Welcome to Roland Park! This enchanting, turn-of-the-century wood-shingle home, built in 1900, is nestled on a serene and sought-after one-way street steeped in Maryland's rich history. Seamlessly blending modern comforts with timeless charm, this property offers an idyllic retreat for those who appreciate both classic elegance and contemporary living. Set on approximately 0.67 acres, the home boasts over 5,150 square feet of above-grade living space, complemented by an additional 2,070 square feet below-grade. With 6 bedrooms, 3 full baths, and 2 half baths, this residence provides ample space for luxurious living, entertaining, and everyday enjoyment. The main level welcomes you with a dramatic marble foyer, soaring 9-foot ceilings, intricate crown moldings, and expansive Palladian and double-hung windows that bathe the interiors in natural light. A spacious dining room with a decorative fireplace sets the stage for memorable gatherings, while the formal living room and cozy family room-featuring built-in bookshelves and a wood-burning fireplace-add warmth and sophistication. A light-filled bonus sunroom and a chef's kitchen, thoughtfully updated with high-end finishes and a side pantry equipped with an additional sink, complete the well-designed floor plan. Step out onto the oversized rear deck to enjoy picturesque exterior vistas, perfect for soaking in the lazy days of summer or hosting al fresco dining. On the second level, the owner's suite is a true sanctuary, featuring a decorative fireplace and a custom spa-like en-suite bath with a freestanding tub, glass-enclosed shower, and elegant finishes. Three additional bedrooms and two full baths provide comfort and convenience for family or guests. The third level offers two more bedrooms and a dedicated laundry room, ensuring practicality and privacy. The unfinished lower level offers endless possibilities-transform it into a home gym, wine cellar, study, craft room, or garden room. With ample storage space and a utility room, the potential for customization is extraordinary. Outdoor living shines with a generous deck overlooking a spacious backyard, ideal for relaxation or entertaining. The property also includes a lower-level garage structure, recently updated with a brand-new roof. This space could be reimagined as a carriage house, studio, home office, or restored as a functional garage-the choice is yours. Nestled in the vibrant community of Roland Park, this architectural gem boasts unparalleled walkability. Enjoy fine and casual dining, historic walking paths, a community pool, exceptional shopping, the Enoch Pratt Library, and proximity to private and public schools, universities, and more-all within a short stroll. Don't miss the opportunity to make this one-of-a-kind property your forever home. Fall in love with this timeless residence's charm, history and lifestyle.