THE BERKSHIRES! LANESBORO. 4 Bedroom, 2 bath Colonial Home on 2+- parklike grounds with large 2-story barn. Rare offering with great location in the heart of all the Berkshires have to offer... hiking, biking, boating, skiing, theaters, museums, restaurants and so much more so close by. Watch the sunrise from breakfast nook in newly renovated kitchen. Large living room with hardwood floors & wood burning fireplace. Bright formal dining room with sliders leading out to huge back deck overlooking back yard. Side enclosed sitting porch. 2 bedrooms & 1bath on 1st floor. 2 add'l bedrooms on 2nd floor with full bath & office area. Refinished gleaming hardwood floors on 2nd floor. Spacious bedrooms offering an abundance of privacy space. All appliances included. Partially finished basement.

HISTORIC JABEZ BOSWORTH INN & TAVERN: AUTHENTIC BERKSHIRE COUNTRY LIVINGSet quietly in the heart of Sandisfield, Massachusetts, the historic Jabez Bosworth House & Inn, circa 1798, offers a genuinely rare opportunity to own an iconic piece of New England history just 14 miles from the vibrant town of Great Barrington. Originally home to Revolutionary War Captain Jabez Bosworth, this Federal-style home once served as a welcoming stagecoach inn on the Hartford-to-Albany route. The expansive living room stretching the width of the home, features a wood-burning fireplace, and provides an open palette to make the home your own. A thoughtfully designed country kitchen includes a charming breakfast nook with window seats overlooking the picturesque meadow.

Stunning 18.5-Acre Vacant Land with Breathtaking ViewsDiscover the perfect canvas for your dream home or retreat on this expansive 18.5-acre parcel located at 491 Henderson Road. Nestled in a serene setting, this land offers magnificent views that will take your breath away, making it an ideal spot for nature lovers and those seeking tranquility.The property features a drilled well, providing a reliable water source for your future development. With ample space to explore, you can create your own oasis or simply enjoy the natural beauty surrounding you. Whether you envision a private residence, a weekend getaway, or an investment opportunity, this remarkable piece of land is ready for your vision. Don't miss out on the chance to own a slice of paradise!

Nestled in the heart of the Berkshires, this is a rare opportunity to own a 50+ acre parcel of land rich in natural beauty and historical significance. Bordering the picturesque Stevens Glen, this property provides a serene and private retreat just minutes away from cultural landmarks. The property abuts conserved lands managed by the Berkshire Natural Resources Council, ensuring the preservation of the surrounding natural environment. Several elevated sites are available for potential clearing, each offering expansive views across the valley. At a lower elevation, a cleared area marks the former site of a barn. This exceptional property harmoniously blends natural splendor with historical charm, offering a unique and private setting in one of The Berkshires' most sought-after areas.

Charming move-in-ready 4-bedroom, 2-bath home, thoughtfully renovated in 2010. This home combines modern updates with comfort and convenience. The full renovation in 2010 included a new septic system, Buderus boiler, all new windows, roof & Hardie Plank siding and an upstairs expansion including a shed dormer, 3 bedrooms, and a full bath. This home has been continually updated and maintained over the years, including a newly painted exterior in 2024. Inside, the spacious living room boasts a wood-burning fireplace and flows seamlessly into the updated kitchen, which features a large peninsula ideal for casual dining and a cozy breakfast nook. A first-floor bedroom and full bathroom offers practical living, with a flex room perfect for a home gym, office, or walk-in closet.

A charming historic home nestled in the heart of Great Barrington, moved to it's location from Main Street in 1858. This delightful detached residence boasts 2,060 square feet of living space across 10 rooms. The living area features a wood-burning fireplace and space for formal dining. The eat-in kitchen, complete with built-ins, adds character. With four bedrooms and two baths, there's ample space with natural light. Hardwood floors flow throughout the home. Outside, enjoy the tranquility of garden views from the covered side porch. There's a gazebo tucked privately in back and plenty of room for a pool. With its classic architectural elements, it's a true gem on beautiful South Street nearby other fine homes. Available fully furnished. Schedule your appointment today.

Large parcel of land centrally located on a quiet road in Stockbridge. Minutes to the town centers of Stockbridge, Lenox, and West Stockbridge, as well as Tanglewood, Kripalu, the Norman Rockwell Museum, and the Berkshire Botanical Gardens. It is also walking-distance to the Stockbridge Bowl outlet and the Berkshire Art Center.The land is mostly wooded, level, and dry with some open areas. Town water and sewer are on the street. It is an exceptional estate property but could potentially be subdivided in various ways.

This expansive 72.1-acre property along Partridge Road in Lanesborough has been divided into 10 thoughtfully designed parcels, each meeting the town's zoning by-law requirements for potential single-family residential use. With 3,249.59 feet of total road frontage, these parcels offer flexibility for various uses, including residential development, agriculture, or conservation.Key Features:Parcel Sizes: Ranging from 2.0 acres (87,120 sq. ft.) to 23.1 acres (1,005,056 sq. ft.), providing a wide variety of options for buyers.Road Frontage: Each parcel includes at least 200 feet of frontage for easy access and development.

