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.

Welcome to Blue Spruce Farm, a magnificent 23-acre estate rich in history and brimming with enchanting features. Nestled in a serene setting, this certified wildlife habitat offers a sanctuary for nature lovers and a retreat from the bustle of everyday life. Enjoy leisurely walks on the maintained trails that meander through the 23 acres, offering tranquil views and a connection with nature. A low-maintenance wild garden of perennial flowers and shrubs produce a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high speed internet provides a productive ''work from home'' environment. Originally built in 1770, this home harmoniously blends historic charm with modern conveniences. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings. The sitting room, complete with built-in bookshelves, is perfect for a home library or study. A large addition boasts vaulted ceilings, adding grandeur and space to the home with versatility for a home office, first-floor primary bedroom, family room or guest quarters. The formal dining room, featuring built-in cabinetry, is perfect for hosting dinner parties. The sunroom, featuring a fountain pond, is bathed in natural light and offers a serene setting. Additionally, the first floor includes a laundry room and a full bathroom, as well as an enclosed four-season porch that offers a comfortable space to enjoy the beauty of the property year-round. The second floor includes four bedrooms, offering peaceful retreats for guests. A full bathroom serves the upstairs bedrooms, and a hobby room provides an ideal space for crafts, projects, or as an additional study area. The large barn is perfect for storage, farming, hobbies, or even transforming into a creative space. The two-car detached garage includes a finished space above, providing a perfect spot for a potential home office, studio, or guest accommodations. Further enhancing the property are a brand-new heating system and a whole-house generator. Blue Spruce Farm is more than just a home; it's a lifestyle. Steeped in history and surrounded by beautiful gardens, pastoral views, wooded trails and wildlife, it is the property you have been waiting for and do not want to miss out on!

New World meets Old in this impeccably designed and elegant French Country inspired estate nestled perfectly on the hillside, affording gorgeous westerly mountain and sunset views. Situated on 3.76 acres, the home offers ample privacy, yet it is just a stone's throw from Tanglewood and downtown Lenox and West Stockbridge. Designed for hosting extended family and friends, it offers generously proportioned rooms and seamlessly blends indoor and outdoor entertainment for year-round enjoyment. With six bedrooms and seven bathrooms, including one primary suite and three additional en-suite bedrooms, this residence is designed for comfort and style. Entering through the wisteria draped antique door into the foyer, the discerning buyer will appreciate the impeccable craftsmanship throughout. The first floor offers an eat-in kitchen open to the family room with a wood burning fireplace and French doors to the stone terrace and sunroom. Right off the family room is the formal dining room, perfect for more intimate occasions. The living room with another wood burning fireplace, offers separation from the main living areas to the guest wing with two en-suite bedrooms. A charming sitting room with French doors to the beautiful stone terrace connects to the primary suite with its own fireplace and gorgeous views over the tennis court. The library or office space, also equipped with a fireplace, is perfectly tucked away from the main living areas. For convenience, there is also a laundry room, pool/mudroom which leads to the two-car attached garage, and a half bathroom. On the second floor, there are three more bedrooms, including one en-suite with a fireplace, and two additional full bathrooms. A bonus room with a back staircase leading to the mudroom offers flexible space for various uses. The outdoor living spaces are equally impressive, with a heated in-ground pool, tennis court, stone terrace and patio providing multiple locations for relaxation and entertainment. Flanked by mature landscaping and established gardens, a master gardener would be in awe at the edible garden, fruit trees and ornamental perennials perfectly placed around the home. Centrally located, this is the perfect spot to experience the best of the Berkshires!

