$450,000
1259 W 4th St, Winston Salem, NC 27101
Turnkey investment opportunity in Winston-Salem’s historic West End! This fully furnished duplex has operated as a mid-term furnished rental since 2022 and as an Airbnb prior. Each unit offers 2 bedrooms, 1 full bath, and an in-unit washer and dryer. The upper/ground-level unit features central heating and air, while the lower unit is served by three mini-split systems, including a living room
Ashley Brimson Hedrick
Hillcrest Realty Group
$400,000
1803 Lomond St, Winston Salem, NC 27127
Reduced! Motivated sellers! Step into history at this thoughtfully & lovingly restored 1901 Early American Craftsman style Cape Cod. This gem blends turn-of-the-century character with modern luxury, featuring a renovated kitchen and designer baths. The highlight is the brand-new main-level primary suite (complete with a glorious dressing room / walk-in closet), offering a private retreat with
Jennifer Sapp
Howard Hanna Allen Tate - Winston Salem
$375,000
933 West St, Winston Salem, NC 27101
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
Jennifer Sapp
Howard Hanna Allen Tate - Winston Salem
$382,000
129 Devonshire Ave, Winston Salem, NC 27127
Mark Gentry
The Gentry Team
$250,000
321 S Green St, Winston Salem, NC 27101
Excellent investment opportunity in the heart of historic West Salem! This charming duplex offers two fully independent units, making it perfect for a savvy investor or an owner-occupant looking for a house-hack setup. Each well-designed unit features a 1-bedroom, 1-full-bath layout, complete with an independent kitchen and a dedicated laundry room. To maximize your rental readiness, both units
Jennifer Sapp
Howard Hanna Allen Tate - Winston Salem
$375,000
632 S Green St, Winston Salem, NC 27101
Welcome to this enchanting 1905 Farmhouse, nestled within the historic West Salem neighborhood! Striking a flawless balance between turn-of-the-century character and modern luxury, this home first welcomes you with a timeless rocking-chair front porch. Inside, discover breathtaking original hardwood floors, exquisite historic moldings, and multiple decorative-only original fireplaces. The heart
Jennifer Sapp
Howard Hanna Allen Tate - Winston Salem
$328,000
4981 Brian Center Ln, Winston Salem, NC 27106
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath residence in the sought-after Bethabara Trace community. Featuring a two-car garage and an inviting floor plan, this home offers the perfect blend of comfort and style. The main level boasts a formal dining room, spacious living room with a cozy gas-log fireplace, and luxury vinyl plank flooring throughout. The eat-in kitchen is
Gillian Barry Gifford Realty LLC
$225,000
785 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$215,000
754 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$1,799,000
2001 Georgia Ave, Winston Salem, NC 27104
Welcome to 2001 Georgia Avenue, where timeless character and modern living come together in the heart of Buena Vista. Set beneath a canopy of mature hardwoods on one of the neighborhood's larger homesites, this exceptional 7 bedroom, 5 bath residence offers nearly 8,000 square feet of historic living. The impressive great room features a dramatic wall of windows that fills the home with natural
Angela Hodges eXp Realty
$2,395,000
428 S Main St, Winston Salem, NC 27101
Welcome to one of Winston-Salem’s most historically significant residences. The Shaffner House remains a rare example of French Second Empire architecture & has long been recognized as a landmark property in Old Salem. Situated in one of the most picturesque historic districts on the East Coast, the home has been meticulously restored while preserving extraordinary original details. Highlights
Clare Fader Fader Real Estate at ERA Live Moore
$215,000
748 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$259,900
509 Washington Ave, Winston Salem, NC 27101
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. Its timeless architectural details are ready for your personal touch. The backyard offers a peaceful space to garden, relax, or entertain.Just a
