Nestled in the Historic District of picturesque Heath, this unique former artist loft blends character, space, and tranquility in a truly special setting. Offering over 3,300 sq ft, the thoughtfully expanded home features 3 bedrooms, 3 baths, and soaring light-filled spaces throughout. A spacious kitchen wing overlooks the private yard, while the second-floor deck offers peaceful views of the surrounding landscape. The property also includes over 2 acres of open meadow and a small barn, perfect for hobby farming, horses, or gardening. Tucked away in a serene and private location, this distinctive retreat captures the charm and beauty of Hilltown living.

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 direct Green River waterfront. 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 tile, 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.

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers generous space to gather and unwind with family and friends. At its center, the kitchen and living areas are designed for connection. The open kitchen and dining space flows easily into the main living room, where a stone fireplace anchors the room and creates a natural place to come together after a day outdoors. Stainless steel appliances and ample workspace make the kitchen as functional as it is

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. The legendary c. 1776 estate boasts a well maintained main residence/Inn, three cottages and a great barn for entertaining. The residence/Inn features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. Its dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that caters to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 square foot heated indoor arena, which includes an owner's apartment and viewing area--and a professional-grade outdoor ring.

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!

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.

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens.