Berkshire County, MA Real Estate | Berkshire County, MA Single Family Homes for Sale

Rare opportunity to own an original Becket Woods home! This beautiful contemporary home nestled on 4+ acres offers privacy, seasonal water views, year-round mountain views, and sunsets you won't want to miss! Open concept, floor to ceiling windows, 2 fireplaces, unique floating floor, large exposed wood beams, newly refinished pine floors, new carpeting in 2 bedrooms, newly renovated 1st floor bath. Finished basement with bedroom, full bath and walkout slider. Enclosed screened porch, open deck off main living area, additional deck off the primary bedroom. 26x40ft garage with 12ft doors built in 2019 can be used for a variety of purposes. LP Smartside siding, 50yr asphalt shingles and Anderson A-Series windows installed in 2016. Jacob's Pillow is 2 miles away. Other points of interest such as: Tanglewood, Norman Rockwell Museum, Chesterwood, Red Lion Inn, and Kripalu are within 30 minutes. Otis Ridge Ski Area is 15 minutes away, Bousquet Ski Area is 30 minutes away, Jiminy Peak and Catamount Ski Areas are less than 1 hour away. Easy access to Mass Pike. Approx 2 hours to Boston, less than 3 hours to New York City. Becket Woods is an 890-acre community focused on natural preservation and offers tennis courts, basketball court, pavilion, swimming/fishing ponds, playground, five plus miles of hiking, snowshoeing and cross country ski trails. Residents also qualify for town beach passes.

445 Beech Tree Lane, Becket

$494,900

3 Beds ⋅ 2 Baths ⋅ 73592059 MLS

Beautiful ranch with attached garage and inground pool with new fence! Upon entering the home you will be welcomed by a cozy living room with wood burning fireplace. The kitchen is open to the dining area, which has sliders to the newer Trex deck with electric awning, backyard and pool. The primary bedroom offers two closets and private primary bathroom with walk-in shower. There are 2 additional bedrooms and full bathroom, for a total of 3 bedrooms and 2 baths. Vinyl siding, vinyl replacement windows, city water/sewer and a new high efficiency heat & hot water system complete this home! Plus there are two sheds! This home sits on 0.71 acres, and the adjacent 0.53 lot is also being included, for a total of 1.24 acres in the beautiful town of Lenox, just minutes from Tanglewood and town!

284 Housatonic St, Lenox

$579,000

3 Beds ⋅ 3 Baths ⋅ 73591583 MLS

Private, peaceful, and surrounded by nature, discover your own secluded Berkshire escape! Nestled on over 2 acres, this inviting property welcomes you along a winding serpentine driveway to a private retreat where nature, comfort, and convenience come together. A spacious backyard, a charming treehouse, patio, deck, and visits from local wildlife ~ what more could a nature lover and outdoor enthusiastic ask for? Offering over 2,200 square feet of living space, this home features an open-concept living and dining area with vaulted ceiling & a slider to the deck and new wood floors throughout main level. A thoughtful kitchen with ample counter space, wood cabinets and newer appliances. The home offers 3 bedrooms, and 3 full bathrooms. The primary suite boasts a generous walk-in closet and private bath complete with a double vanity and garden tub. The lower-level recreation room creates a warm and inviting gathering space, featuring tongue-and-groove trim, decorative wood walls and ceiling, a pellet stove for cozy evenings, and bar area ideal for entertaining. An atrium door opens directly to the patio, making indoor-outdoor enjoyment easy throughout the seasons. Enjoy a crisp feel throughout with fresh interior paint move in ready, and added peace of mind with recent home improvements ~ 2024 boiler, 18 inches of attic insulation, & 200-amp electrical service. You will find ample parking for guests, vehicles, toys, etc. and ample storage with the large 12x20 shed. This home is conveniently located near Pittsfield State Forest, Berkshire Community College, Bousquet Mountain & Jiminy Peak ski areas, and the many cultural and recreational attractions of the Berkshires, including theatre, museums, hiking trails, Mount Greylock State Reservation, and two nearby lakes. Come and check it out for yourself!

852 Churchill St, Pittsfield

$725,000

2 Beds ⋅ 2 Baths ⋅ 73591462 MLS

Newly remodeled homeNew siding, insulation, electrical, hvac, plumbing, windows etc...Granite, tile, 2 beds, loft 2 bath, walk In closet, WaterviewsA chance to own a house in the berkshires

1318 E Otis Rd, Otis

$575,000

2 Beds ⋅ 1 Baths ⋅ 73590409 MLS

Built in 1951 this charming 2-bedroom, 1-bath cottage offers the perfect opportunity to enjoy all that Otis Reservoir has to offer. Located at the end of a quiet dead-end street, this property sits on a larger lot with plenty of privacy and room to expand. The open floor plan creates a comfortable and inviting living space, while the existing 2-car garage provides excellent storage and parking. A major highlight is the deeded rights and private dock on Otis Reservoir, offering easy access to boating, swimming, fishing, and relaxing by the water. Whether you're looking for a weekend getaway, summer retreat, or a property with potential for future expansion, this cottage provides a wonderful foundation in a desirable waterfront community. Make this property your own !

