Rare opportunity to own the historic Jesse T. Blake House, a distinguished 1896 Shingle Style residence built by noted architect Harry Hale Waterman. Located in the Ridge Historic District on two lots, the property is recognized for its architectural significance, including a City of Chicago landmark award and Historic Preservation Easement. Rich in period craftsmanship, the home features a distinctive shingle-clad exterior, expansive porch, original stonework, beams, fireplaces, and thoughtfully preserved details.  Inviting interior includes an open foyer, spacious living and dining rooms, sunroom, designer kitchen with soapstone counters and custom cabinetry, open eating area with French doors to the luscious yard. The second floor offers generously sized bedrooms, original built-ins, and beautifully appointed baths, including stunning primary bath that captures the morning sun featuring Jerusalem marble, sunken tub and walk in shower. Finished lower level provides a recreation room with heated floors, built-ins, speakers and theater system, plus half bath. Original basement offers additional storage and architectural character.  Modern updates include electrical, sump pump, generator with backup battery, boiler, central air, two hot water heaters, and separate boiler for heated floors. A remarkable blend of historic integrity, architectural distinction, and modern livability-an exceptional opportunity to own a significant piece of Chicago architectural history resting on an oversized hilltop private oasis.