Found 264 Listings

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38 Photos
COHEN & WHITE ASSOCIATES
$397,750
3 BD | 2 BA
Residential - Single Family

Coveted south side of Pittsfield location! Close to shopping, both in downtown Pittsfield and Lenox. Located just a short 14 minutes to Tanglewood and close to many other cultural attractions here in the Berkshires.A great home base with your own oasis of nearly half an acre for your enjoyment. An extensive private backyard, including a new 500 square foot stone patio, a fully fenced 4,800 square foot yard, leading to an additional large open lawn that meets the river. The main level offers a living room with great natural light, spacious dining room and country kitchen. A fully renovated bath and new washer and dryer. Additionally, there is a comfortable living wrap around enclosed front sun porch. The second level boasts three bedrooms with great storage and a full bath with a


23 Photos
PIRETTI REAL ESTATE
$399,000
3 BD | 1 BA
Residential - Single Family

Nestled into the hillside on East St., this one owner home is awaiting your touches! Set on 1.4 private acres, there is plenty of space to expand this 3 BR embankment ranch. Two fireplaces, one in the first floor LR, the 2nd in the walk out lower level FR, there are also 2 decks, a screened porch and a 3 season room off the family room. House is all electric; a new septic system to be installed post closing ($$ will be escrowed). Very pretty setting and a great place to start home ownership!


42 Photos
LAMACCHIA REALTY, INC
$399,900
5 BD | 3 BA
Residential - Single Family

Originally a spacious two-family apartment, this beautiful home has been thoughtfully converted into a 5 bedroom, 2 1/2 bath single family home, making it perfect for a large family or those who love extra space. The second floor hosts 2 full bathrooms, ensuring convenience for all, while the first floor boasts a half bathroom and a huge laundry room for added practicality. The home showcases stunning wood floors throughout most of the home, adding warmth and character to the living spaces. Enjoy your morning coffee or evening relaxation on the inviting front porch, or take advantage of the large back deck and gazebo, offering a private and peaceful setting overlooking the lush property. Situated within walking distance to downtown Adams, you'll have easy access to local


30 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$399,900
6 BD | 3 BA
Residential - Single Family

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.


30 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$399,900
6 BD | 3 BA
Multi-Family

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.


58 Photos
RE/MAX COMPASS
$419,900
3 BD | 2 BA
Residential - Single Family

OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old.This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!


34 Photos
LAMACCHIA REALTY, INC
$420,000
2 BD | 1 BA
Residential - Single Family

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.


50 Photos
HARSCH ASSOCIATES
$429,000
2 BD | 2 BA
Residential - Single Family

Former Church Offers So Many Opportunities. What might be your dream or requirements? This 1889 Church located in the quiet country village of North Pownal, Vermont, could fill them, however big or small. A single family home for all seasons and celebrations? A wedding venue? A place to live and work, rolled into one with plenty of space no matter what you do, from sculpting to computer imaging? This amazing building has so many possibilities. With the exterior restoration just completed and some very attractive new interior spaces for living including the fully equipped kitchen, delightful bedroom, walk-in closet, and three quarter bath, and second floor bedroom suite, one can move right in while you imagine how you might like to change the other very large spaces on both floors


43 Photos
HOUSATONIC REAL ESTATE
$429,000
3 BD | 2 BA
Residential - Single Family

Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb, this property combines timeless charm, tranquil surroundings, and great potential.


26 Photos
HOUSATONIC REAL ESTATE
$435,000
2 BD | 2 BA
Residential - Single Family

Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths.Recent upgrades include a new roof, new windows, Buderus boiler, beautiful large wood plank floors throughout the first and second levels. The thoughtfully updated kitchen boasts modern appliances, while the renovated full bath upstairs and newly added first-floor half bath provide everyday convenience.A finished third-floor space adds valuable extra living area and may serve as a third bedroom, home office, or studio. Enjoy scenic Berkshire views, a fenced front and side yard, and a welcoming front porch.


30 Photos
RED HORSE REAL ESTATE, LLC
$439,900
3 BD | 2 BA
Residential - Single Family

Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms 2bath cabin sits in the Hill towns of Becket, Middle of the Berkshires easy to get to Stockbridge, Gt Barrington 3 ski areas 7 lakes and October State forest.2 new baths and new kitchen with stainless appliances and granite counter tops is ready to show. Cozy up to the wood burning fireplace. Two bedrooms and full bath on the main level, Kitchen living room and dining are all open under a vaulted wood ceiling.The downstairs has a full bath & Bedroom with a wood stove and large den. I love the little screened in Porch off the kitchenand a large Barbecue deck off to the side all facing the woods about 8 mins' from I-90 Lee, Stockbridge /Lenox exit.


33 Photos
KELLER WILLIAMS REALTY
$439,999
5 BD | 2 BA
Residential - Single Family

The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer function & flexibility. At its heart is a brand new kitchen with never used stainless steel appliances, custom cabinetry, & fresh finishes ready for its first chapter. Ten high-efficiency mini splits, each backed by a 7-year warranty, ensure comfort year-round. Set in a quiet rural corner of the Berkshires, yet an easy drive to Ashmere Lake, trails, Tanglewood, Jiminy Peak, & other cultural hubs.


