Housing Trust helped orchestrate one family’s Salisbury homecoming

The Sherwood family, from left, Jase, Bill, Carter and Abby, at their new home in Salisbury. Photo by Debra A. Aleksinas

SALISBURY — The walls are bare and the rooms are not yet fully furnished, but the modest, gray house at 70 East Main Street is a happy home to Bill Sherwood and his three children, ages 4 to 17, thanks to assistance from the nonprofit Salisbury Housing Trust (SHT) and countless others who gave of their time and talent to help the young family return to the community where their ancestors go back generations.
“I always wanted to live in town and previous to this opportunity, I couldn’t afford to live in town,” said Sherwood on a recent Saturday morning two weeks after the housing trust transferred ownership of the renovated, 3-bedroom, two-story home to him for $250,000.
Just one week earlier, the family had spent their first night in their new home. It was SHT’s 16th house to be sold as affordable housing in Salisbury.
“Carter slept in his own room for the first time,” said Sherwood of his youngest child, who is 4. The youngster, taking a break from giving bear hugs to the family’s yellow Lab, Max, talked excitedly about dressing up as his favorite superhero, The Flash, for Halloween, “because he’s fast.”
“I’m having a sleepover tonight,” said Carter, naming all of his friends who would be arriving later that day. The youngster attends pre-school at Salisbury Central School.
“All the people that helped us out who were seen and unseen, it’s really a miracle,” noted Sherwood, who sold his house in North Canaan so that he and his children, Jase, 17, Abby, 15, and Carter, could move closer to his mother after the tragic loss of his wife, Katy, to cancer three years ago.
“It was a tough time. We also lost my dad Robert, who was known to everyone as Bullet, around that same time,” Sherwood recalled of the family’s trying times.
Leo Gafney, Trustee Emeritus of the housing trust, remembered Bullet Sherwood as being deeply committed to the community. He served the Lakeville Hose company for 48 years, was the “informal mayor” of Salisbury and “an amazing guy,” said Gafney.
“If there was anything going on, he was there. If there was an accident, he would direct traffic. If there was a fire, he would help with housing. He even played Santa Claus at the church during the holidays.”
Gafney noted that one of SHT’s main missions is to make affordable homes available to volunteers.
“Getting Bill back to Salisbury fits our model perfectly,” he said, noting that Sherwood has followed in his late father’s footsteps as a volunteer firefighter with the Lakeville Hose Company for 15 years.
In addition, Jase is a junior member of the hose company. The teen, a junior at Oliver Wolcott Technical School, has his sights set on a career as an HVAC technician. He said he wants to give back to the community in the same ways his grandfather and father have.
Abby, who will turn 16 in early February, is a sophomore at Housatonic Valley Regional High School and member of the girls’ volleyball team, which she revealed is enjoying a successful season.
As a bonus, said Gafney, the home is located across the street from a portion of the rail trail leading to the commercial area around LaBonne’s Market, providing easy access for the children to where Sherwood’s mother, Catherine, resides.
Paying it forward
At the same time Sherwood was purchasing the Salisbury home from the housing trust, he needed to find a buyer for his circa-1900, single-family house on Pease Street in North Canaan, which he had purchased in 2013.
That’s when John Harney, president of the Housing Trust and local real estate agent, contacted Melissa Gandolfo of Gandolfo Realty in North Canaan asking if she knew of buyers who would be interested in the property.
“We were searching in the community for a young family that needed an affordable home that was responsible, pre-qualified and ready to go, and we just worked together,” recalled Gandolfo.
She found a “lovely young couple to work with,” who was expecting their first child.
The couple had been renting in Torrington, and the husband was commuting daily to and from work at the White Hart Inn in Salisbury, said Harney.
“Here was another local kid who grew up, went off to college and came back,” only to find that he and his wife were priced out of the real estate market. “That’s where Melissa worked with him and suggested Bill Sherwood’s house,” said Harney.
Sherwood suggested a price of $150,000, which was accepted by the young couple. But to meet FHA loan requirements, the property had to pass a “strict appraisal,” Harney explained.
That meant all hands on deck, as family and friends, including Sherwood, spent several weeks in July and August making repairs and demolishing an old barn on the site.
“They were all over the house. There were people over people putting down floors, painting and spackling every room, installing a new deck,” recalled Harney, who compared it to an old-fashioned barn-raising.
