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33 Photos
COHEN & WHITE ASSOCIATES
26 Austerlitz Rd
Berkshire - South
West Stockbridge > MA > 01266
$1,490,000
4 BD | 5 BA
Residential - Single Family

With spring comes the opportunity to own this stunning Contemporary with incredible living/entertaining spaces both inside and out overlooking a private pond surrounded by beautiful gardens and mature landscaping. Luxurious first floor master bedroom en suite with three additional guest bedrooms en suites accommodate a few or many. Impeccably maintained and move in ready with the acreage/frontage for another potential building site....BERKSHIRE PERFECT!


29 Photos
STONE HOUSE PROPERTIES, LLC
14 Monument Valley Rd
Berkshire - South
Great Barrington > MA > 01230
$1,490,000
5 BD | 5 BA
Residential - Single Family

63 incredible acres of forest and ponds surround this home that has been in one family for several generations. The land extends to the top of the mountain where there are cross country skiing and hiking trails. A stream runs almost all year and empties into two ponds. Off the very large kitchen is a screened-in porch and deck. The living room which was the original part of the house and built in an A frame, has great character and leads to a family room overlooking the pool and backyard. The master bedroom is on the first floor and overlooks the pool and deck as well. Two more bedrooms occupy the opposite end of the 1st floor and incorporate a small utility kitchen. The property also includes a two level barn; one part currently is a wood shop, other part was formerly housing horses


36 Photos
COHEN & WHITE ASSOCIATES
5 Stone Hill Rd
Berkshire - South
Stockbridge > MA > 01262
$1,490,000
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!!


56 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
35 & 35A Baldwin Hill East West --
Berkshire - South
Egremont > MA > 01230
$1,495,000
5 BD | 9 BA
Residential - Single Family

Extraordinary country compound comprising two homes and barns on 15 acres with gorgeous rural and mountain views. The 5BR main house is a magnificent Queen Anne Victorian, with three floors of living space, an elevator, a renovated kitchen with high-end appliances, beautiful architectural details, sleeping porch, and wonderful views from every window. The 4BR/2128sf guest house is a Federal period post-and-beam. Both homes have been maintained lovingly and well. A fabulous barn (two, actually), a lovely in-ground pool, flagstone terrace, pergola, and sweet children's playhouse complete this truly idyllic place. In a prime location, minutes from Main Street, Great Barrington, convenient to the Taconic Parkway, etc.


59 Photos
LANCE VERMEULEN RE, INC
604 Hartsville New Marlboro Rd
Berkshire - South
New Marlborough > MA > 01259
$1,495,000
12 BD | 7 BA
Residential - Single Family

Cassilis Farm. This historic New Marlborough landmark consists of two stately homes - one 7,666 square feet, the other 4,776 square feet - connected by a porte cochere, plus historic horse and cow barns, an antique ice house and charming garden house. The grounds of this 18-acre estate offer woods, pasture, sweeping lawns, perennial beds, a babbling brook and a pond. The houses are remarkably authentic, with elegant staircases, handsome paneled parlors and bedrooms--several with fireplaces--period moldings, doors and windows. Front house features an impressive two-story side porch with spectacular views. Mechanicals are updated. Seize this incredible opportunity to bring an iconic property to the next place in its evolution! Property consists of 602 and 604 Hartsville New Marlboro Rd.


29 Photos
BERKSHIRE PROPERTY AGENTS
651 Hayes Hill Rd
Berkshire - South
New Marlborough > MA > 01230
$1,549,000
6 BD | 5 BA
Residential - Single Family

1964 Modernist home and two guest houses with long and panoramic southerly views, designed by noted Bauhaus designer George Giusti along with architect Crane De Camp. Integrating a variety of natural materials that link the house to the surrounding pastures and woods, the two created the low rectangular house high on a hillside overlooking the rolling hills of southern Massachusetts and northern Connecticut. The compound, known as Meadowtop, consists of the main two-bedroom house, a three bedroom, two-bath guest cottage, a cabin bunkhouse and an in-ground pool with the same remarkable views. There's a hidden pasture and an outdoor stone BBQ area for sunset gatherings. A rare offering of mid-century architecture in a magical setting, convenient to both Berkshire and Litchfield counties.


