185 US Highway 202

Some houses have character. This one has personality. Set in the heart of Bennington, this classic New England farmhouse has the kind of details that stop you mid-tour: wide pine floors, wainscoting, rich wood accents, stained glass windows, and built-ins tucked into all the right places. It's the sort of home that feels lived-in and loved, without feeling dated. The main house offers two bedrooms and two baths upstairs, plus a flexible bonus room just off the primary bedroom, ideal as a nursery, home office, or reading nook depending on what life looks like for you. Downstairs, a fully separate one-bedroom apartment with its own private entrance adds serious versatility. Multi-generational living, rental income, a guest suite, a home studio: the options are there. Outside, a fully fenced yard gives you room to garden, let the dog run, or just breathe. The attached two-car garage handles the practical side of things, and the detached 20x40 barn (two full floors of it) handles everything else. Tools, equipment, hobbies, overflow storage: it's all accounted for. This is the kind of property that doesn't come around often in a town this charming. Come see it for yourself.