Welcome to this beautifully preserved and thoughtfully updated Craftsman Home in the Heart of sought after Historic Annapolis Royal! Ideally situated just off prestigious Upper St. George St. Built in 1921, this timeless residence offers 3 spacious bedrooms, 2 full baths, & a blend of original character & modern comfort. A brick paver walkway leads to an expansive covered front porch- a nod to the home's early 20th century heritage. Step inside to discover a warm & inviting living room, centered around an airtight wood-burning fireplace, original French doors open into a gracious formal dining room, featuring built-in double China cabinets. The dining room flows seamlessly into a classic butler's pantry, complete with the original marble work surface, and continues into a recently renovated kitchen- ideal for both everyday living & entertaining. The main level also features a generous primary bedroom with an adjoining sitting room, offering the convenience of single-level living. A full bath completes this floor, while the second level boasts 2 additional large bedrooms, a full bath & a spacious landing-perfect for a cozy reading nook. An additional 2nd level room provides the ideal space for a home office, art studio, or creative workspace. Set on approx. 11,000 sq ft lot, the fully fenced backyard is shaded by mature trees & features a private patio retreat, ideal for outdoor relaxation. Oversized detached garage w/ ample space for parking/storage or workshop. Modern upgrades: Durable steel shingle roof, Double-glazed windows, Blown-in insulation, 2 Ductless heat pumps, updated wiring, plumbing, & heating, Generator sub-panel & plug. The high ceiling basement offers exceptional storage, large laundry area, wine room, workbench w/ excellent lighting, convenient outside access. Located just steps from the Harvest Moon Trail, within walking/cycling distance to all town amenities, this exquisite home offers the perfect blend of historic charm/contemporary convenience.