James O. Bower Insurance in the Historic Rupp House


The James O. Bower Insurance office is housed in the historic Rupp House.
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Today I have Jim O. Bower with me, a preferred partner of Joy Daniels Real Estate Group. He’s here to share the history of the James O. Bower insurance office on Trindle Road in Mechanicsburg. Their office is located in the historic Jonas Rupp House, built in 1773. This stone structure has been a fixture in Cumberland County history for almost 250 years. Situated along what was originally called Tringle Springs Road, the house was then called the Greystone Mansion of John’s Rock. In the mid-1800s, the home was occupied by the family of John Rock, the builder’s grandson. The family fled to Lancaster during the confederate invasion of Cumberland County in 1863. In their absence, Confederate Brigadier General Albert Jenkins used the home as his headquarters. His troops fought the northernmost engagement of the Gettysburg campaign at nearby Sporting Hill on June 30, 1863.


This stone structure has been a fixture in Cumberland County history for almost 250 years.


Rupp family descendants lived in the home well into the 20th century, but in the last 50 years, the building was used as a restaurant and tavern, and during that time, it suffered much deterioration and inappropriate modern modifications. Local attorney John Fenstemunder purchased the house in May 1997 and restored it, giving it a new life as a law office. Today the building is the headquarters of James O. Bower Insurance, an independent insurance agency specializing in commercial insurance for churches, camps, and schools, and they’re also the owner of Greystone Insurance. The team at Greystone Insurance is looking for new opportunities to serve your insurance needs, and Joy Daniels Real Estate is always here to help with your real estate needs. If you have any real estate questions, please call us at (717) 695-3177 or email info@joydaniels.com. We have buyer and seller specialists ready to help you.


brandon@gstoneinsurance.com