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35 Photos
HELEN MULLANY REAL ESTATE, LLC
$449,000
2 BD | 1 BA
Residential - Single Family

Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect for Dining, board games or snuggling up with a book. Wonderful sunny deck, and a grassy lawn with fire pit. Upgrades include fenced yard & Generator! A shed to store your kayaks & bikes. Deeded Lake access. Minutes to Great Barrington town center, Butternut Ski Area & Hiking Trails. Easy access to Lake, just over the knoll.


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Lamacchia Realty, Inc. - Dalton
$469,900
4 BD | 2 BA
Residential - Single Family

Welcome to 30 Lexington Parkway, an exceptionally cherished home in one of Southeast Pittsfield's most coveted neighborhoods. Brimming with timeless character, warmth, and pride of ownership, this impeccably maintained 4-bedroom home blends classic charm with everyday comfort. The inviting living spaces feature a stunning fireplace, hardwood floors, spacious eat-in kitchen, screened-in porch surrounded by the meticulously cared-for private backyard. A finished basement offers room to grow, while flexible spaces adapt effortlessly as a home office, library, studio or gym. Complete with a 2-car garage and conveniently located near parks, recreation, schools, dining, shopping, downtown, and the Berkshires renowned arts and cultural attractions. Come home to a place where memories are made!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$485,000
3 BD | 2 BA
Residential - Single Family

Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore. First floor 1/2 bath, & period details & charm that cannot be replicated today. Upstairs, 3 sizable bedrooms, & a fully renovated bathroom w/ Italian marble counters, tiled walk-in shower & radiant heat. The partially finished lower level features another bedroom for extended family and guests. A large two car garage was added, with exceptional loft storage space above. Be ready to fall in love!


31 Photos
ENGEL & VOLKERS WELLESLEY
$495,000
2 BD | 1 BA
Residential - Single Family

Near Lee and Lenox, this Berkshires waterfront cottage offers two bedrooms and a full bath on the main level, plus a bonus room in the lower-level walkout. An open floor plan--kitchen, dining, and living--opens to a screened-in porch with western views over Little Robin Lake. Enjoy the quiet of this no-motor lake: kayak, swim off your dock, or fish until sunset. Evening dinners or a glass of wine belong on the expansive lower stone patio. A gentle slope leads to lake access and an expansive shoreline--ideal for a fire pit and s'mores--plus an attached garage for winter storage of boats and water gear. Hike October Mountain State Forest and Becket Quarry, ski Otis Ridge or Canterbury Farm, and reach Lee and Lenox restaurants, Tanglewood, and Jacob's Pillow in minutes.


53 Photos
MAVERICK REALTY
$499,000
5 BD | 2 BA
Residential - Single Family

Beautifully renovated 18th-century Federalist home featuring a custom kitchen with quartzite countertops, energy-efficient appliances, and space for a coffee or wine bar. The grand dining room and living room each boast original fireplaces and refinished hardwood floors. First-floor bedroom or office, remodeled bath, and laundry. Upstairs offers four spacious bedrooms and a full bath with quartzite counters. Heated two-car garage, attic expansion potential, and large partially fenced yard. Updated systems include new boiler, water heater, electrical, plumbing, gutters, lighting, and fresh paint--move right in and enjoy antique charm with modern comfort!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$499,000
2 BD | 1 BA
Residential - Single Family

Turnkey Berkshire Retreat Near Stockbridge Bowl & Tanglewood - Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.


52 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$515,000
3 BD | 4 BA
Residential - Single Family

Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping, established flower beds, and expansive lawn create a truly park-like setting, an inviting backdrop for morning coffee, summer gatherings, or simply enjoying the quiet of home.


31 Photos
STONE HOUSE PROPERTIES, LLC
$529,000
3 BD | 2 BA
Residential - Single Family

Welcome to Peggy's Cottage. The owner, a cellist, originally chose this Queechy Lake home for its proximity to Tanglewood and the cathedral ceilings in the family room, which served as her music room. She quickly grew to love the lake community's friendly neighbors, walking trails, and private beach. This cozy log cabin sits on a level .36 acre lot, offering rare privacy with lovely gardens, a latticed entertainment deck, and two sheds. Relax in the living room in front of the stone fireplace, perfect for a quiet conversation or reading. Step into the spacious family/music room and enjoy movie night and the view of the gardens. The open kitchen and dining area connect to a first-floor bedroom with laundry and a full bath. Upstairs, you will find two large bedrooms with skylights and...


