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34 Photos
WILLIAM RAVEIS REAL ESTATE
$339,900
3 BD | 2 BA
Residential - Single Family

Welcome to this beautifully maintained ranch in a desirable Pittsfield neighborhood! This 3-bedroom, 2-bath home offers easy one-level living with a bright, open floor plan, beautiful floors, and a cozy living room with a large bay window. The updated kitchen opens to a dining area--perfect for entertaining. Enjoy a private deck overlooking the spacious backyard, ideal for gardening or relaxing. A finished lower level with a full bath provides flexible space for a family room, office, or gym. Attached garage and low-maintenance vinyl siding complete this move-in-ready home.


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WILLIAM PITT SOTHEBY'S - LENOX
$345,000
3 BD | 1 BA
Residential - Single Family

Welcome home to this impeccably maintained and thoughtfully updated property in one of Pittsfield's most desirable neighborhoods. This move-in-ready home blends comfort, style, and convenience with modern upgrades throughout.Featuring all new appliances, new windows throughout, updated bathroom, stylish kitchen backsplash, new interior, front, and screen doors, plus new front and back gutters. Enjoy added comfort with Mass Save attic insulation and a fully fenced south-facing backyard backing onto conservation land. Outdoor highlights include front yard landscaping, rear garden, and a cozy fire pit area. Just a 2-minute walk to Marchisio Park, this home combines modern updates with a peaceful private setting -- truly ready for you to move right in!


43 Photos
BURNHAM GOLD REAL ESTATE, LLC
$349,000
3 BD | 2 BA
Residential - Single Family

Charming 3-Bedroom Home in a Desirable Neighborhood - Move-In Ready!Welcome to this beautifully maintained 3-bedroom, 1.5-bath home nestled in a quiet, friendly neighborhood. From the moment you step inside, you'll be impressed by the warmth of the hardwood floors and the natural light that fills the living spaces.The heart of the home is the spacious kitchen, featuring plenty of cabinetry, granite countertops, and ample workspace--perfect for both daily living and entertaining guests The home also has generously sized bedrooms with good closet space, updated bathrooms, including a convenient half-bath for guests.Additional highlights include:Three-season porch; garage; an outdoor shed; a private backyard with a hot tub!


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WILLIAM PITT SOTHEBY'S - LENOX
$349,500
3 BD | 1 BA
Residential - Single Family

This beautifully renovated three-bedroom, one-bath Cape style home is ready for its next chapter. Thoughtful updates include a newer roof, windows, vinyl siding, kitchen, and bathroom, plus brand-new appliances, doors, insulation, and a high-efficiency tankless hot water heater. Freshly painted throughout, every room feels clean, bright, and welcoming.The interior features hardwood floors, a cozy wood-burning fireplace, and a versatile seasonal room ideal for relaxing or entertaining. Step outside to enjoy a newly paved driveway, refreshed landscaping, and inviting curb appeal.Nestled in a quiet neighborhood in central Pittsfield, this home offers comfort, style, and peace of mind--simply move in and start making it your own.


26 Photos
LAMACCHIA REALTY, INC
$349,500
3 BD | 2 BA
Residential - Single Family

Welcome to this lovingly cared-for 3-bedroom, 1.5-bath home, offered for the first time in many years. While the interior reflects its original era, the home has been exceptionally maintained--a rare find for buyers who value quality, solid construction, and the opportunity to personalize a space to their own taste.Step inside to an inviting layout with warm natural light throughout. The main level offers comfortable living and dining areas, a nicely sized kitchen, and easy access to the spacious back deck--perfect for morning coffee or simply taking in the peaceful setting. Upstairs, you'll find 2 large bedrooms, a full bath, and a smaller third bedroom. The home is nestled in a highly walkable neighborhood, with easy access to nearby wooded trails for hiking, biking, or evening walk


34 Photos
LAMACCHIA REALTY, INC
$349,900
3 BD | 3 BA
Residential - Single Family

Welcome to this beautifully maintained and updated Cape-style home, nestled on a landscaped corner lot in the sought-after Allendale area. This spacious single-family residence features 3 bedrooms, 3 full bathrooms, and two versatile bonus rooms on the lower level--perfect for guests, a home office, or a playroomEnjoy the efficiency of natural gas heating and hot water, as well as the convenience of a heated attached garage. The lower level includes two bonus rooms, a full bathroom, and a laundry area. The main floor boasts a renovated kitchen with granite countertops, a bright and welcoming living room, and two more generously sized bedrooms with an additional full bath. Upstairs, you'll find a private primary suite with a full bathroom.


43 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$349,900
3 BD | 2 BA
Residential - Single Family

Tucked away at the end of a quiet dead-end street, this charming home feels like a private retreat--yet it's just minutes from downtown Pittsfield and Route 7. From the moment you arrive, the sense of peace and privacy is unmistakable, surrounded by tree canopies and the soothing sounds of nature.The open kitchen and dining area create a warm, welcoming space perfect for family meals and entertaining friends. Step outside and discover the home's true heart: a versatile carport oasis that transforms with the seasons--offering shelter for your car, or opening into a covered outdoor gathering space that seamlessly extends into the fenced backyard. Whether hosting summer barbecues or cozy winter get-togethers, this space invites connection year-round.Upstairs, a rear dormer adds two


38 Photos
THE KINDERHOOK GROUP
$354,000
3 BD | 2 BA
Residential - Single Family

Welcome to 215 Partridge Road!This charming colonial offers the perfect blend of classic character and thoughtful updates. With 3 bedrooms, 1.5 bathrooms, and 1,664 sq. ft. of living space, it's set on a spacious 1.30-acre lot, providing both comfort and privacy.Step inside to find a warm and inviting layout, with plenty of natural light and room to make it your own. Recent upgrades give peace of mind, including mostly new windows with updated flashing, insulation, and casings where needed. A brand-new roof (2023 complete tear-off with new shingles, gutters, and caps) adds lasting protection, while the hot water tank (2022 with expansion tank) ensures reliable efficiency. The home's furnace is serviced under contract with Four Seasons, and a new control unit was installed


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$365,000
4 BD | 2 BA
Residential - Single Family

This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room with cathedral ceilings and a skylight that fills the space with natural light. The finished lower level provides bonus living space, while the walk-up unfinished attic offers excellent storage or potential for future expansion.


10 Photos
HOUSATONIC REAL ESTATE
$365,000
5 BD | 2 BA
Residential - Single Family

This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of privacy, and outstanding cultural venues such as Tanglewood and Shakespeare and Company are less than 10 minutes away. With a little creativity and updating, this diamond in the rough, located in the Lenox School District which is rated as the best school district in Berkshire County, is priced to make a fabulous home or lucrative flip.


34 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$374,900
3 BD | 2 BA
Residential - Single Family

Inviting cape style home nestled between two of the Berkshires' most beautiful lakes- Pontoosuc and Onota set for outdoor water adventures and be surprised at home with an abundance of family spaces. Don't miss the oversized side yard a possible extra building lot (verification by buyer) for the accessory building, garage or second home. This home has three full levels of living offers opportunity, versatility and function for each and everyone in the clan. Be greeted by a beautiful etched glass front door, gleaming hardwood floors and spacious living room setting the stage to curl up in the evenings at the end of a busy day.


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WILLIAM PITT SOTHEBY'S - LENOX
$375,000
3 BD | 2 BA
Residential - Single Family

This timeless hip-roof Colonial sits proudly in one of Pittsfield's most desirable southeast neighborhoods. Sunlight pours into every room of this well-loved and well-maintained three-bedroom, 1.5 bath home, filled with warmth and character. The bright and spacious interior features hardwood floors, French doors, built-ins, and cedar closets. A large kitchen offers abundant cabinetry, while the updated tiled baths and modernized utilities provide comfort and peace of mind.Enjoy a welcoming mudroom and a finished lower level with laundry for added living space. Outside, a charming courtyard-style backyard with a brick patio is surrounded by mature landscaping and specimen trees and is ideal for relaxing or entertaining. The one-car detached garage includes an automatic opener.


