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$699,900
4 Beds 3 Baths 73553438 MLS
Enjoy comfort, space, and privacy in this custom 8-room post and beam home set on 25.3 scenic acres. The property features 2½ bathrooms, Bruce hardwood floors, first-floor laundry, and a spacious living room with high ceilings and a pellet fireplace. The partially finished basement adds living space with a family room, wood-burning fireplace, and bar area. An oversized two-car garage provides added convenience and storage above. Outside, you’ll find a15x26 in-ground pool with pavilion, 3 storage sheds, a 24’ x 20’ barn, a large rear wooden deck, and a front Trex deck. The acreage offers excellent privacy and plenty of room for recreation, gardening, animals, equipment storage, or hobby farming. Whether you’re looking for a peaceful country retreat or a property with room to grow, this estate offers a rare opportunity to own acreage, outbuildings, a pool, and generous living space.

200 Peru Rd, Windsor

$415,000
3 Beds 3 Baths 73545078 MLS
Modern ranch home perched high above North Street offering views to the east and bordering the approximate 370,000 acre Appalachian trail on two sides! Enjoy direct access for hiking right off your property! Offering 3 bedrooms, 3 full baths and extremely nice mechanicals updated in recent years. The lower level consists of a one bay garage/storage area and a beautiful in-law accommodations. The location is ideal and convenient to all things Berkshire County from cultural, restaurants and attractions with Williamstown / North Adams only 10-16 miles to the north and Tanglewood in Lenox roughly 19 miles to the south. Fishing and boating in Cheshire Lake or Pontoosuc Lake and Jiminy Peak Ski resort within a short drive. Showings begin July 11th at 1pm,.

335 North St, Cheshire

$425,000
4 Beds 3 Baths 73547523 MLS
This is a ''niche home'' in a ''niche location'' so the seller's have lowered their price to bring in more buyers! Come check out this spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game nights, or hosting large events. Bright, open kitchen has pasture views, a gas stove and white cabinets! Heated enclosed front porch is perfect for the entry catch all space! The house is set nicely back from the road with a 3 car detached garage and a circular driveway. Central Berkshire Schools. Windsor residents receive Notchview passes for cross country skiing - and it's right out your back door!

2241 Route 9, Windsor

$595,000
3 Beds 3 Baths 73545052 MLS
Impeccably maintained contemporary home set on four manicured acres bordering Massachusetts Fish and Game conservation lands and surrounded by approximately 4,500 acres of protected land in Hinsdale. Enjoy a private, serene setting just 1.6 miles from 287-acre Ashmere Lake. Inside, open entertaining spaces blend seamlessly with quiet retreats. The main level features a designer kitchen with granite countertops, Wolf range, and breakfast bar flowing into the dining area. A light-filled great room with gas fireplace offers year-round comfort, while a three-season screened porch and expansive decks invite outdoor dining. Three bedrooms include a first-floor primary suite with attached office or reading room. Additional highlights include 2.5 baths, laundry room, oversized two-car garage, and a massive basement with workbench and abundant storage. Just 30 minutes to Tanglewood, under 3 hours to Boston, and just over 3 hours to Manhattan.

500 Creamery Rd, Hinsdale

$220,000
7 Beds 3 Baths 73538546 MLS
Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a 1st of coat of paint. Originally intended to be converted into townhouses and sold separately, the owner's plans have changed, creating an exciting opportunity to customize a property to their needs. One unit offers 4 bedrooms and 1.5 baths, while the second features 3 bedrooms and 1.5 baths. Both units include private enclosed front porches, open rear porches, and spacious layouts ready to be transformed. The walkout basement opens to the backyard and offers additional possibilities. Whether you're looking to create income-producing rentals, pursue a townhouse conversion, or design your dream multi-generational property, this diamond in the rough is packed with potential.

27 Daniels Ave, Pittsfield

$1,100,000
4 Beds 3 Baths 73531374 MLS
EXCEPTIONAL WATERFRONT RETREAT ON TRANQUIL HAYES POND!Nestled on over 3 private acres w/an extraordinary 650 feet of frontage on Hayes Pond,this exceptional waterfront retreat offers sweeping elevated views,a private dock, sandy beach, & direct access to swimming, kayaking, & fishing.Designed to embrace its stunning natural setting,the home features expansive windows & multiple outdoor living spaces, including a wraparound deck, waterside gazebo, & screened porch w/hot tub connection--perfect for entertaining or relaxing in every season.The bright open-concept interior includes 4 bedrooms & 3 full baths,highlighted by a dramatic great room w/ knotty pine ceilings,a wood-burning stove w/stone hearth, & direct deck access overlooking the water.The spacious primary suite also opens to the deck & features its own and features its own wood-burning stove & en suite bath.The walkout lower level offers additional living space w/ a family room,full bath,& two and two bedrooms ideal for guests.

13 Hayes Pond Rd, Otis

$697,000
3 Beds 3 Baths 73529365 MLS
Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot flanked by a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a spacious family room addition, an office and a full bath with a lovely soaking tub, and a powder room. The second level has three more bedrooms and a full bath. Warm wood-paneled walls crafted from timber harvested on the property add distinctive character throughout. An oversized garage with workshop and upper level provides excellent storage or hobby space, complemented by a barn & shed. Ideally located minutes from all that the Berkshires has to offer. A special home built with craftsmanship and a whole lot of love.

