luxury house 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.

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.

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.

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.

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.

Whether you're looking for a starter home or downsizing, look no further! Simply add personal touches or move in and enjoy. Featuring almost all replacement windows, fresh paint, and fully furnished. The kitchen provides a cozy setting for cooking with nook and pantry, while hardwood floors add warmth and character to the interior—an enclosed front porch ideal for relaxation or entertaining guests and charming built-ins. Primary bedroom on the second floor. Outside, the Trex deck overlooks a backyard with 1 car garage. Privacy is assured, allowing for peaceful enjoyment of mature gardens. With its convenient central location, this home is ready to welcome its new owners—schedule a viewing today!

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!

Welcome to this charming colonial nestled in the heart of Lenox, offering a perfect blend of historic charm and modern convenience. As you enter, you're greeted by the warmth of hardwood floors. The modern eat-in kitchen provides a delightful space for culinary endeavors, while the adjacent dining room offers an inviting atmosphere for gatherings. A convenient bathroom with laundry facilities ensures practicality and ease of living. The living room boasts ample natural light creating an inviting ambiance for relaxation or entertaining guests. An enclosed porch provides a serene retreat, perfect for enjoying morning coffee or unwinding at the end of the day. The second floor includes four cozy bedrooms, each offering comfort and tranquility for restful nights. Located in close proximity to downtown Lenox with easy access to a plethora of amenities including boutique shops, restaurants, and cultural attractions. The renowned Tanglewood music venue, Miraval wellness retreat, and scenic hiking trails are all within reach, offering endless opportunities for recreation and enjoyment. Whether you're seeking a peaceful retreat or a vibrant community hub, this charming colonial in the heart of Lenox offers the ideal backdrop for a life well-lived.

Nestled between the iconic Rockwell Museum and the serene Botanical Garden, 5 Glendale Rd in Stockbridge, MA, is a truly special property that offers a unique blend of charm and convenience. Situated just moments away from the renowned Tanglewood, this picturesque NE Farmhouse-style single-family residence embodies the quintessential Berkshires lifestyle. Boasting a main house with three bedrooms and two baths, complemented by a guest cottage featuring an additional bedroom, bath, and spacious living room, this home is perfect for those seeking a peaceful retreat with modern amenities. The well-manicured grounds feature an adorable playhouse for little ones and several outbuildings, including garages for at least 5 cars, providing ample space for storage and recreational activities. Stepping inside, the interior exudes warmth and character creating a cozy and inviting atmosphere. The floorplan offers flexibility and privacy, ideal for hosting guests or accommodating multigenerational living arrangements. A central fireplace adds a touch of elegance to the living space, while the abundance of natural light enhances the overall ambiance of the home. The partially finished full basement provides additional living space and storage options, catering to various needs and preferences. In addition to the property's charming interiors, residents can enjoy a range of modern conveniences, including central air cooling, a security system, and public sewer access. The expansive lot size of 3.6 Acres offers plenty of outdoor space for relaxation and recreation, with a patio perfect for al fresco dining and entertaining. Surrounded by lush landscaping and mature flowering trees, the property provides a peaceful oasis away from the hustle and bustle of city life. Whether you're unwinding in the tranquility of the backyard or exploring the vibrant local community, 5 Glendale Rd presents a rare opportunity to experience the best of Berkshires living in a truly enchanting setting. Ideally located between the charming towns of Lenox and Great Barrington, residents have easy access to a variety of dining, shopping, and entertainment options, making it a desirable destination for both full-time living and vacation retreats. With its convenient proximity to major attractions and amenities, this property offers the perfect balance of seclusion and accessibility, allowing residents to savor the beauty of the Berkshires while still being just a short drive away from all the wonders this region has to offer.

Beautiful Berkshire Lakefront - Premier Lake Onota - Escape to the Berkshire in this newly remodeled waterfront home. Just move in to enjoy this professionally designed year round home with breathtaking mountain and lake views. A fresh modern style invites you to relax in this serene natural setting. Experience clear and clean water at the shoreline or join in the fast paced fun out on the open lake. Thoughtful interior design captures lake living with oversized windows, new kitchen, baths, select lighting, flooring, and fixtures. New electric & A/C. Primary suite plus guest bedroom and bath. Float- fish- stay- Escape to Berkshire Living - central to art, culture, dining and the great outdoors. Outside see a new deck, patio, firepit, dock, shed, and kayaks. Just bring towels!

