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61 Photos
WHEELER & TAYLOR REALTY CO., INC.
$1,650,000
4 BD | 5 BA
Residential - Single Family

EXQUISITE COUNTRY RETREAT on 5.5 private, manicured acres available for the first time since 1958! Expansive & bright rooms throughout, including 3,576 sq ft of living space, 4 bedrooms, and 5 full baths. Oak flooring, maple flooring, wide pine plank flooring, ceramic tile, cedar closet, walk-in closet, central A/C, and backup generator are just a few of the amenities included in this property. Custom, in-ground heated pool, pool house, and patio. Gorgeous 1-BR guest quarters w/ new stainless steel appliances above oversized, 3-car garage. Beautiful landscaping & incredible perennial flower gardens throughout the property. A 2-story post & beam barn with endless possibilities also included. This once-in-a-lifetime country retreat won't come around again soon! 4 minutes south of Guidos.


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ELYSE HARNEY REAL ESTATE
$1,875,000
5 BD | 5 BA
Residential - Single Family

PRIVACY AND POOLSIDE SPLENDOR IN THE BERKSHIRESTucked away in desirable Egremont, quality and attention to detail are evident throughout this beautifully cared for home. Designed for comfort, entertaining, or hosting family and friends, and ideally suited with the peace and quiet necessary for working remotely, this home is a perfect retreat. Filled with light, it features a warm, well appointed kitchen that invites you to ''gather here'', a cheerful sun room, 4 wood burning fireplaces, and a huge primary bedroom suite with a balcony and bow window sitting area. 4 additional bedrooms (3 on the first floor), the gracious living room, and a private library/office offer all of the versatility you will need.


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LANDVEST, INC.
$1,900,000
4 BD | 4 BA
Residential - Single Family

What more could you want: complete privacy and quiet on 150 acres, 5 miles to Tanglewood, pool and a most unique 4 bedroom, 4 bath, 3 story Treehouse engulfed by the mature forest . Designed by famed architect David Sellers, (who was twice named as one of the top 100 architects of the world); the Treehouse is fully constructed with trees. The property offers both open and high ceiling common rooms along with cozy spaces constructed of natural materials; stone gathered from the site for the 2 story massive fireplace and trees harvested onsite. The gunite heated pool has an ideal natural setting. An absolutely one of a kind treasure.


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WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,950,000
4 BD | 2 BA
Residential - Single Family

Welcome to Redbrook FarmThe quintessential New England farmhouse tucked amidst one of the largest private land holdings in the Commonwealth being offered today. Beautiful Chestnut Timber construction with wide plank flooring and open concept kitchen to living area. Unparalleled historic charm with today's conveniences making this a truly special offering. 4 bedrooms, 2 baths and two barns complimented by fenced grazing land for whatever one wishes to home. The backlands are accessed by wonderful trails for your hiking, biking or snowshoeing exploration. Less than two hours to Copley Square and 3 hours to NYC makes this a wonderful reprieve from the city or full time residence for those commuting to the 5 college area in under 25 minutes or Springfield in just 45 minutes.


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THE KINDERHOOK GROUP - PITTSFIELD
$1,995,000
4 BD | 4 BA
Residential - Single Family

''High Meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of October Mountain. Set high upon a private knoll, the chic and newly renovated 4 bedroom contemporary home features a towering sun filled great room, wine cellar, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.There are meticulous specimen landscaping with master gardens, pear and apple orchards, groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but an extraordinary crystal clear swimming and trout pond! This is an ideal home and property for ENTERTAINING friends and family! Call for a private tour.


54 Photos
LANCE VERMEULEN RE, INC
$1,995,000
19 BD | 20 BA
Residential - Single Family

The beautiful & historic Windflower Inn, is a terrific business or lifestyle opportunity. Built in 1850 & meticulously maintained, this rambling colonial with 13 en-suite guest rooms, several with in-room fireplaces, is a top-rated property on Trip Advisor. The first floor consists of two living rooms & a dining room - all with large fireplaces. The ground-floor accommodations also feature private access to a beautiful wrap-around porch. The screened porch overlooks a small pond & gardens. The 10+ acres includes four perennial gardens, mature blooming trees, & firepit, & meanders to celebrated ''Trolly Trail'' for walks, cross-country skiing & snowshoeing. A fabulous chicken coop provides fresh eggs for guests. Restaurant kitchen includes a double Garland commercial stove, commercial


