Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The setting is exceptional, stroll just minutes to the Red Lion Inn, cafes, shops, and the library; at the end of the street, pick up beloved local trails toward Laura's Tower for quick nature escapes. A manageable 6,970 sq ft lot keeps weekends free for play, gardening, or launching out to the Berkshires' cultural highlights: Tanglewood, Norman Rockwell Museum, Naumkeag, and more.

Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday living and unforgettable gatherings. 4 bedrooms, 4 bathrooms, expansive common area's featuring a grand living room with fireplace, formal dining room and quiet den this home offers endless flexibility. Host holidays with ease, celebrate milestones, or simply enjoy peaceful evenings. Each room feels like a backdrop for future traditions to be cherished.

Welcome to this meticulously maintained and lightly lived-in private country home, set at the end of a quiet cul-de-sac on a scenic country road. Situated on nearly 4 acres and backing up to the Farmington River Wildlife Management Area, this one-owner home offers privacy, natural beauty, and modern comfort in equal measure.Boasting nearly 2,500 sq ft of finished living space, this bright and airy home features a thoughtfully designed open floor plan with cathedral ceilings and hardwood floors throughout the main level. The heart of the home is the stunning great room, filled with natural light and anchored by a cozy propane stove, perfect for gathering with family or relaxing in solitude.The spacious main-floor primary suite includes a full bath, while additional guest bedrooms

Welcome to your dream lake house! Charming seasonal cottage w/knotty pine walls + lofted ceilings, recently added skylights + all new Pella windows + doors, creating a light-filled living space w/epic views. Main room includes nostalgic original kitchen w/formica counters, built-in stovetop, + new retro refrigerator. Dining area + living room include large original stone fireplace - a beautiful centerpiece for the room. Rinnai propane heater provides back up heat for chilly nights. Split level second floor includes three spacious bedrooms + 1 full bath. Off kitchen is large screen porch w/both trex + stone floors. Each room in house is oriented towards the beautiful, 122 acre Norwich Lake - with pristine waters for FISHING, boating and swimming!!

Don't miss this unique historic property -- truly a GEM! Ready for quick rental income and perfect to enjoy as spring arrives. A wonderful second home to share with family! Imagine a short stroll to downtown Lenox for coffee, a quiet dinner, and a beautiful night at Tanglewood under the stars. Just one street from downtown and steps from St. Ann's Church, this 1,700 sq. ft. bungalow blends charm with comfort inside and out. With a strong rental history (up to $16,000 in summer income), could be a ideal turnkey furnished investment or personal retreat. Enjoy 2025 tax breaks, settle in for the 2026 Tanglewood season, and explore Lee, Stockbridge, or Great Barrington. Embrace the arts this summer!

Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the main home. Enlarged, Primary bedroom includes a full bath, walk-in closet and sliders to sneak out to the pool area. Glass room has gas, ceramic tiled fireplace and the main dining room has a field stone fireplace (for cozy New England days). All 3 bedrooms are very large with closet space. There are many extra storage closets throughout the home, as well as an oversized 2 car garage.

Welcome to this beautifully maintained home located in a private setting in the town of Lanesborough with wonderful mountain views. This spacious 3-bedroom, 2.5-bathroom home offer a perfect blend of classic charm and modern comfort, inviting and bright interior featuring a thoughtfully designed floor plan, including a stunning kitchen with granite countertops & great center island and gorgeous flooring throughout...ideal for everyday living and for entertaining. The first-floor laundry adds convenience, while the generous living and dining areas provide plenty of space to gather with family and friends. First floor offers 1 bedroom and 1 full bath, while the 2nd floor offers two generous sized bedrooms each with walk in closets and another full bath. This one is a real charmer.

Step in to this charming side hall Colonial offering a spacious & family-friendly flow, timeless appeal & a pallet to create new options. The heart of the home is the spacious & bright kitchen featuring stone countertops and open dining area - great for entertaining & everyday.First floor reveals gleaming hardwood floors, living & dining area, half-bath, family room with a wood-burning fireplace, glowing sunroom overlooking a picturesque back yard with in-ground pool, established gardens and lovely stone wall. Second floor has 4 bedrooms, including expansive primary en-suite with full bath, abundant walk-in closet and a second full bath off hallway.Two-car attached garage for convenience and function **Sale includes buildable lot to the right & 262 ft of frontage with endless options

The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the east and a stream and pond to the south. Located just down the road from the Gould Farm Harvest Barn and the beloved Roadside Store Cafe, this is a great area for walking a dog, on the surrounding roads or on nearby hiking trails. With conservation lands and established homes all around, this is a truly exceptional and enduring setting.

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect you to the landscape. Your backyard is a protected nature preserve, guaranteeing permanent privacy. The property features a handsome 24x30 horse barn with 2+ acres of paddocks, plus a separate lower-level guest apartment--perfect for weekend visitors or a private home office. A complete package blending modern convenience with pastoral beauty and cultural access.

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.

