Jamaica Plain Caretaker Turned Suspect: The Investigation Behind a Multi-Million Dollar Jewelry Theft 

Members of the Boston Police Fugitive Unit have arrested a Randolph man in connection with a brazen residential burglary in Jamaica Plain during which an estimated several million dollars’ worth of fine jewelry was stolen from a locked safe.

Cory Kisakye, 27, of Randolph, MA, was taken into custody on May 26, 2026, and arraigned in West Roxbury District Court on charges of Unarmed Burglary, Breaking into a Depository, and Larceny from a Building.

In the early morning hours of November 19, 2025, an unknown individual or individuals broke into the rear basement entrance of a private residence within a gated community on Allandale Road in Jamaica Plain. The suspects gained access to a locked safe room in the basement and emptied its contents: a collection of fine jewelry belonging to the homeowners, including diamond rings, luxury watches, gold bracelets, pearl necklaces, and designer pieces from brands including Tiffany and Co., Piaget, Chopard, and De Grisogono. Known values for individual items ranged from $1,000 to $850,000, with the total loss estimated to be in the millions.

Surveillance footage from a neighboring address captured two individuals walking away from the rear of the residence at approximately 11:59 p.m. on November 18, 2025, consistent with the timeframe of the burglary.

The victims informed investigators that Kisakye had previously worked for them as a home-care assistant and had detailed knowledge of the property, including the location of the safe and its combination.

Detectives from the Special Investigations Unit and District E-13 (Jamaica Plain) launched a comprehensive investigation that spanned multiple states and several months. Through forensic analysis, surveillance, court-authorized search warrants, and financial records, detectives developed probable cause to identify Kisakye as a suspect. A fingerprint recovered from the crime scene was identified as belonging to him, and GPS data placed him in the area of the residence around the time of the burglary and on a suspected reconnaissance visit approximately one month prior.

Within days of the burglary, Kisakye traveled to Miami, Florida, where records confirmed he sold a stolen gold bracelet for $11,000. Detectives also identified a pattern of pawn transactions and a significant and unexplained increase in his cash activity in the weeks following the burglary.

On December 8, 2025, surveillance detectives observed Kisakye visiting a jewelry store in Randolph, where he had sold gold jewelry. The following day, he purchased a one-way ticket and departed the United States for Entebbe, Uganda, declaring $54,000 in cash at the time of departure. Investigators believe he fled to avoid prosecution.

Officers assigned to the Boston Police Fugitive Unit traveled to Miami, Florida, where Kisakye was taken into custody on May 26, 2026, and returned to Suffolk County. He was arraigned in West Roxbury District Court. 

The investigation was led by detectives from the Boston Police Department’s Special Investigations Unit and District E-13 Detectives, with assistance from the Latent Prints Unit, the Randolph Police Department, and law enforcement partners in Florida.