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48 Photos
MOCKINGBIRD REAL ESTATE
$339,000
6 BD | 2 BA
Multi-Family

Spacious duplex offers a fantastic blend of comfort and convenience. Nestled on a quiet, residential street, yet close proximity to parks, shopping, downtown hub and more. Each side of the duplex features both a front and back porch, as well as a one-car garage. The property boasts separate utilities, vinyl siding, and replacement windows. Whether you're looking for an owner-occupied home or a smart investment opportunity, this property offers great potential.


39 Photos
LAMACCHIA REALTY, INC
$339,900
4 BD | 4 BA
Residential - Single Family

This well appointed Cape Style home is beautifully set on approximately 1.3 acres in the heart of one of Southeast Pittsfield's more desirable neighborhoods. The 1st floor of the home offers a spacious living room complete with hardwood floors and a fireplace, formal dining room, kitchen, half bath and 1st floor bedroom with a full bath attached. The second floor boasts 3 large bedrooms, a full bath and two other rooms that could be used for whatever your heart desires. A finished basement complete with a family room, half bath and laundry nicely rounds out the interior of this wonderful home. On the exterior a detached 3 car garage and another one car attached garage add to the charm of this Southeast gem.


31 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$342,000
3 BD | 3 BA
Residential - Single Family

Introducing a classic center hall Colonial, where character and modern comforts blend seamlessly. Enter through the gracious front enclosed porch and large foyer, the first floor offers a spacious living room with wood burning fireplace and high ceilings, a cozy den/office space, formal dining room, kitchen, half bathroom, pantry and enclosed back porch. Upstairs, you'll find three generously sized bedrooms, including the primary en-suite, along with an additional full bathroom. A walk-up attic offers great storage/bonus space. Outside, a detached two-car garage provides ample storage and parking. This home is full of character and ready for its next chapter--schedule your showing today!


35 Photos
PAULA MCLEAN REALTORS INC.
$373,000
3 BD | 3 BA
Residential - Single Family

Plant some roots in this beautifully maintained 3-bedroom, 2.5 bath home offering a comfortable, stylish living space. Step inside to find a modern layout tailored for today's lifestyle. The bright, open-concept kitchen flows seamlessly into the dining area and out to the deck, complete with a retractable awning - perfect for indoor-outdoor entertaining. Main floor has 3 bedrooms including a serene primary suite with its own en suite bath. The sun-filled living room features a charming bay window that fills the space with natural light. The lower level offers a 1/2 bath, laundry and versatile space ideal for a home gym, playroom, zen den or extra storage. Additional highlights include a 2-car garage, low-maintenace yard adorned with a weeping cherry tree. This home has it all!


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

This classic colonial-style home is situated in the sought-after Southeast Pittsfield neighborhood and seamlessly blends its timeless charm with modern updates throughout. The first floor offers a spacious living room with wood-burning fireplace, formal dining room overlooking the backyard, large kitchen with stainless-steel appliances, and a convenient half bathroom. Upstairs, you'll find four generously sized bedrooms, each with beautiful hardwood flooring, and a full bathroom. Additional highlights include an attached one-car garage and a seasonal room that opens to the fenced-in backyard. Don't miss the opportunity to make this charming house your forever home!


58 Photos
NOCHER REALTY
$429,900
3 BD | 2 BA
Residential - Single Family

This beautiful split level home offers the perfect living spaces with its large floor plan. The lower level boasts a spacious family room with a wood burning fireplace. The 1st floor offers a recently renovated full bath, an open concept kitchen with plenty of cabinet space, dining room with access to the wonderful 3 season room, and a perfectly sized living room with the homes 2nd wood burning fireplace. The 2nd floor consists of 3 large bedrooms and another recently renovated full bath. Other amenities include, gleaming hardwood floors, updated boiler & hot water heater, oversized garage, a large unfinished basement with plenty of room for additional living space. The yard has been meticulously maintained and offers mature landscape beds throughout, a fenced in area and patio!


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

Discover the perfect blend of comfort and functionality in this beautifully updated 4 bedroom, 3 bathroom ranch. Boasting a thoughtfully designed layout, this home features a walkout lower level adding exceptional versatility and space for entertaining or multigenerational living. The main level offers an open, sunlit living area with modern finishes and a seamless flow into the dining room and kitchen, complete with granite countertops, stainless steel appliances and plenty of cabinet space. The primary suite serves as a private retreat with an ensuite bath and ample closet space. Two additional bedrooms and another full bath complete the main floor. The walkout lower level is a standout feature, offering a private guest suite, full bath, a large family room, and ample dry storage.


