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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


61 Photos
BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
$499,900
3 BD | 4 BA
Residential - Single Family

Sitting atop of scenic Florida Mountain, this custom built Cape with elegant charm features 3 Bedrooms, 3 Full and 2 half Baths and central A/C.The Primary suite is located on the first with a fireplace, large walk-in closet and a private sitting room to relax in. The Primary Bath features a 3 head walk-in shower, Jet tub, water closet and radiant heat tile floors. The Bedrooms on the second floor each have their own Full Bath separated by a long walkway with a balcony overlooking the living room. A floor plan that flows from room to room with ease. The living room has a cathedral ceiling, custom fireplace and wood elevator. The Kitchen features a commercial stove, built-in oven and granite counters. A Bonus Room with half Bath over the heated 2 car garage. Walk-out basement.


34 Photos
GELINAS REAL ESTATE
$499,900
3 BD | 2 BA
Residential - Single Family

Come see this gorgeous 3 Bedroom 2 Bath Ranch! Nestled on a quiet street on over an acre of land, this inviting home offers the perfect blend of comfort, space, and convenience. Ideally located near October Mountain and just a short drive to Tanglewood and all other Southern Berkshire attractions. Featuring a spacious 2 car garage plus a third overhead door providing convenient access to the basement, this home offers plenty of room for storage, hobbies, and more. Inside you will find gleaming hardwood floors, a cozy gas fireplace, awesome Sunroom, and numerous improvements throughout. Notable upgrades include a Burnham K2 Boiler and state of the art basement waterproofing system. With its peaceful setting, desirable location, and Many improvements, This is one you wont want to miss.


23 Photos
MACCARO REAL ESTATE
$525,000
3 BD | 2 BA
Residential - Condo/Townhouse

Enjoy light filled living in this prime end unit at beautiful October Mountain. ''Gateway to the Berkshires'', Lee, Ma. Open concept living and dining area features a two-sided wood burning fireplace shared with a vaulted family room, where skylights add to the abundant natural light throughout the home. Mini splits provide heating and cooling for year-round comfort. First floor bedroom and full bath and walk in shower. Second floor offers two additional spacious bedrooms and full bath. Primary bedroom offers two generous closets and newer carpeting. A full, unfinished basement offers ample storage and potential for future use. Great location across from the community pool and tennis courts. Easy access to I-90 & cultural venues, dining and attractions that make the Berkshires so special!


27 Photos
POINT HOUSE REAL ESTATE LLC
$529,000
4 BD | 3 BA
Residential - Single Family

Tucked away at the end of a quiet dead-end street with zero through-traffic, this newer, expansive Colonial offers grand scale, total privacy, and an unbeatable location just 20 minutes from the New York border. It truly feels like your own hidden retreat, yet you are just minutes from the lake, a local dog park, shopping, and dining.The exterior boasts incredible curb appeal with its premium, freshly stained redwood-toned cedar siding and a brand-new roof. Step out into your backyard paradise, featuring a newly stained dark green entertaining deck, a sparkling aboveground pool with its own custom surrounding deck, and a spacious matching shed for all your outdoor storage needs. Quality finishes throughout the Interior!


31 Photos
STONE HOUSE PROPERTIES, LLC
$529,000
3 BD | 2 BA
Residential - Single Family

Welcome to Peggy's Cottage. The owner, a cellist, originally chose this Queechy Lake home for its proximity to Tanglewood and the cathedral ceilings in the family room, which served as her music room. She quickly grew to love the lake community's friendly neighbors, walking trails, and private beach. This cozy log cabin sits on a level .36 acre lot, offering rare privacy with lovely gardens, a latticed entertainment deck, and two sheds. Relax in the living room in front of the stone fireplace, perfect for a quiet conversation or reading. Step into the spacious family/music room and enjoy movie night and the view of the gardens. The open kitchen and dining area connect to a first-floor bedroom with laundry and a full bath. Upstairs, you will find two large bedrooms with skylights and...


47 Photos
STONE HOUSE PROPERTIES, LLC
$535,000
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.


43 Photos
HOUSATONIC REAL ESTATE
$545,000
3 BD | 2 BA
Residential - Single Family

This historic New England home, built in 1865, is centrally located in the classic and appealing town of South Egremont. It's a true gem, with original oak floors and a sun-streaked artist's studio. A three-bedroom, two-bath home with a generously sized kitchen, two sitting rooms, and a picture window, the property's setting must be seen to be believed: situated on a small stream, with views of trees, flowers, and a little bridge, it is like something out of painting. Literally. Its current owner is a lifelong artist, featured in national media, who often painted the beautiful landscape around the home.


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


51 Photos
Lamacchia Realty, Inc. - Dalton
$549,900
4 BD | 2 BA
Residential - Single Family

Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample storage, seamlessly connecting to the dining area. Enjoy the convenience of 2 well-appointed bathrooms and generously sized bedrooms, perfect for family and guests.Outside, the expansive yard offers endless possibilities for outdoor activities, gardening, or simply enjoying nature.Meticulously maintained and set in a peaceful setting, this home is a true gem just waiting for you to make it your own!


48 Photos
STREAMLINE COMMUNITIES
$550,000
2 BD | 2 BA
Residential - Condo/Townhouse

Discover single level living in 160 Water Street Home 203, Williamstown, MA. Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12'-16' tall ceilings, massive windows, and exposed brick and beam, steel & timber throughout, stainless steel appliances, granite countertops, gas ranges and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the rolling Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles totaling 61 residences. Outdoor spaces include Outdoor Living Room w/fire pit, grills, seating along the river. Main building offers community lounge, gym, interior bike storage and prof. management. #BerkshiresLofts #WaterfrontCondoMA #WilliamstownMACondo


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.


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.


30 Photos
HOUSATONIC REAL ESTATE
$569,000
2 BD | 2 BA
Residential - Single Family

El Refugio, ''The Refuge'', a hidden gem minutes from downtown Great Barrington. A 2-bedroom, 2-bath, wood burning fireplace home - with a 46' heated pool and 2-car detached garage. Set back from the road on 7+ private acres with extensive shoreline on the Williams River.


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.


41 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$579,000
1 BD | 2 BA
Residential - Single Family

Hidden off a private Egremont drive, this Adirondack retreat is crafted for quiet mountain living. Soaring cathedral ceilings elevate the main floor, centered by a freestanding hearth that warms the open layout. An intimate loft bedroom perches above, while the finished walk-out lower level offers flexible bonus space suited for a media room, home office, or guest overflow--including two finished rooms currently utilized for sleeping (note: larger egress windows needed for official bedroom status). Outside, the large screened porch creates a secluded open-air lounge in total privacy. A South County haven minutes from downtown dining, cultural hubs, and Catamount Skiing / recreation.


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.


65 Photos
ASHMERE REALTY, INC.
$595,275
4 BD | 3 BA
Residential - Condo/Townhouse

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privacy,

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