Andover Vermont Real Estate

A rare opportunity to own two well-maintained homes on one beautiful country property! The main residence offers 3 bedrooms and 3 baths with a warm, inviting interior featuring hardwood floors, abundant built-ins, and thoughtfully designed living spaces that blend character with everyday comfort. Step outside to the back deck overlooking beautifully landscaped gardens and a spacious lawn, an ideal setting for entertaining, relaxing, or simply enjoying the peaceful surroundings. The separate 1-bedroom, 1-bath cottage provides outstanding flexibility as a guest house, private retreat, home office, or income-producing rental. Whether you're seeking supplemental rental revenue or accommodations for extended family and friends, this charming cottage offers endless possibilities. A two-car garage, mature landscaping, and meticulous maintenance complete this exceptional property. Conveniently located just a short drive from Okemo Ski Resort, Magic Mountain Ski Area, the renowned Weston Playhouse, and the shops and restaurants of Chester, you'll enjoy easy access to year-round recreation, cultural attractions, and quintessential Vermont charm. This unique property is ideal as a primary residence, vacation home, or investment opportunity with built-in rental income potential. Visit the Okemo real estate community today. Taxes are based on town assessment.

Silence is the first thing you notice. Set on 10+/- peaceful acres in Andover, this comfortable and well-maintained three-bedroom, two-bath home offers the kind of Vermont setting that is getting harder to find. No traffic noise, no bustle, just woods, privacy and room to breathe. Inside, the home is warm and inviting, with an easy layout equally suited to full-time living or weekends in the mountains. The eat-in kitchen opens to its own private deck, while a second expansive deck offers plenty of room for outdoor dining, relaxing and enjoying the surrounding landscape. A large three-bay garage provides excellent space for vehicles, outdoor gear, snowmobiles, bikes or a workshop. Adventure is close at hand, with the Okemo State Forest and more than 13,000 acres of conserved land nearby. Okemo Mountain Resort, the charming village of Weston and the quiet community of Andover are all within easy reach. Offered fully furnished and ready to enjoy, this is a true Vermont retreat without the work of starting from scratch. Arrive, settle in and let the quiet take over.

Set on just over 10 picturesque acres, 3319 East Hill Road offers a rare blend of privacy, comfort, flexibility, and four season Vermont recreation. The three bedroom, three bathroom main residence is filled with natural light and features vaulted ceilings, oversized windows, warm hardwood flooring, and a open concept layout that creates an easy flow between the kitchen, dining, and living areas. At the heart of the home the spacious kitchen offers extensive cabinetry, granite countertops, generous prep space, recessed lighting, and a large breakfast bar with seating. The adjoining dining area is anchored by a brick fireplace, creating a warm and inviting gathering space after a day on the slopes or trails. Recently added mini splits provide efficient heating and cooling, while the generous primary suite features a dramatic arched window, vaulted ceiling, private bath, and its own mini split for year round comfort. A studio style apartment above the garage provides additional flexibility for guests, extended family, a private office, or even potential rental income. Outside, the large wraparound deck overlooks the peaceful grounds, broad lawn, and spring fed pond. Surrounded by woods and open space the property offers a tranquil setting for summer gatherings, outdoor recreation, or simply enjoying the natural beauty of Vermont. With direct access to the VAST trail system, downtown Ludlow and Okemo Mountain Resort just 10 minutes away, and Magic Mountain approximately 20 minutes away, this exceptional Andover property places skiing, snowmobiling, and year-round adventure within easy reach. Whether used as a full time residence or a mountain retreat, 3319 East Hill Road captures the best of Vermont living.

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 fo 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.

