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55 Photos
STONE HOUSE PROPERTIES, LLC
$569,000
3 BD | 2 BA
Residential - Single Family

Set on more than 15 beautiful acres, this exceptionally well-maintained three-bedroom, two-full-bath home offers comfort, privacy, and abundant outdoor space. Highlights include a new metal roof installed in 2025, an outdoor shower, and an enormous new deck ideal for relaxing and entertaining. The home also features a full basement that is exceptionally neat and dry, providing excellent storage and additional possibilities. Enjoy a peaceful country setting just 20 minutes from the Massachusetts Turnpike entrance in Lee, as well as the town's many restaurants, shops, and everyday conveniences.


34 Photos
HOUSATONIC REAL ESTATE
$575,000
3 BD | 1 BA
Residential - Single Family

This inviting, move-in-ready Colonial blends classic New England character with comfortable everyday living. Nine-foot ceilings, western exposure, and abundant natural light complement beautiful backyard. The main level features an open kitchen and dining area with stainless steel appliances, plus a cozy living room and family room perfect for entertaining. Enjoy the landscaped yard with a generous patio with pavers and Goshen stone. Recent updates include new gutters, several newer windows, a 10-year-old roof, new upstairs carpeting, and a new front porch with Trex decking. The unfinished attic offers flexibility for a fourth bedroom, office, studio, or additional living space.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$575,000
7 BD | 7 BA
Residential - Single Family

Tucked into the rolling hills of Great Barrington just minutes from downtown and the slopes of Ski Butternut, The Turning Point is a storied 3,600-square-foot Berkshire landmark operating as an active short-term rental. Steeped in history dating back to its 1800s stagecoach tavern roots, the property showcases an enduring dual-facade of classic New England brick and weathered clapboard. Inside, original period charm takes center stage with wide-plank wood floors and glowing fireplaces, perfectly paired with a rare, substantial footprint featuring 7 generous bedrooms and 6.5 bathrooms. Designed for effortless hosting, this expansive retreat offers an incredible canvas for a lucrative rental investment, a boutique bed-and-breakfast, or a magnificent private country compound.


23 Photos
HELEN MULLANY REAL ESTATE, LLC
$575,000
2 BD | 1 BA
Residential - Single Family

THE BEST OF GREAT BARRINGTON RIGHT OUTSIDE YOUR DOOR! Set high up on a knoll, this home boasts good, solid construction, wood floors, brick fireplace, a year round sunroom and a detached garage. The mature trees and perennials give the lot wonderful privacy. Easy manageable living, a block from the NYC bus this classic Berkshire house with the luxury of leaving your car behind.


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$584,900
4 BD | 4 BA
Residential - Single Family

OPEN HOUSE CANCELLED! Experience the perfect blend of professional utility and luxurious comfort at 1 Almon Ave., a beautifully constructed and impeccably maintained retreat located in a BG-zoned area. This home offers an exceptional opportunity for those looking to operate a business or maintain a home-office setup without sacrificing lifestyle quality. The main residence provides four spacious bedrooms, including a convenient first-floor bedroom w/ a walk-in closet, complemented by four full bathrooms. At the heart of the home, the gourmet kitchen showcases custom hickory cabinetry paired with solid granite countertops. The second floor--which, along with the stairs, will feature new carpet--includes three additional bedrooms, a family room, a full bath with laundry, and a


3 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$585,000
4 BD | 3 BA
Residential - Single Family

Build to suit. This new ranch construction modular home offers an open concept on a double lot. The home features sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from the dinning, living & primary bedroom. 4 bedrooms 2.5 baths. Lower level ready for additional finished space. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.


