Located at the top of Brookside Drive in the heart of the desirable Kenwood Neighborhood in Chevy Chase, 6420 Brookside Drive is a historic colonial style home, set gracefully back from the street on a rare, private and spacious .59 acre lot. The EXTERIOR has an expansive front yard, flagstone walkway, cobblestone bordered driveway, extensive rear terrace for entertaining, covered patio space and level side yard appropriately sized for pool or court installation. The grounds include mature plantings of dogwood and Japanese maple trees, a 70 x 36 ft enclosed side yard and gravel walking paths at the rear of the property. Classic rear-facing garage and driveway area provide a hidden gem of additional private recreation space. The MAIN LEVEL features a paneled living room with wood burning fireplace, dining room with french doors leading to terrace, light filled den, powder room and kitchen that opens to a grand family room with vaulted ceiling, built-ins and a wood burning fireplace. Historic features of the home have been carefully preserved. The floor plan is ideal for entertaining on any scale. Access to the 2 car garage is on the main level. Two staircases to the upper level. The UPPER LEVEL has 4 bedrooms, including the primary with en suite bath and several closets. There are two additional full baths on this level to serve the additional 3 bedrooms. Hardwood floors throughout. The LOWER LEVEL has 2,000 square feet of multipurpose recreation room/ gym space and entertainment area with a wall of storage closets, a half bath, laundry room and a private office/potential bedroom with large fireplace and built-ins, which exits to the side yard. Light-filled unfinished attic space offers extra storage and/or future expansion potential. This home provides the best of both worlds with private living surrounded by nature, including the renowned Kenwood cherry blossom trees, and the urban convenience of close proximity to restaurants, shopping and the Capital Crescent Trail.