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43 Photos
LAMACCHIA REALTY, INC
$524,900
4 BD | 3 BA
Residential - Single Family

OPEN HOUSE Sat 7/5/25 11a-12:30p Welcome to your private escape in the heart of the Berkshires on a quiet country road. This expansive ranch-style home offers ample space for large family gatherings, house guests or entertaining. Enjoy the ease of one-level living with a bright, open floor plan and a grand brick fireplace anchoring the spacious main living area. The home features four spacious bedrooms and two updated full bathrooms along with a back deck and screened-in back porch overlooking the woodlands. The lower level offers even more flexibility with a private entrance, an additional bedroom, full bath and convenient kitchenette - perfect for guests, in-laws or potential rental income. There is also a large unfinished room with a second fireplace and walk-out access to


35 Photos
LANCE VERMEULEN RE, INC
$525,000
3 BD | 1 BA
Residential - Single Family

Tucked away in a walkable east-side neighborhood of Great Barrington, this custom 3-bedroom bungalow is anything but ordinary. From the moment you step inside, the care and creativity in every corner are impossible to miss--handcrafted woodwork, thoughtful built-ins, and artful finishes infuse the home with a personality all of its own.The inviting and cozy open floor plan make everyday living feel effortless, while abundant natural light fills the spaces. At the heart of the home, the kitchen stands out with its custom copper countertops, reclaimed wood shelving, and clever storage solutions for functionality.Step outside to your own private oasis: a fully fenced yard with seven 20-foot no-till garden beds, ready for your homesteading dreams or a vibrant


54 Photos
RE/MAX COMPASS
$528,000
3 BD | 2 BA
Residential - Single Family

OPEN HOUSE SATURDAY AUGUST 9, 11-1This spectacular contemporary home is situated on a public road and encompasses 9 acres of land, featuring a year-round flowing brook. The property includes a two-car garage with an open room above, and additional garage located beneath house.The interior is characterized by wood walls and floors. A sun-room provides elevated views of the property and the soothing sounds of the brook. The kitchen is equipped with custom cabinets, a pantry, and tile flooring. Main level primary bedroom with walk-in closets and bathroom. Upper loft with bedroom, full bath, and terrace. Lower-level bedroom with slider to exterior. Unique property located in a quaint area of town towards the Village and our beautiful town beach known as Center Pond.


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JIMINY REALTY
$530,000
2 BD | 3 BA
Residential - Condo/Townhouse

New to the market a large end unit in Mountainside Hemlock Village a 2+ bedrooms (sleeping loft) 3 full bathrooms on 3 levels of living. This end unit has lots of windows and space for the larger family. Park your car right out front and walk into your ski vacation condo. Great rental history if you decide you want to rent. The condo is sold fully furnished and is turnkey. Great location on lower mountainside. Just walk over to the slopes. This will not last long...


44 Photos
NOCHER REALTY
$539,900
4 BD | 2 BA
Residential - Single Family

Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,865 sq ft. of comfortable living space on a generous 1.42 acre lot in the beautiful town of Cheshire. This property features a bright and inviting layout, well-sized bedrooms, and ample room for everyday living or entertaining. New vinyl siding, gutters & awnings added in the most recent years. Enjoy the privacy and outdoor possibilities that come with an expansive lot & beautiful Trex deck leading to the above ground pool. Perfect for gardening, recreation or simply taking in the peaceful surroundings. A wonderful opportunity to own a versatile home in a serene Berkshire County location. Schedule your showing today!


34 Photos
BERKSHIRE LISTINGS
$547,700
3 BD | 2 BA
Residential - Single Family

Experience a peaceful Berkshire fall from this inviting ranch-style home in the quiet hills of Becket. Surrounded by vibrant foliage and towering pines, this single-level retreat offers warmth, comfort, and nature at your doorstep. Enjoy scenic hikes and crisp fall days now, then gear up for winter fun with Otis Ridge, Bousquet Mountain, and Jiminy Peak just a short drive away. With a fully equipped kitchen, open living space, and year-round outdoor adventure nearby, this cozy home is the perfect Berkshires getaway.


