Downtown Winston-Salem, NC homes for sale & real estate

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NEW 16 HRS AGO

401 E 4th St #206, Winston-salem, NC 27101
401 E 4th St #206, Winston-salem, NC 27101
401 E 4th St #206, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Located in the downtown Innovation Quarter PLL is a local landmark property that was converted to condos in 2006. Local landmark status gives the property owner a 50% property tax deferment per year. This unit is located in the 1899 section of the building and features historic preserved brick walls, windows, post and beam construction. There is a mix of original and newer wood floors. This spacious unit was originally designed by the owner with upgraded finishes to the kitchen and baths. Amenities include #27 storage unit across the hall, a primary and secondary parking space, fitness center with sauna and steam rooms, and a roof top terrace with spectacular views of downtown. This thrivin

$499,900

2 beds2 baths1,729 sq ft

401 E 4th St #206, Winston-salem, NC 27101

$463 HOA • Garage • Very walkable

712 N Chestnut St, Winston-salem, NC 27101
712 N Chestnut St, Winston-salem, NC 27101
712 N Chestnut St, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Beautifully updated 3BR/2BA townhome located in one of Winston Salem's most vibrant and walkable neighborhoods. This move-in ready townhome features a spacious, open layout with modern updates, hardwood floors, and upscale charm throughout. Enjoy a stylish kitchen, a covered front porch, two full baths and generous bedrooms. Located just minutes from Bailey Park, Innovation Quarter, Wake Forest, Salem Lake and the Arts District. Easy access to top restaurants, breweries, downtown greenways and major highways. Walk, bike, or drive - everything you need is just minutes away. Perfect for first-time buyers, investors, or downsizers seeking comfort, convenience, and character in the heart of the

$310,000

3 beds2 baths1,300 sq ft

712 N Chestnut St, Winston-salem, NC 27101

2,178 sq ft lot • $55 HOA • Very walkable

315 N Spruce St #307, Winston-salem, NC 27101
315 N Spruce St #307, Winston-salem, NC 27101
315 N Spruce St #307, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Perched on the third floor of this condo offers breathtaking views of downtown Winston-Salem. Could be used as an Airbnb. Large living area that includes a dinette area. The updated kitchen features light cabinetry, granite countertops, and a modern open layout perfect for entertaining. The spacious primary suite boasts an oversized living area filled with natural light, walk in shower and dual sink vanity in the on suite bath. A dedicated office space provides the perfect space to work from home or host private meetings. You'll also find impressive storage for condo of this size. The HVAC was replaced in 2019 offering Peace of Mind. Located in the heart of downtown you're just steps away f

$239,000

1 bed1.5 baths939 sq ft

315 N Spruce St #307, Winston-salem, NC 27101

0.34 acre lot • $317 HOA • Very walkable

523 W First St, Winston-salem, NC 27101
523 W First St, Winston-salem, NC 27101
523 W First St, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Prime investment opportunity in the historic Holly Avenue District of Downtown Winston-Salem! This charming 1923 bungalow offers 3 bedrooms, 2 full baths, and 2 half baths. The main level features a primary suite with freestanding tub and separate shower. Upstairs includes a private-entry apartment-style space with kitchen, combo 1/2 bath, and laundry—perfect for rental income, Airbnb, or guest suite. The main kitchen features granite countertops, gas range with Stainless Steel hood, subway tile backsplash, and tile flooring. Additional highlights include a gas log fireplace, French doors to the dining room, spacious front porch, private fenced yard, gravel driveway, and on-street par

$430,000

3 beds3 baths2,200 sq ft

523 W First St, Winston-salem, NC 27101

3,484 sq ft lot • Very walkable

315 N Spruce St #106, Winston-salem, NC 27101
315 N Spruce St #106, Winston-salem, NC 27101
315 N Spruce St #106, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Downtown living is ready for you in this historic building! Spacious atrium areas greet you on entry to this 1 bedroom, 1.5 bath unit. Large living room/dining combo featuring kitchen with granite countertops, pass through and newer appliances! Well appointed bedroom with large closet and en suite bath with double vanity, and separate shower room. One of very few units with exterior access to enclosed alley patio. Enjoy downtown living with plenty of restaurants, shopping, retail, and more just steps away! Schedule your showing today! * * SEE AGENT ONLY REMARKS * *

$279,000

1 bed1.5 baths893 sq ft

315 N Spruce St #106, Winston-salem, NC 27101

$286 HOA • Very walkable

Property at 1 Park Vista Ln, Winston-salem, NC 27101, 3 beds, 3.5 baths

$2,099,000

3 beds3.5 baths3,235 sq ft

1 Park Vista Ln, Winston-salem, NC 27101

Property at 530 N Trade St #407, Winston-salem, NC 27101, 1 bed, 1.5 baths

$395,000

1 bed1.5 baths1,122 sq ft

530 N Trade St #407, Winston-salem, NC 27101

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Nearby homes that match your criteria

NEW 15 HRS AGO

836 Oak St, Winston-salem, NC 27101
836 Oak St, Winston-salem, NC 27101
836 Oak St, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Don't miss this sleek condo in one of my favorite buildings in Downtown - The Exchange at Oak Street! Located within easy walking distance to dining, shopping, the Arts District, breweries, a distillery, theaters, & music venues. Minutes to schools/universities, hospitals, & main highways. Recent updates include engineered wood flooring (2018), heat pump & refrigerator (2021), W & D (2023), bath & kitchen fixtures - just to name a few. Truly move-in ready, all appliances remain! Gated parking with no restriction on number of vehicles. One deeded covered parking space included, as well as a secure storage area. Other community features: elevator, gym, dog park, gril