Housing Trust board member Ryan Cooper, owner of Tri State Landscaping and Property Management LLC, lent Sherwood his excavator to tear down the barn and repair the grounds.
“When the FHA appraiser arrived, she must have thought she had the wrong address,” said Harney.
Referring to the $150,000 sales price on his North Canaan property, Sherwood said he could have upped the asking price a bit, but “I wasn’t trying to make a couple of bucks, I wanted to help the buyers out. That’s the kind of people we are.”
Sherwood noted that, coincidentally, the purchasers of North Canaan home are his late wife’s brother’s stepchildren, “so that house is kind of still in the family.”
The ties that bind them
The Housing Trust’s Cooper and his landscaping crew were among the dozen or so contractors and businesses who volunteered their time and resources to help with renovations on the home. Little did Cooper know at the time that his childhood friend would become its owner.
“Earlier this year when we began seeking applicants, I was excited to hear of Bill’s interest to come back to Salisbury,” Cooper explained. “I thought this would be a fresh start for Bill and family following the loss of his lovely wife, and great for our volunteer fire department, which Bill is very active on.”
“SHT couldn’t have selected a better family for this home,” said Cooper, “and I hope it brings Bill and his family some much needed positivity and new beginnings. It makes all the hard work my team and I put into it that much better knowing a lifelong friend has taken the keys.”
Sherwood had also been an employee of Cooper’s landscaping company before landing his current property management job at Harris Farm, a 1,000-acre, private estate on Smith Hill in Salisbury managed by Don Stevens, a well-known woodcarver.
The father of three pointed to a delicate, hand-carved wood duck which occupies a place of honor on the fireplace mantle along with his late grandfather’s military flag.
“Don also presented our family with a hand-carved cardinal when my wife passed away,” he noted.
Gandolfo said she was thrilled by the circle of friendships from both communities that helped two young families obtain affordable homes.
Housing Trust board member Judy Gafney asked that homeowners with smaller houses who are looking to sell contact the Salisbury Housing Trust before putting them on the market.
“Come and sit down and talk to us. We may be able to purchase them.”
Christian Murray
The Wake Robin Inn in Lakeville has been sold for $3.5 million following nearly two years of land-use disputes and litigation over its proposed redevelopment.
LAKEVILLE — The Wake Robin Inn, the historic country property at the center of a contentious land-use battle for nearly two years, has been sold for $3.5 million.
The 11.52-acre hilltop property was purchased by Aradev LLC, a hospitality investment firm planning a major redevelopment of the 15,800-square-foot inn. The sale was announced Friday by Houlihan Lawrence Commercial, which represented the seller, Wake Robin LLC.
Tom Cervone of CR Properties Group brokered the deal for Aradev.
Representatives of CR Properties and Aradev could not be reached for comment. Terms of the transaction, including whether the closing was contingent on the previously granted special permit or pending litigation, were not disclosed.
Long known as a wedding and retreat destination, the inn is slated to be transformed into what Aradev has described as a boutique hospitality campus serving Salisbury and the surrounding region.
Under the redevelopment plan approved by the Salisbury Planning and Zoning Commission in October 2025, the number of guest rooms would increase from 38 to 54. The project also includes a 2,000-square-foot detached cabin, expanded event space, a sit-down restaurant and fast-casual counter, as well as a spa, library, lounge, gym and seasonal pool.
The commission voted 4–1 to grant a special permit after seven public hearing sessions, adopting a nine-page resolution with 40 conditions. The proposal had been scaled back from an earlier version, eliminating a detached event barn.
Despite the approval, neighborhood opposition has remained strong. Wells Hill Road residents Angela and William Cruger filed two lawsuits challenging both an underlying zoning change and the redevelopment approval.
In late January, a Connecticut Superior Court judge in Torrington dismissed the couple’s lawsuit alleging that a 2024 zoning amendment allowing hotel development in the Rural Residential 1 zone where the inn is located was illegal “spot zoning” designed specifically to benefit the Wake Robin project. The court found the plaintiffs failed to demonstrate that public notice of the regulation was procedurally deficient.
When adopted, the amendment drew scrutiny from opponents who argued it had been crafted to advance the Wake Robin redevelopment. Town officials and land-use staff maintained the change was part of a broader effort to address longstanding nonconformities affecting historic inns across Salisbury.
