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27 Photos
COMPASS MASSACHUSETTS , LLC GB
$495,000
3 BD | 2 BA
Residential - Single Family

Set on two-thirds of an acre in a residential area, walkable to all Great Barrington has to offer, this versatile home offers 4+ bedrooms and 3 bathrooms. The main floor boasts two bedrooms, a dedicated office or guest space, one and a half baths, laundry, as well as the main living, dining, and kitchen areas. Upstairs you will find 2 additional bedrooms and another half bath. Wood-burning fireplace, exposed beams, hardwood floors, and a spacious three-season porch overlooking the stone patio all make this property a must-see. The lot offers a large yard as well as the patio, a two car garage and an additional outbuilding.


26 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$500,000
2 BD | 2 BA
Residential - Single Family

Charming and ideally located in the heart of Lenox, 24 Franklin Street offers an inviting open-concept layout with two bedrooms and one and a half baths. An open front porch welcomes you into a comfortable home where the kitchen, dining, and living spaces flow naturally together. The generously sized kitchen is equipped with a range, refrigerator, and dishwasher, making it both functional and ready for everyday living. Electric heat with individual room controls provides flexibility and efficiency, while town water and sewer add to the ease of ownership. The open front porch offers a welcoming spot to relax and enjoy this quintessential Lenox setting.


52 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$515,000
3 BD | 4 BA
Residential - Single Family

Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping, established flower beds, and expansive lawn create a truly park-like setting, an inviting backdrop for morning coffee, summer gatherings, or simply enjoying the quiet of home.


53 Photos
NOCHER REALTY
$539,000
3 BD | 2 BA
Residential - Single Family

Welcome to easy single floor living in a highly desirable Southeast Pittsfield neighborhood! Built in 2003, this exceptionally well-maintained contemporary home features 3 spacious bedrooms, 2 full baths, soaring vaulted ceilings, and beautiful hardwood floors. The light-filled primary suite includes a private ensuite bath, while the enclosed 3-season room and front porch offer ideal spots to relax overlooking a low-maintenance yard. Complete with a newer roof, central air, a massive unfinished basement with endless potential, and city-maintained street access, this move-in-ready property is a standout Berkshire home!


29 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$540,000
4 BD | 3 BA
Residential - Single Family

Welcome to the historic Simmons Cottage located at 2 Melrose Street in Adams, MA. This Victorian gem, completed in 1901, perfectly blends its 19th-century character with modern convenience. Situated on a .24-acre lot in the heart of Adams, the 2,406-square-foot residence features 4 bedrooms, three bathrooms, office, and full attic. The home's historic elegance shines through its preserved curved front porch, original woodwork, stained-glass windows, and rare Lincrusta ceilings. This home has been updated to provide efficiency, including a new roof, upgraded heating system, and a modernized kitchen with top appliances. A standout feature is the unique historic carriage barn, relocated and repurposed into an incredible five-car detached garage for your vehicles and hobbies!


50 Photos
LAMACCHIA REALTY, INC
$549,000
4 BD | 3 BA
Residential - Single Family

Discover refined Berkshire living in this exceptional 4 bedroom, 3 bathroom end unit townhouse with Mount Greylock views. Meticulously renovated from top to bottom, this turnkey residence offers an effortless flow, spacious rooms, and high end finishes throughout. The elegant interior features beautiful cabinetry, quartz countertops, marble clad bathrooms, and energy efficient features. Spacious bedroom suites offer luxurious suite bathrooms and abundant closet space, complemented by a dedicated office. Set between Williamstown and Lenox, enjoy easy access to MASS MoCA, the Clark Art Institute, lakes, rivers, hiking, waterfalls, and the best of Berkshire living, with convenient travel to Boston and New York City.


23 Photos
HELEN MULLANY REAL ESTATE, LLC
$549,000
2 BD | 1 BA
Residential - Single Family

THE BEST OF GREAT BARRINGTON RIGHT OUTSIDE YOUR DOOR! Set high up on a knoll, this home boasts good, solid construction, wood floors, brick fireplace, a year round sunroom and a detached garage. The mature trees and perennials give the lot wonderful privacy. Easy manageable living, a block from the NYC bus this classic Berkshire house with the luxury of leaving your car behind.


34 Photos
HOUSATONIC REAL ESTATE
$575,000
3 BD | 1 BA
Residential - Single Family

This inviting, move-in-ready Colonial blends classic New England character with comfortable everyday living. Nine-foot ceilings, western exposure, and abundant natural light complement beautiful backyard. The main level features an open kitchen and dining area with stainless steel appliances, plus a cozy living room and family room perfect for entertaining. Enjoy the landscaped yard with a generous patio with pavers and Goshen stone. Recent updates include new gutters, several newer windows, a 10-year-old roof, new upstairs carpeting, and a new front porch with Trex decking. The unfinished attic offers flexibility for a fourth bedroom, office, studio, or additional living space.


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$584,900
4 BD | 4 BA
Residential - Single Family

OPEN HOUSE CANCELLED! Experience the perfect blend of professional utility and luxurious comfort at 1 Almon Ave., a beautifully constructed and impeccably maintained retreat located in a BG-zoned area. This home offers an exceptional opportunity for those looking to operate a business or maintain a home-office setup without sacrificing lifestyle quality. The main residence provides four spacious bedrooms, including a convenient first-floor bedroom w/ a walk-in closet, complemented by four full bathrooms. At the heart of the home, the gourmet kitchen showcases custom hickory cabinetry paired with solid granite countertops. The second floor--which, along with the stairs, will feature new carpet--includes three additional bedrooms, a family room, a full bath with laundry, and a


34 Photos
HOUSATONIC REAL ESTATE
$589,000
4 BD | 4 BA
Multi-Family


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BIRCH PROPERTIES
$590,000
1 BD | 2 BA
Residential - Condo/Townhouse

There is something wonderfully easy about Loft 209. Soft north light, restored wood floors, exposed brick and original mill columns give this 1,345 SF one-bedroom + study residence its character, while a thoughtful layout makes it exceptionally comfortable to actually live in. Conceived by celebrated architects LATENT Productions, Greylock WORKS reflects an uncommon respect for the historic mill, its architecture and its Berkshire setting. Original materials and industrial details have been preserved and celebrated, while highly custom modern interventions bring a quiet timelessness to the spaces. The result has a genuine sense of place--architecture that could only belong here.


37 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$595,000
3 BD | 3 BA
Residential - Condo/Townhouse

Step into an inviting, beautifully updated 3 bedroom, 3 full bath home in one of Jiminy Peak's most desirable neighborhoods. Offering an exceptional combination of comfort, style, and location, this Mountainside property places you just moments from the slopes, Marketplace, restaurants, pool, and tennis courts; an ideal setting for year-round enjoyment and an especially terrific ski opportunity. The main level features two bedrooms and two full baths, along with a light filled open-concept living space framed by floor-to-ceiling windows. Beautiful ¾'' wood flooring, crafted by the Amish from Homer wood in Pennsylvania, adds warmth and character throughout, while a wood burning fireplace creates a welcoming focal point for cozy evenings.


32 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$599,000
5 BD | 2 BA
Residential - Single Family

Charming In-Town Cape on a Spacious Lot with Inground Pool. Located in a delightful neighborhood close to town. This inviting home built in 1951 offers 5 bedrooms & 2 full baths. Inside, the residence seamlessly balances ample room to spread out with warm, light-filled spaces tailored for everyday living & entertaining. Timeless architectural details throughout bring character & charm, including a wood-burning fireplace, graceful arched doorways & custom built-in cabinetry. Outdoors, a private in-ground pool is set within a large, sunny yard, creating a wonderful oasis. Turn-key peace of mind is provided by recent upgrades, including a newer including a newer furnace, water heater & pool filter. Town water, town sewer & natural gas from the street. Close to everything - A must see!


47 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$609,900
6 BD | 3 BA
Residential - Single Family

Elegance Meets History on 1 Eaton Lane! Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield & only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a home with a story. The main house is a masterclass in classic architecture, featuring period details enhanced by thoughtful modern updates. High ceilings, gleaming hardwood floors, & charming front & back staircases ground the home in history, while the spacious layout provides endless room to breathe. The heart of the home is a sophisticated kitchen, featuring rich cherry cabinetry, new SS appliance


62 Photos
STONE HOUSE PROPERTIES, LLC
$625,000
5 BD | 4 BA
Residential - Single Family

Beautifully tucked away in one of Pittsfield's most established neighborhoods, this stately 5-bedroom, 5-bath home is a rare offering filled with warmth, character, and endless potential. From its gracious proportions to its timeless architectural details, this is a home that makes a lasting impression. Sun-filled living spaces, generously sized rooms, and a thoughtful layout provide the perfect balance of elegance and everyday comfort. Whether you're gathering with family, entertaining friends, or simply enjoying a quiet evening at home, there's room for every occasion. Rich in original character and beautifully maintained, this home also offers an exciting opportunity for its next owner to add their own style and create something truly extraordinary.


43 Photos
BISHOP WEST REAL ESTATE
$629,000
3 BD | 2 BA
Residential - Single Family

Come see this Stockbridge home with land, multiple fireplaces, all electric service, and close to everything the Berkshires has to offer! You'll be minutes to historic downtown Stockbridge, Tanglewood, and all the entertainment venues that you love, in a quiet country setting. All the comforts of home, available to you right now! Come be a part of the Berkshires lifestyle, you'll be glad you did!


45 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$629,000
3 BD | 3 BA
Residential - Single Family

Outdoor Living Meets In-Town Convenience! Rarely does a property offer such an exceptional balance of outdoor living and in-town accessibility. Located at the end of Elm Street, this home provides a peaceful retreat while remaining just minutes from downtown Williamstown, Williams College, and local amenities. Set on approximately 1.3 acres and bordering protected conservation land and the Green River Linear Park trail network, the property enjoys a rare sense of privacy and connection to nature, with direct trail access from the rear yard, all just moments from downtown Williamstown. At the heart of the home is a stunning cathedral-screened porch featuring exposed timber framing and mahogany flooring, creating an inviting three-season great room and a natural extension (click on more)


45 Photos
HOUSATONIC REAL ESTATE
$649,000
5 BD | 4 BA
Residential - Single Family

Welcome to 12 Mountain St, a quintessential colonial masterpiece that blends classic elegance with modern functionality. Spanning over three expansive, light-filled floors, this stunning home offers five spacious bedrooms and 3.5 bathrooms, providing the ideal layout for those who love to entertain. The chef's kitchen is designed to inspire with high-end finishes, including a vast center island, a professional-grade Six-burner gas stove w/pot filler, chic quartz countertops. With an abundance of cabinetry and a dedicated, organized pantry featuring custom built-ins, this kitchen is as practical as it is beautiful. Gleaming hardwood floors flow throughout the main level, creating a seamless, inviting atmosphere. Ascend to the second floor, where you will find a tranquil primary en suite wit


27 Photos
STONE HOUSE PROPERTIES, LLC
$649,800
4 BD | 4 BA
Residential - Condo/Townhouse

Fantastic Offer! Custom-designed & beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm & Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens & music. A beautiful open floor plan features a totally upgraded kitchen with gas stone fireplace overlooking the woods. Adjacent screened porch opens to a private paver patio surrounded by native gardens. 1st floor en-suite bedroom provides an ideal 1-level living. Upstairs the spacious primary suite offers double closets, a beautifully appointed bath with quartz countertops, double sinks, generous linen closet, tile tub & shower.


64 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$649,900
4 BD | 3 BA
Residential - Single Family

Dramatic Price Reduction creates opportunity for updates and remodel. Gracefully situated on a gentle sloping hillside street this distinctively designed, quality built, multi-level home offers distant neighborhood mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home to embrace privacy, natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peaceful

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