74 North Lake Av, Otis

$369,900

3 Beds ⋅ 2 Baths ⋅ 73590363 MLS

Welcome home! This beautifully renovated, move-in-ready property has so much to offer! Step inside and fall in love with the stunning new kitchen featuring quartz countertops, stainless steel appliances, a spacious island, and beautiful cabinetry. Enjoy gorgeous hardwood floors, modern bathrooms with elegant tilework, recessed lighting, and a new HVAC system. Major improvements include a new roof and extensive structural repairs. Outside, you'll find a charming front porch, a lovely back deck, a spacious yard, and a detached two-car garage. All the hard work has been done—just move in and make it yours! Schedule your showing today! Buyer and buyer's agent to verify all information.

21 Ensign Ave, Pittsfield

$199,000

4 Beds ⋅ 2 Baths ⋅ 73590033 MLS

ATTENTION Contractors and property rehabbers!!! Renovation/Rehab Profit opportunity! 4 bedroom colonial home in need of total rehab. Easy to show!CHECK out the 3D tour with floorplan attached!!

16 King Street, Pittsfield

$449,900

4 Beds ⋅ 3 Baths ⋅ 73589972 MLS

Discover the charm of country living in this inviting four-bedroom, 2.5-bath home set on 3.03 acres in Dalton, MA. Featuring an attached two-car garage, beautifully landscaped grounds, mature trees, and spectacular mountain views. This property offers a peaceful setting with plenty of space to relax and entertain. Inside, distinctive details include oak floors, wood ceilings, cedar siding, skylights, and ceramic tile. The first floor features a kitchen, formal dining room showcasing a stunning wall-to-wall stone fireplace, and spacious living room with a cozy fireplace and sliding doors leading to the front porch-perfect for enjoying the fresh air and surrounding scenery. A first-floor bedroom with a private full bath, an additional half bath, and laundry add convenience.The heated sunroom provides another inviting space to unwind and enjoy the changing seasons.Upstairs, three additional bedrooms and a full bathroom offer flexible space for family, guests, or a home office. The basement expands the home's entertaining potential with a spacious family room, bar, and hot tub - ideal for gatherings or relaxing at the end of the day.Surrounded by the natural beauty of the Berkshires, this property combines timeless character, versatile living spaces, and the tranquility of a country setting. Enjoy scenic mountain views, room to room, and a welcoming home designed for comfortable everyday living and entertaining.

370 Grange Hall Rd, Dalton

$799,000

2 Beds ⋅ 1 Baths ⋅ 73589908 MLS

Rare opportunity to acquire a unique five-parcel package totaling approximately 33.37 acres in scenic Williamstown. Offered as one sale, the package includes 95 & 97 Luce Road, each with an existing residence situated on 5.50 and 5.90 acres respectively, plus three additional raw land parcels totaling approximately 21.97 acres. The existing homes are in significant disrepair and are best suited for redevelopment, renovation, or replacement. This offering presents a variety of possibilities including an estate property, recreational retreat, investment opportunity, or potential future development. Set amidst the natural beauty of the Berkshires, the property enjoys a peaceful setting with potential mountain and countryside views, while remaining convenient to Williams College, downtown Williamstown, and Mount Greylock. Existing road frontage, access, and utility infrastructure add value beyond raw land alone. Buyer to independently verify all information, including zoning and land use.

97 Luce Rd, Williamstown

$719,900

4 Beds ⋅ 3 Baths ⋅ 73586452 MLS

9 PRIVATE ACRES, 2,700 SQ. FT. OF LIVING SPACE & EVEN MORE POTENTIAL!If you’ve been searching for a home that offers space, privacy, beautiful scenery, and room to grow, this is one you won't want to miss! Nestled on 9 breathtaking acres, this beautifully maintained home features 3 spacious bedrooms, each with its own private en-suite bathroom, offering the perfect combination of comfort and privacy.But what truly makes this property stand out is its incredible versatility! In addition to the existing living space, you'll find 2 additional rooms that offer exciting potential for future bedrooms, home offices, or hobby spaces. The basement and spacious attic above the garage provide even more possibilities for additional usable space or storage!Whether you're looking for room to spread out, work from home, entertain, or simply enjoy the peace and privacy of your own acreage, this property has so much to offer.With this much space and potential, you truly have to see it in person to appreciate everything it has to offer!Schedule your private showing and discover the possibilities for yourself!

2336 West Center Rd, Otis

$200,000

2 Beds ⋅ 1 Baths ⋅ 73585569 MLS

Privacy, land, and no through traffic. This 2-bedroom Pittsfield home sits on 0.8 acres at the end of a dead end road, offering a setting you don't come across every day. With a manageable 1,032 SF footprint, single-level living, town water and sewer, natural gas heat, and a full unfinished basement, the fundamentals are already here. The home is dated and being sold as-is, with a new roof and cosmetic renovation needed throughout. For buyers willing to do the work, 28 Lyric St is a chance to take a well located property with a great piece of land and finish it exactly the way they want.

28 Lyric St, Pittsfield

$375,000

4 Beds ⋅ 2 Baths ⋅ 73582247 MLS

This charming Colonial blends classic character with thoughtful improvements, including a GAF roofing system, new Harvey windows, and new gutters adding long term value. Inside, enjoy a kitchen with ample cabinet space, granite countertops, and a new refrigerator, along with refreshed bathrooms, fresh interior paint, refinished original hardwood floors, and the added convenience of a half bath. The large unfinished basement, with a newer heating system and water tank, offers valuable additional space and plenty of potential for future use. Ideally situated along Main Street, the property provides quick access to local shops and outdoor recreation throughout the Berkshires, while being conveniently close to all of Dalton’s schools. A great opportunity to make your own. Seller concessions are available towards buyers closing costs.

774 Main St, Dalton

$175,000

3 Beds ⋅ 1 Baths ⋅ 73581544 MLS

Whether you are starting up or downsizing, this 3 bedroom colonial is ready for its next owners! Enter into a large living room with brand new luxury vinyl flooring and plenty of natural light, which opens into the updated kitchen with plenty of cabinet space, a beautiful dining room, and a slider to a huge wrap around deck! Upstairs you will find the full bath with tub and shower, the master bedroom and tandem bedroom, currently being used as a walk-in closet, as well as the 3rd bedroom. The backyard is fully fenced to offer additional privacy. Additional features to include newer kitchen appliances, newer hot water tank, vinyl siding, replacement windows, updated electrical, and a 2 year old gas boiler. Don't miss your opportunity to tour this turn-key home, book your showing today!

275 Dewey Ave, Pittsfield

$309,900

4 Beds ⋅ 2 Baths ⋅ 73577418 MLS

Space to live, work, entertain and make your own, all under one roof. Welcome to 45 Stoddard Ave, a beautifully updated 4-bedroom home offering over 2,000 square feet of living space with room for just about everything. Renovated just a few years ago and featuring a freshly painted interior, this home is move in ready with a floor plan designed for flexibility. In addition to four bedrooms, you’ll find an additional office space, while the partially finished basement provides a second bonus room and half bath, great for large families or needed versatility. Outside, a patio creates the perfect spot for relaxing or entertaining, while a custom shed adds convenient storage. Spacious corner lot, versatile and already updated, this Pittsfield home offers the extra room today’s buyers are looking for, both inside and out. Welcome home!

45 Stoddard Ave, Pittsfield

$249,900

4 Beds ⋅ 2 Baths ⋅ 73580079 MLS

Bring your imagination to this recently renovated Colonial in downtown North Adams! Move-in ready with fresh interior and exterior paint, a new kitchen, updated baths, and new laminate flooring throughout. The flexible floor plan offers many possibilities, including adding bedrooms, creating an in-law suite, or exploring a second apartment, subject to permitting. Whether you're looking for a primary home, space for extended family, or an investment opportunity, this property offers flexibility to fit your needs. Conveniently located near downtown shops, restaurants, arts, entertainment, and all the Berkshires have to offer. Bring your ideas and make this home your own!

41 Prospect St, North Adams

$69,000

1 Beds ⋅ 1 Baths ⋅ 73579773 MLS

Welcome to 100 Bucklin Road in Adams! This property offers an opportunity to enjoy the charm and natural beauty of the Berkshires. Set in a desirable residential setting, the home provides comfortable living space with potential to make it your own. Conveniently located near local amenities, schools, shopping, dining, and outdoor recreation, including nearby trails and scenic destinations. Whether you are looking for a primary residence, weekend getaway, or investment opportunity, this property offers a great location and plenty of possibilities. Bring your vision and explore all that Adams has to offer!

100 Bucklin Rd, Adams

$849,000

4 Beds ⋅ 4 Baths ⋅ 73579375 MLS

Set well back from a quiet road beneath mature trees, this one-owner West Stockbridge home offers an immediate sense of privacy, with gardens, lawn and woods gathered around it. Peaceful without feeling isolated, the house has the easy spirit of a modern farmhouse and a relaxed connection to its Berkshire setting.Inside, generous windows bring the landscape into nearly every room. Sunlight moves across bamboo floors, radiant heat adds warmth underfoot, and long sightlines connect the living, dining and kitchen spaces while allowing each to retain its own character. The kitchen sits naturally at the center of daily life with generous workspace and garden views.A light-filled sunroom is a standout, with a cathedral ceiling, exposed beams and windows on three sides overlooking the surrounding greenery. The inviting front porch and rear deck create additional places to sit, dine and enjoy the changing seasons.Upstairs, a broad landing anchors the second floor. The primary bedroom includes an en suite bath and walk-in closet, with three additional bedrooms and another full bath nearby. Above, an expansive third floor adds exceptional flexibility with gathering space, an office, another bath, study/craft space and room for fitness—ideal for working from home, guests, hobbies or simply spreading out.Outside, established gardens of hydrangeas and flowering borders mingle with mature trees, lawn and woodland edges. A vine-covered pergola is tucked into the greenery, and seasonal valley views emerge as the leaves fall.Additional features include four bedrooms, three levels of flexible living space, radiant heat and an attached two-car garage. Just minutes from West Stockbridge village, with Stockbridge, Lenox, Tanglewood and the cultural life of the Berkshires within easy reach, this is a home shaped around light, privacy, gardens and room to live.

7 Iron Mine Road, West Stockbridge

$529,000

4 Beds ⋅ 3 Baths ⋅ 73575836 MLS

Tucked away at the end of a quiet dead-end street with zero through-traffic, this newer, expansive Colonial offers grand scale, total privacy, and an unbeatable location just 20 minutes from the New York border. It truly feels like your own hidden retreat, yet you are just minutes from the lake, a local dog park, shopping, and dining.The exterior boasts incredible curb appeal with its premium, freshly stained redwood-toned cedar siding and a brand-new roof. Step out into your backyard paradise, featuring a newly stained dark green entertaining deck, a sparkling aboveground pool with its own custom surrounding deck, and a spacious matching shed for all your outdoor storage needs. Inside, the home shines with beautiful hardwood floors throughout and premium Andersen windows that flood the rooms with natural light. The heart of the home is a newly updated kitchen featuring gorgeous granite countertops, complemented by a versatile, partially finished basement. With all major maintenance completely done for you, this pristine property delivers the ultimate blend of secluded luxury and modern convenience.

