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37 Photos
ROBERTS & ASSOC. REALTY, INC
$749,000
5 BD | 6 BA
Residential - Single Family

Warm and welcoming historic Colonial featuring 3800+ sq. ft. in the center of Stockbridge. This grand yet cozy home offers plenty of space for gracious entertaining with a formal living room, dining room, parlor and a large eat-in country kitchen. Accommodate family and friends with 5 generous bedrooms and 5.5 bathrooms. Finished third floor with a game/media room as well as plenty of storage and a bonus room. Enjoy the extensive lawn and outdoor space from the large screened in porch - rare to a village home. A private tranquil site with an easy stroll into town and abutting protected properties with maintained nature trails. Fueled by natural gas with many recent improvements including new roof and exterior paint. This is a must see property!!


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LANCE VERMEULEN RE, INC
$895,000
5 BD | 3 BA
Residential - Single Family

1780's colonial on beautiful property. Few like this left in the Berkshires. Originally a Stagecoach stop between Hartford and Albany, this spacious home has those special details not found in modern buildings today. Built in cabinets, wide plank floors and fireplaces, one complete with bread ovens and usable hanging cooks pot. Dutch door looking out to lovely view. Recently updated kitchen leads into a greenhouse with fountain and radiant floors for year round use. Dining room table is the original to the home & is included in the sale to be passed onto the next family to make their own memories. There is a separate guesthouse with a full open kitchen, LR, bath, laundry room & loft. Several outbuildings including Tack room, chicken coop/playhouse, & much more. Can be sub-divided.


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COHEN & WHITE ASSOCIATES
$895,000
4 BD | 3 BA
Residential - Condo/Townhouse

There is still plenty of time to spend this summer in this Country Villa at White Pines or make it your full-time forever home in the Berkshires with plenty of space to spread out and a wonderful in-home office with high speed internet and custom built-ins. This Contemporary home has it all......stunning meadow view, recently renovated with new hardwood floors, new carpeting, lighting, appliances in the updated kitchen with granite counters, new washer & dryer, new master bathroom on main level with soaking tub and separate shower and all new windows throughout. Great Room with fireplace, 3 guest br's, family room, spacious decking and attached garage. Association indoor pool, tennis courts, exercise room, hiking trails & private Stockbridge Bowl beachfront... .walk to Tanglewood!!


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HELEN MULLANY REAL ESTATE, LLC
$1,049,000
4 BD | 3 BA
Multi-Family

A gracious Main Street property with four rental apartments, a main house with four bedrooms, double parlors, country kitchen, two full baths, a wonderful screened porch and a three bay garage. The yard has nice out door spaces for the residents, and all a short walk to everything the town offers. Perfect for an investor owner occupier.


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HELEN MULLANY REAL ESTATE, LLC
$1,049,000
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.


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.


58 Photos
PAULA MCLEAN REALTORS INC.
$1,200,000
6 BD | 6 BA
Residential - Single Family

The Historic General Williams House circa 1795, has been lovingly restored and improved and now provides modern day comfort in quintessential Stockbridge MA. Featuring 6 inviting bedrooms, 5.5 modern baths, 6 elaborate wood burning fireplaces, two cook's kitchens, spacious dining and living areas, a sparkling new in-ground pool and separate ''Ice House'' that is ideal for group gatherings with it's own kitchen and full bath. Ideally situated on 4 acres this delightful residence is only 2 miles from Rockwell's famous Stockbridge Main Street and only 5 miles to Lenox township and Tanglewood Music Center. Bask in the Berkshire sunshine poolside, invite friends to chat on one of the stone terraces, or simply rock the afternoon away on a tree top porch.One can enjoy this grand property as a


3 Photos
LANDVEST, INC.

Price reduced and now also available as 4 lots: 35 acres at $950,000 and 2 one acre lots for $125,000 along Butler Rd. 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.


47 Photos
FAIRGROUND REAL ESTATE
$1,200,000
5 BD | 3 BA
Residential - Single Family

Perfection in America's ''most charming'' townBuilt in 2010 by local craftsman Gregg Wellenkamp, this five bedroom, three and half bath contemporary is the definition of turn key. Bright, inviting, and warm, with amenities galore. First floor or second floor master/guest suite depending on your preference. Modern chef's kitchen, saltwater pool, hot tub spa, music room, basketball court, heated garage, fenced garden, and screened porch are highlights of this modern oasis. Set back from the road, it is private yet conveniently located just minutes to downtown GB and Stockbridge, and a short drive to Tanglewood, Norman Rockwell Museum, Chesterwood, Stockbridge Bowl and more! --


16 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,650,000
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.


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.


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ROYAL PROPERTY GROUP
$1,799,900
5 BD | 5 BA
Residential - Single Family

Your Dream Home awaits on Prospect Hill. A must see Completely Renovated Lovely Home. All rooms are large & spacious with tons of Natural light. Invite your friends to stay in your 1200 sq ft Guest Suite with it's own Entrance! This is an Entertainers Dream! Offering 5 Fireplaces, Large Foyer, Huge Kitchen w/ 2 Veranda Exits & High end SS appl. Relax in your beautiful Great Room with a View! All 5 Baths have Gorgeous Tile work (2 Soaker tubs, glassed showers & more). Two Mstr. Bedroom En-suites on 1st Flr. with walk-in closets. Original Library is cozy for Study/Den with built-in's. Enjoy the spacious Dining room with large picture window. Renovation details include Hardwood floors, New windows & doors, Septic, HVAC systems, Private Well, Electrical & other upgrades too. Please Call Today!


50 Photos
COHEN & WHITE ASSOCIATES
$1,998,000
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,


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.


44 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$8,500,000
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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