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40 Photos
ELYSE HARNEY REAL ESTATE
$1,250,000
3 BD | 4 BA
Residential - Single Family

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.


41 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,299,000
5 BD | 6 BA
Residential - Single Family

Ideally situated in the heart of downtown Stockbridge, this 1860 colonial home has been stylishly updated and is move-in ready. The stunning first floor has three spacious adjoining living areas, including a central dining area and a family room with fireplace. The renovated kitchen has a chef's range and a large island perfect for gathering around. In the rear of the first floor is one of the home's two primary en-suite bedrooms, both with gas fireplaces. Take the back or front staircase to the second floor, which has the second primary en-suite bedroom, a central sitting area, and three more bedrooms, each with their own bathroom. A light filled loft/office and a vaulted-ceiling media room are found at the rear of the second floor - a perfect place for work or entertainment.


52 Photos
HARSCH ASSOCIATES
$1,300,000
4 BD | 4 BA
Residential - Single Family

A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts follow the Deerfield tradition of interior feather-edged sheathing and paneling, wide pine board flooring and a large colonial cooking fireplace with adjacent beehive oven in the keeping room. 4-5 bedrooms/3.5 baths.


57 Photos
STONE HOUSE PROPERTIES, LLC
$1,335,000
4 BD | 3 BA
Residential - Single Family

CIRCA 1824 GEM on 4.3 ACRES OF MEADOWS AND WOODS IN THE HEART OF THE HISTORIC VILLAGE OF STOCKBRIDGE. Walk to shops, restaurants, town tennis courts, the library, the Stockbridge Golf Club, the Berkshire Theatre Festival and more. The David Dudley Field house is steeped in history remaining in the Field family until 1984. The current owners have lovingly maintained and cherished this exceptional property for 40 yrs. The gracious interior is bathed in natural light and full of beautiful period details. Front and back staircases, pocket doors, built-in shelving, exceptional fireplace mantels, beautiful floors, etc. The carriage barn is a delight. An exceptional property perfectly located in the center of Berkshire activities. Lenox and Great Barrington are only a quick 10 minutes away.


34 Photos
PREFERRED COUNTRY PROPERTIES
$1,350,000
4 BD | 3 BA
Residential - Single Family

This c.1770 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sq-ft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.


60 Photos
LANCE VERMEULEN RE, INC
$1,350,000
6 BD | 5 BA
Residential - Single Family

Welcome to your dreamy mini-estate, complete with main house, barn, and heated pool located in the heart of the Berkshires! This stunning 6 bedroom, 5 bath residence is nestled into a tranquil 1+ acre lot, on a quiet cul-de-sac! Nicely updated, this home offers wood floors, central AC, fully fenced heated pool, stone patio, mature gardens, dynamic screen porch, stainless appliances, and high-efficiency boiler. This lovely Colonial offers plenty of space for friends and family to gather with several light-filled nooks to explore. The gorgeous barn offers storage below and a finished apartment above! With 1 bedroom, full bath, full kitchen, den, and its own deck overlooking the pool and gardens + outdoor shower and 1/2 bath off the pool-this is one that should not be missed!


65 Photos
LANCE VERMEULEN RE, INC
$1,395,000
4 BD | 3 BA
Residential - Single Family

This delightful 18th century farmhouse combines antique charm with modern comfort. Once a home for miniature horses, and currently a successful antique business for 20+ years; this property is full of opportunity and zoned for both commercial and residential use. A completely renovated kitchen, updated appliances, and mechanicals add efficiency and make this home move in ready. The original side of the house includes: 2 large living spaces & the kitchen, all overlooking 6+ acres of the professionally landscaped backyard. The upper level has 2 spacious bedrooms and a shared bath. The North Wing of the home is an addition, which includes all one level living; a primary with en-suite bath, and a separate entry in-law suite with a living room, bedroom and full bath. The dining room and


20 Photos
HOUSATONIC REAL ESTATE
$1,400,000
3 BD | 3 BA
Residential - Single Family

If you are looking for a property with a lot of land, privacy, AND a Covered Bridge, then you will love this property. Three Bedroom, two-and-one-half bath home on 94 acres of land abutting Tolland State Forest. This property has hundreds of feet of frontage on the Farmington River. The house is dated, and it needs work. Property is being sold ''AS IS''. Come and see this unusual property. The location is spectacular.


