Nestled in the Berkshires, this historic, colonial home sits on 55 gorgeous pasture/meadow and woodland acres with beautiful mountain views, trails, private pond, babbling brooks, & a three story barn. With 1042.9 ft of frontage, the property holds endless possibilities for subdividing, or to be repurposed for your needs. The house, dating back to 1796, features many outstanding architectural details, including handcrafted cherry wood floors and woodwork, curved staircases, antique doorways, wide board floors, fireplaces, in harmonious combination with many modern updates, efficient windows, as well as a spacious wing which could serve as an in-law apartment or a private haven for visiting family and friends. Just miles away from Jiminy Peak Resort and Ski Area, Taconic Golf Club,

Unique opportunity at Fox Hollow - one condo, with two units!Downstairs Unit: the owner's unit has been updated and meticulously maintained, with a newer kitchen, central AC, custom closets, and a large and sunny deck. There are two large bedrooms with en-suite bathrooms, plus an additional smaller bedroom/office.Upstairs Unit: the second unit has 3-4 bedrooms, 2 full baths, a half bath with laundry, an open kitchen and dining area, and a sunny oversized living room.Fox Hollow: The location is convenient to all Berkshires amenities - 5 minutes to downtown Lenox and Stockbridge, and less than 10 minutes to Tanglewood. This condo provides private access with to Laurel Lake.

This impressive Victorian Mansion is a true masterpiece, blending timeless elegance with modern upgrades. Its stunning Italianate architecture features 7 exquisite marble fireplaces, intricate crown molding with acanthus leaf brackets, soaring 12-foot ceilings, grand floor-to-ceiling windows, and elegant Newel post lamps. The home boasts oversized master suites both upstairs and downstairs, each with luxurious master baths and their own marble fireplaces. Significant updates have been made to this home, including a partial roof replacement and re-coating of the rubberized sections. The heating system was fully upgraded with a new boiler, hot water tank, and thermostats, ensuring comfort throughout the home. Electrical updates provide peace of mind and efficiency. (see more remarks)

Classic Colonial transformed for today's living and entertainment. Excellent location just down from Butternut and 3 miles into the center of Great Barrington. House borders conservation land and boasts beautiful gardens, stone walls, fruit tree Orchard. This move in condition home features three en suite bedrooms and baths with radiant heat. Central A/C, spacious great room, Viking range, Sub Zero refrigerator, new dishwasher. Concrete pool, sun room with cathedral ceiling and skylights.

Discover this well maintained custom built, stunning 4 bedroom, 3.5 bath colonial home in the Berkshires. This home boasts a spacious bonus room with cathedral ceiling and gas fireplace, primary bedroom suite featuring a whirlpool tub and California closets. Many amenities including central air conditioning, alarm system, finished basement, enjoy summer leisure living with private inground pool. Oversized two car garage. 9 ft ceilings on the main floor,42 inch kitchen cabinets, beautiful cedar siding. close to major Berkshire cultural and recreational activities. This property also offers an adjacent building lot for purchase.

Positioned in the center of downtown Great Barrington, this stand-alone commercial building offers an opportunity for medical, professional, or retail use. Fully renovated in 2019, the property features modern systems and finishes while maintaining strong curb appeal along busy Rt 7. Inside, the space is clean and flexible - ideal for a medical office, wellness center, or customer-facing business. Large display windows, prominent signage, and dedicated off-street parking make this property stand out in a high-traffic area. The layout is efficient and adaptable, allowing for private offices, open work areas, or treatment rooms as needed. Surrounded by shops, restaurants, and other service-based businesses, this is a location that offers high visibility, accessibility, and long-term value.

The opportunity of a lifetime! Absolutely breathtaking 360 degree views from this singular hilltop property! Situated at the turn of Stratton and Blair Roads, adjacent to 80+ acres of conserved land and close by and with access to hundreds more which ascend the flank of Mount Greylock Reservation's Prospect Mountain, this incomparable parcel is available for public sale for the first time in generations. A lovely 3 bedroom Cape graces the 2.51 acres with charm as the extraordinary panorama unfolds before it. Sharing an expansive space overlooking the Taconic Range and the setting sun to the west, the living/dining room, warmed by woodburning fireplace, offers hardwood flooring, strap ceilings, a bay window, and built-in shelving and cabinet. Adjacent to the first floor primary bedroom is

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.

Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace which anchors the dining room on one side and a very alluring interior fire pit on the other. Extensive decking for enjoying gorgeous sunsets, perched on 15 lightly wooded acres with rock outcroppings. A winding drive leads you to privacy and beauty. There are two one car garages, one with a loft above, + another outbuilding. Within minutes of Lenox, Great Barrington, West Stockbridge and Stockbridge

Welcome to your dream home! This beautifully maintained Allegrone custom built home offers 4 bedrooms and 2 full baths, perfect for families or those who love to entertain. As you step inside, you'll be greeted by a cathedral foyer that leads to an open concept first floor. The open floor plan seamlessly connects the living space to the dining room and eat in kitchen that featuring stainless steel appliances, granite countertops, and ample storage. The primary bedroom with ensuite bath and ample closet space round out the first floor. The lower level boasts an additional 2000 sq ft that includes a family room, game room and wine cellar. Enjoy the tranquil outdoor space with a 650sq ft masonry patio and landscaped backyard.