27 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$479,900
3 BD | 3 BA
Residential - Single Family

Perched on a sun-drenched knoll with distant views, this beautifully renovated New England farmhouse blends historic charm with modern comfort. Just minutes from Beartown State Forest, the Housatonic River, and a short drive to Stockbridge village, this home offers the perfect retreat for nature lovers and those seeking a connection to the Berkshires' storied landscape.Classic Beauty, Thoughtfully Updated Warm & Welcoming Spaces - Sunlight dances across hardwood floors, highlighting the home's classic charm. A front and back staircase nods to its history while enhancing the home's flow. Contemporary Kitchen . Designed for both function and style, with modern updates that complement the farmhouse aesthetic.


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PAULA MCLEAN REALTORS INC.
$510,000
3 BD | 3 BA
Residential - Condo/Townhouse

Located directly across from the 1800 feet of Richmond Pond shore, this immaculate unit affords water views from the upstairs bedrooms. Inspired by Shaker design, South Pond Farm is truly unique in it's simple yet enchanting architecture and timeless appeal. Hardwood floors, an inviting wood burning fireplace, a cozy first floor den/office, expansive wrap around deck, a private morning courtyard and significant improvements to mechanical systems and interior amenities make this a perfect choice for both year round or vacation living. Enjoy quiet boating, fishing and swimming from the private waterfront, engage in a tennis match or simply lounge at the heated pool of South Pond Farm. This highly desirable and picturesque community is the Berkshire's best kept secret. Allow us to


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BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
$595,000
2 BD | 3 BA
Residential - Single Family

Country living at its best, with mountain views and plenty of land! This property features a renovated farmhouse, 2 car garage, 1 outbuilding and Barn all sitting on 9+ acres. It's only a few hundred feet from the Lenox townline, where Chapman Rd turns into East St. Pittsfield-Lenox Rd (Rt 20) is just around the corner. To be honest, I'm not going to overwhelm you with a lot of descriptions of what the Berkshires has to offer. Whether you're planning to move here or already call it home, you know why we live in the beautiful Berkshires. Besides... a picture is worth a thousand words, I posted 80 of them! Although, to really feel the vibe of this property, you need to stand on the land and soak it all in!


40 Photos
EVERGREEN HOME REAL ESTATE, LLC
$650,000
4 BD | 3 BA
Residential - Single Family

This elegant and timeless 4-bedroom 2.5-bath Colonial is perfectly situated on a corner lot in Southeast Pittsfield. Thoughtfully updated while preserving its original charm, the home features a beautifully renovated second floor with updated bathrooms, laundry room, new windows and central A/C. The main level impresses with 9-foot ceilings, bonus office space, wood-burning fireplace and modern conveniences such as smart thermostats and lighting. Outside, a covered terrace offers the perfect setting for dining al fresco. Enjoy fresh fruit from the fruit trees and grow your own food in raised beds. Additional highlights include a 2 car detached garage, shed for extra storage, and recent upgrades such as a new roof, high-efficiency gas boiler, A/C heat pump and updated electrical.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$725,000
4 BD | 3 BA
Residential - Single Family

Gorgeous. stately home features 4 bedrooms, 2.5 baths, cathedral center foyer entry. Open floor plan kitchen with granite counter tops, tons of cabinets, adjoining breakfast nook and fireplaced living room. French doors open to large all season sunroom. Natural light filled office/den, wainscoted dining room and tiled laundry room complete the first floor. Lustrous wood floors throughout main floor. Primary bedroom ensuite includes tiled bath, jetted tub, walk in closet. 3 more bedrooms, and 2nd full bath complete the freshly carpeted second floor. Finished basement includes a projector/screen movie area along with plenty of room for a gym, pool and/or ping pong table. French door walkout opens to a paved patio for grilling or access to your private yard.


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BERKSHIRE HOMES AND CONDOS
$740,000
4 BD | 4 BA
Residential - Condo/Townhouse

The Berkshires with an Adirondack Interior.This 4 Bd, 3.5 bath features a first floor Master Suite with French doors leading out to private deck. Open floor plan with cathedral ceiling great room, updated kitchen with loads of cabinet storage and built in bar with copper counter top. 2nd floor offers two bedrooms and full bath, finished lower level features another bar, game room, den or office, large above ground bedroom and full bath.