40 8th St., Pittsfield

$279,900

3 Beds ⋅ 1 Baths ⋅ 73570850 MLS

*Back on market because buyer lost job. This colonial home has been recently renovated, with improvements that include new roof, updated kitchen and bathroom, new flooring and freshly painted interior! Upon entering the home you will be welcomed by an adorable enclosed porch. The 1st floor offers a lovely living room, open to the dining area. The kitchen is simply beautiful, featuring quartz countertops and new stainless steel appliances. On the back of the home there is a convenient mudroom off the kitchen. What a great space to come in the home with your groceries! The second floor offers 3 cozy bedrooms and a gorgeous full bathroom. Vinyl siding, vinyl replacement windows, newer heat/hot water system(2022), walk-out basement and partially fenced-in backyard complete this great home!

80 Calumet St, Pittsfield

$279,900

3 Beds ⋅ 1 Baths ⋅ 73570257 MLS

This charming Ranch-style home offers the perfect blend of comfort, privacy, and convenience in a desirable Cheshire neighborhood, just a short distance from scenic Cheshire Lake and the Ashuwillticook Rail Trail.Inside, you'll find a spacious and inviting layout featuring three bedrooms, one full bathroom, beautiful oak hardwood flooring, and a generous living room filled with natural light. The renovated eat-in kitchen is ideal for everyday living and entertaining, featuring granite countertops and newer appliances. Central air provides year-round comfort, while the spacious basement offers excellent storage and flexibility.Step outside to enjoy the beautiful backyard-perfect for summer gatherings, gardening, relaxing, or simply enjoying the peaceful surroundings.

31 Daniels Ter, Cheshire

$339,900

3 Beds ⋅ 2 Baths ⋅ 73569984 MLS

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. The basement offers great storage space. Come see your new Berkshires home!

100 Essex St, Pittsfield

$3,695,000

4 Beds ⋅ 6 Baths ⋅ 73568631 MLS

STILL HOUSE brings a new level of contemporary design to the Berkshires—quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed 5,148-square-foot home pairs the distinctive vision of acclaimed Brooklyn studio Me & General Design with exceptional craftsmanship and materials throughout. Four bedrooms, five-and-a-half baths, a heated saltwater pool, bespoke spa and fitness spaces, solar energy and exceptional privacy make this as much a retreat as a home.Preserved stone walls from the original structure bring history, texture and a distinctly Berkshire character to the new architecture. The main living level opens into a dramatic kitchen, dining and living space with cathedral ceilings, two stories of glass and views into the surrounding landscape. The custom Porcelanosa kitchen features richly veined stone, a substantial island, induction cooking, double ovens, integrated refrigeration, microwave drawer, dedicated coffee station and breakfast nook. A separate stone-walled sitting room offers a restored wood-burning fireplace and a more intimate place to gather.The main-level primary suite makes true one-floor living possible, with direct deck access, a walk-in closet and private bath. Upstairs are two additional bedrooms and two full baths, plus a library/sitting area overlooking the great room. The light-filled lower level includes a private fourth bedroom suite, home cinema, office, yoga/Pilates studio, traditional Canadian red cedar sauna, full bath and laundry.High-efficiency multi-zone heat pumps, radiant lower-level heat and solar energy support year-round comfort. Outside, the heated saltwater pool is set against mature trees, with decks, paths, stonework and an outdoor fireplace creating places to gather throughout the seasons. Landscape design by Windy Hill Farm complements the natural setting.Lake Mansfield, Monument Mountain, Ski Butternut, Tanglewood, Jacob's Pillow and the restaurants, shops and cultural life of Great Barrington are all within easy reach.STILL HOUSE is the inaugural residence of NUESTRA Collection, a series of design-led Berkshire homes created around a simple idea: exceptional contemporary design should feel as good to live in as it is to look at.

114 Christian Hill Rd, Great Barrington

$109,900

3 Beds ⋅ 2 Baths ⋅ 73568450 MLS

167 Daniels, Pittsfield

$2,295,000

31 Beds ⋅ 29 Baths ⋅ 73567764 MLS

A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90± acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style.The original mansion remains at the heart of the property, surrounded by broad lawns and buildings added during its later evolution into an educational campus. Much of the character of the original country house remains, including handsome woodwork, substantial fireplaces, gracious rooms, and a beautiful ballroom. Most recently used for classrooms and administrative functions, the mansion was originally designed as a residence, with bedrooms on its upper floors.Beyond the main house are two dormitory residences with approximately 24 bedrooms and shared common spaces, a separate multi-level building with commercial kitchen and dining facilities, classrooms, offices, library, conference and infirmary spaces, a substantial gymnasium, and additional support buildings. For a residential buyer, this unusual collection offers possibilities for guest and staff accommodations, studios, offices, recreation, wellness, or a multi-generational Berkshire estate, subject to applicable approvals.The gymnasium could accommodate fitness, indoor tennis, pickleball, squash, or other private amenities. Existing infrastructure includes public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, commercial sprinklering in select buildings, extensive parking, and established internal circulation.Hillcrest currently operates on the campus under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518284.For its next steward, Overlee offers the rare chance to inherit not simply a house, but an entire Berkshire estate—historic architecture, expansive grounds, and a collection of buildings ready to support a new vision.Offered at $2,295,000.

349 Old Stockbridge Rd, Lenox

$145,000

4 Beds ⋅ 2 Baths ⋅ 73567609 MLS

MOTIVATED SELLER: This property offers a great opportunity for someone ready to renovate and make some repairs while adding their own personal touches. The first floor features a living room, dining room, kitchen, and two additional spaces that could be used as bedrooms, offices, or whatever suits your needs. Upstairs, you'll find three bedrooms and a full bath, with a walk-up attic providing even more space and potential. The furnace and roof are both under 10 years old. Outside, enjoy a great yard and a garage that offers convenient storage. If you've been looking for a project with plenty of possibilities, come take a look! Property is being sold AS IS with all contents remaining.

39 Hull Ave, Pittsfield

$349,900

3 Beds ⋅ 2 Baths ⋅ 73566643 MLS

Raised ranch with two-car garage, located on a double lot with almost half an acre of land. The main level features 3 bedrooms, full bathroom, living room and kitchen with dining area, with slider opening to deck which was recently painted. The finished lower level offers family room with sliders to the backyard. In addition to the hot water baseboard, this family room also features a pellet stove. In the ground level you will also find an additional bathroom with stand-up shower and washer/dryer. The bathroom has brand new flooring and sink! The lower lever also offers garage access plus an unheated bonus room last used as an office. The backyard is private and there is also a large shed! The home was built in 1995, it has natural gas heat and hot water, city water/sewer and a shed is included. There are two extra parking spaces a little up the street on the adjacent lot that is already being included with the house. *Floor plans available

225 Brown St, Pittsfield

$237,500

3 Beds ⋅ 2 Baths ⋅ 73566056 MLS

This lovely colonial home offers an enclosed front porch leading to the living room. There is an adjacent room that would make a great dining area or office. The 1st floor also features a large bedroom, half bathroom, kitchen and a mudroom/laundry room with a door that leads to the backyard. Upstiars you will be amazing by how spacious the bathroom is! It features a stand-up shower and separate bath tub. There is also a den with two additional bedrooms on the 2nd floor. This home has a great partially fenced-in backyard with shed. According to the seller the natural gas heating system is a high efficiency boiler, there is also hot water on demand, plus town water & sewer! The property sits on a dead-end street, within walking distance to the post office, convenience stores, restaurants and many more attractions, and minutes from the desirable Dalton schools!

45 River St Ext, Dalton

$724,900

5 Beds ⋅ 4 Baths ⋅ 73564933 MLS

Tucked away on 3.24 wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across multiple finished levels. The main home features four bedrooms, 2.5 baths, spacious living, family and dining rooms, plus a third-floor great room and additional flex space. A separate in-law suite adds exceptional versatility with its own kitchen, living room, bedroom, full bath, deck and upper-level flex room—ideal for extended living, guests or a variety of household needs. Soaring ceilings, exposed timber beams, hardwood floors and a dramatic center chimney add character throughout, complemented by multiple wood-burning fireplaces, a pellet stove and abundant natural light. Additional highlights include an owned 9.52 kW solar system, oversized attached garage, spacious decks and generous parking, all within a short drive of Berkshire attractions and Northampton.

255 High St Hill Rd, Windsor

$399,000

2 Beds ⋅ 2 Baths ⋅ 73562899 MLS

Close to Garnet Lake!!! Discover this Gorgeous home, constructed in 2007, presenting modern interior details and a Beautiful log exterior. This attractive property offers a unique opportunity for a primary residence or a getaway retreat.. The kitchen is thoughtfully designed with an abundance of fine cabinetry providing both functionality and a central gathering space for culinary endeavors. Open to the kitchen you will find an inviting Dining area and Family Room with impressive high wood ceilings. A first floor bedroom, full bath and a possible additional bedroom or den complete the first level. As you make your way to the second level you will find a comfortable loft area, an additional bedroom and a full bath. The property's exterior showcases a log architectural style, harmonizing with its natural surroundings. A built-in garage provides convenience and secure parking. For outdoor enjoyment. Rear deck extend the living space, offering venues for relaxation and entertaining. Enjoy rights to Garnet Lake a short stroll down the way!! To truly appreciate the distinctive character and lifestyle offered by this property, a personal viewing is highly recommended.

35 South Rd Ext, Peru

$309,000

3 Beds ⋅ 1 Baths ⋅ 73561617 MLS

Welcome to this bright and inviting 3-bedroom, 1-bath ranch, ideally located just moments from beautiful Pontoosuc Lake on a spacious double lot. This home features a generous living room with oak hardwood floors, a formal dining room, and an updated kitchen with newer countertops. Additional highlights include a spacious basement with abundant storage, an oversized one-car garage, and an enclosed seasonal porch-the perfect place to relax. The fully fenced backyard offers plenty of space for gardening, entertaining, pets, or simply unwinding. Conveniently located near the lake, shopping, dining, and local amenities, this home offers the perfect blend of comfort, convenience, and outdoor living.Enjoy the convenience of living just moments from Pontoosuc Lake Park, where boating, swimming, kayaking, canoeing, picnicking, and breathtaking sunsets can become part of your everyday lifestyle. One of Pittsfield's most popular recreational destinations, the park also features a public boat ramp and picnic areas.Ideally situated in the heart of the Berkshires, this home is just minutes from downtown Pittsfield, Onota Lake, Jiminy Peak Mountain Resort, scenic hiking trails, museums, acclaimed theaters, restaurants, shopping, and the region's year-round cultural and outdoor attractions.Whether you're looking for a year-round residence or a relaxing Berkshire retreat, this light-filled home offers the perfect blend of comfort, convenience, and outdoor recreation in one of Pittsfield's most desirable lake-area neighborhoods. Don't miss this wonderful opportunity to enjoy the best of Berkshire living.

