Welcome to 1333 21st Street NW, on one of Dupont Circle’s most picturesque blocks. This distinctive residence offers four bedrooms, four-and-a-half baths, multiple outdoor spaces, and coveted secured off-street parking for two cars. Meticulously maintained by its longtime owner, the home is filled with warmth, character, and personality. A gracious foyer leads to a welcoming family room with a wood-burning fireplace and custom built-ins, including a bar with a refrigerator, sink, and glass shelving. A bedroom and full bath on this level offer flexibility for guests, a home office, or additional living space. One level up is the heart of the home: a spacious, light-filled living and entertaining level. A newly installed gas fireplace with a custom-built French plaster surround and ornate detailing creates a striking focal point. The adjoining dining area flows into a sun-filled breakfast area framed by arched windows. Two doors flanking the fireplace open to the private deck and rear parking area. A kitchen and powder room complete this level. The top level features a spacious primary bedroom with en-suite bath and direct access to a private balcony with lovely views and dimmable lighting. A full-size washer and dryer in the primary bedroom adds convenience. An additional bedroom and hall bath complete this level. A discreet ladder in the second bedroom’s closet provides roof access to the home’s second heating and air-conditioning unit. The light-filled, walkout lower level, currently an artist’s studio, offers a built-in workstation, a wall of mirrors, and natural light through the glass rear door and windows. Separate front and rear entrances include direct access to parking. The bedroom has a generous built-in closet and custom shelving. With its own kitchen, bedroom, full bath, full-size washer and dryer, and second wood-burning fireplace, this level offers exceptional flexibility. The home has two separate electric meters and two separate gas meters. Its layout, RA-2 zoning, multiple kitchens, and separate entrances offer the potential to explore a two-unit configuration, subject to applicable District permits, requirements, and approvals. Built in 1892, this is anything but a cookie-cutter home. The owner’s love of color and art gives each room personality, while original architectural charm blends with thoughtful updates and meticulous care. Two-car secured and gated off-street parking at the rear is a rare convenience in this location. Less than two blocks from Dupont Circle and minutes from the West End and Georgetown, the home is close to Rock Creek Park, Dupont Circle Metro, and the shops, restaurants, and cafés along P Street. The Dupont Circle Farmers Market and nearby Dupont Little Flea Market add to the neighborhood’s vibrant Sunday tradition. Timeless character, exceptional flexibility, two-car parking, and an extraordinary Dupont Circle location come together in a truly distinctive residence.