Beautifully maintained and full of original charm, this classic porch-front Painted Lady is located in the highly desirable Charles Village Special Benefits District. Featuring ornamental stained glass, original plasterwork, antique tile, and hardwood floors throughout the upper levels, this home blends timeless character with modern functionality. The layout includes 3 large bedrooms plus a second-floor bonus room that works perfectly as a home office, den, or easy 4th bedroom conversion. The top-floor primary suite is a standout, featuring a luxury spa-style bathroom with a steam shower, jetted tub, radiant heated floors, dual vanities, and a private water closet. A vintage full bath on the second level includes the original clawfoot tub and preserved tile, while the main-level full bath offers potential for conversion to a half bath with laundry. The kitchen has undergone a light refresh and is fully functional, with a strong layout and new secondary electrical panel that makes future upgrades a breeze. Off the kitchen, a screened-in porch opens to a shady, fenced yard—perfect for entertaining or unwinding. The unfinished basement is clean, dry, and offers expansion potential for a rental unit, guest suite, or creative space. Recent system updates include: New roof & skylight (2024), New water heater (2023), Mini-split HVAC with zoned control (2022), Remediated knob-and-tube wiring (2023), Attic insulation, Copper piping & new water lines (2014). Enjoy three outdoor spaces, including a private deck off a rear bedroom, plus a 2-car rear parking pad—a rare find in this walkable, amenity-rich neighborhood. Steps from Johns Hopkins University, Union Memorial Hospital, Streets Market, Waverly Farmers Market, and R. House. Just a quick drive to Clavel, Dutch Courage, MOM’s Organic Market, and The Rotunda, with easy access to Penn Station and major bus lines. This home offers the ideal balance of space, history, flexibility, and value for an owner-occupant or live-in investor.