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38 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,149,000
6 BD | 3 BA
Residential - Single Family

Gracious 1890 residence with carriage barn income property, graces the charming main street of Stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing 3 fully rented apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red Lion Inn, Stockbridge Golf Club and theatre nearby.


36 Photos
STONE HOUSE PROPERTIES, LLC
$1,150,000
4 BD | 3 BA
Residential - Single Family

This striking lakefront home offers privacy, contemporary design, and an open floor plan allowing for casual Berkshire living. An abundance of windows allows for natural light and picturesque views of the Stockbridge Bowl landscape. The cook's delight kitchen is perfect for easy entertaining and is equipped with soapstone countertops, a center island for hanging out, and a spacious pantry. The screened porch off the kitchen is the perfect respite to enjoy summer evenings while taking in the evening sunset. Kayakers will love the convenience of launching right off the back yard and paddling to the island and around the beautiful 372 acre Lake Mahkeenac. Beachwood is a wonderful community and allows access to the private Beachwood sandy beach. Be in for summer!


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.


35 Photos
COHEN & WHITE ASSOCIATES

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.


35 Photos
STONE HOUSE PROPERTIES, LLC
$1,195,000
4 BD | 4 BA
Residential - Single Family

Set on a subdividable 25 acre parcel this beautiful Mike Shiels built home bathed in sunlight and absolutely private. Tasteful finishes and a great floorpan - one floor living for one or two people with the remaining bedrooms (each with private bath) on the lower lever. Large guest suite is substantially separate from the rest of the house. Large kitchen opens to the deck. There are 6-7 potential lots total with this parcel.


43 Photos
LANCE VERMEULEN RE, INC., LENOX
$1,295,000
4 BD | 4 BA
Residential - Single Family

Stunning lake views are abundant at this contemporary country home. Situated atop a rolling meadow on 9.71 acres overlooking Stockbridge bowl, this unique home masters easy casual living. Large windows throughout perfectly frame the picturesque views. With nearly 3,000 sq. ft, this home features a first-floor master suite open to a lovely deck with lake views. A bright lower level featuring a bonus room, guestroom & full bath make this home the perfect size for your family & guests. Additional features include central air, a new Viessmann propane fired system, Wi-Fi capable thermostats, and a whole-house generator making this home efficient & easy to manage while out of town. Right around the corner from Tanglewood & Kripalu, the best of the Berkshires is right at your doorstep.


40 Photos
COHEN & WHITE ASSOCIATES
$1,350,000
5 BD | 5 BA
Residential - Single Family

Stockbridge contemporary with a BIG western view from every room masterfully combining architecture with nature. The moment you enter this ''comfort house'' you are immediately drawn to the panoramic view of the Berkshire Hills. The main level living with an expansive open floor plan, dramatic cathedral ceiling w/exposed beams & fp in Great Room flow beautifully to the dining/kitchen; all w/direct access to the spacious screened porch & stone patio making this a perfect home for entertaining. Separate wing for the MB en suite offers complete privacy from the guest BR's en suite. Site specific architecture of this home has captured the skyline of the Berkshires & offers the owner the opportunity to live in the moment from every vantage point in this special home minutes from Tanglewood!!


12 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

RARE BUILDING LOT ON THE BEAUTIFUL STOCKBRIDGE BOWL: Beautiful open water frontage with views across the deep section of the Bowl. Very special parcel. Building site perched above the lake to build your dream lake front home. There could be two homes on this site. Swimming, canoeing, boating, fishing from your waterfront. Very few parcels such as this will ever be available. Watch the Josh Billings from your own home. See concept schematics with the photos which are site specific for this lovely parcel. Over 100 feet of water frontage. More land available. Could be a lovely family compound.


3 Photos
LANDVEST, INC.

Longfellow's Oxbow consists of 45 acres within walking distance of the center of Stockbridge. This large undeveloped parcel offers Views, Privacy, Open Space and a mile of River Frontage. Ideal for a premiere home or homes with vast open maintained hayfields, and views to Naumkeag, the back meadows of Norman Rockwell Museum and overlooking the Stockbridge Golf Club. Once used as a polo field, there is a run-in shed for horses. Longfellow's Oxbow is named after the poet Henry Wadsworth Longfellow , who once owned the land.With high conservation potential, it is possible to both build and conserve in this highly desired Stockbridge location.


16 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,795,000
3 BD | 2 BA
Residential - Single Family

Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous worldwide. Classic Victorian Style with acres of charm. 3 Stories with on-site Parking. 3 'Main Street' Retail Spaces, a large (and vacant) Second Floor Residential / Office space and an income producing Third Floor. Owned and well-maintained by the same family since the 1960's and steps away from The Red Lion Inn and former ''Alice's Restaurant''. Minutes to Tanglewood and all Berkshire Attractions. Ideal for Investment, Office, Residential or Retail use. A true 'once in a life-time opportunity' to be part of Stockbridge History.


