New Hampshire man sentenced to 18 months followed by three-year Boston ban for spree of downtown break-ins and package thefts
BOSTON, August 25, 2025 – A New Hampshire man who commenced a spree of downtown store break-ins and package thefts after moving to Boston in 2024 will spend at least 18 months in the Suffolk County House of Correction after pleading guilty last week to numerous connected charges, Suffolk District Attorney Kevin Hayden announced.
TIMOTHY DEARBORN, 41, pleaded guilty August 20 in the Central Division of Boston Municipal Court to larceny from a building, breaking and entering, trespassing and other charges related to a rash of thefts and break-ins between October 2024 and May 2025 in and around the Downtown Crossing area.
Judge Paul Treseler sentenced Dearborn to two-and-a-half years in the House of Correction with 18 months to serve and the balance suspended for three years. As part of his sentence Dearborn has agreed to stay out of Boston during the three-year period following his incarceration. Dearborn also must undergo mental health treatment.
Some of the crimes Dearborn pleaded guilty to include:
Charged with trespass and malicious destruction of property under $1200. On October 29, 2024, Dearborn and a female companion tried to pry open the valet ticket machine at the Boston Medical Center parking garage and were caught on CCTV. “No Trespassing” signs were posted nearby.
Charged with trespass. On November 12, 2024 at 1:19 p.m. Boston Medical Center public safety officers responded to a panic alarm in a men’s restroom on the fifth floor. Dearborn was inside the restroom, unsteady on his feet, and had dropped his crack pipe. He was not a patient, and the hospital has “No Trespassing” signs throughout.
Charged with B&E for a nighttime felony, malicious destruction of property under $1200, larceny from a building, and trespass. On November 25, 2024, he broke into the 74 Summer St. Taco Bell and was caught on video breaking into the cash registers.
Charged with trespass. On December 12, 2024, he repeatedly entered the 64 Arlington St. Starbucks after being asked to leave. He took someone’s food, harassed customers for money, and appeared to be under the influence of an unknown substance.
Charged with larceny from a building. On December 17, 2024, he entered 125 High St. (an office building) and was caught on video rummaging through desk cabinets and the pockets of a jacket at the concierge desk around 11 pm. He left on foot with a label maker and an unknown other object.
Charged with larceny from a building. On December 23, 2024, he stole a package from inside 140 Boylston Street containing a Carhart jacket, three sweatshirts, a cooking appliance, boardgames, and a Lego set. Given the date, these seemingly were Christmas presents.
Charged with B&E daytime felony and larceny from a building. He was caught on CCTV breaking and entering into a Planet Fitness on Christmas Day and stealing the safe.
Charged with larceny from a building and B&E for a nighttime felony. On December 27, 2024, he broke into 43 Winter St. around 2:47 a.m. and left the building around 3:06 a.m. carrying a pregnancy pillow and Amazon packages. This was caught on video.
Charged with breaking and entering for a nighttime felony and larceny from a building. At 3 a.m. on December 29, 2024, he broke into a Dunkin Donuts at 16 Kneeland Street and stole $153 from the cash register.
Charged with larceny under $1200. On December 29, he stole a package of six boxes of Sun Cruisers iced tea from outside the Wild Duck Market at 63 Salem Street.
Charged with larceny from a building and breaking and entering for a daytime felony. On January 11, 2025 he was caught on camera entering an unlocked side door of Citizen’s Bank at 99 High St. Dearborn entered multiple bank offices and walked off with a cardboard box of several items, including a Bose speaker and digital projector.
Charged with larceny from a building and breaking and entering for a nighttime felony. Around 11 p.m. on January 11, 2025, he jumped the counter at Boston Chowda Co. at Faneuil Hall and stole $1,143 from the safe, which was closed but not locked.
Dearborn has an extensive criminal record in New Hampshire consisting of similar charges.
“Mr. Dearborn epitomizes the type of repeat offender who makes life harder for merchants, consumers and residents. He also represents the type of offender who has moved beyond any hopes of alternative sanctions and must be dealt with at another level. His incarceration, followed by his expulsion from Boston for three years, is a win for merchant safety and neighborhood quality of life,” Hayden said.
Hayden’s office, the Boston Police department, regional retailer groups and small business owners in 2024 launched the Safe Shopping Initiative, an effort to increase consumer safety and help store managers strategize responses to shoplifting and retail larcenies. The initiative formed amid increasing national and local frustrations around retail crime, along with concerns over the closure of several pharmacies serving minority communities in Boston.
All charged individuals are presumed innocent until and unless proven guilty beyond a reasonable doubt.
Suffolk County District Attorney Kevin Hayden’s office serves the communities of Boston, Chelsea, Revere, and Winthrop. Our office handles more than 20,000 cases a year. Nearly 160 assistant district attorneys practice in nine district and municipal courts, Suffolk Superior Court, the Massachusetts Appeals Court, the Boston and Chelsea Juvenile Courts and the Supreme Judicial Court. Our office employs some 300 people and offers a wide range of services and programs for anyone encountering the criminal justice system. We are committed to educating the public about our mission and services while focusing on crime prevention to keep the residents, workers and visitors of Suffolk County safe.
James Borghesani, Chief of Communications