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40 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$549,900
4 BD | 2 BA
Residential - Single Family

This well-maintained Cape Cod offers the best of Williamstown living in a highly convenient Main Street location, just steps from shops, restaurants, and local amenities. Set on 1.1 acres, the home features four bedrooms, two full baths, and about 2,500 sq ft, with two fireplaces adding warmth and character. Enjoy unobstructed views of Pine Cobble Mountain and protected green space that ensures lasting privacy. A walking path just outside your door makes it easy to enjoy the Berkshires. With an updated gas furnace and thoughtful upkeep throughout, this home is ideal as a full-time residence or a peaceful retreat.


38 Photos
MURPHY REALTY
$549,900
3 BD | 2 BA
Residential - Single Family

Discover this spacious, updated home offering year-round recreation just steps from Otis Reservoir, MA's largest recreational lake. Enjoy an open floor plan, a modern kitchen, and a quiet yard for outdoor fun. A two-minute walk leads to your included private dock and storage locker. Features include a main floor primary bedroom with a full bath, plus two large upstairs bedrooms with a second full bath. The property's location offers easy access to swimming, boating, skiing, snowmobiling, and hiking. This turn-key retreat is ready for you to start making memories as you relish the ultimate blend of modern comfort and natural beauty!


42 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$549,999
4 BD | 3 BA
Residential - Single Family

Currently used as an income-producing rental, 125 Town Hill Rd offers consistent cash flow with strong potential for future owner occupancy or a weekend retreat. Set on a quiet country road surrounded by woods, the property delivers the privacy with your own tennis court in your backyard and a spacious screened-in porch. Inside features a comfortable, functional layout with bright living spaces and a welcoming feel. Ideal for investors, second-home buyers, or those planning ahead to occupy. Convenient access to nearby towns, outdoor recreation, and all the Berkshires have to offer. A versatile property with both income and lifestyle upside--don't miss it!


28 Photos
BIRCH PROPERTIES
$550,000
4 BD | 2 BA
Residential - Single Family

Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner.


34 Photos
BIRCH PROPERTIES

An iconic Great Barrington landmark, the beloved ''Little Store'' offers a rare opportunity to own a high-visibility commercial property on Main Street in one of the Berkshires' most vibrant downtown corridors. Ideally positioned just a short stroll to the center of Great Barrington, this property enjoys steady foot traffic and exceptional exposure among restaurants, boutiques, galleries, and year-round community activity.Home to a well-established antique business for over 50 years, the space offers flexibility for a wide range of future uses -- retail, gallery, studio, specialty food shop, office space, or a creative mixed-use concept (buyer to verify use). An upstairs apartment was previously owner-occupied, presenting potential for live/work convenience or additional income.


11 Photos
COMPASS MASSACHUSETTS , LLC GB

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.


43 Photos
FAIRGROUND REAL ESTATE, INC
$550,000
3 BD | 2 BA
Residential - Single Family

WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO SHOPPING, RESTAURANTS, AND ENTERTAINMENT ARE JUST WALKING DISTANCE TO ONE OF NEW ENGLAND'S BEST DOWNTOWN AREAS.THIS OPEN CONCEPTED HOME OFFERS GREAT NATURAL LIGHT AND THE ABILITY AND OPPORTUNITY TO COMMUNE AND ENTERTAIN.THREE BEDROOMS- MAIN BEDROOM OFFERS EN SUITE FULL BATHROOM. ADJACENT IS A GOOD-SIZED BEDROOM WITH CLOSET AND SKYLIGHT. ACROSS THE HALL IS A FULL BATHROOM WITH LAUNDRY FACILITIES. THE THIRD BEDROOM IS HUGE WITH LOFT AREA WHICH COULD EASILY DOUBLE AS A DEN, STUDY, TV ROOM OR MEDITATION AREA.


19 Photos
WILLIAM PITT SOTHEBY'S - SALISBURY
$550,000
4 BD | 3 BA
Residential - Single Family

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.