296 Hancock Rd, Pittsfield

$119,900

2 Beds ⋅ 1 Baths ⋅ 73560750 MLS

Welcome to 186 Burbank Street! This charming colonial-style home offers two bedrooms, one full bathroom, and 1,158 square feet of living space. Situated on a level corner lot in an residential neighborhood, the home features a functional layout with plenty of potential. The main level includes a spacious kitchen with ample cabinet and counter space, a formal dining room, comfortable living room, and full bathroom. Upstairs, you’ll find both bedrooms. A full basement provides plenty of additional storage, while the attached garage and private driveway offer convenient off-street parking. Located near Silver Lake, Lakewood Park, shopping, dining, and other local amenities. Bring your ideas and make this Pittsfield home your own! This property is eligible under Freddie Mac First Look Initiative through 09/06/2026. Only owner occupant, non-profit and Neighborhood Stabilization Program (NSP) offers will be reviewed and considered.

186 Burbank St, Pittsfield

$2,149,000

4 Beds ⋅ 5 Baths ⋅ 73558556 MLS

Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, 4+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office. High-end appliances, including 6-burner Wolf stove and Bosch French door refrigerator with two freezer drawers, Bosch dishwasher, wine cooler and microwave in the island. Full-size prep sink in the kitchen island, 36'' farmhouse sink in the main counter. Cabinets are all-wood with soft-close drawers and doors; vented whole-house A/C and heat pump with propane back-up; primary bath with heated floor gas grill. EV charging station in driveway. Walking distance to Lake Mansfield and Main Street shops, restaurants and theaters. House can be sold furnished.

10 Berkshire Heights, Great Barrington

$269,900

5 Beds ⋅ 2 Baths ⋅ 73558023 MLS

Lovely five bedroom two bath Colonial on 5500+ sq.ft. of land.Lots of space, front porch for relaxing on beautiful summer evenings. Two bedrooms on the first floor and three bedrooms on the second floor with a deck off the bedroom and off the kitchen on the first floor. Two driveways for plenty of parking!!!Three sheds on property for storage will stay. Or not.

12 Lincoln Street, Pittsfield

$1,275,000

4 Beds ⋅ 6 Baths ⋅ 24193129 MLS

MAGNIFICENT circa 1913 ESTATE Rare opportunity to own a distinguished country estate. The stately main home showcases exceptional craftsmanship, a grand foyer with sweeping staircase, expansive kitchen with butler's pantry, formal living spaces, sun porch, and multiple covered porches. The luxurious primary suite offers a sitting room, balcony, sun porch, and spa-like bath. Three additional bedrooms, two baths and two offices complete the second floor. A finished third floor provides flexible additional space. Attached spacious garage that can park 4 cars in double tandem. Surrounded by mature grounds on 5.7 acres and within walking distance of village of Dalton.

1 Park Ave, Dalton

$1,275,000

4 Beds ⋅ 8 Baths ⋅ 73552517 MLS

MAGNIFICENT circa 1913 ESTATE. Rare opportunity to own a distinguished Berkshire. The stately main home showcases exceptional craftsmanship, a grand foyer with sweeping staircase, expansive kitchen with butler's pantry, formal living spaces, sun porch, and multiple covered porches. The luxurious primary suite offers a sitting room, balcony, sun porch, and spa-like bath. Three additional bedrooms, two baths and two offices complete the second floor. A finished third floor provides flexible additional space. Attached spacious garage that can park 4 cars in double tandem. Surrounded by mature grounds on 5.7 acres and within walking distance of village of Dalton.See the Stone House Properties web site for further details.

1 Park Ave, Dalton

$474,999

4 Beds ⋅ 3 Baths ⋅ 73550281 MLS

Privacy, space, and the beauty of the Berkshires come together at 125 Town Hill Road. Set on nearly 3 wooded acres in the peaceful town of Sandisfield, this 4-bedroom, 3-bath contemporary offers a private retreat surrounded by nature. The home features comfortable living spaces, a screened porch, spacious deck, finished walk-out lower level, and a private tennis court. Enjoy the serenity of country living while being conveniently located near lakes, hiking, skiing, restaurants, galleries, and the charming towns of the southern Berkshires. A special setting for a year-round home or Berkshire getaway.

125 Town Hill Rd, Sandisfield

$1,750,000

6 Beds ⋅ 5 Baths ⋅ 73550137 MLS

Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal dining room with its magnificent shell-carved cove, to original cabinetry with rare wood inlays, hand-carved bookshelves, a classic butler's pantry, multiple stately fireplaces anchor the formal living spaces. Enjoy panoramic views and privacy from the grand porch overlooking 4 pristine acres. a state-of-the-art kitchen featuring Wolf and Sub-Zero, and no expense spared Geo-Thermal heating/cooling.