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LAMACCHIA REALTY, INC
$379,000
3 BD | 2 BA
Residential - Single Family

Home for the holidays. Well maintained, move in ready 3-bedroom, 2 bath cape home in a desirable southeast section of Pittsfield. Close to the Lenox border, Tanglewood, shopping centers, Bousquet Ski Area and Bousquet Sport. Gas heating system, living room fireplace, first floor bedroom and oversized garage. Wood floors throughout, finished basement room with room for a workshop. Well-kept yard with plenty of room for gardening. Located close to October Mt and Canoe Meadows for the outdoor enthusiast. Easy access to the center of Lenox, Pittsfield and routes in and out of the Berkshires. Don't miss this opportunity to be settled in for the New Year and start your resolutions with keys to your new home in your hand!


48 Photos
STONE HOUSE PROPERTIES, LLC
$389,000
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.


41 Photos
ROBERTS & ASSOC. REALTY, INC
$389,900
3 BD | 3 BA
Residential - Single Family

Welcome to Walden Village. This is an inviting home that combines easy one level living with added upstairs space for guests or family. The main floor centers around an open kitchen and living room that open onto a private rear deck, ideal for entertaining or relaxing outdoors. Also on the first floor is the primary bedroom with a private bathroom and a convenient half bath for visitors. The home features central air conditioning to keep the interior cool during warmer months. Upstairs you'll find two additional bedrooms that share a full bathroom, plus an office space with a skylight to bring in natural light. The unfinished walkout basement offers excellent potential to be finished for additional living space.


60 Photos
LAMACCHIA REALTY, INC
$394,900
3 BD | 3 BA
Residential - Single Family

Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a breeze. Retreat to the tranquil primary suite with its own private bath, while two additional bedrooms provide versatility for family, guests, or a home office. Enjoy outdoor living in the expansive backyard, the patio and gazebo are perfect for summer gatherings or quiet evenings. Located in a friendly neighborhood, this home is close to parks, shopping, and schools.


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HARSCH ASSOCIATES
$395,000
3 BD | 1 BA
Residential - Single Family

The Charm and Style of an 1850's post and beam colonial masterfully blended with the updated comfort and appeal of a tasteful 1990's complete renovation. Quaint, charming, cozy, comfortable, efficient, inviting...we could easily add another ten or twenty complimentary descriptive words to paint the attractive qualities of this historic house. Just over 1,000 square feet total, this charmer has it all for singles, couples, maybe one more. The yard is private, featuring a brick patio and a location convenient to all of the wonderful Williamstown benefits and activities. A babbling brook skirts one side of the property where you can enjoy the peaceful sound of the water while reading your favorite book. The small barn, with concrete floor and upstairs storage, will fit your extra things;


37 Photos
DOUBLE P GENERAL CONTRACTING AND REAL ESTATE ,LLC
$399,000
4 BD | 3 BA
Residential - Single Family

Great Opportunity for Investment Property or residence. Close to Williams College and the center of Williamstown. Has a strong rental record as an active Air BnB or College student rental. Offered completely furnished. Offering four bedrooms, two bathrooms and fully appointed kitchen. Lower level is used as a separated office with private office, storage space, sitting area and half bath.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$399,000
2 BD | 2 BA
Residential - Single Family

**Peaceful 5.05-Acre Retreat at the Foot of Mount Greylock**Welcome to your private Berkshire haven--this 2-bedroom, 2-bathroom home sits at the base of Mount Greylock, the highest peak in Massachusetts, offering unmatched tranquility, stunning natural surroundings, and year-round recreation just minutes from your door.Set on 5.05 lush, rolling acres, this property is perfect for nature lovers, outdoor adventurers, and anyone seeking a peaceful rural lifestyle. The land provides ample space for gardening, exploring, or enjoying a quiet morning overlooking the trees from your wraparound deck. With existing horse stalls in the basement, the property also presents a rare opportunity for those looking to keep


35 Photos
MONARCH REALTY, INC.
$399,000
2 BD | 3 BA
Residential - Single Family

Hancock, MA - Gorgeous location ski cottage bordering directly on Jiminy Peak Ski Resort. With needed renovations, the property has the potential to become a one-of-kind, full-time home in one the Berkshires' best school districts, or a year-round revenue producing Airbnb. Two acres of land, brook running through, easy in-out circular driveway, multiple decks and patios, immediate access to resort restaurants and amenities, and many more perks. Seller may agree to escrow hold back for new septic system.

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