138 Hillsdale Rd, Egremont

$1,450,000
3 Beds 3 Baths 73527324 MLS
Discover an extraordinary lakefront opportunity on Otis Reservoir featuring a combination of amenities rarely found in a single package. Combined with the lower lot, enjoy 62 feet of direct waterfront, a super rare grandfathered boathouse dock with electricity and electric lift, a waterfront bathhouse with living room, heated garage, dedicated hot tub room with fireplace, and a floor plan designed to capture stunning lake views from nearly every room. Perfect for entertaining, the home offers a spacious updated kitchen, multiple living areas, separate driveways with ample off-street parking, and two storage sheds for all your lake and seasonal gear. Extensively remodeled in 2021 with new heating and cooling systems, on-demand hot water, and a beautiful kitchen featuring stacked cabinetry, full-slab quartz countertop island, stainless steel appliances, and a gas range. The walk out basement provides easy access to the outside as well. Sold fully furnished and ready to enjoy from day one

347 Pine Rd, Otis

$660,000
5 Beds 3 Baths 73522628 MLS
Tucked away on a serene & private lot just minutes from the sparkling waters of Otis Reservoir, this stunningly renovated 5-bedroom, 3-bath Colonial offers the perfect blend of luxury, comfort, and natural beauty. Designed for both elegant entertaining and everyday living, the heart of the home is the spectacular chef’s kitchen featuring quartz countertops, abundant cabinetry, and refined finishes throughout. The thoughtfully designed 1st flr offers a formal living room, sophisticated dining area, two spacious bedrooms, and a beautifully updated full bath — ideal for guests or flexible living arrangements. Upstairs, retreat to the luxurious primary suite complete with a private ensuite bath, along with two additional generously sized bedrooms and a third full bath. Surrounded by peaceful nature views, trails and exceptional privacy, this remarkable property is a rare opportunity to enjoy upscale living in a tranquil setting to enjoy all the beauty the Berkshires have to offer.

23 Old Blandford Road, Otis

$886,000
3 Beds 3 Baths 73521856 MLS
The spacious front porch featuring stone accents & classic white columns sets the tone for the elegance found throughout. Beautiful mahogany French entry doors create a warm & timeless first impression & you'll immediately appreciate a captivating features: an uninterrupted view extending through the dramatic open living space & to a 2nd set of French doors to the covered rear deck ~ a perfect place for morning coffee, quiet conversations & relaxing evenings! The foyer showcases illuminated niches offering a sophisticated first impression & space to display artwork, collections, or decorative touches. The Living room is highlighted by a gas fireplace & soaring ceiling providing a remarkable sense of volume & light. The gourmet kitchen features a generous center island w/ seating, quality cabinetry, stainless appliances & a charming arched-entry pantry. The adjoining dining area is surrounded by windows. 1st floor laundry, spacious primary en suite. (all room sizes are approximate).

69 Elmore, Dalton

$419,900
4 Beds 3 Baths 73521367 MLS
Completely remodeled Berkshire retreat in the heart of Sandisfield, MA, offering modern comfort with timeless New England charm. If hiking is your thing, a few highlights in town are Mount Toby Trail as well as Sunderland Caves and Sugar Shack via Robert Frost Trail. along with the sound of nearby babbling brook! Renovations include a new septic system, new insulation, Buderus boiler and thoughtfully redesigned living spaces throughout. The stunning new kitchen features modern finishes and flows seamlessly into the main living areas, perfect for entertaining or quiet weekends away. Brand-new bathrooms include stylish walk-in showers, creating a spa-like feel. Convenience meets functionality with laundry located on every level of this home.

165 Sandisfield Rd, Sandisfield

$829,000
3 Beds 3 Baths 73503465 MLS
New Construction!! Three bedroom contemporary chalet to be built on a 17 acre portion of the 1800's E.B. Palmer farm. Two owners in a construction company partnership bought the property 20 years ago with the idea that each would build a personal home on the acreage. Life changed. Now semi retired, they are contracting with a builder of quality manufactured homes to build modern, efficient homes on the property. Marcy Road is a lightly populated, town maintained road 1.5 miles from Route 8. Easily accessed from NY, CT & the Mass Pike and convenient to many Berkshire attractions. The massive 2.5 acre Otis Town Beach on 300+ acre Big Pond is less than 5 miles away. The lot is forested with frontage on both sides of Dimmock Brook. Perc tests are schedule for as soon as conditions permit. The final survey will be completed soon after. Electric, phone and fiber optic are in place on the street. Please see the supplement for a description of the house.

Lot 1 Marcy Road, Otis

$2,750,000
2 Beds 3 Baths 73500698 MLS
Fabulous Estate Property with ponds, rushing streams, huge acreage and a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks both run through the property. The 2BR/2.5B home has lovely views of the pond and hills beyond, and was totally renovated to the highest standards in 2023 and 2024. Native stone fireplace, heart pine floors, new kitchen, baths, mahogany decks, outdoor shower, heating, windows & insulation. There is a large post & beam barn plus stone foundations from an earlier barn. The fishing is great and trails have been cleared for hiking and horseback riding. Total privacy with 4,000 feet of road frontage. Conveniently located near Tanglewood, Jacobs Pillow and most other Berkshire cultural attractions as well as state forests and wildlife management areas. New septic. Under 3 hrs. to NYC, 2.5 hrs. to Boston.

327 Chester Rd, Becket

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