luxury real estate for sale Canaan, United States

If you are considering a purposeful next chapter involving land stewardship, this heirloom farmstead is an exquisite gem with much to offer. With mountain, valley, and pastoral views the setting for this meticulously renovated 1820s farmhouse, with a 3 bedroom guest cottage, and a cluster of well maintained barns is, in a word, spectacular. A working farm of this caliber and beauty is a rare find indeed. During the current owner's tenure the farmland was groomed to be 100% organic and is protected by an agricultural easement through the assistance of the Columbia County Land Conservancy. Currently the farmland is leased to a local farmer who manages the fields and pastures with expertise. A few of the highlights include a solar array which provides 50% of the electricity, a pond, 3 wells, income from renting the guest cottage, and well maintained barns which could serve as event or hobby spaces. The gracious farmhouse, redesigned by Barlis-Wedlick, an award winning architectural firm, features several spacious living spaces, a to-die-for'' screened porch, ancient old wood floor boards, and two flex rooms for work or play. The property is made up of three separate tax lots with an option to build a second farmstead. An additional 100 acres is also available. Come explore.

Exquisite 317-acre parcel awaits in the serene Town of New Lebanon, nestled in the Northeastern end of Columbia County. This remarkable property offers unparalleled privacy and breathtaking views that stretch across the majestic Berkshires and Catskill Mountains. Conveniently situated just off a paved road, it ensures easy access to nearby amenities. Free from any conservation or agricultural easements, this expansive lot presents a harmonious blend of rolling hills, open fields, and untouched woodlands adorned with magnificent hardwood trees and historic stone walls. Discover multiple suitable locations throughout the property to create your very own secluded retreat or a charming family-style compound. The location of this property is truly enviable, with close proximity to the Taconic Parkway and easy access to Hudson, Massachusetts, Vermont, Connecticut, and even New York City. Experience the joys of each season, with nearby attractions including the renowned Tanglewood music venue and the vibrant town of Great Barrington. Embrace the thrill of winter with skiing and a variety of winter sports available at Catamount, Butternut, and Jiminy Peak.Indulge in a wealth of fine dining and shopping options, all conveniently located within reach. This is an exceptional opportunity to own a remarkable piece of land, offering both natural beauty and unmatched convenience in one captivating package.

Finally an antidote to the sea of gray which washed over interiors for the past several years. Behold, a property which is a celebration of color and is perfectly suited for this charming cottage on a quiet county road. The first floor includes two living rooms each with a wood burning fireplace, a den/bedroom, a formal dining room, a full bath and an eat-in country kitchen with a cathedral ceiling and large picture window. Three delightful bedrooms and a full bath are on the second floor. To take advantage of the beautiful setting you can choose between the stunning large front porch which allows you to enjoy the sound of the waterfall across the street, a back porch to catch some sun, and a to-die-for screened porch for dining and late afternoon reading. And last but not least, to make this property ideal, there is a barn for the hobby you have been thinking about. Private, but not secluded. Only two minutes to New Lebanon, which now has a wonderful new farm market, and close to all that the Berkshires and Columbia County have to offer.

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating. The second floor incudes a primary suite, three more bedrooms and a full bath, all flooded with light and views. As an added bonus, an guest suite with a private entrance and kitchen is located on the lower level. Two separate parcels make up the almost 170 acres of prime farmland and is maintained by a local farmer which gives you the luxury to enjoy an expansive country lifestyle without all the work. Peace and quiet abound but just around the corner you will have the convenience of The Old Chatham Country Store and only a 12 minute drive brings you to the town of Chatham.If you are looking for a classic country lifestyle this property is not to be missed.

Prime location in the Woodmonte Estates Community! This property is situated at the end of a cul de sac with mature tree coverage perfect for a private building site. Well water, public sewer, and underground electricity at the street. Gated community with shared tennis courts. Next to the state forest this lot is ready for your dream home!

Prime location in the Woodmonte Estates Community! This property is situated at the end of a cul de sac with mature tree coverage perfect for a private building site. Well water, public sewer, and underground electricity at the street. Gated community with shared tennis courts. Next to the state forest this lot is ready for your dream home!

