Side-by-Side Duplex with Mountain Views & Income PotentialWelcome to this well-maintained side-by-side, two-story duplex located on a desirable corner lot in a quiet residential neighborhood. Offering stunning views of Mt. Greylock, this property combines comfortable living with excellent income potential.One unit features three bedrooms and one full bath, while the other offers two bedrooms and one full bath, making it ideal for owner-occupants, multi-generational living, or investors. Both units are thoughtfully laid out across two floors, providing a spacious and home-like feel.The property boasts ample off-street parking, a rare and valuable feature, along with a generous lot that enhances privacy and curb appeal.

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character boasting five bedrooms, two and half baths thoughtfully improved over this long term owners' commitment to preservation and restoration. This prominent manor style home MAY BE coupled with the neighboring guest house featuring 3 bedrooms, 1 bath plus a first floor in-law bedroom suite and a 2 car garage, if one so chooses to accommodate extended family, friends or caregiver

Escape to an exceptional Post & Beam Berkshire Retreat nestled on the east side of Jiminy Peak Mountain Resort. Set on 25+ acres for seclusion and privacy, eat, play & live in this 4 bedroom, 2.5 bath chalet-style home with countless modern updates. Spectrum was recently added for everyday internet and tv streaming, as well as 5 new high-efficiency mini split air conditioning/heating units for those steamy Summer, and cold Winter, nights. New granite countertops and GE Cafe and Bosch stainless appliances in the recently refurbished kitchen are a true cook's delight. An open living concept, under a soaring 25 foot ceiling, creates multiple gathering spaces from the huge sectional to the plentiful island seating, and floor to ceiling dining room window frames the outdoors inside.

Recently renovated two-family home offering true turnkey convenience! Both units feature brand-new kitchens and bathrooms, updated heating systems, and stylish laminated flooring throughout. With all utilities fully separated, this low-maintenance property is ideal for investors seeking a hassle-free addition to their portfolio. Whether you're expanding your investments or starting fresh, this well-updated, income-ready property is the perfect fit.

Located on one of Egremont's most picturesque roads, this beautifully designed contemporary home offers panoramic views from nearly every room. Set in a low-tax town just minutes from Great Barrington, this home is private, comfortable and versatile. The main house has perfect flow, great scale rooms, tons of light, a beautiful stone fireplace, custom Kitchen, and the prettiest of outdoor spaces. The connected ADU/Guest suite has a private entry, ideal for guests, caretaker, or rental income. Perfect for primary residence, vacation retreat, or income producing property. A tranquil setting with easy access to area amenities. Come enjoy the view!

Berkshires Luxury & New Lakeside Living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sunfilled spaces. This floorplan features open floor plan capturing lakeviews from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is ready for you to live and enjoy the Berkshires at it's best now. Expansive gourmet kitchen topped with quartz quality counters, stainless appliances, breakfast bar and oversized walk-in pantry. Dining room flows to living room with sliders leading to a glorious continuous wrap-around upper level deck. Custom wire railings enhance views and is oversized for outside dining and chaise lounging.

Immaculate ground level unit in the private country community of Forest Row., located just a few minutes from downtown Great Barrington. Forest Row is a Community Land Trust Neighborhood. Easy care one level living with an open floor plan, delightful screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected land for your enjoyment. Carport and garden shed. Easy access to Rudolf Steiner School, Great Barrington town center, Tanglewood, Skiing and other local attractions.

Charming Home with Stunning Mt. Greylock ViewsWelcome to this cozy and attractive 3-bedroom, 1.5-bath home nestled in a lovely, quiet neighborhood with breathtaking views of Mt. Greylock. Warm and welcoming throughout, this home offers a perfect blend of comfort, character, and scenery.One of the highlights is the wonderful upstairs suite, providing a private retreat ideal for a primary bedroom, guest space, or home office. Natural light fills the home, enhancing its inviting atmosphere and showcasing the beautiful surroundings.The property also features a garage, adding convenience and extra storage, while the thoughtfully designed layout makes everyday living easy and comfortable.

