Found 236 Listings

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90 Photos
MONARCH REALTY, INC.
$579,000
4 BD | 2 BA
Residential - Single Family

THE BERKSHIRES! LANESBORO. 4 Bedroom, 2 bath Colonial Home on 2+- parklike grounds with large 2-story barn. Rare offering with great location in the heart of all the Berkshires have to offer... hiking, biking, boating, skiing, theaters, museums, restaurants and so much more so close by. Watch the sunrise from breakfast nook in newly renovated kitchen. Large living room with hardwood floors & wood burning fireplace. Bright formal dining room with sliders leading out to huge back deck overlooking back yard. Side enclosed sitting porch. 2 bedrooms & 1bath on 1st floor. 2 add'l bedrooms on 2nd floor with full bath & office area. Refinished gleaming hardwood floors on 2nd floor. Spacious bedrooms offering an abundance of privacy space. All appliances included. Partially finished basement.


42 Photos
LAMACCHIA REALTY, INC
$579,000
3 BD | 3 BA
Residential - Single Family

Spacious raised ranch on a large lot, perfectly located near Goose Pond, Jacob's Pillow, the Mass Pike, and Lee Premium Outlets. This home offers an inviting layout with generous living spaces, abundant natural light, and an open-concept design. Enjoy a bright kitchen, comfortable bedrooms, and a lower level ideal for additional living or entertaining. The expansive yard provides plenty of room for outdoor activities, gardening, or simply relaxing in nature. Solar panels and radiant heat throughout provide comfort and affordability. A fantastic opportunity for year-round living or a Berkshire retreat with easy access to top cultural and recreational activities.


28 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$583,000
3 BD | 2 BA
Residential - Single Family

Nestled amidst 8.4 acres of lush forest, this one-of-a-kind Arts & Crafts home, hand-built by renowned artist Sheldon Fink, is a true testament to craftsmanship and creativity. Located at 35 Stage Coach Rd, Hillsdale, NY, this 1,624 sq. ft. retreat is surrounded by 5.15 acres of deciduous forest, offering privacy, serenity, and a deep connection to nature.From the moment you arrive, you'll feel the magic of this handcrafted home, where rich woodwork, exposed beams, and bespoke built-ins create an inviting atmosphere. Designed with artistry and function in mind, every detail of this 1973-built residence reflects the vision of its creator.The land itself is a sanctuary, featuring a mix of mature trees, open spaces, and pathways that invite exploration.


56 Photos
STONE HOUSE PROPERTIES, LLC
$585,000
4 BD | 2 BA
Residential - Single Family

The best of village living. A gracious in-town colonial with spacious rooms, high ceilings, wood floors and an abundance of natural light. Delightful first and second floor back porches overlooking the lovely backyard with walking bridge over a gentle brook and the winter views of Lenox Mt. Restaurants, shops, recreational and cultural venues are just a short walk down the street. Only 4 miles over the hill to Tanglewood. Should you need more space, there is a partially finished walkout lower level and a walk-up attic with high ceilings and large windows.


37 Photos
HOUSATONIC REAL ESTATE
$589,000
4 BD | 4 BA
Multi-Family


29 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$595,000
3 BD | 2 BA
Residential - Single Family

Contemporary Design on Six Private Acres in Great Barrington!115 Brush Hill Road - a design-forward turnkey retreat in one of the Berkshires' most coveted areas.This post-mid-century contemporary blends natural materials, clean lines, and a light-filled layout with its serene, wooded surroundings.At the heart of the home is a soaring vaulted living room with exposed wood, skylights, and 12-foot-wide triple sliders that fill the space with southern light. A central open staircase rises to a catwalk-style hallway, adding architectural drama. A brick chimney with wood stove provides seasonal warmth and helps define the home's contemporary rustic aesthetic.


39 Photos
ROBERTS & ASSOC. REALTY, INC
$595,000
3 BD | 3 BA
Residential - Single Family

If you're looking for a walk-to-town location, be sure to check out this colonial nestled on a quiet dead-end street! The main level features an open kitchen/dining, living room with gas fireplace and half bath. On the upper level - three spacious bedrooms, two full baths and laundry. Bonus space is a partially finished walk-out lower level/den or family room. Two car attached oversized garage with entry to a rear deck.


