A rare offering in the center of Issaquah's Olde Town--two detached homes on a single lot, seamlessly connected by a private walkway. This six-bedroom property blends historic architecture with modern versatility, preserving the original Craftsman character of the front residence while introducing a contemporary touch to the rear duplex and ADU. Finely maintained and curated, the grounds are framed by mature landscaping that complements both structures. With combined rental incomes near $10,000 per month, this is a true investment opportunity with exceptional returns. Located minutes from schools, parks, I-90, and DT Issaquah's shopping and dining, this property offers lasting value in one of the Eastside's most sought after zip codes.