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56 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$862,250
3 BD | 3 BA
Residential - Single Family

Set on four private acres along a quiet stretch of road near the Housatonic, this is a property that keeps to itself. No sightlines from the neighbors, no road noise to speak of, just the sound of the brook that runs through the back of the yard. This is a place built for quiet enjoyment, and the land delivers it in full. The gardens are the kind that take decades to get right, and someone got them right. The driveway is lined with rhododendrons that light up every spring, and from there the whole landscape is paced to bloom straight through summer. Fruit trees, azaleas, perennials, blueberries, raspberries. Walk it in July and you understand: this wasn't landscaping, it was devotion. And for all that's established, there's still room to put your own touch.


45 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$875,000
3 BD | 4 BA
Residential - Single Family

Modern elegance meets turnkey peace of mind in this fully reimagined Sheffield retreat. Set on 2.3 level acres, this 3BR, 3.5BA sanctuary spans 2,748 square feet across three finished levels. The sun-drenched main floor features wide-plank white oak floors, a gas fireplace, a large half bath, a chef's kitchen with stainless appliances, white quartz counters, and seamless access to a wrap-around deck. Upstairs, a treehouse-like loft adds charm, while the primary suite delivers a spa-like experience. The three suites were designed for intimacy and privacy. The walk-out lower level houses a guest suite and fantastic game room. Renovated top-to-bottom with no expense spared, central A/C, and new mechanicals--just bring your suitcase. 15 mins to Guido's and 45 mins to the Wassaic NYC train.


25 Photos
LAMACCHIA REALTY, INC

Mixed use property located just 7 miles south of Gt Barrington on Route 7. Two commercial units and two residential units. Solar on roof and in back of property bring in additional lease revenue. Long term tenants in each apartment. Anchor commercial tenant, Berkshire Fence & Accessories, to sign long term lease with new owner. Second commercial unit vacant, perfect for owner occupied buyer.


40 Photos
HOUSATONIC REAL ESTATE
$1,050,000
3 BD | 2 BA
Residential - Single Family

Privately set on just under 7 acres, this beautifully renovated home offers the perfect combination of tranquility, privacy, and convenience. A meticulously paved circular driveway leads through elegant, iron fencing to the level, beautifully landscaped property. The home offers approximately 2,800 square feet of thoughtfully updated living space, with 3 to 4 bedrooms and 2 full baths across two spacious levels. Natural light fills the interior, highlighting beautiful wood floors throughout and adding to the warm, inviting atmosphere. Skylights bring even more light into the home, while the oversized deck provides an ideal setting for outdoor entertaining, relaxing, and enjoying the peaceful surroundings. An oversized two-car garage offers generous parking and storage.


60 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,195,000
3 BD | 3 BA
Residential - Single Family

Welcome to Serenity Hill. This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires. Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind.


72 Photos
WILLIAM RAVEIS - BERKSHIRE
$1,200,000
4 BD | 3 BA
Residential - Single Family

Dreamy river Colonial: tucked away on 4 beautiful acres, 1361 feet of river frontage, offering privacy and a quiet sanctuary for wildlife viewing. Main floor features an updated classic chef's kitchen that flows into a spacious Great Room w/ wood-burning fireplace, dining area, 1/2 bath, and direct access to the sun deck with sparkling river and dramatic sunset views. A breezeway connecting the 2-car garage is a sunny space for all of your seasonal gear. Upstairs, the large primary bedroom includes a 2nd wood-burning fireplace and en suite bath, while two additional bedrooms share a full bath. Main floor office and a finished lower level currently serves as guest accommodations, media room, fitness, laundry, and a variety of additional uses. New landscaping! 4 bed Title V, completed 4/26.


44 Photos
COMPASS MASSACHUSETTS , LLC GB
$1,595,000
4 BD | 5 BA
Residential - Single Family

Views, privacy, and frontage on Mill Pond. This custom built classic Gilligan house is the perfect home for hosting family and friends with plenty of space both inside, and out. There are 4 plus bedrooms and 5 baths, including a generous primary suite on the first floor, a large den, and a bonus room above the 2 car garage. The property includes a fenced, in- ground pool, extensive flat lawn, perfect for soccer or croquet, and a private dock for paddle boats, fishing and watching out for the resident Bald Eagle! The house sits on 4.49 acres and also includes 4 additional lots for a total of almost 13 acres.


11 Photos
WILLIAM RAVEIS - BERKSHIRE
$2,000,000

Commercial

Located in the heart of Sheffield, 113 Silver Street is a premier manufacturing facility that defines ''turn-key.'' Spanning over 49,000 square feet, this building combines industrial functionality with a warehouse component. The building, originally established in 1957, has undergone additions and modifications over the years.From the ample office area to the expansive production floors and warehouse space, this 7.3-acre property has been impeccably maintained. Its location offers a strategic ''sweet spot'' for businesses requiring proximity to both the New York and Boston corridors without the metropolitan price tag. Ready for immediate occupancy, 113 Silver Street is prepared to house the Berkshires' next great industry leader.


65 Photos
COMPASS MASSACHUSETTS , LLC GB
$2,150,000
4 BD | 3 BA
Residential - Single Family

This historic farmhouse, originally built in the 1790s, underwent a complete renovation in 2012, including a new foundation, septic system, roof, updated plumbing and electrical, 5-zone heating, central air, and other modern systems. In 2022, a new well and a boiler for radiant heat were also added. Step inside to find timeless Colonial charm--exposed beams, three original fireplaces, and gorgeous antique floors--seamlessly paired with an expansion which added a large family room with a fourth fireplace, finished basement storage, mudroom, and partially screened wraparound porch.


17 Photos
WILLIAM RAVEIS - BERKSHIRE

Position your business in the heart of the Southern Berkshires with this exceptional 84,380 square foot industrial facility situated on approximately 6.9 acres in Sheffield. This former plastic manufacturing building offers scale, flexibility, and functionality for manufacturing, warehousing, distribution, or specialized industrial operations.


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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