Nestled on a premier 1.26-acre private lot within the prestigious Green Glen Estates, this spectacular brick masterpiece blends timeless architecture with resort-style living. Spanning nearly 9,000 square feet of impeccably finished living space, including the finished basement, this six-bedroom, 5 full and 2 half bath estate is a masterclass in grand scale and refined comfort. Pass through the grand foyer into an airy, light-filled floor plan where soaring ceilings meet a magnificent great room, anchored by a dramatic two-sided fireplace. The seamless flow leads to a true chef's kitchen, outfitted with rich cherry cabinetry, premium granite countertops, a walk-in pantry, and professional-grade appliances. Enjoy morning coffee in the sun-drenched breakfast room or the adjacent music lounge (family room), both opening to a spectacular covered veranda. A stately main-floor executive office offers the ultimate private workspace. The main-floor primary bedroom features a private sitting area, cozy fireplace, direct veranda access, dual walk-in closets, and a spa-like ensuite bath complete with a walk-in shower, jetted soaking tub, and bidet. Dual staircases lead to the second level, hosting four generously sized bedrooms with expansive closets-two featuring private ensuites and two sharing a Jack-and-Jill bath. The professionally finished lower level is an entertainer's paradise, designed for both celebrations and intimate evenings. Discover a massive recreation room, a fully equipped wet bar/secondary kitchen, an exercise room, and a sixth bedroom. The crown jewel is a fully ventilated, custom cigar lounge with a dedicated humidor, flanked by an exquisite wine cellar. Step outside into your own private country club. The expansive covered veranda overlooks a professionally landscaped, fully fenced yard. Immerse yourself in the heated inground pool and hot tub, or host guests under the stunning pergola, which boasts an outdoor kitchen, grilling station, wet bar, pool house, and convenient outdoor half-bath. For the collector, dual 3-car attached garages (6 cars total) offer unparalleled space for an automobile collection and recreational toys. Peace of mind is guaranteed with major recent mechanical updates, including two newer furnace/AC units, a water heater, water softener, refrigerator, well pump, pool pump, liner & automatic cover. Enjoy a premium location just minutes from The Sanctuary Golf Course, top-rated Lincoln-Way schools, premier New Lenox shopping, dining, and effortless commuting via I-355 and I-80. Schedule your private estate tour today.