77 Photos
COHEN & WHITE ASSOCIATES
$1,425,000
4 BD | 3 BA
Residential - Single Family

Clover Hill Farm......The Lenox home you've been waiting for!! Located in a most unexpected enclave on a dead end cul-de-sac is this hidden gem........a Post & Beam Contemporary surrounded by almost twelve aces of privacy, meadows and mature landscaping with the bonus of a fabulous barn. With three levels of living space, this home has wonderful common living spaces with open kitchen/dining/family open to the beamed double volume Great Room with soaring fireplace, four season sunroom, main level primary bedroom en suite, three guest bedrooms, lower level family/game room with fireplace and generous outdoor decking to relax and enjoy the view of terraced stone walls, meadows and the serene Berkshire woods. A must see!


68 Photos
LANCE VERMEULEN RE, INC
$1,495,000
5 BD | 5 BA
Residential - Single Family

Discover the magical charm of this Egremont property, where history meets modern comfort.This Colonial features 5 bedrooms,4.5 bathrooms, w/ original details & wood floors throughout. The recent renovations include a large second-floor primary & convenient first-floor guest suite w/ separate entry. Lovely family room w/ fireplace, beautiful natural lighting & spacious rooms. Set on a picturesque 3.44-acres, it's a gardener's dream w/ perennial gardens, fruit trees, a stream & 3 small ponds w/ a waterfall & koi pond. Enjoy, a shop/garage with a large second level & versatile smaller barn. Located within walking distance to the village center, French Park, close to Prospect Lake, Baldwin Hill & various cultural attractions, this property offers the perfect blend of serenity & convenience.


66 Photos
PIRETTI REAL ESTATE
$1,595,000
4 BD | 3 BA
Residential - Single Family

Hidden Spring Farm, has been lovingly maintained by one family for the last half century and now its your turn to continue its legacy. Set on 20A of fields and forest, this beautiful property features a picturesque pond, perennial gardens, stone walls, historic barn and outbuildings in a park-like setting. The historic 1820 home has been expanded over the years, has new copper gutters & porch roof , new or updated slate and asphalt roofs on all buildings, hardwood floors, 3 fireplaces, a hand turned Shaker stair rail, spacious rooms with period details, 4 bedrooms, and updated mechanicals. Enjoy your summer days on the screened porch or bluestone terrace overlooking the serene landscape. If you love historic, love land and enjoy pristine....Hidden Spring Farm is a dream come true!


55 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,600,000
8 BD | 4 BA
Residential - Single Family

The Perfect Retreat! FOUR BROOKS FARM, owned by the De Kay Gilder Palmer Family since 1898, is now available. This exceptional property embodies idyllic country living in the heart of The Berkshires. This historic property consists of the Main House, Guest Wing, Barn with Tack Room, Roman Walled Garden with Sunrise/Sunset window, Stonewalls, Pastures, Trails & Views . Ready for restoration to former glory, many recent improvements have been completed. Rolling meadows, gardens, stone walls and views! Rich in history, with so much potential to be a cherished Berkshire retreat. Close proximity to notable area cultural attractions . Reportedly visited by notables such as Mark Twain and Grover Cleveland...


69 Photos
WHEELER & TAYLOR REALTY CO., INC.
$1,700,000
3 BD | 3 BA
Residential - Single Family

Expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic setting in a dream location featuring a hilltop swimming pool w/ stone patio, 36' x 60' horse barn with plenty of room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 BRs, 2.5 bathrooms, open concept floor plan, private office space, central A/C, jetted tub, screened porch, gas fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!


57 Photos
LANCE VERMEULEN RE, INC
$1,750,000
3 BD | 3 BA
Residential - Single Family

Welcome to Rannapo Road, and your forever home! Sitting at the crest of the hill, this home peers across the valley overlooking cornfields, 2 rivers and Mt Everett. With 17 workable acres and a horse barn, this equestrian property is a perfect opportunity to own your own gentleman's farm. Inside you will appreciate the open floor plan and fireplace while enjoying the views as they paint pictures in every window. The large primary en-suite bedroom boasts a Juliette balcony overlooking the valley - the perfect spot for morning meditation. Two additional bedrooms, an office and a den can be found throughout the home - including a first floor bedroom. Additionally, the home features a large bonus room above the garage with a separate staircase - plumbed for heat and ready to finish.


