A rare gem where timeless Elegance Meets Modern Comfort in the Heart of DC. Crestwood is a hidden oasis in NW DC, known for its peaceful streets, historic homes, and close-knit community. Developed primarily in the early 20th century, the neighborhood has long been a haven for those seeking suburban charm within the heart of the city. Crestwood's proximity to Rock Creek Park makes it one of the greenest neighborhoods in the District, and its' architecture reflects a rich blend of Colonial Revival, Tudor, Cape Cod, and mid-Century styles. Residents enjoy easy access to downtown DC while being enveloped in the tranquility of nature and history. This classic Cape Cod, custom built in 1940, and lovingly maintained by the 2nd owner, offers the perfect blend of gracious indoor and outdoor living, ideal for both effortless daily life and elegant entertaining. The home provides a state-of-the-art security system. All basement windows have screens that actively alert independent of the security system. The system includes 5 outdoor cameras along with 1st floor door and window sensors. An owner can park in the detached garage and access the home securely through the 6' commercial grade wrought-iron fence (installed in 2012). The fence includes keyed access to the basement and side porch. Additionally, there is a separate combination lock for the gardens and house. The updated kitchen is a cooks dream, featuring solid Quaker Cherry Cabinets, stainless steel appliances, granite countertops, and a separate grill. The adjacent formal dining room, with space to comfortably seat ten or more, is perfect for hosting memorable dinners. The spacious dining room includes a custom bay window overlooking the water feature in the rear garden. The dining room also offers custom corner cabinets for convenient storage. The first floor study includes elegant original cedar paneling with an adjoining stylishly updated powder room and spacious coat closet. The study also encompasses a spacious bay window with a cushioned seat. All original pained glass cedar windows, refurbished by Schoenbauer Furniture, offer views overlooking the lavishly landscaped front yard and a tributary of Rock Creek Park. Step into the grand formal living room with double light exposures, where a wood-burning fireplace and custom built-ins create a warm and welcoming atmosphere. From here, flow seamlessly into the sun-drenched side screened porchoffering direct access to the expansive, beautifully landscaped gardens. The first and 2nd floors include original oak hardwood floors, while the lower level includes engineered hardwood floors installed in 2025. Upstairs, the light-filled primary suite is a tranquil retreat with a large walk-in closet and a private sitting room, which can be used as a nursery or create a 2nd large walk in closet. Two additional spacious bedrooms complete the second floor boasting generous closet space. The unfinished attic is accessible by a retractable motor driven staircase, making access a breeze. Step into the lower level that is perfect for entertaining with a bar area that leads into the expansive family/game room with a 2nd wood burning fireplace. Additionally, there's a 4th bedroom with a private en-suite full bath. The utility/laundry room has an outside entrance. It houses a tankless on-demand hot water heater, whole-house water filter, security water valve, and and abundance of storage. Sitting on a flat, fully fenced half-acre lot, this home offers endless possibilities for entertaining while sitting under the gazebo enjoying the outdoor fireplace adjacent to a breathtaking pond with 4 fountains that are naturally fed from a state-of-the-art rainwater system. The driveway leads to a detached, oversized two-car garage and a separate storage shed. With its thoughtful updates, classic charm, and rare lot size, this home is ready to be your forever home.