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55 Photos
LANCE VERMEULEN RE, INC
$998,000
4 BD | 3 BA
Residential - Single Family

Stately elegance yet classic and comfortable and beautifully restored for the 21st century.


53 Photos
LANCE VERMEULEN RE, INC
$1,050,000
4 BD | 4 BA
Residential - Single Family

Single Story light and bright open concept home with gorgeous views of East Mountain. Soaring ceilings and adjoining spaces make this a wonderful entertaining home as well as cozy for two. 4 Bedrooms and 3 1/2 baths with one bedroom being a large flex space on the second story that could be an office, playroom or media room. There is an area fenced for a dog or child but still over one acre is open. Even though you are on a cul de sac, you have total privacy here. Part of the Cornwall Association so you have 1/8 ownership in the pool and Clay tennis court. Cable and cell service and less than 2 miles to Great Barrington and Fairview Hospital.. This home has been meticulously maintained and improved throughout ownership.


32 Photos
LANCE VERMEULEN RE, INC
$1,100,000
5 BD | 5 BA
Residential - Single Family

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.


32 Photos
LANCE VERMEULEN RE, INC
$1,100,000
5 BD | 5 BA
Residential - Condo/Townhouse

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, or you prefer, simply close the door to the guest wing and enjoy two-bedroom living.


35 Photos
COHEN & WHITE ASSOCIATES
$1,100,000
5 BD | 6 BA
Residential - Condo/Townhouse

This custom built ''Smart'' condominium villa at The Cottages in the Barrington Brook Community presents cutting edge modernity equipped with high end finishes and spaces suited for the modern dweller that desires maintenance free living. This sensational home affords you the opportunity to live in an aesthetically pleasing space seamlessly transitioning you from the kitchen to dining and into the Great Room, anchored by the fp. Large windows, with access to both a heated sunroom & screened porch, allow you to take in the gentle view while letting in lots of natural light. 5 brs & 5.5 luxurious bth offer sleeping for a few or many. If country living w/community pool at the doorstop of vibrant Great Barrington appeals to you, this villa is a must see...perfectly priced below assessment!


45 Photos
COHEN & WHITE ASSOCIATES
$1,100,000
4 BD | 5 BA
Residential - Single Family

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


37 Photos
STONE HOUSE PROPERTIES, LLC
$1,149,000
4 BD | 4 BA
Residential - Single Family

Please see the 3-D/VR here: https://my.matterport.com/show/?m=LLjZ7QACvUU&mls=1 This spectacular contemporary enjoys an equally spectacular westerly view over Tom Ball Mountain with beautiful, colorful sunsets. The new great room with a soaring fieldstone fireplace and full bank of windows takes in the view as do most of the rooms in the house as well as the beautifully landscaped patio with its Goshen stone walkway and stairs. Central air conditioning, 3 car garage, and room for everyone and every need. Perfectly located just 10 minutes to Great Barrington, Stockbridge and West Stockbridge town centers.


38 Photos
COHEN & WHITE ASSOCIATES
$1,170,000
7 BD | 7 BA
Residential - Single Family

Rated #2 in the country in 2018 and #16 in the world, Seasons on Main is a nationally recognized top rated 1862 Greek revival B&B in the center of Stockbridge and has been lovingly restored to its original grandeur and maintained with the utmost care.This is your opportunity to own a turnkey business with a proven record of success, or to have as your own exquisite homestead.


24 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,195,000
4 BD | 4 BA
Residential - Single Family

The house and landscaping have been lovingly and meticulously restored by the same family for over 30 years. The Umpachene River runs 1000 ft through it. There are 2 landscaped ponds, one with fieldstone steps to a patio area with a firepit, fountains and waterfall. The outside creates a spa like feel with the soothing sound of water flowing. Garden aromas intoxicate and enchant you. More land avail.


34 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

A thriving business comprised of retail, wholesale, and restaurant with multiple parcels of land, road frontage, and buildings on nearly 25 acres. Known as the Otis Poultry Farm, this Country Store has been established for over 100 years and become an institution for the community and vacationers alike.


37 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,200,000
4 BD | 3 BA
Residential - Single Family

A Perfect Light Filled Family Home, On The Hill. Within walking distance to Lake Mansfield and downtown restaurants, shops, and movies. A dream kitchen with marble, Viking, Wolf, Subzero appliances, a solid brass sink, wine cooler, freezer drawers, pot filler and so much more. Room for kids to play inside and out. Plaster walls, 5 fireplaces, sun room, eat in kitchen, formal dining, office, four bedrooms, large family/game/media room and more. Beautiful back yard with room fir a pool, to throw a ball, a stone patio for grilling and family parties, mature gardens and a beautiful glass conservatory or greenhouse. This is a truly unique and beautiful home with the best of everything.


