Lenox Luxury Homes

MLS Number 227702

• Single Family
• Address 1 Gleneagles Dr
• Year Built 2000
• Parking Spaces 2
• Bedrooms 4

This sophisticated Contemporary is one of seven free standing homes in the private association enclave of Gleneagles abutting the Cranwell golf course. All the work has been done for you in this perfectly ''remodeled to perfection'' home. Featuring high end finishes and designed to create fabulous indoor-outdoor living and entertaining areas you will enjoy three levels of living space that afford privacy and enjoyment for all. The Great Room with soaring ceiling & fireplace has easy access to the sleek and stylish kitchen that flows through to the dining room and spectacular dining/lounging double volume screened porch. Master en suite with private office & built-ins completes the main level living. The upper level has two guest br's, each with their own bath and open loft with cozy lounge

Courtesy of COHEN & WHITE ASSOCIATES

MLS Number 227962

• Single Family
• Address 8 Fairway Dr
• Year Built 1988
• Parking Spaces 2
• Bedrooms 5

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 not only have the privacy of single family living, you also have amenities such as snow removal, weekly landscaping and private trash pickup. With over 4,000 square feet all on one floor, this home has been meticulously cared for by the current owners of the last 25 years. From the front door, you can see all the way through past the great room and out to the large back patio. This home has a way of really bringing the outside in with large windows throughout overlooking botanical gardens. There is so much usable space you could have the whole extended family staying under one roof.

Courtesy of Non-member

MLS Number 228765

• Single Family
• Address 8 Fairway Dr
• Year Built 1988
• Parking Spaces 2
• Bedrooms 5

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.

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 225850

• Single Family
• Address 809 East St
• Year Built 2002
• Parking Spaces 2
• Bedrooms 5

In the heart of the Berkshire's this home has been impeccably maintained, offers a flexible floor plan with open spaces, and sits on a large private lot. Just minutes to town center, Tanglewood, Barrington Stage, Jacob's Pillow, Berkshire Theatre, and all the world class venues that make the Berkshires so special. Cherry floors, granite counters, vaulted ceilings, stainless appliances, media room, office, and plenty of bedrooms for family and guests. Central A/C, cable, high speed internet (not available everywhere in the Berkshires), paved driveway, and public utilities. Revered Lenox Public schools make this a must see home for families with an eye toward quality education. One of the finest offerings on the market today!!

Courtesy of TUCKER ASSOCIATES

MLS Number 225214

• Single Family
• Address 5 Cliffwood St
• Year Built 2007
• Parking Spaces 2
• Bedrooms 4

Exceptionally well designed house in the very best Berkshire location. Enjoy the convenience you can only find living in a village - walk to dinner, library & everything else, talk to your neighbors on the sidewalk & enjoy a real sense of community. The floor plan is perfect with it's center kitchen great room anchoring all the first floor common rooms, large living room opening to a spectacular screened porch that becomes the center of the home in summer. Second floor family room, 4 spacious bedrooms - the complete package.

Courtesy of STONE HOUSE PROPERTIES, LLC

MLS Number 220568

• Single Family
• Address 165 Kemble St. #2 --
• Year Built 2017
• Bedrooms 1
• Bathroom 2

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.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 220566

• Single Family
• Address 165 Kemble St
• Year Built 2017
• Bedrooms 1
• Bathroom 2

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.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 225054

• Single Family
• Address 250 West St
• Year Built 2015
• Parking Spaces 3
• Bedrooms 4

Gorgeous Newer Contemporary, custom-built with amazing architectural details! This home features a gourmet kitchen equipped with high-end appliances, granite countertops, a spacious two story living room, and an open floor plan. There are Vibrant Cherry floors throughout, an over-sized gas fireplace, exceptional tile and masonry work, and plenty of unique custom features around every corner. The first floor Master Bedroom/Bath allows for easy accessibility, while a Guest-Suite featuring a separate staircase provides your guests with their own private space. Situated on 5.4 acres, you have all the privacy you need, while still being steps from Tanglewood and other downtown Lenox attractions.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

MLS Number 224833

• Single Family
• Address 2 Fox Hollow Rd
• Year Built 1964
• Parking Spaces 3
• Bedrooms 5

Grand home and attached guest house with separate entrance, set on a private 2.49 acres, in the Fox Hollow community, with access to Laurel Lake, tennis courts, and indoor and outdoor pools. The gracious main house features three fireplaces, a first-floor master suite, custom gourmet kitchen, year-round sunroom, and formal living and dining rooms; on the second floor are two additional bedrooms, each with its own bath. A short distance away across the deck, the spacious one-level guest house offers a wonderful great room with fireplace, two bedrooms and 1.5 baths. Enjoy ample space for entertaining or live in one and rent the other!

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 220572

• Single Family
• Address 165 Kemble St
• Year Built 2017
• Parking Spaces 1
• Bedrooms 2

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.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 225890

• Single Family
• Address 5 Pinecroft Dr
• Year Built 2004
• Parking Spaces 2
• Bedrooms 5

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!

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 228145

• Single Family
• Address 25 Cliffwood St
• Year Built 1889
• Bedrooms 10
• Bathroom 10

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

Courtesy of BERKSHIRE HOMES AND CONDOS

MLS Number 225630

• Single Family
• Address 51 Walker St
• Year Built 1912
• Bedrooms 14
• Bathroom 15

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.

Courtesy of THE KINDERHOOK GROUP - STOCKBRIDGE

MLS Number 222383

• Single Family
• Address 1 Pinecroft Dr
• Year Built 2004
• Parking Spaces 3
• Bedrooms 6

Enjoy the ultimate Berkshire luxury lifestyle in this turn-key residence, with a preferred membership to Canyon Ranch resort, which is just steps away. This extraordinary home features a beamed great room with stone fireplace, formal dining room, gourmet eat-in kitchen, main-level master with fireplace & two walk-in closets, main level guest suite, four additional bedrooms, a lower level with vintage soda fountain, screening room, wine room & sauna, a deck & patio, heated swimming pool, & pool house containing a guest suite & full kitchen for outdoor entertaining. Impeccable details throughout, including a heated courtyard parking area; offered fully furnished. Ideally located near Lenox village & the cultural, culinary & recreational amenities for which the Berkshires are renowned.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 227001

• Single Family
• Address 89 Cliffwood St
• Year Built 1888
• Parking Spaces 3
• Bedrooms 6

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.

Courtesy of STONE HOUSE PROPERTIES, LLC

MLS Number 217523

• Single Family
• Address 106 Cliffwood St
• Year Built 1883
• Parking Spaces 3
• Bedrooms 8

Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an understatedly elegant, 'cool' and comfortable Twenty-First Century lifestyle. See attached document for all details. Shown by advance appointment only.

Courtesy of COHEN & WHITE ASSOCIATES