27101, NC homes for sale & real estate

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ABOUT THIS HOME
27101, NC Homes for Sale
Welcome to the timeless charm of Historic West Salem. Thoughtfully painted in authentic Craftsman colors, this home is rich with original character, featuring original hardwood floors, classic millwork, vintage doors, and a spacious front porch but updated with newer windows, roof, and brand new HVAC system 10/2026! Its timeless architectural details are ready for your personal touch. The backyard offers a peaceful space to garden, relax, or entertain. Walk to restaurants, boutiques, and the rich history of Old Salem; the best of city living with the comfort and privacy of an established neighborhood. Downtown Winston-Salem, major medical centers, and public transportation are just minutes

$259,900

2 beds1 bath1,110 sq ft

509 Washington Ave, Winston Salem, NC 27101

Vintage doors • Spacious front porch • Classic millwork

ABOUT THIS HOME
27101, NC Homes for Sale
Experience urban living at its finest in this stylish loft at historic One West Fifth Street. The 1925 Charles Building was thoughtfully converted to condominiums in 2003 & is ideally located in the heart of downtown Winston-Salem- close to Bailey Park, the Innovation Quarter, Trade Street, restaurants, entertainment, and cultural attractions. The open-concept interior blends modern convenience with historic character and features exposed brick, 16' ceilings, many built-ins, hardwood floors, and abundant natural light provided by new, oversized windows [2025] with remote-control shades! The spacious great room includes a lovely kitchen with bar seating, and a flexible living/din

$359,900

2 beds1 bath1,224 sq ft

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

Exposed brick • 16 ceilings • Hardwood floors

ABOUT THIS HOME
27101, NC Homes for Sale
OPEN HOUSE SAT. 11/7 from 1-3PM * * PRICE IMPROVEMENT * * MOVE IN READY!! Schedule your showing today to see this beautiful 4-bed, 2.5-bath home with a 2-car garage. This home offers spacious living areas, generously sized bedrooms, and ample closet space. The kitchen features stainless steel appliances, including a refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included! * Seller is including a one-year home warranty to the buyer at no additional cost to the buyer!! * Updates include roof(2022), water heater(2025), and flooring(2024) throughout the first floor. Enjoy the updated great room fan, stylish chandeliers in the dining and breakfas

$354,900

4 beds2.5 baths2,826 sq ft

4586 Ramseur Dr, Winston Salem, NC 27101

Pergola • Fenced-in backyard • Stylish chandeliers

3D WALKTHROUGH

ABOUT THIS HOME
27101, NC Homes for Sale
Welcome home to 933 West Street, a beautifully restored 1920s colorful jewel nestled in the historic Granville Place neighborhood near Old Salem! This charming home perfectly blends timeless early 20th-century craftsmanship with high-end modern upgrades. Inside, the original hardwood floors have been masterfully refinished, and a crisp, fresh coat of modern paint (and a few carefully selected wallpaper touches) brightens every room. The gourmet kitchen and refined bathrooms feature upscale contemporary finishes. Essential mechanical updates bring peace of mind, including an updated electrical system, gas water heater, and completely modernized heating and cooling. Step outside to enjoy the

$359,000

3 beds1.5 baths1,625 sq ft

933 West St, Winston Salem, NC 27101

Refined bathrooms • Gourmet kitchen • Restored 1920s jewel

FLOOR PLAN

ABOUT THIS HOME
27101, NC Homes for Sale
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

Property at 4693 Kellys Trail Ct, Winston Salem, NC 27101, 3 beds, 2 baths

$485,000

3 beds2 baths2,208 sq ft

4693 Kellys Trail Ct, Winston Salem, NC 27101

Property at 769 Morris Rd, Winston Salem, NC 27101, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths3,170 sq ft

