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

Vintage Home for sale in Windham County, VT:

Step back in time with this 1865 home, currently used as a two-family residence, which could easily be restored to its original layout. The ceiling beams have been exposed, allowing you to keep their rustic charm or cover them for a more traditional look. The attached barn would be ideal for a studio, workshop, or bonus room, offering numerous options to suit your needs. Many projects are left to be completed to make it your own with the potential to create a truly special property. Set in a convenient location close to skiing, boating, hiking, and endless outdoor activities, this property offers the chance to create your dream retreat in Vermont. Cash, a construction loan, or other renovat

Vintage Home for sale in Windham County, VT:

Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly spacious rooms perfect for entertaining and family gatherings. Wide pine floors, antique fireplaces, and original glazed windows add warmth and charm throughout. The main level features a large primary bedroom suite, while four additional bedrooms and a full bath upstairs provide plenty of space for guest

Vintage Home for sale in Windham County, VT:

Welcome to a rare and breathtaking slice of Vermont. This expansive 216-acre farm offers a beautiful mix of open pastures, mature woodlands, fruit trees, berry bushes, and a small section of scenic wetlands – a true haven for nature lovers and outdoor enthusiasts seeking peace and space in every direction. Set along a quiet dirt road near the Massachusetts border, with the added convenience of being just minutes from Brattleboro and Wilmington, this property strikes the perfect balance between privacy and accessibility. While the existing structures are in need of restoration, they provide a foundation and a special opportunity to create a beautiful getaway, a comfortable year-round r

Vintage Home for sale in Windham County, VT:

Recently renovated 1900s Colonial just outside the town of Dover, near the Mount Snow ski resort and village of Wilmington, and near Lake Whitingham, with easy access off a paved town road. This cozy Vermont retreat sits on 3+ acres with established trails, a gurgling brook wrapping around the home, bridge to access the rear upper meadow, perennial landscaping, and more. The home is being offered with a strong rental history and features a large open concept great room addition with wood burning fireplace stove and brick hearth, surrounded by wood accent wall, large upscale kitchen with stainless appliances, gas stove, quartz counters, and large breakfast bar, spacious dining area, main flo