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28 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,495,000
3 BD | 3 BA
Residential - Single Family

Modern take on an eyebrow colonial. Custom built and well sited with southern exposure, this home is abundant in light. Local marble floors, dreaming chefs kitchen, owners suite has soaking tub with a view and so does the guest bath. Main floor has a large living room, Kitchen with dining, powder room and owners suite; lower level walk out has another large living room or den with two additional guest bedrooms and a large hall bath.Copper gutters, whole house generator, buried power are just a few of the thoughtful amenities of this property. 10 min to Great Barrington and the center of Hillsdale.


21 Photos
LANDVEST, INC.
$1,495,000
5 BD | 6 BA
Residential - Single Family

This grand 4,875 sq ft home with 5 bedrooms and 5 1/2 baths offers two levels of fully finished living space, Need room for parents, returning college grad nesters, aupair, caretaker? The Hilltop House is aptly named for its ideal location at the crest of the hill in a quiet neighborhood of stately and historic homes. This Smith College neighborhood is bounded by the college at one end of the street and offers both a highly convenient and sought after location. With 4,873+/- sq.ft. of living space there are two discrete living options. The lower level is a fully finished separate ground floor living quarters for guests or family members.


61 Photos
BERKSHIRE PROPERTY AGENTS
$1,775,000
6 BD | 7 BA
Residential - Single Family

Commanding the most magnificent Berkshires views is this impeccable, private, +/- 6,800 sf 5+bedroom entertainers' dream home on 10+ acres. Porte-cochere to entrance w a sweeping staircase, cathedral ceiling living room w stone-clad fireplace and wall of windows, elegant dining room, chef's kitchen w granite counters, custom cabinets and millwork. Also on the 1st floor gracious MBR suite w views, FP, 2 WIC, double vanities, bath and shower, TV room, office, additional en-suite bedroom and deep front decks. Three spacious en-suite bedrooms and balconied reading area on 2nd floor. Enormous high-ceilinged lower level family/game room/gym, w full bathroom, built-ins, FP, bar and radiant heat opening to garden. Exquisite landscaped grounds, pond, central vacuum, shed and attached 2 car garage.


30 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,850,000
7 BD | 5 BA
Residential - Single Family

LOCATED ON THE MOST PICTURESQUE ROAD IN STOCKBRIDGE, this completely renovated Colonial is on almost 2 acres of level lawn w/ heated in-ground pool and awesome firepit. Central a/c, radiant heat, sparkling & open marble kitchen, a brilliant screened in porch w/ built in chefs grill. Huge media room w/ wet bar above the 3 bay garage. Master suite w/ fireplace and office space. 1 GB/s internet. Minutes from Downtown Stockbridge and Lenox, Tanglewood & the public beach at Stockbridge Bowl. Enjoy sunsets from the awesome front porch.


61 Photos
LANCE VERMEULEN RE, INC
$1,950,000
5 BD | 5 BA
Residential - Single Family

Privately situated on a beautiful Egremont hillside, this gracious Berkshire residence is one-of-a-kind. From the grand rotunda entry to the living spaces to the impressive cooks kitchen to four sumptuous en suite bedrooms, this 5,200 square foot home is both dramatic and comfortable. It features cherry floors and slate tile in the common spaces, radiant heat, high end appliances, LUTRON lighting, built-in sound system, and X10 home automation. You'll appreciate the fine materials like solid cherry doors, an abundance of custom cabinetry, crown molding, and beautiful stone and ceramic bathroom finishes. Three decks, a stone patio with decorative ponds, and a gazebo provide perfect perches for either entertaining or enjoying quiet moments.


57 Photos
THE KINDERHOOK GROUP - PITTSFIELD
$2,100,000
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.


25 Photos
LANDVEST, INC.
$2,300,000
4 BD | 5 BA
Residential - Single Family

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 tree lined drive offers privacy in a bucolic setting, yet is only a 15 min drive to Williamstown, 8 minutes to Jiminy Peak, and 25minutes to Tanglewood.. There is so much to enjoy at home! The fabulous gunite pool with water fountain and surround sound, and the tennis court are favorites for the summer. The wine entertaining area is used for pre-dinner cocktails and dining is either seasonally in the 3-season gazebo with 360-degree views or the formal dining room with a roaring fire. The sunken living room with 20' ceiling, fireplace and balcony is ideal for entertaining. Open fields suitable for Agriculture, horse farm.