52 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
250 West St
Berkshire - South
Lenox > MA > 01240
$1,550,000
4 BD | 6 BA
Residential - Single Family

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.


55 Photos
COHEN & WHITE ASSOCIATES
280 DIVISION St
Berkshire - South
Great Barrington > MA > 01230
$1,550,000
7 BD | 6 BA
Residential - Single Family

Affording the perfect combination of privacy and luxury, this fabulous Contemporary is an outstanding choice for the Berkshires. It's stunning interior with 7 bedrooms, 5 baths and powder room, includes a guest wing with separate entrance, UNIQUELY SUITABLE FOR A PROFESSIONAL OFFICE The luxurious master bedroom features his and her bathrooms en suite. Situated on beautiful, professionally landscaped five plus acres, spacious decking and a dramatic gunite pool, this home is just a few short miles from town and is a convenient location for all the Berkshires offers.


53 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
75-77 Main Rd
Berkshire - South
Tyringham > MA > 01264
$1,570,000
7 BD | 6 BA
Residential - Single Family

**NEW PRICE FOR 2019** ''Fairy tale'' Residential & Commercial country retreat, nestled in the luscious green hillsides of the Berkshires. Reside in it's beautiful Cottage, and continue the tradition of sharing the 'Gingerbread House' as a Banquet Hall (leased for weddings, retreats and corporate events) and B&B (currently generating over $200K in income). Santarella is steeped in history, dating back to the 1750's. With just under four acres of lush landscaped gardens, bridges, brooks and beautiful blossoms, this is truly a magical, mystical wonderland and a once-in-a-lifetime offering.


60 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
75-77 Main Rd
Berkshire - South
Tyringham > MA > 01264
$1,570,000

Commercial

**NEW PRICE FOR 2019** ''Fairy Tale'' Residential and Commercial country estate, nestled in the luscious green hillsides of the Berkshires. 'Gingerbread House' Banquet Hall and grounds, leased for weddings, retreats and corporate events.Beautiful 1 Bedroom Cottage, 4 Bedroom Colonial House and 2 - 1 Bedroom Silo Suites, used as Rentals.Current annual Income over $200,000. Santarella is steeped in history, dating back to the 1750's. Just under four acres of lush landscaped gardens, bridges, brooks and beautiful blossoms. Truly a magical, mystical wonderland and a once-in-a-lifetime offering.


49 Photos
BERKSHIRE HATHAWAY HOME SERVICE BLAKE
143 Vine St
Berkshire - South
Otis > MA > 01253
$1,600,000
4 BD | 3 BA
Residential - Single Family

With lake views from practically every room in the home, the property commonly referred to as ''Crestmoor'' welcomes you with its clean, mature landscaping, 220 lf of water frontage, your own private dock with boat lift and a home built with superior craftsmanship, thought out design and top-shelf materials. The Master bedroom and bath are located on the first floor as is a beautiful sitting room, with a large stone fireplace and vaulted ceiling. The partially finished basement comes complete with a gaming room, beautiful bar and, of course, awesome views of the reservoir. If you are looking for a high end waterfront property, don't pass this one up!


20 Photos
FRANZ J. FORSTER R. E.
131 Pond Blvd
Berkshire - South
Otis > MA > 01253
$1,650,000
4 BD | 3 BA
Residential - Single Family

Stunning custom four bedroom lakefront home at 310 Acre BIG POND. Featuring four bedrooms, state of the art kitchen, stone fireplace, deck, screened porch, and breathtaking lake views...


40 Photos
BERKSHIRE PROPERTY AGENTS
11 Londonderry Dr
Berkshire - South
Great Barrington > MA > 01230
$1,650,000
8 BD | 10 BA
Residential - Single Family

Totally secluded with views to Ski Catamount, yet just minutes from Great Barrington center. From the moment you enter, attention to detail is apparent, along with the dramatic wall of glass to the westerly view from the two-story great room. The same view is found from the sumptuous first floor master suite which leads out to a large sun-soaked deck. A virtual resort for country house guests - the kitchen has two of everything, the gorgeous pool area has a pool house and basketball court, the finished walk-out lower level offers exercise, play and workspace for everyone, and there's separate guest wings for fun-filled weekends. The words ''spotless'' and ''well-cared for'' do not do this property justice, as it's triple mint. Attached three-car garage for collectors. Call us for a tour.


