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32 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$299,000
4 BD | 1 BA
Residential - Single Family

This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to come.Step outside to your private backyard oasis with an in-ground pool and plenty of space for entertaining, relaxing, or soaking up the summer sun. With its prime location, classic Cape style, and thoughtful updates, this home beautifully combines comfort, convenience, and character.


30 Photos
NOCHER REALTY
$319,900
4 BD | 3 BA
Residential - Single Family

This spacious Cape-style residence offers 4 bedrooms and 2.5 bathrooms. Featuring a ospacious layout, this home provides a welcoming and versatile living space. The large living room is ideal for entertaining and daily gatherings. Enjoy the privacy of over an acre of yard, perfect for outdoor activities and landscaping projects. Please note, the property includes a dilapidated inground pool, offering potential for renovation or alternative use. A true opportunity for those seeking a comfortable home with outdoor space in a sought-after location. This property is a diamond in the rough, huge potential for sweat equity.


44 Photos
COMPASS MASSACHUSETTS , LLC GB
$374,000
3 BD | 2 BA
Residential - Single Family

Tucked away on a peaceful dead-end street, this spacious ranch offers comfort, style, and easy one-level living. The open living spaces feature hardwood floors, a cozy fireplace, and views to the backyard. A bonus sun-filled family room has sliders leading to the backyard, where a generous lawn and an in-ground pool provide an ideal setting for summer relaxation and entertaining.The home offers three bedrooms and two full baths, including a primary en suite. A partially finished basement adds flexible living space ideal for a playroom, media room, home office, or gym.With its thoughtful layout and prime location, this Dalton ranch is move-in ready and waiting to be enjoyed.


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.


45 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$399,999
4 BD | 2 BA
Residential - Single Family

Welcome to this beautifully maintained ranch offering the perfect blend of comfort, style and functionality. This move in ready home features 4 bedrooms , 2 full baths and a finished basement. Step inside to find wood floors, a warm and inviting layout with plenty of natural lightening. The kitchen opens to the dinning area. Outside enjoy a lovely front porch for morning coffee, in the backyard enjoy a private oasis with a deck and built in pool ideal for relaxing and hosting summer gatherings. The attached garage provides convince and extra storage, completing this picture perfect property. If you're looking for a well cared for home with great outdoor living this one checks all the boxes.


46 Photos
LAMACCHIA REALTY, INC
$439,000
3 BD | 2 BA
Residential - Single Family

Experience refined living in this beautifully renovated and thoughtfully designed home in the heart of Cheshire! This turnkey property offers the perfect blend of comfort, style, and functionality. Step outside to your private backyard oasis, complete with a recently upgraded in-ground pool, ideal for summer entertaining or relaxing evenings while watching the sunset. Inside, you'll find gleaming hardwood floors and tasteful finishes throughout. The open concept kitchen and dining area flow seamlessly, offering easy access to the backyard, perfect for indoor-outdoor living. Recent upgrades include a brand-new roof and hot water heater, ensuring low-maintenance living for years to come.


62 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$475,000
4 BD | 3 BA
Residential - Single Family

Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a 2020 custom kitchen with quartz countertops--perfect for entertaining. Enjoy the outdoors from the expansive wraparound screened porch, ideal for relaxing or dining al fresco.The upper level boasts a private primary suite with skylights, a full bath, and an open loft area. The main floor includes a bedroom with an en suite bath, while the lower level offers two additional bedrooms


62 Photos
PAULA MCLEAN REALTORS INC.
$549,000
4 BD | 4 BA
Residential - Single Family

Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday living and unforgettable gatherings. 4 bedrooms, 4 bathrooms, expansive common area's featuring a grand living room with fireplace, formal dining room and quiet den this home offers endless flexibility. Host holidays with ease, celebrate milestones, or simply enjoy peaceful evenings. Each room feels like a backdrop for future traditions to be cherished.


58 Photos
ROBERTS & ASSOC. REALTY, INC
$584,900
4 BD | 3 BA
Residential - Single Family

Showings begin on December 1st. If you are looking for privacy and acreage, this Dalton expanded cape is a must see! So much to come home to. First floor flows nicely with fireplaced-formal living, formal dining and open kitchen/family room. Additionally, private first floor office (or bedroom) with full bath, first floor laundry and a pellet-stove heated sunroom making it a usable year-round space. The second floor features a private primary suite accessed with its own staircase. It includes spacious dressing area, bath with soaking tub, and tiled shower. The main stairway leads to three bedrooms, full bath and walk-in attic. The land (over five acres!!) has so many possibilities for the gardening enthusiast. Open and cleared!


26 Photos
STONE HOUSE PROPERTIES, LLC
$609,000
4 BD | 3 BA
Residential - Single Family

New England farmhouse with distant views. Large common rooms & kitchen great room are bathed in sunlight. Beautiful pine floors & exposed beams throughout the 1st floor. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many structural renovations in 2004, central air, in line generator, in ground pool, screened porch & so much charm. The flat 3.89 acres allows for accessory buildings, pickleball court, etc. Easy bike ride to town. This is the home you've been looking for.