20 Photos
RED HORSE REAL ESTATE, LLC
$445,000
3 BD | 2 BA
Residential - Single Family

County Rd Charmer on 12 acres with Yokum brook running through the back lot. Pretty views. New metal roof Hardwood floors, wood stoves, up-dated kitchen and baths. Beautiful gardens around the house, A lean to shed out back. One car garage. The main floor has a large living room dining, kitchen and 2 bedrooms with bath. The lower level has a 3rd bedroom, bath and sitting room. Was used as a small apartment. The small apartment/3rd bedroom will need some TLC. Very private set back with wooded frontage. Close to 3 Becket lakes & right down the road is October Mountain State Forest & the Appalachian trail. A right to farm Community. Ready to move in. Appx 7 miles from the tri -towns of Lee/Lenox area.


23 Photos
STONE HOUSE PROPERTIES, LLC
$445,000
4 BD | 2 BA
Residential - Single Family

Spacious and filled with natural light, this four bedroom, two bath home offers incredible potential and timeless charm. Featuring large windows throughout the home makes it bright and inviting, with a comfortable layout with a full kitchen, formal dining room, cozy sitting room, and a charming fireplace in the living room which is perfect for relaxing evenings. Generously sized rooms provide plenty of space to make your own. Ideally located within walking distance to town, this property is a wonderful opportunity for a first-time homebuyer or investor to bring fresh vision and updates to an already solid home. Enjoy just minutes away from the best of all the Berkshires cultural attractions, Berkshire Theatre Norman Rockwell Museum, Tanglewood, Historic Red Lion Inn and more!


51 Photos
BURNHAM GOLD REAL ESTATE, LLC
$449,000
5 BD | 3 BA
Residential - Single Family

Located in the highly sought-after historic Cherry Street neighborhood of North Adams, just moments from downtown and MCLA, this beautiful center hall Colonial offers exceptional space and timeless charm. Featuring 5 bedrooms and 3 full bathrooms across three expansive floors, the home is filled with natural light and showcases lovely wood floors throughout. Generously sized rooms provide both comfort and flexibility for modern living. Set on one of the largest lots in the neighborhood, this impressive .62-acre property extends all the way to Winter Street, offering rare outdoor space and potential. Enjoy peace of mind with efficient natural gas heating, public water and sewer, and significant upgrades already completed by the seller--including removal of knob-and-tube wiring in 2011,


55 Photos
NOCHER REALTY
$449,900
4 BD | 3 BA
Residential - Single Family

Discover the perfect blend of modern style and effortless living in this stunning contemporary-style Ranch. Nestled on an expansive lot within one of Pittsfield's most sought-after neighborhoods, this home offers a rare combination of space, light, and a sophisticated layout. Sun-Drenched Interiors: light inviting windows throughout the home allow an abundance of natural light, creating a warm and vibrant atmosphere in every room. Spacious Living Features four generous bedrooms and two and a half baths, there is plenty of room for family, guests, or a dedicated home office.


4 Photos
FAIRGROUND REAL ESTATE, INC
$449,900
4 BD | 2 BA
Multi-Family

Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and period details. The kitchen and living areas are perfect for entertaining or relaxing with family. Upstairs, the bedrooms offer privacy and comfort, with plenty of storage throughout. Warm and efficient forced hot water heating.


34 Photos
WILLIAM RAVEIS - BERKSHIRE
$459,000
3 BD | 2 BA
Residential - Single Family

Tucked into a small neighborhood just outside of South Egremont village, this delightful renovated hip-roof cottage offers single level living convenient to everything. A mahogany and cedar finished front porch welcomes you into a bright living room open to an updated kitchen and cozy dining area, complete with a fireplace hearth. This slab built home boasts a primary suite with private bath with subway tile & marble floor. A 2nd bedroom is served by a hall bath, with 2 additional rooms - flexible space for an office, studio, or guests. The 16' x 24' deck and a 384-square-foot screened porch with mahogany decking and cedar paneling offer ideal space for enjoying the view of the spacious backyard. This property is being sold as-is. The seller will NOT provide a Title 5 Inspection.


14 Photos
NOCHER REALTY
$459,000
3 BD | 2 BA
Residential - Single Family

To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic forces, making it ideal for high-performance, sustainable, and resilient homes. The asking price includes stock amenities and fixtures, upgrades and or changes may be subject to price adjustments. Specifics of interior finishes are availible upon request. Now is your chance to own this brand new home! The construction has begun and this home will be move in ready in no time.


16 Photos
NOCHER REALTY
$459,000
3 BD | 2 BA
Residential - Single Family

To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic forces, making it ideal for high-performance, sustainable, and resilient homes. The asking price includes stock amenities and fixtures, upgrades and or changes may be subject to price adjustments. Specifics of interior finishes are availible upon request. Now is your chance to own this brand new home! The construction has begun and this home will be move in ready in no time.

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