Sort:


41 Photos
BISHOP WEST REAL ESTATE
$339,900
2 BD | 2 BA
Residential - Single Family

Enjoy easy one-level living in this ranch style home for under $340,000 located in desirable Lenox, just minutes from Tanglewood. This charming home features 2 bedrooms and 2 full bathrooms, including a spacious primary suite with its own ensuite bath, 2 functional closets, and direct access to the backyard. The tastefully renovated kitchen offers generous counter space and a conveniently located laundry closet. Outside, you'll find a nice-sized yard with distant mountain views, plus a garage and storage shed for all your extras. Efficient gas forced-air heat and AC adds year-round comfort, making this home an ideal full-time residence or Berkshire getaway.


35 Photos
COHEN & WHITE ASSOCIATES
$359,000
3 BD | 2 BA
Residential - Single Family

Welcome to this charming Canaan property offering the opportunity to enjoy the beauty and tranquility of Columbia County. This 3-bedroom, 1-bath home offers 1,142 square feet of living space with a classic character and a convenient 1½-story layout. The property provides a wonderful canvas for creating a comfortable full-time residence, weekend retreat, or investment opportunity. Located in the scenic Queechy area of Canaan, the home is close to the natural beauty and recreational opportunities of the region, including nearby Queechy Lake. With its established setting, manageable acreage, and desirable Columbia County location, 221 Old Queechy Road presents an excellent opportunity for buyers looking to put their own personal touch on this home. Take a look at this classic home!


51 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$489,900
3 BD | 3 BA
Residential - Single Family

Country Charmer set atop of Washington Mountain on 1.2 wooded acres offering privacy and a view for a four spacious bedroom, two-and-a-half bath cape style home and close to all city conveniences. Treetop views greet you at the front door with a picturesque view of distant Mount Greylock welcoming you home every day. Quality built one-owner home grounds you with gleaming hard wood floors and oversized windows surround you with the calming view. A gracious fireplaced living room frames the view with a statement picture window. Enjoy a formal dining room with custom built-ins and bay window filled with sunshine perfect for flourishing flowers and house plants. Cozy kitchen with counter space designed for cooking, serving, dining and family schedule planning with the built-in desk


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$699,900
4 BD | 3 BA
Residential - Single Family

Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peacefulness.


92 Photos
HARSCH ASSOCIATES
$1,599,000
4 BD | 3 BA
Residential - Single Family

Paradise Found! Exquisite Hidden Vermont Retreat. Follow the gravel road to the end and you will discover this amazing wonderfully protected and private home on 37 acres in the peaceful town of Stamford. The best of Vermont skiing, boating, hiking, winter and summer recreation as well as the shopping, dining, art, and culture of the Berkshires of Massachusetts are also just a short drive away. Stepping into the bright contemporary entry one is immediately impressed. The first floor includes a kitchenette, guest bedroom, large bedroom immaculately furnished for children, and full bath. The large utility room and oversized two car garage complete this level. Ascending to the second level the first impression is WOW.


69 Photos
Lamacchia Realty, Inc. - Dalton
$899,000
5 BD | 4 BA
Residential - Single Family

Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort. The stunning kitchen showcases rich maple cabinetry, a premium Viking range, dual refrigerators and exceptional workspace, perfectly suited for the discerning cook. The renovated primary bathroom evokes a true spa experience, blending luxury and serenity with timeless finishes. Every detail has been meticulously maintained, from the seamless indoor-outdoor flow to the expansive Trex decking ideal for al fresco gatherings.


11 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$264,900
4 BD | 3 BA
Multi-Family

Side-by-side two-family home renovated in the last few years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. The apartments have large enclosed back porches upstairs overlooking the yard. There is separate heat, hot water and electric: Unit 52 has natural gas heat while unit 50 has electric heat and hot water. There is a large backyard! Updated electrical and vinyl siding complete this great home. This is a convenient location, just a couple houses down from Durant Park, which has picnic tables, gazebo and playground; and a few minutes from downtown!


50 Photos
COHEN & WHITE ASSOCIATES
$625,000
3 BD | 3 BA
Residential - Single Family

Beautiful property in a bucolic setting with sprawling front flower gardens! The main floor boasts a first floor primary with en suite bath, open kitchen with fireplace, dining room with built ins and access to the oversized deck, great room with beautiful wood floors and doors that lead to the serene screened porch, cozy den with fireplace, office/flex space and half bath. The second level includes two guest bedrooms and a full bath with washer and dryer. Truly a special offering.


