Be pleasantly surprised by this lovingly transformed home! Once a multigenerational home, it has been beautifully updated from top to bottom, thoughtfully preserving its warmth and character while creating a fresh, modern setting for your next chapter. Major upgrades--including a newer roof, vinyl siding, numerous new windows, updated boiler and hot water heater, new plumbing, and modern electrical--offer peace of mind and true move-in readiness. The bright new kitchen features quality butcher-block countertops, brand-new stainless-steel appliances, abundant cabinetry, and plenty of room for baking and preparing meals together. The open living-dining layout makes gatherings easy, with an island for quick meals, a charming coffee-tea station, and space around the dining table

Photos pre-occupancy. Easy living in this low-maintenance, fully renovated income home. MUNICIPAL WATER/SEWER. Two two-bedroom apartments, each with refrigerator, range/oven, washer/dryer. Covered front porch with a second-floor veranda above. Bright, happy home. Cable/High-speed internet available. 3 miles to Chatham Village/schools, 9 to Hudson/Amtrak, and a stroll to town park w/tennis courts, Bartlett House cafe and Dairy Queen. A wonderful small-town feel while being minutes from shopping. Tenants require 48hour notice to show and only after 10a.m. Sunday showings not preferred but possible.

YOUR PRIVATE RETREAT JUST A SHORT WALK TO PONTOOSUC LAKE WITH ENDLESS POTENTIAL!!! Tucked away at the Very End of the Street this 3 Bedroom, 2 Full Bath Home offers a Peaceful, Secluded Setting & Ready for Your Personal Vision & Unique Style. Convenient 1st Floor Laundry, The Eat-In Kitchen features Aristo Kraft Cabinetry, While the Cozy Private Deck is the Perfect Place to Relax, Unwind & Enjoy Peaceful Summer Evenings. Spend your Days Swimming, Boating, Fishing, Kayaking & Year-Round Recreation Just Moments Away. Over-sized Detached 2-Car Garage w/Automatic Openers Built in (2011), Shed (2012), Roof (2021). Ideal Year-Round Home, Weekend Getaway or Investment Opportunity!!! OPEN HOUSE AUGUST 15, 2026 From 10:00 am-12 NOON!

Welcome to 144 Elberon Ave. This home is close to Golf, Shopping, Dining, Parks, Down town and so much more yet its on a lovely side street. Three bedroom Garrison Colonial offers formal dining room, formal living room with fire place and nice den. Under the carpet you will find blond oak floors. The back yard offers nice views, a patio and hot tub. The home was converted to gas approximately 5 years ago.

Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful modern upgrades, and direct access to the outdoors. Rich in period detail, the home showcases authentic craftsmanship, including hand-hewn beams, wooden pegs, and square nails, timeless elements seldom found beyond true historic farmhouses. Beneath it all, a fieldstone foundation with an insulated rim joist has been professionally sealed, while recent improvements such as a fully insulated roof and comprehensive air sealing enhance comfort and efficiency throughout.

Welcome to 140 Orchard Street, an inviting three-bedroom, one-bathroom Lee home that effortlessly combines everyday convenience with a warm, relaxed atmosphere. Bathed in natural sunlight, the cozy interior features an easy-flowing floor plan anchored by a desirable first-floor bedroom and full bathroom, creating a comfortable and welcoming layout the moment you step through the front door and offering a wonderfully bright canvas ready for your personal touch. The home's exterior is an outdoor lover's delight, featuring an expansive, partially fenced yard that provides a serene setting for summer barbecues, lawn games, or simply relaxing in the fresh Berkshire air. An attached one-car garage offers convenient shelter from New England winter weather along with extra storage space.

Relax and enjoy this spacious raised ranch, ideally situated on a quiet street just a 1/2 mile from Pontoosuc Lake. This inviting 3 bedroom, 2 bath home features a spacious living room, a generously sized kitchen and dining area, and plenty of room to entertain. The lower level features a terrific, office, workout or play area with laundry and 3/4 bath. Step outside to the enjoy the private rear deck and yard. The peaceful setting on a quiet street offers the best of both worlds-privacy and tranquility at home, while being just a short walk from the lake for boating, picnicking, swimming or simply enjoying the outdoors. Come see all this home and all its desirable location have to offer.

