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.”
SHARON — Sharon Dennis Rosen, 83, died on Aug. 8, 2025, in New York City.
Born and raised in Sharon, Connecticut, she grew up on her parents’ farm and attended Sharon Center School and Housatonic Valley Regional High School. She went on to study at Skidmore College before moving to New York City, where she married Dr. Harvey Rosen and together they raised two children.
Sharon’s lifelong love of learning and the arts shaped both her work and her passions. For decades, she served as a tour guide at the American Museum of Natural History and the Asia Society, sharing her knowledge and enthusiasm with countless visitors. She also delighted in traveling widely, immersing herself in other cultures, and especially treasured time spent visiting her daughter and grandsons in Europe and Africa.
She was also deeply connected to her hometown, where in retirement she spent half her time and had many friends. She served as President of the Sharon East Side Cemetery until the time of her death, where generations of her family are buried and where she will also be laid to rest.
She is survived by her husband, Harvey; her children, Jennifer and Marc; and four beloved grandchildren.
Claire and Garland Jeffreys in the film “The King of In Between.”
There is a scene in “The King of In Between,” a documentary about musician Garland Jeffreys, that shows his name as the answer to a question on the TV show “Jeopardy!”
“This moment was the film in a nutshell,” said Claire Jeffreys, the film’s producer and director, and Garland’s wife of 40 years. “Nobody knows the answer,” she continued. “So, you’re cool enough to be a Jeopardy question, but you’re still obscure enough that not one of the contestants even had a glimmer of the answer.”
Garland Jeffreys never quite became a household name, but he carved out a singular place in American music by refusing to fit neatly into any category. A biracial New Yorker blending rock, reggae, soul and R&B, he used genre fusion as a kind of rebellion — against industry pigeonholes, racial boundaries and the musical status quo. Albums like “Ghost Writer” (1977) captured the tension of a post–civil rights America, while songs like “Wild in the Streets” made him an underground prophet of urban unrest. He moved alongside artists like Lou Reed and Bruce Springsteen but always in his own lane — part poet, part agitator, part bridge between cultures.
“I think what I tried to do with the film, wittingly or unwittingly, was just to show that we all have these lives and they don’t often meet our dreams of what we think we’re entitled to, we’re talented enough to get or whatever,” said Claire. “We all have these goals, but we’re sort of stymied. Often, it’s partly circumstance and luck, but it’s also very often something that we’re doing or not doing that’s impeding us.”
This is not the typical rock-and-roll redemption story. There are no smashed guitars, no heroic overdoses, no dramatic comeback tour. What we get instead is something quieter and more intimate: hours of archival footage that Claire spent years sorting through. The sheer effort behind the film is palpable — so much so that, as she admitted with a laugh, it cured her of any future ambitions in filmmaking.
“What I learned with this project was A, I’m never doing it again. It was just so hard. And B, you know, you can do anything if you collaborate with people that know what they’re doing.”
Claire worked with the editing team of Evan M. Johnson and Ben Sozanski and a slew of talented producers, and ended up with a truthful portrayal — a beautiful living document for Garland’s legions of fans and, perhaps most importantly, for the couple’s daughter, Savannah.
“She’s been in the audience with me maybe three or four times,” said Claire. “The last time, I could tell that she was beginning to feel very proud of the effort that went into it and also of being a part of it.”
Savannah pursued a career in music for a while herself but has changed tracks and become a video producer.
“I think she couldn’t quite see music happening for herself,” said Claire. “She was like, ‘I don’t know if I want to struggle the way I saw my dad struggling and I’m going to get a job with a salary.’”
The film doesn’t just track the arc of an underappreciated musician, however. The music, always playing, is the soundtrack of a life — of a man navigating racial, musical and personal boundaries while balancing marriage, parenthood, aging, addiction andrecovery. Garland and Claire speak plainly about getting sober in the film, a life choice that gave them both clarity and shows Claire as a co-conspirator in his survival.
