Enjoy seclusion, nature, and seamless indoor-outdoor living in this extraordinary private haven in the southern Berkshires near the Connecticut border...more »
This extraordinary estate with a beautiful Georgian Federal-style home was designed by the American architect Allan Greenberg for world-renowned ...more »
Meticulously designed by Acheson Doyle Partners, beautifully landscaped and finished with the finest materials, the 9-bedroom main house is on more ...more »
The Elm Court Estate retains the title of the largest American Shingle Style home in the United States. The extraordinary Gilded Age Berkshire Cottage...more »
This spectacular 85+/- acre property is a destination Educational Center. It offers a magnificent 1880 Manor House, with spectacular distant Views, a ...more »
Unparalleled 134 acre estate fronted on Copake Lake and adjacent to the Copake Country Club. Spacious, 7 Br 6 Ba stone & wood home surrounded by ...more »
This exquisite new construction timber frame home with Greek Revival elements is nearing completion. Perfectly crafted using traditional architectural...more »
Set on 31 spectacular acres overlooking two mountain ridges, this 26 room, 11,748 square foot stately English Manor home is one-of-a-kind. The rooms ...more »
When New England Hall of Fame Interior Designer Dalia Tamari decided to devote 3 years to designing and building this 7800A+/- sq.ft. European ...more »
HIGHWICK FARM MANOR HOUSE is nearing its 3 year restoration/renovation in time for the Summer of 2021. Meticulously preserving and restoring the ...more »
24 & 30 Berkshire Heights Rd, Great Barrington, MA
4 Bedroom
Historic, NE Farmhouse
46.25 Acre(s)
A rare estate offering in the Berkshires. Breathtaking southern and western views from this historically important Great Barrington estate. Designed ...more »
The property, anchored by a 200 year old copper beech, runs along the crest of Prospect Hill. Magnificent unspoiled views to the south and west create...more »
Options abound for a lifestyle change at what is now known as The Inn at Richmond and The Berkshire Equestrian Center. This magnificent 27 acre ...more »
When the Interior Design Hall of Famers were commissioned to build a family compound in the beautiful Berkshires, they first started by getting ...more »
Sitting atop 100 tranquil acres consisting of fields, woods and expansive views, the home was built in 2006, is 7000+/- sqft, with 5 bedroom and 5 ...more »
Gracious and stately New England colonial farmhouse on 230 acres.Antique barns and outbuildings, pool with amazing views. A babbling brook runs near ...more »
CASA TRAMONTI.....House of the sunset...life's reminder that whatever happens every day can end beautifully, says it all for this sophisticated ...more »
SUNSET MOUNTAIN VIEWS, PRIVACY & WONDERFUL AMENITIES IN YOUR OWN PRIVATE HOME RESORT.......Architect designed 5 br, 6 bath Contemporary with spacious ...more »
A one-of-a-kind Stockbridge luxury home. Mansion design. Every room features quality touches throughout. The Living Room/Great Room boasts two ...more »
BEAUTIFUL HOUSE ON A HILL. An opportunity to own a unique and special property consisting of 93 acres with thousands of acres of conservation ...more »
This outstanding private and spacious estate is set on 12.1 beautifully landscaped acres offering just over 14,000 square feet of quality living area...more »
Nestled in the MA mountain town where CT, NY, and MA meet; this extremely private magical 37 acre woodland estate has it all. Incredible western ...more »
NY architect Kenneth Nadler designed this custom built home on 43 acres ( 5.07 acres/38.46 acre lot). 4 bedrooms, 4.5 baths. Main level living room ...more »
SUPERB COUNTRY ESTATE WITH 2 HOMES AND WESTERLY VIEWS.This is, simply put, one of the best locations in the Berkshires. Set on bucolic, beautiful, ...more »
Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and ...more »
Evoking the era of Gatsby and San Simeon, the 1928 home of George La Branche was built in the style of a luxurious Scottish hunting lodge, welcoming ...more »
Custom-built five-bedroom Timbercraft home on 8+ acres. Private tennis/basketball court, in-ground Gunite heated pool. Pennsylvania Stone and cedar ...more »
Welcome to Mount Washington, Hilltop Town of one hundred and sixty five full time residents spread out over fourteen thousand acres. The majority of ...more »
Situated at the end of a country road overlooking the Williams River is a remarkable Modern home on 9 acres.Amenities include: river frontage, Pines, ...more »
Industrial Modern Chic in Alford on 11+ wooded acres, just 5 minutes to downtown Great Barrington. Designed by award-winning architects, this single ...more »
Custom built estate on a 22+ acre picturesque lot. Thoughtfully designed with exceptional detail and quality. Enjoy a winding tree-lined driveway, ...more »
New construction designed around a historic barn. Expansive views from every window - Taconic Range and the Bash Bish Gap to the east & down the ...more »
