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42 Photos
RED HORSE REAL ESTATE, LLC
$489,000
3 BD | 3 BA
Residential - Single Family

: Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare Theatre Company, museums, Housatonic River and more.


51 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$489,900
3 BD | 3 BA
Residential - Single Family

Country Charmer set atop of Washington Mountain on 1.2 wooded acres offering privacy and a view for a four spacious bedroom, two-and-a-half bath cape style home and close to all city conveniences. Treetop views greet you at the front door with a picturesque view of distant Mount Greylock welcoming you home every day. Quality built one-owner home grounds you with gleaming hard wood floors and oversized windows surround you with the calming view. A gracious fireplaced living room frames the view with a statement picture window. Enjoy a formal dining room with custom built-ins and bay window filled with sunshine perfect for flourishing flowers and house plants. Cozy kitchen with counter space designed for cooking, serving, dining and family schedule planning with the built-in desk


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!


24 Photos
COLDWELL BANKER COMMUNITY REALTORS
$494,000
4 BD | 2 BA
Residential - Single Family

Country Living at its best! Discover the perfect blend of space, comfort and opportunity with this large 4-bedroom, 2-bath home on 10 acres (consisting of two 5-acre lots). The welcoming layout includes a first floor bedroom and a convenient first floor laundry, making daily living easy and accessible. The great room boasts cathedral ceilings, creating an open and airy feel, perfect for gatherings. The spacious kitchen features ample counter space and cabinetry. Upstairs are three more bedrooms and a full bath. Need even more room? Theres an unfinished room over the 3-car garage just waiting for your finishing touches. Outside is a large fenced backyard with plenty of room for gardens, play and pets.


31 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$494,999
3 BD | 2 BA
Residential - Single Family

Tucked away deep in the quiet woods of New Marlborough, a low tax town, this distinctive property sits on 18+ very private acres. Perfect for anyone seeking true seclusion, natural beauty, and a life off the beaten trail. Surrounded by mature trees and untouched wilderness, it offers exceptional privacy and a peaceful atmosphere where the only sounds are birdsong, flowing breeze, and the soft rustle of leaves. The house itself has a rustic, character-filled presence, with a warm red exterior that blends naturally into its wooded surroundings. One of its most inviting features is the large covered porch, an ideal space to relax, sip coffee, gather with friends, BBQ and picnic, or simply take in the scenic landscape all year long.


24 Photos
BERKSHIRE HOMES AND CONDOS

Great Opportunity for business/building ownership. Turnkey Bar, Restaurant, & Venue in the Heart of Adams, MA in the Beautiful Berkshires. Iconic Adams Ale House- Massive Bar and Event Space for Sale. Adams Landmark Ale House- a Favorite for Locals and Tourists. Rare mixed use commercial gem-Bar, Kitchen, Auditorium/ballroom. Ready to Reopen. Near MassMoca, Mass College of Liberal Arts, Williams College, Clark Art Museum, Jiminy Peak Ski Area, Historic Mt. Greylock Site. Professional Theaters in Adams, Williamstown and Pittsfield.


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.


37 Photos
COMPASS MASSACHUSETTS , LLC GB
$495,000
4 BD | 3 BA
Residential - Single Family

Spacious split-level home in Dalton offering three levels of living space and a functional floor plan. Features include an updated kitchen with granite countertops and newer stainless appliances, beautiful hardwood floors, a home office or den and three generously sized bedrooms, including a primary suite with an updated private bath, plus an additional full bathroom. Enjoy central A/C throughout the main living areas for added comfort. Step outside to the expansive deck overlooking the large backyard, perfect for entertaining, relaxing, or outdoor activities. A two-car attached garage adds everyday convenience. Additional highlights include an 8-year-old roof with solar panels and a newer hot water heater. Ideally located close to schools, parks and shopping.


