Welcome to 5821 Highland Drive, an elegant 1938 brick colonial in the heart of Kenwood featuring 5 bedrooms and 3.5 baths across four levels. This beautiful home possesses fabulous curb appeal, boasting immaculate symmetry, shutters adorning every window, and a well-maintained front lawn with a stone path leading to the entrance. Stepping inside, you'll immediately notice the warm hardwood floors, exquisite trimwork, abundant natural light pouring through the oversized windows, and a thoughtfully designed layout that seamlessly blends formal and informal living spaces, with close to 2,500 square feet of finished interior square footage (3,581 total interior square feet). The spacious living room, featuring a fireplace, extends into a delightful screened-in porch, ideal for enjoying meals in an alfresco setting. The updated kitchen showcases stainless steel appliances, ample counter space, and plenty of cabinets, connecting gracefully to the formal dining room. A wood-clad study with custom built-ins is perfect as a home office or main level bedroom, accompanied by a convenient powder room. Moving to the second floor, you'll discover three generously proportioned bedrooms, including a primary suite with en-suite bath and large walk-in closet. Two additional bedrooms and one hall bath complete the package. A finished attic on the third floor provides an additional bedroom or flex space, with abundant storage. Each window in this home offers picturesque views of lush greenery and expansive vistas. The walk-out lower level adds further versatility to the home, offering an extra bedroom, full bathroom, a family room with a brick fireplace, and an attached two-car garage. Venturing outdoors, you'll find a backyard oasis adorned with tiered gardens, flourishing greenery, majestic trees, and meticulously crafted landscaping. Completing this home is a lengthy driveway. The home is move-in ready, yet it also presents an opportunity for updating or expanding according to your preferences. Nestled on a tranquil, tree-lined street in the heart of Kenwood, this location provides convenient access to downtown Bethesda and Friendship Heights. Within close proximity, you'll find numerous grocery stores, trendy shops, dining establishments, the forthcoming Westwood Center, Little Falls Parkway, Capital Crescent Trail, Kenwood Country Club, and an array of other amenities to enrich your lifestyle.