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THE KINDERHOOK GROUP
$433,700
2 BD | 1 BA
Residential - Single Family

Imagine starting your mornings with coffee on the deck and ending your evenings under the open sky. This charming 2 bedroom, 1 bathroom home offers the perfect balance of comfort and simplicity, with inviting indoor spaces and Excalibur Lake front views. Whether you're looking for a peaceful retreat or a place to gather with loved ones, this home is designed for entertaining and making memories. With a history of short-term rental use, this home presents a unique opportunity for those seeking both a personal retreat and income potential. 10 minutes from Jacobs Pillow Dance Festival. Boat, Swim, Relax-Repeat! Everyday feels like a vacation in this ranch home.


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$450,000
2 BD | 2 BA
Residential - Single Family

Charming year-round Berkshire lakehouse just steps from Pontoosuc Lake, with swim and canoe/kayak access within 25 yards. The home offers two bedrooms: a main-floor bedroom with full bath, plus a loft with walk-in closet and half bath, an updated kitchen, and a brand-new pellet stove. Outside, a new Trex deck and outdoor shower complement a mature, private zen garden with fire pit and lake views. Cultural destinations including Tanglewood, MASS MoCA, and The Clark are all nearby. Call for your private showing today.


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ENGEL & VOLKERS WELLESLEY
$459,000
3 BD | 3 BA
Residential - Single Family

Nestled in the Historic District of picturesque Heath, this unique former artist loft blends character, space, and tranquility in a truly special setting. Offering over 3,300 sq ft, the thoughtfully expanded home features 3 bedrooms, 3 baths, and soaring light-filled spaces throughout. A spacious kitchen wing overlooks the private yard, while the second-floor deck offers peaceful views of the surrounding landscape. The property also includes over 2 acres of open meadow and a small barn, perfect for hobby farming, horses, or gardening. Tucked away in a serene and private location, this distinctive retreat captures the charm and beauty of Hilltown living.


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HOUSATONIC REAL ESTATE
$595,000
3 BD | 2 BA
Residential - Single Family

Enjoy lake access to Prospect Lake in a desirable low-tax area! This beautifully maintained contemporary home offers a first-floor primary bedroom with full bath, an open-concept kitchen, dining, and living area, plus an additional sitting room for flexible living space. Cherry wood floors, central air conditioning, and multiple skylights fill the home with natural light. Double French doors lead out to a spacious deck perfect for outdoor entertaining, with serene views of the lake. The second floor features two additional bedrooms and a full bath. Mature perennial gardens surround the property, creating a private backyard oasis ideal for relaxation. Close proximity to Cliff House restaurant, close to French Park, just 5 minutes to Catamount Ski Resort 10 minutes to Great Barrington.


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COMPASS MASSACHUSETTS , LLC GB
$680,000
4 BD | 2 BA
Residential - Single Family

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an expansive deck and a private dock for launching kayaks, offering outdoor living at its best. The main level features an eat-in kitchen with custom cabinetry, a living room, sunroom ideal for gatherings, an office, mudroom with laundry and a first-floor primary suite with full bath, providing convenient single-level living. This home includes central AC and a backup generator for year round comfort and peace of mind. With beautiful views and just moments from downtown, this property blends privacy, comfort and convenience in a truly special setting.


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STONE HOUSE PROPERTIES, LLC
$698,500
3 BD | 2 BA
Residential - Single Family

Classic lakefront cottage with frontage on quiet Benton Pond plus deeded rights to Big Pond. Four season contemporary Cape with an open plan featuring a window wall facing the lake and a brick fireplace. There are three bedrooms and two full baths plus a small loft. The screened porch is next to the kitchen, convenient for al fresco dining. Exterior access to the basement is perfect for storage of your canoes and kayaks. The home is located on over an acre and is the 2nd to the last on the road so very quiet. Less than 3 hours to NYC and 2 1/2 to Boston, near Tanglewood, Jacobs Pillow and most other Berkshire cultural attractions, as well as several state forests. If you have been looking for a reasonably priced lake home, this is your chance.


