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51 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,109,000
5 BD | 4 BA
Residential - Single Family

Discover this exceptional contemporary home located just outside Williamsburg Center, only 15 minutes from Northampton. Set on over 4 acres, it combines privacy with easy access to restaurants and shops. Recently refreshed, this 4-bedroom home features a ground-floor private suite, a spacious home office with its own entrance, and expansive living areas with high-quality finishes.A standout attraction is the two-story hillside cottage/studio with year-round access, a hot tub, and a sauna for your guests to enjoy. The barn/workshop, built by renowned contractor Jim Locke, offers access to a fenced-in paddock. Home has multiple decks for relaxation, this property is your serene oasis waiting to be claimed!


32 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,149,000
3 BD | 3 BA
Residential - Single Family

AMAZING MOVE-IN READY Contemporary ! The heart of this exquisite home is the open plan, integrating the Chef's dream kitchen complete with Bertazzoni 6 burner range, granite counters & SS appliances, into the easy flowing Living and Dining spaces. The upper level hosts a grand primary suite, totally renovated, with a dedicated office space and seating area, AND its own screened porch. The primary bath is pure luxury! Two additional Bedrooms and full Bath provide total comfort for family and guests. The expanded deck is an entertainer's delight offering a serene backdrop for gatherings or simply to unwind after a busy day. Quality and care throughout. Two car attached garage, Generator, and meticulously maintained grounds. Embrace the Berkshire lifestyle


51 Photos
LANCE VERMEULEN RE, INC
$1,195,000
3 BD | 2 BA
Residential - Single Family

Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for gatherings and features a grand stone fireplace, a cozy sleeping loft and a wall of windows and doors that lead to a stone patio. A second, more intimate living area with its own fireplace and exposed beams is situated just off the kitchen and dining room, opening onto a deck and a screened porch. The entire length of the house enjoys westerly views of a lush pond fed by the Buck River.


51 Photos
Compass Massachusetts, LLC
$1,200,000
2 BD | 2 BA
Residential - Single Family

This classic eyebrow colonial, set on 18 acres, has been transformed into an efficient modern two bedroom home. The interior lines are elegant and clean, the transitions to the outdoors simple and harmonious. A well-balanced landscape features marble stone work, fruit trees, blueberry bushes, a seasonal stream and a fenced garden ready for the next season.Climb the moderate west facing slope to the tree line and experience one of the most gentle and beautiful land parcels in South County. This land has been partially cleared, offers lovely late afternoon light and gracious western views.The location is perfect, the taxes are low - bring your imagination.


85 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,250,000
5 BD | 5 BA
Residential - Single Family

Nestled in a peaceful corner of the South Berkshires, between Sandisfield and Otis, lies a 4,645 sq ft home with 16 beautiful acres. This 5-bedroom, 4 1/2-bath property isn't about opulence; it's about creating a welcoming space for gatherings. Built by the sellers with the intention of hosting frequent guests, this home has been lovingly maintained & thoughtfully designed.Inside, you'll find a range of inviting living spaces. The 4-season sunroom lets you enjoy the changing scenery all year round. The great room, with its high ceilings adjoins the huge eat-in kitchen, the heart of the home, ideal for cooking and sharing meals. The family room, game room, and wet bar provide plenty of options for relaxation and entertainment. Radiant heated floors throughout the home! (see supplement)


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.


38 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,250,000
4 BD | 4 BA
Residential - Single Family

Discover your dream home in the desirable Becket Woods community! This stunning, recently renovated property offers three spacious levels of living, featuring abundant natural light from skylights and impressive vaulted ceilings. Enjoy cozy evenings by the fireplace in the living room or unwind in the generous first-floor primary suite with ensuite bathroom and soaking tub. With over 3,700 square feet of stylish contemporary design, the open layout seamlessly connects the living, kitchen, & dining areas. Lots of sleeping spaces with 4 bedrooms plus bonus rooms that include a loft and 3.5 bathrooms, enough space for everyone. The finished lower level adds an extra 821 square feet perfect for family fun and currently furnished with a cozy sectional, television and ping pong table.


52 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,275,000
3 BD | 3 BA
Residential - Single Family

Berkshires Country Estate with impeccable views! Engineered Strength and Thermal Superiority topped off with Geothermal. 78+/- acres of varied topography with meadows, timber tracts and streams complimented by some of the most dynamic views available in the area. Enjoy the warmth of the floor to ceiling gas burning stone fireplace in the great room and a wall of glass bringing the outdoors in. Open concept with gourmet country kitchen offering granite and stainless leading to the entertaining areas. Main level primary suite with two bedrooms and a full bath above. Geothermal technology coupled with Structural Insulated wall and roof panels make this home incredibly efficient. Just minutes to everything one could want or need in the Berkshires.