43 Photos
COHEN & WHITE ASSOCIATES
$2,150,000
4 BD | 5 BA
Residential - Single Family

Nestled within 27+ private acres, this custom designed and built home and its expansive gardens have been lovingly created with an artistic sensibility to embrace and enhance the beauty of this exemplary Berkshire home and its peaceful and magical landscaped setting. Crafted with only the finest materials, and meticulously maintained, this gracious property both welcomes and reflects stunning distant views in all seasons through the carefully positioned windows that welcome the outside, in. Outdoors, there is a vista from every turn of the garden paths; across warm fieldstone patios and wide sloping lawns; the play of dappled light on the surface of the natural pond-like swimming pool. In short, a family home where careful and artistic employ of space, coordinated color and lands


47 Photos
LANCE VERMEULEN RE, INC
$2,250,000
5 BD | 5 BA
Residential - Single Family

TreeTops: Special 30-acre mountainside retreat. Absolute serenity with views... now with fiber internet! A beautiful long driveway takes you past a private pond & up to a stunning contemporary home. Take a swim in the heated, large indoor pool, hot tub, & relax in the steam of the indoor sauna. Friends and extended family have plenty of room to share this beautiful home! Large windows with lots of light & an open floor plan.... 3 floors of beautiful living spaces including a fabulous billiards and game space! Finish your evenings on the large deck listening to the wind on the pines.


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STONE HOUSE PROPERTIES, LLC
$2,750,000
16 BD | 17 BA
Residential - Single Family

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 be the ultimate family compound. Beautifully furnished and tastefully decorated with 16 unique bedrooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached Eladesor Cottage includes 12 spacious suites. The separate Orchard Cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is equipped with updated appliances. An extraordinary opportunity!


33 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,850,000
5 BD | 5 BA
Residential - Single Family

SPECTACULAR HOME WITH UNBELIEVABLE VIEWS! Extraordinary attention to detail and outstanding quality throughout this terrific open floor plan home. The 2 story sunken LR features a significant fireplace flanked by large captivating windows showing off 100 mile views across state lines. The state-of-the-art kitchen is any cook's dream come true.The spacious dining area provides guests the opportunity to enjoy this home's exciting interior and exterior features. Just when you think you have seen it all, enter the 1st floor Master Suite. How ''sweet'' it is with a two sided fireplace to add extra warmth to both the bedroom and the bath. On the way out of this remarkable bathroom, be sure to notice the dressing room with its special features and countless built-ins. MORE


62 Photos
LANCE VERMEULEN RE, INC
$2,995,000
5 BD | 5 BA
Residential - Single Family

Custom-built five-bedroom Timbercraft home on 8+ acres. Private tennis/basketball court, in-ground Gunite heated pool. Pennsylvania Stone and cedar shake exterior, three-sided fireplace and Timberframe truss ceiling in great room. Large state-of-the-art kitchen and breakfast nook tower. Plenty of deck areas to enjoy the outdoors. Lower level equipped with workout room, sauna and plenty of room for games. First-floor bedroom suite with full bath and gas fireplace. High-speed internet allows you to work remotely, and a large studio space above the garage make it perfect for private office or guest quarters. Don't miss out on this opportunity to have your own retreat in the Berkshires.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,400,000
9 BD | 9 BA
Residential - Single Family

Spectacular landscaping surrounds the gracious main home of this historic property in Lenox. With a sympathetic melding of the old and the new, the original house was built in the 1830's and added to throughout the years. Today it is a large and comfortable home for gathering and entertaining family and friends or just escaping the stress of today's world. Six bedrooms, 5.5 baths. Brick paths meander through lovely gardens , to the artfully converted barn/guest house and the 20'x 40'pool/hot tub area - far enough from the main house for privacy but close enough for conviviality. Highlighted by a fabulous cone-shaped window the 'barn' has large living spaces, a kitchen, bar, three bedrooms, 2.5 baths. A magnificent property.


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WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$3,500,000
5 BD | 8 BA
Residential - Single Family

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. The unique 5 Bedroom, 5 full bath/3 half bath main house includes an in-law guest quarters and an Olympic sized indoor/heated, pool. Top grade appliances are another important feature. Dark walnut hardwood flooring runs throughout the main house as does a state-of-the-art radiant heating system. Other special features include Vantage Lighting, an indoor/outdoor intercom system, a security system, a large game room and home office, a steam shower and overflow tub in the master bath, a humidification system, and a full house commercial generator. The horse barn also includes a three bedroom apartment as well as a fireproof walk-in vault


47 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$3,800,000
4 BD | 5 BA
Residential - Single Family

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 with fireplace (gas insert) double height window wall, raised panels, eat in kitchen with marble counters, oversized island. Kitchen opens to both screen porch and family room and close to the garage entrance and laundry room. A dining room, music/library, en suite bdr and a luxurious primary bedroom with a plethora of storage and spa like bath. Second floor offers, loft area used as game room, an additional ensuite bedroom and two additional bedrooms that share a Jack n Jill bath. Amenities include; Elevator, Inground Pool, Central Air, Buderus oil boiler, two car attached garage, stone patio's,, central vac, gleaming wood flooring.


