Chestertown Community Mourns Grasonville Man Lost in Violence
In Chestertown, Maryland, the Kent County Sheriff’s Office (“KCSO”) is leading an investigation into the violent death of Jermaine Lafel Miles, age 50, of Grasonville, Maryland, whose life ended early Tuesday afternoon. The incident occurred on Tuesday, November 4, when deputies responded to a 911-call at approximately 3:35 p.m. reporting a vehicle stopped on the roadway on Lovers Lane near Chestertown. (The Evening Enterprise)
Upon arrival, a patrol deputy located a man in the driver’s seat of the vehicle who was discovered to have sustained an apparent gunshot wound. The death has been classified as a homicide. (easternshoreundercover.com) After the scene was processed by KCSO’s Criminal Investigation Division in coordination with the Maryland State Police Crime Scene Unit, the victim was identified and next of kin were notified. (The Evening Enterprise)
Miles was described in official statements as a resident of Grasonville, Maryland, aged 50. (Facebook) The exact nature of his circumstances at the time of the incident remains under investigation. No further personal details—such as his occupation, family-members, or motive for the attack—have been released by authorities.
The investigation is ongoing, with the KCSO urging anyone who might have witnessed the event, has relevant dash-cam or mobile phone footage, or holds any piece of information—even small—to contact detectives. Tips can be provided anonymously via the KCSO tip-line. (easternshoreundercover.com)
Locally, the news of Miles’ death has sent shockwaves through the community. Friends and neighbors remember him for his calm demeanor and his ties to Grasonville, though public profiles and social-media reflect that he also traveled and associated beyond his hometown. In the close-knit communities of the Eastern Shore of Maryland, the loss of a 50-year-old resident in such sudden and violent fashion has triggered conversations about safety, community vigilance, and the importance of communal support for grieving families and residents.
Law enforcement officials are examining all physical evidence at the scene—Lovers Lane near Chestertown, a rural or semi‐rural roadway corridor—while also reviewing background records, residence information, cell-phone logs, and any video surveillance accessible in the region. The Maryland State Police Crime Scene Unit is assisting with forensic, ballistic, and crime‐scene reconstruction tasks to determine how the incident transpired, including timeline, possible suspect or suspects, vehicle location, trajectory of gunfire, and whether other individuals were present at or near the scene prior to the discovery.
Because Miles was found in a vehicle that had stopped on the roadway, investigators are also considering whether he was driving or parked, whether the stop was spontaneous or planned, whether the shooter approached the vehicle or was inside, and whether the scene was ambush-style or confrontation-based. At this stage, the authorities have not identified any suspect publicly, nor released a suspect description or motive. The casing remains open.
As the community grapples with the tragedy, local gatherings, prayer vigils or remembrance events are expected though none have been officially scheduled as of yet. The KCSO has expressed condolences to Miles’ family, stating that the loss of life in this violent manner is deeply felt throughout Kent County and the surrounding regions. They reaffirm their commitment to pursuing accountability, asking the public’s assistance, and working to provide resolution for the victim’s family and the community at large.
In summary: In Chestertown on Lovers Lane on November 4 at approximately 3:35 p.m., 50-year-old Jermaine Lafel Miles of Grasonville was found dead from a gunshot wound. The KCSO and Maryland State Police are investigating it as a homicide. Miles’ family and community mourn his untimely passing while law enforcement seeks leads and public help in solving the case.









