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With Election Day approaching, attention turns to some of the county’s high-profile contested races. This week, we’re taking a closer look at the candidates for Dutchess County Comptroller and County Court Judge as the final campaign hours wind down.
Dutchess County Court Judge
Ned McLoughlin — Incumbent, Republican

Ned McLoughlin has served as Dutchess County Court Judge since 2015, presiding over some of the county’s most serious criminal and civil cases. A lifelong resident of Dutchess County, McLoughlin has spent more than three decades in public service, including 23 years as a prosecutor and a decade as a judge.
“I’m most proud that during my 10 years on the bench, I have delivered severe sentences to those convicted of violent crimes, while also helping defendants overcome the illness of addiction using the tools of the court, as well as a myriad of programs designed to get people back to a law-abiding life and strengthen their families,” McLoughlin said.
Community safety, combating addiction and providing access to mental health services are top priorities for McLoughlin. “The top three issues for the county are safety from violent crimes, confronting the scourge of addiction from fentanyl and providing greater access for those with mental illness who find their way into the criminal courts,” he said.
McLoughlin’s career combines extensive courtroom experience with community engagement. He regularly meets with constituents at their doors, hosts hundreds of jurors for trial selection and opens his courtroom to high school classes to provide students with insight into the criminal justice system. “I attend community events to always hear the voices of my community and their concerns,” he said.
McLoughlin spent more than two decades in the Dutchess County District Attorney’s Office, handling felony prosecutions including homicides, assaults and robberies. As Bureau Chief, he supervised senior assistant district attorneys and oversaw plea negotiations, grand jury presentations and trials.
McLoughlin has also served as an Acting New York State Supreme Court Justice since 2017, presiding over civil cases ranging from medical malpractice to foreclosures. He is a longtime adjunct professor of criminal justice at Marist College and has coached high school mock trial teams.
“I believe my 23 years as a successful prosecutor, having never lost a trial in county court, along with my 10 years on the bench – providing safety and help for defendants and victims – prove that I have the proper experience to continue in my role,” McLoughlin said.
A lifelong Dutchess County resident, McLoughlin lives with his wife of 33 years and they share four children.
Kara Gerry — Democrat

Kara Gerry is running for Dutchess County Court Judge, bringing a career spent entirely in the county’s courts and a lifelong connection to the community. She grew up in Dutchess County, attending Our Lady of Lourdes, Marist College and Pace University’s Elisabeth Haub School of Law. She and her husband, Niles, are raising their three children locally.
“I’m a lifelong Dutchess County resident,” Gerry said. “Professionally, I’ve spent my entire career in our courts — first as a prosecutor, and now as a public defender. That experience on both sides of the courtroom has shown me the importance of balance — holding people accountable while also understanding the circumstances that lead them there.”
Gerry said she is running because she believes justice should be both fair and compassionate. “I’ve seen where our system works and where it fails, and I want to help build a court that keeps people safe while addressing the root causes of crime,” she said.
Community safety is a central focus for Gerry, who also emphasizes fairness in sentencing. “People deserve to feel safe in their homes and neighborhoods,” she said, adding that fairness and equality in sentencing is another priority. “No one’s background, race or income should affect the outcome in court.”
Gerry is also advocating for stronger access to treatment and rehabilitation programs. “Mental health, addiction services and education reduce repeat offenses and strengthen families,” she said. “Courts should be part of a solution, not just a system of punishment.”
Her professional experience sets her apart from her opponent, Gerry said. “My opponent was only ever a prosecutor before he took the bench. I’ve been both a prosecutor and a public defender — I’ve seen justice from every angle. That balance matters.” Gerry has worked directly with victims, families and people struggling with addiction and mental illness and says she will bring fairness, compassion and accountability, and “not ideology,” to the bench.
Gerry said transparency and public trust are critical. “Judges can’t take political positions, but they can listen. The public deserves a judiciary that reflects its values — fairness, accessibility and respect. My goal is to make justice something people can see and trust in every courtroom,” she said.