River Road, set amongst the rolling hills of picturesque Hillsdale you’ll find this turn of the century farmhouse set on 20 acres of sprawling meadows and wildflower fields. The storybook approach follows River Road alongside the rushing Green River and up a private drive overlooking mountain ridges and whimsical tall pines. The c1890 farmhouse welcomes you with its wraparound porch and fieldstone front steps. Inside the rooms are large, the living room and master bedroom are both anchored by a magnificent stacked stone fireplace, recently restored and in use. The dining room opens to the wrap around porch through french doors, and when opened the sound of the rushing Green River flows through the house. Tucked around a corner you’ll find an outdoor shower overlooking the water. The kitchen is recently redone with brand new appliances and herringbone countertops, and the ground floor features an office and a full bath, which could be used as a fourth bedroom. Upstairs, all three bedrooms have ensuite baths with wonderfully deep soaking tubs, each with beautiful views of forest, pond and river. Windows, siding, roof, insulation, HVAC and floors are all brand new, allowing the next owner to own a beautiful antique farmhouse with little to no maintenance. A separate studio lies up the hill, used for creative projects by the current owners but open for future possibilities. This incredibly charming property is just 10m to the village of Hillsdale, 15m to Great Barrington and 2h to NYC.

NEW CONSTRUCTION! Sweet contemporary home in beautiful Southeast Pittsfield. This new home has 2 bedrooms and 2 full baths. First floor bedroom is located off the open concept living and kitchen area. The entire upstairs is the second bedroom with dramatic vaulted ceilings. Red maple wood floors on first and second floors. Stylish bathrooms with modern appeal. Spacious deck for you to enjoy the outdoors. The lower level is separate from the house with walk out located in the back. Use your imagination for this open living, finished space. Lower level would make a fantastic in- law suite or rental space. Located in a peaceful neighborhood, this newly built home was just finished and ready for its first owners. Landscaping, seeding, pavers & stone steps are being installed prior to closing.

Welcome to this charming home located in the desirable Southeast Pittsfield neighborhood! As you step onto the property, you'll be greeted by an inviting enclosed front porch, perfect for enjoying your morning coffee or relaxing in the evenings. Upon entering the home, you'll immediately notice the spacious dining and living room area featuring beautiful hardwood floors and a cozy wood-burning fireplace, ideal for gatherings with friends. Natural light floods the interior through large windows, creating a bright and airy atmosphere throughout. The first floor also boasts a convenient half bathroom, as well as a versatile bonus space that can be used as a den, office, or additional living area, providing flexibility to suit your needs. Heading upstairs, you'll find three comfortable bedrooms and a full bathroom. Ample closet space ensures plenty of room for storage and organization. Outside, a detached one-car garage provides convenient parking and storage options. Additionally, the home features solar panels, providing energy efficiency and sustainability benefits. With its combination of character, functionality, and location in a sought-after neighborhood, this home offers a wonderful opportunity for comfortable living in Pittsfield. Schedule a showing today and make this delightful property your own.

One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media) room, wine cellar, fitness studio. elevator, computerized systems. 9,339 SF with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

Just minutes to downtown Lenox, you'll enjoy easy access to its vibrant community and all the cultural and natural attractions the Berkshires has to offer such as Tanglewood, Shakespear and Company, Butternut Ski and the Stockbridge Bowl. Nestled among the serene landscapes of Lenox, Massachusetts, lies a truly unique gem: a funky 3 bedroom, 2 bath home designed to the principles of passive architecture. Situated on over an acre of lush greenery, this property offers not just a place to live, but a lifestyle in harmony with nature. The property's design seamlessly blends into its surroundings, with earthy tones and natural materials complementing the beauty of the Berkshire countryside. Every detail has been carefully considered to create a space that is both eco-conscious and inviting with a modern and welcoming flare. Inside, you'll find a spacious and airy floor plan that effortlessly merges indoor and outdoor living. The three ample sized bedrooms offer peaceful retreats, each designed with comfort and functionality. Newly renovated bathrooms and new cork flooring are just some of the recent artistic upgrades symbiotic with its creative design.