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

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ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
This exceptional home is like new & move-in ready to an extreme! Location is phenomenal; near I-40, Hwy 421, Salem Pkwy, W-S, Clemmons, Lewisville & dining/shopping. No HOA! Built in 2018, the home views like recent construction. Dark, rich-looking LVP flooring downstairs with open dining, kitchen & living room with plenty of natural light. Timelessly classic stone fireplace with gas logs. First floor primary bedroom/bath suite includes a trey ceiling; everything about the suite feels elegant, warm & inviting. The view from the upstairs catwalk at the top of the stairs is exquisite & impressive. With a flex space (bonus/loft), 3 bedrooms, and a large bathroom u

$445,000

4 beds2.5 baths2,532 sq ft

1016 Somerset Dr, Winston Salem, NC 27103

Dark lvp flooring • Stone fireplace • Move in ready

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
This Charming Home is MOVE-IN Ready~ Main Level Living~ Beautiful Hardwood Floors in Living Room, Hall and Bedrooms~ New Luxury Vinyl Tile in Bathroom, Kitchen and Laundry/Pantry to match the Fresh Designer Paint~ New HVAC System 8/2025 with warranty to new owner~ Roof on Home and Detached Garage 3/2022~ Retro Kitchen with classic cabinetry, blue countertops opens to the Laundry/Pantry area~ The Detached Single Car Garage with a Studio/Workshop is the perfect get away for a "She Shed" or a " tHe Doghouse"~ The Level Corner Lot has an area for Gardening, Poles for a real clothesline, a paver area for a grill and a huge patio for outdoor entertaining~ While being sold as i

$229,900

2 beds1 bath725 sq ft

3351 Emory Dr, Winston Salem, NC 27103

Main level living • Luxury vinyl tile • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
New Price Adjustment!! Updated, Cottage style home, in prime location just off of Stratford Rd. Wow! Lots of updates on this one that include: All New in 2025 Heat Pump, roof, gutters, windows, deck, insulation in attic and crawlspace, painted exterior and interior of the home, refinished hardwood floors, new kitchen cabinetry and LVP, stove, countertops, sinks and faucets. Nice corner lot with ample off-street parking and additional storage building. This one is cute as a button, fully updated, and so convenient to dining, shopping and Forsyth Medical Center. Great rental history if you are looking to add to your portfolio. Agent Owner, see remarks.

$175,000

2 beds1 bath884 sq ft

1249 Fortune St, Winston Salem, NC 27103

Insulation • Roof • Gutters

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
Check out this 3BR/2.5BA Spacious home featuring a large living room, separate dining area, and a functional kitchen with ample storage. Unfinished basement offers great potential for storage, a workshop, etc. Fully fenced backyard—perfect for pets or entertaining. Seller Offering $4,000 toward Closing Costs!

$298,000

3 beds2.5 baths1,568 sq ft

2370 Clemmonsville Rd, Winston Salem, NC 27127

Functional kitchen • Large living room • Separate dining area

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
Charming 3-bedroom, 1.5-bath ranch nestled in the sought out Sandersted neighborhood. The sunlit living room welcomes you with warmth and comfort—ideal for cozy nights or casual entertaining. Enjoy meals by the glow of the fireplace in the dining area, creating the perfect setting for everyday living or special occasions. The bright kitchen features timeless white cabinetry, modern appliances, and ample counter space. Spacious bedrooms and a full basement with a cozy den and its own fireplace offer endless possibilities—whether you envision a rec room, home gym, workshop, or extra living space. Outside, the backyard is perfect for gatherings, gardening, or play. With its classic

$280,000

3 beds1.5 baths1,329 sq ft

1609 Normandy Ln, Winston Salem, NC 27103

Bright kitchen • Cozy den • Dining area

Property at 3330 Burke Mill Rd, Winston Salem, NC 27103

$670,000

— beds— baths— sq ft

3330 Burke Mill Rd, Winston Salem, NC 27103

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ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
Delightful Ardmore home on coveted Watson Avenue! This home lives twice as large as its listed square footage implies due to its full unfinished daylight/walkout basement -- which includes a drive-in garage; Solid 1956 construction with all-brick exterior and lots of original wood floors; Entry foyer leads to living and dining rooms -- complete with fireplace and built-in shelves; Kitchen (with refrigerator) leads to the versatile keeping room -- perfect as a den/study or casual living space; Two spacious bedrooms and the full bathroom round out the main level; Let your imagination run wild in the full unfinished basement -- work shop, workout space, play room, vehicle storage -- or a combi

