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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
PAULA MCLEAN REALTORS INC.
$445,000
2 BD | 3 BA
Residential - Single Family

Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom for ultimate comfort and privacy. Outside a 2 car garage great for snow days or storing an old vintage car! Ideally located close to Tanglewood, Ventfort Hall, Bousquet Mountain & Sport, The Colonial Theatre as well as wonderful restaurants, cafes, and shopping. A little something for everyone.


40 Photos
NOCHER REALTY
$449,000
3 BD | 2 BA
Residential - Single Family

Stunning Updated Colonial on Private Cul-De-SacWelcome home to this meticulously maintained 3-bedroom, 2-full bathroom Colonial, perfectly situated on a quiet cul-de-sac. This home seamlessly blends classic charm with a long list of modern, high-value upgrades.Step inside to find gleaming hardwood floors throughout the entire home. The heart of the house is a beautiful chef's kitchen featuring rich cherry cabinetry, elegant granite countertops, and plenty of prep space. The floor plan flows into spacious, sun-drenched bedrooms, all serviced by central A/C for year-round comfort.Rest easy knowing almost every major component has been recently updated. The exterior boasts brand-new vinyl siding with a whole-house insulation wrap, a newer roof, and a striking stone-faced chimney.


35 Photos
LAMACCHIA REALTY, INC
$450,000
4 BD | 3 BA
Residential - Single Family

Beautifully renovated home with plenty of space for everyone. This home offers 4 bedrooms, 2.5 baths, and a huge yard. Fully finished walkout basement adds another living room, 1/2 bath, and 4th bedroom. There is no sign yet on the property. The sale of this property is contingent upon the seller closing on their next home which is already under contract and scheduled to close on or before April 16th, 2026. Ring camera on the property.


30 Photos
JIMINY REALTY
$509,000
2 BD | 3 BA
Residential - Condo/Townhouse

New to the market a large end unit in Mountainside Hemlock Village a 2+ bedrooms (sleeping loft) 3 full bathrooms on 3 levels of living. This end unit has lots of windows and space for the larger family. Park your car right out front and walk into your ski vacation condo. Great rental history if you decide you want to rent. The condo is sold fully furnished and is turnkey. Great location on lower mountainside. Just walk over to the slopes. This will not last long...


4 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$525,000
4 BD | 3 BA
Residential - Single Family

Build to suit. This new construction modular home offers an open concept kitchen, dining & living room space, The home features grand, open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 4 bedrooms 3 baths. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.


70 Photos
MOCKINGBIRD REAL ESTATE
$525,900
6 BD | 3 BA
Residential - Single Family

Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home.


49 Photos
MACCARO REAL ESTATE
$527,000
4 BD | 3 BA
Residential - Single Family

Welcome to this beautifully renovated raised ranch located in a highly desirable neighborhood with convenient access to city amenities and cultural attractions. Thoughtfully updated from top to bottom, this home is move in ready offering the perfect blend of style, comfort and flexibility for the Berkshire lifestyle. The open floor plan showcases new engineered wood flooring and a beautiful kitchen designed for gathering, featuring cherry cabinets, stainless appliances and a wonderful large island with butcher block counter and breakfast bar. The main living area is spacious and inviting, centered around the woodburning fireplace. Three bedrooms & two baths on the main floor including a large primary bedroom and primary bathroom. Fully finished in-law space.


1 Photos
DALTON TOWN & COUNTRY ASSOC, INC
$539,900
14 BD | 7 BA
Multi-Family

Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities


55 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$539,900
3 BD | 3 BA
Residential - Single Family

Berkshire Beauty set on quiet cul de sac near open protected land. Meticulously cared for, topped with a new 2024 roof so step onto the covered front porch and see: an open floor plan with comfortable spaces, start with the gracious and spacious kitchen centering the home's joy of cooking and entertaining. Finished with maple cabinetry topped with granite counters, stainless appliances and a Viking gas stove to prepare custom cuisine day after day. An abundance of cabinetry fitting for a baker with farm to table food: fresh eggs and vegetables at historic Brattle Farm just up the road. Open living dining area concept offers bar seating for a quick bite, a cozy nook for afternoon snacks, quiet reading or knitting with local Tunis yarn and view afternoon sunsets on the west facing porch.


49 Photos
PAULA MCLEAN REALTORS INC.
$559,000
3 BD | 3 BA
Residential - Condo/Townhouse

Experience relaxed lakefront living at the sought-after Lakecrest Condominiums on beautiful Pontoosuc Lake. This inviting home offers a first-floor primary suite with a curb less shower, a fully updated cherry cabinet kitchen with wine fridge and updated guest baths. Enjoy this light filled move-in ready end unit with expanded deck providing a private oasis. It is the perfect blend of comfort, recreation, and scenic surroundings in one of Pittsfield's premier waterfront communities. Residents of Lakecrest enjoy an exceptional lifestyle with outstanding community amenities, including a sparkling in-ground pool, tennis and pickleball courts, and a welcoming clubhouse featuring a fully equipped fitness center -- ideal for both relaxation and staying active year-round


