3-bedroom, 1-bath home at 114 N Jackson Ave, Winston-Salem, NC is ready for some TLC. Previously rented, this property offers great potential for renovation or rental income. Spacious layout with room to update and customize. Perfect for investors or buyers looking to add value in a convenient location. Don’t miss out on this opportunity to make it your own!

$139,900

3 beds1 bath972 sq ft

114 N Jackson Ave, Winston Salem, NC 27101

7,405 sq ft lot • Built 1918 • Listed 6 days

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
This well-cared-for home is MOVE-IN READY and offers a solid opportunity in a highly convenient location. Less than a mile to major highway and minutes to downtown! Home benefits from natural light and a sense of separation from the street. Fully renovated and consistently maintained, with a strong rental history that reflects its appeal. Inside, you’ll find a beautifully updated kitchen with modern finishes along with a spacious laundry room. Cute backyard with charming garden space. Alley access provides off-street parking options. This location offers excellent accessibility! Public transportation is within walking distance, as are local stores, school, parks and places of worship.

$130,000

2 beds1 bath832 sq ft

1210 22nd St, Winston Salem, NC 27105

Alley access • Fully renovated • Cute backyard

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Welcome to 100 Carr Street! An extensively renovated cottage-style home offering modern efficiency with classic charm. This 2BR/1BA home features a long list of recent improvements including a new roof, gutters, windows, HVAC system with new ductwork, updated plumbing and electrical, fresh paint, new front exterior door, and new LVP and carpet flooring. The kitchen shines with new granite countertops, new appliances, and updated fixtures, while the bathroom includes a new tub, toilet, and vanity. A new laundry hookup adds convenience, and the new 10x10 back deck provides outdoor living space. Situated on a level lot on a public maintained dead-end street with public water and sewer. Move-in

$179,900

2 beds1 bath808 sq ft

100 Carr St, Thomasville, NC 27360

New ductwork • New gutters • New roof

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in 27107, NC:
Welcome to this beautifully renovated home offering the look, feel, and reliability like a construction. Fully updated in 2025 with permits pulled down to studs, this property delivers modern design and functional living. This 4-bedroom, 2-bath home features a smart, well-flowing layout that maximizes every square foot. The inviting living area opens seamlessly into the kitchen, creating an ideal space for everyday living and entertaining. The kitchen offers ample counter space and updated finishes. The primary bedroom provides a comfortable retreat, while three additional bedrooms offer flexibility for guests, a home office, or a growing household. Both bathrooms have been fully updated wi

$267,000

4 beds2 baths1,621 sq ft

105 Charles St, Thomasville, NC 27360

Move-in ready • Renovated home • Updated finishes

Property at 2931 Bon Air Ave, Winston Salem, NC 27105, 3 beds, 1 bath

$150,000

3 beds1 bath1,113 sq ft

2931 Bon Air Ave, Winston Salem, NC 27105

Property at 315 N Spruce St #408, Winston Salem, NC 27101, 2 beds, 2 baths

$260,000

2 beds2 baths998 sq ft

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

Property at 1001 W Clemmonsville Rd, Winston Salem, NC 27127, 3 beds, 1 bath

$225,000

3 beds1 bath1,049 sq ft

1001 W Clemmonsville Rd, Winston Salem, NC 27127

Property at 4029 Hilda St, Winston Salem, NC 27101, 3 beds, 1 bath

$179,999

3 beds1 bath1,099 sq ft

4029 Hilda St, Winston Salem, NC 27101

Property at 1524 E 14th St, Winston Salem, NC 27105, 4 beds, 2 baths

$164,900

4 beds2 baths2,314 sq ft

1524 E 14th St, Winston Salem, NC 27105

Property at 212 Laura Wall Blvd, Winston Salem, NC 27101, 2 beds, 1 bath

$145,000

2 beds1 bath1,433 sq ft

212 Laura Wall Blvd, Winston Salem, NC 27101

Property at 800 S Sunset Dr, Winston Salem, NC 27103, 3 beds, 1 bath

$299,000

3 beds1 bath1,187 sq ft

800 S Sunset Dr, Winston Salem, NC 27103

Property at 1919 Maryland Ave, Winston Salem, NC 27101, 3 beds, 2 baths

$214,900

3 beds2 baths1,140 sq ft

1919 Maryland Ave, Winston Salem, NC 27101

Property at 403 Spring St, Thomasville, NC 27360, 3 beds, 2 baths

$369,900

3 beds2 baths2,293 sq ft

403 Spring St, Thomasville, NC 27360

Property at 605 N Dunleith Ave, Winston Salem, NC 27101

$170,000

— beds— baths— sq ft

605 N Dunleith Ave, Winston Salem, NC 27101

Property at 613 N Dunleith Ave, Winston Salem, NC 27101

$290,000

— beds— baths— sq ft

613 N Dunleith Ave, Winston Salem, NC 27101

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 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

Based on information submitted to the MLS GRID as of Mon Dec 29 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 27107

There are currently 19 vintage homes for sale in 27107 at a median listing price of $325K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 27107 stay on the market for 64 days and receive 2 offers. This map is refreshed with the newest listings in 27107 every 15 minutes.

In the past month, 45 homes have been sold in 27107. In addition to houses in 27107, there were also 4 condos, 2 townhouses, and 1 multi-family unit for sale in 27107 last month. Find your dream home in 27107 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 27107 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27107. If you're looking to sell your home in the 27107 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27107 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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