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17 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$795,000
3 BD | 5 BA
Residential - Single Family

This marvelous, well-maintained, updated historic building is readily convertible to a single-family or multi-family residence. In Lee's thriving downtown, it is an easy walk to downtown restaurants, shops, library, post office, etc. Currently a restaurant, the first floor comprises a foyer, mudroom, three dining rooms, a bar, a true chef's kitchen, and an outside deck with awning. The second floor contains an office, a one-bedroom apartment, and a private dining room with full bath, while the third floor contains a two-bedroom apartment. An easy distance to Berkshire recreational & cultural amenities, as well as the Lee Premium outlets. For the past 15 years, the building has housed Chez Nous, a successful French restaurant, so it also represents a unique opportunity for a new chef-owner.


42 Photos
WHEELER & TAYLOR REALTY CO., INC.
$849,000
4 BD | 4 BA
Residential - Single Family

A rare opportunity to acquire a 3,475 sq ft custom-built home on The Hill! Quiet & private yet within walking distance to downtown Great Barrington, Lake Mansfield & Simon's Rock. Spacious 4 BR, 3.5 BA home on 2.3 acres. 1st floor master BR incl fireplace, lg walk-in closet & fireplace. The 2 upstairs BRs have lots of closet space and a reading balcony area overlooking the living room/DR & kitchen area. 2nd fireplace in living room. This expansive home also has sliding glass doors leading to a screened-in porch & an open air deck off the back of the house. Tons of windows & skylights let plenty of sun in. Private area off of one end of house w/ its own entrance and upstairs loft, which was originally an office but could be used for many different purposes. Private back yard for relaxation.


48 Photos
LANCE VERMEULEN RE, INC
$875,000
5 BD | 3 BA
Residential - Single Family

1780's colonial set on over 12 beautiful acres. Few like this left in the Berkshires. Originally a Stagecoach stop between Hartford and Albany, this spacious home has those special details not found in modern buildings today. Built in cabinets, wide plank floors and fireplaces, one complete with bread ovens and usable hanging cooks pot. Dutch door looking out to lovely view. Recently updated kitchen leads into a greenhouse with fountain and radiant floors for year round use. Dining room table is the original to the home & is included in the sale to be passed onto the next family to make their own memories. There is a separate guesthouse with a full open kitchen, LR, bath, laundry room & loft. Several outbuildings including Tack room, chicken coop/playhouse, & much more. Can be sub-divided.


46 Photos
ALL SEASONS REALTY GROUP
$875,000
5 BD | 7 BA
Residential - Single Family

Remote Professionals and oenophiles, take a look! Spectacular 1920's home completely renovated with meticulous details to include elegant kitchenand bathrooms, radiant heat, central air, and fully finished basement including a one-of-a-kind 1,200 bottle all masonry wine cellar. Beautiful, very private 1 acre lot with exceptional landscaping. There are 5 bedrooms, 5 full baths and 2 half baths. Perfectly set-up for his and her offices (excellent broad-band service), and a separated au-pair living arrangement. Monitored security system, fully-wired theater room, 2 car attached garage, patio, sun room, 800sf master suite, cedar closet, second floor laundry.Living at its finest!. Living at its finest!


41 Photos
LANCE VERMEULEN RE, INC
$895,000
3 BD | 4 BA
Residential - Single Family

This bright, spacious, one-of-a-kind home overlooks 30 acres of meadow, pond, and woods. The dramatic great room feels like a pristine white barn, featuring fireplace, exposed steel structure, and picture windows that frame the beautiful pastoral setting. Large, open spaces are balanced by comfortable nooks in dining room, den, master bedroom and kitchen. Radiant heated bathrooms, kitchen, dining, area. Walk-out lower level, with attached garage.There are many features of this special house. Whether relaxing with a book by one of 3 fireplaces, or entertaining friends & family inside, or basking on the huge deck outside, this property is pure magic. 10 minutes to the Old Inn on the Green and Cantina 229. You will fall in love with this idyllic retreat.


