Skip to main content

Former Football Star Charged

Thu, 05/23/2019 - 07:11
Joseph R. Dowling

A former East Hampton High School football star who, police said, used his Sag Harbor neighbors’ mailboxes to deal heroin in that village, was charged on Friday afternoon with two felonies, possessing heroin with an intent to sell and actually selling it. Joseph R. Dowling, 24, was arrested after East Hampton Town police detectives coordinated a buy-and-bust operation on Lighthouse Lane in Sag Harbor.

“We developed some information and we were able to run with it,” Det. Sgt. Greg Schaefer said Tuesday. An undercover officer reportedly made a buy from Mr. Dowling, who, the sergeant said, was using the Lighthouse Lane mailboxes first to drop off the narcotic, then to pick up payment. Mr. Dowling, who lives on nearby Brandywine Street, was also charged with possession of a hypodermic needle, a misdemeanor.

At his arraignment in Sag Harbor Village Justice Court Saturday morning, Justice Lisa R. Rana entered a denial to the felony charges and a not-guilty plea to the misdemeanor. The defendant’s mother was in the courtroom, tears in her eyes. When Justice Rana set bail at $11,000, she softly said, “Oh, my God.”

In addition to the current charges, Mr. Dowling will likely be charged with violating his probation in connection with October 2014 charges, opening the door to a possible re-sentencing in that case, which also involved possession with intent to sell and felony possession of heroin. The earlier arrest followed a chase at speeds of over 100 miles per hour on Route 114.

Afterward, he was allowed to enter a drug treatment program. On Feb. 4 of this year, all charges except for two misdemeanors were dropped, and he was sentenced to three years’ probation.

As a Pierson High School student, Mr. Dowling played both sides of the line for the 2009 East Hampton-Pierson-Bridgehampton Bonackers, who made the playoffs for the first time since 2003. He was named all-county in his junior and senior years.

The district attorney’s office is reportedly moving rapidly to indict him, which would move the case up to county court.

With reporting by Taylor K. Vecsey

On the Police Logs 11.20.25

“A bald man with a briefcase” walked through his property on Friday afternoon, a Sag Harbor resident told police. The man showed up on his doorbell camera, said the homeowner, walking across the front lawn and then out of frame toward his backyard gate.

Nov 20, 2025

Pedestrians Hit in Sag Harbor Crosswalk

Two pedestrians were injured in a low-speed collision outside Bay Street Theater on Saturday night. 

Nov 20, 2025

A Quick Arrest in Amagansett Hit-and-Run

Update: A female pedestrian was seriously injured in a hit-and-run accident on Main Street in Amagansett Friday afternoon. The subsequent investigation closed the road for hours. 

Nov 15, 2025

On the Police Logs 11.13.25

Responding Friday night to a report of a structure fire on Further Lane, an officer spoke with the homeowner, who explained that he’d left a piece of pie in the microwave for too long.

Nov 13, 2025

 

Your support for The East Hampton Star helps us deliver the news, arts, and community information you need. Whether you are an online subscriber, get the paper in the mail, delivered to your door in Manhattan, or are just passing through, every reader counts. We value you for being part of The Star family.

Your subscription to The Star does more than get you great arts, news, sports, and outdoors stories. It makes everything we do possible.