Vintage homes for sale & real estate in 27106, NC

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FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Full of vintage charm and timeless character, this classic brick ranch sits on a spacious . 54 acre lot and offers a wonderful opportunity to make it your own. Featuring 3 bedrooms and 2 full vintage baths, including a primary en suite, the home offers approximately 1,500 square feet of living space. A large brick fireplace creates a warm focal point, while hardwood floors beneath the carpet offer the potential to bring back even more of the home's original character. Enjoy outdoor living from the deck or relax on the swing beneath the large carport—perfect for morning coffee or unwinding at the end of the day. A utility garage in the basement provides additional storage and workspace

$249,900

3 beds2 baths1,497 sq ft

Classic brick ranch • Spacious lot • Utility garage

3719 Crosland Rd, Winston Salem, NC 27106

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Lovely 4 bedroom, 3 1/2 bath single story home in popular Merrimont is a must see! Living spaces feature a formal living room with gas fireplace; dining room with wet bar; handsome den with gas fireplace, skylight and built-in cabinets and bookcases. Gourmet kitchen, featured on Tour of Fine Spaces, has double ovens, microwave, dishwasher, 5 burner gas range, double sinks and walk-in pantry. Big Sunroom. Coat, cedar, linen, and craft closets. Guest half bath. 4 bedroom wing. Primary bedroom has see-through fireplace with en suite bath's walk-in shower, bubble tub, double vanity and heated floor. Additional en suite bedroom has ADA compliant bath. Bedroom with a dedicated office. Hardwood fl

$795,900

4 beds3.5 baths3,197 sq ft

Wet bar • Gas fireplace • Gourmet kitchen

1039 Kenleigh Cir, Winston Salem, NC 27106

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
* * ANOTHER NEW PRICE & SELLER IS MOTIVATED! PLUS $10k SELLER CONCESSIONS! Charming cottage nestled on 1.45+/- beautiful acres in convenient location close to shopping, dining, and everyday amenities! This well-maintained 2-bedroom, 1-bath home is full of character and ready for its new owner. Enjoy peace of mind with a new roof installed in 2024. Relax on the private deck, perfect for entertaining, or unwind on the screened side porch overlooking the spacious yard and mature landscaping. The storage building offers endless possibilities, including the potential to be transformed into a workshop, studio, or even a tiny home. Whether you're looking for your first home, a downsizing op

$269,900

2 beds1 bath1,301 sq ft

Private deck • Spacious yard • Screened side porch

3810 Yadkinville Rd, Winston Salem, NC 27106

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Fantastic home in a great location! This inviting property features a thoughtfully updated kitchen with quartz countertops, a new range and sink, a brass finish faucet and more! All selected to complement the home’s original charm. With 3 bedrooms and 3.1 baths, there is plenty of room to spread out. The main-level primary suite offers added convenience, while hardwood floors extend through most of the main level. Entertain in the spacious living room or work from home in the bright den. Flexible living spaces and abundant storage add versatility throughout. The large basement is ideal for guests, recreation, a home office, or possible secondary living space/rental. Outside, enjoy a l

$560,000

3 beds3.5 baths2,901 sq ft

Quartz countertops • Brass finish faucet • Bright den

817 Clovelly Rd, Winston Salem, NC 27106

ABOUT THIS HOME
Vintage Home for sale in 27106, NC:
Brick Ranch in Cedar Forest Estates in Winston Salem! Inside you'll find 3 bedrooms and 1 bath, along with an open-concept kitchen that flows seamlessly into the dining and living areas. The attached 2-car carport provides covered parking and easy access, while the full unfinished basement with its own exterior entrance. Offer Instructions are in the Agent Only Section. The electric meter has been removed and power is OFF. Septic records in MLS attachments.