Up a serene mountain road above the clouds in the quiet town of Andover, you’ll discover a special mountain property. This home has been distinctively renovated for carefree enjoyment. This retreat is surrounded by natural beauty with unprecedented long-range views to the west of the Green Mountain ridgeline. This highly efficient, low-maintenance home has wonderful natural light with views from nearly every window! The main level, with hickory floors, soaring cedar ceilings & spruce beams, welcomes you through a spacious atrium. It opens to a modern kitchen, dining area, and living room with a wood-burning fireplace, an ideal setting for gathering with family and friends. The main level also offers a family room, bedroom and a ¾ bathroom, providing plenty of flexible living space. Upstairs, vaulted ceilings abound, and an open overlook creates a wonderful sense of space. Two private primary bedroom suites each offer a ¾ bathroom and vaulted ceilings, making this an ideal layout for guests or shared ownership. This home will impress, as it seamlessly connects indoor and outdoor living. Outside, enjoy the spectacular views from an expansive stone patio, relax around the firepit, or gather with friends in the spacious outdoor sitting area. A large timber frame barn adjoins the patio and provides abundant parking, storage, and entertaining space, adding versatility to this distinctive Vermont property. Sled, hike, snowshoe, or bike directly from your front door! Every aspect of this home was carefully conceived during the renovation, including a whole-house generator. Andover offers a peaceful mountain setting while remaining conveniently located near Okemo, Bromley, and Magic Mountain ski areas. Nearby, the Weston Playhouse, the Vermont Country Store, restaurants, shops, lakes, and year-round recreational opportunities complete the quintessential Vermont lifestyle. If you’re looking for a home with spectacular sunset views, this true mountain escape is a must see!

Vermont Mountain Retreat where adventure meets the view. At the top of the mountain, where the air feels a little crisper and the pace of life slows down, this distinctive Vermont log home offers a setting that makes every season feel special. Expansive mountain views stretch beyond the trees and can be enjoyed from the large decks, lawn and nearly every gathering space.The architecture is authentically rustic, with handcrafted log walls, warm wood ceilings, a massive stone fireplace and natural materials throughout. The spacious great room is made for gathering, with soaring ceilings, walls of windows, a dramatic fireplace and direct access to the view-filled deck. A generous kitchen and dining area provide plenty of room for family and friends, while multiple outdoor spaces extend the living well beyond the walls. Outside, the setting feels natural yet cared for, with stonework, mature woods, open lawn and a screened gazebo tucked into the trees. A detached garage/barn adds flexibility and storage. This is a place for adventure without giving up comfort. Ski at Okemo, Stratton, Bromley or Magic Mountain, explore miles of hiking and snowshoeing, ride the VAST trail, or simply step outside and take in the quiet and beauty of the Vermont mountains. At day's end, gather around the fire and watch the sunset over the mountains. Despite the feeling of being away from it all, Weston Village is close by, offering restaurants, shops, theater and quintessential Vermont village life. Rustic, inviting, spacious and unmistakably Vermont, this is mountain living at its best.

Bringing generations together in a place that inspires connection, adventure, celebration, work and stewardship, Moosewalk Lane is a purpose built multigenerational family compound. Created over two decades and set on 384 private acres in Vermont's Green Mountains, Moosewalk Lane is offered fully furnished and equipped. Anchored by a 10,062 square foot timber frame home, guest house, writer's cabin, equipment barn, and miles of private trails, Moosewalk provides a true sense of place where comfort, privacy, and recreation exist in equal measure. Designed for year round living and entertaining, the compound comfortably accommodates extended family, friends, and guests with eight bedrooms, seven full baths, a dramatic two story great room, a chef's kitchen with Viking appliances and an Italian wood fired pizza oven, a library, media and game room, fitness space, six garage bays, and thoughtfully designed gathering places both inside and out. Just beyond the backyard, Broadway, the property's original logging road turned trailhead, provides direct access to the balance of the 384 acre property and four season recreation. Ride horses through open meadows, hike, snowshoe, or explore miles of private woodland trails, produce maple syrup from your own gravity fed sugarbush, enjoy direct access to Vermont's VAST trail system, or retreat to the writer's cabin overlooking the Connecticut River Valley. Historic stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership, they reflect stewardship. Thoughtfully created for extended family, private retreats, entertaining, or simply escaping the pace of everyday life, Moosewalk offers something increasingly rare: a place where time slows, memories are made, meals are shared, and life is measured by moments well spent.