16 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous worldwide. Classic Victorian Style with acres of charm. 3 Stories with on-site Parking. 3 'Main Street' Retail Spaces, a large (and vacant) Second Floor Residential/Office space and an income producing Third Floor. Owned and well-maintained by the same family since the 1960's and steps away from The Red Lion Inn and former ''Alice's Restaurant''. Minutes to Tanglewood and all Berkshire Attractions. Ideal for Investment, Office, Residential or Retail use. A true 'once in a life-time opportunity' to be part of Stockbridge History.


59 Photos
ROYAL PROPERTY GROUP
$1,899,900
6 BD | 5 BA
Residential - Single Family

This FULLY RENOVATED Entertainer's Dream Home offers Quality, Beauty & Location. Boosting Large Inviting rooms throughout, Country Views, Sweeping lawns, 5 fireplaces & a Lovely flagstone Foyer. Imagine hosting friends & family in this huge Modern kitchen with High end appliances accessing Front & Rear Veranda's. Mostly Dark Hardwood Floors! Custom Marble baths highlight some of the Nice renovations. Two 1st floor Master bedrooms each with en- Suite Marble tiled baths, Walk-in closets & Wood fireplaces. Relax in the cozy Library with exterior access to the covered Patio. New windows & doors featuring the 11 ft. Bay window in magnificent Gathering room. Upgrades also include Two New HVAC systems, New Septic system, New Well & Electrical. Fresh Landscaping & a Video Tour attached a Must See!


19 Photos
BERKSHIRE PROPERTY AGENTS
$1,950,000
5 BD | 5 BA
Residential - Single Family

Private Stockbridge Estate proudly situated overlooking 30 acres of gently sloping meadows and woods with big open sky and distant mountain views. Spotless restored antique timber frame barn with heat & stone patio. 3 bedroom guest cottage with 3 garage attached. Long gated drive-way guarded by groomed hemlocks. Mature landscaping with large trees like Elms, Chestnuts and White Birches.


50 Photos
COHEN & WHITE ASSOCIATES
$2,240,000
5 BD | 7 BA
Residential - Single Family

Living is easy in this impressive Stockbridge contemporary located on a fantastic plot of land with western view, blazing sunsets and heated pool all minutes from Tanglewood. Three levels of thoughtful living spaces with soaring two level Great Room open to informal dining and gourmet kitchen make the perfect gathering space around the fireplace on cool fall days while taking in the view from the walls of glass. Wander out to the extensive decking on those warm fall days that overlook the heated pool and look forward to making memories of Berkshire summers. The master bedroom, with "His & Her" baths, are on the main level; guests have their own floor. Lower level family room with fireplace and galley kitchen with bar make this wonderful family space most convenient for exercising,


47 Photos
BERKSHIRE PROPERTY AGENTS
$2,250,000
5 BD | 6 BA
Residential - Single Family

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk. Please check out the virtual tour.


7 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$2,400,000
4 BD | 4 BA
Residential - Single Family

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.


15 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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.


21 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$3,500,000
3 BD | 2 BA
Residential - Single Family

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.


40 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$4,000,000
5 BD | 5 BA
Residential - Single Family

Tranquility reigns in this stunning setting on Stockbridge Bowl, where a spectacular, modern lakefront retreat, designed by award-winning architect R.J. McDonald for himself, affords the quintessential Berkshire lifestyle, replete with unparalleled lake access and stunning views. On 4.92 acres encompassing lawns, woods and stream, on land once part of the Astor estate, its roofed terrace and lakefront patio are a mere 30-50' from the shoreline. Framing ever changing lake vistas, floor-to-ceiling windows grace major rooms, while a first-floor open plan, five bedrooms, two fireplaces, and high quality details embody the finest design and construction. The large dock invites one to canoe, kayak, swim, or fish, and offers an ideal spot to watch Tanglewood's July and August fireworks. Perfect!


44 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$9,500,000
13 BD | 15 BA
Residential - Single Family

Built in 1915 believed to be the last of the Berkshire Cottages. This stunning home on 58.8 acres is just minutes to the village of Stockbridge MA. Restored to its original splendor with black and white marble floor entry, curved marble staircase, loggia with painted ceiling and fountain. The library includes book shelves flanking 3 walls and two fireplaces. The room is used as an office/family space with Tv and electronics hidden behind custom doors. Main salon with fireplace and views of the terrace and eastern light. Dining room with fireplace custom table seats 14 easily. Modern kitchen with Corian topped island and comfortable table spaces. A work area as well as tv space off of kitchen. Nine bedrooms. six baths on second and third floors. SEE ADDITIONAL INFO

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