These are the five highest-priced home sales reported in the Greater Danbury Area, Connecticut for the week ending October 25, 2026, and together they came to $7.76 million. Danbury accounts for two of them, and Ridgefield, Newtown and Redding have one each.
The homes span more than eight decades, from one built in 1941 to one finished this year, the only new construction among the five.
No. 1 — $3,200,000 · 5 Shady Knolls, Danbury, Connecticut
The top sale of the week is on Candlewood Lake. The home at 5 Shady Knolls in Danbury sold for $3,200,000, and its setting explains much of its appeal: about 200 feet of frontage directly on the water, with views west toward Bear Mountain Park and the sunsets over it.
The lot is a sloped one of 9,016 square feet, and it has been worked into tiers that step down toward the lake. Along the way are several patios, a garden veranda, a gazebo used as a game room, a regulation-size shuffleboard court, stone walls and an irrigation system. At the water sits a cabana bar, permitted under older rules. Boaters have a fully covered hydraulic boat lift and two more docks, with room for as many as five boats.
The Colonial was built in 1941 and has three bedrooms, four bathrooms and 3,773 square feet of living space. A two-story sunroom with a loft is a recent addition and looks out over the lake in every season. The home also has two fireplaces, a balcony, a deck and a whole-house sound system.
The detached two-car garage has a full-size elevator that rises to the garden veranda on the main level, as well as a game room with extra sleeping space, a slate patio and a fire pit. On the main level, guests have their own sleeping quarters near a full bath. The finished walk-out lower level adds a second kitchen, a guest suite and a new sauna, and opens to the second tier of patios. The property last sold for $48,000 in 1984.
Kyle Neumann of Houlihan Lawrence was the listing agent, and Erin Porter of Coldwell Banker Realty represented the buyer. It is one of two homes on this week’s list with a Houlihan Lawrence listing agent; the other is the No. 5 sale in Redding.
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No. 2 — $1,460,000 · 38 Hickory Lane, Ridgefield, Connecticut
In the Branchville section of Ridgefield, 38 Hickory Lane sold for $1,460,000. The Colonial was completed in 2023 and sits on 2.26 acres reached by a quiet accessway, a secluded, level-to-rolling parcel that borders open space.
Inside, the main floor is open and finished in hardwood. The kitchen has white cabinets, a gas range, a walk-in pantry and a large quartz breakfast bar, and the attached two-car garage leads straight into a mudroom. A tiled gas fireplace rises from floor to ceiling in the living and dining space, where French doors open to the patio. A den that can serve as a home office and a powder room round out the floor.
The home has four bedrooms on the second floor. The primary suite has two walk-in closets and a bath with a soaking tub, a large walk-in shower and a double vanity. One of the other bedrooms has its own bath, and the remaining two share a full bath, for three full baths and a half bath in all across 3,072 square feet. Below is a walk-out lower level, unfinished but heated on its own zone. The home is near schools, restaurants, shopping and a train station.
Carol Hanlon of Coldwell Banker Realty was the listing agent. Sally Walter of Compass Connecticut, LLC represented the buyer.
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No. 3 — $1,075,000 · 4 Whitewood Road, Newtown, Connecticut
At 4 Whitewood Road in Newtown Chase, the third sale of the week closed at $1,075,000 for a home that began as an original Toll Brothers model. The brick and clapboard Colonial was built in 1996 on 2.05 level, landscaped acres, and it has the largest garage on the list, with room for three cars.
A two-story foyer opens the home, with a private office fitted with custom built-ins on one side and a formal living room on the other that leads into the formal dining room. Past them is a bonus room that could serve for billiards, media or play. The country kitchen was remodeled in 2017 with quartz counters, stainless steel appliances and a casual dining area, and the family room beside it has a fireplace and a back staircase to the second floor.
Upstairs, the primary suite has a large walk-in closet, a makeup area and a bath renovated in 2022, and three more bedrooms share a hall bath. In all, the home has four bedrooms, two full baths and a half bath in 3,675 square feet. Out back, an updated deck and patio look over a level yard screened by mature trees. The property last sold for $525,000 in 1997.
Greg Miller of Keller Williams Realty and Kim Kendall of Keller Williams Realty were the listing agents, and Derek A. Heering of Property Twins Real Estate represented the buyer.
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No. 4 — $1,071,333 · 14 Holly Ridge Way Lot #85, Danbury, Connecticut
The newest home on the list was built this year. The home at 14 Holly Ridge Way Lot #85 in Danbury’s Regency at Rivington community sold for $1,071,333. It went under contract 23 days after it was listed and sold above its asking price of $977,000.
The plan is the Jaffrey design, a Colonial with a modern bent. A tray ceiling tops the foyer, which passes a private office and a flexible room on the way to a casual dining area and a great room with a fireplace. The kitchen has a large island with a breakfast bar, a 36-inch cooktop, cabinets that wrap the room and a pantry.
The home has two bedrooms and two baths in 2,936 square feet, on the smallest lot of the five at 2,178 square feet. The primary suite has a walk-in closet and a bath with a seated shower, two vanities and a private water closet, while the second bedroom sits at the front of the home near a full hall bath. A finished walk-out basement adds more room for living and entertaining, and the community has a clubhouse.
Lauren Logiacco of Thomas Jacovino was the listing agent, and Tiffany Domain, also of Thomas Jacovino, represented the buyer.
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No. 5 — $955,000 · 380 Black Rock Turnpike, Redding, Connecticut
The largest home and the largest lot on the list belong to 380 Black Rock Turnpike in the Putnam Park area of Redding, which sold for $955,000. The Colonial, built in 1998, has 4,924 square feet of living space and sits well back from the road on 2.94 wooded acres, close to Huntington State Park and Putnam Memorial State Park.
On the main level, a family room with a gas fireplace and built-ins opens through French doors to the deck and the backyard. The eat-in kitchen has a center island, a butler’s pantry and a casual dining area, and there are formal living and dining rooms as well. Upstairs are four bedrooms, among them a primary bedroom with a walk-in closet and a newly renovated bath, along with a large recreation room that could become an office, a playroom or a media room.
The partly finished lower level adds a full bathroom, a workshop area, storage and a separate room suited to an office, a gym or hobbies. The home has three full baths and a half bath in all, and a pergola stands with the deck out back. The property last sold for $565,000 in 2020.
Jeff Neumann of Houlihan Lawrence was the listing agent, giving the brokerage two of this week’s five listings along with the top sale. Margaret McCannon of Higgins Group Real Estate represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 25, 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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