This unit is absolutely stunning! It has breathtaking views of the mountains and spacious open common areas filled with natural light. The main Great room has soaring ceilings, a cozy gas fireplace, wood floors, and direct access to your private screened porch and deck. The kitchen, dining area, and first-floor primary en-suite are all open and inviting. Additionally, there is a main level laundry room and an oversized garage with ample storage. The second level has an office/balcony, a second primary en suite, two guest bedrooms, and a full guest bath. The finished lower level walk out has a gracious family room, a bonus/media/exercise room, a guest bedroom, and a full bath. All conveniently located near the association pool.

Fully restored Historic Mountain View Home with deeded access to Lake Garfield. Living Room w/ Fireplace, sunny Den (potential conversion to primary suite), panelled Dining Room and half Bath w/ laundry. The Second Floor has 4 Bedrooms /2 full Baths, plus a Sleeping Porch. A finished Attic offers ample storage and room for a Home Office and Gym. Two story 2 car Garage with EV charger and a partially finished 2nd floor that can be converted into a separate apartment. Lovingly updated with new windows, doors and fixtures throughout, refurbished floors, a backup Generator, and comprehensive lead abatement. Enjoy the large outdoor deck complete with Outdoor Shower and Hot Tub. Low, low Monterey Taxes. Close to Skiing, Shopping, Tanglewood and everthing Berkishires.

Renovated beautifully in 2023, this contemporary home is on 3.31 acres , includes a .22-acre parcel on Lake Garfield. Built in 1987 this four bedroom, 3 bath contemporary home is nestled in a wooded grove approximately 1/2 mile from the public beach at Lake Garfield. Enter the light filled living area with 1/2 cathedral ceiling and fireplace. There is an efficient kitchen layout with access to a charming, screened porch and an incredibly spacious deck. Two bedrooms and a full bath complete this main floor. The second floor consists of two spacious bedrooms each with its own bath. The primary bedroom has a large walk-in closet and a Juliet balcony overlooking the backyard. Please read the Supplemental Remarks to learn more about the house & lake lo

This exquisite property boasts a stunning waterfront restaurant nestled along the serene shores of Pontoosuc Lake, encompassing just over an acre of prime land. It is fully equipped with a liquor license, a lottery license, and a state-of-the-art kitchen, presenting a remarkable turn-key opportunity for discerning new owners. Furthermore, the property offers exceptional potential for development, complete with direct access to the tranquil waters of the lake.

Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance.

Welcome to Blue Spruce Farm, a magnificent 23-acre estate rich in history and brimming with enchanting features. Nestled in a serene setting, this certified wildlife habitat offers a sanctuary for nature lovers and a retreat from the bustle of everyday life. Enjoy leisurely walks on the maintained trails that meander through the 23 acres, offering tranquil views and a connection with nature. A low-maintenance wild garden of perennial flowers and shrubs produce a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high speed internet provides a productive ''work from home'' environment.

This is a generous hillside parcel with potential views to the west. It is just over the hill from Stockbridge Bowl and Tanglewood, in an area of fine homes.

Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed 'Purple Mountains' and the rolling Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles. Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management. Photos of similar home.

Located only a few minutes from the hamlet of Copake, NY and off a quiet country road, this private haven is set on a stunning 20 acres with rolling meadow and dramatic mountain views. The inside of the late mid-century home offers the same serenity and drama as its setting. The great room with its soaring 25 ft ceiling is flanked by a massive stone chimney and fireplace on one side and a wall of windows on the other, taking full advantage of the incredible views. The house still retains much of its original charm and character, which one could embrace or put their own stamp on. The kitchen is open to the dining area with its own stone fireplace. There are three large bedrooms and two full and one half bathrooms.

This beautifully renovated former Stage Coach stop blends modern comfort with historic charm. Inside, you'll find an updated, open kitchen and dining area, perfect for entertaining. There is a screened porch for dining al fresco. The living room features a stunning stone fireplace and sun-filled windows. A 1st floor guest suite offers a kitchenette, full bath, and gas fireplace. Upstairs, the primary suite includes a full bath with double sinks, a walk-in closet and private deck. Two more bedrooms, another full bath, and laundry complete the 2nd level. Outside, you'll find a 2-car garage, tastefully landscaped yard, heated pool, hot tub, and grilling patio. Enjoy low taxes on 2.5 acres across from Catamount Ski Resort and close to shops & restaurants in Egremont and Hillsdale. What more?