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

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ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Attention Investors & First-Time Homebuyers!Appraised at $155K and we are listing it BELOW appraised value! Home inspection completed, termite inspection completed — The home is priced accordingly. This 2-bedroom, 2-bathroom property just needs a little TLC. Bring your vision and make this home shine again! Perfect for a starter home, rental, or fix-and-flip project. Conveniently located near shops, restaurants, and major highways. More pictures coming soon!Come tour the property and bring your offer! Sold as-is.

$135,000

2 beds2 baths1,212 sq ft

3632 Konnoak Dr, Winston Salem, NC 27127

7,840 sq ft lot • Garage • Built 1948

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Move-in ready and full of potential! This beautifully maintained 2-bedroom, 1-bath home sits on over 0.3 acres—perfect as your next residence or a smart investment. Enjoy hardwood floors throughout the living room and bedrooms, a spacious walk-up attic, and a full unfinished basement for extra storage or future expansion. The updated kitchen (2020) features a newer stove, refrigerator, and a portable dishwasher (2022). Recent upgrades include a new HVAC system and ductwork (2021/2022) and a roof that’s just 13-15 years old. With a 1-car carport, paved drive, and plenty of outdoor space, this home checks all the boxes. Don’t miss your chance—schedule your showing toda

$167,500

2 beds1 bath870 sq ft

3627 Main St, Winston Salem, NC 27127

Walk up attic • Updated kitchen • Over 0.3 acres

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
The holidays are just around the corner and so is your forever home! Step into this beautifully updated 3-bedroom, 1-bath brick ranch featuring a brand-new HVAC, new water heater, and a newer roof! The home offers a bright open-concept layout, granite countertops, stainless steel appliances, and plenty of natural light throughout. Perfectly move-in ready and waiting to welcome you home for the holidays! Schedule your private showing today!

$211,960

3 beds1 bath1,087 sq ft

1280 Cloister Dr, Winston Salem, NC 27127

Updated brick ranch • Newer roof • New water heater

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Opportunities and Options! Live in one and rent the others? Or space for the in-laws and extended family? This one is for you! With a single family house with all main level living, plus bonus space in the second story (upstairs has been used as 2 bedrooms and a bathroom but the ceiling height is only 6 feet 10 inches so this space is not counted in square footage), and a separate ADU fitted for two single-bedroom apartments you can be the dream getaway or be ready to welcome new renters! Sitting on a half-acre on South Main Street in Winston Salem, unbeatable convenience to the city or country life! Bring this home back to life and make it yours today!

$341,300

3 beds1 bath1,270 sq ft

4535 Main St, Winston Salem, NC 27127

Main level living • Separate adu • Half acre

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Cute as a button ranch home on quiet street in convenient location. Enjoy the modern updates which include, everything new. Windows, Roof, paint, water heater and heat pump, Pretty LVP flooring, appliances, vanity, lighting and plumbing fixtures and more. All situated on pretty lot. Large outbuilding stays!! Affordable for first time home buyer!! Move in ready and full of charm.

$174,900

3 beds1 bath1,080 sq ft

330 Hartle St, Winston Salem, NC 27127

Quiet street • Ranch home • Modern updates

Property at 2800 Lomond St, Winston Salem, NC 27127, 3 beds, 1 bath

$199,900

3 beds1 bath1,008 sq ft

2800 Lomond St, Winston Salem, NC 27127

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 3932 Lexwin Ave, Winston Salem, NC 27107, 2 beds, 1 bath

$231,900

2 beds1 bath917 sq ft

3932 Lexwin Ave, Winston Salem, NC 27107

Property at 4736 S Main St, Winston Salem, NC 27127

$310,000

— beds— baths— sq ft

4736 S Main St, Winston Salem, NC 27127

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NEW 35 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Looking for land and space to ENJOY? This Charming 2 bedroom 1 bathroom home with a 2 car garage is conveniently located nearthe interstate for easy access to Winston Salem or south to Lexington. This home offers several outbuildings on 5.5 acres. Upstairs attic has been finished and offers bonus space to use, but not counted in square feet due to ceiling height. Come see all of the property and outbuildings to see how you can use this land and enjoy.

$299,000

2 beds1 bath1,288 sq ft

340 Jones Rd, Winston Salem, NC 27107

Finished attic • 5.5 acres • 5.5 acre lot

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Beautifully renovated and cute as a button Ardmore cottage!! Nestled on a lovely 1 acre+ lot, it delivers all the charm & character you'd expect in historic Ardmore but with all the modern updates you’ve been looking for. Fantastic curb appeal greets you with a convenient circular drive & a welcoming rocking-chair front porch. Inside, the living room features gorgeous hardwoods, a cozy fireplace & tons of natural light. Formal dining room flows into the updated kitchen with shaker cabinets, granite counters, SS appliances, eat-in island & so much storage. Primary bedroom includes a spacious dressing area/walk-in closet. With 3 total bedrooms PLUS an office/flex

$349,000

3 beds1 bath1,428 sq ft

1456 Miller St, Winston Salem, NC 27103

1.02 acre lot • Built 1937 • Listed 4 days

HOT HOME

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Welcome to 829 Sunset Dr in Ardmore—an updated, income-ready duplex-style home offering exceptional flexibility. Currently a successful short- and mid-term rental, this property features two fully separate living spaces, each with its own entrance, kitchen, laundry, and bath, plus an interior lockable door for use as one combined home. The upper level offers 2 bedrooms, 1 updated bath, hardwood floors, and a modern kitchen. The lower level includes 1 bedroom, 1 bath, a full kitchen, private laundry, and its own exterior entry—ideal for guests or tenants. With refreshed kitchens and baths, a dual-floor HVAC system, and classic Ardmore charm, this home is minutes from shopping, di

$249,900

3 beds2 baths1,383 sq ft

829 S Sunset Dr, Winston Salem, NC 27103

Refreshed kitchens • Income ready duplex • Private laundry

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
Adorable cottage-style home in the heart of Ardmore! Enjoy mornings on the welcoming front porch and evenings on the spacious back deck overlooking a large, fully fenced backyard—perfect for pets, play, and outdoor gatherings. This charming home blends character with comfort. Just minutes from shopping, dining, hospitals, and parks. A rare Ardmore find with incredible charm and unbeatable location!