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LAMACCHIA REALTY, INC
$549,000
4 BD | 3 BA
Residential - Single Family

Discover refined Berkshire living in this exceptional 4 bedroom, 3 bathroom end unit townhouse with Mount Greylock views. Meticulously renovated from top to bottom, this turnkey residence offers an effortless flow, spacious rooms, and high end finishes throughout. The elegant interior features beautiful cabinetry, quartz countertops, marble clad bathrooms, and energy efficient features. Spacious bedroom suites offer luxurious suite bathrooms and abundant closet space, complemented by a dedicated office. Set between Williamstown and Lenox, enjoy easy access to MASS MoCA, the Clark Art Institute, lakes, rivers, hiking, waterfalls, and the best of Berkshire living, with convenient travel to Boston and New York City.


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NOCHER REALTY
$549,900
4 BD | 4 BA
Residential - Single Family

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with


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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


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HELEN MULLANY REAL ESTATE, LLC
$563,000
4 BD | 4 BA
Residential - Single Family

Set along a bucolic country road, this charming New England Farm House offers wonderful space, character, and a host of recent updates. The inviting floor plan features large, comfortable rooms with wood floors throughout. The updated kitchen includes new countertops and appliances, creating a fresh and functional gathering space. Relax on the screened porch or entertain on the deck while enjoying the peaceful country setting. Ideal for outdoor enthusiasts with excellent biking, hiking and walking right from the property. Skiing and town center are just minutes away, offering recreation and convenience.


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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.


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HOUSATONIC REAL ESTATE
$595,000
4 BD | 3 BA
Multi-Family

IMMACULATE 3 BEDROOM APARTMENT WITH DECK and ONE BEDROOM APARTMENT in SOUTH LEE on a quiet cul de sac. Zoned 2 family, partially fenced back yard, attached garage, CENTRAL AIR CONDITIONING - BRAND NEW VINYL SIDING DECEMBER 2025.


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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.


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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.


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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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WILLIAM RAVEIS - BERKSHIRE
$600,000
6 BD | 5 BA
Multi-Family

Prime investment opportunity! This five-unit property features a desirable mix of four, one-bedroom apartments & one, two-bedroom. All units have their own separate heating & electrical systems! Convenient location ensures high demand due to proximity to stores and the hospital. On-site parking. Detached garage/workshop could be rented separately for additional income or used as storage for tenants.


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CARRIAGE HOUSE REAL ESTATE
$629,900
5 BD | 2 BA
Residential - Single Family

Welcome home to this spacious raised ranch located in a highly desirable neighborhood! This well-maintained property offers five bedrooms and two full baths, providing plenty of room for family, guests, or a home office. The inviting family room is perfect for gathering and entertaining, while the two-car garage adds convenience and storage. Step outside and enjoy the oversized deck overlooking the beautiful built-in pool an ideal setting for summer fun, outdoor dining, and relaxing with friends and family. With generous living space, great amenities, and a sought-after location close to schools, shopping, and local attractions, this home is a wonderful opportunity you wont want to miss.


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STONE HOUSE PROPERTIES, LLC
$699,000
3 BD | 3 BA
Residential - Single Family

Charming open-concept Ranch includes a separate abutting building lot in the heart of the Berkshires on a quiet non-through street! This beautiful, move-in ready Ranch offers 1,959 sq ft of bright, inviting living space on the main level. Finished 1159 sq ft basement with full bath adds extra space, perfect for a game room, holiday gatherings. The dining area connects to a large kitchen with newer quartz countertops. Great room features a natural gas fireplace. With 3 spacious bedrooms,3 full bathrooms, there's plenty of room for everyone. Outside, enjoy a welcoming front porch with nice landscaping or host a barbecue on the large back deck. Complete with an attached 2-car garage. Close to Berkshire attractions, 15 minutes to Tanglewood, and minutes to shopping, this home truly has it all!

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