Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath Retreat The bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch & 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with full bath & dreamy tub. Meticulously maintained home with a new 200-amp electrical service, this turnkey retreat ensures total peace of mind. Expansive back yard with basketball court & shed, Whether you're enjoying the classic rocking-chair porch or exploring nearby trails & boutiques, this sweet sanctuary is a rare find in the heart of Berkshires. Recent improvements include new dishwasher & flashin

Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect for Dining, board games or snuggling up with a book. Wonderful sunny deck, and a grassy lawn with fire pit. Upgrades include fenced yard & Generator! A shed to store your kayaks & bikes. Deeded Lake access. Minutes to Great Barrington town center, Butternut Ski Area & Hiking Trails. Easy access to Lake, just over the knoll.

Set on 16 private acres, this four-bedroom, one-and-a-half-bath home has been lovingly updated while preserving its rustic warmth and character. Soulful wood floors, cozy living spaces, and a versatile attic retreat give this home an authenticity you simply cannot manufacture. A two-story wood stove heated barn bursting with natural light makes for an ideal studio or creative workspace. Step outside to a spring-fed pond reaching ten feet at its deepest and perfect for a summer float, a morning swim, or simply watching the light dance across the water. A gazebo offers a quiet perch to read, sketch, or simply breathe it all in. And when the day calls for deeper restoration, a private sauna awaits. Close to Jacob's Pillow, Becket Arts Center, Lee, and Tanglewood. A true sanctuary.

Step into the warmth and character of this exceptional four-bedroom, two-bath farmhouse, beautifully situated in the scenic town of Rowe, Massachusetts. Meticulously cared for through the years, this inviting home offers a wonderful blend of timeless charm, generous living space, and comfortable country living. From the moment you arrive, the welcoming front porch creates a memorable first impression. Inside, the home features a large dining room ideal for holiday gatherings, dinner parties, and entertaining family and friends. A gracious parlor provides a peaceful escape for reading, conversation, or quiet relaxation, while the expansive family room offers plenty of space to gather, unwind, and make lasting memories. The bright sunroom is another special feature, providing the perfect

Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat & hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable living space with a family room, bar area, surround sound and separate storage room with built-in cabinets. Relax outdoors on the deck with a new awning (2026), framed by an arbor & private setting. Additional highlights include metered water, an attached 2-car garage with auto openers and rear storage room. Move-in ready and ideal for everyday living and entertaining!

Welcome to 5 Pomeroy St. in the heart of charming West Stockbridge, where small-town New England character meets the beauty of the Berkshires. Ideally located just moments from local shops, galleries, restaurants, and cultural attractions; this property offers convenient access to Tanglewood, hiking trails, skiing, and year-round recreation. Enjoy a peaceful setting with easy access to major routes, making weekend getaways or everyday living equally appealing. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property offers exceptional potential in one of Berkshire County's most desirable communities. Don't miss the opportunity to own a home in this sought-after location.

Nice 3 bedroom contemporary home set on over nine acres with Center Pond Brook flowing past the garden areas & through the back yard. The front porch opens onto the main kitchen & living areas with hardwood floors & cathedral ceilings. French doors lead to the sunroom overlooking the garden areas. The first floor primary bedroom features two walk in closets, built in dressers & desk. More built ins are found in the recently updated first floor bath. The upper level loft overlooks the living area & includes a full bath with tub/shower combination. A deck in the upstairs bedroom has views of the garden areas & brook. A large recreation room on the lower level features a slider to the gardens. The detached 2 car garage with large loft has many potential uses, studio, ADU, storage, etc.

Beautiful escape beside Little Robin Lake. This beautifully remodeled home features three inviting bedrooms and two elegant bathrooms, perfect for unwinding after a day of adventure. The sunroom, surrounds you in natural light, inviting you to relax with a good book or enjoy peaceful views. Soak in the sun on the large deck looking over the stunning lake scenery. Indulge in the luxury of the jet tub after exploring the outdoors. This private getaway, thriving as an Airbnb and is cherished as a second home. If you're seeking adventure or a peaceful retreat, this lakeside haven promises an unforgettable escape. Welcome to your home away from home, where every moment celebrates life by the lake.

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.

This impeccably maintained contemporary home is sited on four acres of manicured grounds, bordered by Massachusetts Fish and Game conservation lands. Nestled within a portion of the 4,500 +/- protected acres in Hinsdale, the setting provides a private and serene natural backdrop with easy access to recreation at the nearby 287-acre Ashmere Lake, located just 1.6 miles away. Inside, the home we find a sophisticated balance of open common areas for entertaining and secluded spaces for quiet retreats. The main level features a designer kitchen equipped with granite countertops, a Wolf range, and breakfast bar seating that flows seamlessly into the dining area...