500 Williams, Pittsfield

$574,900

3 Beds ⋅ 2 Baths ⋅ 73548488 MLS

Escape to the beauty of the Berkshires with this charming 3-bedroom, 2-bath retreat near Otis Reservoir! This inviting home features soaring vaulted ceilings, abundant natural light, a stunning stone fireplace, spacious bedrooms, a versatile loft, and a bright kitchen perfect for gathering. Relax on the front porch, enjoy evenings around the fire pit, and take advantage of the storage shed for all your outdoor gear. With deeded rights to Otis Reservoir, you'll enjoy easy access to boating, fishing, swimming, and year-round recreation. Currently operating as a successful Airbnb offering excellent income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this home is a must-see. Please note: As an active short-term rental, all showings require confirmation. A group showing will be scheduled, with the date to be announced.

400 Pine Road, Otis

$389,990

3 Beds ⋅ 2 Baths ⋅ 73548213 MLS

Modern Ranch Home with additional wooded lot and breathtaking views bordering vast State Lands!Impeccably kept Ranch home including additional wooded lot on a quiet paved road less traveled bordering state lands. Nicely finished, open and light filled kitchen, dining and living room boasting long range views of our states highest peak, Mount Greylock. No better way to watch the color pallets of the Berkshires than from the expansive deck overlooking the sprawling yard and distant views. Primary bedroom suite to the northeast and two guest bedrooms with separate full bath to the southwest affording privacy with functionality in its flow. Beautiful grounds for outdoor entertaining, or stargazing by the fire. Spectacular shed / workshop with overhead garage door. Don't forget the additional lot for expanded compound or ADU if desired. Close to all Berkshire County attractions!

472 & 0 East Hoosac St, Adams

$140,000

5 Beds ⋅ 2 Baths ⋅ 73547265 MLS

Bring this charming 1800s farmhouse back to life! Offering nearly 3,000 square feet of living space, this property is packed with potential for investors, contractors, or buyers looking for their next renovation project. Previously configured with an in-law apartment, it may offer the opportunity to convert to a two-family home with the proper permits and approvals. With its generous footprint and endless possibilities, this property is ready for a complete transformation. Investors take note—once renovated, this could become a truly exceptional property with significant upside.

842 Church St, North Adams

$325,000

5 Beds ⋅ 3 Baths ⋅ 73542282 MLS

Discover the perfect blend of space, versatility, and charm in this distinctive five bedroom, three bathroom home on a quiet one-way street just minutes from downtown. Rich in unique character and history, this property showcases timeless architectural details and a flexible layout to accomodate a variety of needs. A separate apartment offers excellent potential for extended family, guests, or rental income. A three-bay attached garage provides ample storage space, room for hobbies, or the opportunity to create a workshop to suit your needs. With generous living space, endless potential, and a prime location, this one-of-a-kind property is ready for it's next chapter.

58 Quincy Street, North Adams

$375,000

6 Beds ⋅ 2 Baths ⋅ 73531392 MLS

Escape to the Berkshires in this stunning Victorian gem — designed for those who appreciate space, style, and character. Whether you're planting roots in North Adams or seeking a weekend retreat. Fully renovated 5-bed, 2-bath home with 2,551 sq ft in the heart of North Adams. Slate roof, repainted front porch, chimney repairs, and updated plumbing and electrical throughout. Inside features refinished black India ink hardwood floors, new lighting fixtures, popcorn ceiling removal, washer/dryer hookups, and designer finishes including Revere Pewter and Gentlemen's Grey. Both bathrooms fully refreshed with new tile, fixtures, and flooring. Furniture included.Minutes from Mass MoCA and the Mohawk Trail. Proven short-term rental with 4 years of documented Airbnb performance, consistent 5-star guest reviews. Professional management on 24/7 - completely turnkey. Active Airbnb listing available upon request to verify income history. Showings available between guest stays.

71 North Holden St, North Adams

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 73531374 MLS

EXCEPTIONAL WATERFRONT RETREAT ON TRANQUIL HAYES POND!Nestled on over 3 private acres w/an extraordinary 650 feet of frontage on Hayes Pond,this exceptional waterfront retreat offers sweeping elevated views,a private dock, sandy beach, & direct access to swimming, kayaking, & fishing.Designed to embrace its stunning natural setting,the home features expansive windows & multiple outdoor living spaces, including a wraparound deck, waterside gazebo, & screened porch w/hot tub connection--perfect for entertaining or relaxing in every season.The bright open-concept interior includes 4 bedrooms & 3 full baths,highlighted by a dramatic great room w/ knotty pine ceilings,a wood-burning stove w/stone hearth, & direct deck access overlooking the water.The spacious primary suite also opens to the deck & features its own and features its own wood-burning stove & en suite bath.The walkout lower level offers additional living space w/ a family room,full bath,& two and two bedrooms ideal for guests.

13 Hayes Pond Rd, Otis

$234,900

2 Beds ⋅ 1 Baths ⋅ 73530997 MLS

Charming bungalow in the heart of North Adams w/ beautiful mountain views! Conveniently located near downtown, offering easy access to restaurants, shopping, MASS MoCA, Hospital, and a vibrant art & cultural scene. Designed for comfortable one-level living, the home features beautiful hardwood floors throughout, vinyl windows, 2 bedrooms, and a spacious living/dining combination w/ a pellet stove. The kitchen features tile countertops, S/S appliances, and ample cabinetry. The front porch includes 1st floor laundry & built-in shelving. There is a full basement & a Walk-up attic. Outside, you'll appreciate the low-maintenance stone exterior, mature landscaping, a large paved driveway, and a 2 car garage. The property is just 30 minutes from Jiminy Peak Mountain Resort & Mount Greylock, & only 10 minutes from Williamstown & Vermont. Whether looking for a primary residence or a Berkshire getaway, this home offers comfort, convenience, & easy access to the region's most popular attractions.

