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Currently listing 1237 sales properties. |
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48 Photos COMPASS MASSACHUSETTS , LLC GB |
$3,850,000
4 BD |
4 BA
Residential - Single Family 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. |
66 Photos WILLIAM RAVEIS - BERKSHIRE |
$3,900,000
8 BD |
7 BA
Residential - Single Family 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. |
52 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$3,995,000
4 BD |
4 BA
Residential - Single Family 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. |
31 Photos BROWN HARRIS STEVENS HUDSON |
$3,995,000
10 BD |
6 BA
Residential - Single Family
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97 Photos WILLIAM RAVEIS - BERKSHIRE |
$3,995,000
4 BD |
5 BA
Residential - Single Family 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. |
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48 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$3,998,000
Commercial 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. |
51 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$3,998,000
5 BD |
6 BA
Residential - Single Family 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! |
85 Photos STONE HOUSE PROPERTIES, LLC |
$4,250,000
5 BD |
7 BA
Residential - Single Family 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. |
57 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$4,500,000
Commercial 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. |
66 Photos COMPASS MASSACHUSETTS , LLC GB |
$4,500,000
5 BD |
5 BA
Residential - Single Family 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. |
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77 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$4,500,000
5 BD |
6 BA
Residential - Single Family 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. |
41 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$4,690,000
13 BD |
14 BA
Residential - Single Family 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. |
5 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$4,950,000
Commercial Proposed Condominium Development 5 & 7 Hoosac St, Adams, MA Prime multi-family development opportunity featuring two 3-story historical mill buildings totaling 225,189 SF on an 8.04-acre site (two abutting parcels). Proposed plans allow for 212-219 mixed-income units, each individually metered with 3-phase electric, public water, and sewer connections. 7 Hoosac St (Spinning Mill): 182,790 SF vacant mill building 5 Hoosac St (Cotton Mill): 42,399 SF building currently used for storage Approvals & Utilities: Preliminary state and federal Historic Tax Credit approvals in place along with local municipal approvals. Located in downtown Adams off Route 8, offering convenient access, ample off-street parking, and massive potential for residential conversion. |
46 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$4,975,000
3 BD |
4 BA
Residential - Single Family 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. |
61 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$4,990,000
Commercial 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.) |
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61 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$4,990,000
Commercial 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.) |
60 Photos ELYSE HARNEY REAL ESTATE |
$5,245,000
5 BD |
7 BA
Residential - Single Family Set on 35.6 acres in the heart of Alford, this exceptional estate offers privacy, sweeping western views to the Catskills, and direct access to the Tom Ball Mountain Trail, abutting hundreds of acres of protected land. Located just minutes from Great Barrington and approximately 10 minutes to the Massachusetts Turnpike, the property combines seclusion with convenient access to the region's top destinations. Built in 2003 and thoughtfully updated beginning in 2020, the main residence spans approximately 9,400 square feet with 5 bedrooms, 5 full baths, and 3 half baths. The home is designed for both grand entertaining and comfortable daily living, featuring expansive living areas with a fieldstone fireplace and full bar, a custom mural highlighting local landmarks, and a gourmet kitch |
74 Photos ELYSE HARNEY REAL ESTATE |
$5,650,000
11 BD |
9 BA
Residential - Single Family Tullar Farm is a rare opportunity to own a remarkable piece of Berkshire history--where timeless architecture, modern comfort, and natural beauty come together across 67+/- park-like acres in South Egremont. With three distinctive residences, a mature specimen tree farm, spring-fed pond, wooded walking trails, and captivating distant mountain views, the estate offers an extraordinary sense of privacy and place, while remaining just moments from restaurants, shops, and the many cultural and recreational offerings of the Berkshires. At the heart of the property is The Tullar House, a substantial 6-bedroom, 5,000+ square-foot antique Dutch Gambrel dating to 1761 and reported to be the second-oldest house in Egremont. Carefully preserved while thoughtfully adapted for modern living, the |
51 Photos THE KINDERHOOK GROUP |
$6,250,000
Commercial An extraordinary hospitality offering in the heart of the Berkshires -- this meticulously renovated 1880s landmark blends historic architecture with sophisticated contemporary design across more than 73,200 square feet.The 45-room boutique hotel was artfully conceived by the acclaimed film art director behind the iconic movie The Grand Budapest Hotel, resulting in a distinctive industrial-SoHo aesthetic rarely found outside of major metropolitan markets. The property has been recognized in Architectural Digest for its exceptional design and atmosphere. |
57 Photos ELYSE HARNEY REAL ESTATE |
$6,475,000
9 BD |
9 BA
Residential - Single Family Experience a rare Zen-inspired retreat in the heart of the Berkshires, brilliantly designed to exist in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and frontage along the Williams River, this architecturally significant contemporary offers a true sense of privacy, tranquility, and escape- all just minutes from downtown Great Barrington. Designed by renowned architect Steven Haas and constructed of steel, glass, concrete, and wood, the main residence is defined by dramatic volumes and German Sorpetaler door and window systems that dissolve the boundary between indoors and out. |
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