A 1984 house set against the Graylyn Estate grounds in Winston-Salem sold for $2,351,000, the highest-priced home sale publicly reported in the Winston, North Carolina metro area for the week ending August 9, 2026. The five leading closings reported across the metro that week combined for $7.44 million in Winston-area real estate.
The five sales span Graylyn Place, Brookberry Farm, Buena Vista and Lexington, and their build years run from 1925 to 2016. Two of them closed in the Brookberry Farm community, and the group also takes in a brick house on Arbor Road from the 1920s and a 20-acre property in northern Davidson County. Four listing brokerages and four buyer-side firms are represented in the week’s reported real estate transactions.
No. 1 — $2,351,000 · 14 Graylyn Place Ln, Winston Salem, North Carolina
The metro’s highest reported sale of the week was a 1984 house at 14 Graylyn Place Ln, in the Graylyn Place community in Winston-Salem. It sold for $2,351,000 on August 3, 2026, and carries a reported 2,409 square feet with three bedrooms and three bathrooms.
Entry is through a private courtyard with a patio and gardens, and a screened porch of more than 370 square feet with its own fireplace extends the house toward the grounds. The kitchen has a dedicated dining area and opens to a living room whose windows face the Graylyn Estate, and the main-level primary suite looks out on the same view. A study with built-in bookcases, a concealed desk and direct porch access sits off the main level, alongside a second full bath and the laundry. Two more bedrooms, a full bath, flexible bonus space and a private deck occupy the upper floor. The property previously changed hands for $959,600 in 2022.
Amy Didier of Howard Hanna Allen Tate – Winston Salem was the listing agent. Nancy Huber of Berkshire Hathaway HomeServices Carolinas Realty represented the buyer. The house went under contract 10 days after the current listing date and closed $801,000 above its final asking price of $1,550,000, putting Didier at the listing side of RealtyWire’s highest-priced reported home sale in the Winston metro area for the week ending August 9, 2026.
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No. 2 — $1,325,000 · 1664 Sweetgrass Trl, Winston Salem, North Carolina
The No. 2 reported sale came from Brookberry Farm, where a 2016 house at the end of a cul-de-sac traded for $1,325,000 in a closing recorded August 3, 2026. The property, at 1664 Sweetgrass Trl, sits on nearly 0.60 acres.
The main level holds a living room, a formal dining room, a private office and a kitchen with upgraded appliances, a walk-in pantry and a breakfast area. The primary suite has a vaulted ceiling, a spa-style bath and a walk-in closet, and three more bedrooms, two full baths and a bonus room sit upstairs. A finished lower level adds a recreation room, a wet bar, a theater room, a fifth bedroom and a full bath, bringing the house to a reported 5,064 square feet. A screened porch and a deck look over a flat rear yard framed by mature trees, and the Brookberry Farm community carries a pool, a clubhouse, a barn, playgrounds, tennis courts and walking trails. The property previously changed hands for $976,550 in 2022.
Susan Miller of Mfm Realty was the listing agent. Emily Bowman of Home Star Realty represented the buyer. The $1,325,000 closing put Miller at the listing side of the No. 2 transaction in RealtyWire’s Winston Metro Area Top 5 for the week ending August 9, 2026.
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No. 3 — $1,315,000 · 417 Arbor Rd, Winston Salem, North Carolina
A 1925 brick house on Arbor Road in Buena Vista took the No. 3 spot, selling for $1,315,000 in a transaction recorded August 3, 2026. Behind the rocking-chair front porch at 417 Arbor Rd are four bedrooms, four bathrooms and a reported 3,104 square feet.
The renovated kitchen carries granite counters and stainless steel appliances, including a Wolf gas range and a filtered hot and cold water dispenser, and opens to a den with a wood-burning fireplace and built-ins. A more recent primary suite addition holds a walk-in closet and a bath with a tile shower and dual sinks. A formal living room with a gas-log fireplace opens to a dining room with built-ins, and a study, a bedroom and a hall bath complete the main floor. Two further bedrooms sit upstairs, one with a private bath, alongside a loft area and a hall bath, and hardwood floors run through the house. A detached two-car garage carries a studio apartment on its upper level with a second washer and dryer hookup, and the property adds a whole-house generator, a dehumidifier and a sump pump in a sealed basement, wiring for an alarm system, a fenced backyard and exterior storage. It previously changed hands for $1,025,000 in 2025.
Susan Maier Colon of Berkshire Hathaway HomeServices Carolinas Realty was the listing agent. The $1,315,000 result put Maier Colon at the listing side of the No. 3 transaction in RealtyWire’s Winston Metro Area Top 5 for the week ending August 9, 2026.
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No. 4 — $1,265,000 · 808 Brookberry Farm Cir, Winston Salem, North Carolina
Brookberry Farm produced a second closing on the week’s list. A 2011 residence at 808 Brookberry Farm Cir, on a 0.73-acre homesite, changed hands for $1,265,000 in a transaction recorded August 7, 2026.
A reported 5,834 square feet is arranged into four private suites, each with its own bedroom, bath and sitting area, and the house holds five bedrooms, four full bathrooms and two half baths in all. Select ADA-compliant features are built into the main floor. The property runs on a full solar system with two backup batteries and a dedicated Tesla charging station, and a three-car garage sits alongside. It previously changed hands for $700,000 in 2020.
Rebeca Bradley of Shamrock Residential Property Solutions LLC was the listing agent. James Minton of eXp Realty represented the buyer. The listing went under contract 5 days after the current listing date, and the $1,265,000 closing put Bradley at the listing side of the No. 4 transaction in RealtyWire’s Winston Metro Area Top 5 for the week.
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No. 5 — $1,180,000 · 668 Link Rd, Lexington, North Carolina
The week’s No. 5 sale was recorded in Lexington, where a 1987 house on 20.02 acres in northern Davidson County sold for $1,180,000 on August 6, 2026. The property, at 668 Link Rd, carries four bedrooms, three bathrooms and a reported 3,881 square feet.
The renovated kitchen holds quartzite countertops, professional-grade appliances and custom cabinetry, and heated floors run through the bathrooms. Outside, an entertaining deck, a gazebo, a barn and rolling acreage occupy the grounds, and an updated cottage of more than 900 square feet serves as guest quarters, a home office or a studio. The rural setting sits within reach of both Winston-Salem and Charlotte.
Austin Hege and Candy Hege of Southern Signature Properties were the listing agents. Christine Bresky of Brick & Brass Realty LLC represented the buyer. The listing went under contract 26 days after the current listing date, and the $1,180,000 closing put Austin Hege and Candy Hege at the listing side of the No. 5 transaction in RealtyWire’s Winston Metro Area Top 5 for the week ending August 9, 2026.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, August 9, 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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