$309,900

2 beds1 bath1,247 sq ft

1044 Watson Ave, Winston Salem, NC 27103

0.34 acre lot • Garage • Car-dependent

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
First time on the market since 1960! Sitting on a large flat lot with mature landscaping, this one-level home offers 2 bedrooms, 1 bath and a partially finished basement, perfect for extra storage, a hobby space, or a cozy retreat. The three-level workshop/outbuilding in the backyard with 1181 unfinished square footage is ideal for woodworking, creative projects or extra storage. Conveniently located near HWY 421 and close to shopping, dining, and everyday essentials, this home combines accessibility with comfort. Whether you’re a first-time buyer, downsizer, or investor, this charming home is a must-see.

$259,900

2 beds1 bath1,737 sq ft

4624 Frandale Dr, Winston Salem, NC 27104

0.53 acre lot • 2 garage spots • Somewhat walkable

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
Welcome to this beautifully updated 3-bedroom, 2-bathroom home, offering modern upgrades and timeless charm! Step inside to updated fixtures and refinished hardwood floors that shine throughout. The kitchen and dining room now boast brand-new flooring, enhancing the seamless open flow into the spacious living area. The upgraded kitchen features granite countertops, a stylish new backsplash, and brand-new appliances. Both bathrooms have been fully renovated, ensuring a spa-like experience in your own home. Outside, enjoy a large, flat, fenced backyard with mature trees for added privacy—perfect for entertaining, relaxing, or pets. This home is truly turn-key ready and is currently oper

$319,900

3 beds2 baths1,142 sq ft

3021 Kinnamon Rd, Winston Salem, NC 27104

0.44 acre lot • Garage • Car-dependent

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
This Ardmore home has all the charm of the neighborhood with many recent updates. New roof, HVAC and freshly poured driveway are just a few. The main level is filled with light. Here you will find a modern kitchen, sunroom and office. There is also a guest bedroom with its own bathroom. A very spacious primary bedroom with ensuite bath as well as 2 other bedrooms with a full bath are on the second floor. Conveniently located near downtown, hospitals, restaurants and shopping. Come check it out before it's gone!

$469,000

4 beds3.5 baths2,370 sq ft

2305 Rosewood Ave, Winston Salem, NC 27103

0.23 acre lot • Somewhat walkable

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
Perfectly located near major hospitals (. 5 mile to Atrium/WFUBMC and 2.1 miles to Novant/Forsyth), Truist Baseball Park, shopping, dining, and even right beside Fire Station 6 (talk about built-in peace of mind), this corner-lot puts you at the center of it all, where Ardmore charm meets modern updates and a little personality too. Enjoy a new roof (2025), new AC (2024), updated baths, refinished hardwoods, LVP flooring, mostly original crystal doorknobs, fresh paint, and even a root cellar for your inner homesteader. The floorplan offers a cozy wood-burning fireplace, formal dining, main-level primary suite, quaint kitchen, and covered porches front and back. Bonus: a detached workshop aw

$399,900

3 beds2 baths1,506 sq ft

1720 Elizabeth Ave, Winston Salem, NC 27103

7,405 sq ft lot • Somewhat walkable

OPEN TODAY, 2AM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Southwest Suburban Winston-Salem, NC:
Don’t miss this rare opportunity for a large family home with three separate living quarters, also perfect for an investment opportunity! Located on the edge of Ardmore in downtown Winston-Salem, this recently updated 1945 duplex with an Accessory Dwelling Unit (ADU) blends timeless charm with modern convenience. Sitting on two private, wooded lots totaling 1.29 acres, it features original hardwood floors and a unique, flexible floorplan. Includes a larger 2 BR unit with flex space, a 2BR unit with flex space, and a separate stand alone studio unit—perfect for multi-generational living or rental income. The additional unit, per tax card, is 557 square feet. The expansive covere