28 Photos
NON-MEMBER / RECIPROCAL
$549,000
3 BD | 1 BA
Residential - Single Family

Welcome to your dream lake house! Charming seasonal cottage w/knotty pine walls + lofted ceilings, recently added skylights + all new Pella windows + doors, creating a light-filled living space w/epic views. Main room includes nostalgic original kitchen w/formica counters, built-in stovetop, + new retro refrigerator. Dining area + living room include large original stone fireplace - a beautiful centerpiece for the room. Rinnai propane heater provides back up heat for chilly nights. Split level second floor includes three spacious bedrooms + 1 full bath. Off kitchen is large screen porch w/both trex + stone floors. Each room in house is oriented towards the beautiful, 122 acre Norwich Lake - with pristine waters for FISHING, boating and swimming!!


39 Photos
STONE HOUSE PROPERTIES, LLC
$549,900
3 BD | 4 BA
Residential - Single Family

Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the main home. Enlarged, Primary bedroom includes a full bath, walk-in closet and sliders to sneak out to the pool area. Glass room has gas, ceramic tiled fireplace and the main dining room has a field stone fireplace (for cozy New England days). All 3 bedrooms are very large with closet space. There are many extra storage closets throughout the home, as well as an oversized 2 car garage.


19 Photos
WILLIAM PITT SOTHEBY'S - SALISBURY
$550,000
4 BD | 3 BA
Residential - Single Family

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect you to the landscape. Your backyard is a protected nature preserve, guaranteeing permanent privacy. The property features a handsome 24x30 horse barn with 2+ acres of paddocks, plus a separate lower-level guest apartment--perfect for weekend visitors or a private home office. A complete package blending modern convenience with pastoral beauty and cultural access.


33 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$569,000
3 BD | 3 BA
Residential - Single Family

Charm. You'll find it in this 3BR, 2.5BA West Stockbridge home. The charm of a farmhouse fence, lush with white hydrangeas, roses, and day lilies, set along a peaceful street where neighbors jog, push strollers, or walk their dogs. The charm of luminous freshly painted interiors and windows framing views of greenery on all sides--mists atop Lenox Mountain, vivid sunsets, and star-spangled night skies. The charm of a spacious enclosed porch for relaxing and entertaining, a 400sf insulated, 'do-with-it-what-you-will' barn with French doors and patio, perennial gardens, overarching maples. Practical charms, too: new roof, new primary bath, updated systems, 2-car garage, 2 minutes to Six Depot, 10 to Tanglewood, 16 to Guidos. Charm and privacy, with room to dream, create. Make it your own.


45 Photos
STEEPLEVIEW REALTY - ADAMS BRANCH
$574,900
3 BD | 2 BA
Residential - Single Family

DEEDED LAKE RIGHTS to Onota lake with access to a private beach on Blythwood Drive. This unique Brick colonial home has many high end finishes and recent updates. The kitchen boasts a Wolf gas range, granite counter tops, an island, a new touch screen refrigerator (2023) new dishwasher, recessed lighting, plus ceiling height cabinets for tons of storage The living room has a gas fireplace creating a cozy ambience. Plus there is a library/den with marble floors and tons of storage. The primary bedroom is spacious with 2 closets. There are wood floors through out the home, new vinyl windows/roof (2023). The lower level is partially finished & has radiant heat for winter comfort. The outdoor space is wonderful for entertaining highlighted by a patio with pergola & brick fireplace.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$575,000
4 BD | 3 BA
Residential - Single Family

Step into a piece of Adams history with the beautifully preserved Simmons Cottage, on the market for the first time in generations. Built in 1901, this elegant Victorian residence offers a rare in-town opportunity, blending architectural charm with modern comfort.Set on a .24 acre lot, just a short stroll to the vibrant center of Adams, with its restaurants, shops, and small town charm, this 9 room, 4 bedroom, 2.5 bath home is rich with original detail and character. From the moment you step onto the welcoming front porch, ideal for lazy summer days, you'll appreciate the timeless appeal of this property.


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ROBERTS & ASSOC. REALTY, INC
$584,900
4 BD | 3 BA
Residential - Single Family

Showings begin on December 1st. If you are looking for privacy and acreage, this Dalton expanded cape is a must see! So much to come home to. First floor flows nicely with fireplaced-formal living, formal dining and open kitchen/family room. Additionally, private first floor office (or bedroom) with full bath, first floor laundry and a pellet-stove heated sunroom making it a usable year-round space. The second floor features a private primary suite accessed with its own staircase. It includes spacious dressing area, bath with soaking tub, and tiled shower. The main stairway leads to three bedrooms, full bath and walk-in attic. The land (over five acres!!) has so many possibilities for the gardening enthusiast. Open and cleared!


