Rarely does a property emerge with this much soul, style, and built-in momentum. Nestled on 5.14 expansive acres along the high-visibility Route 23 corridor, Hy's Fried is the definitive Berkshire success story--a masterful ''roadhouse revival'' that has captured the imagination of the Brooklyn-to-Berkshires set. Originally the iconic Old Egremont Club, this site has been meticulously reimagined into a ''hallucinatory chicken shack'' and late-night vinyl lounge, offering a rare turn-key opportunity that includes both a thriving, high-margin business and the underlying real estate. By day, the venue is a stylized destination for the region's best gluten-free fried chicken--a 6-hour brined, hormone-free masterpiece that earned the Rural Intelligence Reader's Choice award.

Rarely does a property emerge with this much soul, style, and built-in momentum. Nestled on 5.14 expansive acres along the high-visibility Route 23 corridor, Hy's Fried is the definitive Berkshire success story--a masterful ''roadhouse revival'' that has captured the imagination of the Brooklyn-to-Berkshires set. Originally the iconic Old Egremont Club, this site has been meticulously reimagined into a ''hallucinatory chicken shack'' and late-night vinyl lounge, offering a rare turn-key opportunity that includes both a thriving, high-margin business and the underlying real estate. By day, the venue is a stylized destination for the region's best gluten-free fried chicken--a 6-hour brined, hormone-free masterpiece that earned the Rural Intelligence Reader's Choice award.

This iconic building has been home to one of the Berkshires most beloved businesses for over 50 years. Built in 1731 as the Egremont Tavern stage coach stop, it was expanded in the 1960s. The 2.2 acre lot provides substantial parking. The historic front section offers unique features like stone floors and exposed beams and fireplaces. The rest of the building consists of a series of lovely rambling spaces with rustic elements on the main and lower levels, and two rental apartments upstairs (one 3/1, one 1/1). This property offers a buyer an extraordinary opportunity: own an incredible income producing property in the bustling town of South Egremont.

This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain gutters, new lighting inside and out, full painting inside and out in 2025. First floor primary suite with jet tub and separate shower. The oversized rear screened in porch is divine, you will never want to leave. A Giant lawn for entertaining and a separate in law apartment for your guests. The garage with radiant heat is perfect for your classic cars or boat. Low Taxes and 5 minutes to GB town.

Well maintained and set in a prime Egremont location, this home is perched above the Egremont plain with open views. Quiet and private, yet just minutes to downtown Great Barrington, Egremont and everything the Berkshires has to offer.The main level is bright and welcoming, with an open living space centered around a wood-burning fireplace. A first-floor library adds a quiet, separate space; ideal for a home office while the kitchen connects directly to the deck, creating an easy flow for indoor/outdoor living and a perfect spot to take in the views.The upper level features three bedrooms, including a primary ensuite, along with a full bath and an additional den that can easily serve as a lounge or office.The lower level offers a full in-law apartment complete with it

A Truly Inspired Berkshire RetreatThe perfect home to relax, create, and be inspired! This remarkable Egremont property offers an exceptional combination of luxury, comfort, and creativity--far beyond anything else on the market.The main house features three spacious bedrooms and three full baths, with radiant in-floor heat beneath reclaimed ancient teak floors. The first-floor primary suite provides direct access to a private sauna, hot tub, and personal greenhouse--ideal for moments of relaxation and rejuvenation.Step outside to discover a heated Gunite pool, surrounded by lush gardens, stone patios, a fire pit, gazebo, and even a pickleball court, creating the ultimate outdoor oasis.The clubhouse, a separate structure designed for gatherings, features an open floor plan with a

Surrounded on three sides by Nature Conservancy-protected land, 173 Hillsdale Road is one of the most private and extraordinary estates in the Berkshires -- a handcrafted sanctuary where the wilderness is literally your backyard. Moose, deer, bear, fox, and turtles roam master-gardened grounds tended with rare care; fruit trees, a garden pond, mature perennial beds, and lush native plantings make every season a revelation. Custom-built in 2000 from timber milled directly on the property, this 4,842 sq ft home carries an irreplaceable provenance that announces itself at every turn. A native stone fireplace anchors the soaring vaulted great room. An ash sapling banister curves to the interior balcony above. Antique leaded glass casts dappled light across wide-plank floors.

A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that occupies the entire third floor, and inviting spaces for guests and gatherings. Key features include top brands like Waterworks, Wolf, Schluter, Graff, Bertazzoni, and Kohler, along with Danby marble, Italian stone, and oak floors. Every window offers views of the expansive 13.5 acres, fully fenced and lush, with endless possibilities for nature lovers, hobby farmers, or equestrians. Super low taxes.

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character.

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