*Quintessential New England Retreat in Redding, CT* Welcome to 2 Longwood Drive, an exquisite property providing an idyllic lifestyle amidst natural beauty. This custom-built colonial residence has been meticulously cared for by its sole owner and features 6,259 sq. ft. of open concept living on 2.72 private, landscaped acres, offering the perfect blend of timeless charm and modern luxury. A dramatic entryway with a stunning covered stone patio and central foyer welcomes you into the expansive first-level with nine-foot ceilings, hardwood floors throughout, and light-filled living spaces designed for both relaxation and entertaining. The heart of the home is the updated gourmet kitchen, featuring a Sub-Zero oversized refrigerator/freezer, Thermidor double ovens, a six-burner Wolf gas cooktop, custom cabinetry, a large center island, and a butler's pantry. A wet bar with a wine refrigerator, ice maker, and sink complements the space, while a cozy sunlit breakfast nook overlooks the serene backyard. The kitchen flows seamlessly into a spacious family room with a gas fireplace. A formal dining room, private office with custom built-ins, and a large mudroom with three entrances from the garage, front stone walkway, and rear patio complete the first-level. The second-level primary suite offers the rare luxury of two full bathrooms, joined by three additional bedrooms, a large recreation room, and laundry room with a sink. The residence was thoughtfully constructed with a five-bedroom septic system, allowing the dramatic third-level bonus room to be used as a fifth bedroom/in-law suite, with two large closets, multiple cozy window alcoves, and a private bathroom featuring a steam shower - ideal for quiet relaxation. This stately home includes a 2,298 sq. ft. unfinished lower-level, providing abundant storage or the opportunity to create customized living, fitness, or entertainment spaces. Outdoor living is equally impressive, with two stone patios surrounded by mature flowering trees, lush plantings, and classic New England stone walls. The expansive yard provides plenty of room to add a pool, enhancing the property's resort-like appeal. A three-car garage, whole-home generator, and refined attention to detail elevate this residence into a true Redding sanctuary. Enjoy golf, tennis, paddle, pickle-ball, swimming and fine dining at the nearby Redding Country Club (membership required), or walk to the nearby Redding Elementary School and Community Center for free pickleball, tennis, and summer concerts at the Town Green.