Vintage homes for sale & real estate in Bennington County, VT

Vintage Home for sale in Bennington County, VT:

Storybook-worthy and wonderfully unique, this charming Manchester property is a little oasis tucked away just minutes from downtown. Inspired by the feel of an English cottage with a clean, Scandinavian-influenced aesthetic, the property combines warmth, character and thoughtful design with an unusual amount of flexibility. The main house is an inviting one-bedroom, 1.5-bath cottage (1142 sq ft) filled with natural light and cozy details. The beautifully designed kitchen is both stylish and highly functional, with an excellent layout and new upscale appliances (2025). Recent improvements include a generator (2023), propane fireplace insert (2023), all new windows and exterior doors (2025),

Vintage Home for sale in Bennington County, VT:

Ski Mt. Snow, Take in The Berkshires art & culture, Walk to the local golf course…You CAN have it ALL! Spend the day skiing at Mount Snow or at Mass MoCA, and the evening in front of your own cozy fireplace. This 3-bedroom, 2-bath home with an attached garage gives you easy access to the art, culture, and outdoor adventures that draw people to The Berkshires & Southern Vermont while also giving you the space and privacy of a Vermont property. It works as a full-time residence or a weekend retreat. Original oak floors bring warmth and character. The living room has a cozy fireplace for relaxing, and the dining room has a built-in corner cabinet. It's a gracious setting for

Vintage Home for sale in Bennington County, VT:

Stunning Monument Avenue home offering unparalleled craftsmanship, exceptional style, and beautiful mountain and meadow views. This remarkable ranch-inspired design is equally impressive inside and out, with thoughtfully designed spaces and exceptional millwork throughout. The cook’s kitchen features soapstone countertops, stainless steel appliances, and abundant natural light from large windows. An expansive dining room opens to a vaulted, beamed great room, creating an inviting space for entertaining. A light-filled sunroom with a gas fireplace provides a warm and inviting place to relax, while the gorgeous primary suite offers a peaceful retreat. Three additional bedrooms, a den/of

Vintage Home for sale in Bennington County, VT:

Affordable homeownership awaits at 128 Burgess Road in Bennington! This compact 2-bedroom, 1-bath home offers approximately 840 square feet of living space with a practical layout and low utility costs. Several recent exterior improvements include brand-new siding, new rear entry stairs and a new electrical meter board in Spring 2026. The home also features vinyl replacement windows, including one newly installed side window. The main level includes the kitchen, dining area, living room and first-floor laundry. Upstairs are two bedrooms with hardwood flooring and a full bathroom with tile flooring that includes a shower/tub combo with a tile surround. Outside, the manageable 0.08-acre lot