Andover Homes with Outbuildings Exterior Features

Welcome to Andover, a charming town nestled in the heart of Massachusetts, where rich history meets modern living. Known for its picturesque landscapes, Andover is adorned with beautiful parks, serene walking trails, and a vibrant downtown area filled with quaint shops and delightful dining options. The town boasts a strong sense of community, with various events and festivals that celebrate its heritage, making it an ideal place for families and individuals alike.

One of the standout features of Andover is its diverse range of homes, particularly those with outbuildings that offer both functionality and character. Imagine stepping into your backyard to find a beautifully crafted barn, a spacious workshop, or even a cozy studio space—perfect for unleashing your creativity or pursuing your hobbies. These outbuildings not only enhance the aesthetic appeal of your property but also provide valuable additional space for storage, gardening, or entertaining guests.

The exterior features of homes in Andover are as diverse as the residents themselves. Many properties boast manicured lawns, mature trees, and stunning landscaping that create a welcoming atmosphere. Whether you prefer a classic colonial style or a modern farmhouse aesthetic, Andover offers a variety of architectural designs that cater to every taste.

With its blend of historical charm and contemporary conveniences, Andover is more than just a place to live; it’s a community where you can truly thrive. Explore the possibilities of making this enchanting town your home, where every house tells a story, and every outbuilding adds a unique chapter to your life.

Newest Andover Homes with Outbuildings Exterior Features

$849,900

4 Beds ⋅ 3 Baths ⋅ 5114619 MLS

Rare find! A MUST SEE! Updated 4-bedroom ranch on 4.5 acres designed for living, working and outdoor adventure. Enter the home through a heated 4 season closed/screen porch where you can enjoy that perfect that morning coffee year round. The main level features a large kitchen/dining area ready for cooking and entertaining along with a large living room with brick hearth. There are 4 bedrooms which includes the master suite complete with a private full bath and large walk-in closet. The basement expands your living space with a large bar, cook stove, refrigerator and full bathroom. This is the perfect room for entertaining friends or hanging with family. There is plenty of storage including a small tool room. The large barn is already equipped to run a home business with its own electric and brand new septic. There is a workshop and 2 open bays for equipment storage in the rear of the barn. Situated above the is a spacious 3 bedroom in-law suite which can be used for extended family or guests. The property offers multiple opportunities including equestrian use with direct access to private trails right in your back yard. The trails can be used for ATV use as well as walking. The property also abuts a large swamp area which is perfect for hunting. The property is located within 3 miles of downtown Andover, Proctor Academy and Andover Middle School.

279 Franklin Hwy, Andover

$4,150,000

8 Beds ⋅ 8 Baths ⋅ 5089880 MLS

Bringing generations together in a place that inspires connection 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 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 8 bedrooms, 7 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, 6 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. Ancient stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership; they reflect stewardship. Despite its exceptional privacy, Moosewalk Lane is just 2.5 miles from the quintessential Vermont village of Weston, with its celebrated theater, restaurants, lodging, shops, and the historic Vermont Country Store. 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, and life is measured by moments well spent.

3800 Weston Andover Rd, Andover

$879,999

3 Beds ⋅ 2 Baths ⋅ 5074216 MLS

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.

201 Spruce Dr, Andover

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Andover Homes with Outbuildings Exterior Features

Newest Andover Homes with Outbuildings Exterior Features

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