Vintage homes for sale & real estate in 27111, NC

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ABOUT THIS HOME
Vintage Home for sale in 27111, NC:
Ask about a package deal for 1020 and 1022 Franklin St (MLS #1224373)! Builder and plans in-hand to construct an ADU! INVESTORS AND FIXER UPPER LOVERS!! Opportunity awaits in Historic West Salem/Wachovia Highlands. Currently configured as a single-family home, 1022 Franklin offers flexibility to convert back to a duplex, with two electrical meters, a separate exterior entrance to the upstairs, a full kitchen downstairs, and kitchenette upstairs. Historic character remains throughout with hardwood floors, original trim work, fireplaces, and a wraparound front porch, plus a rear porch. Renovated comps range from the $400s into the $500s. Conveniently located near downtown Winston-Salem, Carol

$195,000

4 beds2 baths1,866 sq ft

1020 Franklin St, Winston Salem, NC 27101

Kitchenette upstairs • Adu plans • 9,147 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in 27111, NC:
You'll fall in love before you ever walk through the front door! Amazing front porch that overlooks landscaped Hawthorne Walk at median (this adorable cottage does not sit right on Hawthorne; off of Brantley). Nicely sized rooms, including a beautiful sunroom off of living room/den. Hardwood floors and tiled floors. 3rd BR could be used for a wonderful office. Many updates including vinyl windows, molding, and nice kitchen with SS fridge, built-in pantry, coffee bar & space for a bistro table/chairs. Glass paned double doors between LR & DR. Primary BR has en-suite bath. Laundry in basement but could be moved up to mudroom. Basement space for great storage! AND a 1-car detached

$385,000

3 beds2 baths1,642 sq ft

627 Hawthorne Rd, Winston Salem, NC 27103

Vinyl windows • Tiled floors • Front porch

ABOUT THIS HOME
Vintage Home for sale in 27111, NC:
Don't miss this great opportunity to own a cute 2 bed, 1 bath bungalow with a wide rocking chair front porch convenient to downtown! Nestled in the heart of the historic West Salem neighborhood, this home has tons of 1910s charm inside and out. Enjoy a spacious eat-in kitchen, 2 large bedroomsand a bonus room that can function as an office or study space. Mudroom/storage area + dedicated laundry area add convenience. Wood floors & beadboard ceilings. Enjoy living near downtown & all of its bustling amenities plus blocks from Old Salem & the farmers market, Salem Creek greenway, ballpark, neighborhood restaurants & more. Close to UNCSA, both hospitals & can hop

$229,000

2 beds1 bath1,239 sq ft

719 S Green St, Winston Salem, NC 27101

Wood floors • Mudroom storage area • Bonus room

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 27111, NC:
Set in the heart of Ardmore, this four-bedroom, two-bath home blends classic character with everyday functionality—and a new roof installed in 2024. Hardwood floors add warmth throughout the home, while the connected living and dining spaces create an easy flow for gathering and entertaining. The kitchen features granite countertops and a tile backsplash, with an adjoining sunroom that offers flexible space for an office, playroom, breakfast nook or quiet retreat. Two bedrooms are located upstairs, including one with a surprisingly spacious expanded closet. Enjoy outdoor living on the oversized rear deck overlooking the fully fenced backyard. An unfinished lower level provides plenty

$414,900

4 beds2 baths1,682 sq ft

847 Lockland Ave, Winston Salem, NC 27103

Oversized rear deck • Sunroom • Granite countertops

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 27111, NC:
OPEN HOUSE SUNDAY AUG 23 2-4pm Experience downtown Winston-Salem living that feels tucked away among the trees! Once a working textile mill, The Mill at Tar Branch, now offers unique condos that blend historic character & modern comfort. Original posts and beams, soaring ceilings and architectural details from the past give this spacious condo a charm you don’t find in newer construction. The open floor plan creates a space for entertaining or everyday living. Primary suite includes a walk-in closet & updated private bath. A second bedroom w/ a skylight, generous closet, and built-ins provides flexible space for guests, a home office or both. Enjoy the convenience of