769 Morris Rd, Winston Salem, NC 27101

Property at 4609 Stanley Ct, Winston Salem, NC 27101, 3 beds, 2 baths

$299,900

3 beds2 baths1,433 sq ft

4609 Stanley Ct, Winston Salem, NC 27101

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

$294,900

3 beds1 bath1,503 sq ft

949 Hutton St, Winston Salem, NC 27101

Property at 946 Waterworks Rd, Winston-salem, NC 27101, 4 beds, 2.5 baths

$275,990

4 beds2.5 baths2,014 sq ft

946 Waterworks Rd, Winston-salem, NC 27101

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

$229,500

1 bed1 bath712 sq ft

836 Oak St #306, Winston Salem, NC 27101

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

$350,000

5 beds3 baths2,254 sq ft

1444 W 4th St, Winston Salem, NC 27101

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

$234,900

2 beds1 bath1,030 sq ft

725 S Green St, Winston Salem, NC 27101

Property at 558 Kinard Dr, Winston Salem, NC 27101, 3 beds, 1 bath

$175,000

3 beds1 bath1,008 sq ft

558 Kinard Dr, Winston Salem, NC 27101

Property at 5069 Wrangler Dr, Winston Salem, NC 27101, 3 beds, 2 baths

$265,000

3 beds2 baths1,288 sq ft

5069 Wrangler Dr, Winston Salem, NC 27101

$275,990

4 beds2.5 baths2,014 sq ft

946 Waterworks Rd, Winston Salem, NC 27101

Listing provided by Zillow

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 3709 Signet Dr, Winston Salem, NC 27101, 3 beds, 2 baths

$265,000

3 beds2 baths1,550 sq ft

3709 Signet Dr, Winston Salem, NC 27101

Property at 934 Waterworks Rd, Winston Salem, NC 27101, 4 beds, 3 baths

$265,888

4 beds3 baths1,774 sq ft

934 Waterworks Rd, Winston Salem, NC 27101

Listing provided by Zillow

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 405 Spring Lake Farm Cir, Winston Salem, NC 27101, 4 beds, 4 baths

$530,000

4 beds4 baths2,539 sq ft

405 Spring Lake Farm Cir, Winston Salem, NC 27101

Property at 4730 Michaels Trl, Winston Salem, NC 27101, 4 beds, 3.5 baths

$574,900

4 beds3.5 baths4,229 sq ft

4730 Michaels Trl, Winston Salem, NC 27101

Property at 926 Waterworks Rd, Winston Salem, NC 27101, 4 beds, 3 baths

$265,990

4 beds3 baths1,774 sq ft

926 Waterworks Rd, Winston Salem, NC 27101

Property at 400 W 4th St #504, Winston Salem, NC 27101, 2 beds, 2.5 baths

$649,900

2 beds2.5 baths1,716 sq ft

400 W 4th St #504, Winston Salem, NC 27101

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 400 W 4th St #508, Winston Salem, NC 27101, 2 beds, 2.5 baths

$749,900

2 beds2.5 baths1,996 sq ft

400 W 4th St #508, 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 3334 Old Greensboro Rd, Winston Salem, NC 27101, 3 beds, 1 bath

$168,100

3 beds1 bath960 sq ft

3334 Old Greensboro Rd, Winston Salem, NC 27101

Property at ESSEX Plan, Winston Salem, NC 27101, 4 beds, 2.5 baths

$289,990

4 beds2.5 baths2,014 sq ft

ESSEX Plan, Winston Salem, NC 27101

Listing provided by Zillow

Property at DUPONT Plan, Winston Salem, NC 27101, 4 beds, 3 baths

$279,990

4 beds3 baths1,774 sq ft

DUPONT Plan, Winston Salem, NC 27101

Listing provided by Zillow

Property at 396 Gaither Rd, Winston Salem, NC 27101, 4 beds, 3 baths

$135,000

Land7.67 acres (lot)

396 Gaither Rd, Winston Salem, NC 27101

Property at 00 Reidsville Rd, Winston Salem, NC 27101

$799,000

Land3.69 acres (lot)

00 Reidsville Rd, Winston Salem, NC 27101

Property at 635 Glenbrook Dr, Winston-salem, NC 27101

$19,900

Land9,583 sq ft (lot)

635 Glenbrook Dr, Winston-salem, NC 27101

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 0 Dilworth St, Winston-salem, NC 27101

$38,000

Land0.48 acre (lot)

0 Dilworth St, Winston-salem, NC 27101

Property at 3717 Turret Ct NE, Winston Salem, NC 27101

$47,500

Land0.47 acre (lot)

3717 Turret Ct NE, Winston Salem, NC 27101

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

$35,000

Land0.23 acre (lot)

643 W Northwest Blvd, Winston-salem, NC 27101

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Based on information submitted to the MLS GRID as of Wed Nov 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.

Average home prices near 27101, NC

Cities

Zip Codes

27101, NC real estate trends

All Home Types trends in 27101, NC

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$261,866

-11.2% YoY | Oct 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2026

Growth

% YoY

27101, NC

$261,866

-11.2%

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874

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* Data from the last year

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