Timeless East Glencoe elegance set on a beautifully landscaped .41 acre property, 255 Harbor Street is a stately brick residence that blends architectural detail with refined, livable luxury in a premier location. A dramatic foyer creates an unforgettable first impression, introducing exquisite millwork, rich hardwood floors, 10 ft ceilings, and gracious proportions throughout. A sun-drenched living room, framed by oversized windows on three exposures, offers a sophisticated setting for entertaining or a casual vibe with an additional space for more relaxed gatherings. The generously sized dining room is impressive and includes a butler's pantry. An updated and sophisticated office offers a built-in bar and beverage center, a stone surround fireplace, coffered ceilings and rich custom cabinetry. Fully renovated kitchen features ample custom cabinetry, an oversized quartzite island with refrigerator drawers, high-end appliances, generous prep and storage space and flows seamlessly into the eat-in breakfast room and family room. The stunningly updated family room is highlighted by detailed custom built-ins, a stone surround fireplace, and French doors that open to the gorgeous private backyard- creating an ideal indoor-outdoor lifestyle with an expansive blue stone patio and built-in kitchen. Completing the main level are two powder rooms and a substantial mudroom/laundry room with direct entry to the attached 3 car garage. Upstairs, all 5 bedrooms are thoughtfully situated on the second level. An elegant primary suite includes a spa-caliber bath, abundant closet space, and private office. Each additional bedroom offers generous proportions and access to well-appointed baths, providing comfort and privacy for family and guests alike. The fully finished lower level includes expansive space for both activity and relaxation, with a large open recreation area ideal for games, media, and casual gatherings. A large indoor sport area with industrial netting provides exceptional space for a variety of athletic activities, workouts, and sports training. This thoughtfully designed level is further enhanced by a sleek wet bar with beverage refrigeration, an impressive temperature-controlled wine cellar, and a full bathroom. In addition to the fully renovated, kitchen, living room and office/library, substantial improvements include new windows (2023/2024), 1st floor air conditioner (2023), newer roof (2017), two 75 gal water heaters (2016), and more. This coveted location provides both presence and privacy with close proximity to both downtown Glencoe and Hubbard Woods, award-winning schools, parks, the lake, Green Bay trail, and public transportation. Welcome home to 255 Harbor Street!