32 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,500,000
4 BD | 5 BA
Residential - Single Family

This newly built home with fabulous views for miles is perched between Lenox and West Stockbridge. The exterior of stone and shake is a home for all seasons. Main level open floor plan flows to living room, dining room, cooks dream kitchen, breakfast dining area and butler's pantry, the primary bedroom suite and luxurious spa bathroom. Large porch overlooking view just off the living room is great for relaxing. Lower level family area has 2nd fireplace and guest rooms that lead to a stone patio. Most rooms enjoy the spectacular views. The separate modern airy guest quarter, has a private entrance as well as access from main residence. This home has it all.


22 Photos
BERKSHIRE HOMES AND CONDOS
$2,600,000
10 BD | 10 BA
Residential - Single Family

Proudly presenting this newly refurbished 10 Bedroom, 9 and half bath, privately owned, walk to town, historic Lenox ''Cottage''. Lovingly named Osceola after the dramatic view of Osceola Mountain on the Yokun Ridge experienced upon entering the columned and balustraded front porch. Osceola Mansion was designed by world renowned architects Rotch and Tilden in 1889 and commissioned by Sarah Pollock Livingston. Today, this comfortable and beautifully appointed home features an entry foyer with a fireplace to warm your hands and toes after a winter's sleigh ride. Enter the Grand Hall which invites you into the Living Room to your right or draws your attention to the unique Oval Dining Room to your left. Straight ahead is the picturesque outdoor covered 80 feet in length Veranda


60 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,600,000
7 BD | 10 BA
Residential - Single Family

Magnificent country contemporary gently sited on 145 +/- acres offering enchanting forest woodlands, open meadow and wonderful awe-inspiring views. The main residence offers expansive spaces with the highest degree of finishes. Designer kitchen with a massive center island has an open concept to cozy spaces for entertaining or simply life as you wish. Your retreat style grounds vary from large timber tracts with hiking, biking and snowshoe trails, to your custom designed Gunite pool with Pool House.. Planning a reunion or guests for the weekend? The separate rustic refined guest barn is the ultimate experience. Paradise found equidistant to The Berkshires and Northampton. 3 1/2 hrs from NYC and Just over 2 hrs from Boston. Minutes to Skiing, Rafting and Fly Fishing!


47 Photos
COHEN & WHITE ASSOCIATES
$2,650,000
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


15 Photos
LENOX CANYON REALTY
$2,875,000
6 BD | 6 BA
Residential - Single Family

Exquisite in every detail, this home graces more than an acre of prime Berkshire property! In a league of it's own as part of the Pinecroft subdivsion of Canyon Ranch, this luxurious haven offers the option of membership to the world class health and wellness facility. A gourmet kitchen, fireplaced living room with wet bar and gracious dining room welcome you home!Numerous exceptional amenities abound including an eight seat hi-def movie theater, climate controlled wine cellar, sauna and soda fountain. Other features include a heated three car garage, heated gunite pool with spa and a fully equipped outdoor kitchen in the pool house!


48 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
$2,990,000
4 BD | 5 BA
Residential - Single Family

For those looking for a truly exceptional Hudson Valley estate this artisanally reconstructed 1860's Dutch barn, plus soulful farmhouse, and sweet guest cottage is beyond compare. The barn takes center stage with three full levels of airy intimate spaces created by a magnificent post & beam structure with large expanses of glass to allow the sweeping views of the Catskills to pour in. Two grand masonry fireplaces, an impressive center staircase, a more than gracious chefs kitchen, and floor boards with a rich patina are a few of the standout features. The lower level is left to you imagination as a work space, play space, media room, or for wine storage and tasting. The farmhouse can be used for family and friends or to generate income. Same goes for the guest cottage.


