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25 Photos
LANDVEST, INC.
$2,300,000
4 BD | 5 BA
Residential - Single Family

Windy Ridge Farm is an elegant country estate on 140 acres with views to Mt Greylock and the valley to the south. The location off a 1/4 mile long tree lined drive offers privacy in a bucolic setting, yet is only a 15 min drive to Williamstown, 8 minutes to Jiminy Peak, and 25minutes to Tanglewood.. There is so much to enjoy at home! The fabulous gunite pool with water fountain and surround sound, and the tennis court are favorites for the summer. The wine entertaining area is used for pre-dinner cocktails and dining is either seasonally in the 3-season gazebo with 360-degree views or the formal dining room with a roaring fire. The sunken living room with 20' ceiling, fireplace and balcony is ideal for entertaining. Open fields suitable for Agriculture, horse farm.


22 Photos
BERKSHIRE HOMES AND CONDOS
$2,600,000
10 BD | 10 BA
Residential - Single Family

Proudly presenting this newly refurbished 10 Bedroom, 9 and half bath, privately owned, walk to town, historic Lenox ''Cottage''. Lovingly named Osceola after the dramatic view of Osceola Mountain on the Yokun Ridge experienced upon entering the columned and balustraded front porch. Osceola Mansion was designed by world renowned architects Rotch and Tilden in 1889 and commissioned by Sarah Pollock Livingston. Today, this comfortable and beautifully appointed home features an entry foyer with a fireplace to warm your hands and toes after a winter's sleigh ride. Enter the Grand Hall which invites you into the Living Room to your right or draws your attention to the unique Oval Dining Room to your left. Straight ahead is the picturesque outdoor covered 80 feet in length Veranda


60 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,600,000
7 BD | 10 BA
Residential - Single Family

Magnificent country contemporary gently sited on 145 +/- acres offering enchanting forest woodlands, open meadow and wonderful awe-inspiring views. The main residence offers expansive spaces with the highest degree of finishes. Designer kitchen with a massive center island has an open concept to cozy spaces for entertaining or simply life as you wish. Your retreat style grounds vary from large timber tracts with hiking, biking and snowshoe trails, to your custom designed Gunite pool with Pool House.. Planning a reunion or guests for the weekend? The separate rustic refined guest barn is the ultimate experience. Paradise found equidistant to The Berkshires and Northampton. 3 1/2 hrs from NYC and Just over 2 hrs from Boston. Minutes to Skiing, Rafting and Fly Fishing!


47 Photos
COHEN & WHITE ASSOCIATES
$2,650,000
4 BD | 5 BA
Residential - Single Family

Nestled within 27+ private acres, this custom designed and built home and its expansive gardens have been lovingly created with an artistic sensibility to embrace and enhance the beauty of this exemplary Berkshire home and its peaceful and magical landscaped setting. Crafted with only the finest materials, and meticulously maintained, this gracious property both welcomes and reflects stunning distant views in all seasons through the carefully positioned windows that welcome the outside, in. Outdoors, there is a vista from every turn of the garden paths; across warm fieldstone patios and wide sloping lawns; the play of dappled light on the surface of the natural pond-like swimming pool. In short, a family home where careful and artistic employ of space, coordinated color and lands


41 Photos
REAL LIVING REALTY PROFESSIONALS
$2,699,000
5 BD | 5 BA
Residential - Single Family

Welcome to Big Pond - The hidden gem of waterfront living! Your family and friends will find themselves in awe from sunrise to sunset. As you approach the winding circular driveway, you soon realize the placement and fine quality construction of detail left no stone unturned. See Supplement.


52 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,100,000
5 BD | 6 BA
Residential - Single Family

Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and west to the Taconic Range. Nearby the Southfield Store Cafe, drive up the long romantic winding drive to this sensitively sited and quality built home with huge windows and glass doors that draws one outside from almost every room to the truly stunning views. Large airy rooms with high ceilings, tall doorways, hardwood floors, multiple fireplaces, along with separate master and guest bedroom wings, all with ensuite baths, flow easily throughout the main house. The heated three-car garage has a Tesla charger and a guest or caretaker apartment above, with a fireplace and deck. Total seclusion, trails to a stream gorge, and magnificent serenity.


46 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$3,400,000
9 BD | 9 BA
Residential - Single Family

Spectacular landscaping surrounds the gracious main home of this historic property in Lenox. With a sympathetic melding of the old and the new, the original house was built in the 1830's and added to throughout the years. Today it is a large and comfortable home for gathering and entertaining family and friends or just escaping the stress of today's world. Six bedrooms, 5.5 baths. Brick paths meander through lovely gardens , to the artfully converted barn/guest house and the 20'x 40'pool/hot tub area - far enough from the main house for privacy but close enough for conviviality. Highlighted by a fabulous cone-shaped window the 'barn' has large living spaces, a kitchen, bar, three bedrooms, 2.5 baths. A magnificent property.


22 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$3,500,000
4 BD | 8 BA
Residential - Single Family

This outstanding private and spacious estate is set on 12.1 beautifully landscaped acres offering just over 14,000 square feet of quality living area. The unique 4 Bedroom, 5 full bath/3 half bath main house includes an in-law guest quarters and an Olympic sized indoor/heated, pool. Top grade appliances are another important feature. Dark walnut hardwood flooring runs throughout the main house as does a state-of-the-art radiant heating system. Other special features include Vantage Lighting, an indoor/outdoor intercom system, a security system, a large game room and home office, a steam shower and overflow tub in the master bath, a humidification system, and a full house commercial generator. The horse barn also includes in-law guest quarters as well as a fireproof walk-in vault.


56 Photos
COHEN & WHITE ASSOCIATES
$3,895,000
5 BD | 8 BA
Residential - Single Family

The Birches.......welcome to your new oasis in the Berkshires where every season is memorable. This magical family compound has all the modern amenities a buyer wants to live, play, relax and work from, surrounded by twenty plus acres of privacy and far reaching views in all directions. Architecturally redesigned and renovated using the finest materials this stunning contemporary has big open common areas for gathering, first floor master en suite, guest bedrooms en suite and a private two bedroom guest quarters with kitchenette, all offering plenty of space for a large crowd or intimacy for a few. Just arrive with your suitcase and enjoy all this impeccably maintained estate has to offer; beautiful gunite heated pool with waterfall surrounded by expansive stone patio


37 Photos
COHEN & WHITE ASSOCIATES
$12,500,000
11 BD | 7 BA
Residential - Single Family

The Jewel of New England... Offered for the first time in four decades, this 85 acre Berkshire mountainside campus awaits your imagination. This property offers an atmosphere for breakout creative expression with great potential for an enterprise for retreats, wellness center, writers/ artists workshops, educational endeavors or your family's private estate. The property consists of 12 buildings; conference halls, dining/ meeting facilities, lodging accommodations, offices and an historic Queen Anne manor house sitting on a knoll with breathtaking views. 40 years of stewarding this campus where thousands of participants made life long memories, the owners are ready to pass it on. Let their growth be your opportunity. For details & digital brochure please see jewelinnewengland.com

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