These were the highest-priced home sales reported in the Greater Danbury Area, Connecticut for the week ending November 1, 2026, and together they came to $8.15 million. Ridgefield dominated the week with four of the five, spread from the Village Center to South Ridgefield and Lake West, while the fifth was in the Ball Pond area of New Fairfield.
All five are single-family homes with at least four bedrooms, and they span nearly a century of building, from a Cape Cod dating to 1930 to a Colonial-style farmhouse finished in 2021. Several had been substantially renovated. Coldwell Banker Realty was the listing brokerage on three of the sales, and in two of them the same agent was on both sides.
No. 1 — $2,400,000 · 2 Black Pine Ridge, Ridgefield, Connecticut
The newest home in this group is a modern farmhouse built in 2021 on a three-acre landscaped lot on a cul-de-sac in Lake West. It sold for $2,400,000, which was $405,000 above its asking price of $1.995 million. The property last sold for $1.18 million in 2021.
Behind a double front door, the living room rises to a 19-foot ceiling, with a marble-surround fireplace, floating shelves and custom built-ins, and a Hubbardton Forge chandelier overhead. Wide-plank white oak floors run through the home. The kitchen is open and has room to eat in, with mitered marble countertops, JennAir appliances, a farmhouse sink and a large island. A butler’s pantry with a wet bar and wine cooler and a custom mudroom lead to the attached three-car garage.
The main level also has an office behind glass doors and a guest suite whose bath has marble floors and a walk-in shower. Upstairs, an open hallway looks down into the living room. The primary bath has radiant heat under its marble floors, a double vanity, an oversized walk-in shower and a soaking tub with a view of the fenced backyard. In all, the home has four bedrooms, four full baths and a half bath in 3,305 square feet, plus a full unfinished basement.
Much of the outdoor living happens on a bluestone patio of about 1,800 square feet, which has a built-in outdoor kitchen with a grill and a firepit. Lighting set into the grounds picks out the landscaping at night, and an irrigation system and a whole-house generator are in place.
Tim M. Dent of Coldwell Banker Realty was the listing agent and also represented the buyer, so the same agent was on both sides of the sale. It was one of two sales in this Top 5 for Dent, who handled both sides of the third-ranked sale on New Street as well.
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No. 2 — $1,680,000 · 136 Flat Rock Drive, Ridgefield, Connecticut
At 4.45 acres, 136 Flat Rock Drive in Ridgefield has the largest lot of the five, a level, landscaped parcel on a cul-de-sac with stone walls, wetlands and a shed. The Colonial, built in 1995, is also the largest home of the group, with 3,533 square feet, and the only one of the five with five bedrooms. It sold for $1,680,000 after going under contract 15 days after it was listed, $113,000 above its asking price of $1.567 million.
The main floor has been opened up and refreshed. A family room with a wood-burning fireplace and custom millwork leads into a new white kitchen built around a big island with seating, quartz counters, a Wolf cooktop, a Sub-Zero refrigerator and refrigerator drawers. The dining room connects to a living room with a bay window. Out back, a screened porch looks over a flat yard with gardens, a bluestone patio and a custom chicken coop.
Upstairs are the primary suite, with a large walk-in closet, three more bedrooms, a hall bath and a laundry room. The finished lower level, which walks out to the yard, adds a fifth bedroom with a full bath, a wet bar and open space that could serve as a playroom or office. The home has three full baths and a half bath in all, and an attached two-car garage. It sits close to Ridgefield’s downtown and within minutes of the New York line. The property last sold for $750,000 in 2019.
Dianne dewitt of Berkshire Hathaway NE Prop. was the listing agent, and Michael Labriola of Giner Real Estate represented the buyer.
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No. 3 — $1,495,000 · 75 New Street, Ridgefield, Connecticut
The oldest home in the group, 75 New Street dates to 1930 and sits on just over half an acre in Ridgefield’s Village Center, where sidewalks along New Street lead toward Main Street and the shops and restaurants, the Prospector Theater, the library and the summer concerts in Ballard Park. It sold for $1,495,000, its full asking price.
The Cape Cod has four bedrooms, three full baths and a half bath in 3,470 square feet, with clapboard siding, a sloped lot, a full basement and an attached three-car garage. The listing says the home was to be completely renovated by a local builder into an expanded Cape. Those plans describe a large eat-in kitchen and great room opening to a deck, a second great room and a living room, with en suite primary bedroom options on both the main and upper levels.
Tim M. Dent of Coldwell Banker Realty was the listing agent and represented the buyer as well, the same agent on both sides of the sale. It was Dent’s second sale in this Top 5, after the top-ranked farmhouse on Black Pine Ridge.
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No. 4 — $1,325,000 · 41 Silver Hill Road, Ridgefield, Connecticut
A cedar-sided ranch from 1976, 41 Silver Hill Road in South Ridgefield has been renovated from top to bottom. It sits on 1.16 acres of wooded, gently rolling land with mature trees and a garden, and it sold for $1,325,000, above its asking price of $1.3 million.
The renovation centers on the kitchen, which now has custom cabinetry, marble countertops, a built-in KitchenAid refrigerator, double ovens, a gas cooktop, a beverage refrigerator and two dishwashers. Oak floors continue into the dining area and the living room, where a vaulted ceiling rises over a gas fireplace. Doors lead out to a wraparound deck that reaches both the kitchen and the living room.
The primary suite also has a vaulted ceiling, along with its own deck, a large walk-in closet and a marble bath with two showers and a soaking tub. Downstairs, a family room with a second gas fireplace and a fourth bedroom with its own bath make up the lower level. The home has four bedrooms and three baths in 2,882 square feet, plus an attached two-car garage. The property last sold for $600,000 in 2024.
Ken Morris of Coldwell Banker Realty was the listing agent, and Elizabeth Casciari of Berkshire Hathaway NE Prop. represented the buyer.
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No. 5 — $1,250,000 · 19 West Ridge Road, New Fairfield, Connecticut
The one sale outside Ridgefield this week was in the Ball Pond area of New Fairfield, where 19 West Ridge Road sold for $1,250,000. The 1978 Colonial sits on a level, wooded acre, and the home has been fully renovated. Sliding doors open to a private backyard with a heated saltwater pool, 20 by 40 feet, set beside a large patio.
Inside, the home has four bedrooms, three full baths and two half baths in 3,340 square feet, with new hardwood floors, three gas fireplaces and an audio system wired through the rooms. The kitchen has professional-grade appliances, a large center island and custom millwork. The primary bath has heated floors, including under the shower, and the laundry is on the second floor. A finished lower level adds a media room, an office with built-ins and a full bath. A generator serves the whole home, and there is an attached two-car garage. The property last sold for $316,299 in 2016.
Kathleen M. Berg and Barry London, both of Howard Hanna Rand Realty, were the listing agents. George Muniz of Keller Williams NY Realty represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 1, 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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