Welcome to easy single floor living in a highly desirable Southeast Pittsfield neighborhood! Built in 2003, this exceptionally well-maintained contemporary home features 3 spacious bedrooms, 2 full baths, soaring vaulted ceilings, and beautiful hardwood floors. The light-filled primary suite includes a private ensuite bath, while the enclosed 3-season room and front porch offer ideal spots to relax overlooking a low-maintenance yard. Complete with a newer roof, central air, a massive unfinished basement with endless potential, and city-maintained street access, this move-in-ready property is a standout Berkshire home!

If privacy, breathtaking mountain views, and a beautifully updated home are on your wish list, this property delivers! Tucked away on a private dead-end street yet only 5-10 minutes from downtown amenities, this home offers the perfect balance of peaceful living and convenience. Enjoy stunning views of Mt. Greylock and the surrounding mountain ranges from this spacious, well-maintained property. Pull into the paved driveway and right into the attached two-car garage. Major updates provide peace of mind, including a new asphalt shingle roof (2025), vinyl siding, hot water heater (2024), furnace (2026), vinyl windows throughout, and new gutters (2026).

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!

Have you been dreaming of fun on Stockbridge Bowl? The time is now! Built in 2011, this lovely home is directly across the street from the beloved town beach and affords water views from most windows. Offering 4 seasons of single-level living, 3 BR, 1 full BA, a well appointed kitchen and gracious living spaces. The unfinished walk-out lower level is the perfect place to store your kayaks, and could be finished to offer more living space. There is plenty of off-street parking above and below the home. You are mere moments to Tanglewood's Lions Gate and the very best of the Berkshires. Would make a great rental, or a wonderful family retreat to make memories for years to come. Town sewer, private well, radiant heat, and energy efficient construction, all in a location that can't be be beat!

Set on two-thirds of an acre in a residential area, walkable to all Great Barrington has to offer, this versatile home offers 4+ bedrooms and 3 bathrooms. The main floor boasts two bedrooms, a dedicated office or guest space, one and a half baths, laundry, as well as the main living, dining, and kitchen areas. Upstairs you will find 2 additional bedrooms and another half bath. Wood-burning fireplace, exposed beams, hardwood floors, and a spacious three-season porch overlooking the stone patio all make this property a must-see. The lot offers a large yard as well as the patio, a two car garage and an additional outbuilding.

Warm and inviting, this light-filled 4-bedroom, 1.5-bath home in the desirable White Oaks neighborhood blends timeless character with comfortable living. Built circa 1945, the home is filled with charm and thoughtful spaces throughout. A spacious, south-facing sunroom with a cozy wood-burning stove is perfect for year-round enjoyment and opens seamlessly into a formal dining room with glass doors leading to a large deck--ideal for entertaining or relaxing outdoors. The kitchen features engineered wood flooring, generous counter and cupboard space, and a convenient built-in desk area. Upstairs, the second floor offers four bedrooms and a full bath, including a primary bedroom with glass doors opening to a private, south-facing deck with lovely mountain views.

Set high up on a knoll, this home boasts good, solid construction, wood floors throughout and an easy, manageable floor plan. Within walking distance to Main Street, this adorable home has been lovingly cared for. Immaculate condition, a cozy fireplace and a detached garage. A sweet place to call home in a convenient location. So much potential but move-in ready. The yard has perennials & mature trees and privacy. One block from NYC bus stop, restaurants, shops and markets.

Enjoy Pontoosuc Lake views year round in this peaceful Lanesborough home with walkable lake access! Thoughtfully updated throughout, this move-in-ready 3 BR, 2 Full Bath home offers additional flex space with a first floor bath to suit your needs. The large lot with patio & firepit are excellent for entertaining, while leaving plenty of yard space for gardening & other hobbies. Ideally located, you'll also be just minutes from some of the Berkshires' most popular ski areas, easy access to hiking, golf, pickle ball, shopping, dining, and the world-class arts & cultural attractions that make the Berkshires such a special place to call home.

Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the formal dining room and a tastefully remodeled kitchen. Enjoy year-round tranquility in the heated four-season sunroom or relax in the separate main-floor den featuring a cozy gas fireplace and sliders leading out to the rear deck. A generous first-floor bedroom, full bath, and dedicated laundry room offer effortless single-level living convenience.

Situated in the finest location in a quiet neighborhood of very nicely kept homes, this three bedroom, two bath home offers the discerning buyer an abundance of privacy, especially with the adjacent 1.33 acre wooded parcel included in the sale. The property also abuts state land to the south, providing additional protection and enhancing the peaceful aura of the surroundings. Stately and spacious, the residence has a wonderful array of living and entertaining areas both inside and out. A lovely kitchen with granite counters and gleaming white cabinetry opens to a two story deck, with al fresco dining and leisure opportunities both up and down. Below is an expansive four season sunroom with access to the decking and to the large fireplaced family room. With a kitchenette close by,