31 Photos
HELEN MULLANY REAL ESTATE, LLC
$925,000
3 BD | 3 BA
Residential - Single Family

Set on a beautiful, level one-acre lot and nestled behind handsome fencing & lush landscaping, this inviting home offers convenience, low-maintenance living, and outdoor enjoyment. The manageable interior layout is designed for easy living, while the expansive yard provides endless possibilities for gardening, recreation, play, pets & entertaining, or simply enjoying the peaceful surroundings. No remodel required, kitchen & baths pristine! You will appreciate the new blue stone walkway & gorgeous landscaping! The property is ideal as a full-time residence or weekend retreat. Generator, garage & screened porch! Easy access to major routes and convenient travel to and from New York City. Outdoor enthusiasts will love being just minutes from local skiing and year-round recreation.


7 Photos
BEST OF THE BERKSHIRES REALTY

Beautiful 12.1 acre parcel that has a gravel drive and cleared building site (cleared in 2024) and was perc approved for a 3 bedroom home in 2023. Remote location yet cell service works here. Beautiful views from the power company's easement location, the first of which is about 500 feet off Monroe Road. There are two power company easements on this property which goes back a long ways. Nice easy grade in the front with nice hardwood trees. Nice private spot for hunting or ATV riding or hiking. Build your mountain cabin or hunting camp here!


28 Photos
DONNA THOMAS REALTY
$89,900
2 BD | 2 BA
Residential - Mobile/Manufactured Homes

Step into this 2 bedroom, 2 full bath Mobile Home in a resident owned park. The open floor plan boasts an eat in Kitchen, that opens to a 22' Living Room with lots of Natural Light. A convenient Laundry area and utility room are a plus. Outside, you have a sitting porch,, covered Patio, and an attached storage Shed. An extra detached shed completes the picture for storage galore. Lot rent covers use of the Pool and use of the rec hall. Schedule your showing today!


82 Photos
COMPASS MASSACHUSETTS , LLC GB
$1,400,000
3 BD | 4 BA
Residential - Single Family

Set on a desirable tree-lined dead-end street in the heart of Lenox, this beautifully restored 1937 Cape blends timeless character with exceptional craftsmanship. Featured in Berkshire Magazine, the 3,740 sq. ft. home offers original heart pine floors, a wood-burning fireplace, and extensive updates including new plumbing, electrical, Pella windows, roof, and central AC. The three-level layout features 3 bedrooms, 4 full baths, two upper-level suites, and a finished lower level with a guest suite, office, and workshop. French doors open to a wraparound veranda overlooking Goshen stone terraces, fruit trees, and a fire pit. Enjoy sidewalk access to downtown, and Tanglewood is just minutes away.


42 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,495,000
5 BD | 5 BA
Residential - Single Family

Set on six picturesque acres in Stockbridge, this beautiful contemporary home offers privacy, comfort and stunning views. The thoughtfully designed layout features five bedrooms and 4.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, perfect for entertaining or everyday living. An oversized three-car garage and finished lower level provide ample storage, while expansive windows showcase the surrounding landscape. Available furnished. This exceptional property is move-in ready and an ideal Berkshire retreat.


23 Photos
BURNHAM GOLD REAL ESTATE, LLC
$119,900
3 BD | 2 BA
Residential - Mobile/Manufactured Homes

3-Bedroom Mobile Home in a Quiet Neighborhood Don't miss this well-maintained, beautifully updated mobile home offering 980 square feet of comfortable living space. This home features 3 bedrooms, 1½ bathrooms, and a newly remodeled kitchen with modern updates, like central air, making it move-in ready. Located in a quiet neighborhood, this home offers a peaceful setting while still being conveniently close to local amenities. Additional features include off-street parking and a storage shed, providing extra space for tools, lawn equipment, or seasonal items. Whether you're a first-time homebuyer, looking to downsize, or searching for an affordable place to call home, this property is a great opportunity. Contact us today to schedule a showing or for more information


24 Photos
BISHOP WEST REAL ESTATE
$349,900
3 BD | 2 BA
Residential - Single Family

Escape to your own private, wooded 2.36-acre sanctuary with this rare property that directly abuts protected Appalachian Trail land, giving you instant access to miles of world-class hiking, wildlife viewing, and pristine natural beauty right from your back door. Offering ultimate peace of mind, this home features a newer roof and newer windows, both complete with guarantees that protect your investment for years to come. The bright and welcoming 2,063 square foot interior blends classic country charm with a spacious, highly adaptable layout featuring three comfortable bedrooms, one and a half bathrooms, and classic wood flooring throughout. With two separate living areas, the home offers incredible flexibility for a media room, quiet reading den, or entertaining space, complemented