Follow a long drive through woods of pines and wildflowers to 247 Reed Road, a designer renovated contemporary home built to frame stunning views of the Hudson Valley hills and the Catskill Mountains beyond. The home sits on ten acres of sprawling green lawn and forest with a pool & open-air pool house. The site is as private as it is picturesque, exceptionally quiet yet just minutes to town. Designed to resemble a barn on the exterior, inside the main living space you’ll find high ceilings and wideboard white oak flooring. Walls of windows reveal beautiful views from each room. A spacious dining area sits alongside the chef’s kitchen, where you’ll find a large central island and stone countertops, a Wolf range, wine fridge and a large pantry. French doors open onto a beautiful sitting porch. The living room, anchored by a wood burning fireplace, opens onto a bluestone patio facing west towards the mountains, an amazing place to watch the sunset on a summer night in the Hudson Valley. There are wonderfully private suites on each end of the home, above the main living area you’ll find a proper master suite with spectacular long range mountain views. Gorgeous grasscloth wallpaper lines the walls. There is a generously sized bathroom with a soaking tub, separate shower, and jack-and-jill sinks, and a fabulous walk-in closet. Off the main living space on the main level you have two additional guest bedrooms that share a full bath, as well as a light filled office. Off the entryway, where you’ll find a well-appointed laundry room and powder room, there is a family room/library, and a glass breezeway takes you to the east wing of the home. Here, there is a guest suite upstairs with a full bath and extensive built-in cabinetry/closet space, and below, an attached two-car garage. Outside is an additional carport with room for three cars, an in-ground pool and an open-air pool house with a wood burning fireplace and comfy, built-in seating so you can spend all day enjoying the outdoors. 247 Reed Road is an incredible home, set apart by its drop dead gorgeous views, streamlined interiors & systems, and complete peace & quiet just 2.5h to NYC and 20m to Hudson/Amtrak.

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.

Chatham! Custom-built timber frame home with soaring ceilings and striking fireplace, set amidst the most beautiful sweeping fields along 1200 feet of Kinderhook Creek frontage with 100% privacy! Featuring gorgeous white pine beams, gleaming yellow pine floors, and fireplace crafted from local stone. Open floor plan includes a kitchen, living, and dining area, where large windows frame the most peaceful views and fill the space with natural light. Wonderful open, sun-drenched kitchen features Wolf dual-fuel six burner stove with grill and vent hood, and Subzero refrigerator, and gorgeous blue Vermont slate countertops. Three spacious bedrooms, each with lofted ceilings, ensuite bathrooms and views of the Kinderhook Creek, add to the home's serene appeal. Loft above garage offers flexible space for studio, exercise room or convert to another bedroom or den. Ample storage provided by large basement, spacious garage, and abundant closets. The rear deck offers sweeping views of the rolling fields and scenic Kinderhook Creek on 21.5 acres, making it perfect for relaxation and entertaining. Incredibly diverse and inspiring landscape is bursting with wildlife - bald eagles and red-tailed hawks, while the creek provides a tranquil setting for peaceful reflection. Convenient to all shopping and activities in Hudson, Kinderhook, Chatham, and The Berkshires, including fine dining, art galleries, fresh organic local healthy food, and farmers markets. With easy access to the Capital District, Albany International Airport, and major routes like the Taconic Parkway, I-87, and I-90, commuting to NYC and Boston is effortless. This is a rare chance to own a truly private and extraordinary retreat in a breathtaking location!

The Joseph A Pratt House in Malden Bridge, NY is the ideal Hudson Valley retreat. Built in 1795, it is nestled on 67 acres of tranquil green lawns and wooded hills. This lovely property contains the stately, 3900 square foot main house, a 1000 square foot guest house for in-laws, a caretaker or as an income-producing rental and a large barn (also built in 1795) containing a two-car garage, a workshop and a four-season, finished studio with hand-hewn exposed beams. The entire property is in superlative condition. Central AC is being installed and will be operable by July 25th. The main house has retained its original footprint, most of its original hardware and moldings, stunning wide-board floors, legacy-glass windows with correspondingly paned storm windows, and an original wire-pulled front doorbell. It is stately while remaining comfortable and convenient. The first floor of this center hall Federal house welcomes you with a very large and gracious entry hall. To the left is a spacious living room with wood -burning fireplace and built in cabinets and shelves. To the right side is a very large dining room and/or parlor with an exterior access door, another wood-burning fireplace and original built-in cabinets. The kitchen at the back of the house features a wood-burning fireplace, the original chiseled out soapstone sink, and a back staircase along with modern appliances for contemporary living. The back door of the house opens onto a small office next to the kitchen. The second floor features a spacious landing, the primary bedroom with ensuite full bath, 3 other bedrooms, (two with wood-burning fireplaces, one with a wood stove) and another bathroom with shower. There is also a staircase to the unfinished attic which features a walk-in cedar closet and plenty of storage space. One of the most remarkable features of the house is in the partially-finished basement. There you will find the original kitchen with a brick floor, a cooking fireplace and an original, arched side exit. The basement also has a bathroom with a shower, the laundry room and the systems of the house. In addition to the main house, this estate boasts a fully self-sufficient one-bedroom guest house with a lofted bedroom, ¾ bath, double-height beamed living room and a modern kitchen. It has heating/cooling splits provide comfort throughout the year. The property also includes a two-story barn with storage space and a two car garage. On the second floor of this handsome barn there is a 500 square foot workshop and a separate, finished four-season studio with hand-hewn beams and double-height ceilings. This sun-filled space is perfect for an artist’s studio, writer’s retreat or any number of uses. The 63 acre property is 85% forested with several acres of cleared land and around the house, guest house and barn. There is a dirt access road through the center of the property. Continuing up the mountain on Pratt Road takes you along the southern edge of the lot. In the rolling hills of Columbia County, Malden Bridge is approximately 2 ¾ hours to NYC, 35 minutes to Hudson, 30 minutes to the Albany or Hudson Amtrak Station and 15 minutes from shopping. You owe yourself a visit to this charming retreat!