$400,000

2 beds2 baths1,498 sq ft

220 Tar Branch Ct, Winston Salem, NC 27101

Open floor plan • Unique condos • Soaring ceilings

Property at 725 S Green St, Winston Salem, NC 27101, 2 beds, 1 bath

$239,900

2 beds1 bath1,030 sq ft

725 S Green St, Winston Salem, NC 27101

Property at 319 Lockland Ave, Winston Salem, NC 27103, 3 beds, 2 baths

$399,900

3 beds2 baths1,539 sq ft

319 Lockland Ave, Winston Salem, NC 27103

Property at 1037 West End Blvd, Winston Salem, NC 27101, 3 beds, 2 baths

$470,000

3 beds2 baths3,090 sq ft

1037 West End Blvd, Winston Salem, NC 27101

Property at 2056 Dellabrook Rd, Winston Salem, NC 27105, 3 beds, 1 bath

$100,000

3 beds1 bath960 sq ft

2056 Dellabrook Rd, Winston Salem, NC 27105

Property at 614 N Cameron Ave, Winston Salem, NC 27101, 3 beds, 2 baths

$225,900

3 beds2 baths1,560 sq ft

614 N Cameron Ave, Winston Salem, NC 27101

Property at 800 S Sunset Dr, Winston Salem, NC 27103, 3 beds, 2 baths

$354,900

3 beds2 baths1,224 sq ft

800 S Sunset Dr, Winston Salem, NC 27103

Property at 327 Indera Mills Ct, Winston Salem, NC 27101, 2 beds, 2.5 baths

$587,000

2 beds2.5 baths1,879 sq ft

327 Indera Mills Ct, Winston Salem, NC 27101

Property at 1022 Franklin St, Winston Salem, NC 27101, 4 beds, 2 baths

$154,995

4 beds2 baths1,458 sq ft

1022 Franklin St, Winston Salem, NC 27101

Property at 1259 W 4th St, Winston Salem, NC 27101

$450,000

— beds— baths1,176 sq ft

1259 W 4th St, Winston Salem, NC 27101

Property at 1025 West End Blvd, Winston Salem, NC 27101

$795,000

— beds— baths— sq ft

1025 West End Blvd, Winston Salem, NC 27101

Property at 509 W 1st St, Winston Salem, NC 27101, 6 beds, 2 baths

$275,000

6 beds2 baths744 sq ft

509 W 1st St, Winston Salem, NC 27101

Property at 933 West St, Winston Salem, NC 27101, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,625 sq ft

