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45 Photos
MACCARO REAL ESTATE
$349,900
4 BD | 2 BA
Residential - Single Family

Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure living. Convenient to all Berkshire cultural and recreational attractions.


58 Photos
GELINAS REAL ESTATE
$349,900
3 BD | 3 BA
Residential - Single Family

Tucked away on a quiet street, this warm 3bed, 3bath home offers over 2,100 sq ft of comfortable living in one of Dalton's most desirable locations. The heart of the home is the spacious living room, with pegged oak floors, a picture window and a wood-burning fireplace. Connected by a slate stone foyer, the first floor offers a formal dining room, a bright kitchen with ample cabinets and a 1/2 bath. The primary bedroom features rich hardwood floors, two closets and a full bath. Two additional bedrooms upstairs with an additional FULL bath. Step out back to a large rear deck overlooking both side yards. The attached garage with an automated front door and an additional rear door for yard access. With its generous size and desirable location, this home offers incredible equity!


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WILLIAM RAVEIS REAL ESTATE
$359,900
3 BD | 2 BA
Residential - Single Family

Charming New England farmhouse blending classic character with modern upgrades, just minutes from downtown Stockbridge and Lee. This inviting home offers a warm, welcoming layout with thoughtfully updated interiors while preserving its original charm. Recent improvements enhance comfort and functionality, making it move-in ready for year-round living or a Berkshire getaway. Sun-filled living spaces, an updated kitchen, and cozy bedrooms create an ideal setting for everyday living or entertaining. Set on a picturesque lot with sunset views, enjoy a peaceful country feel with easy access to shops, dining, culture, and outdoor recreation, offering the perfect balance of convenience and charm.


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MOCKINGBIRD REAL ESTATE
$375,000
3 BD | 2 BA
Residential - Single Family

Charming Brick Cape with Classic Character & Comforts! Welcome to this 3-bedroom, 1.5-bath Cape offering 1,575 sp. ft. of comfortable living space. The living room features a cozy fireplace and wood floors. The eat-in kitchen offers ceramic tile flooring, all appliances and lovely cabinets for plenty of storage. Full bath and 2 bedrooms on the 1st floor, while second floor offers an additional 1/2 bath, 3rd bedroom & a spacious bonus room adding flexibility for an office or hobbies. The partially finished basement offers a family room, bar area, a convenient bonus shower, utility area and laundry/storage room. Outside, enjoy a partially fenced yard & outbuilding for extras. Gas heat & hot water provide efficiency and comfort. A warm, well-kept home with great space!


42 Photos
LAMACCHIA REALTY, INC
$375,000
3 BD | 3 BA
Residential - Single Family

Move-in ready and meticulously maintained, this charming Adams home offers stunning views of Mount Greylock and the perfect blend of comfort, craftsmanship, and location. Surrounded by nature yet just a short walk to town, the property provides both privacy and convenience.The home features three spacious bedrooms and three beautifully renovated bathrooms. At the heart of the home is the newly remodeled kitchen with custom cabinetry, large windows for abundant natural light, a double oven, and a butler's pantry--ideal for everyday living and entertaining. Custom maple flooring, milled from the property, beautiful woodwork, and a bright first-floor laundry room add warmth and character throughout.


46 Photos
STONE HOUSE PROPERTIES, LLC
$375,000
3 BD | 1 BA
Residential - Single Family

You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main level offers a smooth flow, featuring a spacious kitchen, bright sitting room with sliding doors to the deck, an inviting living room with fireplace, and an enclosed porch/mudroom accessible from the driveway. A full bath and first-floor laundry add practical convenience. Upstairs, three cozy bedrooms and a flexible bonus space offer options for a guest room, home office, or future reconfiguration.


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WILLIAM PITT SOTHEBY'S - LENOX
$375,000
4 BD | 3 BA
Residential - Single Family

At $375,000, it's rare to find this kind of space, condition, and flexibility in the heart of Pittsfield.Set just off North Street, 84 Elizabeth Street offers 2,788 square feet of recently updated living space with a layout that actually works. The first floor flows effortlessly from room to room, with a bright, updated kitchen, formal dining area, two connected living spaces, and the kind of details you don't often see at this price point, including original pocket doors that bring character without sacrificing openness. A mudroom and first-floor laundry add everyday convenience right where you want it.


