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2 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$495,000
4 BD | 4 BA
Multi-Family

2 Duplex Buildings with 4 Apartments. Ideal investment in downtown Dalton. 3 of 4 Units Rented. 1 Unit under construction. Long term tenancies.Better Photos coming soon!


38 Photos
BIRCH PROPERTIES
$495,000
1 BD | 1 BA
Residential - Condo/Townhouse

Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940 SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes. With nearly 12-foot ceilings and oversized south-facing windows, the open living, dining, and kitchen area is filled with natural light. Restored hardwood floors, hand-burnished structural elements, and regionally sourced materials anchor the space in its industrial heritage while creating a warm, modern loft environment.


38 Photos
STONE HOUSE PROPERTIES, LLC

Excellent investment or owner-user opportunity in a highly convenient Pittsfield location. This exceptionally well-maintained, multi-tenant professional office building is in excellent condition and offers approximately 7,128 square feet across three levels. The flexible layout includes private offices, reception areas, conference rooms, workspaces and storage, along with an accessible entrance and front and rear egresses for convenient access and circulation. The property features central air conditioning, a new roof installed in 2019, attractive professional curb appeal and private off-street parking for approximately 25 vehicles--a significant advantage in a downtown location. Situated in the Downtown Creative District and within walking distance of downtown, banks, grocery stores,


39 Photos
BURNHAM GOLD REAL ESTATE, LLC
$495,000
3 BD | 2 BA
Residential - Single Family

Welcome to this thoughtfully designed ranch offering one level comfort and modern amenities set back on a circular drive accented by solar post lights, mature perennial beds and a stunning custom stone/granite entry. Inside enjoy the airy feel of 9 foot ceilings throughout with rich red oak flooring and ceramic tile in the kitchen and baths.The kitchen boasts abundant cabinetry, a convenient breakfast bar, and a charming corner sink framing mountain views. This home features three bedrooms each with ample closet space, and two full baths. Relax in the three-season sun room overlooking the beautifully landscaped backyard with apple and pear trees. A full basement provides endless possibilities: hobby space, workshop, gym, or extra storage. This home is move-in ready, unpack and enjoy!


38 Photos
BIRCH PROPERTIES
$495,000
1 BD | 2 BA
Residential - Condo/Townhouse

Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a warm and versatile modern loft. The open kitchen and main living space feature restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected to heighten the building's material richness.


24 Photos
DONOVAN REAL ESTATE
$495,000
3 BD | 2 BA
Residential - Single Family

Custom-built Contemporary is ready for its second owner! Perfect blend of comfort, privacy and natural beauty on 9.7 acres. Meander on the 9.7 acres with a babbling brook that is heard from the front porch. there are distant mountain views, not visible from the house. The main floor features a kitchen with cabinets galore and a wine refrig, cathedral ceiling in the dining room with a fireplace, generous size living room with views to the outside, two bedrooms and a bathroom. The second floor features a generous size bedroom with a private bathroom and an open sitting area that could function as a study. The kitchen and bathroom were updated 14 years ago, approximately. The seller is installing a new septic.


61 Photos
BISHOP WEST REAL ESTATE
$495,000
2 BD | 3 BA
Residential - Single Family

Welcome to this well-maintained home on the doorstep of Williams College and downtown Williamstown. This inviting 2-bedroom, 2.5-bath home offers 1,909 square feet of flexible living space where natural light, historic charm, and thoughtful updates create a cozy retreat with room to make it your own. The spacious kitchen offers stainless steel appliances and a convenient mudroom entry into the home from the recently installed driveway, which provides easy maintenance and improved drainage. Flexible spaces make it easy to adapt the home to your lifestyle. In addition to two bedrooms, a downstairs office, an upstairs bonus room, and the renovated third-floor provide options for working from home, a reading nook, creative pursuits, or guest accommodations.


22 Photos
STONE HOUSE PROPERTIES, LLC
$495,000
3 BD | 3 BA
Residential - Single Family

Restoration Ready! Set along a beautiful country road in Sheffield, this charming eyebrow Colonial offers three bedrooms, two and a half baths, and lovely views off the back. Original details throughout reflect the home's history and character, complemented by a welcoming front porch, distinctive bay window and classic New England lines. Conceptual renovation plans illustrate the potential for inviting living and dining spaces, a separate den and outdoor areas to enjoy the setting. A wonderful opportunity to bring your vision to a Berkshire home with enduring charm and so much possibility. Additional land available.


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.


23 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$495,000
4 BD | 3 BA
Residential - Single Family

*NEW PRICE* Single level living with room for everyone. This well loved Ranch House sits in a quiet park like neighborhood on a cul-de-sac. Livingroom with Fireplace, Eat-in Kitchen, 3 Bedrooms + a Bonus Bedroom that may double as an ADU (accessory dwelling unit), Rental or In-law suite. Large yard. Private Deck. Well located near shopping and schools. Truly a special home.