A second lawsuit — an appeal of the commission’s approval of the redevelopment plan — remains pending.
Alec Linden
KENT — The Planning and Zoning Commission is working to untangle a long-standing zoning complication affecting John and Diane Degnan’s Lane Street property as the couple seeks approval to convert an old warehouse into a residence and establish a four-unit rental building at the front of the site.
During the commission’s Feb. 12 meeting, Planning and Zoning attorney Michael Ziska described the situation as a “quagmire,” tracing the issue to a variance granted by the Zoning Board of Appeals roughly 45 years ago that has complicated the property’s use ever since.
The Degnans’ attorney, Jay Klein, initially appeared before the commission late last year with a proposal to amend the zoning regulations to accommodate the project. Commissioners and Ziska, however, expressed reservations about rewriting the regulations for a single property.
In the months that followed, Ziska and Klein worked together to identify an alternative path forward. They ultimately found one in Regulation 9320.4 of the town’s zoning code, which permits a nonconforming use to be changed to another nonconforming use, provided the new use is no more detrimental to the neighborhood’s character.
Under the revised proposal, the warehouse would be converted into a residence, and the four-unit building at the front of the property would be approved for residential rental use. Commissioners responded favorably to the approach, as did several neighbors who spoke in support. Residents noted that the plan would permanently eliminate the possibility of the warehouse returning to industrial or commercial use.
Over the years, the building has housed an auto body shop, an aquarium store, a sign production facility and other commercial operations.
The commission voted to keep the public hearing open until its March meeting to allow for additional discussion.
Alec Linden
Kent Town Hall, where the Planning and Zoning Commission closed a public hearing on High Watch Recovery Center’s permit modification request on Feb. 12
KENT — The Planning and Zoning Commission on Feb. 12 closed a long-running public hearing on High Watch Recovery Center’s application to modify its special permit and will continue deliberations at its March meeting.
The application seeks to amend several conditions attached to the addiction treatment facility’s original 2019 permit. High Watch CEO Andrew Roberts, who first presented the proposal to P&Z in November, said the changes are intended to address issues stemming from what he described during last week's hearing as “clumsily written conditions.”
Neighbors have argued throughout the extended hearings that the proposed revisions amount to an undue expansion of the recovery center on rural Carter Road.
Among the changes originally proposed — but since withdrawn — was the addition of two beds to the detox unit. Another withdrawn proposal would have removed a rule barring the facility from admitting people in police custody or those ordered by a court to undergo treatment. Additionally, High Watch has withdrawn its request to eliminate the requirement that local officials be notified if a client leaves the campus without authorization.
The application still seeks to allow the facility to accept patients outside regular hours under unusual circumstances, while preserving P&Z’s authority to enforce standard admission hours if deemed necessary. The most controversial remaining request is the creation of a lecture hall for “staff education” that may include speakers and guests from outside the organization.
Despite the modifications, neighbors continue to voice objections.
Jeremiah O’Brien, whose property abuts High Watch, said he believes the organization has gradually exceeded prior limits.
“It’s been, if we give an inch they take a mile,” O’Brien said at the hearing, referencing what he described as past transgressions by the nonprofit, including the cutting down of trees years ago above Kent Falls.
Roberts apologized for any past wrongdoing and said his appearance before P&Z with the application is an effort to right past wrongs.
Karen Altfest, a Carter Road resident, described the management of the rehab center as “disingenuous” and the facility as “not a good neighbor.”
Annette Koberlein-James said the organization has grown beyond what she expected for the area.
“Nobody on this road bought their home to live next to such an ever-expanding, growth-focused organization,” she said. She acknowledged that the facility seeks to provide quality services and good jobs but added that “it has reached a tipping point that’s very real.”
Other residents offered a more supportive perspective. Lili Mason pointed to initiatives that have benefited the community, including Wilson’s Café on Main Street, which was established by the organization, and a vaccine clinic High Watch opened during the COVID-19 pandemic.
“It’s no longer the little place on the hill, which was adorable and sweet,” she said, “but is it really infringing that much on the neighbors?”
Ziska said the modified application generally reflects his recommendations but emphasized that P&Z is under no legal obligation to amend the original conditions and may accept or reject the request as it sees fit.

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Alec Linden
The Swift House in Kent has been closed to the public since the COVID-19 pandemic. A newly appointed town committee will review renovation costs and future options for the historic property.