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MONARCH REALTY, INC.
$379,900
4 BD | 2 BA
Residential - Single Family

Welcome to this spacious and inviting 4-5 bedroom Cape, set on a generous 0.58-acre lot. Don't be deceived by its exterior--this home offers over 2,500 square feet of comfortable living space!The first floor features an updated kitchen, a dining room with sliders leading to a patio--perfect for entertaining--a large living room, and a cozy den with a fireplace. You'll also find a sizable foyer and a convenient first-floor bedroom.Upstairs, there are four additional bedrooms and a full bath, providing plenty of space for family, guests, or a home office.Additional highlights include natural gas heat, a large, level yard with a pool, and a detached two-car garage.This home offers space, versatility, and great outdoor living--come see all it has to offer!


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COLDWELL BANKER REALTY
$385,000
4 BD | 2 BA
Residential - Single Family

Location! Location! Location! Walk to downstreet or Mass MoCA. and shopping.Lovingly cared for 4 bedroom home. Upgrades throughout including New roof, owned solar, USB ports in each room, New heating system with Mini splits, Oil tanks removed (but pipes remain should the buyer want to convert back to oil). Smart house with smart switches throughout. New HW heater and dehumidifier. One & Done washer/dryer. EV charger., and more. This is a must see. Dead end street with privacy. =and off street parking, Music room, great kitchen and lovely dining room. Can include most of the furnishings. Attic would be a perfect for offices or Artist spaces ( there are two nice sized rooms to be finished with skylights. . Some AirBNB use-figures available to qualified buyers.


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GREYLOCK REALTY, LLC.
$399,900
4 BD | 2 BA
Residential - Single Family

OPEN HOUSE SATURDAY APRIL 25 - 11AM -12PM Completely remodeled 4-bedroom, 2-bath home offering the perfect blend of privacy, comfort, and style. With a private yard, hidden from street-view - buyers will appreciate the unique privacy this provides. Relax while enjoying the amazing mountain views and the thoughtfully designed perennial landscaping that makes for easy, low-maintenance outdoor living. Inside you'll find a stunning granite kitchen, gleaming hardwood floors, and a bright updated interior throughout. Additional usable space in the attic offers flexibility for a home office, playroom or studio. A spacious 2-car garage perfectly completes this package. A rare opportunity for those seeking move-in ready comfort with privacy, views and convenience.


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WILLIAM PITT SOTHEBY'S - LENOX
$400,000
3 BD | 2 BA
Residential - Single Family

Located in one of Southeast Pittsfield's most desirable neighborhoods, this classic center entrance Colonial offers timeless appeal and a traditional, well balanced layout. A gracious foyer welcomes you in, anchored by a switchback staircase and flanked by inviting living spaces featuring hardwood floors, a wood burning fireplace, and charming built-ins.The eat-in kitchen is both functional and stylish, with granite countertops, cherry cabinetry, and stainless steel appliances, while a convenient mudroom adds everyday practicality. Replacement windows and a rented Culligan water filtration system enhance comfort and convenience throughout.


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LAMACCHIA REALTY, INC
$419,000
4 BD | 3 BA
Residential - Single Family

Proudly offered for the first time, this well-cared-for one-owner Colonial is set in a highly desirable neighborhood on corner lot. Offering 4 spacious bedrooms and 2.5 baths, the home features gleaming hardwood floors and a classic, timeless layout ideal for both everyday living and entertaining. Step outside to a large, lush backyard perfect for relaxing, play, or gatherings. Thoughtfully maintained over the years, this home combines warmth, space, and location, presenting a wonderful opportunity to enjoy a true neighborhood setting in a home that has been genuinely loved. Natural gas, multi zoned heating, and underground utilities.


