Vintage homes for sale & real estate in 27127, NC

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ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Welcome to this charming two-bedroom, one and a half bath home ideally located in Washing Park, directly across the street from the park with access to the Greenway trails and nearby dog parks. Large picture windows frame the beautiful skyline views while filling the home with natural light. The inviting interior blends character and comfort, complemented by a newly screened in front porch perfect for morning coffee and evening relaxation. Outdoor living continues with the updated deck and backyard landscaping, creating a wonderful space for entertaining. Recent updates include a new HVAC system in 2024. The property also features two storage sheds. Enjoy close proximity to local shops, res

$250,000

2 beds1.5 baths818 sq ft

376 Park Blvd, Winston Salem, NC 27127

Skyline views • Updated deck • Two storage sheds

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Come check out this spotless, lovingly-maintained, move-in-ready brick ranch in the established Fairview Estates neighborhood. Charm and natural light abound in this fully-updated cutie. Huge bay window in the living room overlooks well-manicured front lawn. Enclosed sunroom, walled on three sides by glass, opens onto an oasis in the backyard, complete with new hot tub, patio, fire pit, and storage building. Hardwoods and crown moulding throughout. Stylishly updated kitchen features all new appliances. Front bedroom can be used as a bedroom or home office. Hot tub conveys.

$320,000

3 beds2 baths1,472 sq ft

1685 Fairview Blvd, Winston Salem, NC 27127

0.6 acre lot • Garage • Built 1956

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Classic 1910 home with character and opportunity, ideally located near Downtown Winston-Salem. This spacious property features very high ceilings and four fireplaces, offering timeless architectural charm ready to be brought back to life. With its solid footprint and historic details, this home presents an excellent remodel or restoration opportunity for investors or homeowners looking to create something special. Previously used as a rental, it has a strong history as housing for local students and continues to offer great potential as an income-producing property. Convenient to downtown dining, shopping, entertainment, and major roadways. Whether you’re seeking your next renovation

$324,900

3 beds2.5 baths2,495 sq ft

1721 S Main St, Winston Salem, NC 27127

Four fireplaces • Historic details • High ceilings

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Have new appraisal at 215,000. Sold as is/where is. Have ordered new basement door and replacements for top rear dormer windows.

$199,000

4 beds2 baths1,616 sq ft

1701 Greenfield St, Winston Salem, NC 27127

New basement door • 0.52 acre lot • 2 garage spots

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Start the New Year with space to breathe! Charming 1950's ranch sits on a rare 1.43-acre lot - mature landscaping and a partially fenced yard, offering a private retreat just minutes from the city. Separate garage with additional storage areas on the property. Inside, discover hardwood floors and an updated kitchen. The smart split-bedroom floor plan (4 BR, 2 BA) ensures primary suite privacy. Downstairs, a massive basement features finished areas, a gas fireplace, and ample storage—perfect for future expansion. Plus, the basement laundry keeps the main floor clear of "laundry day" clutter and added noise! Enjoy ultimate convenience with easy access to shopping and dining. C

$350,000

4 beds2 baths2,009 sq ft

1843 Thompson Dr, Winston Salem, NC 27127

Separate garage • Massive basement • 1.43-acre lot

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 224 W Banner Ave, Winston Salem, NC 27127, 2 beds, 2 baths

$455,000

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 3627 Main St, Winston Salem, NC 27127, 2 beds, 1 bath

$167,500

2 beds1 bath870 sq ft

3627 Main 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 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 445 E Devonshire St, Winston Salem, NC 27127, 3 beds, 2 baths

$239,900

3 beds2 baths1,380 sq ft

445 E Devonshire 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 4535 Main St, Winston Salem, NC 27127, 3 beds, 1 bath

$325,000

3 beds1 bath1,270 sq ft

4535 Main St, Winston Salem, NC 27127

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

$190,000

2 beds1 bath889 sq ft

2242 Hollyrood 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 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 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 11 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
IMMEDIATE CASH FLOW. Excellent opportunity to acquire occupied property in Winston-Salem. This home is geared toward investors looking to expand their portfolio instantly. To be sold as a package deal combined with three other occupied homes: 1113 Louise Rd, 2503 Craver St, and 1416 E 23rd St. A rare chance to pick up four income-producing doors in one transaction. Curb offers only; please do not disturb current occupants.

$155,000

4 beds1 bath1,140 sq ft

1030 Louise Rd, Winston Salem, NC 27107

8,276 sq ft lot • Built 1949

NEW 11 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
TURNKEY INVESTMENT. Add this leased home to your portfolio today. Offered exclusively as part of a 4-home package deal, this is perfect for investors seeking immediate cash flow and scale. Package includes this property plus: 1030 Louise Rd, 2503 Craver St, and 1416 E 23rd St. Current leases are in place. Curb offers only to respect occupant privacy; sold AS-IS.

