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!

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.

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.

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!

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.

Perched high on Baldwin Hill! Set far back from the road on a beautiful 2.5-acre lot, this thoughtfully updated South Egremont residence offers a rare balance of scenic tranquility and unbeatable convenience. Positioned to capture sweeping mountain views, the property places you seconds from charming Egremont village, minutes from vibrant downtown Great Barrington, and right down the road from Prospect Lake and French Park. The owners have completed major updates so you can simply arrive and unpack. Recent improvements bring fresh energy throughout the home, including brand-new siding, new windows that flood the spaces with natural light, and a refreshed kitchen featuring new flooring and brand-new appliances.

This is being constructed by Community Development Corporation of South Berkshire, a local non-profit, as work force housing. Four units in two structures. Each structure is sold as a two family. Rental income is intended to make the primary residence more affordable. Full time residency will be required. Contact CDCSB directly at 413 717 5213 or via email at workforce@cdcsb.org for qualification and showing. No showings until fall as it is under construction.

This is a two-family structure with a lower level unit for renting with 884 SF, 2 beds 1 bath that is not included in the square footage. Seller is a not for profit entity constructing work force housing. Four units in two structures. Rental income is intended to make the primary residence more affordable. Full time residency will be required. Buyers and renters must be qualified by seller. For showings and offers, contact owner directly via email at workforce@cdcsb.org

This is a two-family structure with a lower level unit for renting with 884 SF, 2 beds 1 bath. Seller is a not for profit entity constructing work force housing. Four units in two structures. Rental income is intended to make the primary residence more affordable. Full time residency will be required. Buyers and renters must be qualified by seller. For showings and offers, contact owner directly at 413 717 5213 or via email at workforce@cdcsb.org

Enchanting Egremont! Set atop a private drive on 5.3 acres in Egremont, this thoughtfully designed residence offers a rare balance of seclusion and accessibility. Surrounded by nature and positioned for easy access to the Taconic State Parkway, the property captures the essence of Berkshire living. At the heart of the home is a dramatic living and dining room defined by a soaring two story ceiling, skylights, an interior balcony, and a wood-burning fireplace. Filled with natural light, the space creates a striking setting for both everyday living and entertaining.

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.

Set on over 2 acres in beautiful Egremont, this lovingly maintained four-bedroom, 2½-bath home blends classic character with thoughtful updates and additions made over the years. Built in 1920's, the house retains the warmth and craftsmanship of its era, including charming built-ins and inviting spaces that make it feel truly like home. A large deck provides the perfect setting for morning coffee, summer gatherings, or simply taking in the peaceful surroundings and lovely seasonal views. The property offers plenty of room to garden, explore, and enjoy the outdoors. A barn and chicken coop add to its country appeal. A detached garage with a large workshop provides excellent space for vehicles, tools, hobbies, or projects. The acreage offers privacy and a wonderful sense of space while

BUILDING FOR SALE (does not include Businesses). CRE INVESTMENT OPPORTUNITY POSSIBLE 1031 EXCHANGE CANDIDATE CAP RATE 7.37 PCT Premier investment opportunity, fully occupied commercial building with portfolio of four recently renovated units in historic South Egremont landmark. Ample parking. Long-term tenants with great cash-flow. Prime location with easy access NYC and all Berkshire County cultural attractions. A newly rebuilt bridge crosses Karner Brook to bring you to a wooded garden on the other side. Building was originally part of a historic carriage maker's factory.

Originally built in the 19th century, this Egremont schoolhouse has undergone a radical,''down-to-the-studs'' transformation, and has been thoughtfully designed to create a high-performance home for modern living, while honoring its historic character. Sound structural integrity, with state of the art insulation, custom engineered windows, a new HVAC system, and a solar array for near zero energy overhead make this home immensely comfortable and sustainable for decades to come. The Great Room features dramatic vaulted ceilings anchored by original exposed beams and a new, high-efficiency propane free standing stove. The chef's kitchen has custom cabinetry topped with honed marble counters. The bath features custom tile work and radiant heated floors.

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.