luxury real estate for sale West Stockbridge, United States

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 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.

This is your chance to acquire almost 13 private beautiful acres with a view. Campion Farms is a private community with 9 home sites. This is one of if not the best site in the community. There is underground power going to the entrance of the site, a well in place and a 4 bedroom septic system designed and ready to go. Just drop off your plans with your builder and in a few months start to enjoy your life in the Berkshires. Conveniently located to all of the many local attractions that make the Berkshires so special.

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

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.

On over eight acres of woodlands in the hills of Austerlitz sits this picturesque cabin down a long, private drive. Connected to hundreds of acres of state land, you can hike Harvey Mountain right out your front door. The recent renovations make this light & bright home a completely move-in-ready proposition. The original beams have been left untouched throughout and create warmth in tone, while the rest of the home has been finished with a clean, neutral palette. The kitchen has an English style range, marble countertops and lovely deep red cabinetry, and a farmhouse sink looks out over the property. The adjacent living area is anchored by a wood stove. There are two bedrooms and two baths on the main floor, one is ensuite and the other, with an antique clawfoot tub, is shared. Both are finished with beautiful Moroccan zellige tile. Upstairs, there is a cozy, private living space and a large light filled third bedroom. You’ll find a large two car garage outside for parking & hobbies. The home borders the Hudson Valley/Berkshire border and is equidistant to both Chatham and West Stockbridge and just over 2h to NYC.

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.

Ideally situated in the heart of downtown Stockbridge, this 1860 colonial home has been stylishly updated and is move-in ready. The stunning first floor has three spacious adjoining living areas, including a central dining area and a family room with fireplace. The renovated kitchen has a chef's range and a large island perfect for gathering around. In the rear of the first floor is one of the home's two primary en-suite bedrooms, both with gas fireplaces. Take the back or front staircase to the second floor, which has the second primary en-suite bedroom, a central sitting area, and three more bedrooms, each with their own bathroom. A light filled loft/office and a vaulted-ceiling media room are found at the rear of the second floor - a perfect place for work or entertainment. Outside, this property features all of the Berkshire outdoor essentials. Enjoy summers on the large screened porch, eat al fresco on a lovely patio, and hold summer soirées or pursue one's creative pursuits in the charming two-story timber frame barn. With 5 bedrooms, 6 bathrooms, and multiple living and creative/work areas - indoors and out - this 4,900 sq ft home welcomes the possibilities of today's lifestyles while captivating the heritage of this classic colonial. A short stroll to eateries, groceries, and entertainment, and just minutes to Lenox and Great Barrington. See it now and be in before the summer!

At the end of a wooded private drive is the Hilltop Modern; a brand new, chic, light-filled 2 bd, 2 ba home perched atop 7+ acres complete with mountain views and a trout stream. The sleek design features clean lines, high ceilings, full-length balcony and wall-to-wall windows that showcase the incredible views from every room in the house. This home was built to be a secluded retreat connecting it's new owner to the surrounding nature while featuring modern amenities and nearby conveniences. Open up the sliding doors throughout to feel the open air and allow the spectacular sunset to fill the space. Compact for low-maintenance with grand proportions. The bamboo wood flooring, electric water heater, thermopane windows add to sustainability and low utility costs. Includes buried fiber optic. Full Walkout basement can be finished to double living space. Only 10 minutes to beloved Berkshires and Tanglewood music venue and 15 minutes to charming Chatham village. Includes rights to Queechy Lake.

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.

Picture yourself in a boat.........Truly a rare opportunity to own one of the last large waterfront building lots in Lenox. The property is situated just minutes from downtown Lenox and nearby to all the beautiful Berkshires has to offer. As you enter the private property through the stone and metal electric gate, you will cross a bridge that opens up to a cleared building lot. It is here that you can build the compound of your dreams. From here you will find a boardwalk that you can stroll through the forest to the dock at the waters edge of Laurel Lake.

Situated in the rolling Taconic Mountains between the cultural corridor of the Berkshires and the breathtaking views of the Catskill Mountains is the prestige neighborhood of million dollar plus homes called Mercer Mountain in Canaan, NY. In the ever so popular Columbia County of the Hudson Valley, this offering is a generous 12.5 acre buildable lot near the top of Mercer Mountain Road with substantial western views of the Windham Blackhead Range of the Northern Catskill in the distance. The home site at 1.47 acres has already been cleared and blasted for you and your architect's vision and the panorama awaits in this well established community. Located between Lenox, Massachusetts and its entertainment riches and Chatham, New York and its farm to table lifestyle. Convenient to both NYC and Boston.

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.

Masterfully imagined, minimally modern take on an elegant post and beam country home. A playful, warm, inviting vibe will fill you with joy, while the architect's use of light, space, and flow will captivate. The combination of high end materials and mechanicals, quality construction methods and owners who have properly maintained this jewel, will make you feel like you are purchasing a brand new home. Recent upgrades include a whole house generator, under counter kitchen cabinets, California Closet systems, plus the finishing off of the basement for added spaces for work, play, and storage. A few highlights include a back deck with a wood burning fireplace, a telescoping sliding door to said deck which brings the outside in and a voluminous main living space for you to spread out. A property as outstanding as this needs an equally impressive location. Positioned in a community of high end homes, close to the Massachusetts border, creates a jumping off point to thoroughly enjoy this very special and unique region. Your go to town for shopping, dining, movies, books and more will be Chatham and Lenox with Tanglewood and more culture is a short drive away.

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.

Charming Renovated 1800s Farmhouse with Breathtaking Mountain Views! Nestled on over 9 acres of picturesque farmland in the heart of the Berkshires, this meticulously renovated New England country farmhouse offers a blend of rustic charm and modern amenities. With 9.54 acres of subdividable and buildable land, the possibilities are endless. Imagine waking up to serene easterly mountain views, spending your days tending to horses in the 2-stable barn, or exploring the surrounding meadows on foot or mountain bike. This property boasts not only a beautiful country setting but also contemporary comforts, including a new roof, furnace, and an updated kitchen with views that make every meal feel special. The three full baths have been tastefully renovated, ensuring that this home is move-in ready. The covered porch is the perfect vantage point to gaze upon October Mountain and capture sunsets, while the unique rock garden, complete with a pergola and stone table, invites outdoor dining and relaxation. The farmhouse features three spacious garages, a dedicated tractor garage, and ample space for your equestrian needs. The tire swing adds a touch of whimsy and nostalgia, making this an idyllic setting. Located just minutes from the cultural hub of Lenox, MA, you have easy access to Tanglewood, art galleries, and the rich tapestry of Berkshire attractions. This special location offers intriguing history of authors. Live inspired as were Hawthorne, Melville and Oliver Wendell Holmes have in the years gone by. Escape to a tranquil country lifestyle with the potential to expand, whether it's for your dream home, horses, cows, or chickens. Don't miss the opportunity to own a piece of the Berkshires' pastoral beauty with modern conveniences and cultural richness at your doorstep.

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!