45 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$599,000
5 BD | 3 BA
Residential - Single Family

Welcome to Applewood Farm--an extraordinary farmhouse that retains its character while embracing modern comforts. Built in 1860, this enchanting residence is a celebration of vintage charm & preserved details. Step inside to discover soaring high ceilings & wood floors that exude character at every turn. The formal dining room is a showstopper, featuring a custom-built cabinet adorned with intricate woodwork that invites dinner parties. Stunning original wood sliding doors add to the home's distinctive appeal, leading to the sun-filled spacious living room with a fireplace. Down the front hallway, stroll to a seasonal glass-enclosed front porch--the spot for morning coffee or evening relaxation.


41 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$599,000
4 BD | 2 BA
Residential - Single Family

Nestled in one of Lee's premier neighborhoods, this 10-year-young Colonial boasts gorgeous views, central A/C, 4 bedrooms, 2 full bathrooms, cozy gas fireplace, and the convenience of town water, sewer, and natural gas. Sited with eastern exposures, the home is drenched in natural light all day long! Foam insulation for comfort, low-maintenance vinyl siding, and an attached two-car garage with outdoor breezeway to the foyer. Prime location mere minutes from downtown Lee, Stockbridge, Lenox, and everything Berkshires. The home features a full bathroom on the first floor, gracious sized bedrooms, and a flexible layout. The neighborhood setting is ideal for leisurely strolls, making this home a perfect blend of care-free living and Berkshire charm. Schedule your private tour today!


45 Photos
LAMACCHIA REALTY, INC
$599,900
3 BD | 2 BA
Residential - Single Family

Beautiful escape beside Little Robin Lake. This beautifully remodeled home features three inviting bedrooms and two elegant bathrooms, perfect for unwinding after a day of adventure. The sunroom, surrounds you in natural light, inviting you to relax with a good book or enjoy peaceful views.Soak in the sun on the large deck looking over the stunning lake scenery. Indulge in the luxury of the jet tub after exploring the outdoors. This private getaway, thriving as an Airbnb and is cherished as a second home. If you're seeking adventure or a peaceful retreat, this lakeside haven promises an unforgettable escape. Welcome to your home away from home, where every moment celebrates life by the lake.


36 Photos
NON-MEMBER / RECIPROCAL
$610,000
4 BD | 3 BA
Residential - Single Family

Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The living room boasts a fireplace and wood floors, while the dining area opens to a four-season porch and back deck. Additional first-floor features include a den, half bath, and central vacuum. Upstairs, the primary bedroom includes an en-suite bath, with three additional bedrooms and a second full bath. The partially finished basement offers extra living space


49 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$624,900
4 BD | 3 BA
Residential - Single Family

Welcome to this impeccably cared for Colonial located in Southeast Pittsfield. The front foyer leads you to both the formal dining room and living room. Gleaming hardwood floors and natural light showcase the beauty of the spaces. The kitchen features beautiful cabinetry, quartz counters and a center island. The bay window in the breakfast nook overlooks the picturesque yard. A powder room and laundry area lead to the attached, oversized garage. The family room features a stately, gas fireplace and is perfect for cozy gatherings. The four-season sunroom with walls of windows and a slider leading to the back yard offers space and panoramic views of the property.


22 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$625,000
3 BD | 2 BA
Residential - Single Family

BLUEBIRD COTTAGE Renovated 4 season cottage with Water views! Deeded right of way to a small beach and space on the dock for a boat. House has been completely renovated and tastefully updated with quality construction and whimsical style!! Mini splits for heat...house has been used year round...and has a sound rental history.Open floor plan with front porch .....living room, dining area, kitchen, full bath laundry on the main level. Second floor with 3 bedrooms and a full bath...flat area around the house for outdoor entertaining...oversized storage shed.. private shared well and septic.


50 Photos
BERKSHIRE ACCESS REALTY, INC
$630,000
6 BD | 4 BA
Residential - Single Family

MOTIVATED SELLERS! This delightful home on 1.3 acres with convenient access to Laurel Lake, Mass Pike, and NY Thruway boasts 6 total bedrooms and 4 total bathrooms. The main part of the home consists of gorgeous interior spaces tastefully renovated by a master craftsman including the renovated gourmet kitchen with handmade custom cabinetry along with 4 bedrooms, 2 full baths, 2 fireplaces, a screened rear porch, deck, and a front porch that is lovingly shared by 2 of the 4 bedrooms. The large and sunlit filled master bedroom enjoys private access to the screened rear porch. The impressive lower level boasts a spectacular Den with impressive custom woodwork throughout, a professional workshop, and two separate guest studio spaces with private entrances. A VERY RARE FIND!