60 Photos
BARNBROOK REALTY, INC.
$895,000
5 BD | 6 BA
Residential - Single Family

*NEWLY PRICED*Exceptional home with add'l acreage providing space & privacy, located in the premier gated community of Woodmonte Estates. Offering vital open spaces to gather, plus areas for privacy. Masterfully engineered & built to the highest standards, tranquil in essence, yet stunning & grand. This gracious custom built Scholz design home has every amenity imaginable. Soaring ceilings, with walls of windows flooding the home with natural light. Entertain with class & style in the fabulous chef's kitchen with oversized island for gathering, top of the line stainless GE Monogram appliances & granite countertops. Kitchens opens to the dining area and Family room w/fieldstone wood FP and towering wall of windows. Take in the sweet mountain views from the 4-season sunroom w/granite bar


52 Photos
WHEELER & TAYLOR REALTY CO., INC.
$899,000
4 BD | 2 BA
Residential - Single Family

THREE HOUSES FOR SALE ON 11.6 PARK LIKE ACRES .1910 CONVERTED ANTIQUE BARN is now a warm and welcoming MAIN HOUSE with 4+ bedrooms, 2 full baths, large stone fireplace, cherry wood paneling, lots of windows, 2+ car garage .TWO ADDITIONAL RANCH STYLE HOUSES have a separate driveway and privacy. Perfect GUEST COTTAGE and CARETAKERS properties. Unique opportunity in a desirable area in Stockbridge.


32 Photos
LANCE VERMEULEN RE, INC
$899,000
4 BD | 5 BA
Residential - Single Family

Once in a lifetime opportunity to own a Berkshire landmark, Smiley's Pond! Situated on over 121 pristine acres, this amazing home is a nature lover's paradise. A 1940's Adirondack style chalet, with panoramic views of Mount Washington, overlooks your own pastures, woods, and trails. This unique home has no shortage of character, and the possibilities are endless. Three spacious levels are anchored around 2 amazing field stone fireplaces. Built-in cabinetry, original pine paneling, and storage abound in this truly one of a kind vintage home. A partially finished 2 story barn, and large covered garage guarantee the space you need to store your boats, tractors, ATV's, you name it! A large deck and screened porch invite you to sit outside and enjoy the views. Start living the dream!


82 Photos
FAIRGROUND REAL ESTATE, INC>
$949,000
4 BD | 4 BA
Residential - Single Family

Custom built river front farmhouse on 4.62 acres with your own private Green River swimming hole. 4 bedrooms, 4 1/2 baths, cathedral ceilings, and fireplace. A generous kitchen with cherry cabinets, honed granite countertops, and stainless appliances Open to living room but separated from the formal dining room. There is a den/office and an incredible screen porch. The first floor primary bedroom has an en-suite bath, and a jet tub. There is a guest apartment Over the garage, one bedroom with a great room. Mahogany decks and porches surround, patio in the back, and an attached oversize three car garage completes this luxurious Egremont property.


39 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$949,000
5 BD | 5 BA
Residential - Single Family

Do you need space to spread out? But don't want to be isolated? This is the place for you. Five bedrooms, plus and office and a bonus room, a finished game room, screened porch and immaculate formal and informal living spaces. Wrap around porch that is perfect for a rocking chair. All on nearly an acre within walking distance to downtown and the school. PLENTY OF ROOM FOR A POOL.


32 Photos
LANCE VERMEULEN RE, INC
$975,000
5 BD | 5 BA
Residential - Single Family

Imagine having a Relais & Chateaux, Forbes Five-Star Resort and an award-winning golf course as your neighbors. If you live on Fairway Drive, you enjoy the privacy of single-family living with full-service amenities like snow removal, weekly landscaping and private trash pickup. With over 4,000 square feet on one floor, this home has been meticulously cared for by the current owners over the last 25 years. As you step through the front door, you have a clear view all the way through the great room and out the glass doors to the large back patio. In every room large windows overlook botanical gardens and bring the outdoors in. There is ample space to entertain the whole extended family under one roof, or you prefer, simply close the door to the guest wing and enjoy two-bedroom living.


53 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$985,000
6 BD | 5 BA
Residential - Single Family

Historic 1790 gentleman's post and beam farmhouse,restored and updated on 12 acres. Distant views to the Catskill Mountains in the West. 1 mile country walk to a 12,000-acre state park with full access including a 35 acre freshwater, non -motorboat lake. Over 3400 sqft of living space on three levels. Main level is immaculate with eat in kitchen, dining, livingroom with fireplace, den and the most fabulous screened porch. Second floor has three spacious bedrooms and two baths. Third floor is bedrooms, bathroom and large bunk room/bedroom. Lower level has ability to be a wonderful guest space, living space, full bath with sauna and bedroom with private terrace. The gardens, orchard, with views. The property is so special.


38 Photos
HELEN MULLANY REAL ESTATE, LLC
$995,000
6 BD | 3 BA
Residential - Single Family

Gracious 1890 residence with carriage barn income property, graces the charming main street of Stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing 3 fully rented apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red Lion Inn, Stockbridge Golf Club and theatre nearby.