79 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,825,000
4 BD | 4 BA
Residential - Single Family

If you are considering a purposeful next chapter involving land stewardship this heirloom farmstead is an exquisite gem with much to offer. With mountain, valley, and pastoral views the setting for this meticulously renovated 1820s farmhouse, with a 3 bedroom guest cottage, and a cluster of well maintained barns is, in a word, spectacular. A working farm of this caliber and beauty is a rare find indeed. During the current owner's tenure the farmland was groomed to be 100% organic and is protected by an agricultural easement through the assistance of the Columbia County Land Conservancy. Currently the farmland is leased to a local farmer who manages the fields and pastures with expertise. A few of the highlights include a solar array which provides 50% of the electricity, a pond, 3 wells,


41 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,895,000
5 BD | 5 BA
Residential - Single Family

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights.


39 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,985,000
4 BD | 4 BA
Residential - Single Family

Country Elegance Meets Historic Charm on 69 Acres! This meticulously reconstructed antique residence, designed by a local architect, blends rustic sophistication with historic allure. The home features a chef's kitchen with granite countertops, Wolf appliances, and a Sub-Zero refrigerator. Original wide pine floors in the historic section seamlessly match the new additions. Equestrian enthusiasts will love the USDF regulation dressage arena, grazing pastures, and a thoughtfully designed horse barn with a heated tack room, a wash stall with hot and cold water,, and a hay loft for over 800 bales. Additional amenities include a detached equipment workshop. This property offers access to the Berkshires' cultural attractions to the west and Northampton's academic hub to the east.


30 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,995,000
4 BD | 4 BA
Residential - Single Family

Modern Farmhouse - designers' own home, using locally sourced items and for creating a thoughtfully designed residence.High-end finishes and lighting, neutral Farrow & Ball paint throughout, as well as the gourmet kitchen with Subzero refrigerator, Wolf range, Bosch dishwasher, custom cabinetry, handmade walnut butcher blocker island, and radiant floors. Solid craftsmanship, woodwork, plaster walls and hand carved built-ins. New siding, insulation and copper drain pipes. This residence has six acres, a lovely steam, old growth trees, and beautiful gardens, bordering Stockbridge and Lenox, in the heart of the Berkshires. Close to the area's key attractions: Tanglewood, Jacob's Pillow, museums, great restaurants, parks, hiking, and lakes, and less than 10 minutes from the Red Lion Inn.


28 Photos
JUANITA O'ROURKE REALTY
$2,100,000
4 BD | 2 BA
Residential - Single Family

It was 1930 when Will Rogers told Americans to buy land 'cause they aren't making any more of it.Well,he likely would have been interested in this except it wasn't available for sale until now. For well more than 150 years the same family has held this property....Until now...more than 30 acres of amazing land with pasture, woods, water frontage and views.This property stretches with approx 2000' frontage on Swamp Road (#35-#57) all the way to Shaker Mill Pond and did we mention that Cone Brook runs right through it!! With a gentle slope to the South West, if you walk these fields you will fall in love with the ''Berkshire Life''. With an older four bedroom two bath family home along with barns, run in shed, improved interior road. 3.5 mi to Tanglewood .5 mi to WS Village


52 Photos
LANCE VERMEULEN RE, INC
$2,295,000
4 BD | 3 BA
Residential - Single Family

This custom built home is situated on a hilltop, offering a private and peaceful setting with scenic views. 4 bedrooms, 2.5 baths and a fully finished basement with a separate exterior entrance. A spacious living room boasts cathedral ceilings with a walk out patio for entertaining and taking in the views. In the kitchen, a butcher block island is surrounded by granite counters, with a cozy and quaint breakfast nook. Cathedral ceilings continue into the first floor primary suite featuring 2 walk in closets, a propane fireplace and large ensuitewith a soaking tub. Upstairs, 3 additional bedrooms share a hall bath. This home includes central air conditioning, propane heating, underground electric and a full house generator for added convenience and comfort. The property spans over 35 acres,

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