An extraordinary and exceptionally rare offering on iconic Young Avenue. Set on a just under 20,000 sq. ft. lot in the heart of the South End - just a short walk to The Grammar School, downtown hospitals, and Point Pleasant Park, this fully reimagined home has been taken to the studs and thoughtfully redesigned to deliver a level of finish, scale, and flow rarely seen. A property of this calibre, on a lot of this size, in this location, is truly unmatched. Defined by incredible natural light, oversized custom windows flood the interiors from morning through evening, creating a home that feels bright, open, and effortlessly elegant year-round. The main level is anchored by a striking staircase that sets the tone upon entry. A warm and inviting family room with a propane fireplace and custom mantel flows seamlessly into a stunning custom kitchen designed for both daily living and entertaining. Expansive in scale, it features a large central island and walls of glass that bring the outdoors in. A moody, refined den offers a private retreat, while a well-designed mudroom adds practical luxury. The formal dining room is timeless and perfectly positioned to capture views of Young Avenue. Upstairs, the primary suite is a true sanctuary with an oversized walk-in closet and a spa-like ensuite featuring double vanities, a private water closet, custom shower, and deep soaker tub. Three additional spacious bedrooms, a beautifully finished main bath, and a thoughtfully designed laundry room with exposed brick complete the level. The top floor is a soaring, light-filled space with impressive ceiling height, its own bathroom, and a basketball net for a playful touch, ideal as a retreat, studio, or ultimate kids’ zone. The lower level adds versatility with an additional bedroom, media room, and ample storage.