Dutchess County Comptroller
Dan Aymar-Blair — Incumbent, Democrat

Dan Aymar-Blair is the Democratic incumbent serving as Dutchess County Comptroller. Elected in 2024, he began his first term in January 2025 and brings more than 20 years of experience managing government budgets, including 15 years overseeing financial operations at the New York City Department of Education.
Most of Aymar-Blair’s previous experience was in financial operations, managing not just budgets, but also human resources, facilities and other aspects of operations. Additionally, he served on the Beacon City Council for four years where he advocated for housing policy reforms, electrification initiatives and better public safety and emergency response capabilities.
Aymar-Blair said his motivation for running for Comptroller stemmed from a lifelong commitment to public service combined with his professional expertise. “This job brings those together. It’s rewarding work, and I’m blessed to have an amazing team that shares that mission,” he said.
Since taking office, Aymar-Blair has focused on increasing transparency and public engagement. He said his office’s reports have been read five times more than any previous reports from the department, and he has hosted 11 town halls around the county to listen and educate residents on budgets and county operations. “I’ve always envisioned this office not just as a tool for improving government, but also for educating the public. People have been very responsive to that,” he said.
Aymar-Blair said his independence allows him to approach issues objectively. Unlike his opponent, he says, “I haven’t been in the county legislature for 10 years making policy, so I can look at everything through clear eyes and total objectivity. I don’t have to pull any punches because of alliances or past commitments. I can just do the work freely, unencumbered by politics.”
Key priorities for Aymar-Blair include housing affordability, cost-of-living concerns, efficiency in government and oversight of large real estate projects. He is also monitoring how the county uses artificial intelligence, ensuring privacy protections are in place for residents.
“A big part of my job has been to demystify the Comptroller’s Office — to help people understand what it is, why it matters and how it can be an agent of change,” he said. “Every day my office is auditing claims. We’ll kick back a payment for $1.5 million if it’s not appropriate — and we’ll do it with the same zeal for a $12 payment. It’s all about accuracy and accountability.”
For Aymar-Blair, the role is about serving the community first. “Partisanship doesn’t matter here. My job as Comptroller is to ensure that the work is nonpartisan,” he said. “Dutchess County is almost a microcosm of the United States — you can be in downtown Poughkeepsie and half an hour later be in the rolling hills of northeastern Dutchess. It’s absolutely gorgeous. I’m proud to help it run well for the people who live here.”
Will Truitt — Republican

Will Truitt is a Republican candidate for Dutchess County Comptroller, seeking to bring a decade of experience in county government and private sector financial management to the office. A lifelong Dutchess County resident, Truitt has spent the past 10 years serving in the county legislature while simultaneously managing finances for Metzger Construction and several small water utility companies for the past eight years.
“I’m a lifelong Dutchess County resident. I’ve lived here all 30 years of my life,” Truitt said. He attended FDR High School in Hyde Park and went to Marist College, where he studied business finance and accounting and minored in economics.
Truitt said his interest in public service started early. As a freshman at Marist, he interned in County Executive Marc Molinaro’s office, learning how the county’s now $631 million budget is crafted. At just 19, Truitt ran for the legislature against an incumbent and won, beginning a decade-long career in county government.
“Once I graduated from Marist, I began full-time work at Metzger Construction in Hopewell Junction.” Truitt describes the company as a small, family-owned business doing multimillion-dollar work each year. “I manage money for a living. Between that private sector experience and my 10 years of public service, I believe it’s the perfect blend to be our next county comptroller,” Truitt said.
Truitt added that he is running to serve all residents and ensure taxpayer dollars are spent wisely. “There’s no way to serve as a Republican or Democratic comptroller,” he said. “You’re in that office solely to keep a watchful eye over taxpayer dollars. A comptroller who’s looking to push a political agenda would not be in the best interest of our county.”
Key priorities for Truitt include sustaining Dutchess County’s strong financial footing, maintaining its double A-plus bond rating and analyzing contracts to ensure emergency medical services remain efficient amid declining volunteer numbers. He also emphasizes supporting small businesses and tourism, which make up a large portion of county revenue.
“My father was a police canine sergeant in Hyde Park and was always involved in the community. I think that’s where my interest started,” Truitt said. “I’ve knocked on over 7,000 doors across all of Dutchess County’s towns, cities and villages. People should know who is representing them. When you meet people face to face, you get to learn their big concerns and that gives you the insight to do the job better.”
Truitt said his campaigns have always been grassroots-focused. “Regardless of the outcome of the election, I’m proud that I’ve been able to serve Dutchess County for the last 10 years.”
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201 Beilke Road built in 1957 on 0.8 acres was originally listed for $425,000 and sold on August 28, 2025 for $365,000 including in ground pool, deck and garage.
Photo by Christine Bates
MILLERTON — Monthly county recordings of property transfers offer an objective look at what is actually selling in any town. In August and September, the Town of North East and the Village of Millerton recorded 10 transfers: six residential properties and four small parcels of land. Four of the homes sold for under $500,000, well below the 12-month median for September of $495,000, while one closed for more than $6 million.
Homes currently listed for sale present a very different picture. Of the more than 20 residential properties on the market, eight are listed at above $1 million and only five are priced below $500,000. The million-dollar-plus homes have been on the market for an average of more than eight months.
August transfers
84 Beilke Road — 4 bedroom/1 bath home built in 1954 sold to Evan Cooper.
895 Route 83 — 3 bedroom/3.5 bath home on 45 acres built by architect Gilbert Schafer sold to Mick & Sadie LLC for $6,180,000.
Route 22 (#075387) — 2.7 acres of vacant land sold to Right Time Properties for $8,720.
September transfers
19 Dutchess Ave. — 3 bedroom/2 bath home on .1 acres in the Village of Millerton sold to Leah McCloskey for $420,000.
5884-5886 Elm Ave. — multiple dwellings on .41 acre in the Village of Millerton sold to 5884 S.Elm LLC for $310,00.
784 Smithfield Road — 2 bedroom/1 bath contemporary home built in 2000 sold to Ardian Hasko for $575,000.
201 Beilke Road — 3 bedroom/1 bath home on .8 acres sold to Carrie-Ann Dance for $365,000.
Rudd Pond Road (#620671) — 1.05 acre residential lot sold to Robert P. Wright for $69,000.
Quarry Hill Drive (#500970) — 2.89 acre residential lot in Boston Corners sold to Bart Schwartz Trustee for $100,000.
Silver Mountain Road (#922295) — 5.01 acre vacant parcel sold to Bradley Butts for $50,000.
*Town of North East and Village of Millerton property transfers from August and September 2025, are sourced from Dutchess County Real Property Office monthly reports. Details on property from Dutchess Parcel Access. Actual parcel numbers indicated by (#___) are included for properties without specific street address. Note that transfers may lag the date of closed sales. Market data from OneKey MLS and Inforsparks. Compiled by Christine Bates, Real Estate Advisor with William Pitt Sotheby’s International Realty, Licensed in Connecticut and New York.
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Dutchess County Sheriff's sub-station on Route 22 south of Amenia, New York.
Archive photo
Dutchess County Sheriff’s Office Harlem Valley area activity report Oct. 9 to Oct. 22
Oct. 12 — Deputies report the arrest of Ronald Arndt, age 70, for aggravated unlicensed operation of a motor vehicle in the third degree during a traffic stop at 3183 Route 22 in the Town of Dover. Arndt to appear in the Town of Dover Court at a later date.
Oct. 12 — Deputies responded to 116 Charles Colman Blvd. in the Village of Pawling for a domestic dispute at that location. Matter resolved without further police intervention.
Oct. 17 — Deputies responded to 123 Route 44 in Millerton for a hit and run that caused property damage in which the offending vehicle fled the scene leaving its bumper behind. The offending vehicle was located in the area of 72 Main St. in Millerton.Subsequent investigation resulted in the arrest of Miguel Guarcas Cipriano, age 54, for driving while intoxicated.Cipriano to appear in the Town of North East Court at a later date.
