Bring your creativity to build a sweet home with views of Smiley's Pond in this lovely quiet neighborhood. 3.72 acres on private drive close to the village center of South Egremont. Frontage on both Greenwood Circle and North Undermountain Road.

Build your dream home on Terra Ferma Drive—arguably the best dead-end road in the Berkshires. Located in Egremont and just a short drive to South Egremont village, Great Barrington, and Catamount Ski Area, this is the ideal location to stake your ground. The road hosts a quiet neighborhood that leads directly to state hiking trails, putting the outdoors just steps from your door. The lot is perced and ready to build, with underground power available at the street. Bring your imagination!

Beautiful open farmland just off Baldwin Hill Road in South Egremont. Cleared and level approximate two-acre parcel. Survey, perc and property subdivision will be completed prior to closing.

Lovely building lot on a quiet road in bucolic Egremont. Well has been drilled, septic design done for two structures and power is brought to site. Truly ready for your design/build.

With a Passing Title V, Country cottage perched atop 3.6 acres in the charming village of South Egremont. This property is set back off the road and offers privacy. The walkout lower level boasts a stone fireplace rec area/ den and garage access. The second floor has 2 bedrooms and a bath as well as living room with fireplace.

NORTH EGREMONT - Almost 18 elevated acres with sweeping views of the Berkshire Hills that has been surveyed, flagged with enough road frontage to subdivide once. An open meadow with woodlands as a backdrop make this parcel most desirable....a must see!

Tucked into a small neighborhood just outside of South Egremont village, this delightful renovated hip-roof cottage offers single level living convenient to everything. A mahogany and cedar finished front porch welcomes you into a bright living room open to an updated kitchen and cozy dining area, complete with a fireplace hearth. This slab built home boasts a primary suite with private bath with subway tile & marble floor. A 2nd bedroom is served by a hall bath, with 2 additional rooms - flexible space for an office, studio, or guests. The 16' x 24' deck and a 384-square-foot screened porch with mahogany decking and cedar paneling offer ideal space for enjoying the view of the spacious backyard. This property is being sold as-is. The seller will NOT provide a Title 5 Inspection.

A refreshed split-level home set on four level acres just outside the quaint village of Egremont! Enjoy low taxes, peaceful surroundings and plenty of usable outdoor space for gardening, recreation, or future possibilities. Inside, the home offers comfortable living with additional flexible space in the lower level featuring ample windows and a walk-out, creating excellent potential for office, gym, or family room. The property also includes a one car garage and a separate garden shed for added storage. A wonderful opportunity to enjoy country living with easy access to the charm and amenities of Egremont and the surrounding Berkshires. Ski Catamount & Great Barrington minutes away.

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.

Enjoy lake access to Prospect Lake in a desirable low-tax area! This beautifully maintained contemporary home offers a first-floor primary bedroom with full bath, an open-concept kitchen, dining, and living area, plus an additional sitting room for flexible living space. Cherry wood floors, central air conditioning, and multiple skylights fill the home with natural light. Double French doors lead out to a spacious deck perfect for outdoor entertaining, with serene views of the lake. The second floor features two additional bedrooms and a full bath. Mature perennial gardens surround the property, creating a private backyard oasis ideal for relaxation. Close proximity to Cliff House restaurant, close to French Park, just 5 minutes to Catamount Ski Resort 10 minutes to Great Barrington.

Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the property features a separate 1 BR apt. & 2 oversized detached garages, all of which have generated steady rental income. Recent upgrades (electrical, plumbing, HVAC, septic system, and most windows) ensuring modern efficiency. With a proven history of strong income across all units this property presents a great opportunity to run a business while leveraging rental revenue to support your vision.

Maximize your ROI with this versatile asset minutes from downtown Great Barrington and Prospect Berkshires. This property combines a large high-visibility commercial main floor with three consistent revenue streams: a fully renovated 2-bedroom residence, a separate 1-bedroom apartment, and two oversized detached garages. For the entrepreneur, this offers a rare live/work scenario where your overhead is significantly offset by existing rental income. Every major system has been recently upgraded--including electrical, plumbing, HVAC, and windows--ensuring low-maintenance ownership. Whether you're looking for a high-exposure storefront or a pure multi-unit investment, the proven rental history and modern infrastructure make this a strategic acquisition.

Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot with a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a family room ,an office, a heated sunroom and a full bath with a lovely soaking tub, and a powder room. The second level has three bedrooms and a full bath. Warm wood-paneled walls crafted from timber harvested on the property add distinctive character throughout. An oversized garage with workshop and upper level provides excellent storage or hobby space, complemented by a barn & shed. Ideally located minutes from all that the Berkshires has to offer. A special home built with craftsmanship and a whole lot of lov

Modern comfort meets timeless New England farmhouse charm in this beautifully maintained 3BR/2BA home on 3.2 peaceful acres in Egremont. Filled with natural light, the open-plan kitchen, dining and living spaces feature hardwood floors throughout, updated kitchen and baths, and a warm, inviting flow ideal for everyday living or weekend retreat. Enjoy a spacious primary suite with en suite bath, family room with wood-burning fireplace, full covered front porch, oversized attached 2-car garage, and a large dry basement ready for expansion. Bucolic setting on a quiet country road just minutes to Great Barrington, with exceptionally low Egremont taxes.

Beautifully appointed four-bedroom, one-and-a-half-bath contemporary New England farmhouse, perfectly situated in Egremont's most desirable location, Baldwin Hill. This thoughtfully designed residence blends timeless farmhouse charm with light filled rooms, delivering a serene retreat with Iconic Westerly Berkshire views. Protected land (APR Land) both front and rear ensure these views are protected for generations to come.

Fully occupied-Opportunity to own 2 commercial buildings on the same 2.9 acre lot in a desirable location located on Main St. in Egremont. Both are well maintained buildings with attractive curb appeal and a prominent stone retaining wall and paved driveway with plenty of parking. Roofs are under 10 years old. Front building has a 950 sq.ft. of professional office space on ground floor. The second floor has a well maintained 750 sq.ft. apartment with 1 bedroom, living room, kitchen and bathroom. In addition, a detached, 300 sq.ft. suite to accommodate a business with smaller space needs. Each unit has it's own private entrance and bathroom. The second building boasts 5 commercial spaces ranging from 100 to 750 sq.ft.. of professional office space.

Set on a beautiful, level one-acre lot and nestled behind handsome fencing & lush landscaping, this inviting home offers convenience, low-maintenance living, and outdoor enjoyment. The manageable interior layout is designed for easy living, while the expansive yard provides endless possibilities for gardening, recreation, play, pets & entertaining, or simply enjoying the peaceful surroundings. No remodel required, kitchen & baths pristine! You will appreciate the new blue stone walkway & gorgeous landscaping! The property is ideal as a full-time residence or weekend retreat. Generator, garage & screened porch! Easy access to major routes and convenient travel to and from New York City. Outdoor enthusiasts will love being just minutes from local skiing and year-round recreation.

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.

Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve the home's historic character. The first floor features a convenient en suite bedroom. The heart of the home, the chef's kitchen/dining room is a culinary delight equipped with top-of-the-line appliances and ample counter space. Partially renovated barn. Nice yard.