Vintage homes for sale & real estate in 27104, NC

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NEW 3 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27104, NC:
Beautifully updated home with extensive renovations throughout! This property features brand-new 5” black gutters and a 3-year-old roof for added peace of mind. Inside, you’ll love the fully renovated kitchen including new countertops, cabinets, sink, stove, and microwave, plus new LVP flooring. The original hardwood floors have been professionally sanded and sealed. Both bathrooms have been upgraded with new tile flooring, new tiled showers, new sinks, and new toilets. Major system updates include a new 3-ton HVAC system, new water heater, new plumbing, and complete electrical updates throughout the entire home. Additional improvements include freshly painted exterior brick, fu

$275,000

4 beds2 baths1,479 sq ft

2062 K Court Ave, Winston Salem, NC 27105

New cabinets • Updated home • New countertops

ABOUT THIS HOME
Vintage Home for sale in 27104, NC:
Don't miss this one-of-a-kind Mid Century Modern gem in the popular and conveniently located neighborhood of Gordon Manor! This stunning brick ranch has been tastefully remodeled while keeping many original features. There are two primary bedrooms both with en suite bathrooms! This home has beautiful original fireplaces, hardwood floors, a large kitchen with marble counters and an incredible amount of storage! The private backyard is filled with breathtaking mature landscaping and a mini herb garden. There are multiple garages and several workshop areas. This home is truly a unique piece that cannnot be replicated in modern construction! Spacious, updated and charming. Come view this stunni

$569,900

3 beds3 baths2,345 sq ft

252 Lucerne Ln NW, Winston Salem, NC 27104

Marble counters • Large kitchen • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in 27104, NC:
This is your chance to own one of Winston-Salem's most architecturally significant properties. Designed for RJ Reynolds executive Richard Stockton by Charles Barton Keen, designer of the Reynolda House and RJ Reynolds High School. This stately +/-2.33 acres in historic Reynolda Park neighborhood provides privacy and convenience with elegance. The well-designed primary suite includes a contemporary bathroom, sitting room and changing room to achieve the space you are looking for. The open modern kitchen and keeping room provides ample space for friends and family to gather close to the action. And with the large patio area, 3 car carport, inground heated swimming pool and charming pool house

$1,800,000

6 beds7.5 baths6,619 sq ft

1020 W Kent Rd, Winston Salem, NC 27104

Large patio area • Primary suite • Open modern kitchen

ABOUT THIS HOME
Vintage Home for sale in 27104, NC:
Open House 11/22 1-3PM! Step inside this freshly painted exterior home featuring an inviting open layout and warm, welcoming design. The spacious living room centers around a beautiful brick fireplace with a wood mantel. .. perfect for cozy evenings in the fall and winter. The sunroom is an ideal spot for gatherings or relaxation. The open, eat-in kitchen offers plenty of space for family meals and entertaining. Upstairs, you’ll find 3 comfortable bedrooms and a full bath, while the unfinished basement includes a second full bath, adding flexibility for guests or additional living space to make complete. With its fresh exterior paint and move-in ready appeal, this home blends classic

$225,000

3 beds2 baths1,261 sq ft

246 Piccadilly Dr, Winston Salem, NC 27104

0.47 acre lot • 3 garage spots • Built 1956

ABOUT THIS HOME
Vintage Home for sale in 27104, NC:
Welcome to this beautifully updated home in the Buena Vista neighborhood, offering the convenience of single-level living. Featuring Calico quartz countertops, stainless steel appliances, and newly refinished wood flooring, the interior blends timeless charm with modern style. The spacious sunroom captures the morning light and overlooks a charming courtyard and thoughtfully updated landscaping. Both bathrooms have been newly remodeled, and a brand-new HVAC system ensures year-round comfort. Enjoy the spacious, private fenced backyard—perfect for relaxing or entertaining. Ideally located within walking distance to RJ Reynolds High School, this move-in-ready home offers comfort, charac

$364,900

3 beds2 baths1,152 sq ft

411 Holiday St, Winston Salem, NC 27104

6,969 sq ft lot • Built 1959 • Listed 20 days

Property at 328 Keating Dr, Winston Salem, NC 27104, 3 beds, 2 baths

$289,000

3 beds2 baths1,700 sq ft

328 Keating Dr, Winston Salem, NC 27104

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 3606 Country Club Rd, Winston Salem, NC 27104, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths1,643 sq ft

3606 Country Club Rd, Winston Salem, NC 27104

Property at 200 Blake St, Winston Salem, NC 27104, 3 beds, 2 baths

$254,900

3 beds2 baths1,296 sq ft

200 Blake St, Winston Salem, NC 27104

Property at 106 N Hawthorne Rd, Winston Salem, NC 27104, 3 beds, 2.5 baths

$329,900

3 beds2.5 baths1,890 sq ft

106 N Hawthorne Rd, Winston Salem, NC 27104

Property at 434 Pennsylvania Ave, Winston Salem, NC 27104, 3 beds, 2 baths

$440,000

3 beds2 baths1,631 sq ft

434 Pennsylvania Ave, Winston Salem, NC 27104

Property at 2520 Robinhood Rd, Winston Salem, NC 27106, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths2,849 sq ft

