Deeply cherished and thoroughly enjoyed by same owners since 1972, the original 1922 single story bungalow was GREATLY expanded with a massive 2 story colonial addition in 1987 creating a most unexpected combination of old and newer space totaling nearly 3,000 square feet of living area. With 10 rooms you'll have myriad living options including 1st or 2nd floor primary; perhaps a good fit for multi-generation living. See attached floor plan for room layout and flow. I don't think you'll find another quite like it in Milton! Yes, the kitchen is adorable but will need updating. Fireplace likely does not function. French door to the side deck requires attention and probably so do 50 more things. Definitely work to be done here, but should not be considered a true gut renovation. You will be hard-pressed to find more above-grade space for the money. Interior is freshly painted, though exterior is in need of EXTENSIVE restoration and some forms of financing will be affected. Full basement under the bungalow section has remnants of interior walls and partitions, which have been partially torn down. You'll need to start over if you intend to finish it. Laundry is in basement, but ample room to bring upstairs. The 1899 subdivision plan (attached) refers to the neighborhood as Mount Pleasant. Important updates: carpeting 2026; boiler 2025; roof and skylight replaced 2024; oil tank 2023; replacement windows 2012. Garage structure in poor condition. Strongly suggest you watch the short narrated video tour to better understand the flow and overall condition of this unique property, but you should really come visit. PLEASE make any offers valid for minimum 24 hours.