
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.”
LAKEVILLE — ARADEV LLC, the developer behind the proposed redesign of Wake Robin Inn, returned before Salisbury’s Planning and Zoning Commission at its May 5 regular meeting with a 644-page plan that it says scales back the project.
ARADEV withdrew its previous application last December after a six-round public hearing in which neighbors along Wells Hill Road and Sharon Road rallied against the proposal as detrimental to the neighborhood.
Landscape Architect Mark Arigoni, representing the applicants, said the new proposal’s page count is due to it being “very comprehensive and complete,” built in response to feedback from P&Z at a January pre-application meeting.
Much of P&Z’s criticism of the initial proposal revolved around its size and intensity, which commissioners said was incongruent with the neighborhood.
Arigoni briefly summarized the major changes of the new application, saying the number of cottages had been decreased from 12 to four, though each will now span about 2,000-square-feet as opposed to the maximum of 1,100 square feet of the earlier proposed array.
An “event barn,” which was one of the more contentious aspects of the initial application, has been relocated to be a part of the expanded main inn building, as opposed to its previous position as a detached structure.
Arigoni highlighted that a noise study — the lack of which was one of P&Z major criticisms of the first proposal — had been conducted in February and March, analyzing the levels of slamming car doors, traffic, waste collection vehicles and other ambient noise components of an active hotel site. He also explained that a new architectural firm had been contracted: “I think you will all see the changes to the plan, in terms of context and character.”
P&Z Chair Michael Klemens stressed that no action would be taken at the May 5 meeting. ARADEV will appear before the Commission again at its May 19 meeting, where P&Z will discuss the application’s completeness and potentially schedule a public hearing, which “will come a lot later,” Klemens said.
The application comes in the midst of ongoing litigation against the Commission relating to ARADEV’s first application. Angela and William Cruger, Wells Hill Road neighbors of the Inn who formally intervened in the 2024 hearing, filed a restraining order against the Commission in February alleging that it engaged in unlawful “spot zoning” that favored the Wake Robin expansion when it altered a regulation in May 2024 to allow for hotels via special permit in the Rural-Residential 1 zone.
Klemens announced that P&Z is opposing the restraining order. If it is approved by the judge, though, the May 2024 regulations would be declared invalid and the Commission would not be able to review applications pertaining to them, which includes ARADEV’s proposal.
FALLS VILLAGE — Housatonic Valley Regional High School girls lacrosse kept rolling Tuesday, May 6, with a decisive 18-6 win over Lakeview High School.
Eight different players scored for Housatonic in the Northwest Corner rivalry matchup. Sophomore Georgie Clayton led the team with five goals.
The Mountaineers' record advanced to 5-1 with a cumulative 41-point goal differential halfway through the season. The lone loss came at Watertown High School on April 10.
Georgie Clayton draws four Lakeview defenders. She scored five goals in the game May 6.Photo by Riley Klein
"We will be playing [Watertown] in the championship on the 28th of May," declared Coach Laura Bushey at the midway point of the 2025 season. Last year, HVRHS lost to St. Paul Catholic High School by one point in the Western Connecticut Lacrosse Conference championship.
The game against Lakeview May 7 went on despite ominous cloud cover at starting time. Rain earlier in the day made for a wet field, but the clouds parted by the second quarter for a sunny afternoon of lacrosse.
HVRHS wasted no time setting the tone. Georgie Clayton repeatedly sliced and diced her way through midfield to create offensive opportunities for the Mountaineers, who took a 7-1 lead in the first quarter.
Tessa Dekker elevates for one of her three goals against Lakeview May 6.Photo by Riley Klein
The lead grew to 11-3 by halftime. Seniors Lola Clayton and Tessa Dekker created a one-two punch on attack with Dekker setting up plays from behind the net as Clayton cut to the crease. The pair combined for five goals in the game.