“I did some work early on with a director,” said Claire. “He wanted the final cut, and I didn’t feel like I could do that — not because I wanted so much to control the story, but I didn’t want the story to be about Alzheimer’s.”
Diagnosed in 2017, Garland, now 81, is in the late stages of the disease. Claire serves as his primary caregiver. The film quietly acknowledges his diagnosis, but it doesn’t dwell — a restraint that feels intentional. Garland spent a career refusing to be reduced: not to one sound, one race or one scene. And so the documentary grants him that same dignity in aging. His memory may be slipping, but the film resists easy sentimentality. Instead, it shows what remains — his humor, his voice, his marriage, the echo of a life lived on the edges of fame and at the center of his own convictions.
The Moviehouse in Millerton will be screening “The King of In Between” on Sept. 20 at 7 p.m. Peter Aaron, arts editor of Chronogram Magazine will conduct a talkback and Q&A with Claire Jeffreys after the film. Purchase tickets at themoviehouse.net.
The Haystack Book Festival, a program of the Norfolk Hub, brings renowned writers and thinkers to Norfolk for conversation. Celebrating its fifth season this fall, the festival will gather 18 writers for discussions at the Norfolk Library on Sept. 20 and Oct. 3 through 5.
Jerome A. Cohen, author of the memoir “Eastward, Westward: A Lifein Law.”Haystack Book Festival
For example, “Never Take the Rule of Law for Granted: China and the Dissident,” will be held Saturday, Sept. 20, at 4 p.m. at the Norfolk Library. It brings together Jerome A. Cohen, author of “Eastward, Westward: A Life in Law,” and Mark Clifford, author of “The Troublemaker: How Jimmy Lai Became a Billionaire, Hong King’s Greatest Dissident, and China’s Most Feared Critic” in dialogue with journalist Richard Hornik to discuss the rule of law and China.
The Council on Foreign Relations stated, “Few Americans have done more than Jerome A. Cohen to advance the rule of law in East Asia. He established the study of Chinese law in the United States. An advocate for human rights, Cohen has been a scholar, teacher, lawyer, and activist for sixty years.”
Cohen, a professor at New York University School of Law and director of its U.S.-Asia Law Institute, revealed his long view on China: “We are now witnessing another extreme in the pendulum’s swing toward repression. Xi Jinping is likely to outlive me but ‘no life lives forever.’ There will eventually be another profound reaction to the current totalitarian era.”
Mark Clifford, author of “The Troublemaker: How Jimmy Lai Became a Billionaire, Hong Kong’s Greatest Dissident, and China’s Most Feared Critic.”Haystack Book Festival
In “The Troublemaker,” Clifford chronicles Lai’s life from child refugee to pro-democracy billionaire to his current imprisonment by the Chinese Communist Party. Clifford is president of the Committee for Freedom in Hong Kong Foundation, a Walter Bagehot Fellow at Columbia University, and holds a PhD in history from the University of Hong Kong. He was the former editor-in-chief of the South China Morning Post and The Standard (Hong Kong and Seoul).
Journalist Richard Hornik, adjunct senior fellow at the East-West Center in Honolulu.Haystack Book Festival
Richard Hornik, adjunct senior fellow at the East-West Center, will moderate the discussion. Hornik is the former executive editor of AsiaWeek, news service director of Time magazine, and former Time bureau chief in Warsaw, Boston, Beijing and Hong Kong.
Betsy Lerner, author of “Shred Sisters,” is giving the 2025 Brendan Gill lecture at the Haystack Book Festival.Haystack Book Festival
The Brendan Gill Lecture is a highlight of the festival honoring longtime Norfolk resident Brendan Gill, who died in1997. Gill wrote for The New Yorker magazine for fifty years. Betsy Lerner, New York Times-recognized author of “Shred Sisters,” will deliver this year’s lecture on Friday, Oct. 3, at 6 p.m. at the Norfolk Library.
Visit haystackbookfestival.org to register. Admission is free.