Tucked away on a secluded 5.5-acre property, 55 Enoch Crosby Road offers a private and peaceful setting. This quality custom-built 6,882 sqft. Contemporary Colonial, complete with an Accessory Apartment, showcases a thoughtful and well-planned design. The lighted, tree-lined driveway leads to serene grounds accented by mature trees, rolling lawns, colorful gardens and blooming shrubs. The beautiful outdoors features a 16 x 38 ft. in-ground pool perfectly paired with an oversized pergola, retractable awnings, and large deck—creating inviting spaces for relaxation, gardening, and seasonal entertainment. Inside, generous open living spaces are complemented by quality features such as radiant floor heating, ADA-accessible rooms, inlaid flooring, and recessed lighting. The 3,766 sqft. main level offers a welcoming foyer, formal dining room, family room/den, sunken living room with gas fireplace and a wall of custom sliding doors & windows that allow natural sunlight to radiate. The spacious first-floor primary suite boasts his-and-her walk-in closets, floor-to-ceiling tiled shower, Jacuzzi tub, and direct access to your private outdoor retreat. The eat-in kitchen is appointed with granite countertops, gas range, pantry, wine fridge, and double wall oven— ideal for both entertaining and everyday cooking. Conveniently located on the main level, a half bath, laundry room with a built-in doggie bath provides ease for pet lovers. The second-floor recreation room provides the perfect space for family gatherings and entertaining, complete with room for a full-size pool table, inviting lounge areas, with a spacious family room just steps away. The open catwalk layout overlooks the main level and connects two generous-sized bedrooms, bonus room, large full bath, and convenient hall office space. The one-bedroom accessory apartment offers two private entrances, fenced-in yard, separate heated garage, and private deck. Inside, you will find a large dining room, den/study, kitchen with center island, double oven and granite countertops. The accessory apartment is ideal for extended family living, in-law or mother/daughter suite, rental income, airbnb, or professional home office/business. The large driveway and heated 4-car garages provide considerable space for parking and extra storage. The expansive walkout basement, complete with wood-burning stove with floor to ceiling custom stone wall and additional full bath, invites many possibilities. Thoughtfully designed, this home offers ample storage and closet space, including an easy-access full walk-up attic. Whether you’re seeking multigenerational living or simply appreciate fine design paired with natural beauty, this exceptional residence offers the perfect blend. The Enoch Crosby area is located in a sought-after community near the Middle Branch Reservoir, golfing, bike paths, local restaurants, shopping & Danbury CT. GREAT commuter location with its close proximity to 3 Metro North Train Stations, Route 684/84, 27 miles to Westchester County Airport, 30 miles to White Plains, 59 miles to NYC .