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45 Photos
LANCE VERMEULEN RE, INC
$975,000
4 BD | 5 BA
Residential - Single Family

This beautiful newly constructed 4-bedroom farmhouse sits on a gentle hill, offering picturesque views of cornfields and mountains. Relax in a rocking chair on the charming front porch with a metal roof and take in this tranquil setting. Inside, the open kitchen/dining area is filled with natural light streaming through Pella windows and sliding doors. The Living Room features a propane fireplace, ideal for gathering on chilly autumn evenings. Also on the 1st floor, you'll find a spacious bedroom suite with a private bath, as well as a convenient half bath for guests. Upstairs, the Primary suite features vaulted ceilings, exposed beams, ensuite bath and a walk-in closet. A 3rd bedroom also has its own ensuite bath. The 4th bedroom has its own full bathroom with a laundry across the hall.


39 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$985,000
3 BD | 3 BA
Residential - Single Family

True Blue View. There's always a view, right? Well, for this one, the answer is a resounding yes. This delightful 3-bedroom, 2.5-bath, 2,456-sf colonial-style home with Catskill Mountain views from virtually every room is sited on 13.9 picturesque acres. Offering timeless charm paired with modern comforts, the interior boasts a primary bedroom with an en suite bathroom and a walk-in closet; an open-plan, eat-in kitchen outfitted with granite countertops; a generously sized laundry room; and spacious, sun-filled rooms throughout, perfect for both relaxing and entertaining. A screened back porch, a separate deck beyond, and an expansive rocking-chair porch in front are a nature-lover's paradise. Then there's the wood-burning fireplace, two-car attached garage with a bonus room above it,


20 Photos
STONE HOUSE PROPERTIES, LLC

Solid investment opportunity. The owner has just put the underlying real estate on the market. Currently leased to ''Rebelle'' Cannabis Dispensary until 11/2029 with an additional ten year renewal option. Property boasts a superb, high profile location directly across from Guido's. Completely renovated inside and out with mature landscaping, large parking area and located on busy highway. Great long term income opportunity and a chance to own an incredible building that meets current energy construction codes as well as cannabis related build out requirements such as high security, upgraded electric and plumbing systems and handicap accessibility. Rare, true triple-net lease. Property is in excellent condition. Financials provided with completed NDA on request.


57 Photos
LANCE VERMEULEN RE, INC

Sugar & Rye: A vibrant market and deli located on Main Street in Sheffield, this turnkey business is beloved for its freshly prepared foods, including custom sandwiches, grab-and-go meals, and baked goods. Key features include a liquor license, ice cream bar, and a coffee bar, attracting a wide range of customers. The store offers both casual seating and takeout, ensuring steady traffic from locals and visitors alike. With an established customer base, supplier relationships, and popular items such as rotisserie chickens and baked goods, Sugar & Rye is perfectly positioned for continued success. Real Estate Details: In addition to the business, this listing includes two 2-bedroom apartments and a carriage house apartment, offering additional income potential or a residence for the owner.


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COHEN & WHITE ASSOCIATES
$999,999
6 BD | 9 BA
Residential - Single Family

Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance.


15 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,050,000
2 BD | 2 BA
Residential - Condo/Townhouse

Greylock WORKS is the mixed-use redevelopment of the historic Greylock Mills, originally built between 1872 and 1914. Located at the foot of Mt. Greylock, just three miles from Mass MoCA, the Clark Art Institute, and Williams College Museum of Art, amidst the cultural and recreational hub where Massachusetts, New York, and Vermont converge.The 240,000 square foot revitalization already features co-working spaces, a Culinary LAB, artist studios, yoga and movement classes, a farm-to-table restaurant, a cidery, a distillery, extensive native landscaping, and event spaces. The LOFTS at Greylock WORKS, now under construction, offer extraordinary condominium homes focused on design, sustainability, and wellness.


46 Photos
STONE HOUSE PROPERTIES, LLC
$1,100,000
6 BD | 6 BA
Residential - Single Family

In the heart of the Berkshires, nestled on 21 picturesque acres, you'll find this grand Estate steeped in rich history and meticulously restored with an unwavering commitment to preserving its original character and splendor. Comprised of handcrafted European textiles that blend seamlessly with modern appointments and luxurious amenities sure to appeal to the discerning tastes of contemporary living. Marvel at the grand foyer with intricate moldings, gleaming hardwood floors, and a sweeping staircase. The formal living and dining rooms exude refined elegance and lend itself to gracious entertaining. The stunning library with its handsome woodwork is the embodiment of what one would expect in a fine home. The gourmet kitchen is the heart of the home, and a culinary haven boasting SubZero


54 Photos
EXp REALTY
$1,100,000
5 BD | 4 BA
Residential - Single Family

Open, light airy 5BR contemporary & only a 5 minute drive to downtown Great Barrington! Loads of sunlight throughout with open floor plan. Floor to ceiling windows & cathedral ceiling in kitchen & great room. The main bedroom also has floor to ceiling windows & cathedral ceiling. State-of-the-art chef's kitchen opens to a huge deck overlooking the beautifully landscaped, level property. Home also features a den, living room, family room plus a lower level recreation room. Property is surrounded by majestic hardwoods & evergreens, with fenced dog run, creating serenity & privacy. Perfect for entertaining also has an outstanding short term rental history. Recently added generac full generator with 1000 gl propane tank. NEW Mitsubishi HVAC Splits. Sq ft includes 756 sq ft basement spac


