Berkshire County, Massachusetts Land For Sale (52 results)

East Hill Farm offers 227+ acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world. Main house: Georgian-Federal; 5 Bedrooms, 5 ½ Baths, ~5,000 sq. Ft.; 5 wood-burning fireplaces; unusually high ceilings, wide-board original floors, antique glass panes that bend the light, and long views and the castings of the sun. This is Preservation-level integrity, yet graceful, welcoming. A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, gunite pool + pool house, tennis, deep wells, generator, and modern connectivity. Plus a vast former Arabian horse barn now a 4-residence compound with remarkable flexibility, whether kept as living spaces or reimagined in enumerable ways.??For those who love historically significant properties, wondrous gardens, and expansive land. Safeguarded with rigor. Lived in with joy. Read the whole story...

Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in Center Pond, enjoy cross-country skiing at Canterbury Farm, or immerse yourself in local art at the Becket Arts Center, this property is your opportunity for outdoor adventures and cultural experiences out here in The Berkshires! Copyright © 2026 Global MLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

NEW TO MARKET! Appleton Meadows offers premier estate parcels in the desirable South Williamstown. This 3 acre property boasts mountain views, open fields, and wild apple trees. Located between Jiminy Peak Ski Resort and Waubeeka Golf Course, this location is a once in a lifetime opportunity. The newly reopened 5 Corners General Store is the perfect place to stop for a coffee or a bite to eat and conveniently located less than 3 miles away. The property has been recently surveyed and perc tested. A driveway is in the process of being completed. Priced at only $149,900 with financing options available! Don't let this one slip away! Adjacent lots available as well! Call/text Jake today 413-652-5360!

Surrounded on three sides by Nature Conservancy-protected land, 173 Hillsdale Road is one of the most private and extraordinary estates in the Berkshires -- a handcrafted sanctuary where the wilderness is literally your backyard. Moose, deer, bear, fox, and turtles roam master-gardened grounds tended with rare care; fruit trees, a garden pond, mature perennial beds, and lush native plantings make every season a revelation. Custom-built in 2000 from timber milled directly on the property, this 4,842 sq ft home carries an irreplaceable provenance that announces itself at every turn. A native stone fireplace anchors the soaring vaulted great room. An ash sapling banister curves to the interior balcony above. Antique leaded glass casts dappled light across wide-plank floors. Reclaimed 18th-century doors from the historic Egremont Tavern frame the entry -- details that can never be reproduced, only discovered. Five bedrooms, five full baths, and an attached private apartment with balcony provide extraordinary flexibility -- full-time living, multi-generational use, or hosting guests in total comfort. Hot tub, screened porch, sunroom, barn/stable, and outbuilding complete this 8.79-acre estate. Minutes to Catamount, Great Barrington, Tanglewood, and the Taconic Parkway. Privacy without compromise. Craftsmanship without equal.

A rare opportunity to own 10 acres of open meadows and apple trees in the desirable South Williamstown. A long driveway has been installed to an open, yet private, homesite with mountain views. Overlook a beautiful meadow which can be used for agriculture, horses, more apple trees, etc. Located near Jiminy Peak Ski Resort, Waubeeka Golf Course, and the 5 Corners General Store. Less than 15 minutes to the center of Williamstown and Williams College. Recently surveyed and perc tested. Only $449,900! Financing options available. Call/text Jake Today! 413-652-5360

2.5 acres in South Williamstown for sale! A beautiful, open homesite with mountain valley views. Easy to build land with partial driveway installed. Conveniently located between Jiminy Peak Ski Resort and Waubeeka Golf Course. The Williams College campus/center of Williamstown is just 15 minutes away. Recently perc tested and surveyed. Only $224,900! Financing options available. Call/text Jake at 413-652-5360 today!