31 Photos
PREFERRED COUNTRY PROPERTIES
$550,000
4 BD | 4 BA
Residential - Single Family

4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms on 1st level incl wood-burning F/P, eat-in Cherry kitchen w/Shaker cabinetry - updated/bright lighting thuout- 2nd flr w/4lg BRS. 1 full, 2 half baths, period hardwood floors throughout, private rear deck. POST & BEAM BARN. Lg parking area... in hamlet center moments to Old Chatham, Berkshires, Chatham Village and half-hour to Capital District via I90/Parkway exit one mile away. Property leased through November 2027. Arrangements for earlier availability may be possible but not guaranteed. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company. Showings M-F 9AM-3PM, no wknd showings granted.


30 Photos
PREFERRED COUNTRY PROPERTIES

PRIME VISIBILITY off main route to Berkshires. 4,000 sqft Building in excellent condition w/large, open rooms on first level incl wood-burning fireplace and eat-in Cherry kitchen w/Shaker cabinetry. All new, bright lighting throughout. 2nd flr w/4 large BRS/offices. 4 baths. H/w flrs throughout. Private rear deck. POST & BEAM BARN. Large parking lot. In hamlet center moments to Old Chatham, Berkshires. Oil heat/2 furnaces, add'l Mitsubishi HV/AC first floor. Property leased thru 11/2027. Earlier availability possible but not guaranteed. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company. 48-72HR NOTICE. TENANTS MUST APPROVE. Showings possible by appt Mon-Fri 9am-3pm, no weekend showings granted.


11 Photos
HARSCH ASSOCIATES

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.


42 Photos
WILLIAM RAVEIS - BERKSHIRE
$550,000
3 BD | 2 BA
Residential - Single Family

This meticulously renovated 1920s Craftsman delivers a sophisticated living experience in the heart of Housatonic. Curated by a Berkshire interior designer, the home maintains its historic integrity while featuring a fully modernized open-concept interior. Defined by a stunning, expansive front porch and original hardwood floors, the residence offers a seamless transition between classic architectural character and contemporary functionality. The home features three bedrooms, all thoughtfully designed with walk-in closets, and contemporary finishes throughout. Modern infrastructure upgrades include an on-site EV charger, making this property completely turn-key. It stands as a premier residential offering or a high-performing investment asset with a proven track record.


42 Photos
WILLIAM RAVEIS - BERKSHIRE
$559,000
3 BD | 2 BA
Residential - Single Family

The George Tyler Homestead appears on West Stockbridge maps as early as 1855. This charming 3-bedroom cottage exudes warmth and character with plenty of original detail. The wood-paneled living room features a handsome brick hearth with beehive oven and beautifully aged pine floors. The L-shaped kitchen offers ample storage and opens to a formal dining room, where a large window overlooks the lush backyard, framed by towering hydrangeas. The 1st-floor bedroom has a closed off fireplace and sits conveniently across the hall from a full bath. The rear entry mudroom has sliding doors that lead to an enclosed wood deck, an ideal spot for summer gatherings. Upstairs 2 bedrooms with wide-plank pine floors share a full bath, completing this timeless gem. Seller to install new heating system.


49 Photos
PAULA MCLEAN REALTORS INC.
$559,000
3 BD | 3 BA
Residential - Condo/Townhouse

Experience relaxed lakefront living at the sought-after Lakecrest Condominiums on beautiful Pontoosuc Lake. This inviting home offers a first-floor primary suite with a curb less shower, a fully updated cherry cabinet kitchen with wine fridge and updated guest baths. Enjoy this light filled move-in ready end unit with expanded deck providing a private oasis. It is the perfect blend of comfort, recreation, and scenic surroundings in one of Pittsfield's premier waterfront communities. Residents of Lakecrest enjoy an exceptional lifestyle with outstanding community amenities, including a sparkling in-ground pool, tennis and pickleball courts, and a welcoming clubhouse featuring a fully equipped fitness center -- ideal for both relaxation and staying active year-round