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WILLIAM PITT SOTHEBY'S - LENOX
$449,000
3 BD | 3 BA
Residential - Single Family

Set along the highly sought-after Parkways in Southeast Pittsfield, this classic center hall offers the perfect blend of timeless character and thoughtful modern updates. Bathed in natural light, the home enjoys peekaboo views of Bousquet Mountain and a beautifully landscaped setting that changes with the seasons.The main level features a spacious front-to-back living room anchored by a wood-burning fireplace, with those mountain glimpses and views of the private backyard. Just beyond, a four-season sunroom creates an easy extension of living space, with direct access to the outdoors and a partially covered pergola--ideal for relaxing or entertaining. On the opposite side of the home, a formal dining room flows into the updated kitchen, finished with quartz countertops and large pantry


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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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COMPASS MASSACHUSETTS , LLC GB
$450,000
1 BD | 1 BA
Residential - Single Family

This recently renovated cottage, set on 4 woodland acres in beautiful Monterey enjoys close proximity to Lake Garfield, for boating and swimming, and plentiful hiking trails throughout the town. With 750 square feet of bright, clean, efficient living space, and a large detached garage, the cottage is the perfect Berkshires getaway. Recent upgrades include a spacious deck, interior painting, a refurbished bath and partially fenced back yard. Truly a little gem in the woods!


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$454,000
4 BD | 2 BA
Residential - Single Family

Offering approximately 2,184 square feet of living space, a flexible layout with three first-floor bedrooms, and a private second-floor primary suite, 193 Cold Spring Road provides versatility rarely found at this price point in Williamstown. Set back from the road with a surprisingly quiet interior, the home is located just minutes from downtown and Williams College.The layout includes three first-floor bedrooms with a full bath and a private second-floor primary suite featuring its own full ensuite bath, a large walk-in closet, skylights, cherry-built-ins, and generous attic storage. Red oak floors, a working fireplace with heatilator, and a heated sunroom add warmth and livability throughout the home.Mechanical systems are solid, including a System 2000 boiler, dual-fuel capability.


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LAMACCHIA REALTY, INC
$459,000
4 BD | 2 BA
Residential - Single Family

Move-In Ready & Updated 4 bed/2 bath Dalton Colonial. Home provides a perfect blend of old-world charm & modern updates. Beautiful, spacious kitchen with vaulted ceilings, large center island, granite countertops, SS appliances & cherry cabinets, a perfect place to cook, gather & entertain. Convenient 1st floor living with laundry, full bath & large bedroom. Recently remodeled 2nd floor bath & large walk-in customized closet system (former 5th BR) Wood flooring throughout. Updates include kitchen, roof, high efficiency gas heat & hot water, electrical, walkways & pool surround. 1 acre lot with private in-ground pool & mature landscaping. Fully fenced-in section of yard with hot-tub. Heated, oversized 1 car garage with heated extra room attached. See Owner's Updates for more details.


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WILLIAM PITT SOTHEBY'S - LENOX
$525,000
4 BD | 3 BA
Residential - Single Family

Set within one of Pittsfield's most established and desirable neighborhoods, this beautifully maintained Colonial blends timeless character with carefully curated updates. From the moment you enter, a gracious living room sets the tone--anchored by a gas fireplace, framed by classic built-ins, and finished with gleaming hardwood floors that carry throughout.The formal dining room offers an elegant setting for entertaining and transitions seamlessly into the thoughtfully renovated kitchen. Designed with both style and function in mind, it features quartz countertops, updated appliances, and a clean, sophisticated aesthetic.


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BERKSHIRE LISTINGS
$535,000
3 BD | 2 BA
Residential - Single Family

This charming bungalow offers the Lenox lifestyle you've been dreaming of ✨ Located on a quiet dead-end street just steps from downtown, enjoy morning coffee, local dining, or evenings at Tanglewood before strolling home under the stars 🌙Inside, approximately 1,700 square feet blends warmth and comfort--perfect as a second home, weekend escape, or full-time living. There is also the opportunity to have the home furnished, creating a seamless, turnkey option 🏡Close to Lee and Stockbridge, this is Berkshire living at its best.💰 Make sure to ask about the $16,000 income this property produced in just over a handful of summer months!


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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.

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