$470,500

— beds— baths— sq ft

1285 Lockland Ter, Winston Salem, NC 27103

1.29 acre lot • Garage • Car-dependent

Property at 1616 Queen St, Winston Salem, NC 27103, 2 beds, 1 bath

$238,000

2 beds1 bath1,050 sq ft

1616 Queen St, Winston Salem, NC 27103

Property at 318 Anita Dr, Winston Salem, NC 27104, 3 beds, 2 baths

$399,900

3 beds2 baths2,133 sq ft

318 Anita Dr, Winston Salem, NC 27104

Property at 700 Magnolia St, Winston Salem, NC 27103, 4 beds, 3 baths

$525,000

4 beds3 baths2,287 sq ft

700 Magnolia St, Winston Salem, NC 27103

Property at 2743 Cherokee Ln, Winston Salem, NC 27103, 3 beds, 2 baths

$345,000

3 beds2 baths2,210 sq ft

2743 Cherokee Ln, Winston Salem, NC 27103

Property at 6148 Arden Dr, Clemmons, NC 27012, 3 beds, 1.5 baths

$334,900

3 beds1.5 baths2,508 sq ft

6148 Arden Dr, Clemmons, NC 27012

Property at 1218 S Hawthorne Rd, Winston Salem, NC 27103, 3 beds, 3 baths

$439,900

3 beds3 baths1,872 sq ft

1218 S Hawthorne Rd, Winston Salem, NC 27103

Property at 2450 Cherokee Ln, Winston Salem, NC 27103, 2 beds, 2 baths

$275,000

2 beds2 baths1,050 sq ft

2450 Cherokee Ln, Winston Salem, NC 27103

Property at 1231 Ebert St, Winston Salem, NC 27103, 2 beds, 1 bath

$260,000

2 beds1 bath839 sq ft

1231 Ebert St, Winston Salem, NC 27103

Property at 1709 W Academy St, Winston Salem, NC 27103, 5 beds, 2 baths

$400,000

5 beds2 baths1,892 sq ft

1709 W Academy St, Winston Salem, NC 27103

Property at 2400 Jefferson Ave, Winston Salem, NC 27103, 3 beds, 2 baths

$446,500

3 beds2 baths1,665 sq ft

2400 Jefferson Ave, Winston Salem, NC 27103

Property at 2408 Walker Ave, Winston Salem, NC 27103, 2 beds, 1 bath

$318,000

2 beds1 bath1,020 sq ft

2408 Walker Ave, Winston Salem, NC 27103

Property at 138 S Gordon Dr, Winston Salem, NC 27104, 2 beds, 1 bath

$179,900

2 beds1 bath783 sq ft

138 S Gordon Dr, Winston Salem, NC 27104

Property at 800 Brent St, Winston Salem, NC 27103, 5 beds, 2 baths

$454,900

5 beds2 baths2,086 sq ft

800 Brent St, Winston Salem, NC 27103

Property at 2375 Jefferson Ave, Winston Salem, NC 27103, 2 beds, 1 bath

$260,000

2 beds1 bath909 sq ft

2375 Jefferson Ave, Winston Salem, NC 27103

Vintage Homes for Sale in Southwest Suburban Winston-Salem

There are currently 6 vintage homes for sale in Southwest Suburban Winston-Salem at a median listing price of $259K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Southwest Suburban Winston-Salem stay on the market for 43 days and receive 2 offers. Popular neighborhoods include Old Sherwood Forest, South Park, Ardmore, Buena Vista, and New Sherwood Forest. This map is refreshed with the newest listings in Southwest Suburban Winston-Salem every 15 minutes.

In the past month, 32 homes have been sold in Southwest Suburban Winston-Salem. In addition to houses in Southwest Suburban Winston-Salem, there were also 11 condos, 37 townhouses, and 0 multi-family units for sale in Southwest Suburban Winston-Salem last month. Find your dream home in Southwest 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 Southwest Suburban Winston-Salem are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Southwest Suburban Winston-Salem. If you're looking to sell your home in the Southwest 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 Southwest 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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