Nestled on a highly desirable road in Great Barrington, this unique acre-plus property offers a rare opportunity to create your Berkshire retreat. The land features two existing structures with endless possibilities. A detached two-car garage includes a rear room, ideal for a workshop, studio, or flex space, plus a second level for additional storage. The property's historic former smithy building showcases beautiful post-and-beam construction dating to the early 1800s, with original character and an upper level that adds to its appeal. Surrounded by the natural beauty of the Berkshires, this special property offers privacy, charm, history, and tremendous potential in one of Great Barrington's most sought-after locations.

Charming Cape on desirable Baldwin Hill, minutes from the village of South Egremont. This inviting home blends classic New England character with comfortable living, beautiful oak floors, natural light & spacious living room centered around a fireplace with insert. The kitchen flows into the dining area, creating a welcoming space for everyday living & entertaining. A large three-season porch provides the perfect place to relax & enjoy the surrounding landscape throughout much of the year. Outside, you'll find two covered porches, attractive mature landscaping, two-car garage with a dedicated workshop & separate garden shed, offering ample space for hobbies, storage & gardening. With two bedrooms, two full baths & warm, welcoming feel, this delightful home is move-in ready & easy to show.

Lovely Cape-style home built in 1982, privately set back from the road and conveniently located close to the center of South Egremont. This well-maintained property features 4 bedrooms and 2 full baths, with 2 bedrooms and 1 bath on the first floor and 2 additional bedrooms and a bath on the second floor. Recent updates include a new roof, passed Title V inspection, and a new well water treatment and UV filtration system. Set on 1.2 beautifully maintained acres, this special property offers comfort, privacy, and move-in-ready condition. Ideally located close to Catamount Ski Area and New York State, offering easy access to year-round recreation, dining, and cultural attractions.

Embrace the extraordinary at 395 Park St. North, where history meets opportunity. This stunning red brick 6,833 sq.ft. warehouse, once a bustling trolley barn, boasts high ceilings and a rich industrial charm, with river views while exploring the spacious layout, featuring 3 updated bathrooms, a newer roof and building updates. It has versatile separate offices and garage/shop areas. With ample parking and loading docks, envision endless possibilities from manufacturing to art gallery or more. Conveniently located near dining, parks, and cultural attractions, this property invites you to re-imagine living or workspace with style and creativity. Total acreage and assessment include two lots.

A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft & full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking a peaceful Berkshire retreat. This location offers easy access to hiking, yoga & wellness centers, boating, skiing, & excellent dining & shopping. Inside, bright & inviting spaces include a living room w/ cathedral ceiling, fireplace, & abundant natural light. A renovated kitchen opens to a cozy den & breakfast nook, pantry, laundry, mudroom & garage.

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.