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35 Photos
ROBERTS & ASSOC. REALTY, INC
$360,000
3 BD | 2 BA
Residential - Single Family

This classic brick Cape-style home blends comfort, convenience, and charm. Come sit in living room and curl up in front of the fireplace on chilly days, or settle in the south facing sunroom overlooking the deep, fenced back yard The floor plan flows easily from one room to the next, connected by the inviting dining room. Two bedrooms and a full bath are on the first floor with the primary suite set privately upstairs. Filled with character and wise updates throughout, your new home is nestled in a dog-friendly neighborhood just steps from the park and around the corner from, not just one but, two popular golf courses, as well as being very convenient to shopping.


41 Photos
THE KINDERHOOK GROUP
$360,000
8 BD | 4 BA
Multi-Family

Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.


43 Photos
LAMACCHIA REALTY, INC
$360,000
3 BD | 2 BA
Residential - Single Family

Welcome to this move in ready embankment ranch in a desirable southeast neighborhood! This home has been loved by one family for the last 50 years, and is now ready to host a new family! Come see the beautiful hardwood floors in the large living room and all 3 bedrooms. Two of the bedrooms have large cedar-lined closets. The eat-in kitchen has ample cabinet space with easy access to the attached garage with auto-opener. The full walkout basement is finished with a family room, extra kitchen and full bathroom. It also boasts a nice laundry area, workspace and plenty of storage. The large windows bring in lots of light and look out into the large backyard with amazing views. This space has so much potential for you to utilize as you like!Come see all this home has to offer!


27 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$364,900
3 BD | 2 BA
Residential - Single Family

Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests.Upstairs primary suite with refinished hardwood floors and a renovated bath. The layout is functional and offers more space than expected.Major updates include a new roof, new heating and cooling with a heat pump, all new bathrooms, a new kitchen, new main level flooring, and refinished floors upstairs. Fully move in ready in a convenient Pittsfield location.


13 Photos
STONE HOUSE PROPERTIES, LLC

Bucolic New Marlborough at its best. 15 gorgeous acres with meadows, woods and Brewer Brook. Gently rolling terrain. Lovely views of the hills, fields and trees in all directions. Sits beautifully at the southwest corner of Brewer Branch and Brewer Hill Roads. This property is perfect as an estate parcel with space for a full guest house, barns or other outbuildings. It does meet the requirements for two separate building parcels. In Documents the Concept Plan by Foresight Engineering shows the locations of Brewer Brook, a perennial stream and some bordering vegetative wetlands.(Note that a well on the property serves as the water supply for a property across the road.)Parcel further identified by Bk2894 Pg48, tax id 409-58.4


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$365,000
4 BD | 2 BA
Residential - Single Family

This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room with cathedral ceilings and a skylight that fills the space with natural light. The finished lower level provides bonus living space, while the walk-up unfinished attic offers excellent storage or potential for future expansion.


10 Photos
HOUSATONIC REAL ESTATE
$365,000
5 BD | 2 BA
Residential - Single Family

This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of privacy, and outstanding cultural venues such as Tanglewood and Shakespeare and Company are less than 10 minutes away. With a little creativity and updating, this diamond in the rough, located in the Lenox School District which is rated as the best school district in Berkshire County, is priced to make a fabulous home or lucrative flip.


27 Photos
HELEN MULLANY REAL ESTATE, LLC
$365,000
3 BD | 1 BA
Residential - Single Family

LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather around the Fire Pit. This can be your ideal escape, Great Barrington Restaurants and Shops, and Ski Butternut just minutes away.


49 Photos
413 REAL ESTATE
$368,900
3 BD | 2 BA
Residential - Single Family

Charming Cottage Retreat on Over 9 Acres!Nestled in a serene wooded setting, this inviting cottage offers the perfect blend of cozy charm and modern comfort. The home provides surprising privacy and peace, all while being conveniently located. Step inside to discover a warm and welcoming interior, featuring wood floors, a spacious kitchen perfect for cooking and entertaining, and an enclosed, heated front porch that's ideal for year-round relaxing. The open-concept living areas flow beautifully, creating a cozy yet airy vibe. Sliding doors off the kitchen lead to a large deck that overlooks a secluded backyard, surrounded by trees and nature. With multiple seating areas both inside and out, this home was designed for gathering, unwinding and enjoying every season!


39 Photos
BERKSHIRE HATHAWAY HOME SERVICE BLAKE
$369,000
5 BD | 2 BA
Residential - Single Family

PRICE REDUCED!!Calling all Racers! One floor living at it's best. This sprawling ranch has 5 Bedrooms, including a main bedroom ensuite, 2 full baths, oversized kitchen and living room, and a 3 Season room. All set on 8 flat acres. Small separate garage to work on your car. Off of route 20 but close access to the TSP, and I90. If you like the racing scene, Lebanon Valley Speedway is right down the road. Close to skiing and all the Berkshires have to offer.


15 Photos
WILLIAM PITT SOTHEBY'S - SALISBURY
$369,000
4 BD | 3 BA
Residential - Single Family

Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort & privacy nestled in a quiet, rural neighborhood. Enter to a natural light filled LR/DR area with a cozy fireplace, and hardwood floors throughout most of the house. Kitchen is small & in need of updating, but there is potential to expand. Sliding glass doors open to a deck to enjoy the private backyard. A large bedroom with adjacent bath & shower stall has a separate entrance that allows for potential mother/daughter occupancy. Down the hallway from the combined LR/DR area are three good sized bedrooms that share a full bath w/tub. The finished basement adds additional living space, complete with a bath w/shower stall & washer & dryer.


