The five highest-priced home sales reported in Cherokee & Pickens, Georgia for the week ending November 8, 2026, came to a combined $5.359 million. All five are single-family homes in Cherokee County, three in Woodstock and two in Canton, and they range from $825,000 to $1,269,000. Three of the homes have two stories and two have three.
No. 1 — $1,269,000 · 401 Oakleigh Ave, Woodstock, Georgia
The top sale of the week was a brick home on a cul-de-sac lot in Milton Overlook in Woodstock, which sold for $1,269,000. Built in 2023, it is the newest of the five. The lot covers 0.91 acres, level and private, and the view from the home is of woods, with no other homes in sight.
The two-story home is faced in brick on three sides and has five bedrooms, four bathrooms and 4,282 square feet of living space. Inside, ceilings reach 10 feet, and floor-to-ceiling windows look out to the trees. The kitchen is built around an oversized island with quartz counters, and it has double ovens, a wine bar and a walk-in pantry. A gas-log fireplace warms the family room. On the main level there is a guest suite with a full bath, as well as an office, a dining room and a mudroom. The primary suite is upstairs, with a sitting area and a spa-style bath, and the three other upstairs bedrooms have ensuite or Jack-and-Jill baths, along with a large loft.
Below is a full daylight basement with its own exterior entry. It is unfinished but already framed and stubbed for another bedroom and bath, leaving the next owner to decide between a theater, a gym or more living space. Outside there is a deck, and the flat backyard has room for a pool. The property last sold in 2023 for $1.2 million.
Vivian McEntyre of Coldwell Banker Realty was the listing agent for the week’s top sale, and Dana M Zaworski of Atlanta Fine Homes – Sotheby’s Int’l represented the buyer.
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No. 2 — $1,200,000 · 114 Ashton Farms Dr, Canton, Georgia
At the end of a quiet cul-de-sac in Ashton Farms in Canton, this brick estate stands well back from the road on 2.05 acres, the largest lot among the five. Its best-known feature may be outdoors: a 35-foot RV and boat barn with its own utility meter, a full bathroom, an unfinished loft and a 50-amp outlet for charging an RV, a boat or an electric vehicle. The home has lake views, and it is near the site of the planned Hickory Flat Area Park.
Built in 2002 and faced in brick on all four sides, the three-story home sold for $1,200,000. It is the largest of the group, with 7,037 square feet of living space, five bedrooms and seven bathrooms, five full and two half. Coffered ceilings rise to 20 feet, and Brazilian cherry floors run through the main living spaces. The primary suite is on the main level with two more bedrooms that each have their own bath. French doors lead from the primary bedroom to a private covered deck, and its bath has a soaking tub, a two-person shower and vanities topped in Calcutta marble. A double-sided gas fireplace anchors the living area, and a formal dining room is finished with custom millwork. The kitchen opens to the family room and breakfast area, with French doors out to a large deck.
Over the main garage is a bonus suite of more than 1,500 square feet with hardwood floors, a room that can serve as a bedroom or office, and a renovated full bath. The finished daylight terrace level walks out to the grounds and has a bedroom, a game room, a fitness area and a storm shelter that doubles as a wine room, plus a pre-wired space for a future kitchen. The property last sold in 2009 for $460,000.
Lisa Sowell of Compass was the listing agent, and Lawrence Jackson of Atlanta Communities represented the buyer.
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No. 3 — $1,060,000 · 581 S Club Dr, Woodstock, Georgia
On the main boulevard of South on Main in Woodstock, this traditional-style home sold for $1,060,000. Built in 2022, it sits on a level corner lot of 4,791 square feet, the smallest lot of the five, and has city views. Downtown Woodstock, with its farmers market, breweries, restaurants and shops, is close enough to reach on foot or by golf cart.
A private elevator serves all three stories. The home has four bedrooms, five bathrooms, four full and one half, and 3,318 square feet of living space, the smallest of the group, under an open floor plan. The owner’s suite has two walk-in closets, double vanities, a soaking tub and a large walk-in shower, with space left over for a sitting area. Each of the other bedrooms has its own bath, and the finished basement includes a bathroom. There is a patio at the front of the home and a spacious one at the rear.
South on Main has a clubhouse with a fitness center and a resort-style pool. Residents also have parks, dog parks and walking trails within the community.
The home went under contract 10 days after it was listed. Allison Sterling of Atlanta Communities and Mary Hunter of Atlanta Communities were the listing agents, and Jeff Jackson of 1 Look Real Estate represented the buyer. Atlanta Communities also listed the fifth-ranked sale.
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No. 4 — $1,005,000 · 224 Milton Overlook Pass, Woodstock, Georgia
A two-story great room sets the tone in this Craftsman farmhouse-style home in Milton Overlook in Woodstock, with a brick fireplace that rises all the way to the ceiling and custom built-ins. Built in 2021 of brick and HardiPlank-style siding, the home sold for $1,005,000. It has two stories, five bedrooms, four bathrooms and 3,760 square feet of living space on 0.52 acres.
The kitchen pairs white cabinetry with a white oak island, and it has double ovens, a separate range and a walk-in pantry. Next to it is a vaulted keeping room with a second fireplace. A guest suite with its own bath is on the main level, along with a dining room with custom trim and an office behind new barn doors. A drop zone with storage racks sits just off the three-car garage. Upstairs, the primary suite has a bath with a soaking tub, dual vanities and an oversized shower, a custom closet with a built-in island of drawers, and a laundry room directly off the bedroom. Three more bedrooms are on that floor.
Out back, an expanded patio laid with professional hardscaping includes a covered cabana for outdoor dining. The landscaped backyard rests on a planted berm with mature trees behind it, and landscape lighting comes on in the evening. Milton Overlook has a community pool, a playground and lighted tennis and pickleball courts.
The home went under contract 29 days after it was listed. Dana Zaworski of Atlanta Fine Homes Sotheby’s International was the listing agent, and the Home with Sherry Team of Compass represented the buyer.
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No. 5 — $825,000 · 427 Parkbrook Way, Canton, Georgia
The finished terrace level is what sets apart this Craftsman home in the Southern Lights section of Great Sky in Canton. It has a custom horseshoe bar, space for a pool table and a private theater with a 120-inch screen. A hidden door opens to a game room, and a glass-enclosed wine and whiskey room is on the same level, along with a full bathroom that has its own sauna.
Built in 2020, the two-story home sold for $825,000. It has six bedrooms, the most of any home in the group, along with five bathrooms and 6,032 square feet of living space on 0.36 acres. The primary suite and a second bedroom are on the main level, and four more bedrooms and a loft are upstairs. In the kitchen, a 10-foot island looks into the family room, which has a beamed ceiling and a gas-log fireplace. Outside, a deck looks over Great Sky, and a finished patio has a firepit. Great Sky has three pools, tennis and pickleball courts, nature trails and a Community House that hosts neighborhood events. The property last sold in 2020 for $523,875.
Jessica Robidou of Atlanta Communities was the listing agent, giving the brokerage the listing on two of the week’s top five sales, along with the third-ranked home. Chase Luck of Keller Williams Northwest represented the buyer.
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