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70 Photos
MONARCH REALTY, INC.
$400,000
3 BD | 2 BA
Residential - Single Family

Wonderful opportunity for buyers seeking a ranch-style home with acreage, privacy, and convenient one-level living. This 3-bedroom, 1½-bath home offers plenty of space and potential to make it your own. The spacious kitchen provides room for dining, while an additional room could serve as a formal dining room, office, or flex space. The large living room features hardwood floors and a picture window overlooking mature landscaping. Enjoy peaceful outdoor living from the back deck, surrounded by a natural, private setting. A large unfinished basement offers excellent storage or future expansion potential, and a three-bay shed provides plenty of room for equipment, hobbies, and storage. Close to town yet tucked away in a tranquil setting!


58 Photos
RE/MAX COMPASS
$419,900
3 BD | 2 BA
Residential - Single Family

OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old.This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!


26 Photos
HOUSATONIC REAL ESTATE
$429,000
3 BD | 2 BA
Residential - Single Family

Completely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown GB, the property offers outstanding live/work, investment, or business potential. The 2,258 sq. ft. main residence features 3 spacious bedrooms, a large new kitchen, full bath, washer/dryer, and garage. A brand-new adjoining apartment includes a beautifully finished kitchen with granite countertops, full bath, washer/dryer, and private backyard access deal for rental income, extended family, Airbnb, or professional office use. Additional updates include a new 3-bedroom septic system and new roof, exterior and interior paint. Some images have been digitally altered to include virtual staging


28 Photos
HOUSATONIC REAL ESTATE
$429,000
3 BD | 2 BA
Multi-Family

Completely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown Great Barrington, the property offers outstanding investment, or business potential. The 2,258 sq. ft. main residence features 3 spacious bedrooms, a large new kitchen, full bath, washer/dryer, and garage. A brand-new adjoining apartment includes a new finished kitchen with granite countertops, washer/dryer, and private backyard access deal for rental income, or professional office use. Updates include a new 3-bedroom septic system and new roof, backyard fence and new grass. Some images have been digitally altered to include virtual staging.


38 Photos
WILLIAM RAVEIS - BERKSHIRE
$429,000
3 BD | 2 BA
Residential - Single Family

Step into the timeless character and charm of this remarkable historic property, built in 1750 and set on four picturesque acres. Blending centuries-old craftmanship with thoughtfully updated modern amenities, this special home offers a rare opportunity to enjoy historic living without sacrificing today's comforts. The home features three classic farmhouse bedrooms including a first-floor primary with a fireplace. There are two modern bathrooms, each tastefully updated with tile showers and one with a jetted tub. The bright, open kitchen is warm and inviting, with beautiful light-wood counters, counter-height coffee bar and ample space for hosting and creating. The dining area accommodates a large farmhouse table, perfect for family gatherings.


48 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$449,000
4 BD | 4 BA
Multi-Family

Welcome to this immaculately maintained two-family home --a turnkey property that meets today's timeless standards! This choice 2-family home beautifully balances sophisticated living with incredible versatility, making it an ideal match for owner-occupants, multigenerational families, or savvy investors alike. Including features you are sure to love: Modern Living: Bright, open-floor-plan living areas featuring fresh paint and updated appliances. Comfort & Convenience: Both units boast primary bedrooms with en suite baths, large dedicated laundry areas, updated windows, and pristine ceramic-tile bathrooms. Flex Space: A partially finished basement offers the perfect canvas for storage, workshop, craft area, home gym, etc.


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.


36 Photos
LAMACCHIA REALTY, INC
$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!


39 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$490,000
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!


18 Photos
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.


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MAVERICK REALTY
$525,000
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!


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...


51 Photos
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


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


35 Photos
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.


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.


31 Photos
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.


34 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.


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.

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