13 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
267 Long Pond Rd
Berkshire - South
Great Barrington > MA > 01230
$1,749,000
5 BD | 5 BA
Residential - Single Family

A True Berkshire Gem in a Premiere Location Over Looking Long Pond. Wow! Classic farmhouse on nearly 80 acres with a barn, orchard, pool, tennis court, play house, and gardens. All of this over looking open fields, Log Pond and Catamount. This is truly a spectacular setting with a large living/family room, formal dining, large eat-in kitchen and den. Second floor with bedrooms and third floor finished as studio space. Finished lower level room with full bath and outdoor shower for after swimming, tennis, gardening, or just playing. Come put your personal touch on this gem. A bit of work for a lot of gain.In 1987 additional land was purchased for $80,000. House sits on just 4+ acres but the entire lot is nearly 80 acres. Inscription in kitchen beams are from 1820.


12 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
82B Interlaken Rd
Berkshire - South
Stockbridge > MA > 01262
$1,750,000

Land

RARE STOCKBRIDGE BOWL OPPORTUNITY: THE KIDS WILL COME WHEN YOU HAVE A SUMMER PARADISE: Boating, waterskiing, canoeing, paddle boarding etc. Over 300 feet of pristine lakefront. An existing structure offers a rare opportunity to build within 71 feet of the lake. This is pure lakefront delight. The views of the lake and mountains are absolutely beautiful. An additional waterfront parcel. This is sited overlooking the big part of the Bowl. Minutes to all the beautiful Berkshires has to offer.


12 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
82C&D Interlaken Rd
Berkshire - South
Stockbridge > MA > 01262
$1,750,000

Land

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.
0 Glendale and Butler Rd
Berkshire - South
Stockbridge > MA > 01262
$1,750,000

Land

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
0 Hupi Rd
Berkshire - South
Monterey > MA > 01245
$1,750,000

Land

UNIQUE MONTEREY LAKEFRONT PROPERTY-one of a kind opportunity! 15+ acre waterfront parcel on pristine Lake Garfield. Beautiful lake views off of quiet Hupi Rd with approximately 700' of water frontage on a motorboat accessible lake. Comprised of 2 lots - Lot #16 is 4.443 acres, Lot #15 is 10.738 acres - offered together at $1,750,000.


37 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
79 Hawthorne St
Berkshire - South
Stockbridge > MA > 01262
$1,750,000
4 BD | 6 BA
Residential - Single Family

An exquisite traditional Georgian-style brick manor house is the centerpiece of this rare 36-acre Stockbridge estate, which offers both privacy and proximity to Lenox village, Wheatleigh, Tanglewood, and myriad Berkshire amenities. In a jewel-like setting with mature landscaping and views of lawns and hills, the residence combines 21st-century conveniences with impeccable architectural details, including elements from historic Georgian and Federal homes. Conveying quality and luxury, these details--a welcoming arms staircase, graceful columns and mantels, Palladian windows--epitomize the finest in traditional American design and create an ideal place for entertaining. The photos, virtual tour and floor plans are helpful, but, for the discerning buyer, this property is a must see.


61 Photos
STONE HOUSE PROPERTIES, LLC
927 Boardman St
Berkshire - South
Sheffield > MA > 01230
$1,760,000
4 BD | 4 BA
Residential - Single Family

This magical property is an ideal blend of country comfort with hip chic style. The ease and elegance were designed for those desiring a casual Berkshire lifestyle. The floor plan is perfect for gathering friends & the attention to detail is evident the minute you walk in the door ~ prepare to be wowed! The kitchen is awe inspiring as the focal point of the house and will entice even the most novice of cooks! Cathedral ceiling, exposed preserved beams, pizza oven, & LaCanche range are just a few of the highlights. The wall of glass from the living room takes in the VIEW and has a fireplace for cool Berkshire evenings. The property and VIEWS are breathtaking and the wide open skies showcase the surrounding fields, mountains, pond, and DRAMATIC NIGHTLY SUNSETS.STUNNING!

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