Once the lead extended to double digits in the second half, the clock ran continuously. Lakeview found scoring chances but HVRHS sophomore goalie Sophia DeDominicis-Fitzpatrck saved more shots (7) than she let by.
The game ended 18-6 in favor of HVRHS.
Lola Clayton bounces a shot past the Lakeview defense.Photo by Riley Klein
The following players scored for the Mountaineers: Georgie Clayton (5), Tessa Dekker (3), Lola Clayton (2), Islay Sheil (2), Katie Crane (2), Annabelle Carden (2), Mollie Ford (1) and Chloe Hill (1).
Lakeview's goals were scored by Layla Jones (2), Isabelle Deforge (2), Juliana Bailey (1) and Caroline Donnelly (1).Goalie Sophia DeDominicis-Fitzpatrick secures the ball.Photo by Riley Klein
Participating students and teachers gathered for the traditional photo at the 2025 Troutbeck Symposium on Thursday, May 1.
Students and educators from throughout the region converged at Troutbeck in Amenia for a three-day conference to present historical research projects undertaken collaboratively by students with a common focus on original research into their chosen topics. Area independent schools and public schools participated in the conference that extended from Wednesday, April 30 to Friday, May 2.
The symposium continues the Troutbeck legacy as a decades-old gathering place for pioneers in social justice and reform. Today it is a destination luxury country inn, but Troutbeck remains conscious of its significant place in history.
A showing of student artworks within the theme of linking the past with the present opened the symposium on Wednesday evening. Each work of art had to draw on historical research to foster an informed dialogue between the artist and the contemporary audience.
The second day was devoted to student research presentations, showcasing teams from the region’s leading public and private schools with strong programs aimed at cultivating engaged young historians. Primary source materials and live interviews with descendants were included in the process.
Topics were divided into blocks with guest commentators providing reactive response as each block of student presentations concluded. Serving as commentators were Dr. Hasan Kwame Jeffries, Ohio State University, and Dr. Christine Proenza-Coles, University of Virginia.
Resistance in the face of oppression and stories of resilience that spanned generations formed an important theme as students presented the stories of area settlers and residents who suffered but endured.
As a sampling, The Taconic School teamed up with The Salisbury School to unearth untold stories of Boston Corners. The Hotchkiss School looked into the activities of the Ku Klux Klan in Connecticut. The Cornwall Consolidated School students stepped up with their untold stories of early Cornwall women.
Other presentations explored criminal justice — witchcraft trials — dealing with society’s “undesirable” elements, individuals in history who took action, people and movements that formed resistance, and various forms of discrimination.
Praising the work of the students, Dr. Jeffries identified a theme of resistance and survival.
“The war ended but the resistance did not,” Jeffries said. “We don’t take indigenous people seriously,” he added. “White supremacy happened in our own back yards.”
“We saw the evolution of research,” said a Cornwall Consolidated School representative. That project moved into civic engagement by the students that moved beyond the classroom.
“This is not the past; this is part of the present,” said Dr. Proenza-Coles.
A panel discussion among educators whose students had participated in the 2025 Troutbeck Symposium was held on Friday, May 2, to offer reflections on the symposium, its value and future development. Panelists from left to right were Jessica Jenkins, Litchfield Historical Society;Wunneanatsu Lamb-Cason, Brown University; Morgan Bengal, Old New-Gate Prison; Frank Mitchell, Connecticut Humanities; and student representatives Dominik Valcin of Salisbury School, and Shanaya Duprey of Housatonic Valley Regional High School. Leila Hawken
The third day invited area history educators to assemble and share ideas for redesigning elements of history education, a day of reflection.
The panel included Jessica Jenkins, Litchfield Historical Society; Wunneanatsu Lamb-Cason, Brown University; Morgan Bengal, Old New-Gate Prison; Frank Mitchell, Connecticut Humanities; and student representatives Dominik Valcin of Salisbury School, and Shanaya Duprey of Housatonic Valley Regional High School.