Prime location in the Woodmonte Estates Community! This property is situated at the end of a cul de sac with mature tree coverage perfect for a private building site. Well water, public sewer, and underground electricity at the street. Gated community with shared tennis courts. Next to the state forest this lot is ready for your dream home!

A long, winding country road, a dirt driveway, a fifty acre sanctuary. This stunning post & beam barn house sits on a one acre pond amid fields & fields of wildflowers and deep pine forest. Built by a premier builder in the area, the contemporary home has 20ft ceilings, a giant expanse that feels warm and inviting. The home is longer than it is wide with a substantial kitchen at the center. A giant island and dining table run side by side, and you’ll find high end appliances in a sharp, polished black finish. A wood burning stove sits between the kitchen and living room, and a den sits in the northwest corner. This entire first floor looks out over the pond to the fields in the distance. Upstairs, you have a giant open loft overlooking the main living space, a bedroom with gorgeous views of the property and a full bath. Antique fixtures such as faucets and hardware are interspersed throughout the home, and the post and beam construction incorporates reclaimed hand hewn beams, making this new build feel authentic and well beyond its years (in a good way). Radiant heated concrete floors span the lower level of the home where you’ll find three bedrooms. Two share a full bath, and one is ensuite with a large, walk-in closet and glass doors leading outside. There is a sitting room on the lower level, light and bright, the entire house is west facing. An antique guest cottage is tucked back against the tree line, as charming as could possibly be with a full kitchen, a large bedroom and a full bath. 2.5h to NYC, 2.5h to Boston, 30m to Hudson and Amtrak. Dorland Farm is a little slice of Hudson Valley heaven.

Welcome to the Elijah Hudson homestead and farm, nestled in the hamlet of Malden Bridge, NY. Steeped in rich history dating back to the mid 1700s, this property boasts a captivating past as a colonial-era inn, meeting place for traveling preachers, and farm of a co-founder of the Federal Stores mercantile (Old Chatham). The homestead, lovingly restored over decades, offers a glimpse into the region's storied past, with original features meticulously preserved alongside modern updates for comfortable living. The property encompasses 43 acres of picturesque land, including sprawling fields, pristine gardens, and tranquil woods teeming with wildlife. Two meticulously restored barns, including a stunning German horse barn and a Dutch dairy barn, stand as testaments to the property's enduring legacy. The Dutch barn, fully rebuilt in recent years, presents a blank canvas for the next owner's vision, while the German barn offers versatile finished spaces for entertainment, hobbies, and more. Experience the best of country living in this idyllic retreat, where generations have gathered to celebrate life's milestones and forge lasting memories. With its proximity to local amenities, recreational opportunities, and vibrant community life, the Elijah Hudson homestead offers an opportunity to own a piece of living history in the heart of upstate New York. Don't miss your chance to write the next chapter in this timeless legacy. This meticulously maintained property has seen numerous upgrades and renovations over the years, ensuring modern comfort without compromising its historic charm. Recent improvements include an upgraded bath and laundry rooms, a complete restoration of the Dutch barn, and exterior painting of both barns, among others. With a commitment to preserving its heritage while embracing modern living, the Elijah Hudson homestead is ready to welcome its next steward into a future filled with possibility.

Welcome to your dream country retreat nestled in the picturesque landscapes of Old Chatham! This beautiful property offers an idyllic blend of sprawling open fields and serene woodlands, presenting an ideal canvas for creating your own haven away from the bustle of city life. Whether you envision building your rustic getaway, cultivating small-scale farming endeavors, or engaging in agricultural projects, this property provides the perfect backdrop for your aspirations. The property is bounded by three roads - Shaker Museum Road, Albany Turnpike, and Howes Road, with great opportunity to take advantage of road frontage for access and utilities. Situated in close proximity to the charming hamlet of Old Chatham, residents will delight in the tranquility of rural living while still enjoying convenient access to modern amenities. Embrace the equestrian heritage of the region as this property lies within the esteemed Old Chatham hunt country, offering a unique opportunity for horse enthusiasts, as well as the Old Chatham Tennis Club which boasts two indoor hard courts and a clay court, as well as gym and showers. For those seeking leisure and recreation, the location couldn't be more ideal. Enjoy easy access to Albany and the Capital District, as well as the scenic Berkshires, renowned for its skiing, fine dining, and cultural attractions. Delight in outdoor adventures at the nearby Catamount Adventure Park or immerse yourself in the rich heritage of New England culture. Convenience is paramount with Hudson, Kinderhook, Great Barrington, Pittsfield, and Chatham Village just a stone's throw away, offering charming shops and restaurants to explore. Commuting to major metropolitan areas such as New York City and Boston is a breeze, thanks to the proximity of Albany International Airport and easy access to the Taconic Parkway and I90. Indulge in the excitement of Saratoga Racetrack and the academic vibrancy of Skidmore College, both within easy reach. Whether you seek relaxation or adventure, this property presents an unparalleled opportunity to embrace the best of country living without sacrificing urban convenience. Don't miss your chance to make this extraordinary property your own slice of paradise!

