Urban living at its finest, this architecturally stunning Tudor six bedroom / four-and-one-half bathroom home is sited proudly on a Chevy Chase (DC) corner lot. Lovingly updated and improved with custom features and period details at every turn: wide, arched doorways, refinished hardwood floors, crown moldings, stunning light fixtures, built-in bookcases and shelving, wood-beamed ceilings, and gas fireplaces. Sprawling over four finished levels of living, the generous room sizes provide ample spaces and superb flow for entertaining and comfortable, everyday living. Arrival each day through the arched doorway and stone facade vestibule sets an elegant and welcoming tone. Once inside, light streams into the gracious living room though the oversized bay windows; curl up on the cozy window seat next to the fireplace to unwind in a home that seamlessly blends historic details and modern convenience. The renovated table-space kitchen, featuring gleaming quartz countertops, state-of-the-art appliances, flows easily to the formal dining room to host dinner parties, intimate or grand. The expansive family room encourages lingering and late nights with its soaring, wood-beamed cathedral ceilings, a stone gas fireplace, and access to the side deck and garden access. For added convenience, a powder room bespoke with designer touches and imported Italian marble services the floor. The second level enjoys a plethora of natural light and includes the expansive owner’s suite that features an en suite full bathroom with dual sinks and a separate soaking tub; as well as, two additional bedrooms, another full bath, and laundry. The third finished level boasts the fourth and fifth bedrooms, a massive storage room large enough to convert to an office, and another updated full bathroom. The lower level offers even more options for any owner configurations as a fully finished guest or in-law suite. Currently (and consistently) booked as a successful short term rental, take advantage of this 1200 finished SF lower level with connected stairs and private exterior entrance. It features a large bedroom or recreation room, office, kitchenette, another full bath and laundry. Incorporate this space into your everyday life, or take advantage of rental opportunities. Urban life was never more convenient with the attached two-car, heated garage with slat wall systems and epoxy floor; as well as, an expanded paver driveway that accommodates up to eight cars or can be enjoyed as a sports court. Meticulous and house-proud homeowners thought of everything here including: designer hardscaping, stone retaining wall, exterior lighting, a rear privacy fence with underground lot drainage, irrigation, replacement gutters with leaf-guard system, generator, Nest thermostats, new air handler and Carrier AC. 5370 27th Street NW balances city life and outdoor beauty, all within walking distance: Rock Creek Park trails. Nearby access to Metro, shopping, restaurants, and medical offices of Friendship Heights and Connecticut Avenue corridor just down the road. Murch Elementary, Deal Middle, and Jackson-Reed High schools serve the neighborhood, with St. John’s College High School steps away.