34 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$560,000
3 BD | 2 BA
Residential - Single Family

Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting.Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through the backyard. A grand entrance and custom walkway create a striking first impression, while the home abuts conservation land, providing direct access to scenic hiking trails and a serene, nature-filled backdrop year-round.Ideally located in the heart of the Berkshires, you're just minutes from world-renowned destinations including Tanglewood, the summer home of the Boston Symphony


28 Photos
RE/MAX COMPASS
$564,900
3 BD | 3 BA
Residential - Single Family

Well-maintained 3-bedroom, 2.5-bath ranch offering over 1,800 sq ft of comfortable living space. This home features a spacious upper-level bonus room with a fireplace, perfect for a family room, office, or entertaining space. The main level offers a functional layout with bright living areas and three bedrooms, providing flexibility for a variety of uses. A finished basement adds even more living space, ideal for a rec room, gym, or additional lounge area.Additional highlights include a one-car garage, convenient mudroom/laundry area, and a beautifully maintained interior throughout. Situated on just over a half-acre, the property offers a generous yard with room to enjoy the outdoors.A versatile home with space across multiple levels, offering flexibility and functionality.


53 Photos
DOUBLE P GENERAL CONTRACTING AND REAL ESTATE ,LLC
$565,000
3 BD | 3 BA
Residential - Condo/Townhouse

Beautifully renovated condominium in the historic Mt Hope ''Minnie Mansion'' Move right in to this three bedroom, two and one-half bathroom condominium. Offering a modern attractive kitchen with pass through to formal dining room; living room with gas fireplace, first floor laundry room and half bath. The second floor offers three bedrooms, two bathrooms and private office. Wood floors throughout plus one car attached garage


24 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$570,000
4 BD | 3 BA
Residential - Single Family

A truly rare offering, this meticulously-maintained, move-in ready Colonial delivers the perfect blend of comfort, style and functionality. Thoughtfully designed for both everyday living and entertaining, the main level features a nearly 400 square foot family room perfect for hosting friends and family. Rich hardwood floors and ceramic tile throughout the home add timeless appeal. The modern kitchen features granite countertops and stainless steel appliances and flows into a cozy sunken living room with a wood-burning fireplace, creating a welcoming space to relax at the end of the day. A formal dining room, convenient half bath and access to the two-car garage complete the first floor highlights. Upstairs, the spacious primary suite provides a private retreat, with en-suite full bath...


47 Photos
WILLIAM RAVEIS - BERKSHIRE
$575,000
3 BD | 2 BA
Residential - Single Family

Set on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, and neighborhood convenience. The front entry opens to an inviting staircase that leads upstairs to three bedrooms and a shared full bath. The main level includes a comfortable living room with a fireplace and back door opening to a covered porch overlooking the fenced backyard and in-ground pool.A bright eat-in kitchen with a back entry sits at the heart of the home, with a nearby half bath and a separate dining room for more formal meals or gatherings.The full basement mirrors the home's footprint, offering laundry and plenty of storage. Additional features include: 1 car garage with covered entry to the house, multiple garden beds, and updated windows.


68 Photos
BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
$575,000
3 BD | 5 BA
Residential - Single Family

Sitting atop of scenic Florida Mountain, this custom built Cape with elegant charm features 3 Bedrooms, 3 Full and 2 half Baths and central A/C.The Primary suite is located on the first with a fireplace, large walk-in closet and a private sitting room to relax in. The Primary Bath features a 3 head walk-in shower, Jet tub, water closet and radiant heat tile floors. The Bedrooms on the second floor each have their own Full Bath separated by a long walkway with a balcony overlooking the living room. A floor plan that flows from room to room with ease. The living room has a cathedral ceiling, custom fireplace and wood elevator. The Kitchen features a commercial stove, built-in oven and granite counters. A Bonus Room with half Bath over the heated 2 car garage. Walk-out basement.

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