Bars from a prison jail cast a shadow on the floro.

MIDDLETOWN, N.Y. — A repeat violent felon was sentenced Wednesday to 12 years to life in state prison after breaking into a woman’s home in the middle of the night and threatening to kill her, prosecutors announced.

Key Points

Jason Simpson, 44, received a sentence of 12 years to life in Orange County Court.
Simpson pled guilty to attempted burglary in the second degree.
This marks his third violent felony and fourth overall felony conviction.

Home invasion incident detailed

Jason Simpson, 44, of Middletown, entered a guilty plea earlier this year to attempted burglary in the second degree. Prosecutors said the crime took place around 11:20 p.m. on October 13, 2024, when he unlawfully entered a residence in the City of Middletown while the female victim was sleeping.

According to court documents and testimony, Simpson turned on the bedroom light, placed his hand over the victim’s mouth, and threatened to kill her if she made noise. He began pulling down her shirt but fled the scene after hearing people nearby.

Police located Simpson shortly after around the block. Authorities said he confessed to the attempted burglary during questioning.

Repeat offender gets maximum punishment

District Attorney David M. Hoovler confirmed Simpson has three prior violent felony convictions and four total felony convictions. Based on his status as a persistent violent felony offender, Simpson was eligible for an extended prison term.

“Repeat offenders, especially violent recidivists, require the most significant punishment,” Hoovler said.

Investigation led by local authorities

The City of Middletown Police Department conducted the investigation that led to Simpson’s arrest and conviction. Prosecutors credited their swift response and detailed work in holding Simpson accountable.

At the plea proceedings, Simpson admitted he entered the home intending to commit a crime, fulfilling the legal criteria for the second-degree burglary charge.

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