Vintage homes for sale & real estate in 27127, NC

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HOT HOME

ABOUT THIS HOME
Vintage Home for sale in 27127, 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 27127, 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 27127, NC:
Welcome to the Jonathan W. Davis House in the one of a kind Washington Park Historic District minutes from downtown Winston-Salem. Fully fenced yard includes a second rare . 2 acre parcel for a total of . 44 acres, gated driveway with automatic opener, shed, and a detached 16x18 wired studio. Enjoy one level living with a lovely updated kitchen showcasing a drainboard sink, custom cabinets, island seating, and a gas range. Additional features include: laundry room, mudroom, beadboard ceilings, wainscoting, original hardwood floors, covered front porch with Victorian accents, high ceilings, 2 full bathrooms, deck, fruit trees, and a private 16x20 patio perfect for neighborhood gatherings. A

$475,000

2 beds2 baths1,474 sq ft

224 W Banner Ave, Winston Salem, NC 27127

Custom cabinets • Drainboard sink • Updated kitchen

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Rental opportunity. Three units; upper currently rented. Shared laundry room. Historic charm meets downtown convenience. Filled with character, warm hardwood floors and a plethora of natural light highlight the timeless architectural details. Semi-open floor plans create an inviting flow through the living, dining, and kitchen spaces, making each suite feel spacious and comfortable.

$275,000

— beds— baths— sq ft

436 E Sprague St, Winston Salem, NC 27127

Shared laundry room • Historic charm • Natural light

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Discover this Picture perfect bungalow nestled in the heart of Washington Park's Thriving community. Full of personality and natural light, this home offers the perfect blend of vintage charm and modern comfort — all just steps from Dinning, Shopping and social gathering spots. Updated plumbing, electrical & newer HVAC/roof. Recently Refinished wood floors & cozy electric Fireplace perfect for cozy nights in. Upstairs Bonus room offers tons of flexibility and endless options. Fully Fenced backyard with pergola, garden space and 2 car garage that creates excellent storage or workspace. All Located in a friendly, walkable neighborhood known for its energy and charm, this bun

$284,500

3 beds1 bath1,375 sq ft

2124 Konnoak View Dr, Winston Salem, NC 27127

Updated electrical • Newer roof • Electric fireplace

Property at 1280 Cloister Dr, Winston Salem, NC 27127, 3 beds, 1 bath

$211,980

3 beds1 bath1,087 sq ft

1280 Cloister Dr, Winston Salem, NC 27127

Property at 4535 Main St, Winston Salem, NC 27127, 3 beds, 1 bath

$341,300

3 beds1 bath1,270 sq ft

4535 Main St, Winston Salem, NC 27127

Property at 445 E Devonshire St, Winston Salem, NC 27127, 3 beds, 2 baths

$245,000

3 beds2 baths1,380 sq ft

445 E Devonshire St, Winston Salem, NC 27127

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

Property at 425 E Sprague St, Winston Salem, NC 27127, 3 beds, 1 bath

$165,000

3 beds1 bath1 sq ft

425 E Sprague St, Winston Salem, NC 27127

Property at 418 W Acadia Ave, Winston Salem, NC 27127, 3 beds, 2 baths

$495,000

3 beds2 baths3,060 sq ft

418 W Acadia Ave, Winston Salem, NC 27127

Property at 330 Hartle St, Winston Salem, NC 27127, 3 beds, 1 bath

$174,900

3 beds1 bath1,080 sq ft

330 Hartle St, Winston Salem, NC 27127

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 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

Property at 1721 S Main St, Winston Salem, NC 27127, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths2,531 sq ft

1721 S Main St, Winston Salem, NC 27127

Property at 225 E Monmouth St, Winston Salem, NC 27127, 3 beds, 1.5 baths

$150,000

3 beds1.5 baths1,200 sq ft

225 E Monmouth St, Winston Salem, NC 27127

Property at 504 W Sprague St, Winston Salem, NC 27127, 5 beds, 3 baths

$450,000

5 beds3 baths2,264 sq ft

504 W Sprague St, Winston Salem, NC 27127

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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Nearby homes that match your criteria

NEW 21 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27127, 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

NEW 21 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27127, 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

ABOUT THIS HOME
Vintage Home for sale in 27127, 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

ABOUT THIS HOME
Vintage Home for sale in 27127, 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 27127, 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

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Downtown immersion at its finest! Located in the heart of Innovation Quarters. Known for WFU Medical School & forthcoming Hospital accessed by covered walkway along rail line! The spacious scale & large windows of this end/corner unit allow for natural light & historic views! Open floorpan w/ exposed brick, beams, columns, hardwood floors and 10'ceilings. Kitchen, dining & multiple seating/living/reading/work space in great room make is perfect for a cozy night or entertaining! Primary BR w/ large en-suite bath w/ walk-in shower and custom designed walk-in closet. Amenities abound for pleasure & convenience:fitness center, rooftop patio, back rail-line patio, s

$444,900

1 bed1.5 baths1,222 sq ft

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

Historic views • Fitness center • Exposed brick

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 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 1101 Franklin St, Winston Salem, NC 27101, 8 beds, 2 baths

$209,900

8 beds2 baths2,916 sq ft

1101 Franklin St, Winston Salem, NC 27101

Property at 246 Piccadilly Dr, Winston Salem, NC 27104, 3 beds, 2 baths

$225,000

3 beds2 baths1,261 sq ft

246 Piccadilly Dr, 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 1414 Jonestown Rd, Winston Salem, NC 27103, 2 beds, 2 baths

$268,500

2 beds2 baths1,124 sq ft

1414 Jonestown Rd, Winston Salem, NC 27103

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 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 411 Holiday St, Winston Salem, NC 27104, 3 beds, 2 baths

$364,900

3 beds2 baths1,152 sq ft

411 Holiday St, Winston Salem, NC 27104

Property at 1504 Miller St, Winston Salem, NC 27103

$199,500

— beds— baths— sq ft

1504 Miller St, Winston Salem, NC 27103

Vintage Homes for Sale in 27127

There are currently 18 vintage homes for sale in 27127 at a median listing price of $299K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 27127 stay on the market for 56 days and receive 1 offers. This map is refreshed with the newest listings in 27127 every 15 minutes.

In the past month, 52 homes have been sold in 27127. In addition to houses in 27127, there were also 6 condos, 31 townhouses, and 2 multi-family units for sale in 27127 last month. Find your dream home in 27127 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 27127 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27127. If you're looking to sell your home in the 27127 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27127 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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