PRICE REDUCED!!Calling all Racers! One floor living at it's best. This sprawling ranch has 5 Bedrooms, including a main bedroom ensuite, 2 full baths, oversized kitchen and living room, and a 3 Season room. All set on 8 flat acres. Small separate garage to work on your car. Off of route 20 but close access to the TSP, and I90. If you like the racing scene, Lebanon Valley Speedway is right down the road. Close to skiing and all the Berkshires have to offer.

Discover the charm of Rowe with this exceptional Cape home, set on 6.08 acres of serene beauty. The open floor plan and large windows create a bright and inviting atmosphere, featuring two spacious bedrooms on the first floor and a luxurious primary suite above. Step out onto the wraparound deck, perfect for peaceful mornings or lively gatherings. The loft office, equipped with high-speed fiber internet, makes remote work a delight. Enjoy easy access to hiking trails, gardens, and winter activities--ideal for those seeking a tranquil escape. With a low-maintenance design, the large basement provides space for hobbies and offers yard access. Rowe offers low taxes and the lovely Pelham Park. With a newer roof and ready-to-be-reinstalled solar systems, this is a must-see in a beautiful town!

Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms cabin sits in the Hill towns of Becket, Middle of the Berkshires easy to get to Stockbridge, Gt Barrington 3 ski areas 7 lakes and October State forest.2 new baths and new kitchen with stainless appliances and granite counter tops is ready to show. Cozy up to the wood burning fireplace. Two bedrooms and full bath on the main level, Kitchen living room and dining are all open under a vaulted wood ceiling.The downstairs has a full bath & Bedroom with a wood stove and large den. I love the little screened in Porch off the kitchenand a large Barbecue deck off to the side all facing the woods about 8 mins' from I-90 Lee, Stockbridge /Lenox exit.

Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a 2020 custom kitchen with quartz countertops--perfect for entertaining. Enjoy the outdoors from the expansive wraparound screened porch, ideal for relaxing or dining al fresco.The upper level boasts a private primary suite with skylights, a full bath, and an open loft area. The main floor includes a bedroom with an en suite bath, while the lower level offers two additional bedrooms

Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch, kayaking, swimming, or enjoying the Hudson Valley and the Berkshires. This 3 bedroom 3 bath property is also quite special because it is an end unit and it is close to all of the amenities such as swimming, tennis, and the community beach. Beautifully designed by architect Steve Haas, this home features two levels of floor to ceiling windows, a sublime screened porch with cathedral ceiling, and large

Set in a small country neighborhood, this stunning 4 Bedroom is perfect for entertaining friends and family. The 1st floor includes an open kitchen and dining area with granite countertops and high ceilings, a cozy sunken living room with propane fireplace, and a spacious first floor bedroom suite. Sliding French doors throughout the 1st floor bring in plenty of light and lead onto a 50' mahogany deck overlooking the back yard. The 2nd floor offers a large Primary Bedroom Suite with walk-in closet, and two additional bedrooms sharing a full bath with laundry. The insulated third floor with high ceilings provides potential for an extra 1620 square feet of living space.

This exceptional home is ideally located within walking distance of the town center and Williams College. Set alongside protected conservation land, the property offers a rare blend of convenience, privacy, and natural beauty and is also located in a highly desirable Williamstown neighborhood. The property has direct backyard access to Lower Linear Park walking trails, the Mohican Trail bike path, a public tennis court, a nearby dog park, and river recreation areas, all just a few minutes' walk away.The home features a spacious and private backyard, secluded from the street, which provides a peaceful setting. The yard is beautifully framed by mature landscaping and is complemented by mountain views of the Appalachian Range, which can be enjoyed from a large deck. SEE MORE TAB

Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. This sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite comes with an oversized walk out deck large enough to place your summer lounge furniture, the perfect spot for your morning coffee. Amenities at Winden Hill include a heated pool and a tennis and pickleball court....all this and and only a 20 minute stroll to the center of Lenox. This truly is the perfect place to call home.

This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A beautiful heated swimming pool and a dedicated tennis court provide endless recreation. The expansive grounds, located at the end of a quiet road, guarantee unmatched privacy. Plus, a large solar array and new heating system drastically cuts utility costs. Enjoy total seclusion while being in the middle of everything that makes Great Barrington one of the most desirable towns in the Berkshires.

This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat system. The walkout basement provides excellent potential for future expansion of living space. The builders are open to conversations with buyers regarding modifications and finishing details, allowing you to personalize the home to suit your needs while moving into a substantially complete, quality structure. Driveway and landscaping will be installed in early Spring 2026.

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character.

BREATHTAKING 360 DEGREE VIEWS Rarely does such a magical property come along with so much to offer. A well built and spacious home with Pickle Ball, Tennis, Swimming Pool, Gazebo, Lake frontage, Lush Green Lawn, Pastures, A Three Car Garage, Outbuildings, VIEWS FROM EVERY ROOM. Kitchen has Sub-Zero refrigerator, Wolf cooktop, large center island and a wall of windows overlook the gorgeous gardens and view. Formal dining room with wet bar and 500 bottle temperature controlled wine storage. A formal living room w/ a fireplace, a spacious family room for watching movies, a gym with a wall of windows looking to Mt Greylock, It is one of the most beautiful properties in the Berkshires. Equidistant to north & south Berkshire County. Close to all the Berkshires has to offer. IT WON'T DISAPPOINT

Blue Hill Farm: an 1820 Center Hall Colonial farm and farmhouse in excellent condition on 249 high acres with organic hay meadows and pastureland, an apple orchard, woodlands, gardens, tennis court, a 1970's caretaker/farmer's house and multiple barns. The main house has 6/7 bedrooms and three baths, along with a three-car attached garage. The property consists of seven parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the home, and a grouping of supportive barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967, this is truly an unusual and rare offering with development possibilities featuring extraordinary views.

Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand 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.SHOWINGS BEGIN TUESDAY, AUGUST 26

WHERE THE WORLD FALLS AWAYAt the top of East Hill Road in the Southern Berkshires, East Hill Farm stretches out over 227 acres of unspoiled beauty: forest, meadow, pond, pasture, and sky . One of the most storied and visually captivating estates in the region, it offers not just land, but peace. Not just privacy, but purpose.At its heart stands a 1798 Federal home, built when John Adams was president. It remains one of the finest examples of Georgian-influenced architecture in the Berkshires. 5 fireplaces, 8 original rooms, 12-over-12 hand-blown glass windows that turn sunlight into liquid gold...A real barn, 4 pastures, 4-acre spring-fed pond, pool, tennis court, trails, and historic beauty that endures. A complete world. A true retreat. Read the full story! Reach out!

Majestic 71 acre Tudor Estate atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Enjoy total privacy and breathtaking views from nearly every room. The main house features 5 en-suite bedrooms, a gourmet kitchen, formal living and dining rooms, den, family room, gym, billiard room and massage room. A separate 2-bedroom guest house offers beamed ceilings and full amenities. Manicured grounds include an infinity pool, hot tub, pool house with full bath, tennis and pickleball courts, 7 garage bays, and a barn. State-of-the-art lighting, whole-house generator, smart tech, and security. Fully furnished and ready to enjoy for the holidays.