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45 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,200,000
4 BD | 3 BA
Residential - Single Family

Discover a stunning oasis in this custom-built contemporary home, ideally situated in a picturesque and private setting. Enjoy tranquil views of a serene pond, beautiful gardens, and flourishing fruit trees, all while basking in an abundance of natural light. This home is a dream for those who love to entertain. The spacious dining room and inviting living room, complete with a cozy fireplace, provide the ideal backdrop for gatherings, complemented by three spacious decks that extend your living space outdoors. Culinary enthusiasts will delight in the oversized cook's kitchen, featuring charming terra cotta floors, premium appliances, a generous center island, and ample dining space. Retreat to the luxurious first-floor primary bedroom suite, which offers a large walk-in closet,


11 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world. With 20-foot-tall mountain laurel trails leading to the top of a mountain with stunning views right at your doorstep, you'll have endless access to nature's beauty, all while remaining completely secluded.The land consists of 6 separate parcels, all being sold together, creating the perfect canvas for whatever you envision. Don't miss out on staking your claim to this hidden gem, an unparalleled escape !


31 Photos
STREAMLINE COMMUNITIES
$1,200,000
3 BD | 3 BA
Residential - Condo/Townhouse

Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft tall 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. #CableMills #WilliamstownMA #BerkshiresLiving #LoftStyleCondo


38 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,200,000

Commercial

A rare opportunity to own a well-established and respected auto parts store and full-service mechanic shop in the heart of Pittsfield. Located in a high-visibility, high-traffic area, this centrally situated property offers convenience, strong customer reach, and excellent brand recognition built over many decades.With over 11,000 square feet of space, the property features ample off-street parking, multiple service bays, dedicated retail areas, and offices for clerical and accounting functions. This well-organized layout supports efficient operations across both parts sales and mechanical services, including inspections, diagnostics, and general repairs.


8 Photos
BIRCH PROPERTIES
$1,245,000
3 BD | 3 BA
Residential - Single Family

A Nature-Lover's Haven Awaits Set on an expansive 94-acre stretch bordering the tranquil Tolland State Forest, this distinctive property combines unmatched privacy with exceptional natural charm. Envision life along the serene Farmington River, with hundreds of feet of stunning river frontage and your very own storybook-style covered bridge--an extraordinary hallmark of this countryside escape.Highlights Include:Vast Acreage: 94 acres of secluded, wooded beautyRiverfront Magic: Extensive frontage on the Farmington RiverSignature Feature: Historic-style covered bridge adds character and charm


13 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,245,000
4 BD | 4 BA
Residential - Single Family

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,


55 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,249,000
3 BD | 3 BA
Residential - Single Family

Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Three comfortable bedrooms, with two additional flex spaces that work for offices, guests , den or creative studios. The screened porch is a three season favorite! EV charger and efficient systems. Set in a prime Berkshire location close to skiing, and minutes to Main Streets of Great Barrington & Stockbridge. Authentic, soulful and elevated, whether full-time or as a vacation home..


59 Photos
LANCE VERMEULEN RE, INC
$1,250,000

Commercial

This iconic building has been home to one of the Berkshires most beloved businesses for over 50 years. Built in 1731 as the Egremont Tavern stage coach stop, it was expanded in the 1960s. The 2.2 acre lot provides substantial parking. The historic front section offers unique features like stone floors and exposed beams and fireplaces. The rest of the building consists of a series of lovely rambling spaces with rustic elements on the main and lower levels, and two rental apartments upstairs (one 3/1, one 1/1). This property offers a buyer an extraordinary opportunity: own an incredible income producing property in the bustling town of South Egremont.


21 Photos
LANCE VERMEULEN RE, INC
$1,250,000
2 BD | 2 BA
Residential - Single Family

New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1 car garage, pre-wired for Electric Car plug-in and Generator. Landscape installations by Mike Stevens. Come and see soon.


64 Photos
ROBERTS & ASSOC. REALTY, INC
$1,250,000
4 BD | 5 BA
Residential - Condo/Townhouse

Prepare to be wowed when you visit this fully furnished luxury condo at Stockbridge Terrace! Move-in ready and lightly lived in, this one-owner home features many custom finishes. Seeking one-level living? This condo delivers. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows and cherry floors. Enjoy the formal dining room or savor summer dining on the spacious screened porch. Primary suite on the first floor includes a jetted tub, oversized shower. along with a custom outfitted walk-in closet. On the upper level you'll find two additional bedrooms each with ensuite baths, an office, and spacious family/gathering space. Bonus is a finished walk-out lower-level w bedroom/bath, game room with kitchenette. Don't wait!


60 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,250,000
3 BD | 3 BA
Residential - Single Family

Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires.Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind.


