Incredible opportunity to own this magnificent sprawling ranch in the Smithtown School District, featuring a full at-grade lower level and an ideal layout for multigenerational living. Perfectly positioned with frontage on Chivalry Lane, this exceptional residence offers outstanding curb appeal with an oversized expanded blacktop driveway featuring a Belgian block border and skirt, providing abundant off-street parking, beautifully landscaped raised planting beds, attractive exterior finishes, and white PVC fencing surrounding much of the property. The spectacular resort-style backyard is an entertainer's dream, showcasing an in-ground swimming pool surrounded by an expansive paver patio, a multi-level wood deck with multiple entertaining areas, a large grassy yard, and a private blacktop patio with direct access to the lower level. Enter through the covered front porch and into a welcoming foyer featuring hardwood flooring and custom moldings. The heart of the home is the stunning step-up den/great room highlighted by a decorative wood shiplap accent wall, cultured stone wood-burning fireplace, soaring ceilings, skylights, and dramatic floor-to-ceiling windows that flood the space with natural light. The formal living room features recessed lighting and beautiful hardwood floors and flows seamlessly into the formal dining room with custom moldings, hardwood flooring, and sliding glass doors leading directly to the backyard oasis. The spacious chef's kitchen boasts vaulted ceilings, skylights, tile flooring, an eat-in dining area, abundant cabinet and counter space, a stainless steel dishwasher, white range, and an attractive glass tile backsplash. Adjacent to the kitchen is a convenient mudroom with its own private entrance, washer and dryer, and additional cabinetry for storage. The bedroom wing features a beautifully updated spa-inspired hall bathroom with soaring vaulted ceilings, custom tile flooring, double vanity, Jacuzzi tub, and designer tile accents. The spacious primary suite includes a recently renovated private bathroom featuring a new vanity, toilet, and custom stand-up shower, while the additional bedrooms are generously sized and offer ceiling fans and ample closet space. The full at-grade lower level provides exceptional flexibility with its own private entrance, large windows, recessed lighting, a possible second kitchen area, a full bathroom featuring floor-to-ceiling tile, custom stand-up shower, and rainfall showerhead, along with two additional bonus rooms and unfinished storage space, making it ideal for extended family, guests, home office space, recreation, or other permitted uses. Combining tremendous living space, a versatile floor plan, outstanding multigenerational potential, and a truly spectacular resort-style backyard, this remarkable home presents a rare opportunity to own a one-of-a-kind property.