Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer.

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer.

Fully renovated, well-maintained, multi-use building in prime location with sparkling retail space, offices and more! The current showroom is bright & sunny with a large quartz sales counter, display shelves, spot lights, fresh paint & modern pendant lighting. All four floors are finished, creating an ideal setup for a live-work opportunity. Highlights include: large parking lot, handicap accessible ramp, handicap 1/2 bath on main floor, & finished attic. Finished basement w/ vault & video security system has ample room for storage. The metal roof, boiler, emergency generator & mini splits were all installed in 2019. The building's total of 3000 sq ft is based upon renovations. (See floor plans in documents.) B2 zoning offers many options for permitted use! (See GB bylaws in documents

This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old roads, past old house and school foundations, wells, and stone walls enclosing abandoned sheep pastures. The property is up the hill from the Chester Theatre, and within easy reach of many cultural venues including Jacob's Pillow, the Mahaiwe, Tanglewood, Mass MoCA, and the vibrant four college community. This peaceful hardwood forest offers a natural wildlife habitat,and significant timber value

Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect for relaxing outdoors. the primary suite includes an ensuite bath. Additional highlights include in unit washer and dryer, on-demand hot water, natural gas heat, and a large storage unit, your own parking space behind the building and access to a beautiful Exercise room for all condo owners. A rare combination of comfort, style, and convenience in one of the Berkshires most desirable towns.

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an open concept kitchen and family room with cathedral ceilings, where sliders lead seamlessly to a large rear deck overlooking a spacious, flat, and fenced backyard; ideal for gatherings, play, or quiet relaxation amid mature landscaping and beautiful gardens.

Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample storage, seamlessly connecting to the dining area. Enjoy the convenience of 2 well-appointed bathrooms and generously sized bedrooms, perfect for family and guests.Outside, the expansive yard offers endless possibilities for outdoor activities, gardening, or simply enjoying nature.Meticulously maintained and set in a peaceful setting, this home is a true gem just waiting for you to make it your own!

Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New stove and refrigerator, New heating circulator pumps installed for all units, necessary plumbing upgrades throughout.

Step into this beautifully updated 3-bedroom, 3-bathroom retreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and top-of-the-line stainless steel appliances, perfect for entertaining. The primary suite offers a spa-inspired bathroom with a walk-in shower. Outside, the meticulously landscaped, fenced-in patio provides a private sanctuary, complete with plenty of room for al fresco dining. Enjoy the convenience of being just a short walk from the slopes and local shops. This captivating property won't last long.

Sprawling and estate-like, this expansive home is set on 2.4 private acres with a full acre of manicured grounds. Designed to appear as a ranch from the road, the home offers highly desirable one-level living with a renovated second floor for added flexibility.The dramatic living room features a striking Goshen stone fireplace wall and opens to a sunken conversation pit--an architectural showpiece ideal for entertaining. Two additional fireplaces warm the dining room and finished lower level, while a bright three season sunroom connects seamlessly to nature.Two generously sized first-floor primary bedrooms are connected by a spacious spa-like bath with radiant heated floors, large walk-in shower, and jet tub. This flexible layout

Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved home, a place where people gathered, stayed a while, and never quite forgot how it made them feel. With 7 bedrooms and 6.5 baths, the house unfolds with an ease that invites connection and retreat in equal measure.The bones are here--wide-plank floors, glowing fireplaces, generous rooms, and a layout designed for connection. What it needs is someone who sees beyond what it is today and imagines

Charming in-town farmhouse enhanced by a modern addition offering the perfect blend of character and contemporary living. The addition features a primary bedroom with walk-in closet & en-suite bath, a second full bathroom, and a bright open-concept kitchen, living, and dining area ideal for everyday living and entertaining. The former main house hosts a den area with access to the enclosed front porch, office space with 2 bedrooms & half bath on the second floor. The home is filled with natural light, highlighted by four sliding glass doors that open directly to the deck and backyard, creating seamless indoor-outdoor living. Enjoy a sunny, in-town location, situated on an over-sized lot, just minutes from Williamstown Elementary School, Williams College, and the bike trail.

Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved home, a place where people gathered, stayed a while, and never quite forgot how it made them feel. With 7 bedrooms and 6.5 baths, the house unfolds with an ease that invites connection and retreat in equal measure.The bones are here--wide-plank floors, glowing fireplaces, generous rooms, and a layout designed for connection. What it needs is someone who sees beyond what it is today and imagines

If your taste leans toward classic contemporary spaces and crisp design details, you won't find much to compare in Williamstown to this completely renovated condominium in the sought-after North Hemlock Brook complex. The gallery-like renovation of this dramatic 2,073 SF condominium includes three en-suite bedrooms, featuring the finest materials, fixtures, and appliances for the most discerning buyer. The open-concept first floor, with Vermont slate floors, includes an expansive space that combines kitchen, dining, and lounging areas, all overlooking a private patio through an ultra-wide Marvin slider. The patio is bordered by ornamental grasses and continued Vermont slate pavers.

Location, location, location - one of the nicest roads in the county, more bicycle riders than cars. Classic NE Farmhouse with many recent updates Energy Efficient Heat and Cooling Electric Pumps, Solar Panels ($114/month), newer kitchen appliances, a cook's designed kitchen with stainless steel counters, two sinks, high ceiling, lots of glass and light overlooking a stream in the back yard, wildlife. 1st floor master bedroom, bath and laundry offering main floor - no step living. Old Barn for additional storage, work shop.

8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for both properties. Photos incl Ranch house and 2 apartments pre-occupancy. 48-72 hour notice required to show. List broker to accompany all showings. Buyer/Coop brokers must attend all appointments. Thank you for your interest.

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 & 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 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, grand fireplace, and a screened porch with mountain view add warmth and character.

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full bath. This is perfect for a multi generational family. The basement has plenty of storage and a dry, carpeted rec room with a wet bar and a half bath. The grounds feature mature landscaping and privacy. The roof, skylights, and gas fireplace are newer (installed in 2016). Home is on a private street with a cul-de-sac and is within walking distance to BCC and the state forest. Bosquet and Jiminy Pe