2520 Robinhood Rd, Winston Salem, NC 27106

Property at 3614 Broadsword Rd, Winston Salem, NC 27104, 4 beds, 3 baths

$520,000

4 beds3 baths2,780 sq ft

3614 Broadsword Rd, Winston Salem, NC 27104

Property at 1365 Reynolda Rd, Winston Salem, NC 27106, 3 beds, 2.5 baths

$719,900

3 beds2.5 baths2,870 sq ft

1365 Reynolda Rd, Winston Salem, NC 27106

Property at 335 Fairfax Dr, Winston Salem, NC 27104, 5 beds, 3.5 baths

$1,150,000

5 beds3.5 baths3,400 sq ft

335 Fairfax Dr, Winston Salem, NC 27104

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

$349,000

3 beds2 baths2,093 sq ft

318 Anita Dr, Winston Salem, NC 27104

Property at 1823,1827, & 1831 First St W, Winston Salem, NC 27104

$850,000

— beds— baths— sq ft

1823,1827, & 1831 First St W, Winston Salem, NC 27104

Property at 3310 Staghorn Rd, Winston Salem, NC 27104, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths2,333 sq ft

3310 Staghorn Rd, Winston Salem, NC 27104

Property at 940 N Peace Haven Rd, Winston Salem, NC 27104, 3 beds, 2 baths

$359,900

3 beds2 baths2,761 sq ft

940 N Peace Haven Rd, Winston Salem, NC 27104

Property at 1920 Robinhood Rd, Winston Salem, NC 27104, 3 beds, 4 baths

$649,900

3 beds4 baths2,207 sq ft

1920 Robinhood Rd, Winston Salem, NC 27104

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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 27104, 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

NEW 31 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27104, 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

HOT HOME

ABOUT THIS HOME
Vintage Home for sale in 27104, 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 27104, NC:
Charming home in the heart of Ardmore! This property features beautiful arched doorways that add architectural character, a spacious fenced-in backyard perfect for pets, play, or entertaining, and a convenient storage shed for all your outdoor needs. Laundry is located on the main level for easy everyday living. Located on a quiet street with quick access to shopping, dining, and major highways. Move-in ready and full of potential—don’t miss this one!

$245,000

3 beds1.5 baths1,539 sq ft

907 Watson Ave, Winston Salem, NC 27103

Quiet street • Arched doorways • Storage shed

HOT HOME

ABOUT THIS HOME
Vintage Home for sale in 27104, NC:
Light filled Victorian cottage on a double lot in the ever popular West Salem Neighborhood. Precious 1920 home saved & moved across the street to this location in 1994, and handled with loving care ever since! Surprisingly spacious with fully finished walk out lower level and space on the lot to add an ADU! Four bedrooms, all with ensuite baths, make this home live large! Abundant natural light streams in, highlighting original hardwood floors. Amazing views from the back deck as the property slopes down to Tanners Creek. RM12 zoning offers flexibility! Ideal quiet spot just minutes from Downtown as well as West Salem favorites like East of Texas, Camino Bakery and Bobby Boy! Showings

$350,000

4 beds4 baths2,014 sq ft

415 S Poplar St, Winston Salem, NC 27101

0.28 acre lot • Built 1920 • Listed 3 days

ABOUT THIS HOME
Vintage Home for sale in 27104, NC:
Excellent opportunity to own a fabulous updated & rare two bedroom, two bath condo in the historic YMCA Condominiums in downtown Winston-Salem! Updates within the past two years include kitchen & bath remodels, interior paint & more-kitchen updates include new stainless steel appliances, cabinets, countertops, sink, faucet, flooring & raised kitchen ceiling for a more spacious feel-bath updates include vanities, fixtures, wallpaper & lighting-shiplap accent wall in living room & primary bath-spacious living & dining area-luxury vinyl plank & tile flooring throughout-new light fixtures-both bedrooms have huge closets to accomodate regular cloth

$314,900

2 beds2 baths892 sq ft

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

Spacious atrium • Kitchen remodels • Bath remodels

Property at 3830 Robinhood Rd, Winston Salem, NC 27106, 3 beds, 1 bath

$209,900

3 beds1 bath999 sq ft

3830 Robinhood Rd, Winston Salem, NC 27106

Property at 401 E 4th St #302, Winston Salem, NC 27101, 1 bed, 1.5 baths

$444,900

1 bed1.5 baths1,222 sq ft

401 E 4th St #302, Winston Salem, NC 27101

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 2801 Westridge Rd, Winston Salem, NC 27103, 3 beds, 1.5 baths

$289,000

3 beds1.5 baths1,072 sq ft

2801 Westridge Rd, Winston Salem, NC 27103

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 325 Gregory St, Winston Salem, NC 27101, 2 beds, 1 bath

$190,000

2 beds1 bath852 sq ft

325 Gregory St, Winston Salem, NC 27101

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 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 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 1732 Harrison Ave, Winston Salem, NC 27105, 3 beds, 2 baths

$220,000

3 beds2 baths1,206 sq ft

1732 Harrison 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 1120 Manly St, Winston Salem, NC 27105, 3 beds, 2 baths

$200,000

3 beds2 baths1,200 sq ft

1120 Manly St, Winston Salem, NC 27105

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 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

Vintage Homes for Sale in 27104

There are currently 20 vintage homes for sale in 27104 at a median listing price of $394K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 27104 stay on the market for 56 days and receive 1 offers. This map is refreshed with the newest listings in 27104 every 15 minutes.

In the past month, 42 homes have been sold in 27104. In addition to houses in 27104, there were also 17 condos, 15 townhouses, and 1 multi-family unit for sale in 27104 last month. 27104 is a not walkable zip code in North Carolina with a Walk Score of 21. 27104 is home to approximately 28,380 people and 7,182 jobs. Find your dream home in 27104 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 27104 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27104. If you're looking to sell your home in the 27104 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27104 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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