52 Photos
RED HORSE REAL ESTATE, LLC
$639,000
4 BD | 4 BA
Residential - Single Family

There's room for everyone in this four bedroom contemporary cape set on 13+ acres. Designed by the owner for one level living, the lower and upper levels feature full baths, additional bedrooms and a second living area. Highlights of the main level include a private office, screened porch, deck, laundry & attached garage. The main floor living area incorporates a living room with gas fireplace, a defined dining area, the kitchen with granite counters, stainless steel appliances, an island with breakfast bar and a pantry. French doors open on to the deck, a hallway leads the primary bedroom suite with walk in closet. A few minutes walk to the Harrington Woods inground swimming pool and tennis/pickleball court, less than one mile to downhill skiing at Otis Ridge.


30 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$650,000
3 BD | 4 BA
Residential - Single Family

Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch, kayaking, swimming, or enjoying the Hudson Valley and the Berkshires. This 3 bedroom 3 bath property is also quite special because it is an end unit and it is close to all of the amenities such as swimming, tennis, and the community beach. Beautifully designed by architect Steve Haas, this home features two levels of floor to ceiling windows, a sublime screened porch with cathedral ceiling, and large


49 Photos
LANCE VERMEULEN RE, INC
$725,000
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.


51 Photos
COMPASS MASSACHUSETTS , LLC GB
$775,000
3 BD | 4 BA
Residential - Single Family

Experience the perfect blend of nature, sophistication, and comfort in this thoughtfully crafted home and carriage house on 4.25 acres. This property is packed with personality.Enjoy the mature gardens, the fabulous deck for entertaining, the inviting swimming pool, and a wooded path leading to a stone fire pit, one mile from Jacob's Pillow.The photographs will offer a clue as to why you need to experience this place for yourself.SEE ''MORE'' FOR SPECIFIC DETAILSSEE FLOOR PLANS ON PHOTO PAGE


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ELYSE HARNEY REAL ESTATE
$795,000
3 BD | 3 BA
Residential - Single Family

Classic 3-Bedroom Cape with Pool - Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County - the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape features a beautiful, heated pool, a Bedroom and Full Bath on the Main Floor, 2 Bedrooms and another Full Bath on the Second Floor, a light and bright Living Room with stone fireplace, Kitchen with large island, Dining Room, and a 2-bay Garage with a loft. Tall lilac trees frame the pool on this 1-acre parcel. Close to private schools, skiing, the Appalachian Trail, and Twin Lakes. A sweet spot to make your home, whether for year-round living or part-time relaxation.


35 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$799,000
3 BD | 3 BA
Residential - Single Family

Stunning contemporary sanctuary in Ashley Falls offering perfect blend of modern design & natural surroundings. 3BR/2.5BA residence bathed in natural light. The first floor features a comfortable den, eat-in kitchen and gracious living room with marble wood burning fireplace. A thoughtfully designed floor plan flows seamlessly to outdoor spaces including large deck for al fresco dining & expansive screened room extending living into every season. Attached oversized 2-car garage and 2 finished rooms on the lower level. Meticulously maintained gardens, beautiful heated pool, multi-zone central A/C in an incredibly private setting. Perfect retreat minutes to Salisbury/Lakeville CT & Columbia County NY, close proximity to all Berkshire cultural & outdoor attractions.


70 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$875,000
3 BD | 2 BA
Residential - Single Family

Welcome to this exceptional 3-bedroom, 2-bathroom lakefront retreat w/an in-ground pool,located in the highly sought-after Otis Woodlands community. Perfectly situated on OWL Lake, this home offers a rare combination of natural beauty, modern upgrades, and an array of resort-style amenities, making it the ideal country escape or full-time residence.Step inside to an open-concept living area with soaring vaulted ceilings and abundant natural light streaming through large windows. The spacious kitchen boasts gleaming granite countertops, newer appliances, and custom cabinetry, creating the perfect space for entertaining or quiet meals. The living room, with its inviting warmth and charm, seamlessly flows into the dining area, making this home perfect for gatherings with family and friends.


31 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$875,000
4 BD | 3 BA
Residential - Single Family

Private Log Cabin Retreat on 18+ Acres with River Frontage -Escape to your own slice of secluded Berkshires with this classic log cabin set on over 18 private acres. Surrounded by nature, this home offers peaceful living with unmatched charm and character.A welcoming wrap-around porch invites you to relax and take in sweeping views of the property. Inside, the main floor features a dining room, a kitchen with access to a bath, and two inviting living areasone opening to a large sunroom, perfect for enjoying the scenery year-round.The lower level offers a cozy living room, bedroom with bath, utility space, and a versatile hobby room with its own fieldstone fireplace. In total, the home boasts 4 bedrooms, 3 baths, and 6 stunning fieldstone fireplaces that create a warm,


52 Photos
LANCE VERMEULEN RE, INC
$935,000
4 BD | 3 BA
Residential - Single Family

This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A beautiful heated swimming pool and a dedicated tennis court provide endless recreation. The expansive grounds, located at the end of a quiet road, guarantee unmatched privacy. Plus, a large solar array and new heating system drastically cuts utility costs. Enjoy total seclusion while being in the middle of everything that makes Great Barrington one of the most desirable towns in the Berkshires.


20 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,049,000
4 BD | 4 BA
Residential - Single Family

Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond, just minutes away, this home is a haven for those who crave both serenity and adventure.Where Modern Elegance Meets Natural Beauty A Grand Welcome - A wraparound deck, inground pool, and upper balcony invite you to take in the forested surroundings, framed by black aluminum railings and Trex boards built for beauty and longevity.

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