- Andover VT Homes $250000 to $500000
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Price Change! reduced by $60,000 down 20% on September 25th 2025
$299,000 | $240 per sq.ft. | 4 Beds | 2 Baths | Total Sq. Ft. 1248 | Acres: 2.1 ANDOVER VT
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Description:Prepare for an exhilarating mountain getaway at this enchanting four-bedroom chalet, nestled on a lush 2.1-acre estate in the heart of Andover. 2025 Ski season has been epic so far! Envision yourself minutes away from four renowned ski resorts, making this the perfect launchpad for your winter adventures. Immerse yourself in the local charm with easy access to the VAST trail network, offering a plethora of entry points nearby. This alpine retreat has been a cherished sanctuary for over 40 years, lovingly maintained by its owners and their dedicated local caretakers. Offering a seamless blend of comfort and convenience, this home is sold fully furnished, ready for you to step in and relish its homely charm "as is." The layout features two cozy bedrooms on each floor, ensuring ample space for family and guests alike. Step inside to discover a welcoming front porch at the entry level, and ascend to the top floor to unwind on the deck with south-eastern views. The heart of the chalet hosts the kitchen and dining areas on the first floor, while the main living and family rooms upstairs provide a spacious haven for relaxation and entertainment. Enhanced by high-speed fiber optics internet from VTel, stay connected and productive in your serene mountain escape. Positioned ideally for those passionate about skiing and outdoor activities, choose from Magic, Stratton, Okemo, and Bromley ski areas, or indulge in hiking, fishing, biking, golfing, and swimming in the vibrant surroundings.
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$369,000 | $165 per sq.ft. | 5 Beds | 1 Baths | Total Sq. Ft. 2243 | Acres: 2.1 ANDOVER VT
View Details & 36 images
Description:Come, enjoy the quiet charm of Andover in this inviting, private Vermont home—perfect for year-round living or a peaceful getaway. Nestled among evergreens with beautiful snowy views, this property offers easy access to Okemo Mountain, and is also close to Stratton, Magic, and Bromley for skiing, riding, and four-season adventure. Snowmobile enthusiasts will love the nearby VAST trails, and the villages of Chester, Weston, and Londonderry are just minutes away. The home has been thoughtfully updated with a brand-new 5-bedroom septic system, new well pump, and efficient heat pumps, giving you comfort and peace of mind. A standout feature is the very private sun deck, ideal for morning coffee, outdoor dining, or relaxing after a day on the slopes. Inside, the spaces are warm, cozy, and filled with potential. A newly added ground-floor one-bedroom apartment is ready to be finished, offering the opportunity to expand to over 2,200 sq ft of finished living space. Use it for guests, rental income, or as a flexible family living space. This Andover property combines privacy, modern upgrades, and unbeatable access to Vermont recreation—a wonderful place to call home in any season.
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Price Change! reduced by $30,000 down 7% on November 12th 2025
$429,000 | $229 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1872 | Acres: 2.1 ANDOVER VT
View Details & 42 images
Description:Welcome to this attractive Andover Contemporary home, perfectly suited for year-round living or as a Vermont vacation retreat. Built in 2005, this 3 bedroom, 2 bath residence offers modern comfort in a peaceful country setting on 2.1 acres while being just minutes from Okemo Mountain Resort and close to scenic snowmobile trails—ideal for outdoor enthusiasts in every season. The inviting open-concept main level features a spacious living area with vaulted ceiling and is filled with natural light, seamlessly blending kitchen with breakfast bar, dining, and living room. Two bedrooms and a full bath complete this level, offering convenience and functionality for family and guests. The finished, walkout lower level provides flexible living options with an additional room—perfect for a home office, study, or media space—alongside a cozy woodstove that adds charm while keeping heating costs low. The newly upgraded large, front deck is the perfect place to sip morning coffee and take in the view. Step outside to the beautifully landscaped yard with plenty of room for gardening, plus a firepit designed for gatherings. Two detached sheds offer storage and workshop potential for waxing your skis or wood/snowmobile/lawnmower storage. Whether you love skiing, hiking, or simply relaxing in Vermont’s natural beauty, this property delivers the perfect balance of comfort, location, and lifestyle.
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$449,000 | $157 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.
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