Luxury Homes

MLS Number 228765

• Listings Residential
• Address 8 Fairway Dr
• Bedrooms 5
• Bathroom 5
• Square Feet 4191

Imagine having a Relais & Chateaux, Forbes Five-Star Resort and an award-winning golf course as your neighbors. If you live on Fairway Drive, you enjoy the privacy of single-family living with full-service amenities like snow removal, weekly landscaping and private trash pickup. With over 4,000 square feet on one floor, this home has been meticulously cared for by the current owners over the last 25 years. As you step through the front door, you have a clear view all the way through the great room and out the glass doors to the large back patio. In every room large windows overlook botanical gardens and bring the outdoors in. There is ample space to entertain the whole extended family under one roof, or you prefer, simply close the door to the guest wing and enjoy two-bedroom living.

Listed by Vashti Poor of LANCE VERMEULEN RE, INC

MLS Number 228903

• Listings Residential
• Address 234 Kemble St
• Bedrooms 5
• Bathroom 6
• Square Feet 6150

The interior spaces were masterfully designed around a dramatic three-story wall of windows bathing the interior w/ light. It has the perfect layout for entertaining & intergenerational living. After the sellers raised their three children here, it became a cherished second home for all three generations of the family. The kitchen is perfectly equipped for gourmet cooking & family gatherings. Family room w/ fireplace & entertainment center. The barn soars over the dining room. Gorgeous living room w/ fireplace. Library. Private master suite. Third floor w/ 3 charming bedrooms each w/ lofts & a gathering room. A 2nd master suite/guest room/in-law sanctuary on the ground floor. Lovely landscaped pool area. Stone patios. Delightful boxwood gardens adorn the front entrance. Two-bay garage.

Listed by Sheila Thunfors and C. Randolph Thunfors of STONE HOUSE PROPERTIES, LLC

MLS Number 220568

• Listings Residential
• Address 165 Kemble St. #2 --
• Bedrooms 1
• Bathroom 2
• Square Feet 1109

Unit #2. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Gladys Montgomery and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 220566

• Listings Residential
• Address 165 Kemble St
• Bedrooms 1
• Bathroom 2
• Square Feet 1109

Unit #1. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Leslie G Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 220572

• Listings Residential
• Address 165 Kemble St
• Bedrooms 2
• Bathroom 3
• Square Feet 1683

Unit #8. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Leslie G Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 225890

• Listings Residential
• Address 5 Pinecroft Dr
• Bedrooms 5
• Bathroom 7
• Square Feet 5151

Magnificent turn-key, sun filled contemporary close to downtown Lenox, Tanglewood and the Berkshires' world class cultural attractions. Canyon Ranch membership is also available, with Canyon Ranch access via a groomed walking trail behind the property. The gourmet, state-of-the-art, eat-in kitchen & spacious great room make this home ideal for entertaining family & guests. Open floor plan, separate sleeping wing for family & guests, top of the line finishes throughout. The property is beautifully landscaped & the home is on town sewer & water & natural gas. Don't miss this dream opportunity live in the lap of luxury, in the heart of charming Lenox!

Listed by Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 228886

• Listings Residential
• Address 115 New Lenox Rd
• Bedrooms 4
• Bathroom 3
• Square Feet 5870

''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 with a sophisticated pump system! Call for a private tour.

Listed by James J Nugent of THE KINDERHOOK GROUP - STOCKBRIDGE

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 225630

• Listings Residential
• Address 51 Walker St
• Bedrooms 14
• Bathroom 15
• Square Feet 10798

Iconic masterpiece in the heart of Lenox village!Built in 1912 as a summer ''cottage'' for Harley Procter, of Procter & Gamble the home has been the site of some of the Berkshires most lavish celebrations hosting everyone from Arthur Fiedler and Yo Yo Ma to Paul Newman and Norman Rockwell.The elegant 5 STAR 11 bedroom mansion is a centerpiece and crown jewel of the town. A rare opportunity to enter the rich cultural heritage of Lenox and the Berkshires. Turn - Key and awaiting your fresh energies and ideas! Expansion potential.Newly built 3 bedroom guest home included.

Listed by James J Nugent and Natalie Rose Weissbrod of THE KINDERHOOK GROUP - STOCKBRIDGE

MLS Number 227001

• Listings Residential
• Address 89 Cliffwood St
• Bedrooms 6
• Bathroom 7
• Square Feet 10371

Best of the Berkshires. Truly one of the most gracious homes exquisitely restored for modern life with family and friends. Designed by Boston architects in the 1880's the unparalleled flow and understated charm of this home function as beautifully today as then. In superb condition, with excellent systems throughout. Large, caretaker apartment or home office too. Beautifully sited gunite swimming pool and mature gardens add to the sense of elegance, ease and privacy. , Ideally located in Lenox one can walk to town, Tanglewood or hike in Kennedy Park and the numerous preserved woodlands. See documents for additional information and details.

Listed by Selina Lamb of STONE HOUSE PROPERTIES, LLC