45 Photos
MACCARO REAL ESTATE
$369,000
4 BD | 2 BA
Residential - Single Family

Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure living. Convenient to all Berkshire cultural and recreational attractions.


33 Photos
BISHOP WEST REAL ESTATE
$369,000
3 BD | 2 BA
Residential - Single Family

Experience the Berkshires lifestyle in this beautifully renovated ranch! Set in a desirable neighborhood, this home offers beautiful hardwood floors, 3 large bedrooms along with a stylishly updated gourmet kitchen and brand-new appliances. With one and a half bathrooms for added convenience and a lower level which provides potential for additional living space ready to be finished to your liking, this home blends comfort easy living with practicality. The dining room is filled with tons of natural light, highlighted by a charming glass block wall that adds character, while the fireplace delivers a cozy atmosphere during the chilly nights. The backyard is perfect for gatherings and outdoor activities, while the convenient 1 car garage lets you bring groceries straight into your kitchen.


26 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$369,500
3 BD | 2 BA
Residential - Single Family

Updated Contemporary offering three bedrooms and 1.5 baths, refinished hardwood floors, new kitchen, quartz countertops, Samsung Bespoke appliances, new Anderson windows, interior doors and woodwork, new hot water maker, 30 year roof with new black gutters, new driveway.One car garage, rear concrete patio, nice yard that abuts woods with outbuilding.


22 Photos
LAMACCHIA REALTY, INC
$369,900
7 BD | 3 BA
Multi-Family

Recently renovated 3-family home located in the heart of downtown. Each unit features separate utilities for easy management and lower overhead. The property offers updated kitchens and baths, modern flooring, and energy-efficient vinyl siding and windows for low maintenance and curb appeal. Fully occupied with reliable tenants, this turnkey investment provides immediate income potential. Convenient downtown location close to shopping, restaurants and public transportation--an excellent opportunity for investors seeking steady cash flow and long-term value.


32 Photos
NOCHER REALTY
$369,900
3 BD | 4 BA
Multi-Family

This is a rare opportunity to acquire a robust, four-unit, mixed-use commercial and residential building strategically located near downtown attractions. The classic brick construction provides enduring appeal, while recent capital improvements significantly enhance the property's longevity and reduce immediate maintenance concerns. All units fully rented with an annual income stream of $52,620. New roof in 2025, heating systems less than 6 years old, most vinyl windows, low maintenance property. ** Please note most pictures taken before tenant occupied**


32 Photos
NOCHER REALTY
$369,900

Commercial

This is a rare opportunity to acquire a robust, four-unit, mixed-use commercial and residential building strategically located near downtown attractions. The classic brick construction provides enduring appeal, while recent capital improvements significantly enhance the property's longevity and reduce immediate maintenance concerns. All units fully rented with an annual income stream of $52,620. New roof in 2025, heating systems less than 6 years old, most vinyl windows, low maintenance property. ** Please note most pictures taken before tenant occupied**


35 Photos
LAMACCHIA REALTY, INC
$369,900
4 BD | 2 BA
Residential - Single Family

Colonial home with 4 bedrooms, 1.5 baths, fenced-in backyard and attached garage, located on a corner lot, within walking distance to Pontoosuc Lake, a motor-boat lake that is great for swimming, fishing and canoeing. It is a lovely place with picnic tables and a boat ramp! The property offers an inviting front porch leading to a great first floor layout , featuring living room with wood burning fireplace, renovated half bath, bedroom, and dining area open to the kitchen which has soft close cabinets & drawers. The 2nd floor offers an updated full bath and 3 additional bedrooms, including a large primary!


25 Photos
NON-MEMBER / RECIPROCAL
$370,000
3 BD | 1 BA
Residential - Single Family

Welcome to this classic 1950s ranch on East New Lenox Road -- full of character and comfort. Featuring three bedrooms and one full bath, this home showcases beautiful wood floors, freshly painted interiors, and that timeless New England charm that never goes out of style.Enjoy the added versatility of a three-season porch connecting to the attached two-car garage, perfect for morning coffee or an afternoon read overlooking the fenced-in backyard. Whether you're seeking your first home, downsizing, or a Berkshire getaway, this property offers both simplicity and convenience.Located close to downtown Lenox, Tanglewood, and all the cultural and outdoor attractions that make Berkshire County such a special place to live -- this one is move-in ready and waiting for its next story to begin.


27 Photos
SR COMMERCIAL REALTY LLC

Prime Commercial Space FOR SALE/LEASE at 260 Columbus Ave, Pittsfield, MA 01201This spacious commercial building offers a prime location for your business operations. With over 7,000 square feet of flexible space, high ceilings, and a robust brick structure, this property is designed to accommodate a wide range of business activities. The two overhead doors and drive-up loading area provide unparalleled convenience for inventory management and deliveries.Whether you're looking to expand your current business or start a new venture, this property offers the perfect combination of space, accessibility, and functionality.Property Highlights:Location: 260 Columbus Ave, Pittsfield, MA 01201Size: Over 7,000 square feetStructure: Sturdy brick buildingCeilings: Over 12 fee

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