Berkshire County, Massachusetts Land For Sale (35 results)

Atwater Pond is an exceptional retreat in the Berkshires of western Massachusetts. At the heart of the property lies the namesake 32-acre pond, which dates to 1892 when it was dug by hand and horses. More than 130 years later, the pond anchors the property, and the improvements and owner's homes are clustered on its eastern shore. The house and guest house recently underwent extensive renovations, and the immaculate structures have an effortless, contemporary aesthetic that honors the propertys casual country roots while incorporating modern conveniences. Surrounding the pond are 321+/- acres of pristine woodlands, and the undulating topography is interspersed with trails, streams, wetlands, and remnants of the areas extensive history. It is a true four-season destination, and outdoor recreational opportunities abound. Outstanding privacy and seclusion are balanced by accessibility. New York City and Boston can be reached in under two and a half hours, while the renowned cultural attractions of the Berkshires, including Tanglewood and Jacob's Pillow, are only a short drive away. Throughout the years, Atwater Pond has maintained a remarkably enduring appeal as a recreational escape, and to anyone who has spent time on the property, it's easy to see why. The property is being offered fully turnkey with all furnishings and personal property, meaning Atwater Pond is ready to be enjoyed immediately on the first day of ownership. The Facts: ~ 321+/- acres ~ Located in the heart of the Berkshires, in southwest Massachusetts ~ Main house, guest cottage, Airstream trailer "guest cottage" ~ Excellent multi-generational retreat ~ Borders Sandisfield State Forest ~ 32+/- acre, spring and wetland-fed pond ~ Four-plus miles of established trails ~ The land is primarily hardwood forest ~ Abundant wildlife and seasonal waterfowl ~ A true four-season property with year-round recreational opportunities ~ The property is not under conservation easement ~ Exceptionally convenient - two hours from Boston, two and a half hours from New York City, and 45 minutes to Bradley International Airport ~ Easy ownership: the property is well-improved but requires relatively little maintenance beyond the improvements ~ Property conveys fully turnkey, including the Airstream trailer and all furnishings (excluding select personal items)

Tucked away in natures embracethis rare 5+ acre retreat borders 12,000 acres of pristine protected forest, offering unmatched seclusion, peace, and outdoor adventure. With 1,000+ feet of road frontage and direct trail access, youll hike beside babbling brooks, enjoy filtered mountain views, and envision your dreamspace for two custom homes. Total privacy, yet just minutes from MassMoCA, The Clark, and Mt. Greylock. Now only $114,900flexible owner financing available. Call or text Jake at 413-652-5360. Once-in-a-generation legacy landdont miss your chance.

Rare Opportunity: 185 Acres of Natural Beauty in the Southern Berkshires We are offering one of the largest remaining privately owned parcels of natural acreage in the Southern Berkshires 185 private acres atop a mountain in Mount Washington, Massachusetts. Surrounded by protected forestland, this extraordinary property features over 10,000 feet of road frontage in a 3-acre zoning district. It directly borders both Bash Bish Falls State Park and New Yorks Taconic State Park, providing seamless access to preserved wilderness. Property Highlights: Low Taxes: One of the lowest property tax rates in Massachusetts just $8,230/year. Natural Features: Includes a brook, stream, two small ponds, and two wells. Stunning Views: Enjoy panoramic vistas of the Catamount Mountains, with views stretching up to 65 miles south. Multiple Building Lots/Existing Structures: Five designated lots, including a cozy cabin and a beautiful, year-round cottage built in 2024 both with direct road access. Historical Trails: A 1935 development map shows original proposed roads, now repurposed as scenic hiking trails through Mountain Laurel groves and to breathtaking lookouts. Ready-to-Build Site: A cleared building site at the summit includes a drilled well and completed building plans. Pricing: Land & 5 Building lots (185 acres 2 cabins with road access): $2,700,000 Land & 3 Building Lots (175 acres): $2,200,000

PRICE REDUCED! 3 acres abutting 12,000 acre State Forest on two sides. Ultimate privacy perfect for home or getaway. Hunt, hike, forage, snowshoe, snowmobile, etc. right out your back door! Perc tested, surveyed, and driveway already installed. Nearby Mass Moca, Williams College, Pittsfield, Stockbridge, etc. NOW Only $59,900! Owner Financing available. Call/text Jake at 413-652-5360 today!

This newly completed contemporary two-story home sits on a private 2.79-acre cul-de-sac lot and offers over 3,100 sq ft of thoughtfully designed living space. With soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement ready for finishing, the home combines comfort, style, and functionality. Built for both entertaining and everyday living, it features central HVAC, a cozy fireplace in the living room, and a second fireplace in the luxurious primary suite. The layout includes 4 spacious bedrooms and 3 beautifully designed bathrooms. A deck overlooks the private backyard--perfect for relaxing or entertaining outdoors. Allowances are included for interior lighting, driveway, and landscaping, and a two-car garage completes this impressive property.

