Pittsfield Homelessness Committee Has Hopes for Community Health Worker

By Brittany PolitoiBerkshires Staff
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PITTSFIELD, Mass. — The Homelessness Advisory Committee got an inside look at the city's new community health worker position on Wednesday.

Gabrielle DiMassimo has been in the role for about three months and works within the Health Department. The committee hopes it can be a resource to DiMassimo and a support network.

She explained that community health workers are often trusted members of the community and serve as a cultural bridge between providers and community members.

"Our goal is to help clients move from case management to self-management by providing them with health, education, empowerment, and appropriate resources to help them improve their quality of life," DiMassimo said.  

"Currently, this role focuses on creating connections between our city's vulnerable populations and health care and other service providers by advocating for and helping patients navigate the health care and social services systems."

She emphasized the importance of using a culturally appropriate and trauma-informed approach, staying current on all of the resources available to city residents, and working collaboratively with other departments and community organizations.

The role is still evolving, as it is new to the department. DiMassimo said she renewed her community health worker certification last month and has been approved for software to help track clients.

She is also involved with the Pittsfield Hub initiative, which provides wraparound services to acutely at-risk individuals in the community.

"Our goal at the Health Department is to provide outreach and health education to city residents," DiMassimo said.

"We plan to do this using our mobile health unit, which is a trailer that we just acquired about a year or two ago. It hasn't been out in the community yet. We have debuted it at Third Thursday, but we're really pushing to be able to provide residents with health services such as blood pressure screenings, counseling on their prescribed medications and vaccines."

Committee member Katelynn Miner said she was out talking with the homeless on North Street and noticed that some are going to the bathroom where they are stationed. Reportedly there was a significant amount of human waste in the entranceway of The Lantern Bar and Grill, which has been closed for six months.

DiMassimo said the resource control officer can handle such situations and pointed out that there is a public portable restroom at the Common.


The committee also discussed a petition from the City Council requesting demographics and plans for the winter shelter. The requested metrics included health status, drug use, mental health, employment status, marital status, geographic distribution, and citizenship.

Committee members pointed out that there was a presentation on the annual "Point in Time" count from Community Action Pioneer Valley in May that provided answers about homelessness in the city.

But many of the categories requested were not in that count.

Chair Kim Borden suggested that the panel responds to the council by telling it to review that meeting and sending the materials from it.

Erin Forbush of ServiceNet reported that the St. Joseph's shelter will be open 24 hours a day, seven days a week beginning Nov. 14 with a capacity of about 50 people.

Prompted by the council's communication, the panel also discussed potential clients refusing services and the threshold for a guardianship process, which is reportedly quite high.

"To be frank, I'm pretty proud of our city and our services in our city because we have such a wonderful collaborative effort by all services," Borden said.

"And we're doing more to prevent homelessness and to assist with affordable housing for the homeless than really, most places are doing and more than we've ever had the ability to do before."

Director of Community Development Justine Dodds said she will draft a response with the suggestion to review the Point in Time presentation, an update on the winter shelter, and the role of the committee.

The committee was re-established in 2020 after the COVID-19 pandemic caused an uptick in homelessness in the city.  Both the former committee, re-established in 2018, and the current committee have been questioned by the City Council for its effectiveness.

The panel has not taken a voted action since January when it sent recommendations to Mayor Linda Tyer.  Meetings have largely consisted of presentations from local service providers.


Tags: homeless,   

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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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