Breathtaking 30 Mile Views Over Meadows, Mountains, Prospect Lake and the CT Valley. Set high on coveted Millard Road facing south. There is privacy ...more »
SPECTACULAR HOME WITH UNBELIEVABLE VIEWS! Extraordinary attention to detail and outstanding quality throughout this terrific open floor plan home. ...more »
The Garden Gables, located in the center of Lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool, can...more »
A comfortable contemporary home offering privacy & tranquility completely bounded on one side by the pristine Green River (782' frontage). Sited on 9...more »
Privacy, expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a ...more »
First time on the market! This iconic custom built home floating above Lake Garfield on 4+ acres with sweeping views of the Catskill Mountains. ...more »
Options abound for a lifestyle change at what is now known as The Inn at Richmond This magnificent property includes a historic Colonial era 7 ...more »
Spectacular Richmond estate comprising 24 acres of gardens, meadows, pastures, lush lawn, frontage on Cone Brook, a 4 stall horse barn and an ...more »
Location and views are what this listing is all about. Perched on top of Cooper Hill these 20 acres offer unobstructed views in all directions. It is...more »
The Brookman - almost 5,000 sf of newly renovated modern luxury in the Berkshires - is being offered for the first time in its current iteration. ...more »
Views, Views, Views! This sparkling newly constructed contemporary is finished and officially ready to make its debut. Gorgeous light, high ceilings ...more »
RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. There are beautiful renderings of possibilities on this nearly ...more »
Prominently sited on 18 acres to offer views, privacy, and dramatic sunsets.A gentle sprawling lawn and private wooded background surround this custom...more »
Windy Ridge Farm is an elegant country estate on 140 acres with views to Mt Greylock and the valley to the south. The location off a 1/4 mile long ...more »
A unique one of a kind estate with views to the South East with Tom Ball Brook running along the border. Two buildings consist of a 3826 Sq. ft. ...more »
This stunning shingle style Victorian with the prominent carriage house create a luxurious in-town residence and display exceptional standards of ...more »
Breathtaking views over the Hudson River, Catskills and beyond; One of the only properties that holds this uninterrupted view with a Mid Century, ...more »
THE PERFECT FAMILY COMPOUND ON 5.4 ACRES ACROSS FROM GREENOCK GOLF CLUB. Complete privacy within walking distance to the quaint village. Sitting ...more »
Very RARE opportunity to own one of the largest pieces of waterfront (140+ feet) at the very center of the east side of the Stockbridge Bowl. Lovingly...more »
Privacy, expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a ...more »
Copake Lake is nestled between the Berkshire and Catskill Mountains, approximately 2 hours from NYC -- what many call the hidden gem of the Hudson ...more »
PANORAMIC and BREATHTAKING SOUTHWEST VIEWS of MOUNTAINS, MEADOWS and FARMS, VIEWS FOR 30 MILES with TWO BEAUTIFUL HOMES. As you enter the main house...more »
A waterfront dock on Lake Garfield comes with this Contemporary Craftsman home perched on Mount Hunger with extraordinary panoramic views over the ...more »
Tranquility with privacy, gracious amount of water frontage on beautiful Lake Windermere, walking trails and sprawling lawn surround this dramatic ...more »
Magical, secluded compound set oh-so-privately amongst birch groves down a winding country lane ... simply stunning views surround this impressive ...more »
The beautiful & historic Windflower Inn, is a terrific business or lifestyle opportunity. Built in 1850 & meticulously maintained, this rambling ...more »
Enjoy the spectacular panoramic views of the Berkshire majestic mountains ,and the pleasures of the idyllic countryside from this secluded 4 bedroom ...more »
Leave it all behind to start anew in the bucolic Berkshire Mountains.Open the gates and retreat to this exclusive Home Resort/Business Compound set on...more »
Contemporary, Log, NE Farmhouse, Post and Beam, Timber Frame
76.94 Acre(s)
Looking for a luxurious custom built log home nestled on nearly 80 acres overlooking the valley in the beautiful Southern Berkshires? Here it is w/ ...more »
A long winding drive leads to this modern-yet-rustic hideaway, offering peace, privacy and pastoral views. The 9-acre property consists of the main ...more »
Built in 2006 on over 42 acres this home is sited to take in the full southern view. Tons of glass on this southern side flood the house with natural ...more »
Treehouse is engulfed in a mature forest at the very top of the hill overlooking Lenox Mtn. Accessed by its own 3/4 mile drive , it is completely ...more »
Welcome to the Berkshires & Otis Reservoir -the largest recreational lake in MA at 1085 acres.This listing is all about the land,the location & 150 ft...more »
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...more »
