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.

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.

Welcome to this Lenox contemporary split-level home, a haven of comfort and tranquility! This move-in ready home features three inviting bedrooms and 1.5 well-appointed baths. The living room, graced with a stone fireplace and wood floors, radiates a warm and cozy ambiance. The spacious kitchen overlooks a large family room, bathed in natural light and equipped with a new wood-burning stove for those chilly nights. Additional amenities include a roomy laundry room and a bonus storage room, both conveniently situated off the entry to the heated garage. The manicured yard is a visual delight, complete with a private patio and a pergola, perfect for outdoor relaxation. Located close to downtown, schools, shopping, and Tanglewood, this home strikes the perfect balance and serenity!

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.

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.

Set on 36 acres in the Berkshires' most coveted town, this stunning 8600 sq ft home is completely turnkey, tastefully designed, and a mere 12 years old. Turning off of bucolic West Rd, a gently winding driveway brings you past two beautiful ponds, through the woods, and arrives on a sunny plateau - nicknamed ''Ebbets Field'' and the site of this spectacular retreat. Abutting 899 acre Alford Springs Reserve, this custom-built home was thoughtfully designed to host guests across multiple discrete living areas. Main House. A striking glass walkway leads from the three-car garage to the vaulted-ceiling kitchen, which boasts a double-oven Wolf range and plenty of space for cooking and gathering. A light-filled dining area adjoins the kitchen, along with a large living room with fireplaces on opposite ends. The primary bedroom suite is highlighted by a private covered porch, a large bathroom with soaking tub and views, and two walk-in closets. Two additional en-suite bedrooms complete the interior of the first floor, and three en-suite bedrooms and a central living area are found upstairs. The awesome walk-out lower level was created with entertainment in mind, featuring high ceilings, a two-sided fireplace, movie viewing room, en suite bedroom, gym, and wine cellar. Guest Quarters. Accessed via the glass walkway, the guest quarters are defined by its dramatic high ceilings and a long covered porch with views. The quarters include a spacious en suite bedroom, two guest bedrooms with shared bath, and a cozy and bright living area. Outdoors. The interior seamlessly connects to multiple outdoor spaces, including a beautiful patio with fireplace, a large screened porch, covered porches, and a large deck that steps down to the expansive green lawn, bordered by rock walls made from property-sourced stones. Just a short distance down from the lawn, a symphony of spring peepers awaits at the property's 5+ acre pond, a peaceful escape for nature watching and kayaking. This lightly-lived in 2012 home is the ultimate Berkshires escape, blending today's design with the natural surroundings. Situated in low-tax Alford, 139 West Rd is a prime location for those seeking tranquility a short stone's throw from the Berkshires lively shopping and eating centers and multitude of recreational and cultural attractions. Fiber Internet, iPad-controlled lighting system, Sonos hard-wired sound system, and multiple heating and cooling zones. 10 minutes to Great Barrington and 20 minutes to Lenox. Additional 20 acre lot is also available.

Prime Location in Lovely Lee! This beautiful and newly refreshed Colonial is ideally situated on a very desirable and quiet cul-de-sac. Behind its charming picket fence, discover a spacious sanctuary of five bedrooms and five full and one half bathrooms. The main level welcomes you with lofty ceilings, a living room adorned with built-ins, generous dining areas, and a sumptuous primary bedroom complete with a walk-in closet and luxurious en-suite. An absolutely beautiful and newly remodeled kitchen showcases sleek quartz and walnut countertops, stainless steel appliances, pantry, and island, seamlessly connecting to an attached sunroom, while the dining room offers direct access to the deck. Enjoy the serene outdoors from these inviting spaces which also offer a panoramic view of the lush, fenced-in backyard. Ideal for both intimate gatherings and grand affairs, the open-plan kitchen, living, and dining areas exude comfort and style. Upstairs, discover four generously proportioned bedrooms and three full baths, all elegantly tiled. The walk-out lower level unveils an exercise room, additional dining space, two expansive, yet combined, entertaining/play/work areas, and a spa-like bath, complemented by patio access. Additional features include a welcoming farmers porch, town services, solar enhancements, and an attached two-car garage with automatic openers. Bask in the meticulously maintained mature landscaping and embrace the lifestyle you deserve. This offering presents an unparalleled opportunity to immerse yourself in the natural beauty, cultural richness, culinary delights, and adventurous spirit of the Berkshires. With convenient access to Tanglewood, Mass MoCA, and a myriad of other captivating Berkshire attractions, seize the chance to call this haven your home.

Residential Development of 5 building sites. 3 just SOLD. This 1.4 acres lot is surrounded by rows of Norway Spruces, and ready to build a home with sunny views to Monument Mountain. 5 minutes into downtown Great Barrington. Drilled well already installed and excellent percolation test results. Adjacent lot 4 with 1.77 acres also available.

Imagine your own private getaway. Noble Lodge is a playground for nature walks, all-terrain vehicle and snow mobile adventures, swimming and paddleboarding, and hosting the grandest of parties. Have it all, on almost 300 acres in one of the prettiest places in the Hudson Valley and have the rare opportunity to design and develop your own perfect farmhouse or modern marvel. You will be enchanted with the charm of this highly sought-after hamlet and the close-knit community of Hillsdale, nestled in the hills near the Massachusetts boarder. All the locals meet up at Roe Jan Brewery, a wonderful brew pub located in a restored mercantile building that dates to 1850, and shop at the Hillsdale Country Store, an old-time country emporium. The focal points of Noble Lodge are the pond with its own little island where mallard ducks relax, and the creek that runs through the property. Cross the bridge and find the perfect site to build your dream home. The property includes a nicely appointed, 4-bedroom ranch, that is the perfect place to congregate with friends to plan your day of fun. Noble Lodge is only 15 minutes from Great Barrington and 35 minutes from Hudson, offering the best of everything. 300 acres in the Hudson Valley is an exceptional opportunity.

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.

Let's begin with the location: Nestled high in the hills of Spencertown, some may say the crown jewel of Columbia County, given its knockout country charm, quaint town square, ten minute drive to Chatham's well curated main street, and easy access to the Berkshires, skiing and the outdoors. With the stage set you can now focus on a choice 10-acre setting, graced with boundless mountain views and picture-perfect sunsets, a massive star gazing sky, privacy, peace, quiet, plus a pond and stream. Focus in a bit closer and you now take in the classic, warm, gracious, well built, modern log home paired with a generous, finished three car garage. Upon entering you will be captivated by the stunning stone fireplace, open floor plan with gourmet kitchen, great room with cathedral ceilings, a den which takes in the view, an ensuite primary bedroom, 1/2 bath and laundry room. The second floor features two bedrooms, a full bath, and a loft area for work or play, while the lower lever offers flexible space - gym, playroom or studio? - and loads of storage. Wrap around decks and a fire pit perched above the home allow for frequent vantage points to enjoy a view that never will disappoint. Life just became a whole lot richer in a quality log home up on a hill in desirable Spencertown.

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!