Have you ever wondered who how the Bert Gray Road got its name?

The Bert Gray Road (Route 200) was previously known as the Franklin Road, or the Franklin Woods Road. This route was established many generations ago, and historically only a handful of families lived along it. This included a branch of the Simpson family – specifically Richard Simpson (1791-1858) and his wife Lovisa Wooster Simpson (1799-1888). Both were born in Sullivan and spent their lives on a farm here. They had three children: Albert (1820-1873), Eliza (1823-1896), and David Aaron (1825-1915). All three spent their lives on the farm, never marrying. Eliza was a schoolteacher. Aaron, the name he preferred, served in the Civil War with Maine Company A, Coast Guard Infantry alongside the Vice President, Hannibal Hamlin!
He returned from the war intact and ran the family farm for many years. He’d outlived his family and as he grew older, found himself in need of help. So around 1900, Aaron Simpson had his friend Albert Stephen Gray move his family in permanently to help run the farm and take care of Mr. Simpson in the twilight of his years. Bert Gray bought the farm and his family continued to care for Mr. Simpson there. This was an ideal arrangement – Mr. Simpson got to live out his days on his family land, and to see it prosper again as the Pleasant Hill Farm.

Bert Gray was born in 1856 in Sedgwick on a farm there. Later, he became a quarryman, and that is what originally brought him to Sullivan, with his wife Eleanor Mary (“Nellie”) and four children in tow: Sarah, Abbie, Joel, and Linwood. Farming life suited Bert much better, and the kids all helped out. Sadly, in 1907, their son Joel died there at the age of 22 from tuberculosis.
A sawmill was in use for many years there, and the present marshy area used to be a much fuller pond before the road was filled in. The Pleasant Hill Farm was located a little over a mile up the Franklin Road and still encompasses a great area of land. The old farmhouse still stands, and a family cemetery is there as well.
Old Mr. Simpson passed away in 1915, and Bert continued to run the farm until his own passing in 1936. The farm was passed down to his son Linwood who lived there with his wife, eventually becoming a successful merchant. The Grays were a musical family, with a pianist, opera singer, and composer among them, and performances were common at the house.
On a still summer’s night, with the sound of tree frogs and nighthawks in the air, one can almost imagine the faint sound of music emanating from the old farm on the hill and down into the surrounding woods.
Do you have any old photos or memories of the Gray farm? We’d love to hear from you!
