Andover VT
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| Andover Vermont Homes Special Searches | | | Andover VT Other Property Listings For Sale |
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Under Contract
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$449,000 | $237 per sq.ft.
127 Trombley Road
5 Beds | 1 Baths | Total Sq. Ft. 2856 | Acres: 119
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. See
MLS Property & Listing Details & 20 images.
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$575,000 | $216 per sq.ft.
Price Change! reduced by $50,000 down 9% on July 20th 2026
758 Weston Andover Road
4 Beds | 4 Baths | Total Sq. Ft. 2656 | Acres: 1.3
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. See
MLS Property & Listing Details & 60 images.
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$709,000 | $275 per sq.ft.
3319 East Hill Road
4 Beds | 4 Baths | Total Sq. Ft. 2576 | Acres: 10.1
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. See
MLS Property & Listing Details & 50 images. Includes a Virtual Tour
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$5,150,000 | $623 per sq.ft.
3800 Weston Andover Road
8 Beds | 8 Baths | Total Sq. Ft. 10062 | Acres: 384
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. See
MLS Property & Listing Details & 41 images. Includes a Virtual Tour
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