Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure. Inside, the home is thoughtfully designed to host both family and guests in complete comfort, offering five well-appointed bedrooms, six full bathrooms, and a half bath, providing privacy and ease for all. The first-floor primary suite serves as a true sanctuary, complete with two separate full bathrooms for an elevated sense of luxury. MORE

The thoughtfully renovated and expanded 1940s Main House is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care and sensitivity. Delightful outdoor spaces abound--front and rear goshen stone patios, rolling lawns, balconies and roof spaces. Cozy historic sunroom off the living room. Above the oversized two-car garage, is a stunning light-filled studio with intricate ceiling details, exterior balcony and bathroom. The in-ground pool is surrounded by a huge patio area, gardens and pastoral views.

STILL HOUSE brings next-level contemporary design and a new kind of elegance to the Berkshires--quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed home of more than 5,000 square feet pairs the distinctive vision of acclaimed Brooklyn studio Me & General Design with superb craftsmanship and exceptional materials throughout. Four bedrooms, five-and-a-half baths, a heated saltwater pool, bespoke spa and fitness spaces, solar energy and exceptional privacy make this as much a retreat as a home. Preserved stone walls from the original structure bring history, texture and character to the new architecture--and keep something distinctly Berkshire at its heart.

As seen in Architectural Digest, this meticulously reimagined 1875 farmhouse compound unfolds across 11.5 lush acres on a quiet, bucolic dead-end country road, with protected views. Brought to life in collaboration with AD100 design firm Sachs Lindores and landscape design by Judy Murphy, the property is full of historic character with refined modern comfort. The compound includes a four-bedroom, four-bath main house, a one-bedroom, one-bath guest house and a large barn relocated from New York State. Outdoors, a private heated in-ground pool, gas-fired pizza oven and fire pit, orchard, fenced vegetable garden, and poolside outdoor shower create an idyllic country retreat. All systems were replaced in 2019, with high-speed internet and central A/C, just minutes from Great Barrington.

SUN DRENCHED MODERN HOME WITH POOL AND PRIVACY, A SHORT WALK TO THE WALDORF SCHOOL AND THE GREEN RIVER. This gorgeous property consists of 2 separate building lots and is on a lovely, quiet road ideal for walking and biking, and only 7 minutes drive to Guido's. The house, which has been recently completely reimagined and added onto, is an ode to sophistication, beauty, and practicality. 4+ bedrooms, 3.5 baths, Open plan sun filled kitchen/dining/living, walk in pantry, generous entry with built in benches and storage, TV room with custom shelving, bright office, and a loft like studio above the 3 car garage. For outdoor living, the mahogany deck runs along the back of the house and connects to a comfortable screened porch with plenty of room for dining and lounging.

Set along the shores of beautiful Pontoosuc Lake, this extraordinary private estate captures the very best of Berkshire waterfront living. Enjoy sweeping lake and mountain views, a private dock, heated pool, outdoor kitchen and fire pits designed for unforgettable entertaining. Inside, open-concept living showcases the views, while a chef's kitchen with Wolf and Sub-Zero appliances anchors the home. Multiple private living quarters, a game room, loft and home office offer exceptional flexibility. Extensive garage and parking space provides room for cars, boats and recreational toys, while gated and fenced grounds offer privacy. Come for the views. Stay for the lifestyle. Make Pontoosuc Lake home.

NODIN FARM. A spectacular 130 acre property, rich in history, and lovingly maintained by only four owners during the past 225 years. Perhaps the word ''Farm'' understates the true magnificent character and charm of this outstanding home that has been carefully expanded and preserved and updated with premium appliances, the highest quality cabinetry, and with state-of-the art heating and AC equipment. True to its history the ''farm'' encompasses a large barn complex with one wooden and one main gambrel roof brick barn. There is a separate brick ''bull barn'' with architectural plans for a guest house. Did I mention the 7 bay brick car garage with an office and a gym? The entire barn complex was repaired and shingled with premium asphalt shingles in 2024! This is a must see property.

Beautifully sited to capture light and long-range views, this architect-designed residence offers timeless elegance within a serene natural setting. Bright, sophisticated interiors open seamlessly to a screened porch and stone terraces overlooking the pool and manicured grounds. Generous proportions and refined architectural details define the living spaces, complemented by a beautifully reimagined library/office, dining, living media/den and kitchen. First-floor primary suite serves as a private retreat, while additional en-suite bedrooms provide comfort and discretion for guests. An upper-level loft (w/ elevator)offers space for gym, studio, or media. A rare offering of privacy, design, and distinction in the Berkshires.

