A Little Whimsy, A Lot of Wow! Step into a bungalow bursting with personality, where timeless Craftsman charm meets thoughtfully curated updates, playful color, and extraordinary style! Beautifully reimagined while preserving its solid bones and original character, this home is anything but ordinary. A gorgeous new kitchen with stainless steel appliances and an island flows into a darling butler's pantry and beautiful dining room. The inviting living room steals the show with its oversized fireplace and rich Craftsman woodwork. Generously sized bedrooms offer incredible closet storage, while an updated bathroom and convenient mudroom add everyday practicality. The enchanting front porch is made for reading, writing, dreaming, and watching the world go by.

A welcoming, lead-compliant 3 bedroom, 2 bath home in a peaceful Williamstown neighborhood, thoughtfully updated to offer comfort, character, and easy living. The first floor features two bedrooms, a full bath, an open kitchen and dining area, and a comfortable living room with a working fireplace. Upstairs, the entire floor is dedicated to a private primary suite with its own ensuite bath.

Enjoy easy one level easy living in this sought after southeast tree-lined street with homes built of brick or stone creating a New England picture perfect neighborhood. See the updated kitchen, and bath, manageable two bedrooms with unfinished attic space for more in the future. Outfitted with central air conditioning for cooling comfort at your pleasure. A surprisingly large back yard all fenced in for privacy, shade trees, stone patio and firepit for fun fall nights with marshmallow roasting. Enter first onto the covered front porch where you sit and either enjoy a coffee or visit with passer bys hearing church bells in the distance. Enter an inviting dedicated entryway with a unique opening to peer into the fireplaced living room. The stone fireplace achors the room

Recently renovated colonial home with detached garage, located on a corner lot in a desirable Pittsfield location! This property features 3 enclosed porches, one on the front and the two others on left and right side of the home. There is great yard space! In the first floor you will be welcomes by a foyer leading to the living room. The dining room opens to one of the porches! The renovated kitchen features new cabinets, appliances and quartz countertops. There is also a convening first floor bathroom with shower. Upstairs you will find 3 bedrooms and another tastefully renovated bathroom with tub. There are laundry hookups in the first and second floor, your choice! Other improvements include a new roof, newer vinyl replacement windows and interior/exterior paint.

Step into the charm of this beautifully maintained 1880s home, where historic character meets numerous thoughtful updates and versatile living spaces. Located in close proximity of Mass MoCA, shopping, North Adams' vibrant arts scene, Windsor Lake, and nearby outdoor adventures, this property offers an ideal blend of convenience and Berkshire lifestyle. The property also has a beautiful large deck with terraced views to enjoy the outside space. The recently updated kitchen is both stylish and functional, featuring a full suite of stainless-steel appliances (cooking stove, refrigerator, range, exhaust vent and dishwasher were purchased in 2025), a deep farmhouse sink, honed black granite countertops, and thoughtfully curated cabinetry.

MOVE IN READY! Don't miss this charming & highly desirable ranch with approximately 1600 sq. ft. of beautifully maintained living space. Open floor plan, hardwood floors throughout, a stunning recently updated kitchen & dining area with granite countertops. a perfect home for everyday living & entertaining. 3 bedrooms, nice screened 3 season porch to enjoy your morning coffee and an extra lot for outdoor activities. Don't let this pass you by. 24 hours notice is requested. Open House 9/19 11-12:30

Step into the charm of this classic 1940s Colonial, where timeless character meets modern efficiency. Featuring beautiful original hardwood floors, rich wood moldings, and stunning mountain views from nearly every window, this home offers warmth and style throughout. Recent improvements include a brand-new roof, updated electrical, replacement windows, new retaining wall, and paved driveway. A standout feature is the exceptional high-end energy-efficient pellet boiler system--a rare and impressive upgrade for eco-conscious buyers seeking comfort, efficiency, and low maintenance. The inviting floor plan offers a spacious bright living room, open dining area and kitchen, first-floor bedroom and full bath. Finished attic space is ideal for an artist loft, office, or craft room.

Immaculate unit in move-in condition. 1st floor bedroom and a 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, brand new washer and (older) dryer. Village at Oct Mtn offers heated pool, har-tru tennix courts, EV charging, canoe/kayak racks. Central location to all the cultural activities and restaurants. . The condo fee of $702.97 (actually paid quarterly) is broken down into two portions. 1.)contribution to capital reserves $212.50 plus 2.) $490.48 towards operating expenses

Tucked along a desirable Dalton road, this 3 bedroom, 1.5 bathroom log cabin offers rustic charm, a peaceful backyard pond, and plenty of potential. The home has solid bones and a strong foundation, but is ready for some TLC, updating, and a new owner's personal touch. A bright sunroom overlooks the backyard and pond, creating a cozy place to relax and enjoy the setting. Outside, there is space to garden, add flower beds, or simply enjoy the quiet surroundings. A horseshoe driveway, 2 car garage, and spacious basement with a fireplace add even more flexibility.

Escape to your own private, wooded 2.36-acre sanctuary with this rare property that directly abuts protected Appalachian Trail land, giving you instant access to miles of world-class hiking, wildlife viewing, and pristine natural beauty right from your back door. Offering ultimate peace of mind, this home features a newer roof and newer windows, both complete with guarantees that protect your investment for years to come. The bright and welcoming 2,063 square foot interior blends classic country charm with a spacious, highly adaptable layout featuring three comfortable bedrooms, one and a half bathrooms, and classic wood flooring throughout. With two separate living areas, the home offers incredible flexibility for a media room, quiet reading den, or entertaining space, complemented

This charming and move-in ready home invites you to settle into an easy Berkshire lifestyle. The first floor offers the comfort of one-level living, with a bedroom, full bath, laundry, and welcoming living spaces, while the second floor provides additional bedrooms and room for guests. Recent updates include an updated electrical service, refreshed interiors, and a beautiful enclosed porch made for slow mornings and quiet evenings. Just moments from shopping and dining, with downtown Lenox minutes away, Bousquet Mountain Ski Resort & Sports Center 4 minutes away, and Tanglewood about 10 minutes away. Spend your days exploring scenic trails, discovering local favorites, or enjoying the beauty of the Berkshires in every season.

