Berkshire County, Massachusetts Land For Sale (51 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...

Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bedroom overlooks the oversized living room. A large kitchen leading to your dining room that opens up to the back deck. Updated bathrooms with amazing tilework will be found throughout the home. An oversized garage to store your personal vehicle or off-road vehicles of your choice. The lower level including a bonus room that is currently being used a game room completes the interior. It's a Perfect opportunity to finish The lower level with high ceilings. Beautifully landscaped exterior with plenty of yard for any outdoor activities. Great location near Jacob's Pillow, Becket town beach and all that the Berkshires has to offer!

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.

2.5 acres in South Williamstown for sale! A beautiful, open homesite with mountain valley views, apple trees, split rail fencing, and southern exposure. Easy to build land with driveway installed. With almost 250' of width there is more than enough room for a home, garage, barn, garden, possible ADU, etc. 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 $215,000! Financing options available. Call/text Jake at 413-652-5360 today!

Come enjoy the outskirts of Great Barrington with this 7 acre lot on a private way. Just off of Route 23 this land abuts a Commonly owned lot of the East Mountain Estates community adding a buffer between you and Route 23 also a view of a pond. Watch the area wildlife come to the pond while enjoying the outdoors on your future deck/patio area you are going to build. Utilities are underground, HOA fees will apply to help with maintenance of the roadway and common areas. Pictures to come.

This incredible 16 acres is newly created and has never been offered before! Absolutely beautiful landscape perfect for home, small farming, and/or preservation. Located on the outskirts of North Adams on a rural road yet close to all amenities. Privacy, southern sun, and a million dollar view out of your kitchen window! Ready to build with recent passing perc tests and survey to be completed. Old farm road will be a good base for a residential driveway. Minutes to MassMoca, Williamstown, excellent restaurants, recreation, golf, etc. Only $125,000! Financing options available. Call/text Jake at 413-652-5360 to discuss this once in a lifetime opportunity!

3.5 acres of open field and two exceptional homesite locations. Either build closer to the road or up on the top tier to overlook everything. Perfect for the person looking to build their first home, second home, or simply to invest their money into land that has tremendous value! Enough acreage and road frontage to be subdivided or utilized for an ADU. Recently perc tested with excellent results and surveyed. Only $95,000! Call/text Jake for more details! 413-652-5360

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 with driveway installed. This is ready for your dream Berkshire home! Priced at only $150,000 with financing options available! Don't let this one slip away! Adjacent lots available as well! Call/text Jake today 413-652-5360!

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 $450,000! Financing options available. Call/text Jake Today! 413-652-5360

Corner lot at the intersection of Bonny Rigg Hill Road and Seneca Drive in Becket. A passing percolation test is on file, and electricity is available from poles on either road. This property has full deeded access to all Indian Lake amenities, including not one but four sand beaches, two full-size tennis courts down the street, and a free kayak rental program. Indian Lake itself is 68 acres and only non-motorized boats are allowed, so the community stays nice and peaceful even in high summer. Please note this property is not waterfront, but the nearest beach is within easy walking distance less than 50 yards away. Some of the images in this listing depict shared amenities rather than the subject property itself. Asking Price: $25,000 Size: 2.65 acres Address: Bonny Rigg Hill Road Town: Becket, MA 01223 Parcel ID: Map 218 Lot 195 Property Tax: $210.32 Coordinates: 42.25208, -73.04005 Perc Test: Passing perc test available Water Supply: Well needed Survey: Not available 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: 264 feet of direct frontage on Bonny Rigg Hill Road, plus 321 feet of direct fronage on Seneca Drive Association Dues: Indian Lake Association, $1,200 per year. Terrain: Flat and wooded. Disclosure: Listing presented by contract-holder of the parcel described. Said contract is advertised herein.

A buildable lot in Becket, flat and wooded, down a very private gravel road. Other than Becket-Chimey Corners Summer Camp up the road, this neighborhood is extremely quiet with almost zero through-traffic. A subdivision survey is available as well as passing perc test results. The nearest electrical connection is approximately 500 feet away. Asking Price: $29,999 Size: 2.77 acres Address: Hamilton Road Town: Becket, MA 01223 Parcel ID: Map 414 Lot 13 Property Tax: $192.72 per year Coordinates: 42.27518, -73.06884 Perc Test: Perc test available Water Supply: Well needed Survey: Subdivision survey available RV Potential: RV occupancy allowed for up to two weeks per calendar year. (For the easiest way to find RV land, try The Home Base Herald. Zoning District: R1 Access: 200 feet of direct frontage on Hamilton Road Association Dues: Stony Brook Homeowner's Association, $80 per year. Terrain: Flat and wooded Disclosure: Listing presented by contract-holder of the parcel described. Said contract is advertised herein.

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.

This property has an immaculate fenced in back yard for all your summer activities. Inside boasts beautiful hardwood floors, Full bath on the 1st and 2nd Level. Large mudroom from the main entrance for all you winter and mud season needs. A paved driveway with plenty of private parking. A walkout from the lower level to the parking area with a tuck under car port. Recently painted exterior and a screened in porch in the back. 3 large bedrooms and a perfect den for office space or media room. Centrally located in the Berkshires within close proximity to Shopping, Groceries Stores and Tanglewood!

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 Berkshire County Board of Realtors. 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.

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.

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.

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.

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 Berkshire County Board of Realtors. 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.