Valcin reflected on his work as a shared project within The Salisbury School, one where the inquiry would seek to find “the deeper story behind a base story.”
Duprey also spoke of process and the educational value of engaging with historical inquiry.
Each representing a profession that brings them into contact with historical inquiry, the panelists recounted tedious history classes of past decades. Jenkins described her own career as “public history.”Lamb-Canon’s experience began with choosing history electives in college. Bengal spoke of community engagement and the power of involvement with history.
“History is not the opposite of scientific inquiry,” said Bengal.
Significant discussion centered on the possibility of offering the Troutbeck Symposium model to a wider audience of school systems throughout the U.S.
“A community approach to education,” was a characterization offered by Troutbeck owner Charlie Champalimaud, commenting during a brief interview at the end of the symposium on Friday, May 2. She encouraged a push toward increasing even more the number of participating schools, their educational communities and symposium sponsors.
Terence S. Miller, owner of Roaring Oaks Florist in the new self-serve area of the shop.
Just in time for Mother’s Day, Roaring Oaks Florist in Lakeville has launched a new self-serve flower station next to its Main Street shop, offering high-quality, grab-and-go bouquets from 8 a.m. to 8 p.m., seven days a week — including Sundays when the main store is closed.
Owner Terence S. Miller, who bought the shop 24 years ago at just 20 years old, calls the new feature “a modern twist on an old-school honor system,” with some high-tech updates.
“We’re still using our same high-end flowers, just with less markup and no labor,” said Miller. “That way people can access our quality anytime, even if we’re closed.”
Tucked beside the shop’s main entrance at 349A Main Street next to The Boathouse, the self-serve area is partitioned and monitored by security cameras. A simple touchscreen checkout system lets customers pay with a credit card — no cash accepted — and includes photo prompts to make selection easy. Vases, ribbons, flower food, and care instructions are all stocked and labeled.
“We’ve tried to think of everything people might need,” said Miller. “It’s all about making great flowers more accessible without losing what makes Roaring Oaks special.”
Miller said the idea came from years of watching customers try to squeeze in a visit before or after hours. “We’re open 8 hours a day, but we’re here for almost 10, and it still isn’t enough. People are always showing up after we close,” he said. “This way we can be ‘open’ more hours without adding staff.”
Though he considered making the space available 24/7, Miller ultimately decided against it. “We didn’t want to encourage late-night tampering,” he said, noting the shop’s proximity to local bars and restaurants.
Miller’s journey into flowers was unexpected. As soon as he could get his farming papers at 12 years old, he started working at Silamar Farm in Millerton. Alongside its produce, Silamar’s was one of the first farm stands in the area to sell fresh cut flowers.Miller began growing and bundling cut flowers for city-bound customers. “By 16 I needed a year-round job, so I applied to every florist around. I just had a knack for it,” he said. After a stint in Rhinebeck, he returned and bought Roaring Oaks from its previous owner.
In the decades since, he’s built a reputation for quality and creativity. The shop’s flowers are sourced from around the world, particularly Canada and South America, though Miller is committed to supporting local growers wherever possible, especially for summer offerings and weddings.
“We’re hoping to feature some smaller farms in the self-serve section this summer,” said Miller. “DIY weddings have taken off, and people don’t always realize the benefits of buying local. Cold chain is everything. The flowers we source come straight from the airport to the wholesaler and right up here. That’s how we keep them fresh.”
Roaring Oaks also offers consultations and bulk flower discounts for events and weddings, a service Miller hopes more customers will discover through the new self-serve setup.
After 50 years in business, and nearly a decade at its current Lakeville location, Roaring Oaks continues to evolve. “This September marks my 25th year,” said Miller. “I’m always looking for ways to make people happy. Flowers should be simple, joyful, and accessible. That’s what this is all about.”
For more information or to plan your Mother’s Day bouquet, visit Roaring Oaks Florist at 349A Main Street, Lakeville.