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59 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$399,900
5 BD | 3 BA
Multi-Family

This exceptionally well-maintained Civil War-era farmhouse presents a rare opportunity to own a property rich in character while offering remarkable versatility. Thoughtfully preserved and updated, the home accommodates a variety of living arrangements, functioning seamlessly as a spacious single-family residence, a multi-generational home, or a duplex-style property with income potential for both long- and short-term rentals. Set within a charming, low-tax community, the property offers an appealing balance of tranquility and accessibility. Its proximity to Jiminy Peak places year-round recreation just moments away, including skiing, hiking, mountain biking, and outdoor adventure parks. The surrounding area is equally known for its vibrant cultural scene, with nearby venues offering arts,


29 Photos
REALTY STREET, LLC
$399,900
3 BD | 2 BA
Residential - Single Family

Come take a look at this 3-bedroom, 2-full-bath Cape that is located in the sought after Town of Dalton. This move-in-ready home features hardwood floors, bright living spaces, and a modern kitchen with granite countertops. A first floor bedroom and a full bath provide the convenience of one-level living. Enjoy the welcoming sunroom that leads out to the private deck, perfect for relaxing or entertaining. The home also includes a detached one-car garage, and a spacious back yard. Conveniently located near schools, shopping, dining, and outdoor recreation, this well-maintained home offers everything you need in a great Dalton location. Open House Saturday June 20th from 10:00-11:30 am


41 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$410,000
2 BD | 1 BA
Residential - Condo/Townhouse

Perfectly positioned in the heart of Jiminy Peak Mountain Resort, this stylishly updated two-bedroom, one-bath condominium offers the ultimate slopeside lifestyle. Just steps from the lifts, you'll enjoy effortless access to one of the region's premier ski destinations while retreating to a thoughtfully designed interior that blends comfort and modern appeal. The bright, open living space is ideal for relaxing after a day on the mountain, with tasteful updates throughout creating a move-in-ready experience. Beyond winter, Jiminy Peak Mountain Resort transforms into a vibrant four-season playground featuring hiking, mountain biking, and family-friendly attractions.


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DALTON TOWN & COUNTRY ASSOC, INC
$419,900
4 BD | 2 BA
Residential - Single Family

4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement. Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities


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!


34 Photos
LAMACCHIA REALTY, INC
$420,000
2 BD | 1 BA
Residential - Single Family

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.


47 Photos
SIGNATURE ASSOCIATES
$424,900
4 BD | 2 BA
Residential - Single Family

Enjoy this beautiful property on Williams St. Large yard consisting of 2 lots with pastoral views across the street. This 4 large bedroom, 1 full and 2 half bath home is just waiting for your interior decorating ideas Hardwood floors in most rooms, fireplace living room, large dining room. Central air conditioning, Basement partially finished, including 1/2 bath. New roof in 2020 and solar panels replaced. Updated electrical, furnace serviced 2/25. Sewer line to be replaced soon Solar Panels are owned and for hot water only


35 Photos
STREAMLINE COMMUNITIES
$425,000
1 BD | 1 BA
Residential - Condo/Townhouse

Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless appliances, granite countertops, gas ranges, generous closets and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles totaling 61 residences. Outdoor spaces including the Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management. #BerkshiresLofts #WaterfrontCondoMA #WilliamstownMACondo


36 Photos
COLDWELL BANKER COMMUNITY REALTORS
$425,000
3 BD | 2 BA
Residential - Single Family

Nestled in a peaceful 4.3 wooded setting, this spacious home captures the warmth and charm of log home living. The open concept design offers a warm and inviting atmosphere, highlighted by cathedral ceiling and rich wood interiors. The kitchen connects to the dining and living areas, where a pellet stove adds cozy comfort, and patio doors lead to a large front and back decks, the perfect place to gather with friends or simply relax and enjoy nature. The main bedroom suite features patio door to the back deck, a full bath, and a custom built laundry closet, Two additional bedrooms and another full bath complete the main level. The finished lower level is designed for fun and entertainment, featuring a generous family/recreation room with a projector for movie nights


26 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$425,000
2 BD | 2 BA
Residential - Condo/Townhouse

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.