A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90 acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The original mansion remains at the heart of the property, surrounded by broad lawns and buildings added during its later evolution into an educational campus. Much of the character of the original country house remains, including handsome woodwork, substantial fireplaces, gracious rooms, and a beautiful ballroom. Most recently used for classrooms and administrative functions, the mansion was originally designed as a residence, with bedrooms on its upper floors. Beyond the main house are two dormitory residences with approximately 24 bedrooms and shared common spaces, a separate multi-level building with commercial kitchen and dining facilities, classrooms, offices, library, conference and infirmary spaces, a substantial gymnasium, and additional support buildings. For a residential buyer, this unusual collection offers possibilities for guest and staff accommodations, studios, offices, recreation, wellness, or a multi-generational Berkshire estate, subject to applicable approvals. The gymnasium could accommodate fitness, indoor tennis, pickleball, squash, or other private amenities. Existing infrastructure includes public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, commercial sprinklering in select buildings, extensive parking, and established internal circulation. Hillcrest currently operates on the campus under a lease through June 2027 and presently anticipates vacating in February/March 2027. This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518284. For its next steward, Overlee offers the rare chance to inherit not simply a house, but an entire Berkshire estate historic architecture, expansive grounds, and a collection of buildings ready to support a new vision. Offered at $2,295,000.

Fabulous Indian Lakes Property.; Only about 8 homes down from the Lake. Fireplace for cozy nights. This 3 Bedroom 2 bath home has been completely remodeled. From new energy replacement windows, granite counter tops and stainless-steel appliances. Making it feel NEW. Wonderful large deck and a small screened in porch. The lay-out is perfect 2 BR and bath upstairs and 1 Br a bath and a nice family room downstairs walking out to a Berkshire back yard. The lower level has big windows a glass slider and nice big wood stove for extra warm heat in the winter. high speed fiber opticsEasy to work from home.

Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping, established flower beds, and expansive lawn create a truly park-like setting, an inviting backdrop for morning coffee, summer gatherings, or simply enjoying the quiet of home. Inside, 3,275 square feet of living space unfolds with an appealing sense of openness and flow. Spacious rooms, generous windows, and a freshly painted interior create a warm, welcoming atmosphere, while the open floor plan makes the home equally comfortable for relaxed living and entertaining. At its heart is a stunning chef's kitchen, thoughtfully designed with an amazing oversized island, stainless steel appliances, open shelving, and abundant cabinetry. Large windows and French doors fill the space with natural light while creating a wonderful connection to the rear yard and provide direct access to the expansive rear deck. It is a space that invites both cooking and conversation, with views toward the beautifully landscaped grounds beyond. The primary suite provides a private retreat of its own, complete with a spacious bedroom and en-suite bath. Throughout the home, two fireplaces add warmth and character, while a sunken formal living room provides an intimate space for gathering or quiet evenings. The finished lower level significantly expands the living possibilities, offering additional family and recreational space, a full bath, and versatile sleeping arrangements for guests or extended stays. Abundant storage throughout the home, including substantial lower-level storage, adds an appreciated layer of practicality. Outside, the grounds are as much a part of the property's appeal as the home itself. The expansive rear yard, mature plantings, flower beds, and surrounding greenery create a sense of tranquility that is increasingly rare, particularly within a neighborhood setting. A spacious two-car garage provides ample room for vehicles, equipment, and additional storage. Leased solar adds to the home's thoughtful blend of comfort and energy-conscious living. Numerous updates enhance the home's comfort and ease of ownership, including newer windows (2024), a new hot water heater (2025), freshly painted interiors, and a recently power-washed exterior and deck. The leased solar system is another attractive feature, providing an energy-conscious addition to the property. With its generous proportions, beautifully updated kitchen, private outdoor spaces, mature landscaping, and unusually appealing setting, 53 Greenings offers a rare opportunity to enjoy the best of both worlds: the privacy and feeling of a country retreat, paired with the convenience and community of an established Southeast Pittsfield neighborhood. This is a property best experienced in person!

This striking modern retreat was designed by internationally recognized architect Alfredo Brillembourg to feel completely at home in its Berkshire setting. Clean contemporary lines, warm natural materials, and expansive walls of glass create a seamless connection between the house and the surrounding landscape. Seasonal views and changing natural light bring a different feel to the home throughout the day. Inside, soaring ceilings and open gathering spaces make the home feel impressive without being formal. The sleek modern kitchen flows easily into the main living and entertaining areas, while private bedroom suites on both the first and second floors offer comfortable places to get away. 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.

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 heated sunroom and screened porch extend the living experience across seasons. The primary suite includes an en-suite bath, and this level is further enhanced by a second kitchen and laundry hookups, creating true independence within the home. The second floor functions as its own private level, featuring three bedrooms and two full baths. The guest house feels like a second home entirely. With two bedrooms, two full baths, a dramatic stone fireplace, and a kitchen finished with Caesarstone quartz, it offers independence without compromise. Mini-split systems provide year-round comfort, while a private laundry and generous scale make it equally suited for extended stays or full-time living. Both residences feature claw-foot tubs and roofs replaced within the past three years. A two-car garage at both houses, potting shed, fire pit ring, and expansive grounds complete the offering. This is a property defined by flexibility and scale--where multiple generations can live together while maintaining independence, and where land, light, and structure align to create lasting possibility.