Great opportunity to build in two private settings plus three other choices closer to the quiet road. The wooded acreage with a lovely elevation offers the ability to create a park-like setting and to add other structures to suit your needs. Come and see if this fits your residential dreams.

PINE NEEDLES Built in 1903, this very private Berkshire Cottage epitomizes the area- past and present. Built in the Arts and Crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, Two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.The western wing houses a Persian library, a former squash court, and the other Loggia and an office. 18 fireplaces. Magical stone swimming pool. 2 additional apartments. The first owners were quite sporty and integrated every popular amusement of the early 1900's . Today a stone swimming pool remains as well as the traces of the curling rink, skating rink, skeet range and a tennis court. Both carriage house and garage contain apartments for overflow.

A magnificent move-in-ready, sun-drenched home, offering the perfect blend of style and comfort, awaits you. This elegant, newly renovated 4 bed/4 bath central air equipped home, is situated on over 3 private acres and offers a plethora of features that exude comfortable country living. The outdoor space with a large deck is a haven of beauty, relaxation and entertainment. A recently added and gated, heated saltwater pool and beautiful stone deck, accompanied by a large private jacuzzi beckons, promising refreshing dips and serene evenings. Step inside and the heart of this residence comes to life with an exquisitely renovated chef's kitchen, boasting top-of-the-line appliances, inclusive of a wine fridge, which caters to culinary enthusiasts. Freshly painted with new wood floors.

Lots of preparation work went into this building lot with a handsome meadow and dramatic ledge formations with large pockets of cool ferns. Some western views and a north east field stone wall. Almost 2 acres. Old well in place. Excellent percolation test results with 1 inch per min. Curb cut. Ready to build.

Prime Location! This charming and spacious expanded cape is ideally situated near the protected lands of the Pittsfield State Forest and close to Onota Lake in the serene area of West Pittsfield. Nestled on a vast 5.8-acre property, this delightful 4 bedroom, 3 bathroom home is a haven of comfort and style. The main floor features a luxurious primary bedroom with an attached en-suite, a modern kitchen adorned with sleek solid surface counters and stainless appliances, including brand new dual ranges, perfect for catering to a crowd. The open-plan living and dining area exudes warmth with its stunning stone fireplace, while the ample family room offers direct access to the rear deck. Enjoy the serene outdoors from the inviting screened porch, equipped with awnings for added comfort and a panoramic view of the lush backyard. Additional highlights include a heated, tiled sunroom overlooking the built-in above ground pool area, convenient first-floor laundry facilities, skylights, and a brand new septic system currently being installed. The property also boasts an attached (under) two-car garage with automatic openers, a separate utility garage (under) for storing all your recreational gear, and a host of other amenities. Generously proportioned rooms, a new rear roof, and a wrap-around deck add to the allure of this enchanting home. Revel in the well-maintained mature landscaping and savor the picturesque views that surround you. The flexible floor plan easily caters to single-level living, while ample storage, including a walk-in closet/storage room, ensures that all your belongings have a place. Seize the opportunity to immerse yourself in the natural splendor, cultural vibrancy, culinary wonders, and adventurous charm of the Berkshires, with easy access to Tanglewood, Mass MoCA, and an array of other captivating Berkshire attractions!

