Exceptional Multi-Generational Opportunity! Discover the remarkable flexibility of the historic Bartlett House at 8 Leonard Circle. A legal two-family currently enjoyed as a spacious single-family home, this distinctive Federal/Greek Revival residence offers the space and separation to bring generations together while still providing privacy and room to spread out. With kitchens and living spaces on both levels, the home lends itself beautifully to extended family, guests, work-from-home needs or separate living areas. The expansive first floor features a gracious living room, dining room, kitchen with eat-in area/family-room, den/bedroom and full bath. Upstairs are additional bedrooms, an office, family room, baths, kitchen and dining area. Two staircases further enhance the versatility of this unique layout. Dating to approximately 1820-1830, the home is filled with character rarely found today. Step from the inviting three-sided wraparound porch into generously proportioned rooms featuring stunning hardwood floors with intricate inlaid designs, stained-glass windows, antique lighting, a built-in hutch and four fireplaces. Period details and craftsmanship create warmth and personality throughout. An unfinished third-floor walk-up attic featuring a distinctive turret adds another layer of character and offers exciting possibilities for future use. Whether you envision generations living together, separate spaces under one roof, or simply want the freedom that comes with an exceptionally flexible floor plan, 8 Leonard Circle offers a rare opportunity to create a home that evolves with you. Rich in history, character and possibility, come discover all that this one-of-a-kind Medford home has to offer.