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WILLIAM PITT SOTHEBY'S - LENOX
$874,900
4 BD | 3 BA
Residential - Single Family

An incredible find in the Berkshires and this market. Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality cabinetry featuring pullouts to maximize storage. First floor accomodations with a first floor bedroom and full bath with double sink vanity retro 50's impeccable ceramic tile to treasure. Upstairs escape with king size bedroom and two closets for primary bedroom options and a third bedroom with character both sharing a 3/4 bath beautifully updated. Lower level game room with a rustic 50's half bath inviti


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BISHOP WEST REAL ESTATE
$1,200,000
4 BD | 4 BA
Residential - Single Family

Introducing a stunning and spacious ''to be built'' single-story home designed with expandable second floor for comfortable and upscale living. Boasting over 3,400 square feet of well-appointed living space, which includes the finished lower level, this residence offers four bedrooms, three and a half bathrooms, and an array of quality finishes that elevate the living experience. As you enter through the covered front porch, you are greeted by an inviting and elegant interior. The open-concept floor plan seamlessly connects the living room, dining area, and gourmet kitchen, creating a harmonious space ideal for both entertaining and everyday living. 9' ceilings and large windows fill the home with natural light, highlighting the craftsmanship and attention to detail found throughout.


71 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,289,900
5 BD | 3 BA
Residential - Single Family

Come to the land at Woodmonte Estates in the Berkshires. Over the bridge into the woods escape to a magical newly constructed modern farmhouse style home with a kings' woodland preserve of 3+ acres: 1 lot for building that dream outbuilding to the east and 1 building lot to the west for incredible peace and privacy or a family compound. Unique living in an exquisitely sited home capturing a country secluded setting in this upscale gated community yet minutes away to the city's conveniences. Thoughtfully designed to enhance nature's preserve with transom topped floor to ceiling doors filling the vaulted ceiling living spaces with natural light morning and eve. Open floorplan to laugh and live . Easy one levlel living with first floor primary suite and guest bedrooms wing with full bath


20 Photos
BISHOP WEST REAL ESTATE
$1,490,000
4 BD | 3 BA
Residential - Single Family

Now under rapid construction, this stunning contemporary two-story home sits on a private 2.79-acre cul-de-sac lot. Spanning over 3,100 sq ft, it features soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement with finishing potential. Designed for both comfort and style, the home offers a cozy fireplace in the living room and a second fireplace in the luxurious primary suite. With 4 spacious bedrooms, 3 designer bathrooms, and high-end finishes throughout, this home is ideal for modern living. A two-car garage completes the package. Estimated completion: Late Spring to Early Summer 2025.


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LANCE VERMEULEN RE, INC
$1,595,000
5 BD | 4 BA
Residential - Single Family

Classic turn-of-the-century Berkshire residence on the Hill. Rich w/ history & ready for new memories, this home is a rare gem in an ideal location. Lovingly maintained by the same family for over 60 yrs. Nestled on 1.6 acres, this 4,000 SF residence offers 5 BRs, 3.5 BAs & an abundance of historic charm. Original wood floors, high ceilings & period details fill the home, while the grand staircase & 3-season porch add an air of elegance. The spacious kitchen, butler's pantry, oversized living room & large formal dining room are ideal for entertaining. Attached greenhouse & beautifully fenced garden with a shed, detached three-car garage, and expansive basement complete this remarkable property, just moments from town yet a world of its own!


78 Photos
MOCKINGBIRD REAL ESTATE
$1,800,000
4 BD | 3 BA
Residential - Single Family

A unique opportunity to have almost 100' of shoreline as well as the convenience of a built-in swimming pool. Take in the picturesque view of the lake from almost any room in this home. The moment you walk into this home it invites you to enjoy the lake and mountain views. The inviting open concept layout seamlessly connects the kitchen, living and dining areas. A large kitchen with center island makes preparing meals an ease. Walk out onto the deck and you can choose from boating or the pool. The 1st floor also has a bedroom and full bath. The second floor has a large en-suite primary, complete with a walk in shower and soaking tub. 2 additional bedrooms, a large bathroom, complete with laundry add to the gentle flow of this house. The house sits on a corner lot with a large yard

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