Great Stockbridge Location with Pool and a Wonderful Backyard! Calling all Tanglewood and Stockbridge Bowl fans! Stroll to the Music Shed at Tanglewood in just 8 minutes, or 10 minutes to Stockbridge Bowl for picnics or kayaking! Drinks or dinner at Wheatleigh is just a 5 minute amble away - AND the back yard is your own summer resort. This 2,829 sq ft home has been substantially renovated and improved since it was purchased in 2018. It now features all the coveted features one seeks in a Berkshires getaway: in-ground pool (with new liner and systems); beautifully landscaped backyard with patio, fire pit, hot tub and space for outdoor games; screened porch; 1st floor primary suite; renovated kitchen and new great room with fireplace; 4 bedrooms and 5 bathrooms; and a bonus basement rec room. Renovated and ready to go! Perfect for year round or seasonal use, and a great rental property. Move in and enjoy this special property! Just minutes without a car needed to Tanglewood, Stockbridge Bowl, Camp Mahkeenac, Wheatleigh, Kripalu, and Bullard Woods! Downtown Lenox, and The Mount mere minutes away and an easy, drive to Stockbridge, Great Barrington and Lee

Nestled on one of Lenox's most desired streets, 48 Cliffwood St exudes classic colonial charm and modern elegance. Just steps away from the vibrant village center with its array of shops and restaurants, this pristine home offers the perfect blend of convenience and tranquility. Boasting 3/4 bedrooms and 3 baths, this residence is move-in ready, inviting you to experience a lifestyle of comfort and sophistication. The kitchen is a chef's dream, featuring high-end Viking appliances and a wine cooler, making it a delightful space for culinary creations. A recent addition includes a spacious family room with a dining area, a cozy gas fireplace, a full bath, as well as a pantry and laundry room, ensuring both practicality and luxury. The full basement with a wine cellar adds an extra touch of refinement to this already impressive property. With its easy-care yards, this home even presents itself as a compelling condo alternative, catering to a variety of lifestyle preferences. Stepping inside, you are greeted by a harmonious blend of traditional elements and contemporary comforts. The interior exudes warmth and sophistication, with wood flooring adding a touch of elegance to the living spaces. The layout is thoughtfully designed to offer both intimate spaces for relaxation and open areas for entertaining guests. The two fireplaces create cozy focal points, perfect for unwinding on chilly evenings. Natural light floods the rooms, creating a welcoming ambiance that invites you to make yourself at home. Every detail in this residence has been carefully curated to provide a harmonious living experience that caters to both style and functionality. Architecturally designed in the colonial style, this home showcases timeless appeal and enduring quality. The attached garage ensures convenience and security, while the central air cooling system guarantees year-round comfort. The property's thoughtful layout allows for seamless indoor-outdoor living, with a deck providing the perfect spot for al fresco dining or relaxing in the sun. The therapeutic whirlpool adds a touch of luxury, offering a private oasis for relaxation and rejuvenation. The property's asphalt roof and public sewer system add to the overall ease of maintenance, allowing you to focus on enjoying the beauty and comfort of your surroundings. Situated in the heart of Lenox, this home not only offers a serene retreat but also provides easy access to the town's amenities and attractions. With Morris Elementary School and Lenox Memorial High School in close proximity, you will appreciate the convenience of nearby educational facilities. The vibrant community is known for its cultural events, outdoor recreation opportunities, and historic charm, ensuring there is always something to explore and enjoy. Whether you're strolling through the picturesque streets or dining at one of the local eateries, living in this home offers a lifestyle of comfort, convenience, and endless possibilities.

A true diamond in the rough and priced to sell! One of the most requested towns in the Berkshires and the lowest tax rate in South County all on 31 private acres. Live in your own guest cottage while you complete the build out on a custom and gorgeous timber frame home! Enjoy the beautiful views of Tom Ball mountain and the relaxing sounds of a babbling brook in the front of the property. There are also apple trees, grape vines, hiking trails and a small pond adding to its appeal. The cottage has a recent renovation that's 95% completed. It has vaulted ceilings, soapstone counter tops, butcher block island and stainless appliances just waiting for your finishing touch. Don't let this unbelievable opportunity pass you by!