50 Photos
BERKSHIRE ACCESS REALTY, INC
$630,000
6 BD | 4 BA
Multi-Family

MOTIVATED SELLERS! This delightful home on 1.3 acres with convenient access to Laurel Lake, Mass Pike, and NY Thruway boasts 6 total bedrooms and 4 total bathrooms. The main part of the home consists of gorgeous interior spaces tastefully renovated by a master craftsman including the renovated gourmet kitchen with handmade custom cabinetry along with 4 bedrooms, 2 full baths, 2 fireplaces, a screened rear porch, deck, and a front porch that is lovingly shared by 2 of the 4 bedrooms. The large and sunlit filled master bedroom enjoys private access to the screened rear porch. The impressive lower level boasts a spectacular Den with impressive custom woodwork throughout, a professional workshop, and two separate guest studio spaces with private entrances. A VERY RARE FIND!


56 Photos
LAMACCHIA REALTY, INC
$635,000
4 BD | 4 BA
Residential - Single Family

Nestled in one of Dalton's most desired neighborhoods, this stunning reproduction of a 300-year-old bowed roof Cape seamlessly blends timeless charm with modern living. Set on a 0.64-acre lot, this home features a beautifully updated kitchen with ample storage, perfect for culinary enthusiasts, new engineered hardwood flooring throughout the first floor and Offering three bedrooms with the potential for a fourth on the main level, this residence provides flexibility for various living arrangements. The first floor also includes a convenient half bath with laundry.A bifurcated staircase adds to the home's distinctive character, gracefully leading to the second level, where you'll find two bedrooms, a full bathroom, and a luxurious primary suite complete


25 Photos
LANCE VERMEULEN RE, INC
$648,500
3 BD | 2 BA
Residential - Single Family

Classic family home in Great Barrington. 3 Bedroom 2 Bath on almost 2 acres. First floor large Primary bedroom, wrap around porch, deck and oversized heated garage with office space above. Enjoy the Berkshires with all it has to offer; Butternut ski area around the corner, schools, Tanglewood, theaters and restaurants all conveniently located nearby.


47 Photos
STONE HOUSE PROPERTIES, LLC
$650,000
3 BD | 2 BA
Residential - Condo/Townhouse

Beautifully kept free standing condo in popular Silver Maple Farm. Spacious 3BR/2B single level home with large, sunny great room, roomy master suite, kitchen with tons of oak cabinets and plenty of counter space. Sunny breakfast nook adjoins the kitchen. Two guest bedrooms and bath nicely separated from the primary suite. Gas fireplace in the living room, beautiful 4 season sunroom with distant views. Huge walkout lower level easily finished if additional space ever needed. Two car garage. Silver Maple Farm offers a club house with a meeting room, kitchen and well equipped exercise room plus a swimming pool, tennis courts and soon to have pickleball courts. Conveniently located near most popular Berkshire destinations. This amazing home is offered fully furnished.


39 Photos
LANCE VERMEULEN RE, INC., LENOX
$650,000
4 BD | 2 BA
Residential - Single Family

Charming move-in-ready 4-bedroom, 2-bath home, thoughtfully renovated in 2010. This home combines modern updates with comfort and convenience. The full renovation in 2010 included a new septic system, Buderus boiler, all new windows, roof & Hardie Plank siding and an upstairs expansion including a shed dormer, 3 bedrooms, and a full bath. This home has been continually updated and maintained over the years, including a newly painted exterior in 2024. Inside, the spacious living room boasts a wood-burning fireplace and flows seamlessly into the updated kitchen, which features a large peninsula ideal for casual dining and a cozy breakfast nook. A first-floor bedroom and full bathroom offers practical living, with a flex room perfect for a home gym, office, or walk-in closet.


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

Nature Lover's Paradise on 17+ Acres - Private Forests, Manicured Lawns, and Protected Wetlands!Entirely private, 6 Bryan Road features spectacular wetland vistas, green meadows, and serene untouched woods.Stunning west-facing views from your deck overlook 8+ acres of protected wetlands, including a pond frequented by geese, ducks, and blue herons. To the south, the grand lawn is perfect for outdoor play, yoga or private events. And to the east, 5+ acres of forest offers privacy plus ample land for an additional dwelling or a business opportunity.As you enter the long, tree-lined drive, you'll arrive in a private haven surrounding this charming 19th century 1,500 sq ft updated home rich with character.

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