- Andover VT Homes $0 to $30000000
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Viewing 1 to 8 of 8 listings
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$375,000 | $277 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1352 | Acres: 51.2 ANDOVER VT
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Description: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.
- Under Contract
$449,000 | $237 per sq.ft. | 5 Beds | 1 Baths | Total Sq. Ft. 2856 | Acres: 119 ANDOVER VT
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Description: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.
- New Listing!
$589,000 | $303 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1946 | Acres: 10.8 ANDOVER VT
View Details & 32 images
Description: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.
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$625,000 | $235 per sq.ft. | 4 Beds | 4 Baths | Total Sq. Ft. 2656 | Acres: 1.3 ANDOVER VT
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Description: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.
- New Listing!
$709,000 | $275 per sq.ft. | 4 Beds | 4 Baths | Total Sq. Ft. 2576 | Acres: 10.1 ANDOVER VT
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Description: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.
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Price Change! reduced by $9,001 down 1% on May 20th 2026
$879,999 | $330 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 3310 | Acres: 5.5 ANDOVER VT
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Description: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.
- Under Contract
$880,000 | $468 per sq.ft. | 3 Beds | 3 Baths | Total Sq. Ft. 3000 | Acres: 25.94 ANDOVER VT
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Description:Mountain View Timber Frame Retreat on 25+ Acres in Andover – This exceptional timber-frame home is true perfection and offers long-range mountain views, sunny southeastern exposure, and complete privacy and access to everything that makes you want to call Vermont home. The authentic post-and-beam retreat blends timeless craftsmanship with modern comfort and is offered fully furnished, making it truly turnkey and move-in ready. The home features approximately 3000 square feet of finished living space across three levels, including a dramatic vaulted great room, spacious loft, 3 spacious en-suite bedrooms, and a finished walkout lower level with flexible space for guests, recreation, fitness, hobbies, and storage. The wall of efficient oversized windows showcase stunning mountain views and fill the home with natural light. The open-concept kitchen, dining, and living areas are ideal for gatherings, and the exposed timber framing creates warmth and character throughout. Outside, enjoy sunrise coffee and quiet afternoons on the deck, acres of private trails winding through the property, and an oversized barn/garage with ample room for vehicles, outdoor gear, tools, and workshop needs. Fiber-optic internet supports today's lifestyle, and it is conveniently located near Southern Vermont's best skiing, hiking, and outdoor recreation, world-class theater and music in Weston, several local farmers markets, and it is almost equidistant to restaurants, shopping and more in the charming villages of Ludlow, Chester and Londonderry. Don’t sleep on this one . . . sleep in it!
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$5,150,000 | $623 per sq.ft. | 8 Beds | 8 Baths | Total Sq. Ft. 10062 | Acres: 384 ANDOVER VT
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Description: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.
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Data last updated July 18th, 2026
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