Cheap homes for sale & real estate in 27111, NC

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ABOUT THIS HOME
Cheap Home for sale in 27111, NC:
Rare find in Winston-Salem's historic Holly Avenue neighborhood-this beautifully updated 1923 bungalow delivers character, flexibility & income potential. Live in it as a stunning single-family home or make it a live-in investment w/ built-in rental income. Main level shines with soaring ceilings, hardwoods, gas FP, separate dining room & sun drenched updated kitchen. Primary suite features a freestanding soaking tub & separate tile shower. Half bath & laundry w/ W & D included. Upstairs: a fully self-contained apartment w/ private entrance, living room, kitchen, 2 bedrooms, full bath w/ clawfoot tub & washer & dryer-ready to rent from day one, host

$409,900

3 beds3 baths2,215 sq ft

523 W First St, Winston Salem, NC 27101

Off street parking • Fenced yard • Private entrance

NEW CONSTRUCTION

ABOUT THIS HOME
Cheap Home for sale in 27111, NC:
Beautiful New Construction with Elevated Finishes, Smart Home Technology, and Modern Comfort! The Whitfield offers 3 bedrooms and 2.5 baths with a thoughtfully designed open-concept layout that seamlessly connects the living room and kitchen—ideal for everyday living and entertaining. The kitchen features a spacious island, quartz countertops, and stainless-steel appliances, including the refrigerator. Upstairs, the spacious primary suite features a private bath with a tiled walk-in shower, accompanied by two additional bedrooms and a full bath. Enjoy added convenience and peace of mind with a complete smart home and security system, including one year of premium service. Quality fini

$215,000

3 beds2.5 baths1,200 sq ft

2033 E 14th St, Winston-salem, NC 27105

Spacious island • Quartz countertops • New construction

OPEN TODAY, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in 27111, NC:
Huge price reduction! This delightful 2 bedroom bungalow in West Salem is so full of charm you have to visit to experience. Enjoy downtown living but with your own private retreat with a fenced back yard, front porch swing, large deck for entertaining, and an outbuilding with electric that has been used as a home office! This adorable move in ready 2 bedroom, 1 bathroom home offers fresh paint, lvp flooring throughout, a tiled shower, paid off solar panels, and washer/dryer and fridge. List of updates attached!

$249,500

2 beds1 bath828 sq ft

800 W Academy St, Winston Salem, NC 27101

Large deck • Front porch swing • Fenced back yard

FLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in 27111, NC:
Superb 2BR/2BA one-level residence near Bailey Park and the Innovation Quarter -- located in one of downtown's most charming buildings! Home to the Charles Department Store for decades, this iconic building was renovated into condominiums in 2003 and features a lobby with the original grand staircase leading up to a mezzanine-level common area; Inside, the open/airy interior offers all modern amenities combined with original exposed brick walls and high ceilings; Art gallery-style hallway leads to the great room -- containing the island-style kitchen, dining and living areas; Lovely primary suite with private bathroom and lots of closets; Second bedroom with skylight has direct access to th

$399,900

2 beds2 baths1,362 sq ft

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

Exposed brick walls • One level residence • Island style kitchen

ABOUT THIS HOME
Cheap Home for sale in 27111, NC:
Charming bungalow in the heart of Winston Salem! This 2 bedroom 1 bath home has been completely updated! This home features new luxury vinyl plank flooring throughtout, new kitchen cabinets & appliances and updated bathroom! you will love sitting on the back deck relaxing, overlooking the large back yard. This home is part of the CIty of Winston Salem Affordable Housing Development and buyers must qualify for the program. Agents see attachments for guidlines

$130,000

2 beds1 bath800 sq ft

2206 Dunbar St, Winston Salem, NC 27105

Large back yard • Back deck • 5,227 sq ft lot

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 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 805 Salem Pointe Ln, Winston Salem, NC 27101, 2 beds, 1.5 baths