22 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$495,000

Commercial

Centrally located in Historic Downtown Lenox, corner of Church and Tucker. Former Dentist Office. Ideal space for Investor, Commercial, Office, Residential or Multiple Use. 1,078 sq ft. with Full Basement. 7 Offices with Central Air. Off Street Parking. Priced to Sell AS-IS.


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WILLIAM RAVEIS - BERKSHIRE

This is the private, lush, estate property with 23 acres, and the opportunity for additional lots, that you have been waiting for! A gorgeous gentle sweep brings you to distant ridge views. The large open clearing is ready and (originally) perc-tested and passed. 7 acres of rich hardwood forest, and two established stone entrances open in from Cross Rd and the other on Leffingwell. Equestrian or hobby farm potential, perfect for a family compound, or just build your dream home and enjoy the space around you!


57 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$495,000
4 BD | 3 BA
Residential - Single Family

Step back in time at this remarkable 1768 antique Colonial set on approximately 7 acres in scenic Blandford. Formerly the Baird Tavern, was the home for the family for many years and more recently it was used as a bed and breakfast. Rich with character and historic charm, this 4-bedroom, 2.5-bath home offers approximately 2,920 square feet of living space, featuring original post-and-beam construction, wood and pine flooring, and three fireplaces. The property offers an exceptional opportunity for those seeking space, privacy, and the potential for a hobby farm or equestrian use, with a barn/stable, storage shed, and horses permitted. A new septic system with Certificate of Compliance to be installed prior to closing.


13 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$495,000
5 BD | 4 BA
Multi-Family

Don't miss out on this unique investment opportunity in south Williamstown. Two 2-family properties being sold together at less than assessed value. #25 New Ashford consists of 1,820 sq.ft. with 2 one-bedroom, one-bath units, a porch and a full basement. #29 New Ashford consists of 2,016 sq.ft. with a two-bedroom, one bath unit, a one-bedroom, one bath unit and shared laundry in the common area.


36 Photos
COMPASS MASSACHUSETTS , LLC GB
$499,000
6 BD | 2 BA
Multi-Family

Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement spaces. On-site laundry, updated heating system and electrical, newer roof, and solar. This home is an excellent owner-occupied or investment opportunity. One side currently vacant.


36 Photos
COMPASS MASSACHUSETTS , LLC GB
$499,000
6 BD | 2 BA
Residential - Single Family

Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement spaces. On-site laundry, updated heating system and electrical, newer roof, and solar. This home is an excellent owner-occupied or investment opportunity. One side currently vacant.


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BERKSHIRE HOMES AND CONDOS

Opportunity to complete this renovation.Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025. Deeded Lake Rights and private beach for Owners Only. House is directly across from the path to the beach. Goose Pond is noted to be one of the cleanest lakes in Massachusetts. Finish this renovation or add a foundation of build year dram home in this highly sought after Lake Community.


45 Photos
MACCARO REAL ESTATE
$499,000
2 BD | 3 BA
Residential - Single Family

Turn-key Berkshire retreat! Beautifully renovated throughout, this contemporary chalet feels like a brand-new home. Cathedral ceiling, abundant windows, and an open concept living, dining and kitchen area create a bright, inviting atmosphere. The main level features a primary bedroom with an en-suite bathroom, plus a convenient half bath with laundry hook-ups. The second level offers an open loft, overlooking the main living area, complemented by an additional bedroom and full bathroom. A finished walk-out lower level provides wonderful space for recreation, family room or guests. Enjoy the spacious deck in this natural setting with intermittent stream and no HOA! Convenient to Jacobs's Pillow, Tanglewood and the Berkshires cultural and recreational venues, with easy access to I-90.


42 Photos
SKYTOP ASSET MANAGEMENT

Turnkey office and flex building with detached four-bay garage available for sale or lease at 326 Springside Avenue in Pittsfield. 2,367 SF of finished first-floor office space plus a full lower level, located on a corner parcel with 10 parking spaces. Includes a ±960 SF four-bay garage, new roof, and standby generator. Flexible B-G zoning. Rare combination of professional office, on-site storage, and drive-in garage on a single site. Ideal for owner-users, professional firms, contractors, or light flex users. Available immediately. Full details, floor plans, photos, and Matterport 3D tours: https://326springsideavenue.com


24 Photos
PREFERRED COUNTRY PROPERTIES
$499,000
3 BD | 2 BA
Residential - Single Family

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. Central A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off user-friendly modern kitchen. Primary BR w/primary bath. Glass sunroom overlooks the fully fenced, large backyard ideal for large gatherings. Solid covered canopy great for BBQing or reading in the warm breeze. Add'l lot included for a total .67 acre. Attached 2-car garage, full basement and paved driveway among amenities. 1 mile to Taconic Parkway. Owners relocating; home I

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