35 Photos
WOLCOTT REALTY
$589,000
3 BD | 1 BA
Residential - Single Family

Escape to your own island retreat where each day is a peaceful, waterfront sojourn. Nestled on an island in Big Pond, this tranquil waterfront property offers extraordinary privacy, natural beauty and modern comfort. Thoughtfully updated, the home features a masterfully renovated kitchen and bath, a first-floor bedroom and distinctive architectural details including cedar shakes, that create warmth and character throughout. All furnishings to stay. Mornings of seasonal birdsong and the delicate beauty of the new day invite ease and comfort both on the screened, full-windowed porch or on the two outdoor decks. Breathtaking views of the lake encourage leisurely relaxation while winding garden paths and natural stone walls enhance the property's timeless appeal


31 Photos
HOUSATONIC REAL ESTATE
$595,000
4 BD | 3 BA
Residential - Single Family

IMMACULATE 3 BEDROOM COLONIAL with ONE BEDROOM APARTMENT in SOUTH LEE on a quiet cul de sac. Zoned 2 family, partially fenced back yard, attached garage and central air conditioning. Great investment or family home.


30 Photos
HOUSATONIC REAL ESTATE
$595,000
2 BD | 2 BA
Residential - Single Family

El Refugio, ''The Refuge'', a hidden gem minutes from downtown Great Barrington. A 2-bedroom, 2-bath, wood burning fireplace home - with a 46' heated pool and 2-car detached garage. Set back from the road on 7+ private acres with extensive shoreline on the Williams River.


44 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$595,000
3 BD | 2 BA
Residential - Single Family

Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the formal dining room and a tastefully remodeled kitchen. Enjoy year-round tranquility in the heated four-season sunroom or relax in the separate main-floor den featuring a cozy gas fireplace and sliders leading out to the rear deck. A generous first-floor bedroom, full bath, and dedicated laundry room offer effortless single-level living convenience.


68 Photos
ASHMERE REALTY, INC.
$595,275
4 BD | 3 BA
Residential - Single Family

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privac


38 Photos
HARSCH ASSOCIATES
$599,000
2 BD | 2 BA
Residential - Single Family

The driveway winds through mature woods before opening to an expansive setting that includes the 7.5-acre house parcel plus an adjacent 2.8-acre lot. Approximately one acre of lawn and mowed field surrounds the two-story home, providing sunlight and ample space for gardening, recreation, animals, or simply enjoying open land. Built in 1950, the home features an open floor plan connecting the living, dining, and kitchen areas--an arrangement that can be easily re-imagined or updated to suit a buyer's vision. The great room showcases natural wood finishes, a cathedral ceiling, and a fireplace. A sunken sunspace captures the southeastern light beautifully, especially in the winter months and a 3-season porch for warm summer days.


23 Photos
NON-MEMBER / RECIPROCAL
$599,000
3 BD | 1 BA
Residential - Single Family

This efficient turnkey lakefront house offers modern comfort and a stunning view of Ashmere Lake. Tucked on the eastern cove side of the lake, it provides a more sheltered stretch of waterfront. The main level features two bedrooms with oak hardwood floors and individual heat pumps for customizable comfort. The kitchen is finished with granite countertops, soft close cabinetry, and a practical open concept layout. The 2nd floor offers additional living space for a bedroom or quiet lounging, with a lovely front facing view of the lake. Mechanical updates include a new hot water heater, electric service panel, heating panels located in both the full bathroom and the basement, as well as heat pumps in the main living area, the 2nd floor and in the bedrooms. Vacation all year round!


55 Photos
Lamacchia Realty, Inc. - Dalton
$599,000
3 BD | 2 BA
Residential - Single Family

Reintroducing 56 Victoria Lane, with a new roof, freshly painted rooms, areas with new landscaping and more! Set on a hilltop, the end of a cul-de-sac in desirable Lanesborough, offering the perfect blend of privacy, space & functionality. This 3-bedroom, 2-bath home features over 2,600 square feet of living space & a versatile layout designed to fit a variety of lifestyles. The first floor offers 2 bedrooms & a full bath, ideal for guests, one-level living, or a convenient home office. The main living areas are filled with natural light & offer a comfortable flow for entertaining. Upstairs offers a spacious primary en-suite complete with a walk-in closet and a jetted tub.