$189,000

2 beds1.5 baths1,142 sq ft

805 Salem Pointe Ln, Winston Salem, NC 27101

Property at 619 Laurel St, Winston Salem, NC 27101, 2 beds, 1 bath

$241,900

2 beds1 bath847 sq ft

619 Laurel St, Winston Salem, NC 27101

Property at 1224 W 1st St, Winston Salem, NC 27101, 4 beds, 2 baths

$405,000

4 beds2 baths1,896 sq ft

1224 W 1st St, Winston Salem, NC 27101

Property at 203 W Bank St, Winston Salem, NC 27101, 2 beds, 2 baths

$315,000

2 beds2 baths1,323 sq ft

203 W Bank St, Winston Salem, NC 27101

Property at 1444 W 4th St, Winston Salem, NC 27101, 5 beds, 3 baths

$380,000

5 beds3 baths2,254 sq ft

1444 W 4th St, Winston Salem, NC 27101

Property at 1 W 5th St #102, Winston Salem, NC 27101, 2 beds, 2 baths

$424,900

2 beds2 baths2,101 sq ft

1 W 5th St #102, Winston Salem, NC 27101

Property at 1011 Thurmond St, Winston Salem, NC 27105, 3 beds, 2.5 baths

$249,900

3 beds2.5 baths1,451 sq ft

1011 Thurmond St, Winston Salem, NC 27105

Property at 315 Spruce St N #301, Winston Salem, NC 27101, 1 bed, 1.5 baths

$205,500

1 bed1.5 baths818 sq ft

315 Spruce St N #301, Winston Salem, NC 27101

Property at 309 Beaumont St, Winston Salem, NC 27101, 3 beds, 1 bath

$219,000

3 beds1 bath1,258 sq ft

309 Beaumont St, Winston Salem, NC 27101

Property at 613 N Dunleith Ave, Winston Salem, NC 27101, 2 beds, 2 baths

$285,500

2 beds2 baths— sq ft

613 N Dunleith Ave, Winston Salem, NC 27101

Property at 1111 S Marshall St #364, Winston Salem, NC 27101, 1 bed, 1 bath

$209,900

1 bed1 bath731 sq ft

1111 S Marshall St #364, Winston Salem, NC 27101

Property at 1607 N Cleveland Ave, Winston Salem, NC 27105, 3 beds, 2.5 baths

$231,000

3 beds2.5 baths1,735 sq ft

1607 N Cleveland Ave, Winston Salem, NC 27105

Property at 605 N Dunleith Ave, Winston Salem, NC 27101, 2 beds, 2 baths

$165,500

2 beds2 baths— sq ft

605 N Dunleith Ave, Winston Salem, NC 27101

Property at 209 Tanners Mill Ct, Winston Salem, NC 27101, 2 beds, 2.5 baths

$287,500

2 beds2.5 baths1,299 sq ft

209 Tanners Mill Ct, Winston Salem, NC 27101

Property at 852 N Cameron Ave, Winston Salem, NC 27101, 3 beds, 2.5 baths

$274,900

3 beds2.5 baths2,000 sq ft

852 N Cameron Ave, Winston Salem, NC 27101

Property at 0 N Cleveland Ave, Winston-salem, NC 27105

$26,000

Land6,534 sq ft (lot)

0 N Cleveland Ave, Winston-salem, NC 27105

Property at 0 N Cameron Ave, Winston Salem, NC 27101

$14,000

Land5,227 sq ft (lot)

0 N Cameron Ave, Winston Salem, NC 27101

Property at 1631 Ardsley St, Winston Salem, NC 27103

$175,000

Land1.36 acres (lot)

1631 Ardsley St, Winston Salem, NC 27103

Property at 643 W Northwest Blvd, Winston-salem, NC 27101

$35,000

Land0.23 acre (lot)

643 W Northwest Blvd, Winston-salem, NC 27101

Property at 1022 Rundell St, Winston Salem, NC 27105

$21,500

Land7,840 sq ft (lot)

1022 Rundell St, Winston Salem, NC 27105

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Based on information submitted to the MLS GRID as of Sun Oct 11 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.

Cheap Homes for Sale in 27111

There are currently 68 cheap 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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