50 Photos
HARSCH ASSOCIATES
$429,000
2 BD | 2 BA
Residential - Single Family

Former Church Offers So Many Opportunities. What might be your dream or requirements? This 1889 Church located in the quiet country village of North Pownal, Vermont, could fill them, however big or small. A single family home for all seasons and celebrations? A wedding venue? A place to live and work, rolled into one with plenty of space no matter what you do, from sculpting to computer imaging? This amazing building has so many possibilities. With the exterior restoration just completed and some very attractive new interior spaces for living including the fully equipped kitchen, delightful bedroom, walk-in closet, and three quarter bath, and second floor bedroom suite, one can move right in while you imagine how you might like to change the other very large spaces on both floors


56 Photos
NOCHER REALTY
$429,000
3 BD | 2 BA
Residential - Single Family

Serene Living Meets Modern Elegance in Lanesborough! Nestled on a picturesque .72 acre lot, this beautifully updated 3-bedroom, 2-full-bath split-level ranch offers the perfect blend of style, comfort, and peace of mind. From the moment you arrive, the exceptional curb appeal shines with recently installed vinyl siding, a striking vinyl stone facade, and a pristine new roof (2025).Step inside to discover an inviting, sun-filled main level featuring gorgeous, newly installed hickory floors. The beautifully updated kitchen is a chef's delight, boasting sleek quartz countertops and pristine finishes. Retreat to the spacious primary bedroom, complete with its own private full bath and step down bonus room. The lower levels offer incredible versatility and space to unwind.


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

Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb, this property combines timeless charm, tranquil surroundings, and great potential.


26 Photos
HOUSATONIC REAL ESTATE
$435,000
2 BD | 2 BA
Residential - Single Family

Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths.Recent upgrades include a new roof, new windows, Buderus boiler, beautiful large wood plank floors throughout the first and second levels. The thoughtfully updated kitchen boasts modern appliances, while the renovated full bath upstairs and newly added first-floor half bath provide everyday convenience.A finished third-floor space adds valuable extra living area and may serve as a third bedroom, home office, or studio. Enjoy scenic Berkshire views, a fenced front and side yard, and a welcoming front porch.


23 Photos
STONE HOUSE PROPERTIES, LLC
$445,000
4 BD | 2 BA
Residential - Single Family

Spacious and filled with natural light, this four bedroom, two bath home offers incredible potential and timeless charm. Featuring large windows throughout the home makes it bright and inviting, with a comfortable layout with a full kitchen, formal dining room, cozy sitting room, and a charming fireplace in the living room which is perfect for relaxing evenings. Generously sized rooms provide plenty of space to make your own. Ideally located within walking distance to town, this property is a wonderful opportunity for a first-time homebuyer or investor to bring fresh vision and updates to an already solid home. Enjoy just minutes away from the best of all the Berkshires cultural attractions, Berkshire Theatre Norman Rockwell Museum, Tanglewood, Historic Red Lion Inn and more!


15 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$447,300
1 BD | 1 BA
Residential - Condo/Townhouse

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation.


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.


19 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$449,900
1 BD | 2 BA
Residential - Condo/Townhouse

Motivated Seller! Welcome to Cable Mills, Williamstown's premier condo community, blending historic mill charm with modern living along the Green River. Unit 112 is a first-floor corner unit with 1 bedroom and 1.5 baths, featuring high ceilings, exposed brick and beams, and an open layout. Large windows fill the space with natural light and river views. Enjoy bamboo floors, ample storage, and a kitchen with granite counters, stainless steel appliances, and an eat-at island. The primary suite offers two closets, in-unit laundry, and a full bath. Includes central A/C and deeded covered parking. Amenities include a fitness center, lounge, riverwalk, and more. Close to Williams College, Taconic Golf Course, and Spring Street.


35 Photos
LAMACCHIA REALTY, INC
$449,900
3 BD | 2 BA
Residential - Single Family

OPEN HOUSE SAT 6/20 10AM-11:30AM. Set on just over an acre of land in one of Berkshire County's most peaceful rural settings, this inviting 3-bedroom, 2 full bath home offers comfort, character, and room to enjoy the beauty of every season. A covered front porch welcomes you home, while a spacious rear deck provides the perfect place to relax, entertain, or take in the surrounding countryside. Inside, you'll find a beautifully updated kitchen featuring quartz countertops and ample cabinet space. The dining room, which flows off the kitchen, is highlighted by a stunning stone wood-burning fireplace that creates a warm and inviting atmosphere for gatherings. The spacious living room offers additional comfort with a wood stove and mini-split system for efficient heating and cooling,


4 Photos
FAIRGROUND REAL ESTATE, INC
$449,900
4 BD | 2 BA
Multi-Family

Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and period details. The kitchen and living areas are perfect for entertaining or relaxing with family. Upstairs, the bedrooms offer privacy and comfort, with plenty of storage throughout. Warm and efficient forced hot water heating.

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