Found 71 Listings


31 Photos
5 BD | 4 BA
Residential - Single Family

LAST HOME LEFT IN THIS MOST DESIRABLE COMMUNITY. BEING BUILT AS SPEC HOME: GOLF & SWIM at WYNDHURST/MIRAVAL Resort and Spa. Brand New Detached Single Family Home in a small community. Overlooking the golf course at the newly opened Wyndhyrst Resort and Spa. This beautiful home has high ceilings, gourmet kitchen with quartz counters, large open plan living with fireplace, wood floors, screened porch, air conditioning, first floor master with en-suite bath. Walk to Wyndhurst and Lenox Village to boutiques, restaurants, art galleries,Kennedy Park. Minutes to Tanglewood,.

29 Photos
5 BD | 5 BA
Residential - Single Family

West Acres....Located in Shaker Country this stately Colonial Revival greets you with a circular drive and porte-cochere. Once you enter the foyer you immediately get a sense of openness washed with natural light and high ceilings in the spacious rooms, original moldings and a sweeping view of the valley and Berkshire Hills beyond. Beautifully sited on a hill surrounded with mature landscaping, gardens and trees on 5 + acres, this property has it all; 5 br main residence with wonderful common rooms, stunning sun room, eat-in country kitchen, 3 br, 2 bath guest house, 4 bay garage/workshop, tennis court and in-ground heated pool w/spa and pool house. Easy access to fine dining, boutique shopping and the cultural and recreational venues in both Columbia and Berkshire County...a must see!

36 Photos
14 BD | 15 BA
Residential - Single Family

Perfect for large family or other looking to utilize10,000 sf plus of space for dwelling or other mixed-use purposes. Current configuration has 13 guest suites plus the owners' apartment. Full commercial-level kitchen with large dining spaces, bar/tavern area and other spaces for offices, etc.

50 Photos
3 BD | 5 BA
Residential - Single Family

This beautiful custom-designed modern colonial home offers 14.48 acres in a private and secluded setting located minutes from Northampton and less than an hour to all the attractions in the Berkshires. The stunning open and versatile floorplan offers a large living room with a stone fireplace as well as a magnificent conservatory/sunroom with multiple skylights that will inspire your creative side! The well-laid-out kitchen with herringbone wood floor has a full pantry, utility closet, and eating nook that overlooks a stone wall with plantings and flowering trees. Entertain in your formal dining room or retreat to your private study, complete with French doors.

23 Photos

The ultimate family and friends compound with 23 rooms, 11 bedrooms, and 8 baths in 2 houses connected by a 2nd floor porch. The main house was built in the grand gilded age style in 1890 and the second attached home followed in similar style in 1900. Well maintained period details are enhanced by newer mechanicals, fresh paint, and new roofs. The two massive barns with new metal roofs are complemented by an icehouse, garden house, and caretaker home.The views are long range and pastoral overlooking the pastures, stream, and south pond.3rd floor not habitable. The Cassilis Farm Estate offers magnificent homes on a 20-acre beautiful setting less than 10 miles to Great Barrington. Needs extensive restoration and well worth it!

57 Photos
4 BD | 3 BA
Residential - Single Family

A unique one of a kind estate with views to the South East with Tom Ball Brook running along the border. Two buildings consist of a 3826 Sq. ft. cottage with two small bedrooms. A custom built post and Beam barn. Stone foundations with hemlock, pine ,oak that has all come from the land. Barn is need of completion by the next owner. A pond ,sugar house gardens chicken coop fruit trees all complete this private home

72 Photos
5 BD | 5 BA
Residential - Single Family

Spectacular Richmond estate comprising 24 acres of gardens, meadows, pastures, lush lawn, frontage on Cone Brook, a 4 stall horse barn and an oversized equipment barn. The home was designed with loads of glass to take in the gorgeous mountain and property views and captures the extensive southern exposure. Comfortable floor plan with well proportioned rooms and flow and is well suited for large gatherings. The kitchen is a focal point with a large center island and extensive storage and opens to the beautiful year round sunroom. Large 1st floor primary suite. A second driveway leads to the horse barn and utility building, which includes a heated workshop. The solar panels are owned and provide sufficient electricity. Fantastic location, near Tanglewood & minutes from West Stockbridge.

80 Photos
7 BD | 9 BA
Residential - Single Family

SUPERB COUNTRY ESTATE WITH 2 HOMES AND WESTERLY VIEWS.This is, simply put, one of the best locations in the Berkshires. Set on bucolic, beautiful, Blue Hill Rd, surrounded by Beartown State Forest, this magnificent property boasts two compelling homes, a paddock, a stream-fed swim pond, and a hand-hewn log cabin. Built with reclaimed chestnut beams, the 4027 sq ft, 4 bed/4 bath, main home features an open, stylish first floor with sunset views, wood burning fireplaces, and multiple living areas. Upstairs, views abound from the primary bedroom and guest quarters. Down the hill, sits a spectacular contemporary barn conversion, with an open first floor, large screened porch, 3 beds, and 4 bath. Walk to beautiful Benedict Pond or hike the abutting Appalachian Trail. Low taxes. 10 min to GB.

16 Photos
Berkshire Business Properties
12 BD | 7 BA
Residential - Single Family

Terrific lifestyle opportunity. Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns, and the Berkshire's finest 9 hole golf course! 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, and potential helipad on site. 6 bay carriage barn with second floor for offices/studios. 184 adjacent acres also available.

45 Photos
4 BD | 4 BA
Residential - Single Family

A rare estate offering in the Berkshires. Breathtaking southern and western views from this historically important Great Barrington estate. Designed by Charles Platt for Charles Freer of the renowned Freer Gallery in DC, and constructed of stone quarried from the property, this one floor layout was well ahead of its time. The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to Great Barrington.

61 Photos
8 BD | 7 BA
Residential - Single Family

HIGHWICK FARM MANOR HOUSE is nearing its 3 year restoration/renovation in time for the Summer of 2021. Meticulously preserving and restoring the magnificent original details of this Berkshire cottage from the infrastructure to the doorknobs, while renovating it with only the finest of materials for the sought after amenities of a modern lifestyle today, makes this distinctive Lenox home shine in its original grandeur, designed to be luxurious yet cozy and unpretentious. Generously proportioned rooms with walls of windows flooding the house with natural light and taking in the view, with open flow from room to room and the spectacular kitchen/family room not often seen in homes of this era. Perched high above the country road taking in the sweeping southern vista of Parsons Marsh and

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