Tucked away at the end of a town-owned road on 2.91 private acres, this well-appointed Plymouth property offers the perfect blend of privacy, flexibility, and convenience. Surrounded by nature, generous yard space, and wooded seclusion, there is plenty of room for gardens, recreation, a greenhouse, or even your own sauna retreat. Featuring a private entrance, two bedrooms, wood floors, butcher block countertops, a fully-applianced kitchen, a washer/dryer, mini-split heating and cooling, and a ¾ bath, this space is perfect for multi-generational living, extended family, guests, or rental income. The open-concept kitchen, dining, and living area is designed for comfortable everyday living and entertaining. A large kitchen window overlooks the peaceful surroundings, while the inviting three-season porch offers a relaxing space to unwind. The oversized family room provides ample room for gatherings, cozy weekends, and holidays. A major highlight is the recently completed 900 +/-square-foot accessory dwelling unit above the garage. Warmth and efficiency are provided by oil-fired hot water baseboard heat, two wood stoves in the living areas, & a Tarm Biomass wood furnace with a heat collection system. A welcoming tiled mudroom entry is perfect for New Hampshire's changing seasons. Flexible floor plans offer multiple options for a primary bedroom, including a private lower-level suite with bath and oversized closet. A dedicated workshop is ideal for woodworking, ski tuning, bike maintenance, or hobbies. The three-bay garage offers excellent storage, with covered wood storage below for the furnace system. Enjoy easy access to nearby hiking and biking trails, all within a mile of downtown. Recently appraised, with appraisal available for buyer review. A rare opportunity to own a versatile property that combines privacy, income potential, and country living just minutes from downtown Plymouth. Stop by and enjoy the calm of 29 Wooley Pasture.