Andover Vermont Real Estate

Looking to find your own peaceful piece of the Vermont countryside? Look no further than this move in ready homestead on 51.2 rolling acres with two paddocks already fenced and ready waiting for your animals. Also complete with two spacious sheds for animals or storage, and a chicken coop ready to house them. Established asparagus patch, garden plot, blueberry bushes, apple trees, and even your own cranberry bog meticulously maintained by the current owners await you. Live in the updated home or build the home of your dreams up on the hill overlooking the farm. Make hay for your animals in the fields up on top of the hill, dig gravel from your own private gravel pit, or sit next to the beautiful pond! Plenty of space to hike, homestead, hunt, vacation close to lots of ski resorts or just relax away from the hustle and bustle of the world. Soak up the sun in the attached sunroom or have plenty of room to have all the indoor plants you can dream of. Close to VAST snowmobile trail and within 10-45 minutes of Bromley, Okemo, Stratton, and Magic Mountains! The current owners have done a lots of improvements and cleared the land and are ready to retire to a smaller lot. Don't let this opportunity get away, come take a look today.

Set on 119 acres that stretch across Andover and Chester, this property combines 114 acres in Andover with 5 in Chester. The setting includes over 20 acres of flat, open meadows along the Williams River, framed by wooded hills and distant ridgelines. The forest is mixed with possible timber value as well as a nice sugarbush waiting to be tapped. The original farmhouse, approached by a town-maintained road and plowed right to your door, is ready for a complete restoration. Its form and orientation make it an ideal candidate for renovation, preserving the rural character that defines this part of Vermont. Several original outbuildings remain, including a tall silo, classic barns, and a sugarhouse—all reminders of the land’s agricultural roots. Power and utilities are in place, and the road frontage provides easy access in all seasons. This is a solid opportunity for someone looking to rebuild, reimagine, or create a homestead with scale and history. Located between Chester, Weston, Londonderry, and the Okemo Valley, it offers both privacy and proximity to year-round recreation.

Set on over five acres of rolling Vermont hillside, this three-bedroom, two-bath home is perfectly positioned for year-round enjoyment with a special focus on summer living and seamless access to some of southern Vermont’s top mountain destinations, including Okemo Mountain Resort, Stratton Mountain Resort, Bromley Mountain, and Magic Mountain Ski Area. Offered turnkey, it’s an ideal basecamp for making the most of every season while staying ready for ski season ahead. Inside, an attached two-car garage leads into a practical mudroomideal for stashing summer gear now and ski equipment later. The light-filled great room and open-concept kitchen form a welcoming space for gathering year-round. Two comfortable bedrooms and a full bath are located on the main level, while upstairs, a private primary suite features a loft overlooking the living area, a spacious bath, walk-in closet, and a dedicated home office. The finished walkout lower level enhances the home’s versatility, offering a game room, TV lounge, additional finished space, and laundry area, with direct access to a hot tub perfect after a summer hike or a winter day on the slopes. A detached one-car garage and additional outbuilding provide extra storage for all your seasonal gear. Warmer months take center stage here, with long days spent hiking and biking nearby trails, exploring local lakes and farmers markets, or relaxing on the expansive wraparound deck overlooking peaceful countryside views. The property’s partially open land and privacy create a true summer retreat atmosphere perfect for entertaining, unwinding, and reconnecting with nature. As fall arrives, the landscape transforms with classic Vermont foliage, while winter brings easy access to premier skiing and VAST snowmobile trails just a short drive away. Blending laid back summer living with effortless winter readiness, this property captures the essence of Vermont in every season inviting, adaptable, and ready for whatever the year brings.

Escape to Moosewalk Lane. This ultimate family compound is a fully furnished and equipped rural retreat in Andover, Vermont. Set on 384 acres rising to 2,200 feet, the tract blends seclusion and timeless craftsmanship, with miles of private trails for winter sports, horseback riding and recreational vehicles, all threading through open meadows, historic stone walls, and woodlands, with direct access to the VAST snowmobile system. The 10,062 sq ft timber frame main house is anchored by a soaring two story great room with a dramatic stone fireplace and an open chef’s kitchen featuring double appliances, a Viking 60 inch cooktop and a wood fired pizza oven. A cozy loft and a library provide serene reading nooks. The main level includes a distinctive 2 bed, 2 bath primary suite, plus six additional bedrooms and five baths for family and guests. Onsite amenities include a home gym, media and game room, outdoor art installations, paved driveways and six garage bays. The multi building compound consists of a guesthouse with private office, a heated writer’s cabin with panoramic view of the Connecticut River Valley, an equipment barn and woodshed - everything needed for comfortable year round living, family retreats, or events. Enjoy hiking, snowshoeing, wildlife viewing and a gravity fed 50 tap maple syrup operation all in a private setting to share with family and friends. Watch the award nominated video tour to see why Moosewalk Lane delivers the quintessential Vermont experience.