There remains a question of funding for the terracotta roof and the campanile tower.
PITTSFIELD, Mass. — With a new investor on board, CT Management has just about all of its funding in place to redevelop the St. Mary the Morningstar campus.
Developer David Carver purchased the property at the end of 2017 with plans to transform the historic property into 29 market-rate housing units.
Since then the company has been working on securing the financing needed to preserve the buildings and transform the interiors while still making economic sense. The project is estimated to cost more than $6 million.
"When it starts to get above that, the problem becomes affordable rents. We start to fall out of the affordable area," Carver said. "It becomes a real problem. So we are trying to figure out creative ways to keep the cost down so the resulting rents will be affordable to the market we are looking at."
In the process, Carver found a new partner in the project in Mill Town Capital. The investment firm is matching Carver's equity to secure funding from Berkshire Bank.
"This could have a potentially big impact on the city," Mill Town Managing Director Tim Burke said of what attracted the company to the project.
The investment firm is fairly new to the city, forming just two years ago, but has made a big impact through investments in a number of projects and businesses. Burke said the company's mission is to improve the city and St. Mary's is such an opportunity because it helps fill the need of quality housing for businesses such as General Dynamics. He sees it as a project that can "jumpstart" an array of development in the city's center.
"It is still the early days of development. We are still just scratching the surface," Burke said.
Mill Town's involvement helped secure the loan from Berkshire Bank and CT Management's team has been doing interior demolition and stabilizing the existing buildings.
"The buildings were starting to deteriorate fairly rapidly so we need to do things like roofing, asbestos abatement. All of the preliminary work as far as stabilizing the buildings will be done in the next 30 to 45 days," Carver said.
Carver said the redevelopment aspects should start by the end of the year. Provided all goes as planned, the first apartments could be available next fall.
The roof on the severely neglected school building -- which has sat empty for some 30 years -- is being redone. Inside the church, pews are being taken on, cut and rebuilt to smaller sizes to be sold, and some prep work is being done.
Meanwhile, the design is coming along but Carver said that will always be somewhat of an ongoing process.
"What is changing is details. When we start doing demolition, we uncover details that require a little change here or a little change there or we can't do what we thought we could do because something is in the way or we uncover details we really want to keep and we want to incorporate them into the design," Carver said.
Once the stabilization, interior demolition, and design wraps up, Carver said the company will focus on redeveloping the church first, follow up with the rectory, and finish with the school.
"We hope to start reconstruction by the end of the year. We will do building by building," he said.
The church is the particularly notable aspect of the project. The inside will feature 11 apartments on three floors. CT Management has done a few redevelopments of churches with the most recent one being the Holy Family Church on Seymour Street into Powerhouse Lofts. Carver said this building is much more complicated than any of the others.
Burke has confidence in Carver's ability though. Mill Town has known Carver for the last two years and had followed the Powerhouse Lofts project closely. Burke said Mill Town really liked Carver's approach and outcome.
"It seems like he does good, impactful project," Burke said, praising Carver for taking on complicated projects that are important and impactful to the area.
"He's doing hard projects but they have a double impact. It's filling a housing need and repurposing old buildings."
The school building is in really rough shape after 30 or so years of being vacant. Now, CT Management is putting a new roof on it to prevent it from getting worse.
Complicated projects also mean costly projects and there remains a gap estimated at about $250,000.
Carver said the aspects of the project without specific funds identified yet are to replace the terracotta roof, preserve the campanile tower, and expand infrastructure to the property.
"We have some very expensive things that need to be done - sidewalks around the perimeter, there are some major utility lines that need to come into the building for sprinkler and power. Another item we've talked to the city about that we're not sure how to handle is trying to save the main roof of the church. The other roofs, one is flat and the others are conventional shingle roofs, but this one has a very unique terracotta roof and there aren't that many in Berkshire County," Carver said.
"We would like to keep it rather than take it off and put conventional shingles on. We'd like to find a way to keep the terracotta roof."
He said he is working on closing that last piece. There are ways to cut costs out but Carver doesn't want to lose any of the detailed work. Carver said the focus in redoing historic buildings is to preserve as much of the architecture as possible.
"I'd rather fight for some extra funding to keep the church more or less intact. We could put a unit in the choir loft on either side but I just don't want to do it because you have to punch holes in the building," he said. "I'd rather fight to try to preserve it."
State Rep. Tricia Farley-Bouvier had made a pitch to the Legislature for funds for the infrastructure work as that would not only help Carver but also help usher in further development in the Morningside area. Carver said he is looking to apply for Community Preservation Act funding for the tower and roof, exchanging ongoing maintenance and a historic easement for money to restore those pieces.
The gap is a fairly small percentage of the project so it won't hinder the timeline. The work will still continue with or without that funding immediately in place.
"It is not that bad [of a gap] but we are a little concerned because projects like this always cost more money than you think, especially in my case because when we run into decisions that need to be made I like to err on the side of quality and doing it correctly. This is a very long-term investment for us so we need to put the money in up front and do it right," Carver said.
