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

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. All electric and a new septic system to be installed post closing ($$ will be escrowed). Very pretty setting and a great place to start home ownership!

Centrally located four-unit investment property on large corner lot with plenty of off-street private parking. New natural gas hot water boiler. Property is welll maintained with long term tenants and recent renovations. Large basement with separate electric. Conveniently located near restaurants, retail, medical facilities and key city amenities, a good location that supports strong tenant appeal and long-term rental stability making this a wise income producing property.

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.

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.

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!

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.

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.

OPEN HOUSE SAT May 16th 12-2pm 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.

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.

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.

Enjoy one-level living in downtown Great Barrington! This charming 3-bed, 1-bath mid-century ranch is your perfect Berkshire retreat, featuring a cozy wood stove in the living room for those crisp mountain evenings. Nestled on a quiet cul-de-sac, the home sits on a spacious 0.41-acre lot with mature trees. Features include an attached 2-car garage/workshop, large private yard, original wood floors, and an updated heating system. The real gem? Unique B2 zoning allows for a home business, studio, or office! Enjoy an unbeatable location--walk to shops and dining, with downtown and attractions like Tanglewood and Butternut just minutes away. This versatile property is a rare find offering both a peaceful home and a prime business opportunity.

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!

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,

This inviting Ranch in highly desirable Southeast Pittsfield location, offers comfort, privacy, and breathtaking natural beauty. Marvel at the serene trails and protected lands of the Mass Audubon Society at Canoe Meadows Wildlife Sanctuary, and the sweeping views for miles.Inside, hardwood floors and expansive windows fill the home with natural light, while the spacious living room with a wood-burning fireplace creates a warm, welcoming centerpiece. Enjoy year-round comfort with central A/C, and take full advantage of the home's outdoor spaces including a large welcoming front porch, a rear sun porch, patio and fire pit, perfect for relaxing or entertaining under the stars. 3 bedrooms, 1.5 baths, first floor laundry, and natural gas heat.

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.

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.

Welcome to sought-after Walden Village, where comfort and ease of living meet. This 3 bed, 2.5 bath unit is freshly painted and move-in ready. Gleaming hardwood floors enhance the main level, featuring a well-appointed kitchen w/ pantry and a desirable first-floor primary suite w/ full bath. Upstairs offers premium carpeting, two additional bedrooms, a full bath, and a versatile loft or home office. The unfinished lower level provides abundant storage or future expansion potential. Enjoy a rare screened porch, a one-car garage, and access to on-site pool and tennis. Perfect for low-maintenance living in a coveted community. Nearby Pontoosuc Lake is easily accessible by foot, bike, or car, and offers an enhanced lakefront park, picnic areas and a public boat launch. Ski, golf, dine nearby!

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.

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!