The five highest-priced home sales reported in the Winston-Salem metro area for the week ending October 18, 2026, came to a combined $4.62 million. Three were in Winston Salem, one was in Kernersville and one was in Denton, spread across Forsyth, Guilford and Randolph counties. The group runs from a home built in 1965 to one built in 2025, and from a townhouse on a small city lot to a rural property in Randolph County.
No. 1 — $1,008,000 · 178 Woodmark Ct, Winston Salem, North Carolina
The week’s highest price went to an end-unit townhouse in Highland Park in Winston Salem, a brick home built in 2008 that sold for $1,008,000. Inside, millwork sets the tone. The dining room has a coffered ceiling and wainscoting, and the living room pairs built-in shelving and a gas-log fireplace with two pairs of French doors leading out to the patio. The kitchen has an island, a pantry, bar-top seating and a breakfast nook.
The primary suite is on the main level and has its own access to the patio, along with a walk-in closet and a bath with two vanities, a tiled shower and a soaking tub. A bonus room is upstairs, and the two other bedrooms each have their own bath. In all, the two-story home has three bedrooms, four bathrooms and 3,695 square feet, plus a two-car garage with built-in storage. The property last sold for $555,000 in 2011.
The home went under contract seven days after it was listed and sold for $110,500 above its asking price of $897,500. Kristin Bennett Wooten of Leonard Ryden Burr Real Estate was the listing agent, and Jessica Carrigan of RE/MAX Revolution represented the buyer.
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No. 2 — $991,387 · 3066 Scarlet Tanager Dr, Winston Salem, North Carolina
The newest home in this Top 5 is a new-construction home in Brookberry Farm in Winston Salem, built in 2025 and sold for $991,387. The two-story brick home has four bedrooms, four bathrooms and 3,273 square feet on 0.45 acres. Its great room has a fireplace, the floors are engineered hardwood and tile, and there is an attached two-car garage. The community has a pool.
Judy Snyder of Berkshire Hathaway HomeServices Carolinas Realty was the listing agent, and Allen Smith of LEGACY Realty NC represented the buyer.
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No. 3 — $902,000 · 7613 Calmeria Ct, Kernersville, North Carolina
In Arbor Run in Kernersville, the only Guilford County sale of the week, a brick home built in 2012 on 1.20 acres sold for $902,000. The great room has built-in cabinets and bookshelves, surround sound and a gas fireplace finished with a stone surround and a wood mantel. The eat-in kitchen has a large island with seating, a breakfast nook, a wine rack and a walk-in pantry.
The primary suite and a second bedroom are on the main level. The suite has a walk-in closet and a bath with dual vanities, a garden tub and a walk-in tile shower. Upstairs are the other two bedrooms, one with its own bath, along with an office with French doors and two bonus rooms. The home has four bedrooms, four bathrooms and 4,345 square feet, and its three-car garage is the largest in this Top 5.
The property also has a screened four-season porch, a stamped concrete patio, mature landscaping and a treehouse. Arbor Run has a community pool, a clubhouse, tennis courts and ponds. The property last sold for $85,000 in 2012.
The home went under contract three days after it was listed and sold just above its asking price of $899,900. Matthew Millaway of eXp Realty was the listing agent, and Suweena Edirisinghe of Realty One Group Results represented the buyer.
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No. 4 — $869,000 · 856 Buttonwood Dr, Winston Salem, North Carolina
This Buttonwood Estates home in Winston Salem sold for $869,000. It stands on 2.69 wooded acres with a creek, and it was built in 1986 with wood siding. The three-story home has 4,516 square feet, the most living area in this Top 5, along with three bedrooms and five bathrooms, the most bathrooms in the group.
Besides two living areas, the home has a sunroom, and there are three fireplaces, located in the living room, the den and the basement. The main living room opens onto the back deck, where the woods and the creek give it seclusion. The den has built-in shelving, as do the flex room, a bonus room upstairs and the closets in each bedroom. The basement is unfinished, but it has windows and a walk-out door, a wine cellar, storage space and a full bathroom already in place.
Katrina Zink of Local R.E. Inc. was the listing agent, and Victoria L. Boysen of Berkshire Hathaway HomeServices Carolinas Realty represented the buyer.
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No. 5 — $849,950 · 6851 Brantley Gordon Rd, Denton, North Carolina
The oldest home in the group sits on the largest piece of land: 39.20 acres in Denton, in Randolph County, which sold for $849,950. The acreage is cross-fenced with high-tensile wire, has four ball waterers and a cattle-sorting catch pen, and allows horses. A 40-by-60-foot insulated building with concrete floors stands on the property along with various other outbuildings, and there is also a cabin more than 100 years old.
The one-story home, built in 1965, has two bedrooms, four bathrooms and 2,143 square feet, with vaulted ceilings, wood and tile floors, solid-surface countertops and an eat-at island. The large primary bedroom has two bathrooms of its own and access to a screened back porch. A big covered back porch overlooks a pond.
The home went under contract 13 days after it was listed and sold at its full asking price. Faith Bryant and Greg Bryant, both of RE/MAX Central Realty, were the listing agents, and Wendy Hill of Hepler Realty represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 18, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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