86-90 West Street, Litchfield, CT offers the beauty of a character-filled antique home and the possibilities of three residential buildings, all in the center of historic town. A gracious covered porch, columned entrance, bay windows, and distinctive arched windows create an inviting architectural presence. With village shops, restaurants, and the historic Green nearby, this is a setting where the pleasures of Litchfield become part of everyday life. Inside, richly varied wood floors reveal beautiful honey, amber, and deeper brown tones. Substantial paneled pocket doors connect sunlit rooms, while intricate woodwork, a carved fireplace mantel, and a beautifully detailed staircase showcase craftsmanship that would be challenging and costly to recreate. These features provide an inspiring foundation for a thoughtful restoration, blending the home's enduring character with a new owner's vision. The main house is currently arranged as two residences, with two detached carriage houses behind it, each offering two bedrooms. Together, the four residences provide exceptional flexibility, complemented by ample off-street parking. Imagine restoring the main house as one stunning private residence, with separate carriage houses for guests, extended family, or staff. Create a Connecticut weekend retreat where friends gather on the porch before exploring the village. Alternatively, evaluate the existing configuration as a multifamily investment or combine personal occupancy with residential rental income. For buyers with a hospitality vision, the main house and carriage houses also invite exploration of a boutique bed-and-breakfast, Airbnb, or other short-term rental concept. The in-town location offers a compelling base for enjoying historic Litchfield and the surrounding Litchfield Hills. Proposed conversions, hospitality uses, and short-term rentals are subject to applicable zoning, permits, and approvals; buyers should verify their intended use. Beautiful architecture, independent living spaces, and a place in the heart of town make 86-90 West Street an opportunity to preserve something special while bringing an exciting next chapter to life. With historic beauty, a coveted town-center setting, and a world of possibilities, 86-90 West Street invites you to imagine what comes next: a cherished retreat, an inspired investment, or a destination with a story of its own.