43 Photos
FAIRGROUND REAL ESTATE, INC
$1,290,000
5 BD | 5 BA
Residential - Single Family

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a fresh, modern interiorChef's Kitchen** - high-end appliances, ample prep space, and thoughtful layout for entertainingRadiant Floor Heating** - in entry Dual Fuel Heat throughout High Velocity Central Air Conditioning** - efficient, quiet climate controlSolid Heavy Doors with Emtek Hardware** - substantial, timeless feel with premium finishes4-Season Porch**


58 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,290,000
3 BD | 3 BA
Residential - Single Family

The Rarest Offering in the Southern Berkshires:Discover the ultimate convergence of modern luxury and absolute solitude. Set upon a staggering 78.53-acre canvas with over 2,300 feet of road frontage, this pristine 2022 Custom Colonial Farmhouse offers a lifestyle often sought but rarely found: new construction reliability within a historic, whisper quiet landscape. Whether you are an equestrian seeking a turnkey facility or a creative visionary desiring a quiet compound, this estate is designed for stewardship and serenity.A Masterpiece of Modern Efficiency:Step inside to an interior defined by clean lines, natural light, and quiet sophistication. SEE MORE OF THE STORY BELOW!


24 Photos
Compass Massachusetts, LLC

Situated at the top of vibrant Railroad Street, this property offers exceptional visibility in a bustling location, making it an ideal spot for retail stores, restaurants, cafes, or office spaces. The building features two spacious stories and a full basement, providing ample room for various business operations. With high ceilings that create an airy atmosphere and windows on three sides that flood the interiors with natural light, the space feels open and inviting. This is a remarkable opportunity to establish your business in the heart of Great Barrington, surrounded by the excitement and energy of a thriving community.


50 Photos
ELYSE HARNEY REAL ESTATE
$1,295,000
4 BD | 5 BA
Residential - Condo/Townhouse

Updated and spacious condo just a short distance from Main Street Stockbridge, downtown Lenox, and all the Berkshires has to offer! Premier Unit at Stockbridge Terrace: Enjoy peaceful living on a private cul-de-sac with a limited number of units. The main level living setup is perfect for the primary resident, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete with top-of-the-line appliances and all new high end cabinetry. The Great Room boasts cathedral ceilings bringing an abundance of natural light and a soaring gas fireplace for added ambiance. Enjoy your private backyard views from the 4-season sun porch equipped with both heat and A/C for year-round comfort.


56 Photos
LANCE VERMEULEN RE, INC
$1,295,000
4 BD | 4 BA
Residential - Single Family

Discover comfortable & gracious living in this impeccably renovated home in Lenox. 4 BRs & 4 BAs approx. 4,000 sq ft of open, modern design. The entire home is filled w/sunlight & gleaming new red oak flooring & a sleek chef's kitchen outfitted with new Bosch appliances, quartz countertops & significant storage. Functional yet luxurious details throughout- from laundry on 2nd level to mini-split systems, fireplace & a sunroom that promises cozy comfort in all season. Step outside into your private natural oasis: enjoy gatherings w/ woodland views around the fire pit, on deck or patio. Newly finished lower level includes a living, dining & media room equipped with kitchenette & full bthrm. Set in one of Lenox's most desirable neighborhoods, this home provides privacy and convenience.


56 Photos
LANCE VERMEULEN RE, INC
$1,295,000
4 BD | 2 BA
Residential - Single Family

1950s retro home, rich with family history, situated on 30+ acres of land & offering expansive westerly views & gentle sloping fields. Pathways lead to Shaker Mill Pond & Cone Brook which run the entire length of the property. Interior features include 2 BRs, office & full bath on the main level, 2 BRs & full bath on the second floor, a quaint kitchen, & living room. Additionally, a fully heated basement completes just over 2000 square feet of living space to update & redesign. Outside are 2 large barns with electric & water access, mature trees & a lean-to for storage or farming needs. With approx. 2000 feet of frontage on Swamp Road, this property presents a unique opportunity for farming, equestrian enthusiasts, or potential subdivision into 6+ buildable lots. A range of possibilities!


5 Photos
BERKSHIRE COUNTY REALTY
$1,299,000

Commercial

Large area behind temple for parking.Seller will install new roof.Full commercial kitchenElevatorSanctuary + several officesSeating for 300


20 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,299,900

Commercial

Professional Light Industrial Office Park located in Central Berkshire County for ease and 7 mnute access to Major Routes 7 & 20 and Routes 8 & 9. Heavy Trucking Hauling, Ideal for Mail Distribution, Customer Service Offices & Entrance, Warehouse Space, Two Loading Docks, Room for Expansion on the Second Level. 23' -26' Ceiling Height. Refurbished Front End Office Space, Conference Room, Lunch Room, Private Offices, Conference Room, Employee Break Room, Mechanic Room in Warehouse. Redesign Options available for Individual Use upon Request. City Water,Sewer, Natural Gas. Rear Loading Docks, Reception Area, Bus Line and close to Major Routes for Ease of Transportation to Albany or Northhamptom 40 miles Pittsfield Amtrak Station 3.5 Miles.


63 Photos
LANCE VERMEULEN RE, INC
$1,300,000
4 BD | 2 BA
Residential - Single Family

This fine, four-bedroom, two bath colonial saltbox home just south of the village of Stockbridge is a handmade work of art and an important slice of Stockbridge history. It was constructed on or about 1750. There are patinaed wide board floors throughout as well as five fireplaces (three wood and two gas) and much original hardware. The home is surrounded by perennial gardens and a formal, boxwood garden, all of which have been meticulously maintained. There are two stone patios which look out over four acres of pasture to the west. This home is fueled by gas heat and is serviced by town water and sewer. Perhaps the famous Reverend, Johnathan Edwards and Chief Kondapot of the Stockbridge-Munsee Indians met in the front parlor a time or two.

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