KENT — Town officials have formed a seven-member committee to determine the future of the shuttered, town-owned Swift House, launching what could become a pivotal decision about whether Kent should invest in the historic property — or divest from it altogether.
The Board of Selectmen made the appointments on Wednesday, Feb. 11, following recent budget discussions in which the building’s costs and long-term viability were raised.
The Swift House has been closed to the public since the COVID-19 pandemic. Its future has sparked debate among residents, with some viewing the property as a taxpayer burden requiring costly upgrades and others considering it a distinctive community asset central to Kent’s character and history.
Selectman Lynn Harrington will represent the BOS on the newly formed Swift House Investigation Committee. Jason Wright was appointed as the representative from the Board of Finance.
Five members of the public were also named to the panel: William Reihl, Margie Austell, Jim Anderson, Chris Adams and Marge Smith.
Anderson serves on the Historic District Commission. Adams is the newly appointed director of the Kent Historical Society, and Smith is the organization’s former director and current curator. The Historical Society is exploring the possibility of placing the Swift House on the National Register of Historic Places.
The committee has been charged with evaluating renovation and upgrade options — including costs associated with bringing the building into compliance with the Americans with Disabilities Act — and determining what it would take to return the property to active use.
The panel will also examine options for selling or otherwise transferring the property out of public ownership should the town decide to divest.
The committee must present its findings by April 30, a deadline intended to allow potential budget adjustments ahead of Kent’s May budget hearing and vote.
Lakeville Journal
CANAAN — Kathleen Rosier, 92, of Ashley Falls Massachusetts, passed away peacefully with her children at her bedside on Feb. 5, at Fairview Commons Nursing Home in Great Barrington, Massachusetts.
Kathleen was born on Oct. 31,1933, in East Canaan to Carlton and Carrie Nott.
Kathleen retired from Housatonic Curtain Company where she was a machine operator for many years.
She was predeceased by her husband of 65 years, John A.Rosier Sr., her son John A Rosier Jr., her son Frank H. Rosier and her brother Jerome Nott.
Kathleen leaves behind her son, Brian Rosier and his wife JoEllen of East Canaan, her daughter, Theresa Morin of Ashley Falls, her daughter, Lisa Dawson of Great Barrington, a brother Henry Nott, her sister Ann Percy, 11 grandchildren, nine great grandchildren and many nieces, nephews and friends.
There will be a celebration of life held in her honor on Feb. 21 from 1 to 4 p.m. at the Bitterman Center in North Canaan. All are welcome to come.
Lakeville Journal
LAKEVILLE — Carolyn G. McCarthy, 88, a long time resident of Indian Mountain Road, passed away peacefully at home on Feb. 7, 2026.
She was born on Sept. 8, 1937, in Hollis, New York. She was the youngest daughter of the late William James and Ruth Anderson Gedge of Indian Mountain Road.
Carolyn’s first job out of high school was at the Time and Life building in Manhattan, New York. In 1956, she went on to work for Capital Airlines until they disbanded.
She began banking in White Plains, New York, where she met her husband Edward James McCarthy. They started their family and relocated to Pleasant Valley, New York. She then returned to banking in Poughkeepsie, New York and later pursued real estate.
Carolyn was very creative and enjoyed home making, gardening, sewing, knitting, cooking and baking. Her Christmas cookies were always remarkable. She had a pioneer spirit and embraced the toil of yard chores. She was very independent and at 87 she still shoveled the driveway in the winter, mowed the grass, trimmed the bushes, raked the leaves and dragged the brush. She took pride in the manicure of the grounds where she resided.
Carolyn was a wonderful mother who had an enormous heart. She loved all animals, wild or tame. She will be dearly missed by her family and the people that knew her.
She is predeceased by her husband Edward McCarthy Sr. and her brother Dr. Stafford Gedge of Minnesota.
She is survived by her son, Edward (Anne) McCarthy of Greenfield, Massachusetts, and grandsons James and Theodore, son Sean McCarthy of Oak Hill, New York, sister Nancy Dougherty of South Carolina, nieces Lynn Warner, Debra Phillips, Susan Nelson, Christine Richards and nephews William, James and Robert Gedge.
A private service will be held at a later date.
The Kenny Funeral Home has care of arrangements.

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