86 properties for sale in Vacation Village, Hancock town Berkshire County Massachusetts

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone. Stunning kitchen featuring radiant heat, quartz countertops, high end appliances, oversized center island with dramatic full waterfall quartz sides flowing on every exposed edge. First-floor bath/laundry w/radiant heat. All three bathrooms have been fully renovated with spa like appeal and upscale design. Large living room/dining room, 1st floor bedroom with lake views, 2 sunporches all on main leve The second level offers four bedrooms and a full bath, including a spacious primary suite featuring a private bathroom, dedicated office space and a walk-in closet. Two of the front-facing bedrooms also enjoy lake views. Enha

Lovingly maintained contemporary Cape set on just over an acre with beautiful mountain views, ideally located on a paved country road just minutes from everything the Berkshires has to offer. This comfortable home is surrounded by established perennial gardens and fruit trees, creating a peaceful and private setting. The front entry welcomes you into a relaxing three-season screened porch-perfect for morning coffee or unwinding at night. Inside, the open-concept first floor features a bright, light-filled kitchen with cherry cabinets, stainless steel appliances, and a double oven, seamlessly flowing into the dining area with custom cherry built-ins and direct access to the deck overlooking the landscaped yard. The living room offers a cozy gas fireplace and room to gather. The first-floor primary bedroom is adjacent to a beautifully finished bathroom with custom tile and a frameless glass shower. Upstairs, you'll find a spacious, second living space/den, along with three bedrooms-one c

Spacious and inviting 4-bedroom, 3-bath home offering comfort, efficiency, and great indoor-outdoor living. Beautiful wood floors run throughout the main living areas, adding warmth and character. The private primary suite features its own bath and sliding doors leading to a deck that overlooks a fully fenced backyard-perfect for relaxing or entertaining. Enjoy the added bonus of a covered patio and a handy storage shed for all your outdoor needs. The partially finished lower level provides flexible space for a home office, gym, or recreation area. Energy-saving solar panels help keep electric costs down,and the convenient close proximity to the lake makes this home as practical as it is appealing

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer

Completed in 2022, this architecturally striking contemporary home on scenic Bailey Road offers panoramic views of the Mount Greylock Reservation and a thoughtful blend of modern design, energy efficiency, and connection to nature. Conceived by owners with a deep interest in wellness, sustainability, and environmental stewardship, the home was designed to maximize natural light, comfort, and year-round enjoyment of its extraordinary setting. Built to 2022 HERS standards and enhanced with solar in 2024, the residence features 4 bedrooms, 3 full baths, 2 half baths, soaring ceilings, walls of glass, and seamless indoor-outdoor living. The primary suite offers mountain views, fireplace, deck access, and a spa-inspired bath with radiant heated floors. A bright walkout lower level includes guest accommodations, office/study, family room, and gym space. Minutes to Williamstown, Jiminy Peak, Mass MoCA, The Clark, and Tanglewood

Spacious and inviting 4-bedroom, 3-bath home offering comfort, efficiency, and great indoor-outdoor living. Beautiful wood floors run throughout the main living areas, adding warmth and character. The private primary suite features its own bath and sliding doors leading to a deck that overlooks a fully fenced backyard-perfect for relaxing or entertaining. Enjoy the added bonus of a covered patio and a handy storage shed for all your outdoor needs. The partially finished lower level provides flexible space for a home office, gym, or recreation area. Energy-saving solar panels help keep electric costs down,and the convenient close proximity to the lake makes this home as practical as it is appealing

