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33 Photos
ENGEL & VOLKERS WELLESLEY
$395,000
3 BD | 2 BA
Residential - Single Family

Impeccably kept Ranch home including additional wooded lot on a quiet paved road less traveled bordering state lands. Nicely finished, open and light filled kitchen, dining and living room boasting long range views of our states highest peak, Mount Greylock. No better way to watch the color pallets of the Berkshires than from the expansive deck overlooking the sprawling yard and distant views. Primary bedroom suite to the northeast and two guest bedrooms with separate full bath to the southwest affording privacy with functionality in its flow. Beautiful grounds for outdoor entertaining, or stargazing by the fire. Spectacular shed / workshop with overhead garage door. Don't forget the additional lot for expanded compound or ADU if desired. Close to all Berkshire County attractions!


25 Photos
BURNHAM GOLD REAL ESTATE, LLC
$395,000
3 BD | 2 BA
Residential - Condo/Townhouse

Enjoy easy living at the beautiful Greylock Village. This bright and beautifully maintained 3-bedroom, 2-bath condominium offers a thoughtfully designed floor plan with abundant natural light throughout. The main living area features a wood burning fireplace and cathedral ceilings which create an open and inviting space perfect for everyday living and entertaining. The living room opens through a sliding glass door to a private rear deck, providing a peaceful spot to relax and enjoy the surroundings. A first-floor bedroom and full bath offer flexibility and convenience for guests, one-level living, or a home office.This move-in-ready home has been well cared for and thoughtfully updated, including replacement windows, added roof insulation, new flooring and a 4 year old furnace.


47 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$398,500
3 BD | 2 BA
Residential - Single Family

Pride of ownership shines throughout this beautifully updated ranch situated on a corner lot in a walkable, sought-after neighborhood, close to bike trails, hiking and shopping. This well maintained 3-bedroom, 2 full bath home features central air, a bright modern kitchen with Instaview refrigerator, double oven, 2 filtered water sites and a spacious dining area with cathedral ceiling. The beautifully renovated main bath features a spa style rain shower with dual heads, heated fan, tiled flooring and generous storage. This home offers hardwood floors and cedar closets throughout its comfortable, well-designed space.The private backyard features a pebble epoxy finished patio, a convenient electric awning and a charming stone fire pit for cool evenings, and entertaining


33 Photos
WILLIAM RAVEIS - BERKSHIRE
$399,000
3 BD | 2 BA
Residential - Single Family

This lovely antique home is ready for its next chapter. Located close to downtown Great Barrington on over 2 acres, this property has mature perennial gardens and flowering trees galore. The home itself has a great layout and strong bones but will take imagination and work to make it into the dream home it deserves to be. An amazing opportunity in a beautiful location. House being sold as is.


24 Photos
ZOE MELISSA HIRSCH REAL ESTATE
$399,000
6 BD | 3 BA
Residential - Single Family

This renovated former storefront offers a rare blend of historic charm and modern flexibility. Currently used as a single-family home, this legal 3-family property is a prime investment opportunity.The Living Spaces: Apt #1 (Garden Level): 3-bed, 1-bath with laundry and private side deck. Apt #2 (2nd Level): Configured as a 2-bedroom; original kitchen plumbing/electric remain for easy reconversion. Apt #3 (Studio): Efficient space with kitchenette and washer/dryer.Outbuildings & Grounds: Storefront: 500 sq. ft. street-level space with private entrance. The Barn: 2-car garage with historic flair. Outdoors: Larg e deck overlooking Otis Ridge, plus a chicken coop and gardens. Bonus Lot: Includes an extra lot for ample parking or gardening.


20 Photos
COMPASS MASSACHUSETTS , LLC GB
$399,000
1 BD | 1 BA
Residential - Single Family

This recently renovated cottage, set on 4 woodland acres in beautiful Monterey enjoys close proximity to Lake Garfield, for boating and swimming, and plentiful hiking trails throughout the town. With 750 square feet of bright, clean, efficient living space, and a large detached garage, the cottage is the perfect Berkshires getaway. Recent upgrades include a spacious deck, interior painting, a refurbished bath and partially fenced back yard. Truly a little gem in the woods! Offered fully furnished. Move in for the Summer!


42 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$399,000
3 BD | 2 BA
Residential - Single Family

Charming rustic 3-bedroom, 1.5-bath home located on a picturesque country road in the Village of Southfield. Full of character and warmth, this inviting property offers a peaceful setting just minutes from the Southfield Store. With both residential and commercial zoning, it presents a unique opportunity for a primary residence, home-based business, or investment. Enjoy the charm of country living with the flexibility to suit a variety of needs in one of the area's most desirable village locations. There is also a huge garage on the property.


32 Photos
Lamacchia Realty, Inc. - North Adams
$399,000
3 BD | 2 BA
Residential - Single Family

Classic Clarksburg Cape on 2.4 Acres - A Home Everyone Knows and Admires Welcome to one of Clarksburg's most recognized properties. Lovingly maintained by its original owner, this classic Cape sits on 2.4 acres of level land in a desirable location that offers the perfect balance of privacy, nature, and convenience. This spacious home features three bedrooms, one and a half baths, hardwood floors, generously sized rooms, a one car garage, and a convenient breezeway connecting home and garage. Step outside to a large rear deck overlooking your private backyard oasis, complete with outbuildings and plenty of open space for gardening, recreation, pets, or simply enjoying the peaceful surroundings....see more


27 Photos
BISHOP WEST REAL ESTATE
$399,000
3 BD | 3 BA
Residential - Single Family

Get ready to relax in the Berkshires in your new condo with big windows, high ceilings, plus brand new boiler & A/C! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. And, at an approximately two and 1/2 hours from Boston or NYC, your location can't be beat. Come experience worry free living while the condo cuts your grass in the summer, or plows your driveway while you're up here to ski. 9 Stanley is simply country living at it's best! It's all here for you to see!


31 Photos
STONE HOUSE PROPERTIES, LLC
$399,000
2 BD | 2 BA
Residential - Single Family

Well-maintained 2-bedroom, 2-bath ranch offering easy one-floor living with potential for a 3rd bedroom in the partially finished lower level. Features include a spacious living room with bay window, first-floor laundry, radiant floor heat, oversized bedroom closets, and abundant storage throughout. Enjoy front and rear decks, with a full awning and under-deck storage. Attached garage plus two detached garages, including an insulated, heated 30' x 40' workshop/commercial space and an additional heated garage with electricity. Situated on nearly an acre in a quiet neighborhood with easy access to Albany, Bennington, Pittsfield, and Vermont. Ideal for home-based businesses, hobbyists, or extra storage.


38 Photos
MORESI REAL ESTATE PARTNERS

Located in the historic Monument Square, this unique mixed-use property offers a rare opportunity to own a building listed on the National Register of Historic Places. Rich in historic character and architectural charm, the property provides flexible space suitable for a variety of commercial uses on the main level with additional space above for residential, office, or creative use. Its convenient location offers easy access to downtown amenities and restaurants, making it ideal for investors or owner-occupants seeking a distinctive property with both character and versatility. A true blend of history, opportunity, and location.


25 Photos
REAL BROKER
$399,000
3 BD | 2 BA
Residential - Single Family

Welcome home to this move-in ready Becket ranch, set back from the road on nearly an acre and surrounded by a park-like, fully fenced setting. Designed for easy one-level living, this inviting home offers 3 bedrooms, 2 full baths, gleaming wood floors, and an updated eat-in kitchen with direct access to the back deck, perfect for everyday living and entertaining. Relax on the covered front porch, enjoy the spacious yard, or take advantage of the oversized attached 2-car garage with plenty of room for storage. Conveniently located just minutes from Jacob's Pillow, the Mass Pike, Lee Premium Outlets, and all the Berkshires have to offer. Whether you're looking for a year-round home or a Berkshires getaway, 2305 Jacobs Ladder Road is ready to welcome you home!


50 Photos
PAULA MCLEAN REALTORS INC.
$399,000
2 BD | 2 BA
Residential - Condo/Townhouse

Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening breezes. The flexible floor plan allows you to choose between 2 or 3 bedrooms to best fit your needs - perfect for guests, an office, or extra sleeping space. Two stylish full bathrooms ensure everyone has plenty of space and comfort. Nestled in Stockbridge, you'll have easy access to all the charm and amenities the area has to offer, with nature at your doorstep. Offered fully furnished.


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

Welcome to 13149 NY 22, Canaan, NY 12029 a beautifully updated 3 bedroom, 1.5 bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient single level layout provides comfortable flow between the bright living spaces and the three well sized bedrooms. Recent improvements include a brand new roof, ensuring years of worry free ownership. An attached heated two car garage adds convenience and storage, while the expansive yard gives you plenty of room to garden, relax, or simply enjoy the quiet surroundings.


25 Photos
FAIRGROUND REAL ESTATE, INC
$399,900
2 BD | 2 BA
Residential - Single Family

With a Passing Title V, Country cottage perched atop 3.6 acres in the charming village of South Egremont. This property is set back off the road and offers privacy. The walkout lower level boasts a stone fireplace rec area/ den and garage access. The second floor has 2 bedrooms and a bath as well as living room with fireplace.


4 Photos
BISHOP WEST REAL ESTATE
$399,900
3 BD | 2 BA
Residential - Single Family

To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath, while two additional bedrooms provide flexibility for guests or a home office. Enjoy a 10' x 10' pressure-treated deck, perfect for relaxing or entertaining. Photos, pricing, and layouts are for display only and may include upgrades. Final specs subject to change. Buyers may select colors and most finishes. Standard finishes included in pricing.


4 Photos
BISHOP WEST REAL ESTATE
$399,900
3 BD | 2 BA
Residential - Single Family

To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath, while two additional bedrooms provide flexibility for guests or a home office. Enjoy a 10' x 10' pressure-treated deck, perfect for relaxing or entertaining. Photos, pricing, and layouts are for display only and may include upgrades. Final specs subject to change. Buyers may select colors and most finishes. Standard finishes included in pricing.


4 Photos
BISHOP WEST REAL ESTATE
$399,900
3 BD | 2 BA
Residential - Single Family

To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath, while two additional bedrooms provide flexibility for guests or a home office. Enjoy a 10' x 10' pressure-treated deck, perfect for relaxing or entertaining. Photos, pricing, and layouts are for display only and may include upgrades. Final specs subject to change. Buyers may select colors and most finishes. Standard finishes included in pricing.


40 Photos
413 REAL ESTATE
$399,900
4 BD | 3 BA
Residential - Single Family

Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible space for recreation, a home office, or storage. Recent updates include newer carpeting and a newer roof, offering a solid foundation for future improvements. Outside, enjoy a fenced backyard with a deck. While the home could benefit from some TLC and cosmetic updates, it presents an excellent opportunity to build equity and customize to your taste in a prime location.


15 Photos
ASHMERE REALTY, INC.
$399,900
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

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