Sandisfield Classified Ad Listings

11 Hawthorne. 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 wi...

102 Wells Rd. Be the first to live in this newly built split-entry home in Becket. Located in the Sherwood Forest community, it is just a few minute walk away from the private beach and lake. A private, fenced-in yard with gated access welcomes you on arrival. Exterior highlights include a deck overlooking serene wooded views and a covered patio below-perfect for outdoor entertaining. The main ...

1 Cornwall Dr. Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in bac...

316 Lake Shore Dr. Prime Location + Privacy + Fiber Internet at the Street A rare opportunity to build your Berkshire dream home on one of the largest lots ever offered in Otis Wood Lands - 3.029 acres of peaceful, gently rolling terrain in a premier location close to all community amenities. This property offers excellent privacy while keeping you just minutes from the lake, clubhouse, pool, t...

125 Chester Rd. WELCOME TO THE BERKSHIRES! Set on more than 8 picturesque acres, this beautifully renovated 4-bedroom, 2-bath Ranch offers the perfect combination of comfort, style, and country living. Completely updated in 2021, the home features an open floor plan with hardwood floors throughout, a stunning remodeled kitchen with granite countertops, stainless steel appliances, and a spacious...

165 Maple Ave. Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing ...

Impressive marble bust by the famous French sculptor, Felix Desruelles. F lix-Alexandre Desruelles was a French sculptor who was born in Valenciennes in 1865. He was runner up for the Prix de Rome in 1891, won the Prix national des Salons in 1897 and a gold medal at l'Exposition Universelle in 1900. He died in La Fl che in 1943.. Dimensions 15 W 10 D 17.5 H Styles French Realism Art Subjects Ot...

1 Crane Rd. Colonial style home featuring 8 rooms, 4 bedrooms and 2 bathrooms located on 6+ acre lot.. 4 Bedrooms. 2 Bathroom. 2151 ft

53 Church St. Sparkly clean and tastefully updated this professionally renovated home is ready for you. Brand new kitchen from top to bottom, cabinets, floors, and appliances. Unit also includes a Brand New Washer and Dryer for your convenience. This unit is also in walking distance to charming, historic downtown Collinsville with live outdoor music, farmers market in the summer and other villa...

78 Main St. Price Improved. Classic Dutch Colonial charm meets structural peace of mind at 78 Main St! Perfect for savvy buyers with vision, the major heavy-lifting is already done: features a brand-new roof (2025) and 23 new, oversized windows (under 3 years old) that flood the home with light. Inside, the kitchen is a gorgeous starting point with a beautiful new wood ceiling and custom floori...

707 Benton Hill Rd. Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bed...

6 Manitauk Hts. Just two miles from the center of Stockbridge, this beautiful four bedroom, three and a half bathroom home offers privacy, space and exceptional indoor outdoor living. The spacious primary suite features a large ensuite bath and separate his and her closets, and an additional closet with direct access to a full length deck shared access with the living room. The open floor plan ...

39 South St. SET ON A GENEROUS IN -TOWN PARCEL THIS 1850 VICTORIAN IS POISED FOR A MODERN TRANSFORMATION. THE RESIDENCE BEAUTIFULLY RETAINS ITS ORIGINAL STAIRCASE AND PERIOD DETAILS THROUGHOUT. HIGH CEILINGS AND EXPANSIVE WINDOWS ILLUMINATE THE MAIN ENTRY, LIVING AND DINING ROOMS, WHILE THREE FIREPLACES AND MULTIPLE PORCHES ADD TO THE TIMELESS CHARM. UPSTAIRS, THE SECOND FLOOR FEATURES FIVE BED...

Woodmere Rd Lot 87. Nestled within the serene and highly sought-after community of Becket Woods, this expansive 7.4-acre parcel offers a rare opportunity to build a custom dream home in the heart of the Berkshires. The Becket Woods community features beautiful beaver ponds, houses tucked in among trees, nature trails, and beautiful fall colors. This acreage is one of the larger lots in the comm...

31 E Hill Rd. Come check out this very well maintained longtime family home that offers a great cozy house with a beautiful big private back yard! House is move in ready and just needs a little cosmetics. A newly finished basement offering additional living space that has a big sliding door that walks right out into your back yard! Newer hot water heater, furnace and oil tank all within the las...

369 Pine Rd. Charming Cottage Near Otis Reservoir. Don't miss this well maintained 2 bedroom 1 bath cottage just a short walk to beautiful Otis Reservoir! This cozy getaway features 2 wood stoves for warm, rustic charm, a spacious deck for relaxing. This is the perfect spot for seasonal escapes or year round living. Sought after location!. 2 Bedrooms. 1 Bathroom. 964 ft

2-R Old Chester Rd. Motivated sellers! Move in in time to experience your holiday gatherings around a large 18th century cooking fireplace! Step back in time at this remarkable 1768 antique Colonial set on approximately 7 acres in scenic Blandford. Formerly the Baird Tavern, was the home for the family for many years and more recently it was used as a bed and breakfast. Rich with character and ...

254 Route 20. Single Family Home for sale in Chester, MA for $229,900 with 2 bedrooms and 1 full bath, 1 half bath. This 1,968 square foot home was built in 1850 on a lot size of 0.36.. Welcome to this historic Colonial home nestled in the center of Chester, offering charm and modern potential. Featuring 6 spacious rooms, including 3 generous bedrooms and 1.5 bathrooms, this home is ideal for L...

238 East St. This meticulously maintained 1900 farmhouse seamlessly blends timeless historic character with refined modern updates, creating a move-in ready retreat just minutes from the vibrant energy of downtown Great Barrington. Every corner of this classic three-bedroom, two-bathroom home reflects thoughtful care and craftsmanship, offering an ideal balance of warmth, functionality, and qui...

18 Cross To Canaan Valley Rd. Built in 2023, this beautifully appointed contemporary Colonial offers a fresh take on country living in a peaceful Southern Berkshire setting. Available unfurnished for a one-year lease, the home features four bedrooms and three-and-a-half baths, including a spacious first-floor primary suite. The light-filled, open floor plan is designed for comfortable everyday ...