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Trevor Headley, Cocaine Distribution, Massachusetts 2026

A Newtonville man was sentenced to five years in prison for cocaine distribution in Massachusetts.

Trevor Headley, 32, was sentenced by U.S. District Court Judge Allison D. Burroughs to five years in prison, to be followed by four years of supervised release.

Headley pleaded guilty in April 2026 to one count of possession with intent to distribute 500 grams or more of cocaine and two counts of distribution of and possession with intent to distribute cocaine.

According to court documents, in August 2025, Headley distributed cocaine to an undercover law enforcement officer on multiple occasions.

On Aug. 12, 2025, Headley met the undercover officer at a pre-arranged location and sold approximately 112 grams of cocaine.

On Aug. 27, 2025, Headley conducted a second controlled transaction, this time distributing approximately 451 grams of cocaine.

The investigation was conducted by the Bureau of Alcohol, Tobacco, Firearms and Explosives, the Drug Enforcement Administration, and the Boston Police Department.

Assistant U.S. Attorney John T. Dawley prosecuted the case.

This case is part of Operation Take Back America, a nationwide initiative that marshals the full resources of the Department of Justice to repel the invasion of illegal immigration, achieve the total elimination of cartels and transnational criminal organizations and protect our communities from the perpetrators of violent crime.

Trevor Headley, 32, Defendant/Respondent Full Name, was sentenced to five years in prison, to be followed by four years of supervised release.

Exact Criminal Charges: one count of possession with intent to distribute 500 grams or more of cocaine and two counts of distribution of and possession with intent to distribute cocaine.

City and State: Newtonville, Massachusetts.

Exact Date with month/day/year: April 2026 (sentencing), August 2025 (crime date), October 2025 (arrest).

Sentence or Outcome: five years in prison, to be followed by four years of supervised release.

Dollar Amounts: approximately three kilograms of cocaine packaged for distribution, along with more than $32,000 in cash.

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