Whitingham, VT | 639 Wilmington Cross Road

Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat, ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property’s timeless rural appeal.

Tucked amongst trees with a great deck. This rural location is not far from great skiing, shopping and all kinds of great dining and entertainment. Over an acre of mostly wooded lot. Property is occupied. No drive by's please..

Set on 1.5 acres in the heart of Jacksonville, this charming 1860 farmhouse offers a wonderful blend of historic Vermont character, flexible living space, and small-town convenience. With 2 bedrooms, 2 three-quarter baths, and 1,624 square feet of finished living space, the home features beautiful natural light, hardwood floors, warm woodwork, and a versatile floor plan with opportunities to adapt or expand to suit your needs. The main level offers a spacious kitchen with warm wood cabinetry, a walk-in pantry, inviting dining and living areas, a bonus room, first-floor laundry, and a three-quarter bath. Upstairs, you'll find two bedrooms and an additional three-quarter bath. A covered front porch and enclosed porch provide inviting spaces to unwind, while a pellet stove, forced-air heating, and mini-split heating and cooling offer comfort throughout the seasons. Outside, the property truly shines with its picturesque yard, mature apple trees, historic stone walls, established gardens, open lawn, and ample space for outdoor enjoyment. Whether you envision tending to gardens, gathering with friends and family, or simply enjoying the beauty of the changing Vermont seasons, this setting offers plenty of possibilities. Despite its peaceful country atmosphere, the property enjoys the convenience of an in-town location, with the local general store, gas station, post office, library, all nearby. Outdoor enthusiasts will appreciate the proximity to the southern end of Lake Whitingham, Berkshire East, Mount Snow, Prospect Mountain, the Catamount Trail, and VAST snowmobile trails, providing access to year-round recreation. Conveniently situated for travel to Brattleboro, Wilmington, North Adams, and Greenfield, this property offers an appealing combination of Vermont charm, outdoor adventure, and everyday accessibility. Whether you're seeking a primary residence or a relaxing Vermont getaway, this classic farmhouse is ready for its next chapter.

Discover the charm of Vermont country living in this bright and inviting 3-bedroom, 1-bath home situated on approximately 2 mostly wooded, level acres just off Route 100. Offering an appealing combination of privacy, space, and convenience, this property is ideal for a year-round residence, weekend getaway, or four-season Vermont retreat. A welcoming covered front porch invites you inside, where an open kitchen, living, and dining area creates a comfortable gathering space for family and friends. The spacious primary bedroom features access to a private deck and hot tub, perfect for relaxing after a day enjoying Vermont's outdoors. Two additional bedrooms and a full basement provide flexibility and plenty of storage. Recent improvements include fresh interior paint and professional basement waterproofing and insulation by Northern Basement Systems. A standout feature is the oversized detached 2-car garage, offering ample space for vehicles, snowmobiles, boats, recreational equipment, and all your Vermont toys. The full upper level provides additional storage or potential for future use. Outdoor recreation is close at hand, with nearby VAST snowmobile trails and Lake Whitingham/Harriman Reservoir just minutes away for boating, fishing, and exploring. Mount Snow is approximately 20 minutes away for skiing, snowboarding, mountain biking, hiking, and golf. Downtown Wilmington, with its shops, restaurants, and local amenities, is just 10 minutes away, while MASS MoCA is approximately 30 minutes away. Conveniently accessible from Massachusetts, Connecticut, and New York, this property offers an affordable opportunity to enjoy everything Southern Vermont has to offer. With 2 acres, a spacious garage, recent improvements, and a new asking price of $249,000, there's plenty to appreciate here. Come take a look and imagine making this your own Vermont getaway!

Looking for an affordable home with a little personality? You've found it in this colorful 3-bedroom, 1-bath home in the historic village of Whitingham, Vt. Set on 0.10 acres along a quiet, paved street with town sewer, the home is surrounded by some of Southern Vermont’s best lakes, including Sadawga Lake and Harriman Reservoir. Step inside through the French doors that separate the mudroom from a flexible living space that can become a dining room, home office, sitting area, or whatever works best for you. The first floor also includes the full bathroom, laundry area, and primary bedroom with a walk-in closet. The kitchen features an eat-in island for casual dining and opens to a spacious great room, where a large picture window brings in plenty of natural light. Bold colors throughout give the home a fun, playful energy and make each room feel a little different from the next. Keep the color, tone it down, or make it completely your own. Upstairs, two additional bedrooms continue the home's bright and bold personality. A door off the living area leads to the fenced backyard, where you can relax and enjoy the sounds of nearby Sadawga Brook on the front porch of the shed, which can be used for storage, a workshop, or play space. Major systems have been recently updated including the well pump and pressure tank (new in 2016), furnace (new in 2021) and water heater (new in 2024). The home is just 13 minutes to Wilmington, 16 minutes to Hogback Mountain’s 100-mile view, 23 minutes to Marlboro, 25 minutes to Mount Snow, and roughly 40 minutes to Brattleboro to the east and Greenfield, Mass., to the west.