This 10-acre parcel in scenic Richmond, available for the first time in generations, offers a rare chance to build your dream home in the heart of the Berkshires. Surrounded by open farmland and natural beauty, this property provides a peaceful and inspiring setting for a country retreat or a year-round residence. The land features gently rolling meadows filled with wildflowers and native ferns, a private pond, and groves of mature trees. Ideally located minutes from Tanglewood, Lenox, plus cultural & recreational amenities that define the Berkshires--including hiking, biking, skiing, and world class museums like Mass MoCA. An exceptional canvas for a legacy home in one of the Berkshires' most coveted locations.

The Amasa Spencer House, circa 1791, is a beautifully preserved gem for antique-home lovers. Tucked into a bucolic yet convenient setting in West Stockbridge, it offers the rare ability to stroll to shops, restaurants, hardware store, market, arts and entertainment, coffee shop and a bookstore in the charming village center. Thoughtfully detailed from top to bottom in vibrant Farrow & Ball colors, the home features newly updated kitchen appliances including an induction stove, paired with custom cabinetry all while retaining much of its original charm. A first-floor bedroom and full bath with laundry provide effortless one-level living. Original flooring, three fireplaces, and a screened porch with mountain view add warmth and character.

Welcome to 221 Bailey Road in Lanesboro, MA., an exquisite ranch-style home offering approximately 4,200 sqft of luxurious living space. Nestled on 87 acres atop a mountain, this property provides unparalleled privacy and breathtaking views that enhance its serene atmosphere. The open-concept living area is perfect for entertaining, featuring abundant natural light and seamless flow between spaces. Energy efficiency is a hallmark of this home, ensuring comfort year-round while minimizing utility costs. Ample room for family and guests, this stunning residence combines modern amenities with the tranquility of nature. Some of the amenities this home offers a three car garage, heated in ground pool, owned solar and a cozy wood stove for those chilly Berkshire nights.

Welcome home! This beautifully renovated 2-story Colonial is offering modern comfort and timeless charm. Enjoy a brand-new gourmet kitchen with a spacious, functional layout and all new appliances, opening to a great-size dining room with sliding doors to the back deck--perfect for entertaining. The first floor features a convenient half bath with laundry, a mudroom off the kitchen and a spacious front porch for extra storage. Energy-efficient mini splits provide both heating and cooling throughout the home. A brand new roof, a huge yard and plenty of parking complete this move-in-ready property. Don't miss the opportunity to start the New Year in this newly renovated home!

Attractive 8.9-acre building lot on a town-maintained country road, ideally located just minutes from the charming Village of Shelburne Falls and only 20 minutes from I-91 in Greenfield. Come explore this property to discover its perfect setting for your future dream home. With easy access from the road, you'll find an elevated, level area offering the opportunity to create your own private rural homestead. With a recent percolation test and electricity available at the street, this lot is ready for you to start planning your 2026 home build. Enjoy the area's outstanding recreational amenities, including skiing and ziplining at Berkshire East Resort, fishing and whitewater rafting on the Deerfield River, and countless scenic hiking trails nearby.

Ski home in Hancock less than 1/2 a mile to the slopes at Jiminy Peak Mountain Resort. This 3 bed 2 bath home sits on 5.25 acres with a private driveway right off of Brodie Mountain Road. This is your opportunity to own a vacation home in the Berkshires.

In a very desirable neighborhood sits this charming ranch with 3 bedrooms, 1.5 baths, and fully fenced yard.Enter through the garage to a generous mudroom, then into the family room with oak floors and sliding doors open to the spacious deck and yard. The dining room connects seamlessly to the birch cabinet kitchen, and French doors lead to a cozy living room with a gas fireplace, perfect for chilly winter days and evenings. Down the hall you'll find 3 bedrooms and a full bath. It doesn't end there! The basement features a finished bonus room, along with laundry & updated heating, electrical and plenty of dry storage space.