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58 Photos
RE/MAX COMPASS
$419,900
3 BD | 2 BA
Residential - Single Family

OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old.This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!


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LAMACCHIA REALTY, INC
$459,000
3 BD | 3 BA
Residential - Single Family

Welcome to sought-after Walden Village, where comfort and ease of living meet. This 3 bed, 2.5 bath unit is freshly painted and move-in ready. Gleaming hardwood floors enhance the main level, featuring a well-appointed kitchen w/ pantry and a desirable first-floor primary suite w/ full bath. Upstairs offers premium carpeting, two additional bedrooms, a full bath, and a versatile loft or home office. The unfinished lower level provides abundant storage or future expansion potential. Enjoy a rare screened porch, a one-car garage, and access to on-site pool and tennis. Perfect for low-maintenance living in a coveted community. Nearby Pontoosuc Lake is easily accessible by foot, bike, or car, and offers an enhanced lakefront park, picnic areas and a public boat launch. Ski, golf, dine nearby!


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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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STONE HOUSE PROPERTIES, LLC
$599,000
2 BD | 2 BA
Residential - Single Family

Move right into this low maintenance country retreat and enjoy your summers by the pool!! Natural light illuminates the home in every room. Open flow between the kitchen, living room, and dining/sitting room. Sliding glass doors from the kitchen and sitting room lead out to a large deck where you can enter the screened-in-porch, which also shares an entrance into the primary bedroom. The primary BR is a quiet suite with a full bath and washer/dryer. The guest suite is very private with its own entry off the driveway and full bath. Outside you'll be lulled by the wonderful sounds of nature as a branch of the Frisbee Creek snakes through the corner of your land. Central AC, close to the Berkshires (@20 minutes to Tanglewood), 40 minutes to Albany Airport. *Most furnishings are negotiable.


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WILLIAM RAVEIS - BERKSHIRE
$695,000
4 BD | 4 BA
Residential - Single Family

Set in a small country neighborhood, this stunning 4 Bedroom is perfect for entertaining friends and family. The 1st floor includes an open kitchen and dining area with granite countertops and high ceilings, a cozy sunken living room with propane fireplace, and a spacious first floor bedroom suite. Sliding French doors throughout the 1st floor bring in plenty of light and lead onto a 50' mahogany deck overlooking the back yard. The 2nd floor offers a large primary bedroom suite with walk-in closet, and two additional bedrooms sharing a full bath with laundry. The insulated third floor with high ceilings provides potential for an extra 1620 square feet of living space.


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STONE HOUSE PROPERTIES, LLC
$774,000
3 BD | 4 BA
Residential - Single Family

This beautiful home offers an abundance of natural light through its large, expansive windows, creating a warm and inviting atmosphere throughout. Post and beam construction, well equipped kitchen open to living room (with 30' ceilings) and dining room create ease of entertaining. First floor primary en-suite with a private deck overlooking the back yard and beautiful view. This home also offers a private, spacious first floor in-law suite, plenty of closet space, and sliders leading out to the pool, ideal for extended family or guests. The den is a comfortable meeting space between the in-law suite and the main part of the home where you can sit by then fire on chilly days. Between the hot tub, in-ground pool, and yard it's a complete package! 20 minutes to Williamstown, MA.


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COHEN & WHITE ASSOCIATES
$779,000
3 BD | 3 BA
Residential - Single Family

MOVE IN READY! CLOSE TO GOOSE POND! IN GROUND POOL! PRIVACY! CONVENIENT LOCATION! Beautifully maintained timber framed cape with central A/C and generator set in a convenient location near Goose Pond. The main level boasts afully renovated kitchen with hickory cabinets that's open to the dining room, half bath, gracious living room with Hearthstone wood stove and Pella glass door to the deck and screen porch that overlooks the in ground pool and private wooded lot. The second level includes a primary en suite, second bedroom and full bath. Both bedrooms have vaulted ceilings, wood floors and great natural light. The third bedroom, flex room has ample space located above the attached garage allowing for privacy. Large walk out basement with convenient direct access to the po


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$789,000
3 BD | 3 BA
Residential - Single Family

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen,bathrooms as well as furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for the next owners to create their own Berkshire journey and memories.


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NOCHER REALTY
$799,900
3 BD | 4 BA
Residential - Single Family

Tucked away in the serene hills of Savoy, this private Berkshire retreat offers the perfect escape from the pace of the inner city. Just a few hours from the NYC and Boston. 141 Griffin Hill delivers the space, quiet, and natural beauty today's buyers are craving. Set on a peaceful, wooded lot, this home invites you to unwind with mountain views, fresh air, and unmatched privacy. Inside, enjoy comfortable living spaces ideal for both relaxing weekends and extended stays. Whether you're seeking a second home, a full-time residence, or an investment opportunity, this property offers flexibility and long-term appeal. Experience the best of the Berkshires--where your weekends feel like a getaway, every time you arrive.


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COMPASS MASSACHUSETTS , LLC GB
$825,000
3 BD | 3 BA
Residential - Single Family

Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. This sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite comes with an oversized walk out deck large enough to place your summer lounge furniture, the perfect spot for your morning coffee. Amenities at Winden Hill include a heated pool and a tennis and pickleball court....all this and and only a 20 minute stroll to the center of Lenox. This truly is the perfect place to call home.


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WILLIAM RAVEIS - BERKSHIRE
$935,000
4 BD | 3 BA
Residential - Single Family

The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated swimming pool and a dedicated tennis or pickle ball court tucked at the end of a quiet road for unmatched seclusion. Modern upgrades including a large solar array and a new heating system drastically reduce utility costs. Experience total privacy while staying minutes from everything that makes Great Barrington a premier Berkshire destination.