$135,000

4 beds1 bath1,050 sq ft

1113 Louise Rd, Winston Salem, NC 27107

7,840 sq ft lot • Built 1949

ABOUT THIS HOME
Vintage Home for sale in 27127, 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 11 days

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Light filled and move in ready, this 2/2 corner unit offers easy downtown living! #408 features hardwoods/tile throughout, newer windows, and an updated kitchen. The primary bath has a tiled shower with frameless glass doors and the washer/dryer is included. There are two closets in each bedroom for extra storage and a large hall closet that can be used as a pantry. There is no unit above and the east and south facing windows provide amazing light and offer views of downtown towards Old Salem. Showings start on December 19th!

$260,000

2 beds2 baths998 sq ft

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

$449 HOA • Built 1924 • Listed 15 days

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Calling All Investors. Bring a flashlight as most power is off or no lights in rooms. Stately All Brick Home in Prime neighborhood off Country Club Rd. This 3 bedroom, 2 bath home has been in the same family for 75 years. Some photos of home with furnishings as owner was moving out and other photos show empty rooms. The lighting/power was off in some of the rooms and could not photo easily. This is a Living Estate Sale and the home is sold as-is. Needs a total rehab but it is worthwhile Since it is priced at approximately $250,000 less than Realist and Realtor.com value estimates. Bring your remodeling expertise to life and transform this house into a home anyone would be proud of. Like the

$325,000

3 beds2 baths2,230 sq ft

3432 Royalton St, Winston Salem, NC 27104

In-law home • All brick home • 0.64 acre lot

ABOUT THIS HOME
Vintage Home for sale in 27127, NC:
Welcome to 212 N Laura Wall Blvd, a versatile opportunity in Winston-Salem offering flexibility for both owner-occupants and investors. This 2-bedroom, 1-bath home features a functional and inviting layout with a comfortable living room and an additional den, providing extra space for a home office, guest area, playroom, or second living space. Natural light flows throughout, creating a warm and welcoming atmosphere. Conveniently located near major roadways, shopping, dining, parks, and employment centers, this property offers easy access to daily conveniences and commuter routes. With its manageable size and practical floor plan, this home presents strong potential as a primary residence o

$145,000

2 beds1 bath1,433 sq ft

212 Laura Wall Blvd, Winston Salem, NC 27101

Easy access • Additional den • Natural light

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 2400 Peachtree St, Winston Salem, NC 27107, 2 beds, 1.5 baths

$159,000

2 beds1.5 baths889 sq ft

2400 Peachtree St, Winston Salem, NC 27107

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 708 E Sprague St, Winston Salem, NC 27107, 3 beds, 2 baths

$167,900

3 beds2 baths1,084 sq ft

708 E Sprague St, Winston Salem, NC 27107

Property at 432 Wiley Ave, Winston Salem, NC 27104, 2 beds, 1 bath

$285,000

2 beds1 bath993 sq ft

432 Wiley Ave, Winston Salem, NC 27104

Property at 4009 Alonzo Dr, Winston Salem, NC 27104, 2 beds, 2 baths

$299,900

2 beds2 baths1,495 sq ft

4009 Alonzo Dr, Winston Salem, NC 27104

Property at 1043 Irving St, Winston Salem, NC 27103, 3 beds, 2 baths

$299,000

3 beds2 baths1,364 sq ft

1043 Irving St, Winston Salem, NC 27103

Property at 415 S Poplar St, Winston Salem, NC 27101, 4 beds, 4 baths

$350,000

4 beds4 baths2,014 sq ft

415 S Poplar St, Winston Salem, NC 27101

Property at 252 Lucerne Ln NW, Winston Salem, NC 27104, 3 beds, 3 baths

$569,900

3 beds3 baths2,345 sq ft

252 Lucerne Ln NW, Winston Salem, NC 27104

Property at 315 N Spruce St #304, Winston Salem, NC 27101, 2 beds, 2 baths

$314,900

2 beds2 baths892 sq ft

315 N Spruce St #304, 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 599 Mission Rd, Winston Salem, NC 27103

$250,000

— beds— baths— sq ft

599 Mission Rd, 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 $322K. 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 66 days and receive 1 offers. This map is refreshed with the newest listings in 27127 every 15 minutes.

In the past month, 48 homes have been sold in 27127. In addition to houses in 27127, there were also 9 condos, 30 townhouses, and 1 multi-family unit 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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