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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.


38 Photos
BIRCH PROPERTIES
$495,000
1 BD | 2 BA
Residential - Condo/Townhouse

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.


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.


10 Photos
WILLIAM RAVEIS - BERKSHIRE

This is the private, lush, estate property with 23 acres, and four (4) building lots, that you have been waiting for. A gorgeous gentle sweep brings you to distant ridge views. The large open clearing is ready and (originally) perc-tested and passed. 7 acres of rich hardwood forest, and two established stone entrances open in from Cross Rd and the other on Leffingwell. Equestrian or hobby farm potential, perfect for a family compound, or just build your dream home and enjoy the space around you!


24 Photos
PREFERRED COUNTRY PROPERTIES
$499,000
3 BD | 2 BA
Residential - Single Family

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. Central A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off user-friendly modern kitchen. Primary BR w/primary bath. Glass sunroom overlooks the fully fenced, large backyard ideal for large gatherings. Solid covered canopy great for BBQing or reading in the warm breeze. Add'l lot included for a total .67 acre. Attached 2-car garage, full basement and paved driveway among amenities. 1 mile to Taconic Parkway. Owners relocating; home I


37 Photos
BERKSHIRE LISTINGS
$499,900
3 BD | 2 BA
Residential - Single Family

This beautifully maintained 1,900 sq. ft. ranch offers comfortable single-level living with a bright, open floor plan and plenty of natural light. 3.21 Acres - Two Garages plus a Full Walkout Basement! The inviting kitchen features marble countertops, while beautiful hardwood floors and a custom fireplace add warmth and character throughout. The spacious walkout basement includes a Smith furnace and Fire Chief wood stove, providing flexible heating options. Set back from the road and abutting Crystal Pond, this peaceful private setting is the perfect place to enjoy the beautiful fall season. Property features two garages, two driveways, a barn, ample parking, and hookups for a future hot tub. Conveniently located just 34 minutes to Westfield, 19 minutes to Lee, and 26 minutes to Pittsfiel


47 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$499,999
3 BD | 3 BA
Residential - Single Family

Impeccably cared for and thoughtfully maintained, this sprawling ranch offers comfortable one-level living with a flexible layout and plenty of space both inside and out. The sun-filled living room welcomes you with abundant natural light and a wood-burning fireplace, creating a warm and inviting gathering space. There is a well-appointed kitchen and dining room, while a bright and peaceful sunroom provides the perfect spot to relax and enjoy the surrounding setting. The home features three bedrooms, including a primary suite with a recently remodeled bathroom. Another bedroom offers the convenience of its own three-quarter bath. The spacious dining room could easily be reimagined as a fourth bedroom, home office, den, or additional living space to suit your needs.


11 Photos
WILLIAM RAVEIS - BERKSHIRE

Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake—a pristine, non-motorized lake perfect for kayaking, swimming, and unwinding in nature. Build your dream home in a setting where sunsets glow through the trees and the pace of life slows to match the stillness of the lake.


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!


2 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$545,000
3 BD | 3 BA
Residential - Single Family

Single level living with room for everyone. This well loved and well cared for Ranch House sits in a quiet park like neighborhood on a cul-de-sac. Livingroom with Fireplace, Eat-in Kitchen, 3 Bedrooms + a Bonus Room that may double as an ADU (accessory dwelling unit), Rental or In-law suite. Large yard. Well located near shopping and schools. Truly a special home. *Interior Photos coming soon (owner in the process of moving).


52 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$549,000
4 BD | 2 BA
Residential - Single Family

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!


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.


10 Photos
PREFERRED COUNTRY PROPERTIES
$549,000
3 BD | 3 BA
Residential - Single Family

Set on 5 serene acres, this bright 3 bedroom, 3 bath residence offers generous room sizes and a peaceful, private setting within a short bike ride of town. The home features a woodstove fireplace in the dining area and a 3 flue chimney ready for a second fireplace. A full length deck spans the entire home, inviting outdoor living and quiet enjoyment. The substantial 34x24 detached building provides exceptional potential for a studio or additional workspace. A property with light, privacy, and versatile amenities. Presently the young grand daughter is in process of moving .. be ready to see boxes and the like - otherwise an exceptionally beautiful home. Occupants require 24-48 hour notice minimum. Note AI Enhanced photos. Central A/C and automatic whole-house generator among amenities


47 Photos
STONE HOUSE PROPERTIES, LLC
$549,900
5 BD | 3 BA
Residential - Single Family

Move-in ready and filled with upgrades, this southeast Pittsfield colonial home offers five bedrooms and flexible living space. The first floor includes a bedroom and full bath, while the second floor features a primary ensuite plus three additional spacious bedrooms. Enjoy a beautifully landscaped, very private backyard with an above-ground pool and convenient access from the kitchen deck--perfect for summer entertaining. The finished basement recreation room w/660 sq.ft. is included in total sq.ft. Centrally located, the home is approximately 10 minutes from major shopping centers and less than 10 minutes to Lenox center and Tanglewood.


21 Photos
PREFERRED COUNTRY PROPERTIES
$550,000
4 BD | 3 BA
Residential - Single Family

A peaceful, private retreat bordering protected land with no homes in sight. Enjoy a sparkling swimming pool, a dramatic 20' cathedral-ceiling great room, and seamless access to a deck overlooking the grounds and pool. Total quiet, total privacy, and minutes to the Berkshires for culture, dining, and farm-to-table markets. Includes coveted Queechy Lake rights. Principal en-suite and 3 other generously sized bedrooms - 3 baths - 8 person SAUNA -- must see Owner-occupied. Please allow 24-48 hours' notice.


17 Photos
LANDVEST, INC.

The offered property comprises 51.2± acres in Richmond, featuring a varied landscape of wooded acreage and a small open field near the northern portion of the property that provides scenic views to the south and west. The surrounding woodland creates a private setting adjoining the Berkshire Natural Resources Council's Stevens Glen Reserve, known for its maintained trail system and waterfall. Considerable planning and preliminary development work has already been completed, including six percolation tests, survey and land-planning documents, and a town-approved shared driveway permit. Existing plans identify potential locations for at least 2 building lots, with the possibility of a 3rd, providing flexibility in the property's ultimate design. The property is subject to Chatpter 61 lien.


35 Photos
HELEN MULLANY REAL ESTATE, LLC
$563,000
4 BD | 4 BA
Residential - Single Family

Set along a bucolic country road, this charming New England Farm House offers wonderful space, character, and a host of recent updates. The inviting floor plan features large, comfortable rooms with wood floors throughout. The updated kitchen includes new countertops and appliances, creating a fresh and functional gathering space. Relax on the screened porch or entertain on the deck while enjoying the peaceful country setting. Ideal for outdoor enthusiasts with excellent biking, hiking and walking right from the property. Skiing and town center are just minutes away, offering recreation and convenience.


49 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$565,000
3 BD | 2 BA
Residential - Single Family

On the Dalton/Hinsdale line atop Tully Mountain! A wonderful chalet style raised ranch on just over 5 acres offering the kind of privacy, space, and versatility that makes a home feel truly special! Built and maintained by its original owners, this is a solid, well-constructed home that has been exceptionally well cared for over the years. Generous rooms, abundant closet space, and seasonal mountain views add to its appeal! The main level features an inviting living and dining area centered around a wood burning fireplace with a substantial hearth and sturdy mantel. Sliders from both the living room and dining room open to the wonderful south facing composite deck, creating an effortless connection between the interior and outdoor living spaces.


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.

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