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LAMACCHIA REALTY, INC
$995,000
4 BD | 4 BA
Residential - Single Family

Welcome to one of Southeast Pittsfield's most coveted neighborhoods, where this exceptional Colonial seamlessly blends timeless elegance with modern luxury. Offering 4 bedrooms and 3.5 baths, the home showcases a simply stunning interior highlighted by a chef's kitchen with Omega cabinetry and commercial-grade appliances. Expansive windows bathe every room in natural light, creating effortless indoor-outdoor flow. Outside, unwind to unforgettable sunsets from the private backyard abutting Canoe Meadows, complete with a large wraparound deck, in-ground swimming pool, and pool house. The finished walkout lower level features a second kitchen, full bath, home gym, and generous recreation space ideal for teens, guests, or extended stays. A truly rare offering in an irreplaceable setting.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,075,000
4 BD | 4 BA
Residential - Single Family

Welcome to this newly remodeled 4,298 sq. ft. luxury residence, perfectly set on 1.53 acres of beautifully landscaped grounds. Built in 1998 and thoughtfully updated, this home blends timeless elegance with modern sophistication. Inside, the open and airy floor plan features 4 bedrooms and 3 1/2 bathrooms, designed for both comfort and style. The chef's kitchen boasts a Sub-Zero refrigerator, Wolf appliances, and a built-in Miele coffee machine, while the dining room is enhanced with custom-built-in fridge and freezer drawers--perfect for hosting. From the attached two-car garage, a custom mudroom with built-in shoe storage leads into a finished home gym outfitted with state-of-the-art equipment.


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STONE HOUSE PROPERTIES, LLC
$1,199,000
6 BD | 4 BA
Residential - Single Family

Originally built with classic 19th century detail, this 6 bedroom, 3.5 bath Colonial/Victorian has been thoughtfully expanded and renovated, carefully embellishing its original character with today's sought-after conveniences. Elegantly spacious rooms with high ceilings and tall windows lead to the well-designed kitchen, where you'll find 2 copper sinks, Wolf double ovens, pot filler, warming drawer, built-in Miele coffee maker, and even a dumb waiter! In addition, a large sunroom was added, with radiant floor heat for year-round enjoyment. Other modern upgrades include a sophisticated central A/C system, back-up generator, and water filtration system. Most recently a gorgeous, heated in-ground pool was installed on your private 2.35 acres. Historically named ''Hilltop,'' this gracious


56 Photos
LAMACCHIA REALTY, INC
$1,200,000
3 BD | 4 BA
Residential - Single Family

Welcome to 221 Bailey Road in Lanesboro, MA., an exquisite ranch-style home offering approximately 4,200 sqft of luxurious living space. Nestled on 87 acres atop a mountain, this property provides unparalleled privacy and breathtaking views that enhance its serene atmosphere. The open-concept living area is perfect for entertaining, featuring abundant natural light and seamless flow between spaces. Energy efficiency is a hallmark of this home, ensuring comfort year-round while minimizing utility costs. Ample room for family and guests, this stunning residence combines modern amenities with the tranquility of nature. Some of the amenities this home offers a three car garage, heated in ground pool, owned solar and a cozy wood stove for those chilly Berkshire nights.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,250,000
3 BD | 3 BA
Residential - Single Family

Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires.Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind.


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WILLIAM RAVEIS - BERKSHIRE
$1,295,000
4 BD | 4 BA
Residential - Single Family

Tucked away at the end of an exclusive cul-de-sac, this luminous 4-bedroom home offers access to one of the Berkshires' most beautiful private communities. The interior is defined by an impressive great room, where soaring cathedral ceilings and a wood-burning brick fireplace create an inviting, open-air feel. At the heart of the home, the granite-clad kitchen serves as a bright culinary hub, featuring a casual breakfast area with picturesque views of the surrounding grounds. This space transitions seamlessly into a formal dining area, perfectly positioned for everything from large holiday gatherings to intimate evenings. The thoughtful floor plan is tailored for a modern lifestyle, featuring a primary suite on the main level and a bonus/studio space tucked privately above the den.


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STONE HOUSE PROPERTIES, LLC
$1,350,000
5 BD | 5 BA
Residential - Single Family

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5 private acres along prestigious Crofut Street, the estate offers 5 bedrooms and 5 baths, including twin primary suites ideal for hosting friends and family year-round. Gracious living and dining rooms, a peaceful sunroom, a cozy study, and a large eat-in kitchen with Viking range and butler's pantry combine period elegance with modern comfort. This turn-key estate is offered fully furnished and


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,395,000
5 BD | 4 BA
Residential - Single Family

MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a covered portico into a soaring cathedral-ceiling great room filled with natural light and serene woodland views. A wonderful screened porch expands the living space for peaceful mornings or easy entertaining. The open layout seamlessly connects the living, dining, and chef's kitchen, featuring premium appliances, quartz countertops, and a spacious island. A sophisticated split-bedroom design.


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BURNHAM GOLD REAL ESTATE, LLC
$1,399,000
7 BD | 5 BA
Residential - Single Family

Own a piece of Williamstown history with this beautifully preserved Greek Revival modern farmhouse, set along the Green River on just under 20 picturesque acres. This exceptional property offers a rare combination of historic charm and modern comfort, with ample acreage for farming or livestock, ponds, barns, an in-ground pool, and more. The main residence features 5 bedrooms and 4 bathrooms, while the attached guest house offers 2 bedrooms and 2 bathrooms, providing flexibility for extended family, guests, or multi-generational living. Step inside this timeless home to discover thoughtful modern upgrades designed for everyday living. A spacious mudroom at the rear entrance keeps daily life organized, while the stunning kitchen--complete with stainless steel appliances, granite countertops

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