This meticulously maintained, custom-built colonial on nearly half an acre represents a rare opportunity in one of the North Shore's most coveted neighborhoods. Cherished by a single-owner since construction and inspired by the beloved "Home Alone" home, this solid oversized tumbled red brick residence was thoughtfully designed to authentically reflect North Shore character while providing exceptional functionality for modern family living. The home offers six bedrooms on the second floor, five full bathrooms, and two half bathrooms across three finished levels, plus a versatile 1,000-square-foot attic suite with five windows, fully insulated with sub-flooring and prepared for your vision. With 2024 taxes of just $23,773, this property delivers remarkable value for homes of this caliber and location. Interior excellence begins with the gourmet kitchen featuring granite countertops, a Viking cooktop, KitchenAid appliances including 2023 ovens, and warm cherry "Plain and Fancy" cabinetry with inset doors. The walk-in pantry and butler's pantry complement formal and informal living spaces, while the private, rear, vaulted ceiling screened porch with a skylight and fan provides peaceful respite. The finished basement delights with a spacious game room, theater seating, an 80-inch 3D television, amble built-in bookshelves, and a wet bar equipped with a dishwasher, refrigerator, and wine cooler, all centered around a welcoming fireplace. A unique second-floor "West Wing" accessed via separate staircase offers remarkable versatility as an in-law apartment, nanny suite, or deluxe office space. This self contained area features a private bedroom, full bathroom with radiant heated floors and step-in shower, a dedicated living space, and an independent Mitsubishi HVAC unit. The expansive primary suite showcases a large walk-in closet and spa bathroom with a separate shower, dual vanities, and a standalone Kohler soaking tub. Shutters grace all of the main bedrooms, while thoughtfully designed step-out roof access enhances safety features. Craftsmanship details include hardwood floors on all three levels, all-cased openings, crown molding throughout the first floor, eight-foot doors with solid brass Baldwin hardware, Marvin windows, custom cherry built-ins, two interior wood-burning fireplaces (gas start), and nine skylights replaced with complete roof, gutter, gutter guards, and downspouts update in 2020. Dual-zone HVAC, two updated A.O. Smith water heaters, battery backup sump pumps, CAT6 ethernet wiring to every room, and an updated security system with mobile connectivity (2025) ensure modern convenience. The three-car garage, with brand new polyurea finished floors, features a built-in workbench and ample cabinetry. Beautifully and personally maintained by the current owner, the grounds are enhanced by over $150,000 in landscape and hardscape investments, features mature trees, privacy screening with arborvitae and evergreens, a paver patio with an exquisite outdoor fireplace, a koi pond, a 600-square-foot vegetable garden with fruit trees and berries, a private tool shed workshop with electricity and skylights, and in-ground irrigation. The seven-foot perimeter fence features steel posts rated for 70-plus mph winds. The backyard can be conveniently accessed by multiple entry points from the home, as well as two exterior gates. The home is located within walking distance to Hoffman Elementary and Springman Middle School, equidistant to Glenview and Golf Metra stations, near John's Park and Manor Park, close to the Glen Town Center and Glenview Public Golf Course, and just 15 minutes to O'Hare Airport. This exceptional residence combines immediate move-in readiness with customization potential rarely found in today's market. Properties of this caliber in North Shore neighborhoods rarely become available. We welcome the opportunity to arrange a private showing and discuss how this residence aligns with your family's needs. A must see!