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 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

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 229619

• Listings Residential
• Address 1 Pinecroft Dr
• Bedrooms 4
• Bathroom 6
• Square Feet 7816

Exquisite in every detail, this home graces more than an acre of prime Berkshire property! In a league of it's own as part of the Pinecroft subdivsion of Canyon Ranch, this luxurious haven offers the option of membership to the world class health and wellness facility. A gourmet kitchen, fireplaced living room with wet bar and gracious dining room welcome you home!Numerous exceptional amenities abound including an eight seat hi-def movie theater, climate controlled wine cellar, sauna and soda fountain. Other features include a heated three car garage, heated gunite pool with spa and a fully equipped outdoor kitchen in the pool house!

Listed by Mike Taxter of LENOX CANYON REALTY

MLS Number 230193

• Listings Residential
• Address 51 Walker St
• Bedrooms 14
• Bathroom 16
• Square Feet 10798

Perfect Family or Corporate Retreat away from the City. This Iconic Masterpiece in the Heart of Lenox Village in the Berkshires can accommodate the whole gang or team!! 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. The elegant 5 STAR 11 bedroom mansion is a centerpiece and crown jewel of the town and includes a second 3 bedroom home on the property. Impeccably maintained!

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD