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54 Photos
COHEN & WHITE ASSOCIATES
$729,000
4 BD | 4 BA
Residential - Single Family

Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the landscaped large yard. The second level has three guest bedrooms, full bath and large primary bedroom with en suite and double closets. The finished lower level offers a media/flex room, office, bathroom and storage. This Convenient location is on the Southeast side of Pittsfield near Lenox and under 15 minutes to Tangelwood!


68 Photos
COMPASS MASSACHUSETTS , LLC GB
$735,000
4 BD | 3 BA
Residential - Single Family

This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and inviting gathering space. Upstairs offers four comfortable bedrooms, two full baths, a large cedar closet, and abundant storage. A two-car garage and partially finished basement with a second wood-burning fireplace complete this exceptional home. Outside, the professionally landscaped, fully fenced backyard offers exceptional privacy and outdoor living space.


34 Photos
HOUSATONIC REAL ESTATE
$749,000
3 BD | 2 BA
Residential - Single Family

This meticulously maintained 1900 farmhouse seamlessly blends timeless historic character with refined modern updates, creating a move-in ready retreat just minutes from the vibrant energy of downtown Great Barrington. Every corner of this classic three-bedroom, two-bathroom home reflects thoughtful care and craftsmanship, offering an ideal balance of warmth, functionality, and quintessential Berkshire charm. At the heart of the residence is a stunning cook's kitchen, thoughtfully renovated and fully outfitted with updated appliances, expansive counter space, and storage. Sunlit living spaces flow naturally throughout the main floor, showcased by rich, beautifully preserved wood floors that anchor the


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$759,000
4 BD | 3 BA
Residential - Single Family

Styled, spacious, and serene, this exceptional French Country-inspired contemporary residence offers a rare balance of peaceful seclusion and remarkable accessibility. Perfectly positioned just moments from the cultural richness of the Berkshires, idyllic New England country living, and convenient routes to both Boston and New York, it is a home that effortlessly connects tranquility with convenience. Bordering the pristine 115-year-old grounds of the historic Blandford Golf Club, the property enjoys an extraordinary setting where protected fairways create an ever-changing natural canvas and uninterrupted views stretching for miles. The approach is equally captivating, with thoughtful landscaping featuring a striking Rising Sun Redbud and elegant Yellow Magnolia.


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WILLIAM PITT SOTHEBY'S - LENOX
$765,000
4 BD | 4 BA
Residential - Single Family

Set on 2.01 private acres with sweeping western views extending to Ashmere Lake and the mountains beyond, this exceptional residence offers over 4,194 square feet of thoughtfully designed living space where comfort, elegance, and natural beauty come together. Expansive windows, gracious proportions, and multiple outdoor living spaces embrace the remarkable setting, creating an ideal backdrop for spectacular sunsets and year-round enjoyment.


58 Photos
COMPASS MASSACHUSETTS , LLC GB
$775,000
4 BD | 5 BA
Residential - Single Family

Set in a peaceful West Pittsfield neighborhood, 35 Meadow Ridge is a sophisticated contemporary home with spacious thoughtfully designed living. Soaring 12 foot ceilings and cherry hardwood floors welcome you inside. The main level features a family room with built-ins, living room with gas fireplace, dining room, eat-in kitchen and access to the outdoor deck. The second floor offers an expansive primary suite, 2 additional bedrooms, 2 full baths, and flexible fourth room for use as bedroom, den or gym.A finished walk-out basement includes a family room and ensuite bedroom adding valuable space. This versatile home offers exceptional comfort and flexibility.Moments from Pittsfield State Forest, Onota Lake, downtown dining and short drive to Tanglewood. This is Berkshire living at its best!


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RE/MAX COMPASS
$789,000
4 BD | 4 BA
Residential - Single Family

Classic 1860 New England farmhouse located in the historic enclave of Williamsville. Carefully renovated with meticulous attention to detail, this home blends timeless character with modern comforts. The light-filled eat-in kitchen features a Viking range, center island, quartz countertops and backsplash, and a newer refrigerator and dishwasher. A striking timber-frame family room addition showcases a cathedral ceiling, pine floors, and a new pellet stove, with access to a bluestone patio surrounded by beautiful perennial gardens and a designated fire pit area. The dining room features a wood-burning fireplace and opens to the sunny formal living room, currently used as a billiard room but easily adapted to suit your needs.


46 Photos
MACCARO REAL ESTATE
$799,000
3 BD | 3 BA
Residential - Single Family

Thoughtfully crafted custom home offering timeless New England character, quality craftmanship, and beautiful eastern mountain views. Rich natural woodwork and exposed beams create a warm, inviting atmosphere throughout. The custom kitchen with granite, marble and butcher block countertops opens to the dining area with French doors leading to a screened in sunroom. Enjoy the expansive deck, stone patio with firepit, and beautifully landscaped grounds. Spacious living and family rooms with woodburning fireplace and generous mudroom/office. Offering three bedrooms, three baths, plus a versatile creative space, studio/sitting room, endless possibilities. Minutes to downtown Lee, Stockbridge, Lenox, Tanglewood, shopping, dining and all that the Berkshires has to offer for year-round living.


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WILLIAM PITT SOTHEBY'S - LENOX
$799,900
5 BD | 3 BA
Residential - Single Family

Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character boasting five bedrooms, two and half baths thoughtfully improved by this long term owners' commitment to preservation and restoration. This prominent manor style home MAY BE coupled with the neighboring Little Red Guest House with 3 bedrooms, 2 bath, first floor in-law suite and 2 car garage to host family, friends. Enjoy carefree ownership central to all that is Berkshire!


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WILLIAM PITT SOTHEBY'S - LENOX
$825,000
3 BD | 3 BA
Residential - Single Family

Welcome to a custom-designed architectural haven where clean, modern design meets inviting warmth. Meticulously maintained and lightly lived-in, this spotless, move-in ready retreat offers the ultimate in effortless, single-floor living set against a backdrop of mature perennial gardens, custom walking paths, and complete privacy.Step through the inviting front porch into a bright, open-airy floor plan anchored by soaring ceilings, oversized windows, and rich bamboo floors that seamlessly bring the outdoors in. The heart of the home features a cozy gas fireplace and radiant-heated floors for year-round comfort. The chef's kitchen and main living spaces flow effortlessly onto an expansive wrap-around deck-perfect for alfresco dining while taking in views of the private grounds.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$835,000
4 BD | 2 BA
Residential - Single Family

Beautiful historic farm house available in Lenox Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst'', one of the famed Berkshire ''cottages'', this former guest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2 car garage.. Luxurious traditional decor throughout the home but with all the modern conveniences including AC, WiFi, whole house generator and more. A flagstone terrace overlooks the lush backyard and fully planted walled garden. The house benefits from the rolling landscaped vistas of the beautifully maintained estate property it abuts. Steps to the town of Lenox and to Tanglewood!...Call Today!


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BERKSHIRE HATHAWAY NEW ENGLAND PROPERTIES
$847,700
4 BD | 3 BA
Residential - Single Family

One of the Southern Berkshires' best-kept secrets! This private, family-friendly, four-season community is located near the shores of pristine 175-acre Noyes Pond, a non-combustion-motor lake. This large log cabin sits on 2 wooded acres with no neighbors, offering exceptional privacy. Enjoy evenings on the outdoor patio around the fire pit, making s'mores and creating memories with family and friends. The cabin is being sold with the recently purchased furnishings--everything stays, making this a truly turnkey retreat. The home features 4 bedrooms, 3 full baths, a 4-car garage, and an inviting open floor plan with beautiful vaulted, beamed ceilings. The spacious primary suite includes a walk-in closet. A large recreation room with a convenient back staircase provides additional space for


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WILLIAM PITT SOTHEBY'S - LENOX
$879,000
4 BD | 4 BA
Residential - Single Family

Sometimes fairy tales do come true... Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life.


38 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$895,000
2 BD | 3 BA
Residential - Single Family

Striking and sophisticated riverfront condominium in superb location, with close proximity to restaurants, shops and theater on Spring and Water Streets, the Taconic Golf Club, Williams College, and the Clark Art Institute. One of only 6 recently built town house units on the river in the handsome Cable Mills complex, number 8 has benefitted beautifully from the discerning taste and style of its owner, with elegant yet understated lighting fixtures, and enchanting touches of color and texture throughout. Light-filled with an abundance of large windows, it offers as well two terraces and two upper decks providing opportunities for al fresco dining and fresh air relaxation. A sleek suite of Thermador appliances graces the kitchen/dining area which includes both a breakfast nook with


35 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$895,000
5 BD | 4 BA
Residential - Single Family

Steeped in history and rich with character, this remarkable 1767 residence is the oldest home still standing on its original site in Williamstown.Thoughtfully expanded over time, it preserves its historic integrity while offering comfort for modern living.Set on nearly five meticulously maintained acres in one of the town's most desirable neighborhoods, the property feels both private and timeless, with mature plantings, perennial gardens, and sweeping lawns.The classic Cape Cod-style architecture features a wood shake roof, enhancing its New England charm. Inside are 5 bedrooms and 3.5 baths, blending intimate period rooms with light-filled living spaces. A dramatic living room with cathedral ceilings and French doors opens to beautiful Goshen stone patios, ideal for outdoor entertaining.


38 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$895,000
2 BD | 3 BA
Residential - Condo/Townhouse

Striking and sophisticated riverfront condominium in superb location, with close proximity to restaurants, shops and theater on Spring and Water Streets, the Taconic Golf Club, Williams College, and the Clark Art Institute. One of only 6 recently built town house units on the river in the handsome Cable Mills complex, number 8 has benefitted beautifully from the discerning taste and style of its owner, with elegant yet understated lighting fixtures, and enchanting touches of color and texture throughout. Light-filled with an abundance of large windows, it offers as well two terraces and two upper decks providing opportunities for al fresco dining and fresh air relaxation. A sleek suite of Thermador appliances graces the kitchen/dining area which includes both a breakfast nook with


49 Photos
PIRETTI REAL ESTATE
$899,000
3 BD | 3 BA
Residential - Single Family

Beautifully designed for one level living and both pristine and charming...open floor plan with a cathedral ceiling in the great room (which is complete with gas fireplace, built ins and access to the patio); gorgeous kitchen with quartz counters and eating bar, formal dining room, hardwood floors in main living spaces, Primary Suite plus 2 additional bedrooms (one currently used as a solarium with access to the south facing deck) and an additional full bath. Powder room, mudroom and hook ups for laundry. The basement level is fully usable for a game room and other creative uses (wait til you see it!). Gorgeous gardens surround this property and the stone sitting porch and patio are highlighted by gardens and a privacy fence...absolutely charming! For ease of 1 level...this is it!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$975,000
3 BD | 3 BA
Residential - Single Family

Set quietly at the end of a private road in desirable South Egremont, this recent build delivers modern single-level living at its best. Designed with an easy, step-free floor plan, the home opens into a chef's kitchen that anchors the main living space. The layout features three well-appointed bedrooms-highlighted by a generous primary suite-plus a dedicated home office. Outdoor spaces are built for unwinding and entertaining, from the welcoming front porch to a broad stone patio, with wooded hiking trails waiting right outside your door.


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WILLIAM RAVEIS - BERKSHIRE
$975,000
4 BD | 3 BA
Residential - Single Family

Perched on a hill overlooking a scenic valley road, this 4-bedroom Dutch Gambrell offers a secluded country setting just a few minutes from town. This vibrantly-designed home opens into a handsome petrol-green kitchen with polished concrete floors and an ample dining area framed by French doors. The kitchen/dining area flows into an inviting living room anchored by a herringbone tile propane fireplace, a warm gathering space for family and friends. Just off the living room the 1st floor primary suite is a cheerful retreat with it's own striking classic black-and-white tiled bath with glass shower surround. Upstairs 3 guest bedrooms, a full bath and an upstairs playroom/lounge offer plenty of room for guests to relax.


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COMPASS MASSACHUSETTS , LLC GB
$979,000
4 BD | 2 BA
Residential - Single Family

Available for the first time, this recently built 4 season home is a unicorn in the sought after Beachwood community on the south side of the Stockbridge Bowl. Bright, crisp and modern this property comprises an entrance foyer, chef's kitchen with stone counter-tops, living/dining area, gas fireplace, 2 bedrooms and 1 bathroom and washer/dryer downstairs. Two bedrooms, 1 bathroom upstairs with additional flexible seating/work areas. A patio leads onto a deep, level garden and to a barn with a finished upstairs studio and great downstairs storage and an EV charging station. Two zone air-conditioning, generous parking courtyard and proximity to the Beachwood community's private beach and kayak launch. A unique opportunity conveniently situated near Tanglewood and both Lenox and Stockbridge.

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