Follow a pastoral and tree lined driveway to a hidden gem in the heart of West Stockbridge. This light filled home in the park like setting offers plenty of room to entertain a crowd, and yet it is perfect for those seeking peace and quiet. Multiple levels offer 5+ bedrooms and/or sleeping areas, 4.5 bathrooms, home office, playroom and much more. Great room overlooks the heated in-ground gunite pool and it leads to three separate blue stone patios. Breathtaking views of Tom Ball Mountain in the distance. Situated on over 25 acres, this property also offers you your own tennis court, a small pond and plenty of mature landscaping.

A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above. The main residence welcomes you with a charming wrap-around porch and an enchanting screened porch, both perfect for enjoying the dynamic and ever-changing views. The interior is bright and lively, with each space thoughtfully designed to capture the natural beauty of the surroundings. The gourmet kitchen, a convivial hub with a grand stone fireplace, offers direct access to the screened porch and serves as the perfect backdrop for culinary exploration and social gatherings. The first floor also includes a welcoming foyer, a serene bedroom suite, and an elegant formal living room. Upstairs, the master suite is a haven of sophistication, complete with a stone fireplace and ample space for relaxation. Two additional guest bedrooms share a Jack and Jill bathroom, providing comfort and privacy. The finished lower level is dedicated to leisure and repose, crafted with the ultimate goal of relaxation in mind. Here, in this tranquil setting, you'll find the peace and privacy you desire, all within a home that exudes charm and character.

Ready to move-into fully furnished, exceptionally well maintained, Stockbridge home with 4 Bedrooms/3bathrooms, an open floor plan, very close to Stockbridge Bowl. Enjoy the comforts of a wrap-around deck, screened porch and a 3-car garage. Investors note: This property has a terrific VRBO and AirB&B rental history. Must be seen to be fully appreciated. Schedule your showings today.

A unique Colonial Grand Dame with 7 bedrooms and many large gathering spaces sitting tall on a beautiful 5 acre lot with mountain views and a stream in Stephentown, NY. The first floor incudes five living spaces for cooking, dining, studying, lounging, creating and playing, plus a convenient 1/2 bath. The second floor features three bedrooms and two full baths and the third floor includes four bedrooms and a full bath. An extra large deck and a charming covered front porch with views completes this wonderful county property. Close to skiing, hiking and exploring all that Columbia County and the Berkshires has to offer.

Immerse yourself in the epitome of elegance and seclusion in this immaculate estate, nestled on over 17 acres of untouched splendor. This resplendent home is surrounded by an enchanting outdoor haven, boasting a pristine swim pond and meticulously curated gardens that explode with diverse flora. Drift through this botanical paradise or repose on the chic bluestone patio, an idyllic nook for serene contemplation or harvesting blooms. Spanning four bedrooms and 3.5 baths, the residence offers a quiet retreat in the country. The kitchen, adorned with sumptuous Cherry woodwork and harmonious hardwood floors, is anchored by a heartwarming wood-burning fireplace, radiating an inviting ambiance. The second floor primary suite is a world of its own, with a fireplace that beckons relaxation, an elegant dressing area, and a spacious bath. A luminous breezeway leads to a secluded first floor guest enclave, complete with a snug sitting room, an elevated sleeping loft and an independent entrance for comfort and privacy. A short drive to the best of Columbia and Berkshire Counties. A must see!

Nestled in the vibrant and historic downtown of Lenox, this colonial is ready for you to move right in! Currently operated as a successful Airbnb, this property offers both a cozy retreat and an excellent investment opportunity. The first floor offers a circular flow with two separate living room areas, a dining room, kitchen and half bath. Upstairs you'll find a primary suite with a walk-in closet, two additional bedrooms and a full bathroom. Situated just a stone's throw from an array of boutique shops, restaurants, and renowned attractions, including Tanglewood, Canyon Ranch, Miraval, and Shakespeare & Co., this home provides the perfect blend of convenience and cultural experiences. Whether you're looking for a permanent residence, a vacation getaway, or a profitable Airbnb, this property in the heart of Lenox is an ideal choice.