Get ready to relax in the Berkshires in your own condo with big windows, high ceilings, plus brand new boiler & A/C! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. Come experience worry free living while the condo cuts your grass in the summer, or plows your driveway while you ski. 9 Stanley is simply country living at it's best. Come experience it today!

Beautifully maintained Victorian-style home. This move-in-ready home offers character and charm with modern function. This home hosts a spacious open kitchen, formal dining, den, living room and a half bath, with gleaming oak hardwood floor on the main level. Second level hosts bedrooms and full baths. Enjoy the wrap-around porch and private corner lot, complemented by a 2-car garage, a two-story barn, and extensive landscaping. Built circa 1890, this historic home combines character with modern updates like a new natural gas boiler (2025). Prime location provides easy access to biking trails, golf courses, cultural attractions, and outdoor recreation.

Idyllic Berkshire living on 3 open acres with views of Mt. Greylock and no close neighbors! This 3-bedroom ranch offers easy single-level living with hardwood floors, a spacious eat-in kitchen with new appliances, and a striking floor-to-ceiling stone fireplace that gives the home so much character. Outside, the property is made to be enjoyed, with a newer deck, raised garden beds, expansive lawn, golf hole with tee box, stadium lights, firepit, and even a hot-water hose hookup current owners use for a backyard ice rink in the winter. A full walkout basement adds flexible space, while the oversized barn/garage with power, lighting, and a large loft offers endless possibilities for storage, hobbies, or a workshop. This is the kind of place that makes you want to stay home!

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this property has been thoughtfully renovated top to bottom. This high visibility building, also zoned residentially, has 4 bedrooms or office spaces, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard that could used for additional parking, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!

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.

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.

The Hatfield House : A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character including a sealed basement, new 3 bedroom Septic.. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for gallery, studio, office, or home business use inside the adjacent 1,200 sq ft three-bay barn with electricity. Formerly a famous antiques destination, this property combines history, functionality, and long-term value just a quick drive from downtown Great Barrington. *Some images have been digitally altered to include virtual staging. Seller is currently updating upstairs bathroom part of

THE BARN IS THE STAR A one-of-a-kind live/work property just five minutes from Great Barrington. The approximately 1,200-square-foot, three-bay barn offers Route 7 visibility, electricity, parking and commercial possibilities for a gallery, studio, workshop, showroom, office or creative business. And you should see the beautiful historic house that comes with it. $449,000 The 1793 residence includes a brand-new private one-bedroom apartment, plus a brand-new roof and brand-new septic system. Approximately 1.5 acres with protected views and exceptional residential, business and income potential. COMMERCIAL AND RESIDENTIAL ZONING. NEW 3 BED SEPTIC. Some pics virtually enhanced. Seller is currently updating 2nd floor bathroom, will be part of sale. Some pictures are virtually enhanc

The Hatfield House: A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Plans for new 2nd floor bathroom! Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for gallery, studio, office, or home business use inside the adjacent 1,200 sq ft three-bay barn with electricity. Formerly a famous antiques destination, this property combines history, functionality, and long-term value just a quick drive from downtown Great Barrington. *Seller is currently updating upstairs bathroom, . Some pictures have been virtually enhanc

Gracious colonial style home in the heart of the southeast historic neighborhood minutes to upstreet cultural art and theatre district with museums, galleries, theatres, eclectic dining, and more. This home awaits your finishing touches is search of a new homeowner with a sense of style and interior design to make this beauty the show piece it deserves to be. Abundance of living spaces on multi levels, finished attic for six bedrooms boasting three full baths and one half bath. Modern kitchen and primary bath give you the start you need. New hot water baseboard heating system and incredible front yard that is edged in custom cut marble for easy care maintence. Lower level walk out offers more space for exercise, crafting and workshop space. Incredible oversized yard for fun and enjoyment

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.

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.

STOREFRONT ALSO WITH A 2-3 BEDROOM APARTMENT. ALL SEPERATE UTILITIES. PLENTY OF PARKING AVAILABLE FRONT AND BACK.