Rare opportunity to own in the desirable Gramercy Park neighborhood, where homes are tightly held and seldom offered for sale. Privately sited on a picturesque 2 acre lot and one of only two residences on the cul de sac, this exceptional property offers the perfect blend of elegance, versatility, and refined New England living just 50 minutes to Boston with convenient access to Interstate 93, schools, shopping, and amenities. A welcoming covered front porch opens to a thoughtfully designed interior featuring recessed lighting, newly refinished wood floors, and an open concept layout ideal for entertaining and everyday living. The spacious kitchen offers granite countertops, abundant cabinetry, walk in pantry, and seamless flow into the dining and living areas. Enjoy multiple indoor and outdoor living spaces including a sun filled 3 season porch, side deck, and fully screened lower porch overlooking serene woodlands. The expansive great room above the garage with hardwood flooring and dual ceiling fans provides exceptional flexibility for a media room, executive office, fitness space, or additional living area. The second floor features a spacious primary suite with walk in closet and ensuite bath with double vanities. Two additional bedrooms offer walk in closets, while a fourth bedroom completes the level. A standout feature is the finished separate entrance walk out ADU offering outstanding multigenerational living or approximately $2,500 per month income potential. Designed with handicap accessible entry, full kitchen, accessible bath, dining area, and expansive open concept living and sleeping space. Additional highlights include upper and lower central air with newer condensers and air handlers, water softener, chair lift, mature fruit trees, chicken coop, stone walkways, asphalt driveway suitable for larger vehicles including an RV, and hookup for a portable generator. An exceptional offering in one of Londonderry's most sought after neighborhoods.