53 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,049,000
3 BD | 4 BA
Residential - Single Family

WITH HEAVENLY DISTANT VIEWS AND WONDERFUL OUT DOOR SPACES, THIS CUSTOM CONTEMPORARY IS YOUR PERFECT COUNTRY ESCAPE. GOURMET KITCHEN, LIVING ROOM W/ FIREPLACE AND HUGE WINDOWS TAKING IN THE VIEWS, CENTRAL A/C, CHERRY FLOORS THROUGHOUT, ALL BEDROOMS EN SUITE. A PRIVATE LOWER LEVEL GUEST SPACE HAS A LIVING DINING AREA, A BEDROOM ENSUITE, WITH SEPARATE ENTRANCE. PERFECT FOR FRIENDS AND FAMILY. A SCREENED GAZEBO AND STEPS THAT LEAD TO THE RIVER ADD TO THIS IDYLLIC SETTING. BEAUTIFULLY LANDSCAPED, EXTENSIVE STONE WORK, 5+ ACRES.TWO CAR ATTACHED GARAGE.


35 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,125,000
4 BD | 3 BA
Residential - Single Family

This very unique property features a home and 5 acre private pond, on 22 acres. Once an active marble quarry, fed by artesian springs, now your own desirable swimming pond, 65 feet deep. The original brick section was once the old quarry engine room. An addition added to accommodate the family is all on one level. Two fireplaces, wood and stone floors, large windows for views of lake from every room. Adjacent to the stone terrace is a small beach and dock.Once you enter through stone pillars you are in a magical tree lined park setting. Paths meander throughout the entire property. This ''mini-estate'' is the perfect place to relax and enjoy your time at home.There is an additional cabin on it own one acre, for the perfect guest house or studio/office included.Look for video


53 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,150,000
7 BD | 6 BA
Residential - Single Family

**UNDER-ASSESSED VALUE** ''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.


34 Photos
STONE HOUSE PROPERTIES, LLC
$1,150,000
3 BD | 4 BA
Residential - Single Family

Perfectly sited on 3.79 picturesque acres, this classic New England farmhouse was expanded and completely redesigned in 2002, retaining original character while instilling current style and comfort. Remarkable artistic choices define each and every room. The beautiful living and dining rooms have wood-burning fireplaces and open into the stunning kitchen, with a sunny breakfast area on one end and comfortable sitting area/den on the other. French doors irresistibly invite you to the magnificent private backyard, with storybook views of a pond, meticulous gardens, gently sloping landscape, and distant tree farm. Top of the line materials, appliances and BioGeometry design elements combine for exceptional and timeless quality throughout. First floor master, extraordinary loft with en-suite


50 Photos
STONE HOUSE PROPERTIES, LLC
$1,195,000
5 BD | 6 BA
Residential - Single Family

The interior spaces were masterfully designed around a dramatic three-story wall of windows bathing the interior w/ light. It has the perfect layout for entertaining & intergenerational living. After the sellers raised their three children here, it became a cherished second home for all three generations of the family. The kitchen is perfectly equipped for gourmet cooking & family gatherings. Family room w/ fireplace & entertainment center. The barn soars over the dining room. Gorgeous living room w/ fireplace. Library. Private master suite. Third floor w/ 3 charming bedrooms each w/ lofts & a gathering room. A 2nd master suite/guest room/in-law sanctuary on the ground floor. Lovely landscaped pool area. Stone patios. Delightful boxwood gardens adorn the front entrance. Two-bay garage.


46 Photos
FAIRGROUND REAL ESTATE, INC>
$1,200,000
3 BD | 3 BA
Residential - Single Family

698 Algerie Road at Hidden Pond is the perfect blend of natural serenity with modern luxury. Never has there been so poignant a time to retreat into nature, without losing touch with the world. Algerie Road at Hidden Pond is a three bedroom, three bath home, built in 2008 by a local builder and craftsman. The house orients you to be immersed in the view of Hidden Pond, an 85 acre preserve, alive with native flora and fauna. While spacious and luxurious, the house is tastefully sited in complete harmony with nature.


58 Photos
PAULA MCLEAN REALTORS INC.
$1,200,000
6 BD | 6 BA
Residential - Single Family

The Historic General Williams House circa 1795, has been lovingly restored and improved and now provides modern day comfort in quintessential Stockbridge MA. Featuring 6 inviting bedrooms, 5.5 modern baths, 6 elaborate wood burning fireplaces, two cook's kitchens, spacious dining and living areas, a sparkling new in-ground pool and separate ''Ice House'' that is ideal for group gatherings with it's own kitchen and full bath. Ideally situated on 4 acres this delightful residence is only 2 miles from Rockwell's famous Stockbridge Main Street and only 5 miles to Lenox township and Tanglewood Music Center. Bask in the Berkshire sunshine poolside, invite friends to chat on one of the stone terraces, or simply rock the afternoon away on a tree top porch.One can enjoy this grand property as a

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