East Hill Farm is a complete 1798 estate, a working farm if one wants. Generations of gardens, a pool, tennis court, trails, pond and pasture abut state forest and protected land. The farmhouse's 5,000 sf core is museum-quality restored, gracious, not precious. A 1790s barn moved from Amherst and rebuilt here, and a 1930s Arabian horse barn turned into four duplex guest residences with 4 kitchens, 10 bedrooms, and ceilings to 20 feet over 6,668 sf, sit on 227 acres. Five minutes from the Southfield Store, six from Gedney Farm and the Old Inn on the Green, eighteen from Great Barrington, its setting suits weddings, retreats, wellness, and hospitality. Any commercial, non-agricultural use is subject to the issuance of a special permit by the Town of New Marlborough.

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 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. 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, pool, pool house, greenhouse, tennis. A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. Read the whole story. Read the whole story - Click!

Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless indoor-outdoor experience. The first-floor primary suite features a luxurious bath and tranquil views. An exceptional cinema room includes theater-style reclining seats and a half bath. Generous guest accommodations throughout. A private office suite with full bath. Outdoors, enjoy an infinity pool, bluestone patios, lush gardens, a charming pool house — all just three miles from downtown Great Barrington.

THE STATIONERY FACTORY. Business & Real Estate for sale. Over 105,000 sf restored Industrial building. Center for community activity, live Music, Dining and home to over 25 local businesses and artisans. Building includes one of the largest live Music/Event spaces in Western MA with 3 performance space occupancies of 100, 500 and up to 1,000 permitted. Restaurant (leased) and commercial kitchen on site. Parking available for over 100 Cars. Property zoned for both Residential and Commercial use. Approximately 90 pct leased with over 10,000 sq. ft. that would be available to new owner. **Priced at appraised value for immediate sale (Appraisal available for review.) ***Excludes Second Parcel with 2 Houses. For both Parcels see MLS# 248640.

Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a tennis court, guest house, swimming pool, gazebo, and gym shed to a three-level modern house evoking the New England barn. From the third-floor master loft suite with private terrace and kitchenette, a skylit central stair leads to the mid-level kitchen/dining room with fireplace nook, between stone patio and screened porch. An atrium living room includes cozy coffered-ceiling seating by a fireplace. A cherry-walled study with private porch, pass-through full bathroom, and family room complete the floor. Family or guests on the lower floor enjoy four bedrooms and three bathrooms, as well as laundry room and two-car internal garage.

Introducing 
 FREE QUARTER FARM Nearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000 Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve 134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy 5BR/5BA timeless home built for this wildly beautiful place Stand between your home, overlooking your private lake, and your barns, Turn 360 degrees—everything you see you could own. Pure sanctuary in the highest possible sense. Nearly 1,500 acres where Thorp Brook winds through marshlands, Seymour Mountain rises to 1,682 feet, and miles of trails beckon for every outdoor pursuit. The kind of American dream that exists now only because someone saved it, after they assembled this dream.

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

Residential Condominium Development Opportunity at the Spinning Mill, Adams, MA., a proposed mixed-income, multi-family complex. $4,950.000. 2- 3 story mill buildings totaling 225,189 sf situated on 8.04 acre site comprised of two separately deeded abutting parcels. The largest building, the Spinning Mill, at 7 Hoosac St., contains 182,790 sf is vacant, 5 Hoosac St., the Cotton Mill, contains 42,399 sf is used for storage. Proposed development will contain 212 - 219 units depending on architect's design. All units will be separately metered. Owner has received preliminary approvals for State and Federal Historical Tax Credits. Local approvals are in place.

Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace below. Guided by museum-quality principles, long stretches of UV-protected wall space give way to precisely framed vistas. Board-formed concrete walls mitigate winter winds, while the exterior is clad in enduring, low-maintenance Vermont slate. Embracing sustainable luxury, the three-bedroom, two-study home features triple-glazed windows, super-insulated envelopes, and geothermal climate control.

THE STATIONERY FACTORY. Business & Real Estate for sale. Over 105,000 sf restored Industrial building. Center for community activity, live Music, Dining and home to over 25 local businesses and artisans. Building includes one of the largest live Music/Event spaces in Western MA with 3 performance space occupancies of 100, 500 and up to 1,000 permitted. Restaurant (leased) and commercial kitchen on site. Listing includes 2 duplex Residential buildings. Parking available for over 100 Cars. Property zoned for both Residential and Commercial use. Approximately 90 pct leased with over 10,000 sq. ft. that would be available to new owner.**Priced at appraised value for immediate sale (Appraisal available for review.)

THE STATIONERY FACTORY. Business & Real Estate for sale. Over 105,000 sf restored Industrial building. Center for community activity, live Music, Dining and home to over 25 local businesses and artisans. Building includes one of the largest live Music/Event spaces in Western MA with 3 performance space occupancies of 100, 500 and up to 1,000 permitted. Restaurant (leased) and commercial kitchen on site. Listing includes 2 (fully leased) duplex Residential buildings. Parking available for over 100 Cars. Property zoned for both Residential and Commercial use. Approximately 80 pct leased with over 10,000 sq. ft. that would be available to new owner.**Priced at appraised value for immediate sale (Appraisal available for review.)