OLD SCHOOL OF THE DAY
Jennings Hollow School
309 Jennings Hollow Rd.
Monticello, KY 42633
Established in 1919, just over a century ago, a one-room schoolhouse was built in Monticello, Kentucky. Jennings Hollow School once taught its students in the community up to 7th grade, and operated until the 1960s, around 1964. The schoolhouse has been restored recently, and it’s absolutely gorgeous. In 1990 the school house was featured in a movie called Borderline. Several members of the community were offered small roles in the film to help with authenticity. Today, this newly restored historical one room schoolhouse is loaded with quaint charm. A large bank of windows light up the antiqued wood floors and walls making it impossible not to wonder back in time as one takes in the one room Interior. With a large front porch and front yard, there is everything needed for a Norman Rockwell style family gathering place or convert to a unique one room home. It is complete with a new bathroom and heating and air. Located just four miles from Hwy. 90, this property has easy accessibility but tucked securely down a quiet lane, you’ll feel a million miles from everyone. This would be such a cool piece of history to own. Someone could turn the old schoolhouse into a quaint home with an open living area for sitting on the front porch sipping on some sweet tea, or hosting a gathering with some friends in the main hall. Or this building would make a beautiful small event space.
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