Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals, the existing configuration may offer the potential to be thoughtfully combined into one extraordinary single-family residence or could provide the foundation for two highly distinctive condominium residences.

Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals, the existing configuration may offer the potential to be thoughtfully combined into one extraordinary single-family residence or could provide the foundation for two highly distinctive condominium residences.

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.

Prime Commercial Opportunity in the Berkshires Located at 8 Run Way in Lee, MA, this expansive, well-maintained facility is perfectly positioned for your growing business. Offered at $1,699,000, $16/sf, the property features a substantial footprint with a versatile layout ideally suited for manufacturing, distribution, or flex space. Enjoy ample paved parking, easy access for shipping and receiving, and exceptional regional connectivity just minutes from the Mass Pike (I-90). The building boasts a clean, professional exterior with a welcoming, landscaped approach, providing an excellent impression for both clients and staff. Don't miss this rare chance to secure a premium industrial and commercial asset in a highly strategic Western Massachusetts location. Schedule your private sh

WHISPERING PINES. This tranquil property will call to you as you wind your way through the tall pine-lined driveway. It is a very private setting and just minutes to Butternut, town, and everything else the Berkshires have to offer. Beautiful mature gardens, Gunite Pool, screen porch, and 3600 sq ft of living space to dwell. This 4 bedroom home has 2-Primary en-suite, a large den over the 2-car attached garage. First floor office space or overflow room for guests. A newer first floor Primary Suite wing added in 2017 boasts a very large walk-in closet, steam shower and an ample-sized bedroom. The expansive screen porch looks out on the yard, pool, yard and gardens. Partially finished will easily help you expand upon this magnificent home. A second 2-car garage for enhanced storage space.

This impressive Italianate residence, dating back to 1880, has been meticulously restored for modern, turn-key living. This coveted location with a private backyard and off-street parking neighboring Talbot & Arding - offers a rare sense of quiet just a few blocks from the restaurants, galleries, and shops of the exciting city. Spanning three thoughtfully renovated stories, the turn-key property includes a large eat-in kitchen, sunny, and bright living and dining room, and a large mudroom. The top two floors contain bedrooms and bonus spaces ideally suited for year-round living and guest suites. The showcase of the home is the gorgeous staircase with a curved banister that enhances all three floors. Outside, there is a private backyard and side patio and a staircase to lower Hudson.

Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of $101,700, and at the current listing price equates to $81,857 per unit, presenting a compelling entry point with strong upside through renovations, improved management, and strategic resale. To be sold as a package, building are not offered individually. See documents tab for detailed breakdown of units and income & expense.

Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of $101,700, and at the current listing price equates to $81,857 per unit, presenting a compelling entry point with strong upside through renovations, improved management, and strategic resale. To be sold as a package, building are not offered individually.

Just beyond New Marlborough Village this architectural gem showcases 5,653 square feet of superior craftsmanship along the Umpachene River. Built in 1989, this 5-bedroom home was designed by internationally renowned architect Paul Bierman-Lytle, a pioneer in sustainable development and healthy home design known for championing non-toxic climate adaptive building materials. Distinctive circular towers, curved walls, arched windows and premium natural finishes harmonize with the surrounding natural landscape. The grand foyer opens to an expansive kitchen, living, & dining space anchored by a striking Finnish soapstone wood stove and marble fireplace. A sun-filled breakfast room leads to a greenhouse atrium and an impressive indoor pool pavilion, fully heated for year-round enjoyment.

Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal dining room with its magnificent shell-carved cove, to original cabinetry with rare wood inlays, hand-carved bookshelves, a classic butler's pantry, multiple stately fireplaces anchor the formal living spaces. Enjoy panoramic views and privacy from the grand porch overlooking 4 pristine acres. a state-of-the-art kitchen featuring Wolf and Sub-Zero, and no expense spared Geo-Thermal heating/cooling.