Experience luxury living in this exquisite riverfront condominium with breathtaking views of waterfalls and glacial potholes right from the comfort of your own home. Whether you're gazing through expansive south-facing windows or lounging on your private deck, the beauty of nature surrounds you. Inside, the bright and airy interior boasts high ceilings, exposed beams, and stunning hardwood floors. The spacious kitchen seamlessly flows into the dining and living areas, creating an ideal space for entertaining guests. Retreat to the primary suite, complete with a full bathroom featuring a soaking tub and tiled shower. Additional features include a second bedroom, full tiled bath, laundry facilities, and dedicated parking.

Commercially zoned, high traffic count, 265' frontage on Rte 2 now being called 'the Cultural Corridor' between Williamstown and North Adams. 265' frontage on Rte 2,, .8 acre. This is the only undeveloped Main St. commercial site. Zoned Planned Business District ideal for retail, professional, service, or mixed use business and 2nd floor residential condos or apartments.. The lot is level, has all utilities to the site including natural gas, ideal southern exposure for solar as well as views in every direction. Directly across the street from Wild Oats Food Co-op, next door to Dunkin Donuts, a short walk to the pharmacy and public bus service right to the location.

Escape to this stunning four-bedroom contemporary retreat, nestled on 4.7 serene acres along a quiet country road. The open-concept living area boasts soaring cathedral ceilings, rich hardwood floors, and French doors that lead to an expansive upper deck. The sleek kitchen features stainless appliances, quartz countertops, and a bay window with picturesque views of the wooded backyard. The luxurious primary suite showcases double closets, a jetted tub, double sink vanity, and spacious tiled shower. 2 additional bedrooms on the upper level share a bathroom with a full tub and separate tiled shower. The second level offers flexibility with a 4th bedroom or office and a full bathroom, flowing seamlessly into the expansive 35-foot family room with French doors to the lower deck.

Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast nook. The cozy living room adjoins a sunporch or office, while the expansive, sunlit family room opens to a magical private deck and fenced yard. Upstairs offers three spacious bedrooms, a full bath, and a luxurious primary suite with a new en-suite bath. A perfect blend of original charm and modern comfort.

Nestled on a serene private 5.52 -acre lot with a picturesque brook running through, this beautifully updated brick ranch offers the perfect blend of comfort, style, and nature. Located in desirable Dalton, this home features 4 spacious bedrooms with a versatile office space ideal for remote work -- and 2 full bathrooms. Step into the heart of the home with a chef's kitchen with stunning granite countertops, ideal for cooking and entertaining. Recent updates include a new roof (2018), new furnace (2025) and fresh paint throughout, giving the home a warm, bright and welcoming feel. The finished lower level provides a generous family room perfect for gatherings with a wood burning fireplace insert, along with laundry hookups and a two-car garage tucked beneath the house.

The dream of your Berkshire country getaway can become a reality and enhanced by the amenities of the Otis Woodlands. Whether it's just enjoying this country home by sitting around the fire pit or use of the tennis courts,pool,lake, or exercise room. A simple hike in the nature of the Berkshires is also right out your door.

Tucked along a winding country road, this 3 bedroom Cape feels worlds away from everything--yet close to all that makes the Berkshires & Hudson Valley special. Set on two wooded acres where light filters through old maples and the seasons feel close at hand, it's a home that invites you to slow down and breathe. Step inside and you'll sense the calm immediately. The living room gathers around a wood-burning fireplace--an easy place to land after a day exploring Beebe Hill or Harvey Mountain's trails just minutes away. The four-season heated sunroom stretches toward the lawn, its wide windows framing birds, snowfalls, and every shade of green in between. The kitchen has been thoughtfully updated opening naturally into the dining area so cooking and conversation flow together.

Charm. You'll find it in this 3BR, 2.5BA West Stockbridge home. The charm of a farmhouse fence, lush with white hydrangeas, roses, and day lilies, set along a peaceful street where neighbors jog, push strollers, or walk their dogs. The charm of luminous freshly painted interiors and windows framing views of greenery on all sides--mists atop Lenox Mountain, vivid sunsets, and star-spangled night skies. The charm of a spacious enclosed porch for relaxing and entertaining, a 400sf insulated, 'do-with-it-what-you-will' barn with French doors and patio, perennial gardens, overarching maples. Practical charms, too: new roof, new primary bath, updated systems, 2-car garage, 2 minutes to Six Depot, 10 to Tanglewood, 16 to Guidos. Charm and privacy, with room to dream, create. Make it your own.

Light, bright, and beautifully updated home in one of southeast Pittsfield's most sought-after neighborhoods. Recent renovations: gleaming wood floors, quartz countertops, bathroom updates and a new roof. The spacious floor plan offers five bedrooms, 2.5 baths, including a lovely en-suite primary. The large kitchen with brand-new stainless-steel appliances flows seamlessly into a charming dining area and a sun-filled living room. Cozy family room with a fireplace opens to a refreshed deck overlooking an acre of land with river frontage, perfect for entertaining or relaxing. Partially finished walk out lower level adds flexible living or recreation space. A first-floor laundry, two-car garage, and beautiful natural surroundings, this home offers the ideal combination of style and comfort.