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Currently listing 1156 sales properties. |
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41 Photos COMPASS MASSACHUSETTS , LLC GB |
$3,850,000
4 BD |
4 BA
Residential - Single Family A newly built modern country home of rare quality and quiet sophistication, set on five private acres in the heart of Stockbridge.Modern country living at its finest--crafted with exceptional quality, refined taste, and a true sense of warmth. Newly completed and never before lived in, this 4,000 sq ft residence sits on 5 private acres, just minutes to Lenox, downtown Stockbridge, and the Mass Pike.Defined by a series of clean, gabled volumes, a white stucco exterior, and a standing seam metal roof, the home blends New England vernacular architecture with a restrained, modern sensibility. The result is a timeless, quietly luxurious residence that feels both grounded and refined. |
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. |
56 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$3,995,000
6 BD |
6 BA
Residential - Single Family ''A Perfect Place Farm'' - a Berkshires Masterpiece on 17+ AcresThe one you've been waiting for...a preeminent build in a premier location. 37 Main Rd checks off the wish list: sweeping views, modern comforts, privacy, location, and colonial era character, but in an immaculately kept turnkey 2002 home.Located in Tyringham valley, one of the Berkshires' most majestic locations, 37 Main Rd is idyllically sited on the northern slope of Tyringham valley, and faces to the southwest. The expansive front porch, sunroom, and living and sleeping quarters all are positioned to track the sun's daily arc across this picturesque east-west valley. |
81 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. |
92 Photos STONE HOUSE PROPERTIES, LLC |
$4,250,000
5 BD |
8 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. |
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32 Photos BROWN HARRIS STEVENS HUDSON |
$4,495,000
10 BD |
6 BA
Residential - Single Family
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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 FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand 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. |
69 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. The 72 acres |
41 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$4,850,000
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 Residential Condominium Development Opportunity at the Adams 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. |
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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.) |
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.) |
82 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$4,995,000
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! |
60 Photos ELYSE HARNEY REAL ESTATE |
$5,245,000
5 BD |
8 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 minutesfrom Great Barrington and approximately 10 minutes to the Massachusetts Turnpike, the property combines seclusionwith 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 feetwith 5 bedrooms, 5 full baths, and 3 half baths. The home is designed for both grand entertaining and comfortable dailyliving, featuring expansive living areas with a fieldstone fireplace and full bar, a custom mural highlighting locallandmarks, and a gourmet kitch |
71 Photos ELYSE HARNEY REAL ESTATE |
$5,650,000
11 BD |
10 BA
Residential - Single Family Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back |
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71 Photos COHEN & WHITE ASSOCIATES |
$5,900,000
5 BD |
5 BA
Residential - Single Family The Definition of Ultimate Privacy! A masterpiece of a home invites the most fastidious prospect. Built with the utmost dedication to detail that no item too small was overlooked. The ability to expand and build to your heart's desire is here. Perhaps a pool, tennis court, even a football field is within your reach. This property consists of 200+ acres, a 6,700 sq. ft home, Primary En-Suite on the first level, 2 bay garage, Extra Large Enclosed Barn capable of sheltering a bulldozer with a private space up above. Nestled in the foothills of the Berkshires on beautiful winding country roads. A lovely vineyard just around the corner, a short 25 minute drive to BDL International airport and just under 3 hours to NYC and 2 to hours to Boston. Come make this your dream get-away! |
53 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$5,900,000
7 BD |
8 BA
Residential - Single Family Mount Merino Manor is a crown jewel of the Hudson Valley with a century of history on 100 private acres.Beyond a winding, tree-lined drive lies a world of total serenity. Set upon a lush hilltop with commanding Catskill Mountain views, this stately Manor Home, originally built for a confidant of artist Frederic Church, is a masterwork of clean lines and historic soul.The sprawling 100-acre grounds are a naturalist's sanctuary, featuring a nature pond and a meandering stream that enhance the property's profound sense of peace. Thoughtfully re-imagined as a 7-bedroom, 8-bathroom hospitality venue, the manor house seamlessly blends period grandeur, seven fireplaces, a turret, and an elegant wraparound veranda, with 21st-century upgrades.With a separate three-bedroom cottage, |
48 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$5,900,000
Land In the Hudson Valley market, the combination of 100+ acres, Catskill views, and no zoning restrictions is essentially the pinnacle for developers and high-net-worth investors.Rarely does a canvas of this magnitude--and this much freedom--become available just minutes from the vibrant center of Hudson,NY. Spanning 100+ pristine acres in the Town of Greenport, this property offers a strategic advantage that is nearly extinct in the region: no current zoning plan. Whether you envision a luxury subdivision, a sprawling family compound, or a world-class wellness retreat, the path to your ''big dream'' is wide open.The estate is anchored by a stunning, 7-bedroom boutique hotel currently operating as a high-performing Airbnb. With sweeping Catskill Mountain views, a 3-bedroom owner's cottag |
51 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$5,900,000
Commercial Prime Development Opportunity -100+ Acres - No Restrictive ZoningUnlocking a rare level of flexibility in the mid-Hudson Valley, this 100-acre estate is a high-yield investment waiting to be realized. Currently operating as a successful hospitality venue, the property is ADA-compliant and equipped with modern safety infrastructure, offering a turnkey transition for commercial expansion.Key Assets:The Manor: An elegant 7 bedroom ensuite boutique hotel with mountain views and wrap around veranda.Residential Cottage: A 2016sf 3BR/2BA contemporary home ideal for a rental or manager's quarters.The Great Barn: 6200 sq. ft. of clear-span space for events, art storage, or production.Development Potential: Ideal for a residential subdivision, a wellness center, luxury glamping, |
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. |
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