47 Photos
COHEN & WHITE ASSOCIATES
$585,000
2 BD | 3 BA
Residential - Condo/Townhouse

Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The second level features the primary bedroom with en suite full bath, walk in closet and bonus loft space; Guest bedroom and en suite full bath. Association beach rights to the Stockbridge Bowl, tennis courts, indoor pool, gym and hiking paths. All of this while being conveniently located near Tangelwood, Lenox Village and many cultural attractions here in the Berkshires.


31 Photos
HOUSATONIC REAL ESTATE
$589,000
4 BD | 2 BA
Residential - Single Family

Charming 1790 Historic Home in the Heart of South EgremontNestled on a beautifully landscaped 0.8-acre lot in the heart of the village, this 4-bedroom, 2-bath home blends timeless charm with modern convenience. Built in 1790 it features wide plank floors, built-ins, and a fireplace with a historic Dutch oven.Enjoy local access to shops and dining, with scenic hiking at Jug End Reservation just minutes away. Mature gardens, a new roof (3 years), fresh exterior paint, and a recently installed septic system add value. The interior, full of historic character, awaits your personal touch.


67 Photos
RED HORSE REAL ESTATE
$599,000
3 BD | 2 BA
Residential - Single Family

Country Farm: Sixty Acre cattle Farm. Remodeled country Home with beautiful open fields and Yokum Brook running through the back lot were the cows use to sip cool water and graze. The farm consists of 5 different parcels of land with the barn across from the main house. You'll find a modern Kitchen and bath. The main Bedroom has a low deck and full-length windows looking out to the pastures and Apple trees were deer frolic and feed. A rock count yard with a fireplace and trellises holding grapevines makes a lovely entertainment area Most of the land is open fields.The barn has two garages, and the lower level has a feeding station. A shop and 2 hay lofts Although the cows are gone the farmer remains in the home, please respect his privacy. Showing by request only.


45 Photos
PAULA MCLEAN REALTORS INC.
$599,900
3 BD | 2 BA
Residential - Condo/Townhouse

Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether you're seeking a peaceful year-round home or a Berkshire getaway, South Pond Farm is your invitation to relax, unwind, and live surrounded by nature's finest.Experience lakeside living at its best -- just minutes from Tanglewood, Lenox, and the cultural heart of the Berkshires.


48 Photos
PAULA MCLEAN REALTORS INC.
$600,000
3 BD | 3 BA
Residential - Condo/Townhouse

Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and generous living space designed for both relaxation and entertaining. This sought-after community offers a wealth of amenities including an outdoor pool, Har-Tru tennis courts, and private water frontage on Laurel Lake -- complete with kayak and canoe storage for easy days on the water. Perfectly situated just minutes from Lenox, Stockbridge, Tanglewood &, Jacob's Pillow.


62 Photos
STONE HOUSE PROPERTIES, LLC
$625,000
4 BD | 3 BA
Residential - Single Family

Set on 3 private, beautifully landscaped acres in the heart of Richmond, Massachusetts, 1772 Swamp Road offers the perfect blend of space, comfort, and potential. This 4-bedroom, 2.5-bath home provides a solid foundation, flexible floor plan, and updates in all the right places including a newer furnace, metal roof, and whole-house generator giving you peace of mind and room to make it your own.Inside, a bright, spacious layout welcomes you with multiple living areas that offer flexibility for everyday living, entertaining, or working from home. The large living room features a propane insert, while a second wood-burning fireplace in the primary suite creates a cozy retreat. And the sunroom has the best Berkshire views! Upstairs, you'll find four comfortable bedrooms,


29 Photos
LANCE VERMEULEN RE, INC
$629,000
3 BD | 2 BA
Residential - Single Family

The private drive into this property says it all... Set well off a quiet cul-de-sac in a sought-after Egremont neighborhood on nearly 6 acres of lush, mature landscaping, this charming raised ranch offers the perfect blend of privacy and proximity. This beautifully maintained property is neat as a pin and move-in ready. With 3 bedrooms and 2 full baths, the main level features a light-filled open kitchen & dining area that flows out to a spacious deck overlooking the tranquil back yard. A finished room on the walkout lower level provides flexible bonus space for a family room, media room, or home office. Located just minutes from French Park, Prospect Lake, downtown Great Barrington, and Catamount Ski Resort, this home is a true Berkshires retreat with convenience in every direction.

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