$325,000

2 beds2 baths1,048 sq ft

836 Oak St, Winston-salem, NC 27101

$325 HOA • Garage • Very walkable

810 W 4th St #304, Winston-salem, NC 27101
810 W 4th St #304, Winston-salem, NC 27101
810 W 4th St #304, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Experience the perfect blend of modern comfort and urban convenience in this stylish 1BR/1BA condo located in the desirable West End of Winston-Salem. Situated just a short walk from local restaurants, green spaces, and entertainment venues, this bright and airy home offers an inviting retreat in the middle of it all. Large windows fill the open-concept living space with natural light, while engineered wood floors add a sleek, contemporary touch. The thoughtfully designed interior features a generous walk-in closet with custom shelving, a desk area, a luxurious tiled shower, and a private patio that opens onto a peaceful courtyard—plus a skyline view from the balcony for a touch of ci

$265,000

1 bed1 bath720 sq ft

810 W 4th St #304, Winston-salem, NC 27101

$286 HOA • Very walkable

836 Oak St #301, Winston-salem, NC 27101
836 Oak St #301, Winston-salem, NC 27101
836 Oak St #301, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Enjoy downtown living in the modern rustic perfection of the Exchange at Oak Street! Ideal location near downtown restaurants, entertainment, nightlife and the arts district. Spacious 1bd 1ba tobacco loft built in the 1920s features exposed brick, original wood, high ceilings with massive beams, and city views through over-sized windows. Gourmet kitchen with stainless and granite, luxurious bath, large walk-in closet, in-unit laundry, and basement storage space. Quiet community offers a dog park, workout facility, covered porch, grilling patio, and bike racks. Gated with secure access.

$229,900

1 bed1 bath750 sq ft

836 Oak St #301, Winston-salem, NC 27101

$229 HOA • Very walkable

OPEN SUN, 2PM TO 4PM

381 Green St N, Winston-salem, NC 27101
381 Green St N, Winston-salem, NC 27101
381 Green St N, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
FULLY FURNISHED Luxury 3 level downtown condo beautifully updated and decorated with private entrance on Green Street and access to second floor entrance from garage secure garage entrance. Spacious rooms with high ceilings and lots of natural light. Kitchens and baths have quartz countertops and gorgeous tile backsplash in the kitchen with newer cabinetry and appliances including a high end Bosh dishwasher. Both bedrooms have large walk-in closets and ensuite baths. The condo comes furnished with a washer/dryer. You'll love all the extras that come with living downtown, including covered garage parking, a gorgeous landscaped courtyard with grill and outdoor seating, lobby off 4th street an

$329,900

2 beds2 baths1,129 sq ft

381 Green St N, Winston-salem, NC 27101

$447 HOA • 2 garage spots • Very walkable

523 Summit St, Winston-salem, NC 27101
523 Summit St, Winston-salem, NC 27101
523 Summit St, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Presenting THE HISTORIC 1912 PEPPER-MCCLUNG HOUSE in West End. .. an exceptional opportunity to own one of the neighborhood’s grandest homes. Carefully preserved, this residence features SOARING 13.5-foot ceilings, 11-foot pocket doors, and ELEGANT TRANSOM WINDOWS that highlight the TIMELESSNESS of its design. The perfect stately home or a unique commercial property, 523 Summit offers a stunning double leaf entry, a welcoming wraparound porch, and beautiful LEADED GLASS DETAIL WORK. Inside, the oversized rooms are filled with natural light from immense window, and are complemented by beautiful tiger oak woodwork throughout. EXPERIENCE THE MAGNIFICENCE of a location on West End’s

$1,095,000

5 beds4 baths4,763 sq ft

523 Summit St, Winston-salem, NC 27101

0.46 acre lot • Very walkable

389 N Green St #106, Winston-salem, NC 27101
389 N Green St #106, Winston-salem, NC 27101
389 N Green St #106, Winston-salem, NC 27101
ABOUT THIS HOME
Downtown Winston-Salem, NC Homes for Sale
Enjoy all the amenities that downtown Winston-Salem has to offer from the heart of the city – West End Village. This well-maintained, contemporary condo boasts an open concept in the expansive living room that is open to the kitchen with solid surface counters, SS appliances and beautiful hardwood flooring. Upstairs you will find the extraordinary primary suite with walk-in closet, ensuite bath and convenient laundry. Ground level affords the guest suite with ensuite bath and walk-in closet. FRESH PAINT throughout, professionally cleaned carpet. Easy access to I-40, walk to the ballpark, favorite restaurants, art district and downtown shops. Great outdoor space with courtyard. There a

$289,900

2 beds2 baths1,170 sq ft

389 N Green St #106, Winston-salem, NC 27101

$461 HOA • 2 garage spots • Very walkable

Property at 72 West End Blvd #3, Winston-salem, NC 27101, 1 bed, 1 bath

$215,000

1 bed1 bath825 sq ft

72 West End Blvd #3, Winston-salem, NC 27101

Property at 407 Summit St, Winston-salem, NC 27101, 5 beds, 2 baths

$774,900

5 beds2 baths3,267 sq ft

407 Summit St, Winston-salem, NC 27101

Average home prices near Downtown Winston-Salem, NC

Cities

Neighborhoods

East Winston homes for sale
$159,950
Southwest Winston-Salem homes for sale
$364,900
Southeast Winston-Salem homes for sale
$185,000
Ardmore homes for sale
$384,900
West End homes for sale
$606,950
West Highlands homes for sale
$694,950
Reynolda homes for sale
$389,000
Buena Vista homes for sale
$744,500
Washington Park homes for sale
$430,000
Northwest Winston-Salem homes for sale
$659,500

Downtown Winston-Salem, NC real estate trends

All Home Types trends in Downtown Winston-Salem, NC

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$562,500

-7.0% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Downtown Winston-Salem, NC

$562,500

-7.0%

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