43 Photos
PIRETTI REAL ESTATE
$1,290,000
3 BD | 3 BA
Residential - Single Family

Custom designed home for ease of living in a picture perfect setting near Mass Audobon! Beautifully designed and maintained with an open floor plan, first floor Primary Suite, Great room with access to large Trex deck, open dining/kitchen with access to the pretty screened porch, plus 2 additional first floor rooms for whatever your life style wishes...den, office or music room? Hardwood floors throughout, propane fired gas heat/hot water plus central A/C, lovely architectural details and to top it off there is unfinished space if you need more! This home is priced to sell and in pristine condition, so you can move right in!! Enjoy the country setting and the Lenox Schools!


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

This c.1814 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 sqft 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.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,395,000
5 BD | 4 BA
Residential - Single Family

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system


32 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,450,000
4 BD | 4 BA
Residential - Single Family

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. Although listed as a 3 bedroom home, there are 5 distinct sleeping areas and the screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With a little updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.


37 Photos
HOUSATONIC REAL ESTATE
$1,475,000
1 BD | 2 BA
Residential - Single Family

A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.


11 Photos
THE KINDERHOOK GROUP - PITTSFIELD

Extraordinary lakefront development opportunity in the heart of the Berkshires. Approximately 67 acres with frontage on a pristine, nearly uninhabited lake (Cheshire Reservoir) bordered by the Ashuwillticook Rail Trail. Multi-use potential including spa/resort, corporate/wellness retreat, condominium/single family and retirement housing, family compound. Motor boats allowed. The only large developable lakefront land in the Berkshires!


20 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,495,000
8 BD | 4 BA
Residential - Single Family

Historic property owned by the DeKay Gilder Palmer family since 1899, is now available. Ready for restoration to its former glory, many recent improvements have been made. Lovely country setting with meadow and mountain view. This offering is for the house, and barns on 2.3 acres. Beautiful acreage surrounding the property is in an Agricultural Preservation Restriction. So much potential, quaint, historic with peaceful surroundings.


63 Photos
LANCE VERMEULEN RE, INC
$1,495,000
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.


81 Photos
STONE HOUSE PROPERTIES, LLC
$1,499,000
3 BD | 5 BA
Residential - Single Family

Discover your dream home in the Berkshires! This expansive and luxurious cape has been thoughtfully renovated throughout and offers an immaculate, light and bright home to love. New windows masterfully placed allow the beauty of the Berkshires inside while enjoying the comforts of home. Renovations include exquisite Porcelanosa tile, open floor plan, 5 full baths, a spectacular kitchen with commercial grade refrigerator, new windows, 400 amp electric and discreet ceiling mounted mini splits for your comfort. Nestled in desirable Bishop Estate across from Canyon Ranch, the property offers 4.31 acres of serene privacy while being just a short walk to the heart of the Berkshires in downtown Lenox. With only 17 homes on the property, you'll enjoy a peaceful and tranquil setting close to


85 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,550,000
4 BD | 5 BA
Residential - Single Family

This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite with large jet tub and separate shower. Open the slider and slip onto your screened in porch. Washer dryer on first level as well as den/0ffice. Seperate dining room with open concept living room /kitchen that leads out to the rear deck or screened in porch. Attached over size 3 car garage. Enormous basement. additional barn and plenty of storage wherever you look! Freshly painted and updated!


17 Photos
WHEELER & TAYLOR REALTY CO., INC.
$1,600,000
0 BD | 0 BA
Residential - Single Family

INCREDIBLE OPPORTUNITY TO FINISH A 3-LEVEL, 6,000 SQUARE FOOT BERKSHIRE DREAM HOME ON 16 PRIVATE ACRES AND A TWO-BEDROOM GUEST HOUSE. ** DESIGN BY Woodhouse Timber Frame Company. ***CONSTRUCTION IN PROGRESS*** Completed: Surveys, land clearing, driveway installed, underground utilities, well, septic, house plans, building permits, privacy berm, foundation, framing, roughed-in plumbing, electric and propane heat, inground pool foundation, floor plans for 3 bedrooms, 4 baths, 2 kitchens, 2 family rooms, attached 2-car garage. GUEST HOUSE: Interior plans for 2 bedrooms, LR, kitchen, and bath over 2-bay garage.


30 Photos
RED HORSE REAL ESTATE, LLC
$1,635,000
6 BD | 3 BA
Residential - Single Family

FANTASTIC, UNUSUAL AND UNIQUE WATERFRONT OFFERING: TWO LAKEFRONT PROPERTIES ON OTIS RESERVOIR, the largest recreational lake in the state at 1085 acres. The two separately deeded properties are: 183 Pine Road, a charming 4 bedroom cottage located 20 feet from the water's edge with a swimming area and three docks set on over an acre lot with 100 feet of shoreline - lots of space for water toys; and 185 Pine Road, a 2 bedroom contemporary cabin featuring a delightful covered deck overlooking a long lawn leading to the lake and the fourth dock. The combined properties offer 150 feet of beautiful lakefront and a total of nearly 1.5 acres.

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