56 Photos
STONE HOUSE PROPERTIES, LLC
$590,000
4 BD | 3 BA
Residential - Single Family

Set on 3 private, beautifully landscaped acres in the heart of Richmond, Massachusetts, 1772 Swamp Road offers a wonderful blend of space, comfort, and opportunity. This 4-bedroom, 2.5-bath home features a flexible floor plan, solid construction, and recent improvements including newly exposed hardwood floors and a thoughtful interior refresh that enhances the home's warmth and character.Additional updates in all the right places include a newer furnace, metal roof, and whole-house generator, providing peace of mind while allowing room to personalize. Inside, the bright and spacious layout offers multiple living areas ideal for everyday living, entertaining, or working from home. The large living room features a propane insert, while a second wood-burning fireplace in the


43 Photos
FAIRGROUND REAL ESTATE
$600,000
3 BD | 2 BA
Residential - Single Family

WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO SHOPPING, RESTAURANTS, AND ENTERTAINMENT ARE JUST WALKING DISTANCE TO ONE OF NEW ENGLAND'S BEST DOWNTOWN AREAS.THIS OPEN CONCEPTED HOME OFFERS GREAT NATURAL LIGHT AND THE ABILITY AND OPPORTUNITY TO COMMUNE AND ENTERTAIN.THREE BEDROOMS- MAIN BEDROOM OFFERS EN SUITE FULL BATHROOM. ADJACENT IS A GOOD-SIZED BEDROOM WITH CLOSET AND SKYLIGHT. ACROSS THE HALL IS A FULL BATHROOM WITH LAUNDRY FACILITIES. THE THIRD BEDROOM IS HUGE WITH LOFT AREA WHICH COULD EASILY DOUBLE AS A DEN, STUDY, TV ROOM OR MEDITATION AREA.


47 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$650,000
5 BD | 4 BA
Residential - Single Family

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an open concept kitchen and family room with cathedral ceilings, where sliders lead seamlessly to a large rear deck overlooking a spacious, flat, and fenced backyard; ideal for gatherings, play, or quiet relaxation amid mature landscaping and beautiful gardens.


57 Photos
LAMACCHIA REALTY, INC
$650,000
4 BD | 2 BA
Residential - Single Family

Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample storage, seamlessly connecting to the dining area. Enjoy the convenience of 2 well-appointed bathrooms and generously sized bedrooms, perfect for family and guests.Outside, the expansive yard offers endless possibilities for outdoor activities, gardening, or simply enjoying nature.Meticulously maintained and set in a peaceful setting, this home is a true gem just waiting for you to make it your own!


90 Photos
STONE HOUSE PROPERTIES, LLC
$670,000
4 BD | 4 BA
Residential - Single Family

Sprawling and estate-like, this expansive home is set on 2.4 private acres with a full acre of manicured grounds. Designed to appear as a ranch from the road, the home offers highly desirable one-level living with a renovated second floor for added flexibility.The dramatic living room features a striking Goshen stone fireplace wall and opens to a sunken conversation pit--an architectural showpiece ideal for entertaining. Two additional fireplaces warm the dining room and finished lower level, while a bright three season sunroom connects seamlessly to nature.Two generously sized first-floor primary bedrooms are connected by a spacious spa-like bath with radiant heated floors, large walk-in shower, and jet tub. This flexible layout


7 Photos
BISHOP WEST REAL ESTATE
$809,900
3 BD | 2 BA
Residential - Single Family

To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private well, 3-bed septic design, and underground electric. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.


11 Photos
BISHOP WEST REAL ESTATE
$839,900
3 BD | 2 BA
Residential - Single Family

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed private well, perc test/soil evaluation complete, and underground electric in place. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.


59 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$888,800
3 BD | 3 BA
Residential - Single Family

Berkshires Luxury & New Lakeside Living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sunfilled spaces. This floorplan features open floor plan capturing lakeviews from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is ready for you to live and enjoy the Berkshires at it's best now. Expansive gourmet kitchen topped with quartz quality counters, stainless appliances, breakfast bar and oversized walk-in pantry. Dining room flows to living room with sliders leading to a glorious continuous wrap-around upper level deck. Custom wire railings enhance views and is oversized for outside dining and chaise lounging.


65 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$895,000
5 BD | 3 BA
Residential - Condo/Townhouse

Immaculate 4800 square foot, 5BR, 4 full bath jewel located at arguably the finest condominium community in The Berkshires. Enjoy looking at spectacular foliage with private panoramic wooded views and open space from the magnificent all seasons room, great room and primary suite. The garden level features a full kitchen as well as a screened in porch. The Buterus furnace system powers baseboard heating/3 zone HVAC. The home has a water filter and water softening system. The oversized garage has a washable neoprene rubber surface and two full car mats. There is an attached workshop and stairwell to a spacious attic. SMF is surrounded by mature landscaping an offers the following amenities: pickleball, tennis, swimming pool, basketball, fitness center, clubhouse and library.

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