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58 Photos
WILLIAM RAVEIS - BERKSHIRE
$440,000
4 BD | 2 BA
Residential - Single Family

Set on 16 private acres, this four-bedroom, one-and-a-half-bath home has been lovingly updated while preserving its rustic warmth and character. Soulful wood floors, cozy living spaces, and a versatile attic retreat give this home an authenticity you simply cannot manufacture. A two-story wood stove heated barn bursting with natural light makes for an ideal studio or creative workspace. Step outside to a spring-fed pond reaching ten feet at its deepest and perfect for a summer float, a morning swim, or simply watching the light dance across the water. A gazebo offers a quiet perch to read, sketch, or simply breathe it all in. And when the day calls for deeper restoration, a private sauna awaits. Close to Jacob's Pillow, Becket Arts Center, Lee, and Tanglewood. A true sanctuary.


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RED HORSE REAL ESTATE, LLC
$445,000
3 BD | 2 BA
Residential - Single Family

County Rd Charmer on 12 acres with Yokum brook running through the back lot. Pretty views. New metal roof Hardwood floors, wood stoves, up-dated kitchen and baths. Beautiful gardens around the house, A lean to shed out back. One car garage. The main floor has a large living room dining, kitchen and 2 bedrooms with bath. The lower level has a 3rd bedroom, bath and sitting room. Was used as a small apartment. The small apartment/3rd bedroom will need some TLC. Very private set back with wooded frontage. Close to 3 Becket lakes & right down the road is October Mountain State Forest & the Appalachian trail. A right to farm Community. Ready to move in. Appx 7 miles from the tri -towns of Lee/Lenox area.


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HELEN MULLANY REAL ESTATE, LLC
$449,000
2 BD | 1 BA
Residential - Single Family

Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect for Dining, board games or snuggling up with a book. Wonderful sunny deck, and a grassy lawn with fire pit. Upgrades include fenced yard & Generator! A shed to store your kayaks & bikes. Deeded Lake access. Minutes to Great Barrington town center, Butternut Ski Area & Hiking Trails. Easy access to Lake, just over the knoll.


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THE KINDERHOOK GROUP
$469,000
4 BD | 2 BA
Residential - Single Family

Rich in character and history, this beautifully maintained Colonial sits on land once belonging to Pittsfield's renowned Grey Tower Estate. Featuring original oak woodwork, decorative architectural leaded glass all which may have been salvaged from the estate. Move right in and relax on the expansive front porch with an iced tea in hand. As you walkthrough the quarter sawn oak doors there is plenty of light to greet you, Updated kitchen and baths a new roof, new gutters with guards, perennial gardens, sunroom, metered water, garage and carport, this exceptional home blends historic charm with modern comfort on the tree lined street of Southeast of Pittsfield. Enjoy the sunroom for reading and interior balcony for gazing at the stars all which is a step from the primary bedroom.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$475,000
2 BD | 2 BA
Residential - Single Family

Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with full bath and dreamy tub.Meticulously maintained home with a new 200-amp electrical service, this turnkey retreat ensures total peace of mind. Expansive back yard with basketball court and shed, Whether you're enjoying the classic rocking-chair porch or exploring nearby trails and boutiques, this sweet sanctuary is a rare find in the heart of Berkshires.


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RED HORSE REAL ESTATE, LLC
$499,000
3 BD | 2 BA
Residential - Single Family

Nice 3 bedroom contemporary home set on over nine acres with Center Pond Brook flowing past the garden areas & through the back yard. The front porch opens onto the main kitchen & living areas with hardwood floors & cathedral ceilings. French doors lead to the sunroom overlooking the garden areas. The first floor primary bedroom features two walk in closets, built in dressers & desk. More built ins are found in the recently updated first floor bath. The upper level loft overlooks the living area & includes a full bath with tub/shower combination. A deck in the upstairs bedroom has views of the garden areas & brook. A large recreation room on the lower level features a slider to the gardens. The detached 2 car garage with large loft has many potential uses, studio, ADU, storage, etc.


31 Photos
LAMACCHIA REALTY, INC
$524,000
3 BD | 2 BA
Residential - Single Family

Step into a home where light dances through every room and the whisper of Pontoosuc Lake lingers in the air. This enchanting 3 bedroom, 2 bathroom sanctuary offers both a spacious living room and a warm, inviting family room—spaces made for laughter, quiet moments, and memories waiting to be born. Drift onto the breezy 3 season porch and savor mornings in the treetops or peaceful twilight conversations. A freshly updated kitchen shines with new life, a brand new roof brings lasting peace of mind, and a generous 2 car garage adds effortless ease. Just steps from the shimmering lake, this home feels like a gentle spell—welcoming, uplifting, and pure Berkshire magic.


41 Photos
LAMACCHIA REALTY, INC
$549,900
3 BD | 2 BA
Residential - Single Family

Beautiful escape beside Little Robin Lake. This beautifully remodeled home features three inviting bedrooms and two elegant bathrooms, perfect for unwinding after a day of adventure. The sunroom, surrounds you in natural light, inviting you to relax with a good book or enjoy peaceful views. Soak in the sun on the large deck looking over the stunning lake scenery. Indulge in the luxury of the jet tub after exploring the outdoors. This private getaway, thriving as an Airbnb and is cherished as a second home. If you're seeking adventure or a peaceful retreat, this lakeside haven promises an unforgettable escape. Welcome to your home away from home, where every moment celebrates life by the lake.


35 Photos
HOULIHAN LAWRENCE, INC
$550,000
8 BD | 4 BA
Residential - Single Family

Offered as a peaceful Upstate retreat in the heart of Rensselaer County.Set within the scenic countryside of Hoosick Falls, this inviting property offers a rare opportunity to enjoy privacy, natural beauty, and small-town charm. Located in the quiet Mapletown area--one of the historic hamlets within the Town of Hoosick--this residence is surrounded by rolling hills, open skies, and the tranquil character that defines Upstate New York living.Positioned on two lots of more than 17 acres, an ideal setting for a primary residence, weekend escape, or investment property. The surrounding landscape provides a sense of seclusion while still offering convenient access to nearby amenities, regional routes, and neighboring communities in both New York and Vermont.


42 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$569,000
4 BD | 2 BA
Residential - Single Family

Warm and inviting, this light-filled 4-bedroom, 1.5-bath home in the desirable White Oaks neighborhood blends timeless character with comfortable living. Built circa 1945, the home is filled with charm and thoughtful spaces throughout. A spacious, south-facing sunroom with a cozy wood-burning stove is perfect for year-round enjoyment and opens seamlessly into a formal dining room with glass doors leading to a large deck--ideal for entertaining or relaxing outdoors. The kitchen features engineered wood flooring, generous counter and cupboard space, and a convenient built-in desk area. Upstairs, the second floor offers four bedrooms and a full bath, including a primary bedroom with glass doors opening to a private, south-facing deck with lovely mountain views.


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LAER REALTY PARTNERS
$585,000
3 BD | 3 BA
Residential - Single Family

This one-of-a-kind converted historic church offers a rare blend of architectural character and modern comfort. This 3-bed, 3-bath home features soaring cathedral ceilings, original stained-glass window accents, and striking fieldstone fireplaces on all three levels. The open, flexible layout is ideal for entertaining and everyday living, featuring central AC, a screened porch, and a sun-filled solarium with hot tub that flows to a fully fenced yard. Each level includes a private bedroom and full bath for exceptional privacy. Enjoy seasonal water views, a heated in-ground pool, and spacious yard for relaxation and gatherings. Set near the Berkshire line with easy access to Otis Reservoir, Jacob's Pillow and Tanglewood. Leased solar to transfer to buyer.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$599,000
4 BD | 3 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!


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HELEN MULLANY REAL ESTATE, LLC
$599,000
2 BD | 1 BA
Residential - Single Family

Set high up on a knoll, this home boasts good, solid construction, wood floors throughout and an easy, manageable floor plan. Within walking distance to Main Street, this adorable home has been lovingly cared for. Immaculate condition, a cozy fireplace and a detached garage. A sweet place to call home in a convenient location. So much potential but move-in ready. The yard has perennials & mature trees and privacy. One block from NYC bus stop, restaurants, shops and markets.


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$599,000
3 BD | 2 BA
Residential - Single Family

Situated in the finest location in a quiet neighborhood of very nicely kept homes, this three bedroom, two bath home offers the discerning buyer an abundance of privacy, especially with the adjacent 1.33 acre wooded parcel included in the sale. The property also abuts state land to the south, providing additional protection and enhancing the peaceful aura of the surroundings. Stately and spacious, the residence has a wonderful array of living and entertaining areas both inside and out. A lovely kitchen with granite counters and gleaming white cabinetry opens to a two story deck, with al fresco dining and leisure opportunities both up and down. Below is an expansive four season sunroom with access to the decking and to the large fireplaced family room. With a kitchenette close by,


65 Photos
STONE HOUSE PROPERTIES, LLC
$649,900
5 BD | 5 BA
Residential - Single Family

Grand, timeless, & beautifully situated in one of Pittsfield's most beloved neighborhoods, this classic 5-bedroom, 5-bath home offers the perfect blend of elegance, character, & space. Its stately presence, gracious proportions, & inviting warmth are just exceptional. Inside, spacious living areas, beautiful architectural details, & abundant natural light create an atmosphere that feels both sophisticated & welcoming. With room for everyone & ideal spaces for entertaining, working from home, or simply enjoying everyday life, this home is as functional as it is beautiful. The sweet, tucked-away location offers privacy & tranquility while remaining close to all the Berkshires has to offer. A rare opportunity to own a truly classic home filled with charm, character & endless possibilities!


43 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$650,000
5 BD | 4 BA
Residential - Single Family

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an open concept kitchen and family room with cathedral ceilings, where sliders lead seamlessly to a large rear deck overlooking a spacious, flat, and fenced backyard; ideal for gatherings, play, or quiet relaxation amid mature landscaping and beautiful gardens.


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ROBERTS & ASSOC. REALTY, INC
$664,500
3 BD | 3 BA
Residential - Single Family

Must see offering in Indian Lake Estates! This contemporary truly has it all! Enter into the great room with vaulted ceiling, woodstove for chilly evenings, wood floors, and featuring natural woodwork and built-ins in the dining area. Open kitchen, guest bedroom/full bath on the main level along with den/office that leads to the primary suite. Stairway leads to an open loft and private third bedroom/full bath. Nature surrounds you here! Year-round sunroom w wall of windows; then entertain in style on the screened porch that opens to rear deck. Stay-cation on one of the three beaches at Indian Lake, non-motorized with canoe/kayak storage. Tennis courts and play area. Location on a paved road for easy access to Jacob's Pillow, and other nearby Berkshire attractions.


54 Photos
REALTY STREET, LLC
$674,000
3 BD | 3 BA
Residential - Single Family

Welcome to 4 Birch Hill Rd. By appointment only. This private retreat set on over 44 acres is the perfect fit for the Auto enthusiast, woodcraft, cabinet making, Hobby farm, the options are endless!Live off the grid with solar power. The owner has not had an electric bill in over 10 years. There is an Eversource credit as well as quarterly renewable energy credits that transfer with the property. The wood furnace will heat the house and Steel garage. There is also oil and propane. Live the easy life in the 3/4 bedroom home with a beautiful three season room to enjoy your morning coffee, Hot tub on the back maintenance free Trex deck to savor the beautiful starry sky and peaceful nights.The owner of this home is the original builder. Pride in homeownership is evident throughout.


53 Photos
THE KINDERHOOK GROUP
$675,000
3 BD | 2 BA
Residential - Single Family

Welcome to 6 Beacon Hill Rd. where Old world charm meets New world convenience. Antique touches add that history of the Victorian era. If you're lookingfor a quiet neighborhood, walking distance to town and filled with sunlight and style, come and take a look! Enter through the lovely glass enclosed front porch or around back through the muddroom. Get lost in the recent renovated kithen with vaulted ceilings. Great for entertaining. Open back door and it spills right out onto the oversized deck and gardens. Beautiful plantings are found throughtout the property. Outback you'll find an antique tiny house with a wood burning fireplace! and a shed for your garden equipment. A newly installed whole house water filtration system has been added as well as many other upgrade


37 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$685,000
4 BD | 2 BA
Residential - Single Family

Welcome home! This magnificent 13.3-acre estate is rich in history and brimming with enchanting features. Nestled in a county setting, this property offers a connection with the outdoors for nature lovers and recreational activities. A low-maintenance wild garden of perennial flowers and shrubs produces a kaleidoscope of colors during the spring and summer seasons, while trails through the meadows and woods offer four season hiking and riding opportunities. A large, private office area with high-speed internet provides a productive ''work from home'' environment. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings.

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