Greylock WORKS is the mixed-use redevelopment of the historic Greylock Mills, originally built between 1872 and 1914. Located at the foot of Mt. Greylock, just three miles from Mass MoCA, the Clark Art Institute, and Williams College Museum of Art, amidst the cultural and recreational hub where Massachusetts, New York, and Vermont converge. The 240,000 square foot revitalization already features co-working spaces, a Culinary LAB, artist studios, yoga and movement classes, a farm-to-table restaurant, a cidery, a distillery, extensive native landscaping, and event spaces. The LOFTS at Greylock WORKS, now under construction, offer extraordinary condominium homes focused on design, sustainability, and wellness.

This special property has been thoughtfully renovated to preserve its antique farmhouse charm. Set on an open 1-acre lot along a pastural country road and shaded by a stately maple tree, this home exudes that timeless vintage character that is so rare to find. Step through the rustic pine door onto the brick floor of the white washed pine-paneled mudroom. Upon entering the bright kitchen, you may never want to leave. This generously-sized room has a wood stove, vaulted ceilings, exposed wood beams, with fine cabinetry, a farm sink, and countertops of Carrera marble and hand-hewn maple. A sunny dining area with concrete floor provides ample room for a large farm style dining table. Off the kitchen and mudroom is a large bathroom/laundry with farm sink and subway tile bath.

In-town Victorian with loads of space inside and out. Built in the 1880s and then restored and expanded since, this charming home will embrace you with character and delight you with the location offering convenience and privacy. With 4 bedrooms and 3 full baths, including 1st floor primary suite plus full bath, and kitchenette in the converted barn, this wonderful home offers a wide variety of options for living to home office, to Airbnb. Outside is just as appealing with the expansive level yard of almost an acre graced with handsome mature shade trees and extensive landscaping. Want a pool, safe play space for children, privacy for relaxing or entertaining outside? Plenty of room for all of that. There's an attached greenhouse taking full advantage of an ideal southern orientation.

1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog or children, and lots more level ground for a future pool or recreation. Minutes to town of Great Barrington and all the Berkshires have to offer.

A must-see exceptional Egremont parcel on a coveted and beautiful country road. A gracious stone bridge leads into the heart of the property. Complete with an approved building permit for a primary residence on one of the parcels, the well & utilities are in place, and a driveway is already in, setting the stage for construction to begin on that parcel. With enough frontage & acreage for a guest house additionally on second approved building site. Embrace the chance to build your dream home in a location that offers both serene privacy & convenient access to New York & the Berkshires. With all building permitting completed, this is the time to build! There is a building plan available & can be built to suit. Intented as a one owner compound, must be kept as one property for 15 years.

WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family, plus the benefit of rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's Rock College, and Main Street Restaurants and Shops. So much potential and plenty of room for home office.

WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family with the added benefit from rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's Rock College, and Main Street Restaurants and Shops. So much potential and plenty of room for home office.

Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of mid-century style, this home boasts clean lines and oversized windows that let natural light in and promote a wonderful blend of indoor and outdoor spaces. This minimalist home offers timeless appeal that feels both classic and contemporary just waiting for your personal touches. Located minutes from the Village of Lenox, the epicenter of the Southern Berkshires.

Nestled ''On The Hill'' in one of Great Barrington's most sought-after neighborhoods, this well-built expanded Cape sits on 1.69 acres, offering the perfect blend of privacy, charm, and space. From the moment you arrive, the home's warmth and character welcome you in, promising both comfort and versatility for its next steward.

Contemporary Design, Lake Access, and Complete Privacy! Spend your summer on a sunny deck, expansive screen porch, or at a private beach, swimming, kayaking, or lounging.Rare opportunity to own one of the larger homes in Indian Lakes, on a double lot of almost 4 acres, and just a short walk to a sandy beach on a beautiful 68-acre lake.508 Seneca Drive is a 4 bed, 3.5 bath, 3200 sq ft home. Step inside to a great room with vaulted ceilings, exposed wood beams, and floor-to-ceiling windows. Cozy up to a wood stove in the winter, and spend summer mornings on the expansive deck.The open kitchen flows seamlessly from the great room, perfect for entertaining. Host summer soirees on the adjoining screened-in porch, where the symphony of crickets replaces city noise.

An incredible IN-LAW find in the Berkshires and this market . Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality cabinetry featuring pullouts to maximize storage. First floor accomodations with a first floor bedroom and full bath with double sink vanity retro 50's impeccable ceramic tile to treasure. Upstairs escape with king size bedroom and two closets for primary bedroom options and a third bedroom with character both sharing a 3/4 bath beautifully updated.

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,