Oct. 18 — Deputies responded to 8 Willow Lane in the Town of Amenia for a neighbor dispute. Both parties were told to stay away from the other. No further police actionneeded.
Oct. 21 — Deputies responded to the area of 3306 Route 343 in the Town of Amenia to investigate verbal domestic disturbance.Matter resolved without further police intervention.
PLEASE NOTE:All subjects arrested and charged are alleged to have committed the crime and are presumed innocent until proven guilty and are to appear in local courts later.
If you have any information relative to the aforementioned criminal cases, or any other suspected criminal activity please contact the Dutchess County Sheriff’s Office tip line at 845 605 CLUE (2583) or Emaildcsotips@gmail.com.All information will be kept confidential.
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The ofrenda at Race Brook Lodge.
Lety Muñoz
On Saturday, Nov. 2, the Race Brook Lodge in Sheffield will celebrate the Mexican Day of the Dead: El Día de los Muertos.
Mexican Day of the Dead takes place the first weekend of November and honors los difuntos (the deceased) with ofrendas (offerings) on an altar featuring photos of loved ones who have passed on. Elements of earth, wind, fire and water are represented with food, papel picada (colorful decorative paper), candles and tequila left for the beloved deceased. The departed are believed to travel from the spirit world and briefly join the living for a night of remembrance and revelry.
Music and events programmer Alex Harvey has been producing Día de los Muertos at Race Brook for the past three years, and with the closing of the venue looming, the festival takes on a deep and personal meaning.
“The anchoring gesture of Race Brook, long before I arrived on the scene, has always been to cultivate a space that thins the veil between the worlds. Something otherworldly is hiding in the mountain’s towering shadow: the whispering spring-fed stream, the dense lineage that founder Dave Rothstein brings, the woodsmoke that rises every night of the year from the firepits. This space communes with the spirits,” said Harvey.
“And so we cradle a special ache in our hearts as the leaves turn and the beautiful dance of Race Brook’s project of cultural pollination draws to a close. Fitting, then, to return for one last activation — Día de Los Muertos — a celebration of the end of things. A remembrance of those who’ve made the transition we are all destined for, but also a time when we honor many types of loss. And while we will all mourn those who aren’t there in the flesh, we will also, with humility, come as mourners for the space itself,” Harvey continued.
The event will be a night to remember, to celebrate and to release with ritual, music, and communal remembrance. Participants are invited to bring photos, talismans and offerings for the ofrenda (offering), as well as songs, poems or toasts to share in tribute to loved ones who have passed.
Mexican American musicians Maria Puente Flores, Mateo Cano, Víctor Lizabeth, Oviedo Horta Jr. and Andrea from Pulso de Barro, an ensemble rooted in the Veracruz tradition of son jarocho, will be performing.
Translating to “Pulse of the Clay,” their name reflects a deep connection to the earth and to the living heartbeat of culture itself. Through a synthesis of Mexican, Cuban, Venezuelan and Puerto Rican traditions, Pulso de Barro merges poetry, rhythm and communal song as pathways to coexistence with nature. Their performances feature the jarana and leona (stringed instruments), quijada, cajón, maracas, and marimba (percussion), the tarima (percussive dance platform) and a call-and-response of folk and original versadas.
The evening begins at 6 p.m. in the Barn Space with a Fandango de los Muertos featuring Pulso de Barro, a Race Brook favorite. At 8 p.m., the Open Mic for the Dead invites guests to speak directly into the spirit world — through word, music or memory. The night culminates at 10:30 p.m. with a Fandango for the Dead, a participatory music and dance celebration. Bring your instruments, your voices and your dancing shoes.
Race Brook Lodge is a unique rustic getaway destination for relaxation, hiking, live music, workshops, weddings and more. Sadly, it will be closing for good later in 2026, ending a storied chapter of Berkshire music, art, culture and well-being.
Come experience an evening that honors lost loved ones and the end of a Berkshire institution. The cycle of life endures. Surely, resurrection is in the cards for Race Brook Lodge.
For Tickets and info, visit: rblodge.com
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