Waterfront Homes

MLS Number 229173

• Listings Residential
• Bedrooms 11
• Bathroom 7
• Square Feet 7946
• Year Built 1880

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 229561

• Listings Residential
• Address 250 Long Pond Rd
• Village Housatonic
• Bedrooms 9
• Bathroom 10

Contemporary masterpiece beautifully situated on 120 acres offers privacy, tranquility, and breathtaking views in every season. The Main House and the Guest House were designed by Steven Haas, recognized by Architectural Digest as one of the world's foremost architects. Sorpetaler sliding glass walls and expansive decks create a harmonious interplay with nature. Beautiful 3,000 square foot barn with soaring ceilings adds to the allure of this unique property. Outdoor features include 25-meter heated saltwater lap pool, hot tub, outdoor showers, stone fire pit, exquisite rock outcroppings, sweeping lawn, running and biking trails, and access to Williams River trout stream. Quintessential Berkshires setting off a private country road just ten minutes from the vibrant town center

Listed by Reciprocal Listing: See Realtor Remarks of NON-MEMBER

MLS Number 226848

• Listings Residential
• Address 40 Millard Rd
• Bedrooms 4
• Bathroom 6
• Square Feet 12000

Breathtaking Tri-State views from this light filled, 12,000 sq. ft masterpiece featuring gourmet kitchen, huge library, wine cellar, indoor pool with sauna and steam room, as well as an elevator connecting all the levels. This stunning property has been designed by NY architect Michael Schmitt and completely renovated by Peter Whitehead.Private guest wing with three bedrooms and two bathrooms. Fiber Connect for Internet. Close to 90 acres of privacy on one of the most sought after roads in Southern Berkshires.

Listed by Stephen R. Schoenfeld and Joanna Szwyd of STONE HOUSE PROPERTIES, LLC

MLS Number 222056

• Listings Residential
• Address 82 Interlaken Rd
• Bedrooms 3
• Bathroom 2
• Square Feet 2000

RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. 11 Acres on the beautiful Bowl. Over 400 feet of pristine lake frontage looking across the ''belly'' of the Bowl. Two beautiful site specific modern style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 221640

• Listings Lots/Land
• Address 82 Interlaken Rd
• Acreage 11.11
• Has Waterfront

Rare opportunity: 11 Acres on the beautiful Stockbridge Bowl. Over 400 feet of pristine lake frontage across the ''belly'' of the Bowl. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for possible rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 228551

• Listings Residential
• Address 263 East Hill Rd
• Bedrooms 5
• Bathroom 6
• Square Feet 5953

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 230154

• Listings Residential
• Bedrooms 6
• Bathroom 7
• Square Feet 6849
• Year Built 1915

ONCE IN A LIFETIME IT COMES ALONG: a modern renovation. Every detail is thoughtful, the rooms offer height and grace, its magnitude gives space without being overwhelming. Built on the top of Great Barrington's Hill. Peering down on the town, within walking distance on 3 +acres. Built by a local craftsman and designed with easy living in mind. The open kitchen/great room, has a soaring ceiling, will gather you with family and friends in front of the stone fireplace or relaxing at the granite island while meals are prepared in the chef quality kitchen with Calcutta marble counters. Clean modern lines, meticulously chosen materials, two master suites, a modern open stairway concept with metal balusters, outdoor kitchen, spa pool. Light and Bright in law/Nanny suite. Kosher Kitchen.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 228145

• Listings Residential
• Address 25 Cliffwood St
• Bedrooms 10
• Bathroom 10
• Square Feet 7393

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 221749

• Listings Residential
• Address 46 Bow Wow Rd
• Bedrooms 5
• Bathroom 6
• Square Feet 11353

Applegate Farm...Country residence with both formal and informal common spaces to accommodate a few or many with five fireplaces, two master suites and guest wing with tennis court all overlooking your own lake with a western mountain view for backdrop. 100 + acres of very special land located on the border of Egremont and Sheffield on a back country road.

Listed by Brandon White and Cortney K Dupont of COHEN & WHITE ASSOCIATES

MLS Number 228100

• Listings Residential
• Address 60 Old Cheshire Rd
• Bedrooms 4
• Bathroom 5
• Square Feet 6100

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 222057

• Listings Residential
• Address 82B Interlaken Rd
• Bedrooms 4
• Bathroom 4
• Square Feet 3500

RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. There are beautiful renderings of possibilities on this nearly 5 acres on the beautiful Stockbridge Bowl. Over 300 feet of pristine lake frontage. Amazing mountain and water views in every season.Shared driveway in place. Rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 228886

• Listings Residential
• Address 115 New Lenox Rd
• Bedrooms 4
• Bathroom 4
• Square Feet 4354

''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 gorgeous great room, wine cellar, game room, exercise room, billiards room, sun room, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.A 27 head sprinkler system services meticulous specimen landscaping with master gardens, pear and apple orchards. There are also groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but a crystal clear 2 acre 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