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WILLIAM PITT SOTHEBY'S - LENOX
$799,000
4 BD | 3 BA
Residential - Single Family

Welcome to your private retreat nestled on a beautifully landscaped half acre lot in a quiet, serene setting. This impeccably maintained home offers the perfect blend of comfort and nature, with deeded 99-year dock rights on Otis Reservoir--the largest recreational lake in Mass--just steps away.Step inside to a light-filled, open-concept living room featuring a cozy wood stove and stunning stone chimney surround. The space flows seamlessly into the dining area and kitchen, ideal for entertaining or simply relaxing. Gorgeous oak floors run throughout the main level, complementing the warm, airy atmosphere.The spacious first-floor master suite is a true sanctuary, complete with a walk-in closet, luxurious bathroom with a Jacuzzi tub, and a custom tiled walk-in shower. Upstairs, you'll find 3


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WILLIAM PITT SOTHEBY'S - LENOX
$799,900
4 BD | 2 BA
Residential - Single Family

Set along the shoreline of Pontoosuc Lake, this lakefront home offers beautiful water views from most rooms and an easy connection to one of the Berkshires' most loved recreational lakes. With an eastern exposure, mornings begin with peaceful sunrises over the water, while the large rear deck and private dock create the perfect setting for boating, kayaking, swimming, or simply enjoying life at the lake.Inside, the home blends classic Cape-style charm with a spacious and functional layout. The main level features an open kitchen, dining, and sitting area overlooking the lake, creating a bright and inviting gathering space. A separate living room with fireplace adds warmth and character, while a first-floor bedroom and full bath provide flexibility for guests or single-level living.


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WILLIAM PITT SOTHEBY'S - LENOX
$1,100,000
4 BD | 3 BA
Residential - Single Family

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated views, a private dock, sandy beach, and direct access to swimming, kayaking, and fishing. Designed to embrace its stunning natural setting, the home features expansive windows and multiple outdoor living spaces, including a wraparound deck, waterside gazebo, and screened porch with hot tub connection--perfect for entertaining or relaxing in every season. The bright open-concept interior includes 4 bedrooms and 3 full baths, highlighted by a dramatic great room with knotty pine ceilings, a wood-burning stove with stone hearth, and direct deck access overlooking the water. The spacious primary suite also opens to the deck and features its own


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BERKSHIRE HOMES AND CONDOS
$1,349,000
3 BD | 2 BA
Residential - Single Family

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors refinished and interior recently painted.


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COMPASS MASSACHUSETTS , LLC GB
$1,595,000
4 BD | 5 BA
Residential - Single Family

Views, privacy, and frontage on Mill Pond. This custom built classic Gilligan house is the perfect home for hosting family and friends with plenty of space both inside, and out. There are 4 plus bedrooms and 5 baths, including a generous primary suite on the first floor, a large den, and a bonus room above the 2 car garage. The property includes a fenced, in- ground pool, extensive flat lawn, perfect for soccer or croquet, and a private dock for paddle boats, fishing and watching out for the resident Bald Eagle! The house sits on 4.49 acres and also includes 4 additional lots for a total of almost 13 acres.


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WILLIAM RAVEIS - BERKSHIRE
$1,650,000
4 BD | 6 BA
Residential - Single Family

Once the cherished country residence of acclaimed wildlife artist & tableware designer Lynn Chase, this gracious 4-bedroom manor dates back to 1850, and had a major update in 1998. Set on 5.96 acres of rolling pasture framed by stone walls, this charming estate is spacious but manageable, complete with a garage/horse barn, larger barn, fenced paddocks, and a small pond. Rich in character and period detail, this Greek Revival home boasts wood paneling, exposed beams, built-in cabinetry, and antique flooring. The 1st floor offers plenty of space for entertaining, with a formal entry, spacious receiving room, library, and parlor - each with working fireplaces. A 1998 addition introduced a bright open kitchen/dining area with French doors opening onto an elegant south-facing bluestone patio.


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BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS
$1,800,000
5 BD | 4 BA
Residential - Single Family

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a warm cozy touch. Come and start to relax as you enter into paradise.


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EQUINE HOMES REAL ESTATE, LLC
$1,850,000
5 BD | 3 BA
Residential - Single Family

The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn entirely heated by radiant floor heat and includes 8 14x14 stalls w/ autowaterers perfect for the breeder or veterinarian. Includes kitchenette, office, laundry and bathroom. Also included is a heated equipment shed and workshop, a heated drive through aisle for large trucks, washstalls and more! The grounds include 8 paddocks with waterers, an exercise track, 3 large pastures. A second barn offers 12 additional stalls. The meticulously kept grounds is professionally landscaped and a covered wrap around porch greets guests into the home. Kitchen has quartz counters, GE profile appliances and a slider out to a large patio


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WILLIAM PITT SOTHEBY'S - LENOX
$2,250,000
3 BD | 3 BA
Residential - Single Family

Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires.Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is distinctly your own, yet the mainland is always within easy reach.The existing residence is positioned to take full advantage of the setting. A vaulted living space with a loft above, two fireplaces, and expansive windows and sliders bring in light and water views throughout the day. A covered porch extends directly toward the lake, offering a simple, immediate connection to the outdoors.


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COMPASS MASSACHUSETTS , LLC GB
$2,250,000
4 BD | 6 BA
Residential - Single Family

A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with direct Green River waterfront.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that occupies the entire third floor, and inviting spaces for guests and gatherings. Key features include top brands like Waterworks, Wolf, Schluter, Graff, Bertazzoni, and Kohler, along with Danby marble, Italian tile, and oak floors. Every window offers views of the expansive 13.5 acres, fully fenced and lush, with endless possibilities for nature lovers, hobby farmers, or equestrians. Super low taxes.


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THE KINDERHOOK GROUP
$2,750,000
5 BD | 2 BA
Residential - Single Family

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir--a serene, largely uninhabited lake--the property offers both privacy and convenient access just off Berkshire County's main north-south route.Once a summer camp, the estate features an existing main house and barns listed on the National Register of Historic Places, dating back to the late 1700s. There are also numerous sleeping cabins that could be restored.Ideal as a private family compound or for development as a spa or resort, corporate or wellness retreat, or condominium, single-family, or retirement community--the possibilities are truly endless. Can be subdivided.


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COUNTRY LIFE REAL ESTATE LLC
$2,750,000
6 BD | 5 BA
Residential - Single Family

A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine acres in the heart of Columbia County.Surrounded by sweeping pastoral views, open fields, and tranquil natural beauty, thisexceptional property offers privacy, scale, and timeless craftsmanship.The residence spans approximately 6,000 square feet across two levels, seamlessly blendinghistoric character with modern sophistication. Soaring ceilings, exposed beams, and wide-plankwood floors milled from trees harvested directly from the property*create an authenticconnection to the land and the home's heritage.At the heart of the home is a dramatic great room, ideal for entertaining or quiet evenings


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STONE HOUSE PROPERTIES, LLC
$2,895,000
7 BD | 4 BA
Residential - Single Family

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers generous space to gather and unwind with family and friends. At its center, the kitchen and living areas are designed for connection. The open kitchen and dining space flows easily into the main living room, where a stone fireplace anchors the room and creates a natural place to come together after a day outdoors. Stainless steel appliances and ample workspace make the kitchen as functional as it is


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,950,000
7 BD | 7 BA
Residential - Single Family

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. The legendary c. 1776 estate boasts a well maintained main residence/Inn, three cottages and a great barn for entertaining. The residence/Inn features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. Its dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that caters to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 square foot heated indoor arena, which includes an owner's apartment and viewing area--and a professional-grade outdoor ring.

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