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FAIRGROUND REAL ESTATE, INC

Wooded Rural building site minutes away from Otis center; close to Skiing, Resturants, and more. This 2 acre lot is a fresh slate to build a small Cabin or country getaway; Great area to catch nature all around you. Stone walls that boarder the property will ensure your boundry lines and privacy from neighboring lots. Maintained road with no assoication fee, enjoy all the peace and quiet the Berkshires has to offer!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Ideal Location Near Amenities + Peaceful, Private SettingA wonderful opportunity to own one of the largest available building lots in the desirable Otis Wood Lands community -- 2.853 acres of mostly level, wooded land offering both privacy and convenience.Perfectly situated close to the lake, clubhouse, pool, tennis and pickleball courts, and fitness center, this property provides easy access to all the community's amenities while still feeling tucked away in nature. Driveway already in place, and high-speed fiber internet is available at the street -- ready for your dream home to take shape.Whether you're looking to upgrade, downsize, or design a Berkshire getaway that fits your lifestyle, Otis Wood Lands offers the ideal balance of natural beauty and active living.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Prime Location + Privacy + Fiber Internet at the StreetA rare opportunity to build your Berkshire dream home on one of the largest lots ever offered in Otis Wood Lands -- 3.029 acres of peaceful, gently rolling terrain in a premier location close to all community amenities.This property offers excellent privacy while keeping you just minutes from the lake, clubhouse, pool, tennis and pickleball courts, and fitness center. Driveway already cut and high-speed fiber internet available at the street make this an ideal site to start your build right away.Whether you've enjoyed Otis Wood Lands for years and are ready for more space and privacy, or you're discovering it for the first time, you'll find a vibrant, well-managed community that beautifully blends recreation and nature.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

The Blueberry Fields of Rood Hill RoadThere are places that exist in perfect harmony with the seasons, where autumn arrives like a master colorist painting the landscape in burnished gold and russet. These 5.9 acres along Rood Hill Road represent one such place--two pristine meadows where generations of lowbush blueberries have created their own natural tapestry, framed by colonial stone walls and held in reverent stewardship by the same family for more than half a century. This is land that knows its purpose: 2.6 acres of established blueberry fields complemented by 3.3 acres of mature woodland, creating the kind of rare rural sanctuary where simplicity reveals its own profound beauty. At $125,000, it represents an invitation to join a story that began with colonial settlers.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Discover the perfect blend of tranquility and convenience with this exceptional cleared building lot in a picturesque country setting. Boasting seasonal views and situated within a peaceful association of beautiful homes, this property is an ideal getaway spot for your dream country home.With a drilled well and a leach field for a 3-bedroom septic system installed within the last three years, you can build with confidence knowing the essential infrastructure is already in place. Stay connected with high-speed internet available through fiber optics, ensuring modern convenience in your serene retreat.Just a 20-minute drive from the vibrant town of Great Barrington, you'll have easy access to shopping, dining, & cultural attractions while enjoying the peace and quiet of the countryside.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

The Wooded Triangle of Rood Hill Road25 Acres of Forest SanctuaryOffered at $165,000 | 24.98 acres | Sandisfield, Massachusetts | 2,000 feet of Rood Hill Road frontage | Mature forest | Colonial stone walls | Natural elevation changeAcross from the blueberry fields lies this mature forest sanctuary held by the same family for generations, with 2,000 ft of road frontage and colonial stone walls throughout. This triangular parcel slopes eastward, extending 1,089 ft deep at its northern end and tapering to the road at the south--creating opportunities for 2-3 thoughtfully placed homesites within established woodland. At $165,000, it offers rare flexibility: a single woodland retreat or multiple secluded parcels, all bounded by the stone walls that speak to centuries of stewardship


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Where Quiet Becomes Currency: Elevated Berkshire Land with Mountain ViewsOn a peaceful dirt road in Sandisfield, 13.33 acres of elevated woodland offer what today's buyers increasingly seek--genuine privacy, mountain views, and the kind of profound quiet that makes working from home feel like retreat. A rough driveway climbs through mature forest to an elevated clearing where previous owners recognized the obvious: this high, level plateau offers the ideal foundation for a Berkshire home. From this natural building site, views stretch across a wildlife pond to mountain ridges beyond--the layered vista that defines classic New England beauty. Remarkable land in an idyllic Southern Berkshire setting. READ MORE!supplement attached. Buyers please verify all information herein.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Exceptional Privacy + Premier Location Near All Community AmenitiesAn extraordinary chance to own both of the largest building parcels ever offered in Otis Wood Lands -- nearly 6 acres of pristine, gently rolling land. Together, these adjoining lots provide an unmatched sense of space, privacy, and flexibility to create your ultimate Berkshire escape.Ideally situated close to the lake, clubhouse, pool, tennis and pickleball courts, and fitness center -- you'll enjoy easy access to every community amenity while still feeling surrounded by nature. Driveways are already in place, and high-speed fiber internet is available at the street, making it easier than ever to start building.Design one expansive estate or create two separate retreats -- the possibilities are endless.


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BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
$289,000
4 BD | 4 BA
Multi-Family

Great owner occupied opportunity- as one apartment is vacant or add to your portfolio and rent all 3 apartments.This well maintained property offers a beautiful setting and many updates such as a NEW septic system 2012, blown in insulation 2013, NEW vinyl siding and windows 2020, New water filter system 2019, New water heaters from 2019-2021 and blown in insulation 2013 to name a few. 3 CAR DETACHED GARAGE!!!!! 48hour notice with all appointments.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$398,000
3 BD | 2 BA
Residential - Single Family

Home for the Holidays. Comfortable house with frontage on Sandy Brook. 4.5 acres featuring generous front, back & side yards with wonderful Pond & Screened-in Gazebo. 3 Bedrooms (used as 2), Livingroom with Fireplace, Den and updated Eat-in Kitchen. 2 Car garage with workbench. Solar Power to help with the bills. Enough space to live, yet room to grow.