42 Photos
LANCE VERMEULEN RE, INC
$1,150,000
4 BD | 4 BA
Residential - Single Family

This NEWLY BUILT LAKE HOUSE has 4 bedrooms, 4 full baths which includes a main floor bedroom with full bath (walk in shower) just across the hall. This light-filled Contemporary, with deeded access to Round Pond, has shimmery water views from nearly every room. With a chef's kitchen, huge kitchen island, all stainless appliances, and large dining room, this open floor plan also provides direct access, through two sliding doors, to the full length mahogany deck with sparkling water views! This fresh offering has thoughtful details which include: high vaulted ceilings, shiplap walls, new propane furnace, a walk-in cedar closet and a remote controlled deck awning. The semi-finished basement offers a potential bonus room. All this, just 8 minutes to downtown Great Barrington. Easy to show


51 Photos
LANCE VERMEULEN RE, INC
$1,195,000
3 BD | 2 BA
Residential - Single Family

Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for gatherings and features a grand stone fireplace, a cozy sleeping loft and a wall of windows and doors that lead to a stone patio. A second, more intimate living area with its own fireplace and exposed beams is situated just off the kitchen and dining room, opening onto a deck and a screened porch. The entire length of the house enjoys westerly views of a lush pond fed by the Buck River.


14 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

SUCCESSFUL WATERFRONT RESTAURANT WITH INDOOR/OUTDOOR DINING AND WATERFRONT DOCK. This has been an outstanding restaurant with figures to back it up. So few waterfront restaurants in Berkshire County. Come and make this your next chapter. Liquor license, lottery license, fully equipped and turn key.


40 Photos
ELYSE HARNEY REAL ESTATE
$1,250,000
3 BD | 4 BA
Residential - Single Family

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.


43 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,275,000
4 BD | 3 BA
Residential - Single Family

Built in 1850, this Historic Home overlooks Lake Garfield. Livingroom with Fireplace, sunny Den, and Country Kitchen on the Main Floor. Upstairs, 4 Bedrooms, each with views of the beautiful landscape. This home has been carefully renovated, de-leaded for safety, has a Generator & Electric Car Charger for convenience, and is ready for the addition of a Guesthouse, Pool and Solar. Enjoy the large outdoor Deck, sleeping Porch, and Outdoor Shower. Take the path to your deeded access on Lake Garfield and sail that kayak, or lie in the Hammock and watch the clouds. A truly warm & comfortable retreat. Close to the center of Monterey, Skiing, Shopping, Restaurants, Tanglewood and everything Berkshires... PS. Did I mention the low Monterey Taxes??


39 Photos
DIGRIGOLI REAL ESTATE
$1,299,000
4 BD | 4 BA
Residential - Single Family

A premier location! This is a sunny & breezy center hall colonial. Spacious 4-bedroom, 3.5 bathrooms w/ 2-car garage. Bay windows and matching hardwood floors throughout create a feeling of elegance. The pocket doors provide complete privacy for guests. There are three additional bedrooms in the main part. The primary en suite has deep soaking tub, skylights and walk in closet. Garage access to side foyer with soaring ceilings leads to full guest / yoga suite has bath with shower and loft office w/ balcony. Large living room with a fireplace and sliders to a deck and patio. You may hear soft music from the symphony in your own back yard. 9.6 acres is flat has room to add a pool or tennis/pickleball court to create your own estate. New roof '24, new furnace '22


52 Photos
HARSCH ASSOCIATES
$1,300,000
4 BD | 4 BA
Residential - Single Family

A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts follow the Deerfield tradition of interior feather-edged sheathing and paneling, wide pine board flooring and a large colonial cooking fireplace with adjacent beehive oven in the keeping room. 4-5 bedrooms/3.5 baths.


29 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

3,899 Square Feet of Retail / Office Space on Walker St in the Historic Center of Lenox. Currently comprised of 3 Storefronts plus a 700 SQ FT APT w/full kitchen, 2 1/2 baths. Upgraded mechanicals & Roof. Main thoroughfare offering abundant car and foot traffic. Original details abound in this lovely 1895 structure. Tanglewood is a few minutes away along with all of the great Lenox restaurants and shopping. Tremendous potential for multiple uses including Restaurant, Cafe, Gallery,Live/Work and more!


52 Photos
COHEN & WHITE ASSOCIATES
$1,350,000
4 BD | 4 BA
Residential - Single Family

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!


36 Photos
PREFERRED COUNTRY PROPERTIES
$1,350,000
4 BD | 3 BA
Residential - Single Family

This c.1770 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sq-ft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.


44 Photos
LANCE VERMEULEN RE, INC
$1,375,000
4 BD | 3 BA
Residential - Single Family

Berkshire contemporary masterpiece - offering privacy, a Gunite pool and stunning mature landscaping with a meadow creating an estate-like feel. Inside you will find yourself drenched in sunlight streaming in from the wall of windows and looking over the westerly view. With glass doors leading to the large cedar deck from every room, you will always feel a connection to nature. Recently updated, the kitchen and baths are a continuation of the modern vibe. Featuring 4 bedrooms - including a first-floor primary suite with cathedral ceilings and a walk-in closet - you will find plenty of space to spread out. The highlight is the luxurious Gunite swimming pool with a built-in spa, perfect for relaxation and entertainment. In addition, the home features central A/C and a back-up generator.


50 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,389,000
5 BD | 4 BA
Residential - Single Family

Historic Elegance Meets Modern Luxury at the Gracious Holiday HouseNestled in the heart of the Berkshires,Holiday House is a testament to the timeless allure of Williamstown, MA. This magnificent estate, dating back to circa 1790, is perched on over 90 acres of serene, bucolic landscapes, offering fabled views that sweep across the countryside.As you approach the residence, you are greeted by a property that has been meticulously cared for, updated and thoughtfully renovated and expanded, preserving its historic charm while embracing the comforts of modern living. The home boasts five well-appointed bedrooms and four full bathrooms, each space crafted with an eye for detail and a reverence for its storied past.The gourmet kitchen is a chef's delight and the heart of

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