As big and tricky the project may be, city and state officials have significant support -- especially when the historic church was nearly knocked down to make way for a Dunkin Donuts drive-thru in 2014. That drive-thru plan had triggered significant outrage among the community which didn't want to lose the structures. When Cafua Management backed out of that deal, Carver made an offer.
The city and state provided tax incentives and MassDevelopment helped provide the acquisition loan allowing Carver to purchase it.
From the governmental perspective, the project isn't just saving historic architecture and isn't just providing apartments but rather increasing the market-rate housing options available to employees at the city's largest employers and stimulating a resurgence in the Tyler Street neighborhood.
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Friday Front Porch Feature: This Luxury Home Has Plenty of Amenities
By Breanna SteeleiBerkshires Staff
LENOX, Mass. — Are you looking for a big house to enjoy your days with a big movie theater, a sauna, and more? Then this is the house for you.
Built in 2004, this seven-bedroom, and nine-bathroom home is 7,073 square feet on more than an acre. The home comes with an elevator to the lower level to access a theater, sauna, gym, wine cellar, massage room, and its very own soda fountain.
The home also has a guest house with a saltwater pool. A multi-car garage greets you with heated floors.
The this home is listed for $4,950,000 and is located in the 125-acre, gated Pinecroft compound.
We spoke to Leslie Chesloff, the listing agent with William Pitt Sotheby's.
What do you think makes this property stand out in the current market?
Chesloff: This gated Berkshire stone estate truly redefines luxury living in the Berkshires. What sets it apart is the rare combination of resort-style amenities and complete privacy. The property offers Canyon Ranch-level wellness living with a full spa experience at home — including a sauna, massage room, and gym — plus an eight-seat hi-def theater with wine cellar for entertaining. The heated, gunite saltwater pool and spa are complemented by a fully equipped pool house with a guest suite and complete kitchen, perfect for extended family or guests.
What was your first impression when you walked into the home?
The moment you step inside, you're struck by the quality and craftsmanship — those 300-year-old reclaimed timber floors set an immediate tone of authenticity and warmth. The scale is impressive but never overwhelming; this is a home designed for gracious living, not just show. The natural light, cathedral ceilings, and thoughtful flow between spaces create an inviting atmosphere that balances grandeur with genuine comfort.
How would you describe the feel or atmosphere of this home?
This home feels like a private wellness retreat meets sophisticated family estate. There's a serene, spa-like quality throughout — enhanced by features like the sauna, steam shower, and massage room — but it never feels clinical or cold. The Berkshire stone exterior and reclaimed timber floors ground the home in a sense of place and permanence. It's designed for people who appreciate the finer things but want to actually live well — whether that's screening a film in the eight-seat theater with wine from your own cellar, hosting poolside gatherings, or simply unwinding in your own spa sanctuary.
What kind of buyer would this home be ideal for?
This is perfect for the discerning buyer who values wellness, privacy, and culture in equal measure. I envision someone who spends their days hiking or exploring the Berkshires, then comes home to unwind in the sauna or pool. They might entertain guests in the theater wine room, host multi-generational gatherings with family staying in the pool house guest suite (which has a full kitchen), and appreciate being minutes from Tanglewood, world-class dining, and Berkshire arts.
This could be an executive looking for a primary residence with work-from-home flexibility (there's an office/bedroom suite), a wellness-focused family, or empty nesters who want to host adult children and grandchildren in style and comfort.
What would you say to a buyer trying to imagine their life in this space?
Picture Saturday morning: you're sipping coffee on the terrace overlooking your heated saltwater pool, planning a day at Tanglewood. Your guests are making breakfast in the pool house kitchen — they have their own private retreat but are steps away when you're ready to gather. Evening arrives, and you screen a favorite film in your eight-seat theater, selecting a perfect bottle from your wine cellar. This isn't just a home; it's a lifestyle that brings resort-level wellness, entertainment, and hospitality to your doorstep — all within a secure, maintenance-free compound where nature meets luxury.
Are there any standout design features or recent renovations?
Absolutely. The home includes an elevator for multilevel accessibility, which is both practical and forward-thinking. The lower level is exceptionally well-conceived — a true entertainment and wellness wing featuring the eight-seat hi-def theater, wine cellar, sauna, gym, massage room, and even a charming soda fountain. The gourmet kitchen has been recently updated, customized wet bar, while outdoor living is elevated with the heated gunite saltwater pool/spa, firepit, and that incredible pool house with guest suite and full kitchen. Also, new HVAC system and heated driveway.
Thoughtful details like cedar closets, steam showers, central vacuum, and backup generator show this home was built to the highest standards.
You can find out more about this house on its listing here.
*Front Porch Feature brings you an exclusive to some of the houses listed on our real estate page every week. Here we take a bit of a deeper dive into a certain house for sale and ask questions so you don't have to.
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