933 West St, Winston Salem, NC 27101

Property at 836 Oak St #306, Winston Salem, NC 27101, 1 bed, 1 bath

$234,900

1 bed1 bath712 sq ft

836 Oak St #306, Winston Salem, NC 27101

Property at 621 Mulberry St, Winston Salem, NC 27101, 3 beds, 2 baths

$235,000

3 beds2 baths1,429 sq ft

621 Mulberry St, Winston Salem, NC 27101

Property at 1700 Lynwood Ave, Winston Salem, NC 27104, 4 beds, 3 baths

$679,000

4 beds3 baths2,554 sq ft

1700 Lynwood Ave, Winston Salem, NC 27104

Property at 1 W 5th St #207, Winston Salem, NC 27101, 2 beds, 2 baths

$399,900

2 beds2 baths1,362 sq ft

1 W 5th St #207, Winston Salem, NC 27101

Property at 828 Ferrell Ave, Winston Salem, NC 27101, 2 beds, 1 bath

$149,900

2 beds1 bath838 sq ft

828 Ferrell Ave, Winston Salem, NC 27101

Property at 2163 Gerald St, Winston Salem, NC 27101, 3 beds, 1 bath

$169,900

3 beds1 bath876 sq ft

2163 Gerald St, Winston Salem, NC 27101

Property at 820 Brent St, Winston Salem, NC 27103, 2 beds, 1 bath

$314,999

2 beds1 bath1,412 sq ft

820 Brent St, Winston Salem, NC 27103

Property at 1332 Calvert Dr, Winston Salem, NC 27107, 3 beds, 1 bath

$204,900

3 beds1 bath1,018 sq ft

1332 Calvert Dr, Winston Salem, NC 27107

Property at 523 W First St, Winston Salem, NC 27101, 3 beds, 3 baths

$409,900

3 beds3 baths2,215 sq ft

523 W First St, Winston Salem, NC 27101

Property at 1420 W 4th St, Winston Salem, NC 27101, 5 beds, 3 baths

$175,000

5 beds3 baths2,767 sq ft

1420 W 4th St, Winston Salem, NC 27101

Property at 821 Watson Ave, Winston Salem, NC 27103, 3 beds, 2 baths

$399,900

3 beds2 baths1,811 sq ft

821 Watson Ave, Winston Salem, NC 27103

Property at 1915 W Academy St, Winston Salem, NC 27103, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,716 sq ft

1915 W Academy St, Winston Salem, NC 27103

Property at 721 Mulberry St, Winston Salem, NC 27101, 2 beds, 1 bath

$229,900

2 beds1 bath1,062 sq ft

721 Mulberry St, Winston Salem, NC 27101

Property at 428 S Main St, Winston Salem, NC 27101, 5 beds, 5.5 baths

$2,395,000

5 beds5.5 baths7,113 sq ft

428 S Main St, Winston Salem, NC 27101

Property at 1 W 5th St #204, Winston Salem, NC 27101, 2 beds, 1 bath

$369,900

2 beds1 bath1,224 sq ft

1 W 5th St #204, Winston Salem, NC 27101

Property at 1024 Franklin St, Winston Salem, NC 27101, 4 beds, 2 baths

$395,000

4 beds2 baths1,978 sq ft

1024 Franklin St, Winston Salem, NC 27101

Property at 1720 Elizabeth Ave, Winston Salem, NC 27103, 3 beds, 2 baths

$385,000

3 beds2 baths1,506 sq ft

1720 Elizabeth Ave, Winston Salem, NC 27103

Property at 509 Washington Ave, Winston Salem, NC 27101, 2 beds, 1 bath

$259,900

2 beds1 bath1,110 sq ft

509 Washington Ave, Winston Salem, NC 27101

Property at 415 S Poplar St, Winston Salem, NC 27101, 3 beds, 4 baths

$300,000

3 beds4 baths1,752 sq ft

415 S Poplar St, Winston Salem, NC 27101

Property at 800 W Academy St, Winston Salem, NC 27101, 2 beds, 1 bath

$249,500

2 beds1 bath828 sq ft

800 W Academy St, Winston Salem, NC 27101

Property at 949 Hutton St, Winston Salem, NC 27101, 3 beds, 1 bath

$299,000

3 beds1 bath1,503 sq ft

949 Hutton St, Winston Salem, NC 27101

Property at 813 Gales Ave, Winston Salem, NC 27103, 3 beds, 2.5 baths

$324,900

3 beds2.5 baths2,041 sq ft

813 Gales Ave, Winston Salem, NC 27103

Property at 2206 Dunbar St, Winston Salem, NC 27105, 2 beds, 1 bath

$140,000

2 beds1 bath800 sq ft

2206 Dunbar St, Winston Salem, NC 27105

Property at 155 Tar Branch Ct, Winston-salem, NC 27101, 1 bed, 2 baths

$549,000

1 bed2 baths1,788 sq ft

155 Tar Branch Ct, Winston-salem, NC 27101

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Based on information submitted to the MLS GRID as of Wed Aug 26 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in 27111

There are currently 52 vintage homes for sale in 27111. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in 27111 every 15 minutes.

Find your dream home in 27111 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 27111 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27111. If you're looking to sell your home in the 27111 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27111 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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