Recently renovated two-family flat in a convenient location near downtown attractions! The first floor unit features 3 bedrooms, full bathroom, laundry room, living room and eat-in kitchen. The second floor apartment features two bedrooms, one bathroom, laundry room, kitchen, dining area, plus a bonus room that would make a great office, playroom or anything else to meet your needs. The kitchens have new quartz countertops. There are two electric panels and two hot water heaters. There is one natural gas water heater for the first flor unit, and an electric water heater for the second floor unit. The property is heated with natural gas and features a newer boiler and windows!

A rare opportunity to own 5.2 acres in Pittsfield for under $400,000! Set in the scenic countryside of West Pittsfield, this spacious 1820s farmhouse offers nearly 2,000 sq. ft. of living space, historic character, and room to make it your own. Inside, you'll find hardwood floors, a fireplace, beautiful central staircase, oversized bedrooms, enclosed porch, and walk-up attic. Updates include a hot water heater (approx. 3 years), boiler and replacement windows (approx. 5 years), carpeting (approx. 1 year), and rebuilt front and side porches. Enjoy the space and privacy of country living while remaining just minutes from the conveniences of Pittsfield.

This light-filled 3 bedroom 1920's classic Colonial cottage home is located in a quiet dead end surrounded by 80 acres of protected state land. The large .75 acre property is level with perennial flower gardens, mature trees and a large backyard with access to the forest and river. This special home has many original details such as the pine and fir wood floors, handcrafted woodwork, beadboard, glass door knobs, and classic chandelier. The home features 3 bedrooms, 1 full bath, living room, dining area, a charming country kitchen with new unique brand ''retro'' fridge. A lovely large front 3-season porch with expansive picture windows. The partially finished basement serves as a wonderful family room/play space and laundry with new washer and dryer. The oversized detached 2 car garage

Bright, fresh and fabulous, this hip, rustic getaway is perched on a hill with forest and pond views. Open living-dining-kitchen, wonderful screened porch, two bedrooms and a bath on the first floor. Upstairs, an airy loft features plenty of windows and cathedral ceiling. Many improvements include updated electric & roof. Enjoy this lovely spot, with hiking trails to a fire pit for star-gazing. Peaceful location on quiet country road near York Lake(5min), Sandisfield State Forest (13 min), Riiska Brook Orchards(3min) for apple & blueberry picking. Inn on the Green and Gedney Farm(8 min),New Marlborough Reserve for hiking (7min,),Southfield Store for Coffee,Breakfast or Lunch (10 min) Butternut Ski Area (20 min) are just down the road. Escape to this terrific property!

Historic character meets modern updates in this beautifully renovated 1880s home! Thoughtfully updated while preserving its original charm and integrity, the home underwent an extensive renovation in 2016, including new electrical, plumbing, insulation, and much more. Beautiful wood floors flow throughout, adding warmth and character. The first floor offers flexible living with a bedroom or home office and a full bathroom. Upstairs, you'll find three additional bedrooms, another full bath, and the convenience of second-floor laundry. There is also potential to expand the primary suite with space for an additional bathroom that has already been roughed in.

Sweet In-Town Farmhouse! Great location, Wonderful opportunity to live within walking distance to all schools and the center of town. First floor bedroom with private full bath,, eat-in kitchen with walk-in pantry, formal dining room and living room with beautiful hardwood floors. Second floor offers full bathroom and two additional bedrooms plus a bonus room that could be a nursery/office/den. Front porch and side deck overlooking large flat parcel. Many updates include oil to natural gas heating conversion, boiler with on demand hot water, newer architectural roof on main house, newer vinyl siding. A sweet home to call your own!

This spacious in-town single family home offers a flexible five bedroom, 2.5 bath layout with generous living space throughout. Thoughtfully designed for comfort and versatility, it's well suited for a large household, multi-use living needs, or anyone seeking extra room to spread out. The second floor hosts 2 full bathrooms, ensuring convenience for all, while the first floor boasts a half bathroom and a huge laundry room for added practicality. The home showcases stunning wood floors throughout most of the home, adding warmth and character to the living spaces. Enjoy your morning coffee or evening relaxation on the inviting front porch, or take advantage of the large back deck and gazebo, offering a private and peaceful setting overlooking the lush property.

Get ready to relax in the Berkshires in your own condo with big windows, high ceilings, plus brand new boiler & A/C! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. Come experience worry free living while the condo cuts your grass in the summer, or plows your driveway while you ski. 9 Stanley is simply country living at it's best. Come experience it today!

Open House: Sunday, November 1st. 11:00am to 12:30pm. Featuring a slate roof, classic architectural details, and modern interior updates, this versatile property is perfect for an owner-occupant looking for rental income or an investor seeking a turnkey Berkshire property. Sprawling Main Unit: Step into an extraordinarily spacious 4-bedroom, 2.5-bathroom primary residence featuring beautiful hardwood floors throughout. Enjoy the character of vintage interior details paired seamlessly with a completely updated kitchen and modernized bathrooms.Upstairs Unit: A bright and efficient 2-bedroom, 1-bathroom apartment complete with its own dedicated laundry--ideal for long-term tenants, a guest suite.