This one is ready to rise above the rest. Just like the famous Pittsfield hot air balloon festival, this property is full of color, character, and endless possibility. Set on 2 scenic acres along Upper City Road, this circa 1720 Cape is older than America itself and waiting for someone with vision to help it soar to its full potential. Partially renovated and full of country charm, this is the perfect launch point for anyone looking to break into homesteading, hobby farming, or restoring a true piece of New England history. Some projects have already been completed, leaving room for your creativity and finishing touches to really elevate the space. Inside, you'll find exposed beams, warm gathering spaces, and a cozy woodstove insert that makes the home feel grounded in all the right ways. Out front, the oversized maple tree has been tapped by the seller for homemade maple syrup, a sweet little reminder that life here moves at a simpler altitude. The main-level primary suite features a newly installed antique clawfoot tub in the bathroom, plus laundry for convenience. A butler's pantry with a large farmhouse sink and built-ins adds to the country charm. Upstairs offers additional bedrooms or office nook, and unfinished attic space ready to expand as your plans take flight. The attached post-and-beam barn is connected by a bright three season space, offering endless room for animals, equipment, workshops, storage, or future homestead dreams. Whether you envision chickens, horses, gardens, or simply more breathing room, this property gives you space to spread out and rise into country living. A secondary chicken coop/barn remains on site but is collapsing, unsafe, and off limits. Located near Routes 28 and 129 with orchards, a local brewery, and small town conveniences nearby, this property offers the perfect blend of rural charm and accessibility. Homes with this much potential rarely stay grounded for long. *Property sold as is-leach field replacement needed