Welcome to sweet colonial comfort in Lenox! This 4-bedroom, 2-bath home is perfectly situated near many Berkshire attractions, blending convenience with charm. Step inside to find a spacious kitchen that flows seamlessly into the dining and sunroom. Both the sunroom and family room open to a large deck, where the soothing sounds of Yokun Brook await. The family room features lovely built-ins, perfect for both lounging and a home office setup. The main level hosts the primary bedroom with a cozy wood fireplace and an en-suite three-quarter bathroom with laundry. Upstairs, you'll find three more bedrooms sharing a modern, renovated bathroom. The third level boasts two large finished attic rooms, offering endless possibilities. A walk-out lower level and fenced-in yard provide extra space and privacy. With natural gas, public water, and sewer, this well-thought-out home ensures ease and comfort. Plus, it has a fantastic rental income history. Discover your new favorite spot in Lenox. Don't miss out!

Sited on a large lot on one of the loveliest streets in Pittsfield, this gracious, one of a kind home exemplifies classic elegance and sophistication. Step into the grand main hallway with impressive staircase, soaring ceilings, ornate crown moulding and exquisite hardwood flooring throughout.The main floor with generous rooms is perfect for large gatherings with formal dining room, an expansive living room with a fireplace with carved wood mantel, a stunning kitchen with endless cabinets and counter space with professional range, two dishwashers and breakfast nook. Relax and take in the large back yard from the reimagined sun room and screened porch. Climb the majestic staircase to the dramatic second floor landing with 4 comfortable guest bedrooms and a wonderful primary bedroom with en suite bath. Convenient, private, close to all. Just a few minutes to Guidos, Berkshire Medical Center, Barrington Stage, downtown Lenox, etc.

This charming Alford home offers a First-floor Primary suite with a walk-in closet and beautiful westerly views of Tom Ball Mountain. Nestled on several acres, it features 3 bedrooms, 2.5 baths and a bright, airy atmosphere throughout. The spacious kitchen boasts a beautiful island, perfect for gatherings. A two-car garage provides convenience, and the second floor holds potential for a second Primary Suite. Alford is known for its low taxes, making this home an even more attractive opportunity. Ready for your personal touch, this property is waiting to become your dream home!

Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The main house has central A/C while the guest cottage has mini splits. Gracious grounds are beautifully landscaped. Adorable play house for little ones. Several outbuildings. Garages for at least 5 cars. First floor primary bedroom with sunroom. Perfect site for a pool. Abuts protected land.

Sanctuary! Modern contemporary home, bathed in natural light, nestled on 5 acres. This 3 bedroom, all with ensuite baths, and a 1st floor half bath residence is perfect for outdoor enthusiasts-whether you're a hiker, birder, or gardener. Conveniently located less than 10 minutes from Great Barrington, West Stockbridge, Stockbridge and Lenox, this property offers both seclusion and accessibility. The mature gardens, meticulously maintained, are featured in the book ''Great Gardens of the Berkshires''. Extensive hiking trails begin right outside your back door, allowing you to lose yourself in nature. A Koi pond with a cascading waterfall adds a serene touch to the land scape.

Contemporary Lenox Home with Views, Privacy, and 3+ Acres! Set on over 3 picturesque acres, with distant easterly views, this Lenox contemporary offers luxurious living in a stunning landscape. The garden-like setting features mature gardens, a sparkling pool, wonderful deck with awning, screened-in gazebo, expansive lawns, frontage on the Yokun Brook, and big views of a protected wildlife area. Nature lovers, enjoy hiking or cross country trails that abut the back of the property. Large picture windows allow the natural beauty into the home, filling it with a tapestry of nature's ever-changing hues. A four-season sunroom with cathedral ceiling and skylights is a first floor showpiece, and a light-filled eat-in kitchen has sunrise views. A first floor primary suite, large living area, dining room, and powder room complete the first floor. Upstairs, a magnificent office (or bedroom) has huge views, and three additional bedrooms share a full bath. House has central air conditioning. Bring your toys or set up that dream woodshop in the 4.5-car oversized garage with ample storage space. Meticulously maintained, centrally located, and turnkey, 610 East St presents a unique blend of comfort and convenience in a beautiful natural environment. 5 min to downtown Lenox and close to all Berkshires attractions.