Completed in 2022, this architecturally striking contemporary home on scenic Bailey Road offers panoramic views of the Mount Greylock Reservation and a thoughtful blend of modern design, energy efficiency, and connection to nature. Conceived by owners with a deep interest in wellness, sustainability, and environmental stewardship, the home was designed to maximize natural light, comfort, and year-round enjoyment of its extraordinary setting. Built to 2022 HERS standards and enhanced with solar in 2024, the residence features 4 bedrooms, 3 full baths, 2 half baths, soaring ceilings, walls of glass, and seamless indoor-outdoor living. The primary suite offers mountain views, fireplace, deck access, and a spa-inspired bath with radiant heated floors. A bright walkout lower level includes guest accommodations, office/study, family room, and gym space. Minutes to Williamstown, Jiminy Peak, Mass MoCA, The Clark, and Tanglewood

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer

Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone. Stunning kitchen featuring radiant heat, quartz countertops, high end appliances, oversized center island with dramatic full waterfall quartz sides flowing on every exposed edge. First-floor bath/laundry w/radiant heat. All three bathrooms have been fully renovated with spa like appeal and upscale design. Large living room/dining room, 1st floor bedroom with lake views, 2 sunporches all on main leve The second level offers four bedrooms and a full bath, including a spacious primary suite featuring a private bathroom, dedicated office space and a walk-in closet. Two of the front-facing bedrooms also enjoy lake views. Enha

Lovingly maintained contemporary Cape set on just over an acre with beautiful mountain views, ideally located on a paved country road just minutes from everything the Berkshires has to offer. This comfortable home is surrounded by established perennial gardens and fruit trees, creating a peaceful and private setting. The front entry welcomes you into a relaxing three-season screened porch-perfect for morning coffee or unwinding at night. Inside, the open-concept first floor features a bright, light-filled kitchen with cherry cabinets, stainless steel appliances, and a double oven, seamlessly flowing into the dining area with custom cherry built-ins and direct access to the deck overlooking the landscaped yard. The living room offers a cozy gas fireplace and room to gather. The first-floor primary bedroom is adjacent to a beautifully finished bathroom with custom tile and a frameless glass shower. Upstairs, you'll find a spacious, second living space/den, along with three bedrooms-one c

Set on nearly 9 secluded acres at the foothills of the Berkshires, this Adirondack-style waterfront compound offers a rare combination of idyllic charm and refined, turnkey living. Built in 1940 and recently renovated, the property presents a harmonious blend of old-world character and modern comfort, crafted for discerning owners who value privacy, natural beauty, and multiple versatile living spaces. Sold fully furnished at no additional consideration, the property is ready to be enjoyed from day one. The thoughtful layout, mature landscaping, river frontage, and oversized cantilevered deck suspended above the water create an extraordinary setting for relaxation and entertaining. Complemented by a 2 bedroom, 1 bathroom guest residence with a wood burning stove and a collection of recreational amenities, including a tennis court, sauna house, and pond, the property is exceptionally well suited for multi-generational living, creative pursuits, or an unforgettable weekend escape. The ma

Completed in 2022, this architecturally striking contemporary home on scenic Bailey Road offers panoramic views of the Mount Greylock Reservation and a thoughtful blend of modern design, energy efficiency, and connection to nature. Conceived by owners with a deep interest in wellness, sustainability, and environmental stewardship, the home was designed to maximize natural light, comfort, and year-round enjoyment of its extraordinary setting. Built to 2022 HERS standards and enhanced with solar in 2024, the residence features 4 bedrooms, 3 full baths, 2 half baths, soaring ceilings, walls of glass, and seamless indoor-outdoor living. The primary suite offers mountain views, fireplace, deck access, and a spa-inspired bath with radiant heated floors. A bright walkout lower level includes guest accommodations, office/study, family room, and gym space. Minutes to Williamstown, Jiminy Peak, Mass MoCA, The Clark, and Tanglewood

