Waterfront Homes

MLS Number 229173

• Residential
• Bathroom 7
• Bedrooms 11
• Square Feet 7,946
• Acreage 85

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

Listed by Mary Jane White and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES

MLS Number 231866

• Residential
• Bathroom 9
• Bedrooms 9
• Square Feet 11,857
• Acreage 11.2

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.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 228551

• Residential
• Bathroom 6
• Bedrooms 5
• Square Feet 5,953
• Acreage 76.72

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.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

MLS Number 231603

• Residential
• Bathroom 4
• Bedrooms 4
• Square Feet 3,413
• Acreage 32.2

Rare opportunity to own this private, 32-acre estate in the center of alford. Built in 1875, the historic post-and-beam home was completely renovated by famed director dick schneider to create this spacious and comfortable country house perfect for relaxing with friends and family. The main part of the house features a light-filled, eat-in kitchen which leads out to the deck overlooking nature. The living room has a wood-burning fireplace and an adjacent den with attached full bath. Upstairs are 3 bedrooms including a large master suite. The breezeway off the downstairs atrium leads to a 2-car garage above which are located the guest quarters with full bath and which is also ideal for use as an office or home gym. The grounds are simply gorgeous, with the alford brook running through

Listed by Lisa Bouchard Hoe of THE KINDERHOOK GROUP - PITTSFIELD

MLS Number 231209

• Residential
• Bathroom 5
• Bedrooms 5
• Square Feet 4,800
• Acreage 1.5

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.

Listed by David St. Laurent of REAL LIVING REALTY PROFESSIONALS

MLS Number 228145

• Residential
• Bathroom 10
• Bedrooms 10
• Square Feet 7,393
• Acreage 1.22

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

Listed by Matthew Marlow and Sheila E. McKenna of BERKSHIRE HOMES AND CONDOS

MLS Number 228100

• Residential
• Bathroom 5
• Bedrooms 4
• Square Feet 6,100
• Acreage 140

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.

Listed by Cindy Welch of LANDVEST, INC.

MLS Number 228886

• Residential
• Bathroom 4
• Bedrooms 4
• Square Feet 4,354
• Acreage 19.87

''high meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of october mountain. Set high upon a private knoll, the chic and newly renovated 4 bedroom contemporary home features a towering sun filled great room, wine cellar, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.There are meticulous specimen landscaping with master gardens, pear and apple orchards, groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but an extraordinary crystal clear swimming and trout pond! This is an ideal home and property for entertaining friends and family! Call for a private tour.

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD

MLS Number 228340

• Residential
• Bathroom 5
• Bedrooms 7
• Square Feet 5,658
• Acreage 16.53

Quintessential berkshire lodge.View of lake garfield and distant mountain ranges from every room, on more then 16 acres. Enter this home through double glass doors to a vaulted beam ceiling living room with stone fireplace. French doors to deck overlooking lake and views. Main floor consists of dining room for 10, open gourmet kitchen with granite counters, family room with wood burning fireplace and screened dining porch. Master bedroom wing, includes fireplace and spacious bath with jet tub and free standing shower. Wood paneled library w/fireplace. Separate guest wing with 2 bedrooms, full bath, powder room, laundry room. 2 car garage.Separate guest floor include family room and full kitchen, firepl. 4 bedrooms, hobby room, 2 full baths, second laundry.Whole house auto generator.

Listed by Anita Schilling of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY