Found 224 Listings

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36 Photos
LAMACCHIA REALTY, INC
$375,000
3 BD | 1 BA
Residential - Single Family

Pride of ownership shines throughout this well-cared-for property offering lake rights and a long list of meaningful improvements spanning nearly two decades. Inside, you'll find a home that's been continuously upgraded with a remodeled kitchen and bathroom, updated windows, including a bright bay window in the living room. Both the boiler and roof have been replaced. The three-season room adds flexible living space and connects seamlessly to the back porch--perfect for relaxing or use as a home office. The entry ramp leads into a mud room that connects the house, garage and back porch.


46 Photos
STONE HOUSE PROPERTIES, LLC
$375,000
3 BD | 1 BA
Residential - Single Family

You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main level offers a smooth flow, featuring a spacious kitchen, bright sitting room with sliding doors to the deck, an inviting living room with fireplace, and an enclosed porch/mudroom accessible from the driveway. A full bath and first-floor laundry add practical convenience. Upstairs, three cozy bedrooms and a flexible bonus space offer options for a guest room, home office, or future reconfiguration.


30 Photos
LAMACCHIA REALTY, INC
$379,900
3 BD | 2 BA
Residential - Single Family

This well-cared-for home is ready for you! A 3-bedroom, 2-bath Cape located in southeast Pittsfield. Enjoy the convenience of being close to Lenox, Tanglewood, downtown Pittsfield, local shopping centers, major routes in and out of the Berkshires, Bousquet Ski and Bousquet Sport. Inside, the home features wood floors throughout, a cozy living room with a fireplace, a first-floor bedroom and bathroom, gas heat. The partially finished basement offers additional space perfect for a family room, hobby area, or workshop. A well-kept yard with room for gardening and outdoor enjoyment. An oversized garage provides plenty of space for a vehicle and extra storage. Nature lovers will appreciate the home's proximity to October Mountain and Canoe Meadows. This home's next chapter is yours to write!


58 Photos
LAMACCHIA REALTY, INC
$379,900
5 BD | 2 BA
Residential - Single Family

Discover your dream home at 53 Meadowview Drive, Pittsfield, MA! This stunning colonial-style residence boasts 4-5 spacious bedrooms and 2 full baths, perfect for someone looking for more space. Nestled in a beautiful neighborhood, the property offers a serene atmosphere while remaining conveniently close to local amenities. Step inside to find a bright, open layout featuring fresh paint throughout, hardwood floors, plenty of natural light & many updates. The 1st floor offers 2 bedrooms, full bath, kitchen and an open concept dining/living room and 4 season sunporch. While the 2nd floor boasts an additional 3 bedrooms and a recently remodeled bathroom complete with custom shower and laundry. This home is truly move in ready!


67 Photos
MONARCH REALTY, INC.
$379,900
4 BD | 2 BA
Residential - Single Family

Welcome to this spacious and inviting 4-5 bedroom Cape, set on a generous 0.58-acre lot. Don't be deceived by its exterior--this home offers over 2,500 square feet of comfortable living space!The first floor features an updated kitchen, a dining room with sliders leading to a patio--perfect for entertaining--a large living room, and a cozy den with a fireplace. You'll also find a sizable foyer and a convenient first-floor bedroom.Upstairs, there are four additional bedrooms and a full bath, providing plenty of space for family, guests, or a home office.Additional highlights include natural gas heat, a large, level yard with a pool, and a detached two-car garage.This home offers space, versatility, and great outdoor living--come see all it has to offer!


41 Photos
MOCKINGBIRD REAL ESTATE
$385,000
3 BD | 2 BA
Residential - Single Family

JUST REDUCED.....Step into this bright and sunny newly renovated 3 bedroom 1 1/2 bath home. From the moment you walk in, you will notice the new kitchen, bathroom and fresh paint. There is a large finished basement ideal for family room, workout room, or playroom. Add 2 other rooms in the lower level complete with laundry and 1/2 bath. Walk onto the deck from the dining area and enjoy the privacy with a fenced in backyard.There is a large 2 car attached garage. All situated close to shopping, parks, walking trails and more


56 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$385,000
4 BD | 2 BA
Residential - Single Family

Welcome home to this spacious and meticulously maintained 4-bedroom, 2 full bath ranch nestled in the scenic Berkshires in Adams. Offering comfortable single-level living with thoughtful updates throughout, this property combines practicality, charm, and beautiful natural surroundings.Inside, you'll find a bright and inviting layout featuring an updated kitchen with sleek quartz countertops, ample cabinetry, and generous prep space, perfect for both everyday cooking and entertaining. The home offers four well-sized bedrooms, including a primary suite complete with its own private en-suite bathroom. Electric heat provides reliable efficiency, while two pellet stoves add warmth and cozy ambiance during the New England winter months.


40 Photos
COMPASS MASSACHUSETTS , LLC GB
$389,000
3 BD | 1 BA
Residential - Single Family

1900's cottage set above the village of West Stockbridge. Open plan living with updated kitchen and bath, with laundry tucked in below the stairs and second floor has three bedrooms. Fenced yard creating a nice private space with wraparound deck. Shed at the back of the property providing a lovely additional space.