Suzanne Hagan The Virtual Realty Group
$318,800
518 Cascade Ave, Winston Salem, NC 27127
Mod urban living in newly renovated 1953 Gem. Best location in eclectic Washington Park by Bull Creek Construction & Development! Hardwood floors throughout with so many vintage characteristics, yet modern Viking Appliances, clean WiFi, calm lighting, living room built-in cabinetry, dedicated coffee bar and island in kitchen. Furnished option available with easy bedroom(s)-work area-living
Dee Priddy Coldwell Banker Advantage
$49,900
0 Linda Cir Unit Lot 9, Winston-Salem, NC 27106
Discover a rare opportunity to build your dream home in a beautiful, well-established neighborhood just off Reynolda Rd. This wooded, sloped basement lot offers a serene setting surrounded by mature trees, providing natural privacy and peaceful atmosphere. Gentle slope is ideal for a basement-style home, allowing for creative design possibilities that blend seamlessly into the landscape. Small
Willette Roper Roper Triad Realty
$299,000
949 Hutton St, Winston Salem, NC 27101
PRICED BELOW APPRAISED VALUE! MOTIVATED SELLER! Charming historic Craftsman in West Salem, no HOA! This home showcases many classic details: a low-pitched gable roof w/ exposed rafter tails, a covered front porch w/ square columns and brick piers, high ceilings, & beautiful wood floors. Updated kitchen featuring butcher block countertops, a tiled backsplash, & a gas stove, as well as a renovated
Yamila Smith Keller Williams One
$549,000
155 Tar Branch Ct, Winston Salem, NC 27101
Arguably the most unique condo in the city. This freestanding historic building was constructed in the early 1900's as part of Indera Mills and sits on the National Historic Register. It served as the mill’s boiler room. History remains visible throughout: the iron circle on the courtyard wall is the original boiler door, the loft was once the catwalk used to access the boiler for maintenance,
Clare Fader Fader Real Estate at ERA Live Moore
$369,900
1 W 5th St Unit 204, Winston-Salem, NC 27101
List price includes a $10,000 Credit that Buyer can use toward closing costs, a mortgage rate buydown, or to lower price! Stunningly beautiful! Experience urban living at its finest in this stylish loft at historic One West Fifth Street. This 1925 building was thoughtfully converted to condominiums in 2003 & is ideally located in the heart of downtown Winston-Salem- close to Bailey Park, the
William Durham Berkshire Hathaway HomeServices Carolinas Realty
$219,000
719 S Green St, Winston Salem, NC 27101
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
Abby Atwell Keller Williams Realty Elite
$434,900
123 S Sunset Dr, Winston Salem, NC 27101
OPEN HOUSE @ SUNDAY 11AM TO 1PM 09-13-2026Classic 1925 bungalow with unbelievable charm and character — original hardwoods, trim, and windows, tall ceilings, a massive covered front porch. 3BR/2BA, 2,044 heated sq ft in a stellar location, primary bedroom on the main level. Newer main-level HVAC, central multi-zone cooling. Updated kitchen with SS appliances. Detached one-car garage plus
Jason Coleman eXp Realty
$205,500
315 N Spruce St Unit 301, Winston Salem, NC 27101
Downtown living at its finest awaits in this charming historic building! This beautifully maintained 1-bed, 1.5-bath features an open living & dining area. The well-appointed kitchen includes granite countertops, a convenient pass-through, and newer appliances (2021), all complemented by durable luxury vinyl plank flooring throughout. The generously sized bedroom offers ample closet space and a
David Wingler Red Bear Ventures LLC
$299,273
410 E Sprague St, Winston Salem, NC 27127
Stunningly preserved residence located in the Historic Sunnyside District! This home features contemporary amenities while retaining its historic charm. It has been meticulously restored and includes modern appliances such as a natural gas range, a dishwasher, and a refrigerator and freezer that remain with the property. The kitchen is equipped with all-wood cabinets and under-cabinet lighting.