Historic Concord Farm. Set back and overlooking 92 acres of rolling fields, this classic 1840 Greek Revival farmhouse captures that luminous sense of ...more »
Wonderful Large Family Home with Pool. 7 Bedrooms and 6 full Bathrooms grace this impressive property with designer touches throughout. Spacious ...more »
If you are looking for a family compound or a property with potential rental income this expansive 40 acre property will suit your needs to a ''T''. ...more »
Beautiful Onota Lake Contemporary featuring over 100 feet of waterfront in exclusive private cove. Newly built in 1998, featuring upper and lower ...more »
Imagine a light filled Contemporary home, located on an admired and private country road, with serene waterfrontage on the quintessential Lily Pond. ...more »
Pick a bunch of terrific adjectives because not one of them can best describe this one-of-a-kind, unique and special opportunity to own a piece of ...more »
Rare idyllic setting surrounded by the beauty, tranquility and inspiration of nature. Hike, snowshoe, xcountry ski and horseback ride on the wide ...more »
LOCATED 5 MINUTES TO DOWNTOWN GREAT BARRINGTON. If you want space, comfort, privacy, and room for the whole family to come, then this house is for you...more »
Located on scenic Oblong Road in South Williamstown, this gorgeous home, with over 5000 square feet of living space on 5.2 very private acres ...more »
What wonderful divisible land with this Berkshire farmhouse. Views and Pool. Parklike setting. Four bedrooms and baths. Don't miss a thing with this ...more »
602-606 Hartsville New Marlborough Rd, New Marlborough, MA
11 Bedroom
Colonial, Gambrel/Dutch
20.00 Acre(s)
The ultimate family and friends compound with 23 rooms, 11 bedrooms, and 8 baths in 2 houses connected by a 2nd floor porch. The main house was built ...more »
Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; ...more »
This very special home is located on highly desirable West Center Rd. offering a host of todays most desirable features - perched on it's own, koi ...more »
Perfect for large family or other looking to utilize10,000 sf plus of space for dwelling or other mixed-use purposes. Current configuration has 13 ...more »
If you're searching for a peaceful sanctuary that you could move right into, then you've found your place. This lovely four-bedroom, four-bath ...more »
Wildwood Farm on the Hop Brook - A Historic Farm and Private Pond on 140 Acres.Located on the Monterey-Tyringham border, at the confluence of three ...more »
Downtown Lenox Gilded Age former home, currently used as multiple office suites. The 3000sf Carriage House behind holds an office suite on the first ...more »
Beautiful, lovingly kept antique colonial, privately set on 6.5 acres with pool & new barn, minutes to Williams College, The Clark, & Williamstown ...more »
SPECTACULAR CUSTOM BUILT CONTEMPORARY FARMHOUSE - on 50 acres with frontage on the Umpachene River. 6 bedrooms, 4.5 baths. Open living plan, gas ...more »
West Acres....Located in Shaker Country this stately Colonial Revival greets you with a circular drive and porte-cochere. Once you enter the foyer ...more »
Wonderful Lakeside retreat on Lake Mansfield. Great room with Fireplace, chefs Kitchen, Sunroom, Den, Primary Bedroom Suite and 2 additional Bedrooms ...more »
SPACIOUS LIGHT FILLED CONTEMPORARY WITH VIEWS, MINUTES FROM BUTTERNUT SKI RESORT AND GREAT BARRINGTON RESTAURANTS & SHOPS. SOARING CEILINGS, STONE ...more »
The rarest opportunity to own over 272 acres with a log home, open pastures and mature forests that also pays you back every year to own it! The two ...more »
Updated move-in contemporary with in-ground heated salt water pool and deck. The primary bedroom, ensuite bath with radiant floor, steam shower and ...more »
Waterfront contemporary on Round Pond with gorgeous views! Three levels of living in wooded and serene surroundings with wraparound deck, 3 bedrooms ...more »
Perched on the mountain, this beautiful Contemporary home sits on a quiet private road, within the reach of Butternut Ski Area. Country cherry floors ...more »
Charming Yankee barn post and beam home with 4 bedrooms, 3 full baths, charming updated kitchen. (6 burner Viking) Open family, dining kitchen, screen...more »
This spectacular home is a must see! Built in 1998 with extraordinary detail including a lifetime metal roof that has a slate appearance. A spacious ...more »
BEACH LIFE - SPECTACULAR LAKE VIEWS, BEACH ACCESS, AND A FINELY BUILT HOME.Big Pond & Otis Town Beach - two of the Berkshires ''secret'' treasures. ...more »
This outstanding 140+ acre property, with a picturesque 2,379SF Cape, is located very close to the center of Monterey, a terrific Southern Berkshire ...more »
Rare bucolic setting surrounded by the beauty, tranquility and inspiration of nature. Hike, snowshoe, xcountry ski and horseback ride on the wide ...more »
EXPANSIVE PROTECTED VIEW from almost every room in this Richmond Contemporary on 2+ acres of complete privacy. Open living with cathedral ceiling ...more »