51 Photos
LAMACCHIA REALTY, INC
$395,000
12 BD | 4 BA
Multi-Family

Great opportunity to own a four-family investment property! This versatile property is ideal for both investors and owner-occupants looking to generate rental income. Each unit offers three bedrooms and one full bathroom. Two units have recently renovated kitchens and bathrooms. The property also features a newer roof, separate utilities, and is fully lead-compliant. Call today to add an addition to your investment portfolio.


26 Photos
COLDWELL BANKER COMMUNITY REALTORS
$395,000
1 BD | 1 BA
Residential - Condo/Townhouse

Spectacular Shelburne Falls upper-level condominium with a dramatic interior featuring a spacious and bright open floor plan. This stunning condo features exposed original mill beams, high ceilings, and beautiful hardwood floors throughout. The kitchen is a dream for cooking enthusiasts, with open shelves perfect for displaying your favorite cookbooks and pottery. Additional features include ample closet space, a beautifully tiled full bath, laundry facilities, and a private balcony. Conveniently located in the heart of downtown, you're just a short walk from banks, pharmacies, grocery stores, the library, restaurants, artisan shops, bookstores, and the iconic Bridge of Flowers. The site overlooks the glacial potholes and picturesque Deerfield River.


30 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$399,000
3 BD | 2 BA
Residential - Single Family

Experience the timeless allure of this beautifully updated 1920s Dutch Colonial, where classic architectural integrity meets contemporary luxury. Every detail of this residence has been polished to perfection--from the sleek granite chef's kitchen to the gleaming hardwood floors and the inviting warmth of the wood-burning fireplace. This 3 bedroom, 2 bath house offers a rare and sought-after balance of historic character with high-end, energy-efficient updates.


33 Photos
NOCHER REALTY
$399,000
2 BD | 1 BA
Residential - Single Family

Charming & Peaceful Cape with Endless PotentialDiscover the perfect blend of classic charm and future opportunity in this move-in-ready 2-bedroom Cape. Nestled in a quiet, sought-after neighborhood, this home offers a serene retreat with a backyard that feels like a private park, backing up to protected property for ultimate privacy. Both oversized bedrooms feature double closets, providing rare and ample storage. The true standout feature is the unfinished second floor. Already framed and waiting for your vision, this space offers the potential to easily add two additional bedrooms or a primary suite, instantly increasing your square footage and home value.


32 Photos
BURNHAM GOLD REAL ESTATE, LLC
$399,000
3 BD | 2 BA
Residential - Condo/Townhouse

Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large living and dining areas are perfect for entertaining or relaxing at home. The living room offers a fireplace for those winter snow storms, plenty of counter space for meal preparation in the large kitchen area. There are three generously sized bedrooms: The primary bedroom is on the first floor with a full bathroom and linen closet. Two bedrooms and full bath complete the upper level.


57 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$400,000
3 BD | 2 BA
Residential - Single Family

Located in one of Southeast Pittsfield's most desirable neighborhoods, this classic center entrance Colonial offers timeless appeal and a traditional, well balanced layout. A gracious foyer welcomes you in, anchored by a switchback staircase and flanked by inviting living spaces featuring hardwood floors, a wood burning fireplace, and charming built-ins.The eat-in kitchen is both functional and stylish, with granite countertops, cherry cabinetry, and stainless steel appliances, while a convenient mudroom adds everyday practicality. Replacement windows and a rented Culligan water filtration system enhance comfort and convenience throughout.


40 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$415,000
3 BD | 2 BA
Residential - Single Family

This most charming home offers a perfect blend of mid-century craftsmanship and modern comforts in a wonderful location. The updated kitchen features porcelain tile floors, black granite counters, a beverage nook, and SS appliances. It flows seamlessly into the dining and living areas, which boast wide-plank wood floors and classic built-ins for storage of treasures. Large picture windows flood the interior with natural light, highlighting the gracious living room with its fireplace and cozy study nook. A dedicated office and powder room round out the first floor. Upstairs, three spacious bedrooms feature glowing oak floors, including a primary suite with a walk-in closet. Complete with an updated full bath, and partially finished lower level, this well-loved home is a true Pittsfield gem.


42 Photos
LAMACCHIA REALTY, INC
$419,000
4 BD | 3 BA
Residential - Single Family

Proudly offered for the first time, this well-cared-for one-owner Colonial is set in a highly desirable neighborhood on corner lot. Offering 4 spacious bedrooms and 2.5 baths, the home features gleaming hardwood floors and a classic, timeless layout ideal for both everyday living and entertaining. Step outside to a large, lush backyard perfect for relaxing, play, or gatherings. Thoughtfully maintained over the years, this home combines warmth, space, and location, presenting a wonderful opportunity to enjoy a true neighborhood setting in a home that has been genuinely loved. Natural gas, multi zoned heating, and underground utilities.


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.


16 Photos
DALTON TOWN & COUNTRY ASSOC, INC
$425,000
4 BD | 2 BA
Residential - Single Family

4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement.Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities


26 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$425,000
2 BD | 2 BA
Residential - Condo/Townhouse

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.


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.

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