$159,900

3 beds1 bath1,169 sq ft

Attached carport • Open-concept kitchen • Exterior entrance

4013 Avera Ave, Winston Salem, NC 27106

Property at 3035 Walnut Ave, Winston Salem, NC 27106, 4 beds, 2.5 baths

$449,500

4 beds2.5 baths2,503 sq ft

3035 Walnut Ave, Winston Salem, NC 27106

Property at 1023 Kearns Ave, Winston Salem, NC 27106, 5 beds, 2 baths

$529,900

5 beds2 baths1,989 sq ft

1023 Kearns Ave, Winston Salem, NC 27106

Property at 2117 N Peace Haven Rd, Winston Salem, NC 27106, 3 beds, 2 baths

$299,900

3 beds2 baths1,466 sq ft

2117 N Peace Haven Rd, Winston Salem, NC 27106

Property at 2921 Bittersweet Rd, Winston Salem, NC 27106, 4 beds, 2 baths

$289,900

4 beds2 baths1,719 sq ft

2921 Bittersweet Rd, Winston Salem, NC 27106

Property at 3340 York Rd, Winston Salem, NC 27106, 4 beds, 3.5 baths

$624,900

4 beds3.5 baths3,364 sq ft

3340 York Rd, Winston Salem, NC 27106

Property at 5150 Williamsburg Rd, Winston Salem, NC 27106, 3 beds, 1.5 baths

$255,000

3 beds1.5 baths1,359 sq ft

5150 Williamsburg Rd, Winston Salem, NC 27106

Property at 2345 Redbud Ln, Winston Salem, NC 27106, 2 beds, 1 bath

$217,500

2 beds1 bath938 sq ft

2345 Redbud Ln, Winston Salem, NC 27106

Property at 339 Petree Rd, Winston Salem, NC 27106, 2 beds, 2 baths

$215,000

2 beds2 baths1,169 sq ft

339 Petree Rd, Winston Salem, NC 27106

Property at 532 Polo Rd, Winston Salem, NC 27106, 3 beds, 2 baths

$249,900

3 beds2 baths1,337 sq ft

532 Polo Rd, Winston Salem, NC 27106

Property at 100 Malvern Ct, Winston Salem, NC 27106, 3 beds, 2 baths

$399,900

3 beds2 baths2,810 sq ft

100 Malvern Ct, Winston Salem, NC 27106

Property at 2832 Kensington Rd, Winston Salem, NC 27106, 4 beds, 3 baths

$649,000

4 beds3 baths2,720 sq ft

2832 Kensington Rd, Winston Salem, NC 27106

Property at 176 Endsley Ave, Winston Salem, NC 27106, 3 beds, 2 baths

$250,000

3 beds2 baths1,219 sq ft

176 Endsley Ave, Winston Salem, NC 27106

Property at 3915 Avera Ave, Winston Salem, NC 27106, 3 beds, 2 baths

$280,000

3 beds2 baths1,855 sq ft

3915 Avera Ave, Winston Salem, NC 27106

Property at 4285 Shattalon Dr, Winston Salem, NC 27106, 3 beds, 3 baths

$649,900

3 beds3 baths4,045 sq ft

4285 Shattalon Dr, Winston Salem, NC 27106

Property at 2701 Tudor Rd, Winston Salem, NC 27106, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths2,701 sq ft

2701 Tudor Rd, Winston Salem, NC 27106

Property at 3743 Crosland Rd, Winston Salem, NC 27106, 4 beds, 2 baths

$319,900

4 beds2 baths2,044 sq ft

3743 Crosland Rd, Winston Salem, NC 27106

Property at 4798 Pfaff Ln, Pfafftown, NC 27040, 3 beds, 2.5 baths

$378,900

3 beds2.5 baths2,704 sq ft

4798 Pfaff Ln, Pfafftown, NC 27040

Property at 3759 Reynolda Rd, Winston Salem, NC 27106

$250,000

Land2.06 acres (lot)

3759 Reynolda Rd, Winston Salem, NC 27106

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Based on information submitted to the MLS GRID as of Wed Aug 19 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 27106

There are currently 23 vintage homes for sale in 27106 at a median listing price of $375K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 27106 stay on the market for 46 days and receive 1 offers. This map is refreshed with the newest listings in 27106 every 15 minutes.

In the past month, 67 homes have been sold in 27106. In addition to houses in 27106, there were also 27 condos, 13 townhouses, and 1 multi-family unit for sale in 27106 last month. 27106 is a not walkable zip code in North Carolina with a Walk Score of 19. 27106 is home to approximately 42,751 people and 15,808 jobs. Find your dream home in 27106 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 27106 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27106. If you're looking to sell your home in the 27106 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27106 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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