26 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,295,000
4 BD | 4 BA
Residential - Single Family

The house and landscaping for this home have been lovingly and meticulously restored by the same family for over 30 years. Land is owned on 2 sides of the road with the Umpachene River runs through the property. There are 2 ponds with extensive landscaping and one with field-stone steps leading to patio area with fire-pit fountains waterfall. The outside creates a spa like feel with the sound of water.


35 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,350,000
1 BD | 2 BA
Residential - Condo/Townhouse

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.


32 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,350,000
1 BD | 2 BA
Residential - Condo/Townhouse

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.


31 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,400,000
5 BD | 6 BA
Residential - Single Family

ONE OF A KIND IN LENOX!Live virtually for free in this income producing property on 2.5 acres comprising of two homes with private entrances. Live in one home while using the other as a rental, home office, or in-law apartment. This magnificent, park-like setting, minutes to Tanglewood and Canyon Ranch, has dock rights to Laurel Lake, plus shared indoor and outdoor pools, sauna, hot tub, exercise room and tennis courts, all independently maintained by nearby resort!


52 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,495,000
7 BD | 6 BA
Residential - Single Family

Elegant Retreat in the Heart of the Berkshires, with Pool and attached Professional/Studio Building. Grand entry leads to Living Room w/Fireplace. cozy Den, stately Dining Room w/Fireplace, Chef's Kitchen and glorious Great Room. 2 Master Bedroom Suites, one on the 1st Floor and one on the 2nd Floor (2nd Floor Master features His & Her Bathrooms). 5 additional Bedrooms (2 with private Balconies). Garage Space for 3 vehicles, bucolic Grounds and Pool, and room for a Tennis Court. Bonus: Attached Building. Perfect for Professional Office, Art/Music Studio, In-Law or Live-in Help. Ideal for large family and entertaining. There is truly room for everyone! Located minutes from Great Barrington, Tanglewood and all Berkshire Attractions. Easy access from New York, Connecticut, and Boston.


51 Photos
COHEN & WHITE ASSOCIATES
$1,495,000
5 BD | 6 BA
Residential - Single Family

Stunning Circa 1850's renovated five bedroom five and a half baths Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location between Stockbridge and Lenox!!


21 Photos
LANDVEST, INC.
$1,550,000
5 BD | 6 BA
Residential - Single Family

THE HILLTOP HOUSEAptly named for its ideal location at the crest of the hill in a quiet neighborhood of stately and historic homes. This Smith College neighborhood is a highly convenient location. W/ 4800+ sq ft there are 2 living options. The lower level has its own kitchen, LR, 2 BRs and walk out terrace- ideal for rental or needed ground floor quarters, The exterior with shingle siding and Goshen Stone resembles an English cottage. The interior is highly contemporary with high domed ceilings, high end kitchen, 5 gas fireplaces, 5 bedrooms and baths,and multiple bay windows. The exterior with a powered stream running to a koi pod is enchanting.


65 Photos
COHEN & WHITE ASSOCIATES
$1,750,000
4 BD | 3 BA
Residential - Single Family

''Chelsea Woods''..The most private spot with 98+ acres of stunning landscaping; perennial gardens, woods, walking trails, Cone Brook has created a waterfall & pond on the acreage all w/ lots of road frontage for subdivision potential or a family compound. The perfect blend of a circa 1700's stage coach stop w/contemporary addition in a most convenient location to Tanglewood..Motivated Seller!!


22 Photos
LANDVEST, INC.
$1,750,000
6 BD | 8 BA
Residential - Single Family

THE MOREWOOD This Grand and impeccable gilded age mansion sits on 11 acres on the gateway to Pittsfield, the Berkshires' major commercial center ,and is adjacent to the Pittsfield Country club golf course. Restored to Museum quality with large common rooms and 4 levels of living space, Morewood could easily serve as a Cultural Center, Wellness Facility, Medical Spa, Educational Facility, and even a golf and dinner club. The property is ready for a new journey! The 10,000+ sq.ft. Tutor style brick mansion has 6 bedrooms, 8 bathrooms. Grand gardens with center fountain. Ideal residential or commercial/non-profit venture

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