Lenox Classified Ad Listings

Pittsfield, MA is offering a variety of buses for sale by public online auction. These items are being sold AS IS / WHERE IS. Available items include, but are not limited to: 21 Lots: 2015 Freightliner B2 Bus Chassis These items are up for auction now and their end times are on 9/14/26 between 6:00 PM EST and 8:00 PM EST. GovDeals is an Online Auction - Auction Ends 9/14/26. To see full det...

14 Stockbridge Ave. **NEW ROOF TO BE INSTALLED ON HOUSE and GARAGE PRIOR TO CLOSING*** Set on a quaint, centrally located side street, this inviting 1,593 sq. ft. Cape offers the perfect blend of timeless character and flexible living space. The layout features 2 to 3 bedrooms, including a main-floor bedroom or home office alongside a convenient full bath on the main level. Upstairs, you will f...

554 Main St. 3.21 Acres - Two Garages plus a Full Walkout Basement! This beautifully maintained 1,900 sq. ft. ranch offers comfortable single-level living with a bright, open floor plan and plenty of natural light. An inviting kitchen features marble countertops, while beautiful hardwood floors and a custom fireplace add warmth and character throughout. The spacious walkout basement includes a ...

181 New Lenox Rd. Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath Retreat The bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on sec...

3664 Jacobs Ladder Rd. Enjoy life on Greenwater Pond in the Berkshires! The views, boating, fishing or just relax and at the end of the day watch the beautiful sunsets all from your little piece of lakefront heaven. I'll let the pictures speak for themselves. This property features a cottage with 3 Bedrooms,eat-in Kitchen and 1 full bath, a large barn and storage shed. Just about a 4 mile trip ...

349 Old Stockbridge Rd. A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90+/- acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams and Warren in an Elizabethan/Jacobean Revival style. The original mansion remains at the heart of the property, surround...

10 Berkshire Heights Rd. Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, 4+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or pr...

201 Chanterwood Rd. Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, elevated views for all 4 seasons that will leave you speechless; particularly in Autumn, when views in the Berkshires explode with color. A 4th oversized garage below the house is the perfect place for all of your toys. Inside, ...

1760 Route 9. Idyllic Berkshire living on 3 open acres with views of Mt. Greylock and no close neighbors! This 3-bedroom ranch offers easy single-level living with hardwood floors, a spacious eat-in kitchen with new appliances, and a striking floor-to-ceiling stone fireplace that gives the home so much character. Outside, the property is made to be enjoyed, with a newer deck, raised garden beds...

12 South St. Property on corner of busy 4 way stoplight in the heart of town with 256 ft of frontage. High visibility and high traffic count: 11,777 on average. Multi-zoned for multiple different uses and possibilities. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.

L45 Jacobs Ladder Rd. Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you...

293 New Marlborough-Sandisfield Rd. Just beyond New Marlborough Village this architectural gem showcases 5,653 square feet of superior craftsmanship along the Umpachene River. Built in 1989, this 5-bedroom home was designed by internationally renowned architect Paul Bierman-Lytle, a pioneer in sustainable development and healthy home design known for championing non-toxic climate adaptive build...

54 New Hartford Rd. Brand new, never occupied, pristine new build on over 4 acres in beautiful Sandisfield. This home was built with a keen eye for detail and a focus on beautiful finishes and materials that harmonize with the landscape. Bright, airy, and filled with positive energy, the space invites you in and makes you feel right at home. There are soaring ceilings in the great room and a co...

Color: Black. Coat: Bicolor. Born: 03/25/26 - 6 months. Rosie Von BridleWoof Rosie was withheld from this March 25, 2026 exceptional litter for foundational training. She is crate trained, house trained and well socialized! A silent phantom, her copper markings will continue to emerge over time, gradually revealing a beautifully understated phantom pattern. She has a gentle, deeply connected na...

Seneca Dr. Enjoy lake living on your own two acres as part of the Indian Lake association! This private resort community was established in 1980. Within the boundaries of the 676 acre paradise you'll find a private lake with swimming beaches, canoe/kayak storage, a nature pond, tennis courts, and quiet, unpaved country roads.

880 East St Apt 1A. Enjoy light filled living in this prime end unit at beautiful October Mountain. ''Gateway to the Berkshires'', Lee, Ma. Open concept living and dining area features a two-sided wood burning fireplace shared with a vaulted family room, where skylights add to the abundant natural light throughout the home. Mini splits provide heating and cooling for year-round comfort. First f...

11 Hawthorne Rd. The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur...

80 Taconic Ave Apt 12. ''ON THE HILL'' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling and fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee...

369 E Harbor Rd. OPEN HOUSE: SUNDAY 10/25 rom 11:30-12:30 PM Welcome to your own private slice of the Berkshires! Nestled on 3.09 picturesque acres in the town of Cheshire, MA where taxes are low and land is beautiful. This beautifully maintained 3- bedroom, 2 bath home offers the perfect blend of comfort, privacy and natural beauty. From the moment you arrive, you'll appreciate the pride of ow...

6 Willard Hill Rd. Fabulous historic church. Located in the Stockbridge hamlet of Interlaken. Quiet and exclusive neighborhood just off Rt.183. Stylishly decorated by a renowned architect and designer. High ceilings, huge windows, and mahogany fittings. Beautifully restored kitchen with many original details. Marble topped sink/counter. Walk through to the magnificent living area to step back i...