This charming rustic seasonal lake cottage, rebuilt in 2011 with structural enhancements, replacement windows, and a large side deck, is a cozy retreat nestled on 1.24 wooded acres by Windsor Pond. The interiors are adorned with knotty pine, giving it a warm and inviting feel harkening to an era past. With two comfy bedrooms, a wood stove to keep you warm on chilly nights, a spacious screened porch perfect for relaxing and enjoying the night air and the sounds of summer, There is also a side deck where you can enjoy the serene surroundings, this cottage offers a peaceful escape. Plus, Windsor Pond is right at your doorstep, offering endless opportunities for swimming, fishing, and boating. It's the perfect spot to unwind and enjoy nature. Sold "As-Is".

Experience the rare chance to bring your ideal living space to life within the prestigious gated community of Woodmonte Estates in Pittsfield, MA. This to-be-built luxury home offers a range of customizable, high-end features, including soaring 9'-18' ceilings, red oak hardwood flooring, gas fireplaces, custom kitchen cabinetry, and a spacious primary suite with a spa-inspired bath. Crafted with energy-efficient construction and sophisticated exterior finishes, every detail is designed to elevate your lifestyle. Embrace the peace and natural beauty of the Berkshires while creating a home tailored to your vision--luxury living begins here.

An elegant Berkshires residence, 813 East Street in Lenox, MA is a fully renovated seven-bedroom home designed for both sophistication and ease of living. Built in 2004 and extensively reimagined over the past few years, this Lenox property offers the rare combination of privacy, luxury, and seamless indoor-outdoor living--all in the cultural heart of the Berkshires. Professionally landscaped grounds with hand-laid stone walls mark the elegant entry, setting the stage for this distinctive Berkshire home. Inside, a soaring double-height foyer introduces a layout that is both intuitive and expansive, ideal for year-round living. The centerpiece kitchen features granite countertops, dual islands, a fireplace, and effortless flow into the living room

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown. The main house has been thoughtfully renovated, blending original character with contemporary upgrades. Post and beam construction adds warmth and architectural texture, while a sleek gas fireplace anchors the open living and dining areas. The updated kitchen is ideal for gatherings both casual and festive. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two additional bedrooms and a full bath complete the

Set on 5.8 acres high on the side of Mt. Frey (back of Catamount), a timber and glass octagon on a concrete pedestal, ''The Pod'' is an iconic 1960's design by Guy Bartoli. Surrounded by thousands of acres of protected land, trails on the property connect to the South Taconic trail. Two streams -- one just behind the house -- run through the property. Expansive views to the east reach to the ridge of Beartown State Forest. Upon entry from the wrap around front deck, you are in the open plan living/dining/kitchen space -- outside is inside through floor to ceiling glass. Moving through you'll find the original ''one piece'' modular bathroom in excellent condition, the primary bedroom, and a den/guest room with sliders opening onto a large stone patio cut into the hillside.

This 1700's-era former inn has been recently renovated from top to bottom, preserving its historic New England charm & seamlessly blending all the modern amenities for a comfortable country cottage lifestyle. The home offers 4 bedrooms and 4 baths over 3 generous levels of living areas. The ground level first floor features a cozy & inviting great room with decorative antique fireplace and new radiant heat, a connected yoga studio/home office, also with radiant heat & a full bath, and a very convenient and efficient mudroom & adjoining laundry room. The main floor features an open country kitchen and dining area, charming parlor with fireplace, and a first floor primary bedroom suite with modern bath and walk-in closet.

Welcome to a slice of rural tranquility in a desirable country setting. This 2-bedroom post and beam home features vaulted entry, wide plank pine floors, open concept living space and a harmony of rustic charm and sustainable living. A mini farmer s dream with open fields, wooded backdrop, garden spaces and room for more. Imagine, sipping an ice-cold tea on your porch after a day in the garden and sun, and the treasure of being lulled to sleep by the peepers at night. This dream home could be yours.

Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever be built within that zone--on this lot or any neighboring parcels. That means your view and river access will remain forever unobstructed.

Well located parcels with 4.2 acres of development land zoned RG with an attached .4 acre lot zoned R12. Sale includes all engineering work to date, including wetlands delineation, site plans, etc... All utilities available including water, sewer & natural gas. Possibilities include 19-20 Garden Style Apartments, 5 or 7 lot subdivision or a 3 lot ANR subdivision. Property abuts large apartment complex. Owner financing available or owner open to trade! Seller has multiple lots for sale and is willing to exchange for other real estate. A unique opportunity for investors, builders, or buyers looking for flexible purchase options.