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WILLIAM PITT SOTHEBY'S - LENOX
$475,000
4 BD | 3 BA
Residential - Single Family

Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a 2020 custom kitchen with quartz countertops--perfect for entertaining. Enjoy the outdoors from the expansive wraparound screened porch, ideal for relaxing or dining al fresco.The upper level boasts a private primary suite with skylights, a full bath, and an open loft area. The main floor includes a bedroom with an en suite bath, while the lower level offers two additional bedrooms


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

OWN THE ENTIRE NORTH SHORE OF a 10 ACRE POND. Tucked into the quiet SE corner of the Berkshires, this is a property where the pace of the world seems to slow. 21.3 acres in all, with nearly the entire north shore of Ida Pond--and actual ownership of the pond, historically known as Morley Swamp Reservoir, a tributary of the Buck River that flows to West Lake in Sandisfield State Forest.With approx. 1,200 feet of shoreline, mature woods, colonial-era stone walls, and deeded rights for quiet recreation--no motorboats permitted--this land offers profound privacy and connection to nature. A place to walk alone to the water at sunrise, where the world feels untouched.Just 7 minutes to Monterey, 20 to Great Barrington. A legacy property for those who value peace, nature and possibility.


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COHEN & WHITE ASSOCIATES
$525,000
4 BD | 3 BA
Residential - Single Family

This home is ready for its new owner. A complete professionally remodeled interior. New Septic System, New insulation, New Windows, New Kitchen and Appliances, Freshly Painted, Fiber Optic Internet available, New gravel Driveway, New Boiler, New hot water heater, Brand new LED lighting within the entire home. New tile work in the the 2 full baths. Laundry conveniently located on the same level as the bedrooms. No detail has been overlooked. You will not be disappointed with this remodeled home.


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RE/MAX TRANSITIONS
$625,000
4 BD | 2 BA
Residential - Single Family

Experience the ultimate in lakeside living with this stunning 4-bedroom, 2-bath home in the coveted Otis Wood Lands community. This property offers a perfect blend of comfort and entertainment, featuring spacious sun-filled rooms and a sprawling deck ideal for relaxation and gatherings. Enjoy the convenience of a fully furnished home, complete with game room favorites like pool and air hockey tables. Modern amenities include energy-efficient heat pumps, remote-controlled security systems, and Alexa-compatible features for added convenience. Step outside only seconds away to discover the private beach and swimming area, perfect for launching your canoe or kayak. The community boasts a wealth of recreational options, including a great lodge for social events, a fitness center, tennis and


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$799,000
3 BD | 3 BA
Residential - Single Family

Move-In Ready Cozy Lakefront Retreat with Private Peninsula in Otis WoodlandsSet along the tranquil shoreline of Otis Woodlands' private lake, this move-in ready 3-bedroom, 3-bath home sits on 1.2 acres and boasts its own small peninsula extending into the water. Offering 1,900 sq ft of thoughtfully designed living space, the open main floor features warm wood details, vaulted ceilings, and a cozy wood-burning stove--perfect for relaxing evenings. Walls of glass fill the home with natural light and frame serene lake views from every angle. Each floor includes a bedroom and full bath, providing comfort and privacy for family and guests alike.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,250,000
5 BD | 6 BA
Residential - Single Family

WHERE EVERY SEASON FEELS LIKE HOME16 acres at the end of a quiet country road where your shoulders drop the moment you arrive. This five bedroom retreat with over 4,600 square feet gets Berkshire living right: soaring great room with fireplace, granite kitchen, four-season sunroom, and that incredible finished lower level with radiant floors, full bar, and walkout to covered patio. Mudroom with dog shower because real life happens. Views toward mountain ridges, minutes to Knox Trail. The kind of Berkshire home that rarely comes available at this price.You're tucked between Otis & Sandisfield, which means total privacy, but not total isolation. 20 minutes to Lee, 25 to Great Barrington, minutes to swimming, hiking, skiing, everything that makes the Berkshires feel like home!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,500,000
5 BD | 3 BA
Residential - Single Family

A master stoneworker and his family spent a year walking 11 acres to find the one perfect spot. Then they built their dream around it - every fieldstone placed by hand from rocks cleared by 150 years of farming, hand-hewn cherry beams harvested from the land soaring above the stone-clad Great room. This rustic modern farmhouse embodies the truth that in simplicity lives beauty. The timber-framed screened porch catches every breeze, while the spa-like steam shower opens directly to an outdoor shower enclosed by artful ''lace walls.'' Closed-cell insulation, owned solar array, and rich oak floors throughout create effortless comfort. Now, as the ocean calls them back, this net-zero sanctuary awaits those who will write its next chapter. Read the full journey of this modern farmhouse!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,500,000
5 BD | 6 BA
Residential - Single Family

Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand between your home, overlooking your private lake, and your barns, Turn 360 degrees--everything you see you could own. Pure sanctuary in the highest possible sense.Nearly 1,500 acres where Thorp Brook winds through marshlands, Seymour Mountain rises to 1,682 feet, and miles of trails beckon for every outdoor pursuit. The kind of American dream that exists now only because someone saved it.SHOWINGS BEGIN TUESDAY, AUGUST 26