15 acres with deeded access to multiple sand beaches and picnic areas on Silver Shield Lake and Longbow Lake. It's located on the south side of the coveted Sherwood Greens neighborhood. This is 6 separate lots, originally intended for 24 homes, with over 800 feet of direct frontage on Johnson Road. The property has complete ownership of both sides of two paper roads, and additional frontage on two more paper roads, for a total of five possible entry points. This is a wonderful community that comes alive in the Summer, as residents flock to the lakes for bathing and boating. Only non-motorized boats are allowed though, so the neighborhood stays nice and peaceful. Please note some of the listing photos depict the beaches, which are a two-minute drive from the land itself. Asking Price: $119,999 Size: 15.08 acres Address: Johnson Road Town: Becket, MA 01223 Parcel ID: Map 214 Lots 80-3, 80-10, 80-2, 80-4, 78, & 83 Property Tax: $1,235.16 per year (2025) Coordinates: 42.24691, -73.08414 Perc Test: Northern half of the property passed a perc test, however the documentation is no longer available. Water Supply: Well needed. Survey: Subdivision survey available. RV Potential: RV occupancy is not allowed. (For the easiest way to find RV land, try The Home Base Herald.) Zoning District: R1 Access: 849 feet of direct frontage on Johnson Road. Ownership of both sides of two paper roads. Additional frontage on paper roads Squires West Lane and Silver Shield South Drive. Association Dues: None. Terrain: Generally flat, low- and medium-density forest. Disclosure: Listing presented by contract-holder of the parcel described. Said contract is advertised herein.

Building lot with a range of possibilities on a quiet and beautiful road. The easiest place to build would be the flat half of the property close to the front, across from a beautiful country home at 178 William Holmes Road. Alternatively the rear half of the land slopes up gently, and would reveal the best scenic views if you decided to build up there instead. A favorable perc test was conducted in the past, and light tree cover makes the property easy to walk and explore. A subdivision survey is available. Please note the minimum floor plan is 2,000 square feet in this neighborhood. Asking Price: $45,000 Size: 4.32 acres Address: William Holmes Road Town: Becket, MA 01223 Parcel ID: Map 417 Lot 33.03 Property Tax: $219 Coordinates: 42.27195, -73.01002 Perc Test: Favorable perc test in the past. Water Supply: Well needed. Survey: Subdivision survey available (Lot 12). RV Potential: RV occupancy is not allowed in town. (For the easiest way to find RV land, try The Home Base Herald.) Zoning District: R1 Access: 247 feet of direct frontage on William Holmes Road. Association Dues: Deerhaven Lot Owners' Association, $400 per year. Terrain: Flat with low-density woods near the road. The rear half of the property slopes up gently. Disclosure: Listing presented by contract-holder of the parcel described. Said contract is advertised herein.

Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in Center Pond, enjoy cross-country skiing at Canterbury Farm, or immerse yourself in local art at the Becket Arts Center, this property is your opportunity for outdoor adventures and cultural experiences out here in The Berkshires! Copyright © 2026 Global MLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Excellent investment opportunity in North Adams! This well-maintained multi-family property features 3 income-producing units with additional value-add potential. The fully renovated basement studio is currently rented for $1,000/month. Apartment 2, located on the first floor, has been completely renovated and is currently vacant and marketed for rent at $2,000/month, making it ideal for an owner-occupant or investor seeking increased cash flow. Apartment 3 is currently rented for $1,300/month. The property also includes an attic space with potential to be converted into a 2-bedroom, 1-bath unit, offering the possibility to turn this property into a 4-unit building, subject to buyer due diligence and city approvals. Conveniently located near downtown, shopping, restaurants, and local attractions. Some photos of Apartment 2 have been virtually staged. Copyright © 2026 Global MLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully furnished residence seamlessly combines comfort and entertainment, featuring bright, spacious rooms and an expansive deck perfect for relaxation or hosting gatherings. Enjoy modern conveniences such as energy-efficient heat pumps, remote-controlled security systems, and Alexa-compatible features, all designed to enhance your lifestyle. Step outside to find a private beach and swimming area just moments away, ideal for launching your canoe or kayak. The community offers a wealth of recreational amenities, including a lodge for social events, a fitness center, tennis and pickleball courts, and a heated outdoor pool. With additional features like a ball field, playground, hiking trails, and picnic grove, this property is not just a home; it's a vibrant lifestyle waiting for everyone to enjoy. Copyright © 2026 Global MLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Embrace the opportunity to create your dream home on this meticulously cleared, engineered and surveyed 1+ acre lot in the charming college town of Williamstown. Enjoy seasonal views of Mt. Greylock and the Taconic Range, this property offers a tranquil setting for your future residence. The RR3 zoning provides flexibility for various construction options, including single or two-family dwellings, tiny houses, rooming houses, or even a daycare center. Benefit from the added convenience of public ''Wet'' sewer access, making this an ideal canvas for your vision. Copyright © 2026 Global MLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams, mature oak, cherry, ash, birch, and apple trees dotting the landscape, all set against the majestic backdrop of Mt. Greylock. Expired septic designs are available, making your development process even easier. Seize the chance to create your ideal retreat or compound in a serene, private setting. Copyright © 2026 Global MLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Enchanting Egremont! Set atop a private drive on 5.3 acres in Egremont, this thoughtfully designed residence offers a rare balance of seclusion and accessibility. Surrounded by nature and positioned for easy access to the Taconic State Parkway, the property captures the essence of Berkshire living. At the heart of the home is a dramatic living and dining room defined by a soaring two story ceiling, skylights, an interior balcony, and a wood-burning fireplace. Filled with natural light, the space creates a striking setting for both everyday living and entertaining. The spacious kitchen is complemented by a separate breakfast room with direct access to the outdoors, seamlessly connecting indoor and outdoor living. Three generously sized bedrooms, each with slider access to the rear deck, offer comfort and privacy, while a flexible den provides space for guests, a home office, or additional living needs. Front and rear decks invite quiet mornings, outdoor dining, and enjoyment of the property's peaceful setting. Seasonal mountain views, mature surroundings, and exceptional privacy enhance the sense of retreat, while nearby villages, cultural attractions, and recreational opportunities remain within easy reach. A distinctive Berkshire residence offering space, character, and a setting that feels worlds away, yet close to everything that makes the region so desirable.

Perfectly positioned on the border of Hancock and Williamstown, this striking Post & Beam contemporary estate offers a rare blend of architectural sophistication and rustic elegance. Spanning approximately 27 acres of meadows and woodlands, this property serves as a secluded sanctuary with views of countryside, mountains, and it is 3.5 miles to Jiminy Peak Ski Resort. The home's interior unfolds across three expansive levels defined by windows, views, soaring ceilings, and rich hardwood flooring. The main living areas include a cozy living room with a Mansfield model wood-burning stove, media/music areas, and a 3-season sunroom that flows seamlessly onto a spacious trex deck. The chef's kitchen is a masterpiece of function and style, complete with a walk-in pantry and dining area. The primary suite is a remarkable haven with expansive windows all offering views. It boasts cherry floors, a vaulted ceiling with exposed beams, a 25-foot walk-in closet, and a private ensuite bathroom. Four additional bedrooms and a full bath complete the second level, and an enclosed balcony with windows connecting two of the bedrooms frame the dramatic landscape. For those seeking the ultimate inspiring workspace, the residence's third-floor studio and office offering breathtaking 360-degree panoramic views of the surrounding Berkshire Mountains. The lower level is a walkout that contains an inhouse yoga studio with a six-station yoga wall. A custom bluestone retaining wall and staircase complete the walkout to an outdoor hot tub. The grounds feature a private pond and a brook, both visible from various vantage points within the house. Additional structures include a four-car garage with both attached and detached options and a dedicated workshop with a potential studio loft above, making it an ideal retreat. While offering total seclusion, the estate remains minutes away from local cultural hubs and offers the unique financial advantage of Hancock's property tax rates, which are among the lowest in the region.

Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to selectively open views toward October Mountain State Forest. The main residence is thoughtfully configured for multi-generational living. The first floor centers around a large living and dining room anchored by an oversized stone fireplace, an eat-in kitchen with oak cabinetry and granite counters, and multiple access points to the outdoors.

A striking modern retreat where architecture and landscape exist in complete harmony. Designed by internationally noted architect Alfredo Brillembourg, the home blends clean contemporary lines with warm natural materials and dramatic connections to the outdoors. Expansive walls of glass frame seasonal Berkshire views while filling the interior with changing light throughout the day. The living spaces feel both refined and deeply livable -- soaring ceilings, open gathering areas, and thoughtfully composed volumes create an atmosphere that is at once sophisticated and relaxed. A sleek modern kitchen flows effortlessly into the main entertaining spaces, while private 1st & 2nd floor bedroom suites offer quiet separation and a sense of retreat. The lower level offers 3 additional bedrooms with room for a 2nd home office, gym or additional living area. Outdoors, the surrounding landscape becomes part of the experience, with decks and outdoor living areas designed to immerse residents in the beauty and stillness of the Berkshires. Adjacent to the 850 acre Mass Audubon Palmer Reservoir Preserve and located just steps away from hiking, cultural destinations, skiing, and the natural beauty of Becket, this is a home for buyers seeking more than just a house -- a thoughtfully designed architectural escape that captures the spirit of modern Berkshire living.

County Rd Charmer on 12 acres with Yokum brook running through the back lot. Pretty views. New metal roofHardwood floors, wood stoves, up-dated kitchen and baths. Beautiful gardens around the house, A lean to shed out back. One car garage. The main floor has a large living room dining, kitchen and 2 bedrooms with bath. The lower level has a 3rd bedroom, bath and sitting room. Was used as a small apartment. The small apartment/3rd bedroom will need some TLC. Very private set back with wooded frontage. Close to 3 Becket lakes & right down the road is October Mountain State Forest & the Appalachian trail. A right to farm Community. Ready to move in. Appx7 miles from the tri -towns of Lee/Lenox area.

Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in Center Pond, enjoy cross-country skiing at Canterbury Farm, or immerse yourself in local art at the Becket Arts Center, this property is your opportunity for outdoor adventures and cultural experiences out here in The Berkshires!

Set on 5.01 private acres along a quiet country road with beautiful views of Canaan Mountain, this unique property offers two distinctive homes, exceptional craftsmanship, and endless possibilities for multi-generational living, guest accommodations, or rental income. Set back from the road, the first home blends modern updates with outstanding custom carpentry, featuring detailed moldings and trim throughout. Three bedrooms, two full baths and spacious living areas with a slider leading to a deck with pergola, creating the perfect space to relax and enjoy the peaceful surroundings. Further down the drive, the second home offers a charming and eclectic character all its own. A dramatic vaulted-ceiling living space, custom tin ceiling in the kitchen, and a dining/living area centered around a deep custom fireplace create a warm and artistic atmosphere. Upstairs, the expansive primary suite includes its own fireplace, walk-in closet, and an inviting full bath with soaking tub and separate shower. The lower level provides additional living space, office area, and another full bath, offering flexibility for a variety of uses. A large screened porch captures stunning views of Canaan Mountain and completes the home's peaceful retreat-like setting. A detached two-car garage with workshop space above adds even more functionality to this remarkable property. Rarely does a property combine craftsmanship, character, privacy, and versatility in such a scenic country setting. All room sizes are approximate.

