Three of the five highest-priced home sales reported in Hudson–Catskill, New York for the week ending November 1, 2026 were in Windham, two of them on White Way at Windham Mountain Club. The rest of the list reaches from a hamlet main street in Germantown, the only sale in Columbia County, to five acres of woods in Jewett. Together the five sales came to $7.16 million.
No. 1 — $2,190,735 · 16 White Way, Windham, New York
The top sale of the week is a timber-frame ski home set directly on the White Way trail at Windham Mountain Club, and it sold for $2,190,735. A heated ski and boot room, floored in brick, opens straight onto the trail as well as onto a large deck.
Built in 1999 with timber-peg joinery and finished outside in stone and wood siding, the home has the look of a traditional mountain lodge. Inside, the walls are clad in wood and the ceilings are vaulted and crossed with exposed beams. The great room is the center of the home, with a wood-burning fireplace and two stories of windows looking out to the mountain. The kitchen, dining area and living space run together as one open room.
The home has five bedrooms, four full baths and a half bath, and 4,069 square feet across three stories. A guest bedroom on the first floor has its own bath and a door to the deck. In the primary suite, a soaking tub takes in the mountain views, and the suite also has two vanities, its own shower and a walk-in closet. An adjoining flex room could serve as an office or extra sleeping space. More bedrooms and baths are on the finished lower level, along with laundry. The property last sold for $1.52 million in 2020.
Regina Tortorella and Aaron Perer of Coldwell Banker Village GreenW were the listing agents, and Laurie Hanenberg of Hunter Windham Real Estate represented the buyer. Tortorella and Perer also listed the No. 3 sale this week, a contemporary on Elm Ridge Road in Windham, giving them two of the top five.
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No. 2 — $1,700,000 · 37 White Way, Windham, New York
A short way along the same road, 37 White Way sold for $1,700,000. The cedar-sided home sits on the east side of Windham Mountain Club, a few steps from the trails, and looks out over the valley and the town of Windham below. At 4,247 square feet, it is the largest of the five homes.
The living room rises to a high ceiling, with a floor-to-ceiling stone fireplace and a wall of windows onto the deck. In the kitchen, rich cabinetry sets the tone, and a coffered ceiling marks off the dining area next to it. Oak floors run through the living spaces, and sliding doors lead out to a large deck for meals outside.
Built in 2001, the home has four bedrooms, three full baths and a half bath. Two bedrooms share a bath on the main floor, which also has a powder room and a room that works as an office. Upstairs, the primary suite has a jacuzzi tub and a separate loft now used for sleeping. The walk-out lower level has a ski room with benches, cubbies and closets that opens outside toward the trails, a game room with a pool table, and another bedroom and bath. The property last sold for $680,000 in 2002.
Sharri Cunningham and Kathy Marino of Bunce Realty were the listing agents, and Marino also represented the buyer, so the same agent was on both sides of the sale.
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No. 3 — $1,665,000 · 33 Elm Ridge Road, Windham, New York
At the end of a long private driveway on Elm Ridge Road, a contemporary home built in 2004 sits on 12.69 acres, the largest lot and the newest home among the week’s five sales. It sold for $1,665,000. The land takes in wooded acreage, open meadow and a private pond ringed by lawn, with mountain views beyond.
Vaulted ceilings and walls of glass turn the main rooms toward that landscape, and a wood-burning fireplace warms the living room. The home has five bedrooms, three full baths and a half bath, and 3,893 square feet on three stories. There is a ski and boot room, and the finished lower level has a family room with a wet bar.
Much of the life of the place is outdoors. A wraparound deck, a covered front porch and a stone patio give it room to sit out, and there is a hot tub, an outdoor shower and a fire pit. A heated two-story barn stands on the property as well. Skiing at Windham Mountain Club is a few minutes away, as are CD Lane Park and the Windham Path.
Regina Tortorella and Aaron Perer of Coldwell Banker Village GreenW were the listing agents. It was the second sale in this week’s top five for the pair, who also listed the No. 1 sale on White Way.
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No. 4 — $882,500 · 228 Main Street, Germantown, New York
The oldest home in this week’s top five is a Victorian farmhouse built in 1900 on Main Street in the center of the Germantown hamlet. It sold for $882,500. Restaurants, shops, art openings and the summer farmers market are a short walk from the front door, and Hudson, Tivoli, Red Hook and Rhinebeck are minutes away.
The original double doors open onto cathedral ceilings, classic built-ins, original decorative parquet floors and a graceful staircase. On the first floor are two living rooms, one with a working fireplace and the other with a woodstove, along with a formal dining room, a farmhouse kitchen with a mudroom, and a bedroom suite. The second floor has the primary suite, with a soaking tub, as well as two more bedrooms, an office, a reading nook and an updated bath with a walk-in shower.
In all, the two-story home has four bedrooms, three bathrooms and 2,146 square feet on 0.29 acres, the smallest lot of the five. The home has a front porch and a side porch, and the backyard has space for gardens. The listing says the property is zoned for mixed use, which would allow a business or professional practice alongside the home. The property last sold for $203,000 in 2008.
Karolina Czekaj of Corcoran Country Living was the listing agent, and Michelle Warner of Gilcrest Properties represented the buyer. Corcoran Country Living also had the listing for the No. 5 sale in Jewett, one of two brokerages with two listings in this week’s top five.
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No. 5 — $717,000 · 128 Meadow Lane, Jewett, New York
Five wooded acres in Jewett, between Hunter and Windham, surround the contemporary home at 128 Meadow Lane, which sold for $717,000. Built in 1986, it has three bedrooms, three bathrooms and 1,982 square feet.
Skylights and vaulted ceilings brighten an open living area, where a wood stove stands at the center of the living room and an updated kitchen opens to the dining space. Sliding glass doors lead to a wraparound deck with a hot tub. The primary suite is on the first floor, just off the living area. Upstairs, two bedrooms share a Jack-and-Jill bath, and a nook on the landing makes a quiet place to work. The listing describes the lower level as a finished space for media and games.
Outside, the grounds include a fire pit, a traditional Finnish barbecue hut, a small studio shed and several storage sheds. The property last sold for $182,000 in 2015.
Richard Vizzini of Corcoran Country Living was the listing agent, and Jared Gluckstern of Country House Realty, Inc. represented the buyer. With this sale and the Germantown farmhouse, Corcoran Country Living listed two of the week’s top five.
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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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