56 Photos
COHEN & WHITE ASSOCIATES
$3,895,000
5 BD | 8 BA
Residential - Single Family

The Birches.......welcome to your new oasis in the Berkshires where every season is memorable. This magical family compound has all the modern amenities a buyer wants to live, play, relax and work from, surrounded by twenty plus acres of privacy and far reaching views in all directions. Architecturally redesigned and renovated using the finest materials this stunning contemporary has big open common areas for gathering, first floor master en suite, guest bedrooms en suite and a private two bedroom guest quarters with kitchenette, all offering plenty of space for a large crowd or intimacy for a few. Just arrive with your suitcase and enjoy all this impeccably maintained estate has to offer; beautiful gunite heated pool with waterfall surrounded by expansive stone patio


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$3,950,000
4 BD | 4 BA
Residential - Single Family

BEAUTIFUL HOUSE ON A HILL. An opportunity to own a unique and special property consisting of 93 acres with thousands of acres of conservation abutting. You can hike to VT. A gated mile long paved drive meanders to the site of this beautiful Post and Beam home. Privacy abounds and nature is at your doorstep. Open plan with window walls and soaring ceilings overlook the stunning view of Richmond Pond, meadows, and mountains.. It is the perfect mixture of rustic charm and modern amenities inside and out. The beautiful pool area also has a hot tub for year round enjoyment. There is a three car attached garage plus a two story heated barn. The beautiful land offers the opportunity for an additional home or family compound. Seller may build 5th bedroom for the right offer it is an easy task.


32 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$3,995,000
7 BD | 7 BA
Residential - Single Family

A one-of-a-kind Stockbridge luxury home. Mansion design. Every room features quality touches throughout. The Living Room/Great Room boasts two fireplaces and terrific exterior views from expansive decorative windows. The first floor Master Bedroom Suite includes a very comfortable sitting room and a state-of-the art Master Bath. Conveniently placed off the Master Bedroom on the nearby deck is a wonderful Gunite-lined hot-tub. The formal Dining Room boasts a fireplace along with impressive exterior views. The spacious eat-in Kitchen features top-of-the-line appliances neatly positioned amongst attractive custom cabinetry. Leave the kitchen, go out and notice the delightful Gunite heated pool with its attractive waterfall feature. While outside, also notice the perennial gardens


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,900,000
4 BD | 4 BA
Residential - Single Family

A rare estate offering in the Berkshires. Breathtaking southern and western views from this historically important Great Barrington estate. Designed by Charles Platt for Charles Freer of the renowned Freer Gallery in DC, and constructed of stone quarried from the property, this one floor layout was well ahead of its time.The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to Great Barrington.


37 Photos
COHEN & WHITE ASSOCIATES
$12,500,000
11 BD | 7 BA
Residential - Single Family

The Jewel of New England... Offered for the first time in four decades, this 85 acre Berkshire mountainside campus awaits your imagination. This property offers an atmosphere for breakout creative expression with great potential for an enterprise for retreats, wellness center, writers/ artists workshops, educational endeavors or your family's private estate. The property consists of 12 buildings; conference halls, dining/ meeting facilities, lodging accommodations, offices and an historic Queen Anne manor house sitting on a knoll with breathtaking views. 40 years of stewarding this campus where thousands of participants made life long memories, the owners are ready to pass it on. Let their growth be your opportunity. For details & digital brochure please see jewelinnewengland.com


56 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$12,500,000
33 BD | 15 BA
Residential - Single Family

The Elm Court Estate retains the title of the largest American Shingle Style home in the United States. The extraordinary Gilded Age Berkshire Cottage was built by William Douglas Sloane and Emily Vanderbilt, (granddaughter of Cornelius Vanderbilt), along with architects Peabody & Stearns in 1886. The gardens and landscape were designed by Frederick Law Olmsted. In 1919, the Elm Court Talks held at the home ultimately led to the creation of The Treaty of Versailles and League of Nations. Outbuildings include Butler and Gardener cottages, carriage house & stable, greenhouses & Caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. ft. of unrestored living space.

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