Welcome to 843 State Highway 43 in Stephentown, a beautifully updated home set on nearly an acre of scenic countryside. Ideally located just 30 minutes from Albany and approximately 15 minutes from Jiminy Peak Mountain Resort, this property offers the perfect balance of convenience, recreation, and peaceful rural living. Move-in ready and thoughtfully improved, the home features a new electrical panel, energy-efficient mini-split systems for year-round comfort, and a durable metal roof for added peace of mind. The updated kitchen is equipped with new Samsung appliances, while the Samsung all-in-one washer and dryer provide modern convenience and functionality. With plenty of outdoor space to enjoy, there's room for gardening, recreation, entertaining, or simply relaxing and taking in the surrounding natural beauty. Whether you're looking for a full-time residence, a weekend getaway, or a home base near some of the region's best outdoor recreation, this property offers a unique opportun

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Renovated Gothic Barn in an Unbeatable Berkshire Location. Location, Location, Location! This beautifully renovated Gothic Barn offers timeless architectural character paired with modern comfort and convenience. Move-in ready, this exceptional property features 3 bedrooms, 3 full bathrooms, and an impressive list of high-end upgrades throughout. Enjoy peaceful mornings and scenic sunsets from two brand-new decks overlooking picturesque views. Inside, the home has been thoughtfully updated with Andersen windows, doors, and sliding glass doors, durable Hardie Board siding, fresh interior and exterior paint, refinished hardwood floors, and central air conditioning. The stunning chef's kitchen is equipped with Cafe appliances, granite countertops, and premium finishes, while all three bathrooms have been completely gutted and renovated with contemporary fixtures and design. Additional upgrades include updated electrical and plumbing systems, a new heating system and furnace, floating stair

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

Turnkey, fully furnished one-bedroom condo at the base of Jiminy Peak Mountain Resort! Whether you're seeking a personal Berkshire getaway, a low-maintenance second home, or an income-producing investment, this versatile property offers endless possibilities. Enjoy year-round recreation including skiing, snowboarding, mountain biking, hiking, dining, and resort activities just steps from your door. Conveniently located near the Berkshires' renowned cultural attractions, restaurants, and outdoor adventures. Use it for your own enjoyment, rent it short-term for added income, or enjoy the best of both worlds. Move right in and start enjoying everything this four-season destination has to offer

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

SELLER IS LOOKING FOR OFFERS. PERFECT FOR A FLIP. MAKE AN OFFER. Enjoy stunning views and low property taxes at Beaver Pond Meadows, private and quiet but close to all that Berkshire County's four seasons have to offer. This 3 bedroom 2 full bathroom townhouse features three levels of living area, with first-floor accessibility and multiple options for families. Three bedrooms and two full baths, living room with a wood floors and wood burning fireplace, and large loft area for home office or additional sitting area. Walk out to the deck with views of Beaver Pond. Private association pool and clubhouse, the complex is only minutes away from Jimmy Peak, but offers a quieter alternative to the more active Country Village

Slope-side living at Jiminy Peak with proven income potential! Located just steps from the ski slopes and very close to the year-round heated pool, this beautifully positioned one-bedroom suite offers the perfect Berkshire getaway and an exceptional short-term rental opportunity. Currently operated as a successful Airbnb/short-term rental, the unit generated approximately $17,162 in net income after expenses in 2025 and over $20,000 in 2024, making this an attractive option for both lifestyle buyers and investors seeking a turnkey four-season property. Unit 521 combines the charm of a cozy mountain retreat with the convenience of full resort amenities, including an outdoor heated pool, fitness center, sauna/steam room, on-site dining, front desk services, and tennis courts Exceptional opportunity to own a proven income-producing resort condominium at the base of Jiminy Peak Mountain Resort in the heart of the Berkshires. Located just steps from the ski slopes and very close to the year

HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios or storage

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir-a serene, largely uninhabited lake-the property offers both privacy and convenient access just off Berkshire County's main north-south route. Once a summer camp, the estate features an existing main house and barns listed on the National Register of Historic Places, dating back to the late 1700s. There are also numerous sleeping cabins that could be restored. Ideal as a private family compound or for development as a spa or resort, corporate or wellness retreat, or condominium, single-family, or retirement community-the possibilities are truly endless. Can be subdivided