Jonathan Inman Carolina Farms & Homes - King
$225,000
784 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$319,000
101 N Chestnut St Unit 4, Winston Salem, NC 27101
Experience the heartbeat of the city from this exceptional studio in the historic Albert Hall. This loft merges industrial character-exposed brick, 14-foot ceilings, and maple floors-with modern convenience. Featuring a large kitchen, cozy sunroom, and the rare luxury of three secure parking spaces, this is downtown living refined. Walkability is unmatched, with the best of the city's arts,
Charlie Watkins Leonard Ryden Burr Real Estate
$250,000
3252 S Main St, Winston Salem, NC 27127
Full of timeless character and thoughtful updates, this charming home offers the perfect blend of historic appeal and modern peace of mind. Major improvements have already been completed, including extensive electrical upgrades performed just a few years ago, along with a recently replaced roof, allowing you to focus on enjoying your new home instead of costly repairs. Inside, you'll find
Nathaniel Birdsong Salem Realty
$215,000
760 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$174,000
796 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$280,500
707 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$204,000
790 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$215,000
778 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
$409,900
523 W 1st St, Winston Salem, NC 27101
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
Abby Atwell Keller Williams Realty Elite
$50,000
00 Queens Grant Rd, Winston-Salem, NC 27106
Build your dream home on this beautiful wooded corner lot just minutes from historic Historic Bethania. Located off Bethania Road, this ±0.75 acre tract sits elevated above the road, creating the perfect setting for a private homesite with great curb appeal. The property is fully wooded, giving you the flexibility to preserve as much natural privacy and character as you’d like while designing
Chase Melton Realty One Group Results
$95,000
408 Townley St, Winston Salem, NC 27103
Nestled in the charming and historic Hanestown area, this lot located at 408 Townley St. offers a unique opportunity for savvy investors or businesses looking to establish a presence in a quaint yet vibrant part of Winston-Salem. This flat parcel of land boasts a generous size of .23 acre, providing ample space for development. Hanestown is known for its welcoming atmosphere and community-focused
John Mooney Hubbard Realty
$334,900
112 Gloria Ave, Winston Salem, NC 27127
Nestled on one of the most coveted streets in Historic Washington Park, this delightful Victorian cottage beautifully blends timeless elegance with thoughtful modern updates. The level, fenced backyard—complete with convenient alley parking—creates an inviting retreat, perfect for relaxed afternoons or lively outdoor gatherings. Inside, a tastefully updated kitchen showcases granite countertops,
Charlie Watkins Leonard Ryden Burr Real Estate
$450,000
818 Carolina Ave, Winston Salem, NC 27101
In the historic West End, 818 Carolina Avenue offers a rare alternative: the chance to own a "newer" home. Built in 1992 and finished in classic brick, the house pairs the enduring character of its surroundings with the ease of more recent construction. Two features, both hard to find in this neighborhood: the primary suite is generously proportioned, and the two-car garage is a convenience few
Clare Fader Fader Real Estate at ERA Live Moore
$400,000
220 Tar Branch Ct Unit 220, Winston Salem, NC 27101
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
Kristen Bodford Keller Williams Realty Elite
$420,000
1037 W End Blvd, Winston Salem, NC 27101
Historic character meets effortless living in the heart of Winston-Salem’s highly coveted West End Historic District. Situated on a rare and generous 0.33-acre lot, this iconic ~1920 home offers over 3,000 square feet of timeless architectural detail and generous living spaces.Step inside to discover classic hardwood flooring, soaring high ceilings, expansive windows filling the home with
Christine Barnes Mark Spain Real Estate
$225,000
118 & 120 S Poplar St, Winston-Salem, NC 27101
Conveniently located to downtown Winston and Atrium Health Wake Forest Baptist Medical Center, 118 and 120 S. Poplar St. is a brick duplex with each unit containing 1 bed, 1 bath, and laundry in the Holly Ave. Historic District.AS-IS investment property for rental or Airbnb potential.Long term tenant occupies unit 118 and is NOT available for viewing without 24 hr. notice, PLEASE be
Donald Carroll Leonard Ryden Burr Real Estate
$315,000
440 Granville Dr, Winston Salem, NC 27101
Steeped in early-20th-century charm, this 1930 brick bungalow captures the timeless soul of historic West Salem. Frame-worthy from the curb, its defining feature is a sprawling, wraparound front porch—an inviting outdoor living room engineered for cool Carolina evenings, leisurely neighborhood waves, and slow morning coffees. Beyond the solid masonry facade, period architectural craftsmanship
Roy Ellis Compass Carolinas, LLC
$215,000
742 Linden Green Way, Winston-Salem, NC 27106
LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address
Sally McGuire Hillsdale Real Estate Group
Showing Results 1 - 40, Page 1 of 2
The median home sale price in Winston-Salem, NC is $285,000, up 4% year-over-year. Homes in Winston-Salem sell in 45 days on average, compared to the national average of 55 days.
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Median Sale Price
$285,000
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Median Single Family Sale Price
$301,000
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Median Townhouse Sale Price
$240,750
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Median 2 Bedroom Sale Price
$194,000
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Median 1 Bedroom Sale Price
$145,900
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Average Price Per Sq Ft
$176
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Number of Homes for Sale
49
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Last 12 months Home Sales
2,622
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Months of Supply
3.80
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Median List Price
$300,000
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Median Change From 1st List Price
2%
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Median Home Sale Price YoY Change
4%
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Winston-Salem draws buyers with its blend of historic homes, thriving arts scene, and family-friendly neighborhoods.
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