A lovely, winding approach to this gorgeous 21-acre estate ensuring serenity, privacy, and the beauty of living in the country. There's an impressive architect-designed guest house with 2 ensuite bedrooms, balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place for rentals, or hosting family and friends both winter and summer.The main house is 3-4 bed, 2 1/2 bath, views of Tom Ball mountain, the property is a combination of gardens, fields, forest, and offers several outdoor living spaces, including a stone patio off the kitchen. A short jaunt to No. Six Depot, The Foundry performing arts, and Tanglewood. Central to Gt. Barrington, Lenox and Stockbridge for theatres, boutiques, skiing, golfing, museums and so much more at your fingertips

Western-facing sunset views over the Catskill Mountains--the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings. Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent wall of windows and French doors perfectly frame the mountain vistas. A massive floor-to-ceiling chimney with a double-sided fireplace beautifully divides the living space from the kitchen and dining area, creating an atmosphere that is both open and incredibly cozy.

PROPERTY FOR SALE ONLY-businesses are not for sale. Positioned prominently along Route 20, a high-traffic major highway, this versatile commercial property offers a rare mixed-use investment opportunity with strong income potential. The site is currently home to 2 separate parcels of land with three established tenants, providing immediate cash flow and diversified revenue streams.The property features a well-known restaurant drawing consistent local and pass-through clientele, a boat retail business catering to recreational and seasonal demand, and a licensed motor vehicle inspection station that ensures steady year-round traffic. Together, these tenants create a dynamic commercial hub with built-in customer synergy.

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a warm cozy touch. Come and start to relax as you enter into paradise.

Welcome home to 56 private, mountain top acres in Berkshire County. This 4-bedroom, 2.5-bathroom home offers perhaps the highest elevation in the Berkshires and timeless panoramic views facing Goose Pond to the east and Mt Greylock to the north and beyond. The main house features a gorgeous 1st floor primary suite. Outside, you will find a garden barn and a large, 1500 Sq ft workshop for any hobby or project. Take a short walk past the house to discover a second stunning vista overlooking the scenic Tyringham / Lee Valley. With room to expand the current home or add an Accessory Dwelling Unit (ADU), this secluded property is the ultimate private retreat.

Steeped in the timeless elegance of historic Stockbridge, this exceptional Colonial captures the enduring charm of a bygone era, evoking the quintessential New England scenes made famous by Norman Rockwell. Beautifully sited just moments from the heart of town, this distinguished four-bedroom residence blends classic architectural details with gracious, comfortable living. Inside, three fireplaces anchor inviting gathering spaces filled with warmth and character, while three spacious ensuite bedrooms offer exceptional comfort and privacy. Rich period details, handsome proportions, and abundant natural light create a home that is both sophisticated and welcoming. Beyond the main residence, a separate guest cottage provides the perfect retreat for visitors, extended family, a home office,

Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building site--already with approvals in place--captures sweeping views across the lake, presenting an exceptional setting for a primary residence. Whether envisioned as a private estate, multi-generational compound, or legacy property, the possibilities here are both rare and compelling. A 40' x 50' aluminum Morton building is already in place--ideal for storing ATVs, recreational vehicles, equipment,

Located on one of Columbia County's finest roads in the town of Spencertown, this impeccably-maintained private 2922 sq ft. colonial home on 7.4 acres has all of the modern amenities! A fabulous setting with stunning distant views, the home features an open chef's kitchen and great room plan, which was expanded and redesigned in 2021, with Sub Zero refrigerator, Wolf gas oven and Miele dishwasher stainless steel appliances, subway tile backsplash and separate island. The home features a central hallway with an elegant living room and working fireplace, dining room, home office/den, washer/dryer units on both the first floor and basement, central AC and full-house generator. In addition, there is a second driveway entrance with RV/EV electric, which leads to a park-like meadow with walking

Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign—an escape where silence is broken only by the wind in the fields and the song of birds. The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of meadows, a sparkling pool, and the stately barn. The barn itself is a wonder, waiting to be reimagined—perhaps as a guest house, an artist's studio, or a setting for unforgettable gatherings. Surrounded by farms and opening to distant hills, the landscape feels both boundless and intimate. The pool, perfectly placed, invites leisurely afternoons and is graced with its own elegant pool house.