42 Photos
Lamacchia Realty, Inc. - Dalton
$599,000
3 BD | 3 BA
Residential - Single Family

Welcome to this beautifully maintained Cape Cod-style home, built in 2001 and set on 1.13 acres. Offering 3 bedrooms and 2.5 baths, this inviting home combines charm with a thoughtfully designed floor plan that's perfect for everyday living and entertaining. The main level features a private office with elegant French doors, ideal for working from home or creating a quiet retreat. The spacious living room is warmed by a cozy gas fireplace and opens to an expansive 12' x 30' partially screened deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful backyard. Upstairs, you'll find a primary suite complete with its own private bath & patio. Two additional bedrooms provide plenty of room for family and guests. The walkout


44 Photos
COLDWELL BANKER PRIME PROPERTIES, INC
$599,000
2 BD | 2 BA
Residential - Single Family

The keyword for this spacious Richmond Shores 2 bedroom with extra loft sleeping space/2 bath lake property is ''new''! New roof, new hot water heater, new refrigerator, new wiring, new thermostats, new well pump, AND new sewer pump! This turnkey house is perfect as a getaway, downsize or investment property. Enjoy the spacious backyard with canal access to Richmond Pond, with a community beach and public boat ramp close by. Spend the colder months toasty warm by the stone fireplace with new fireplace insert and you're only 5 miles from Bousquet!


47 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$599,000
3 BD | 2 BA
Residential - Single Family

Situated in the finest location in a quiet neighborhood of very nicely kept homes, this three bedroom, two bath home offers the discerning buyer an abundance of privacy, especially with the adjacent 1.33 acre wooded parcel included in the sale. The property also abuts state land to the south, providing additional protection and enhancing the peaceful aura of the surroundings. Stately and spacious, the residence has a wonderful array of living and entertaining areas both inside and out. A lovely kitchen with granite counters and gleaming white cabinetry opens to a two story deck, with al fresco dining and leisure opportunities both up and down. Below is an expansive four season sunroom with access to the decking and to the large fireplaced family room. With a kitchenette close by,


26 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$599,000
3 BD | 3 BA
Residential - Single Family

Welcome to this recently listed home in a sought after neighborhood in Lee MA....A truly lovely home in an exceptional setting! Minutes to many Berkshire cultural sites including Tanglewood, Jacobs Pillow and Shakespeare and Company. Enjoy swimming at Laurel Lake, hiking at Bear Town State forest, or shopping at the outlets nearby. This 3 bedroom, 2.5 bath home also includes a den/office, dining room, living room and large eat in kitchen. Enjoy the views and privacy from the oversized deck. Amenities include: finished lower level, vinyl siding, gas heat, public sewer and water, cable, wood floors, invisible dog fence, and two car attached garage....A great opportunity!


35 Photos
BIRCH PROPERTIES
$599,000
3 BD | 3 BA
Residential - Single Family

Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining. The spacious kitchen flows into the dining and sitting area with direct access to the deck, creating an inviting indoor-outdoor feel. The living room is anchored by a beautiful gas fireplace and oversized windows that bring in natural light throughout the day. Three well-proportioned bedrooms include a primary suite with spa bath.


32 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$599,000
5 BD | 2 BA
Residential - Single Family

Charming In-Town Cape on a Spacious Lot with Inground Pool. Located in a delightful neighborhood close to town. This inviting home built in 1951 offers 5 bedrooms & 2 full baths. Inside, the residence seamlessly balances ample room to spread out with warm, light-filled spaces tailored for everyday living & entertaining. Timeless architectural details throughout bring character & charm, including a wood-burning fireplace, graceful arched doorways & custom built-in cabinetry. Outdoors, a private in-ground pool is set within a large, sunny yard, creating a wonderful oasis. Turn-key peace of mind is provided by recent upgrades, including a newer including a newer furnace, water heater & pool filter. Town water, town sewer & natural gas from the street. Close to everything - A must see!

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