Introducing a stunning and spacious ''to be built'' single-story home designed with expandable second floor for comfortable and upscale living. Boasting over 3,400 square feet of well-appointed living space, which includes the finished lower level, this residence offers four bedrooms, three and a half bathrooms, and an array of quality finishes that elevate the living experience. As you enter through the covered front porch, you are greeted by an inviting and elegant interior. The open-concept floor plan seamlessly connects the living room, dining area, and gourmet kitchen, creating a harmonious space ideal for both entertaining and everyday living. 9' ceilings and large windows fill the home with natural light, highlighting the craftsmanship and attention to detail found throughout.

Originally part of the Sage family farm, this 1796 Colonial offers nearly 8 acres along Sage's Ravine on the MA/CT line. With over 3,200 sq ft, 3 bedrooms, 21/2 baths, post-and-beam structure, wide-plank floors, fireplaces, and classic Colonial proportions, the home is rich with character and history. Partial updates exist, but the property is a true restoration opportunity, inviting its next steward to preserve and re-imagine one of Sheffield's historic gems.

Price improvement, seller's are MOTIVATED!!!Stunning 2.42-Acre Lot with Breathtaking Mountain Views! Prime location just minutes from the popular Jiminy Peak Ski Resort, Mt. Greylock. The property provides an excellent opportunity to build your dream home or vacation retreat, surrounded by nature's beauty and outdoor adventure. Enjoy access to skiing, hiking, lakes and more, while being conveniently close to local amenities and attractions. This is a rare chance to own a piece of paradise in one of the region's most sought-after locations!

Set on 11 enchanting acres in the pastoral town of New Marlborough, Massachusetts, this exceptional Berkshires estate offers a rare convergence of architectural refinement, natural splendor, and modern luxury. Designed by an architect and originally built in 1984, the main house, guest house, and pool house were all fully renovated in early 2025 to create a cohesive, contemporary compound with timeless style and enduring grace. A long, private drive leads through an arboretum-like collection of mature trees to a secluded setting that feels both cultivated and wild. Here, heirloom stone walls, glacial rock formations, and a shimmering pond define the landscape. Master-crafted stone paths and terraces by local masons integrate the home with its natural surroundings, while new

Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary sunroom opens to serene views of the landscape, while the heated in-ground pool is perfectly positioned to take in the natural beauty. Just steps from the village center, enjoy galleries, cafes, and local culture with easy access to the area's renowned outdoor and cultural attractions. A unique opportunity for those seeking comfort, space, and classic New England character in the Berkshires!

A rare & authentic 1842 post & beam farmhouse w/ many original details. This one-of-a-kind antique home awaits the reinvention & stewardship of it's next owners. In the same family for the last 125 years, and with just two prior owners since being built, the structure features post & beam construction, two original fireplaces, antique hardware, woodwork and doors that exemplify early American craftsmanship. The home offers a spacious first floor with two kitchens (once used as a two-family), dining room & parlor, and 2nd floor offers 4 bedrooms and two baths. The 1.5 acre parcel offers extraordinary western sunset views towards Mt. Everett overlooking the Housatonic river valley. A once-in-a-lifetime opportunity to own and restore an iconic home.

Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed. Perfectly positioned for four-season enjoyment of the Berkshires lifestyle--Tanglewood, Lenox village, farm-to-table dining, ski slopes, hiking-this custom-built 2017 home was fully reimagined and entirely updated in 2020 by master craftsmen. Every detail has been elevated to support both elegant entertaining and relaxed daily living. Dramatic ceiling heights and a sun-drenched upper gallery define ... see more

Discover the possibilities with this 3.57-acre raw parcel located on quiet Hopkins Lane in Becket, MA. Nestled in the heart of the Berkshires, this wooded lot offers a serene natural setting while still being within easy reach of year-round recreation. Whether you're looking to build a full-time residence, a seasonal getaway, or simply secure land as an investment, this property provides a blank canvas. Becket is home to natural beauty, hiking trails, pristine lakes, and cultural attractions like Jacob's Pillow. Convenient to Lee, Lenox, and the Mass Pike, the location balances privacy with accessibility. Create your vision and enjoy the peaceful lifestyle that Berkshire County is known for.

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle. As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails

21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for informational purposes only.

Nestled in the North Berkshire Hills, this partially cleared 2.43-acre building lot is ready for your vision. Conveniently located near the Mount Greylock entrance and just minutes from all that North Berkshire has to offer, this parcel comes with town water, a completed septic design, wetlands delineation, and a full site plan within RU-1 zoning. Offered at a substantial discount due to certain property limitations, a spectacular location for those with flexible building plans.