53 Photos
ENGEL & VOLKERS WELLESLEY
$495,000
3 BD | 3 BA
Residential - Single Family

Spectacular contemporary home in the Berkshires boasting views to Mount Greylock. 3 bedrooms with private primary suite on second floor and open floor plan on main level with grand great room with floor to cathedral ceiling wood burning fireplace insert. Enjoy a tasteful mix of hardwood floors, tile and carpet making this a warm yet inviting home to entertain. Incredibly expansive lower level basement ready to be finished or simply use for all the storage one could want. Located in near Mass MoCA, The Clark Art and everything Berkshires within a short drive. Over an acre of privacy bordering a farm lands.


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DONOVAN REAL ESTATE

Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down the street. Charming downtown Stockbridge within 3 miles. Close proximity to Tanglewood, Lenox and Great Barrington. Presently in Chapter 61 for tax benefits. Sellers to complete a perc test upon accepted offer.


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

Immaculate 3-bedroom ranch with additional 750 square feet of finished living space in lower level. Move in condition, cathedral ceiling in living room and 2 full baths, Master with ensuite. Set way back off Park Street North on 0.62 level acres. 8+ acres owned by Land Conservation in your back yard adds peace and privacy.


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.


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

Enjoy Lake living in the Indian Lake Estates Community! This 3 Bedroom 3 Bath Contemporary style home offering privacy and year-round recreational living. Open floor plan, vaulted ceiling, fireplace on approximately 2 acres. Short walk across the street to access the community beach to the beautiful 68 acre Indian Lake!


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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.


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

This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back.


42 Photos
REALTY STREET, LLC
$499,000
4 BD | 2 BA
Residential - Single Family

This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. Property includes an extra lot for possible expansion or just privacy. First floor laundry for ease and convenience, as well as hook ups in the basement.. The property includes lot 13 that the home is on and Lot 12 is a 75.03 X 215.41 extra lot.


69 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$499,000
3 BD | 2 BA
Residential - Single Family

Whether you're seeking a peaceful country retreat or a full-time residence, this beautifully renovated home offers the perfect blend of rustic elegance and modern comfort. Privately situated on nearly 5 acres and set well back from a quiet country road, the property enjoys expansive yard space, distant views, and a truly bucolic setting.Move-in ready and thoughtfully updated, the open and airy floor plan features 3 bedrooms and 2 full bathrooms. The dramatic great room boasts soaring ceilings, warm wood floors, a cozy wood stove, and an upper-level balcony overlooking the living space below. Large windows invite natural light and showcase the surrounding landscape.The walk-out lower level includes a finished family room and a separate workshop, providing flexible space for recreation,


42 Photos
SKYTOP ASSET MANAGEMENT

Turnkey office and flex building with detached four-bay garage available for sale or lease in Pittsfield, Massachusetts. 326 Springside Avenue offers 2,367 SF of finished first-floor office/flex space plus a full lower level, located on a corner parcel at Springside Avenue and Westminster Street. The property includes a detached ±960 SF four-bay garage, 10 surface parking spaces, a new roof, and a standby generator. B-G zoning provides flexible use potential. Ideal for an owner-user, professional office, contractor, or light flex operation seeking office, storage, and garage space on one site. Available immediately. For full details, floor plans, 42 high-resolution photos, and Matterport 3D tours of both levels, visit: https://326springsideavenue.com


10 Photos
360BERKSHIRE REALTY GROUP

Commercial property located at 4 way lighted intersection. Directly across the street from MASS MoCA. Close proximity to downtown North Adams and the Porches Inn. Marshall Street Traffic Count: 6904


56 Photos
RED HORSE REAL ESTATE, LLC
$499,000
3 BD | 2 BA
Residential - Single Family

Nice 3 bedroom contemporary home set on over nine acres with Center Pond Brook flowing past the garden areas & through the back yard. The front porch opens onto the main kitchen & living areas with hardwood floors & cathedral ceilings. French doors lead to the sunroom overlooking the garden areas. The first floor primary bedroom features two walk in closets, built in dressers & desk. More built ins are found in the recently updated first floor bath. The upper level loft overlooks the living area & includes a full bath with tub/shower combination. A deck in the upstairs bedroom has views of the garden areas & brook. A large recreation room on the lower level features a slider to the gardens. The detached 2 car garage with large loft has many potential uses, studio, ADU, storage, etc.

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