23 Photos
SCOT COHEN REALTY
$2,995,000
3 BD | 5 BA
Residential - Single Family

Expansive views from every window - Taconic Range and the Bash Bish Gap to the east & Stissing Mountain to the south. Floor to ceiling windows in main living area. Custom cabinetry throughout. 3 bedrooms. 4.5 baths. Sleeping loft. Large office with full bath (could be guest suite). Sauna. Movie theatre. Large gym/playroom with full bath. Heated, in-ground pool. Firepit. Extensive decking & covered porch. Fenced yard with fruit trees. 2 car attached garage. 13.92 acres.


77 Photos
STONE HOUSE PROPERTIES, LLC
$3,350,000
3 BD | 4 BA
Residential - Single Family

Nature becomes art when framed by walls of glass in this one-level minimalist masterpiece. Flawless transition from the interior living space to the spectacular outdoors with breathtaking mountain views. Elegance and sophistication throughout in the clean modern lines and consistent palette of materials and fixtures. Streamlined interior offers an open kitchen living concept with custom cabinetry and Stuv fireplace. Media room with retractable screen and surround sound. At the opposite end of the house from the primary bedroom suite are two versatile bedrooms with custom murphy beds allowing easy transition to office space. Interior courtyard with Wolf outdoor grill and heated screened in porch/outdoor dining area. A rare Berkshire pleasure for the discriminating modernist.


22 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$3,500,000
4 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 4 Bedroom, 5 full bath/3 half bath main house includes an in-law apartment and an Olympic sized indoor/heated, salt water pool. Top grade appliances are another attractive feature. Dark walnut hardwood flooring runs throughout the main house as does a state-of-the-art radiant heating system. Other special features include a Vantage Lighting System, 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 includes an apartment as well as a fireproof walk-in vault.


66 Photos
COHEN & WHITE ASSOCIATES
$4,850,000
5 BD | 8 BA
Residential - Single Family

CASA TRAMONTI.....House of the sunset...life's reminder that whatever happens every day can end beautifully, says it all for this sophisticated Contemporary, built by one of Berkshire's premier builders. Offered for the first time, it has the necessary amenities of Broadband fiber optic & great cell phone service. From the approach this home captures stunning westerly views to the Catskills, keeping the viewer mesmerized with walls of glass. The sleek & sophisticated design of a most comfortable and ''livable'' space features open common living, decking for 80*, 5 br's en suite, an amazing sunroom & screened porch with waterfall sounds. A home theatre, gym & specimen plantings, organic vegetable garden, a multiple fruit orchard & fire pit to gather around.....reason to never leave home!!


52 Photos
COHEN & WHITE ASSOCIATES
$5,600,000
6 BD | 8 BA
Residential - Single Family

''Skyline''... A magical Estate built on 60+ private acres on the ridgeline capturing panoramic vistas of the Catskill Mountains to the West, the northwestern hills of CT, the Berkshire Hills to the East with the bonus of Catamount Ski Slope to the South. The architecturally designed main residence is a blend of the owner's ancestry - New England and Eastern Europe. You feel welcomed immediately upon entering this casually elegant home with spacious common rooms, most with direct access to fabulous patios featuring a stone grill and an outdoor fireplace, home offices, fireplaces throughout the house, 6 bedrooms, 6 full baths with an elevator servicing all 3 floors. Each room has a uniqueness connecting you to the house, the view & nature while offering the amenities of today's lifestyle.


54 Photos
BERKSHIRE PROPERTY AGENTS
$9,500,000
7 BD | 6 BA
Residential - Single Family

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 dramatic stonework and lush landscaping. Great room with fireplace, chef's kitchen and 4 season sun-room. Grotto-like Swimming pool with multi-level terraces and outdoor kitchen. Tennis court is beyond a wooden foot bridge. Past the stocked pond are the Horse stables with a fenced in pasture, & a 3,600 square foot heated Hangar, perfectly suited for an artist's work space, recording studio or a classic car collection. Several dramatic building sites have been thoughtfully cleared revealing jaw-dropping panoramic views of the Hudson Valley and the Catskills & some w views of lake. 2,200 ft of lake frontage & trails throughout the wooded hillside.

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