NORTH CANAAN — In recent years, downtown North Canaan has welcomed new businesses, infrastructure improvements and spruced-up building facades.
In an effort to continue the positive momentum and identify funding options, First Selectman Brian Ohler toured Railroad Street with state officials Friday, April 4.
The group included State Senator Stephen Harding, R-30, Connecticut Department of Transportation Commissioner Garrett Eucalitto and Transportation Engineering Administrator Mark Carlino.
Ohler relayed a number of ideas for innovation on Railroad Street regarding pedestrian walkways, power line relocation and railroad track upgrades.
“Canaan is the welcoming committee for Connecticut with Route 7, all the travelers coming down,” Ohler said. “We want to roll out the red carpet, but the carpet really isn’t what it should be aesthetically right now.”
A Railroad Street crosswalk abuts a tall curb.photo by riley klein
Ohler pointed out a crosswalk on Railroad Street that abuts a seven-inch curb. “There’s no ADA consideration,” said Ohler.
Eucalitto explained that while the state does not directly fund sidewalk construction, DOT supports municipalities seeking grants for such projects. He noted the Community Connectivity Grant Program and Transportation Rural Improvement Program as two potential avenues for funding.
Eucalitto said grant applications approved by CCGP and TRIP typically fund construction, but municipalities are expected to pay for an engineer to design the project.
Eucalitto said TRIP applications can receive up to $800,000 and CCGP applications can receive up to $1.2 million.
With the help of Northwest Hills Council of Governments and Mark Carlino at DOT, North Canaan can itemize the specific work required to improve the pedestrian infrastructure, enabling the town to apply for grants.
The group addressed the dated power lines and utility poles along Railroad Street. Ohler suggested moving powerlines behind the buildings or underground.
Carlino said the cost of relocating powerlines is immense. He suggested the town partner with Eversource to install new utility poles and clean up some haphazard wiring.
Newer utility poles — like the ones nearby on Main Street — are taller, allowing for wires and tranformers to be placed above building facades.
Ohler agreed that would be an efficient option, but said he still plans to research the cost to relocate power lines to the municipal parking lot behind the buildings.
The group considered upgrades to the railroad and how to achieve varying levels of improvement.
Ohler noted ongoing efforts to extend passenger rail from Danbury to New Milford, as well as a desire on the Massachusetts side of the border to connect passengers from Danbury to Pittsfield.
Eucalitto said the existing railroad track that runs through North Canaan is graded for freight trains and would require considerable upgrades to permit passenger trains. He said there is a third rail option: “holiday trains,” such as the scenic and historic train rides between Thomaston and Torrington on the Naugatuck Railroad.
While a passenger railroad requires full-length electrification for signaling and equipment, a holiday train “is much easier to accomplish by investing in a freight railroad,” said Eucalitto.
Ohler and Harding envisioned a “foliage train” for the autumn season.
“Then you kind of get the tourist feel to it,” said Harding, who compared it to another holiday train in Essex, Connecticut. “They bring in hundreds and hundreds, if not thousands, of people per season.”
“We have funds that can help a freight railroad upgrade their tracks,” said Eucalitto, adding the money can be used to build a passenger platform where people can onboard.
The group identified a potential landing spot for a platform north of the auto dealer on Railroad Street. Utilizing Union Deport for onboarding was also considered.
To be awarded funding, Housatonic Railroad Company would need to apply to DOT and the federal government for track upgrades.
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Ralph Fedele sits at a desk in the historic Irondale Schoolhouse, which he led the effort to relocate to downtown Millerton.
Starting in 2015, the building was disassembled and moved — piece-by-piece — thanks to the efforts of a local organization called the Friends of the Irondale Schoolhouse and a Millerton resident that has dedicated much of his life to the community and preserving local landmarks.
That man is Ralph Fedele, a revered figure in the community both for his efforts to restore, maintain and educate people about the former schoolhouse and for more than a decade serving on the North East Town Board.
Fedele moved to Millerton from New York City 37 years ago, in 1988, and has since worn many hats – volunteer, historian, advocate, elected official – yet he still doesn’t believe he’s earned that title.
“I’m a transplant,” he said matter of factly. “I’m from the city.”
Years after settling in Millerton full time, Fedele was driving north on Route 22 when he spotted an old, classic building and couldn’t stop thinking about it.
“It was in dire straits,” he recalled. “Right on the road, but beautiful. I remember thinking, ‘Wouldn’t that be a great building to move into the village?’”
That moment would eventually turn into Fedele’s lasting legacy.
Fedele joked that people may have thought he was crazy during the lengthy restoration. “I was a tyrant,” he said with a laugh. “I really made sure that we were able to get it done.” The effort required coordination with the state, the county, village and town officials, and his newly assembled nonprofit board.
As a self-proclaimed history buff, Fedele didn’t stop at the restoration. He found a list of students in old records and did what any determined historian would do. He opened the telephone book and started making calls.
Eventually, he tracked down one of the schoolhouse’s original students – Mary (Mechare) Leitch – who, at the age of 101, returned to the building after renovations were complete.
“It was a marvelous time,” smiled Fedele. “I was so happy to see her.”
North East Town Supervisor Chris Kennan, left, and Mary Leitch, who was the last living Irondale Schoolhouse student until her death in 2025.Provided
Leitch died on Dec. 24, 2025, at the age of 103.
Leitch was born in Millerton in 1922 and grew up on Winchell Mountain in the hamlet of Irondale. Her early schooling was at Irondale’s 1858 one-room schoolhouse until it closed in 1930. She was proud of having been the last person to attend the school. From the third grade onward, she attended school in the Millerton school district.
“If you sit still, you will rust,” was a favorite Leitch saying, perhaps inspired by the Irondale district and the area’s iron industry.
Leitch delighted in the outdoors and in the company of animals and people, caring for many dogs—especially Jack Russells—and cherishing the horses that were part of her long, vibrant life. An avid sportswoman, she enjoyed deer hunting and fishing, keeping her licenses current right up until her passing. She was a longtime member of both the Jack Russell Club of America and the Dutchess County Professional Horsemen’s Association.
In 1958, she married William “Billy” Leitch of Millbrook, a professional horseman, sharing a love of the sporting life and enjoying active membership in the Millbrook Hunt Club. Billy pre-deceased her in 2015.
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