Newly Priced at $1,795,000 *** Exceptional Luxury Value in Redding's Limited Inventory Market. In today's market, where luxury inventory in Redding remains extremely limited, 2 Longwood Drive presents a rare opportunity to own a meticulously maintained custom estate offering exceptional square footage, privacy, flexibility, and long term value in one of Connecticut's most desirable communities. Privately set on nearly three professionally landscaped acres on a private drive at the end of a quiet cul-de-sac with only four luxury homes, this property offers over 6,200 square feet of thoughtfully designed living space rarely available at this price point. Located in one of Redding's most sought after neighborhoods, the home is ideally positioned close to the Redding Community Center, Mark Twain Library, Redding Country Club, hiking trails, parks, concerts and events on the historic town green, and the Metro-North train station with direct access to Grand Central. Buyers relocating from New York City, Westchester, or neighboring Fairfield County towns are increasingly drawn to Redding for its exceptional quality of life, natural beauty, strong sense of community, and highly regarded schools. Thoughtfully designed and impeccably maintained by its original owner, this custom built colonial combines timeless New England architecture with the spaciousness and flexibility today's luxury buyers demand. Inside, soaring 9-14 foot ceilings, hardwood floors throughout, oversized windows, and beautifully scaled living spaces create a bright, elegant atmosphere ideal for both entertaining and everyday living. A dramatic 47-foot covered stone front porch welcomes guests and provides breathtaking sunset views overlooking the manicured grounds and surrounding natural beauty. The chef's kitchen serves as the heart of the home, featuring premium Sub-Zero, Wolf, and Thermador appliances, custom cabinetry, large center island, butler's pantry, and a sun-filled breakfast area with French doors opening to the private backyard setting. The spacious family room with gas fireplace and custom wet bar flows seamlessly to the outdoor entertaining area, creating the indoor-outdoor lifestyle buyers are searching for. Additional main level highlights include a private home office with custom built-ins, formal dining room, oversized mudroom, and an oversized three-car garage with impressive 12-foot ceilings, ideal for car enthusiasts, storage, or future lift installation. The luxurious primary suite offers dual full bathrooms, separate dressing areas, and generous closet space, while three additional bedrooms and a large recreation room complete the second level. One of the home's most valuable and versatile features is the finished third floor with a full ensuite bathroom and steam shower, serviced by a five bedroom septic system. This incredible space can function as a private 5th bedroom, au pair suite, guest suite, in-law suite, home office, media room, or fitness retreat - offering flexibility rarely found in today's market. The nearly 2,300 square foot unfinished lower level with impressive 9-foot ceilings provides extraordinary future potential for a home theater, golf simulator, gym, wine cellar, or additional recreational living space. Outside, expansive lawns, mature landscaping, natural privacy, and classic New England stone walls create a peaceful resort-like setting with room for a future pool (buyers to independently verify). Now offered at the newly adjusted price of $1,795,000, this is a compelling opportunity to own a luxury estate offering exceptional space, privacy, flexibility, and long-term value in one of Connecticut's premier towns known for its top-ranked schools, natural beauty, and exceptional lifestyle. Sale includes a full home warranty.