Pittsfield Council To Discuss Police Chief Residency, Eliminating Charter Objection

By Brittany PolitoiBerkshires Staff
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PITTSFIELD, Mass. — Ward 1 Councilor Kenneth Warren wants to ask residents, "Should public safety leaders be required to reside in Pittsfield?"

Included on the Tuesday, July 11, council agenda is a petition for a ballot question to ask voters if the restriction that requires such management positions to live in the city should be eliminated.

This is a continuation of a conversation that began last month in the Ordinances and Rules subcommittee meeting.  The panel tabled a request to remove the management residency requirement and replace it with a 20-mile radius requirement.

This and a voted-down salary increase for the police chief were directed related to Pittsfield's upcoming search for a permanent police chief, which Michael Wynn retired from this month.  

Capt. Thomas Dawley is the interim chief and a search for a permanent chief will occur next year after the mayoral election.

During the subcommittee meeting, Human Resources Director Michael Taylor explained that there are several staff within the Pittsfield Police Department that may want to apply for the position but would not be eligible because of the requirement.

"The conversations that we've had with the police department and our management team, we know that this language somehow needs to change. It's far too restrictive. It does in fact, broaden our talent pool," he said.

"We have plenty of employees that work for the City of Pittsfield, who do not live in Pittsfield and are amazing employees who contribute plenty to this community. I don't feel strongly that someone needs to live in Pittsfield to be an outstanding employee and get back to this to this community."

Councilors expressed concern for the chief's reachability in the case of an emergency if they were to live outside of the area, pointing to some surrounding communities' lack of cell service.

Warren pointed out that the requirement has been around for decades and pointed to the possible reasoning for its existence.

"There are two schools of thought: One school is that you want your important department heads like your police chief like your fire chief to be in the city and back in the day, it wasn't worrying about response and we didn't have the cell phones and all the other stuff that allows us to be on top of things but the fact of the matter was, people wanted an investment by their top officials in the city both financially by owning a home and paying taxes, etc. and personally because it's their community," he said.


"I know that doesn't mean that you can't get good people that live outside that jurisdiction but if you check other communities, some will have this restriction, some won't."

He added that it would have been thoughtful to look at this ahead of time, as Wynn announced his retirement late last year, and to look at what other communities are doing.

Other councilors were torn on the topic and there was a suggestion to shorten the radius.

Also on the agenda to be referred to the Charter Review Committee is a petition from Councilor At Large Pete White asking to consider eliminating or amending the charter objection from the city charter.

Ward 2 Councilor Charles Kronick has caused a stir with this move for the last two budget seasons.

He charter objected to the fiscal 2023 budget, causing a budget to be adopted by default and Mayor Linda Tyer adopting the council's recommendations after the matter.  Recently, Kronick charter objected to wave a finance committee review of three end-of-the-year financial appropriations and caused an emergency meeting on the last day of the fiscal year so that the monetary burdens did not fall on the taxpayer.

At the 11th-hour meeting White pointed out that, for the second year in a row, there has been a charter objection in June that has "basically screwed up the process of government" and taken away the councilors' choices to make changes to the items.

If not for the "waste of time" charter objection, he said that he would have entertained suggestions on how else to approach the deficits.

"Really the point we're at tonight, I don't want to see any of these items changed. I don't want to see any of these items for risk of being charter objected to again when the burden would go on the taxpayer because if we make any amendments to these, that's what could happen so we have to understand the parliamentary procedure of this, that if we change any of these items, they can be re-charter objected," he said.

"Tuesday night was the time to bring up concerns, to have discussion when we still had time. To act, instead of pushing it to the very last hour so we don't have time to suggest anything to the mayor, nor give the mayor time to think about something for a day or two because, through the charter objection, we've pushed ourselves against the wall," he said.

"The charter objection is irresponsible and if it's not taken out, it should be not allowed in the month of June so I will not entertain any changes to any of this but I do look forward to debate and questions that counselors may have had from Tuesday night."


Tags: agenda,   city council,   

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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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