$299,000

3 beds2 baths1,364 sq ft

1043 Irving St, Winston Salem, NC 27103

Front porch • Back deck • Minutes from dining

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
ALL FURNISHINGS INCLUDED! This current short term rental could be your next investment or your permanent residence. Located on the edge of Ardmore, this Hawthorne Park home is centrally located. .. making it a perfect for in town visitors or a great residence for in-town living. Convenient to hospitals, shopping and restaurants. .. .. .A great opportunity, book your appointment today! Showings are only available outside of current short term bookings.

$289,000

3 beds1.5 baths1,072 sq ft

2801 Westridge Rd, Winston Salem, NC 27103

0.24 acre lot • Built 1953 • Listed 9 days

ABOUT THIS HOME
Vintage Home for sale in South Suburban Winston-Salem, NC:
INVESTORS/BUILDERS - GRAB YOUR TOOLS, GET YOUR PERMITS & PREPARE TO TOTALLY RENNOVATE! Be cautious of deteriorating back deck & rotted wood steps. Electrical Meter has been removed. .. contact your electrician for requirements to restore. Please review photos for many of the deficiencies/issues to the home. PRIVATE JUDICIAL SALE requiring CASH ONLY BUYERS & SUBJECT TO UPSET BIDS - details shown in AGENT ONLY REMARKS. Home is SITUATED on the left side of (6) 30 ft frontage lots, offering space for a garage, workshop OR possibly a small house. Lots 22-27 are shown on (2) individual tax cards, BUT all lots are included on the same deed. Fr

$114,000

3 beds2 baths1,725 sq ft

3014 Gilbert St, Winston Salem, NC 27107

0.69 acre lot • Built 1948 • Listed 10 days

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 436 E Sprague St, Winston Salem, NC 27127

$275,000

— beds— baths— sq ft

436 E Sprague St, Winston Salem, NC 27127

Property at 1466 Ebert St, Winston Salem, NC 27103, 3 beds, 2 baths

$295,000

3 beds2 baths1,418 sq ft

1466 Ebert St, Winston Salem, NC 27103

Property at 3868 Grayson Dr, Winston Salem, NC 27107, 2 beds, 1 bath

$179,999

2 beds1 bath1,092 sq ft

3868 Grayson Dr, Winston Salem, NC 27107

Property at 1346 Robbins Rd, Winston Salem, NC 27107, 2 beds, 1 bath

$240,000

2 beds1 bath1,350 sq ft

1346 Robbins Rd, Winston Salem, NC 27107

Property at 1608 Sharon Rd, Winston Salem, NC 27103, 5 beds, 3 baths

$499,000

5 beds3 baths3,390 sq ft

1608 Sharon Rd, Winston Salem, NC 27103

Property at 2124 Konnoak View Dr, Winston Salem, NC 27127, 3 beds, 1 bath

$284,500

3 beds1 bath1,375 sq ft

2124 Konnoak View Dr, Winston Salem, NC 27127

Property at 1406 Chelsea St, Winston Salem, NC 27103, 3 beds, 1 bath

$234,000

3 beds1 bath900 sq ft

1406 Chelsea St, Winston Salem, NC 27103

Property at 929 Hawthorne Rd, Winston Salem, NC 27103, 4 beds, 3 baths

$575,000

4 beds3 baths2,110 sq ft

929 Hawthorne Rd, Winston Salem, NC 27103

Property at 2435 Hoyt St, Winston Salem, NC 27103, 3 beds, 2.5 baths

$469,000

3 beds2.5 baths1,954 sq ft

2435 Hoyt St, Winston Salem, NC 27103

Property at 1110 Magnolia St, Winston Salem, NC 27103, 3 beds, 2 baths

$357,000

3 beds2 baths1,604 sq ft

1110 Magnolia St, Winston Salem, NC 27103

Property at 1432 Miller St, Winston Salem, NC 27103, 2 beds, 1 bath

$279,900

2 beds1 bath1,090 sq ft

1432 Miller St, Winston Salem, NC 27103

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 2242 Hollyrood St, Winston Salem, NC 27127, 2 beds, 1 bath

$194,900

2 beds1 bath889 sq ft

2242 Hollyrood St, Winston Salem, NC 27127

Vintage Homes for Sale in South Suburban Winston-Salem

There are currently 10 vintage homes for sale in South Suburban Winston-Salem at a median listing price of $285K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Suburban Winston-Salem stay on the market for 55 days and receive 1 offers. Popular neighborhoods include Downtown Winston-Salem, Ardmore, West End, Buena Vista, and Washington Park. This map is refreshed with the newest listings in South Suburban Winston-Salem every 15 minutes.

In the past month, 46 homes have been sold in South Suburban Winston-Salem. In addition to houses in South Suburban Winston-Salem, there were also 9 condos, 19 townhouses, and 1 multi-family unit for sale in South Suburban Winston-Salem last month. Find your dream home in South Suburban 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 South Suburban Winston-Salem are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Suburban Winston-Salem. If you're looking to sell your home in the South Suburban Winston-Salem area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Suburban 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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