A rare opportunity to own a beautifully reimagined residence in the heart of Eastport, where timeless architecture meets modern comfort. Rich in history and craftsmanship, the home showcases an antique fireplace mantel with a hand-carved frieze, artisan wrought iron banister and fencing created by a metalsmith and co-founder of the renowned Niermann Weeks design atelier, and wide lintels that reflect the character of a bygone era. A thoughtfully designed 1986 renovation introduced a two-story addition and reconfigured the home around a central hallway, creating the exceptional floor plan enjoyed today while preserving its historic charm. The kitchen was beautifully renovated in 2022 by designer Nicole Rauzi of Chroma Kitchens, featuring updated custom cabinetry, fixtures, appliances, and a 6-burner Wolf range, blending contemporary function with classic style. Plantation shutters throughout the home add timeless elegance and privacy. French doors open from the living room to a newly completed screened porch (2026), overlooking a private garden filled with mature perennials and seasonal blooms, creating an inviting extension of the home's living space. Rarely found in Eastport, the property provides a two-car garage and three off-street parking spaces. Above the garage, the finished living space with a full bath and its own mini-split HVAC system (2022), offers flexibility as a guest suite, private office, studio and more. Additional home improvements include Hardie Plank siding (2020), washer and dryer (2022), and irrigation system (2017). Previously featured on the prestigious Annapolis Home & Garden Tour, this exceptional residence places you just moments from Eastport's celebrated restaurants, marinas, boutiques, galleries, and waterfront parks, with easy access across the Spa Creek Bridge to Historic Downtown Annapolis. A home where historic character, thoughtful updates, and an unmatched Eastport lifestyle come together in one extraordinary offering.