Welcome to 2209 Ken Oak Road, a striking Mount Washington gem offering a rare blend of beauty, architectural character, and investment potential in an idyllic location. Situated on over an acre of flat, usable land on one of the neighborhoods most desirable tree-lined streets, this lovely property offers a welcoming stone walk, light post and mature flowering trees in the front yard that set the stage for the elegance and rich architectural details inside. This property is truly a standout in Mt. Washington for its zoning flexibility to be subdivided, exceptional private, detached garage sided by dual entries in the rear, and an extended driveway. Recent upgrades and improvements totaling over $70,000.00 include upgraded plumbing and heating systems, high-efficiency radiators, a modern German gas boiler (2023)and transferable warranties. The homes new Mitsubishi multi-zone ductless heat pump (installed 2025) provides energy-efficient heating and cooling for the upper levels, complementing the gas boiler, also new in 2025 for year-round comfort and cost savings. Inside, memorable architectural elements include double entry doors, a charming vestibule with marble floors and decorative leaded glass sidelights, hardwood floors and stairs with scrolled wood newel posts, marble fireplace surrounds, and a vintage kitchen with metal cabinets and stainless-steel counter tops. Interior updates feature fresh, neutral whole-house painting, modern lighting, and upgraded laundry plumbing, creating a move-in-ready environment with flexibility for the next owner to personalize kitchen, baths or porch spaces. An independent zoning feasibility study by Morris & Ritchie Associates confirms the propertys potential for subdivision or a buildable lot, offering rare long-term benefit in this sought-after location. The extended rear driveway and detached, two-car garage provide exceptional convenience, added parking and privacy. With multiple transferable warranties and service policies, no claims filed, and thoughtful mechanical and structural improvements, 2209 Ken Oak Road is a fantastic opportunity for those seeking timeless Mt. Washington charm, neutral interiors and future potential, all in one incredible property in Mount Washington.