21 River St, North Adams

$649,900

5 Beds ⋅ 3 Baths ⋅ 73522628 MLS

Tucked away on a serene & private lot just minutes from the sparkling waters of Otis Reservoir, this stunningly renovated 5-bedroom, 3-bath Colonial offers the perfect blend of luxury, comfort, and natural beauty. Designed for both elegant entertaining and everyday living, the heart of the home is the spectacular chef’s kitchen featuring quartz countertops, abundant cabinetry, and refined finishes throughout. The thoughtfully designed 1st flr offers a formal living room, sophisticated dining area, two spacious bedrooms, and a beautifully updated full bath — ideal for guests or flexible living arrangements. Upstairs, retreat to the luxurious primary suite complete with a private ensuite bath, along with two additional generously sized bedrooms and a third full bath. Surrounded by peaceful nature views, trails and exceptional privacy, this remarkable property is a rare opportunity to enjoy upscale living in a tranquil setting to enjoy all the beauty the Berkshires have to offer.

23 Old Blandford Road, Otis

$439,900

3 Beds ⋅ 2 Baths ⋅ 73522105 MLS

Be the first to live in this newly built split-entry home in Becket. Located in the Sherwood Forest community, it is just a few minute walk away from the private beach and lake. A private, fenced-in yard with gated access welcomes you on arrival. Exterior highlights include a deck overlooking serene wooded views and a covered patio below—perfect for outdoor entertaining. The main level offers an open-concept layout with a light-filled living room flowing into the dining area and kitchen. The kitchen features an island, new stainless steel appliances, shaker cabinets, and quartz countertops. This level also includes two bedrooms and a full bath. The partially finished lower level provides additional living space with a bonus room, a full bath with laundry, and interior access to the attached one-car garage. Additional features include vinyl-plank flooring throughout, tile-finished bathrooms, a subway-tiled bathtub on the main level, and a high-efficiency hybrid heat-pump water heater.

102 Wells Road, Becket

$315,000

3 Beds ⋅ 1 Baths ⋅ 73521998 MLS

Enjoy this charming, move-in ready property set in a peaceful and quiet setting in Williamstown. Featuring a spacious backyard with a large deck, this home is perfect for relaxing or entertaining outdoors all summer long. Inside, you'll find a warm and inviting atmosphere with a blend of original hardwood floors and updated newer flooring throughout. The kitchen offers an island, updated appliances, and an abundance of natural light, creating a bright and functional space for everyday living. A high-efficiency gas heating system provides modern comfort, along with on-demand hot water for added convenience. The recently updated roof adds peace of mind, while the basement offers excellent storage options. Ideally located just minutes from downtown Williamstown and nearby North Adams, this home provides easy access to a variety of local attractions, restaurants, and cultural destinations, including The Clark Art Institute and Massachusetts Museum of Contemporary Art.

54 Charles St, Williamstown

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 73520634 MLS

Pre-Construction: Step into a brand-new construction home designed to bring together modern comfort, generous space, and the natural beauty of the Berkshires. The heart of the home is an expansive open kitchen, dining, and family room area made for entertaining, slow mornings, and everyday living, complete with a walk-in pantry and seamless access to the rear deck. A separate study and additional living room offer flexibility for working from home, guests, or quiet retreat space. Upstairs, the vaulted primary suite features oversized walk-in closets and a spacious bath, joined by 3 additional bedrooms, multiple full baths, and second-floor laundry. A full unfinished basement offers future expansion potential, solar-ready design, and an attached 2-car garage add modern convenience. Ideally situated in Becket, moments from hiking, lakes, skiing, local trails, and the renowned Jacob’s Pillow arts destination, with year-round access to everything the Berkshires is known for.

79-B Woodmere, Becket

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 73520630 MLS

Pre-Construction: Step into a brand-new construction home designed to bring together modern comfort, generous space, and the natural beauty of the Berkshires. The heart of the home is an expansive open kitchen, dining, and family room area made for entertaining, slow mornings, and everyday living, complete with a walk-in pantry and seamless access to the rear deck. A separate study and additional living room offer flexibility for working from home, guests, or quiet retreat space. Upstairs, the vaulted primary suite features oversized walk-in closets and a spacious bath, joined by 3 additional bedrooms, multiple full baths, and second-floor laundry. A full unfinished basement offers future expansion potential, solar-ready design, and an attached 2-car garage add modern convenience. Ideally situated in Becket, moments from hiking, lakes, skiing, local trails, and the renowned Jacob’s Pillow arts destination, with year-round access to everything the Berkshires is known for.

79-A Woodmere, Becket

$3,195,000

34 Beds ⋅ 31 Baths ⋅ 73518284 MLS

Rare 16.76± acre contiguous institutional campus and redevelopment opportunity in Lenox, MA, in the heart of the Berkshires. Anchored by Overlee, a historic 1903 estate, the property includes multiple buildings with 32 dormitory-style bedrooms, classroom and administrative space, dining facilities, shared common areas, and a large gymnasium. Existing infrastructure includes internal roadways, parking, public water, sprinkler systems, mixed heating, and up to 600 amp electrical service. Also included is a 1,826 SF residence on 4.74± acres across three contiguous parcels offering additional flexibility. Currently operated as an educational campus, the property offers compelling long-term potential for institutional, residential, wellness, medical, hospitality, or mixed-use concepts. Buyers to conduct due diligence.

349 Old Stockbridge Rd, Lenox

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