Completed in 2022 and set atop one of North Berkshire County's most scenic country roads, this architecturally striking contemporary residence was thoughtfully designed to embrace natural light, energy efficiency, exceptional indoor-outdoor living, and panoramic views of the Mount Greylock Reservation. Positioned along sought-after Bailey Road in Lanesborough, the property offers a rare combination of modern design, privacy, and breathtaking Berkshire mountain scenery just minutes from Williamstown, Jiminy Peak, Mass MoCA, and the region's renowned cultural destinations. Surrounded by open meadowland and protected mountain vistas, the home captures the essence of contemporary Berkshire living. Conceived by owners with a deep interest in wellness, sustainability, and environmental stewardship--including a National Board Certified Health & Wellness Coach--the home's design prioritizes natural light, energy efficiency, comfort, and a meaningful connection to the surrounding landscape. Expansive walls of glass frame extraordinary views while filling the interiors with sunlight throughout the day, creating bright, inviting spaces that remain deeply connected to nature. Every room was carefully oriented to maximize natural light, seasonal beauty, and year-round enjoyment of the setting. Built to rigorous 2022 HERS energy-efficiency standards and enhanced with a solar array installed in 2024, the residence reflects a commitment to sustainability, comfort, and thoughtful design. Exceptional insulation, passive solar orientation, and high-performance systems contribute to efficient operation and comfortable living throughout the seasons. Offering four bedrooms, three full baths, and two half baths, the home blends sophisticated contemporary architecture with warm natural materials and refined custom finishes. The dramatic open-concept main level unfolds beneath soaring ceilings, drawing the eye toward sweeping views of Mount Greylock and the surrounding countryside. A gas fireplace anchors the living area, while oversized sliding doors open to an elevated composite deck ideally positioned for morning coffee, outdoor dining, and spectacular sunset views. At the heart of the home, the chef's kitchen was designed for both everyday living and entertaining, featuring a generous center island, premium appliances, abundant workspace, and seamless flow to the dining and living areas. Clean lines, quality craftsmanship, and carefully curated finishes create interiors that feel both modern and timeless. Privately situated within the home, the primary suite serves as a true retreat, offering direct deck access, mountain views, a fireplace, walk-in dressing area, and a spa-inspired bath with soaking tub, tiled shower, and radiant heated floors. The walkout lower level comprises approximately half of the home's total living area and was designed with the same architectural attention found throughout the residence. High ceilings, oversized windows, and direct access to the sheltered stone terrace create bright, welcoming spaces rarely found in lower levels. Ideal for extended guests, multigenerational living, or flexible lifestyle needs, the floor includes a spacious family room, private guest suite with ensuite bath, dedicated office or study, and gym or recreation space. Outdoor living is central to the property's appeal. Elevated decks, a sheltered stone terrace, rolling meadowland, and expansive open skies provide multiple opportunities to gather, relax, and enjoy the beauty of the Berkshires throughout the seasons. The surrounding landscape offers a remarkable sense of privacy and tranquility while remaining convenient to the region's most sought-after destinations. Located near Mount Greylock hiking trails, Jiminy Peak skiing, Williamstown Theatre Festival, The Clark Art Institute, Mass MoCA, and Tanglewood, this exceptional modern Berkshire home presents a rare opportunity to own a recently built, energy-efficient residence with stunning mountain views, contemporary design, wellness-focused design principles, and an extraordinary connection to nature in one of the Berkshires' most desirable settings.

Spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game nights, or hosting large events. Bright, open kitchen with gas stove and white cabinets! Heated enclosed front porch is perfect for the entry catch all space!The house is set nicely back from the road with a 3 car detached garage and a circular driveway. Central Berkshire Schools. Windsor residents receive Notchview passes for cross country skiing - and it's right out your back door!

Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric + gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown, and North Adams. Privately located with access to everything.

Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in Center Pond, enjoy cross-country skiing at Canterbury Farm, or immerse yourself in local art at the Becket Arts Center, this property is your opportunity for outdoor adventures and cultural experiences out here in The Berkshires!