luxury houses for sale Berkshire County, United States

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!

This charming mountain house is the perfect retreat for nature, lovers and outdoor enthusiasts. With easy access to hiking trails skiing, fishing you can enjoy all that Berkshire Mountain Washington Life has to offer right from your doorstep. Inside the open concept, living area is perfect for entertaining guests or simply relaxing by the stone fireplace. The large bay windows let in plenty of natural light and offer stunning views of the surrounding mountains. The kitchen is fully equipped and there is plenty of counter space for preparing meals. There is a first floor primary with an en suite bath and a wraparound deck. The additional two bedrooms upstairs are perfect for guests or home office.The peaceful surroundings and Mountain View make this an ideal setting for a weekend getaway. Don't miss your chance to own this unique mountain home or start living the ultimate lifestyle today 2.5 hours from New York City 30 minutes from all Berkshire attractions. Minutes from Guilder Pond. Can you smell the Mountain Laurel?

Welcome to your 3-bedroom, 2-bath peaceful and private hidden gem nestled in the trees overlooking Joe's Field, MASS MoCA, on a dead-end street! Updates include Marvin windows and doors on the main floor, refinished oak hardwood floors, bathroom installed with cle' tiles and skylight that need your finishing touches, 200 amp electric, wrap-around covered solid cedar porch with outdoor seating to view James Turrell's Tower (rain or shine), french drain, backyard retaining wall including stone patio, and attached outbuilding with electrical and plumbing, ready for your install of sauna and or outdoor shower. Whether you are looking for year-round Berkshire living or a weekend getaway-this semi-updated home is for you! Close to Downtown North Adams and Heritage State Park. Call today for your private showing!

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!

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.

Old world meets new in this recently remodeled brick colonial which oozes with charm but has modern amenities for today's buyer. Nestled in a desirable Southeast Pittsfield neighborhood this is the home you have been waiting for! Step inside the front door to a large foyer which leads to a formal living room, family room, dining room and powder room. The spacious living room boasts large windows that flood the space with natural light, complemented by a cozy gas fireplace perfect for gatherings. Adjacent is a family room featuring classic built-ins and a bay window offering views of the fenced-in backyard and patio. The dining room is adorned with custom built-in cabinetry. The recently renovated modern kitchen boasts granite countertops, a Viking stove, Subzero refrigerator, and an island with a prep sink creating a chef's paradise. For relaxation and three season enjoyment an enclosed porch/sunroom awaits, providing a perfect space to unwind and entertain. Upstairs there are four bedrooms including a large primary suite and a full bathroom for the remaining three bedrooms. One of which features an outdoor balcony, perfect for enjoying morning coffee. The walk-up attic presents potential for additional living space or ample storage, catering to your evolving needs. A partially finished basement adds further versatility to the home. Outside, a concrete driveway leads to an attached two-car garage and shed, ensuring convenience and ample space for storage. This meticulously maintained property offers a unique opportunity to experience gracious living in a coveted location, combining functionality with style for your ideal lifestyle.

Welcome to a slice of New England charm known for its rich history, scenic beauty, and vibrant community, Sheffield offers a quintessential Berkshires lifestyle with easy access to cultural attractions, outdoor recreation, and everyday conveniences associated with in-town living. Enjoy a picturesque setting offering a unique blend of historic elegance and modern comfort. Imbued with the timeless allure of Greek Revival architecture, this home boasts classic columns, symmetrical proportions, and refined details that evoke a sense of grandeur and sophistication. The heart of the home is the gourmet kitchen, equipped with top-of-the-line appliances and custom cabinetry making it a chef's delight and the perfect space for culinary creations and gatherings. With three spacious bedrooms, including a luxurious primary suite, there is ample room for relaxation and rejuvenation. Featuring two and a half baths, each meticulously designed with modern fixtures and elegant finishes. Large windows bathe the interiors in natural light, creating a bright and inviting ambiance throughout the home. Enjoy the cozy fireplace in the spacious living room, perfect for chilly evenings with friends. From gleaming hardwood floors to crown moldings and designer lighting fixtures, every detail exudes quality craftsmanship and refined taste. Above the oversized 2 car garage, a beautifully finished loft awaits, offering endless possibilities as a home office, studio, or guest quarters. Adding to the versatility of this property is an unfinished outbuilding with electric and plumbing , ideal for either residential or commercial use. Whether you envision a charming guest cottage, a home gym, or a boutique storefront, the potential is limitless. Close to the library, bank,Town Hall, Post Office and the many local eateries makes Sheffield the perfect location.

Escape to the serene countryside of New Marlborough, MA, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres of land. A true oasis, this property boasts a pool, pool house, garage, and barn, offering endless possibilities for outdoor enjoyment and relaxation. Step inside this beautifully renovated home, where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living, while the kitchen is a chef's dream come true. Whether you're hosting a gathering or simply enjoying a quiet evening in, this home is sure to impress with its impeccable design and attention to detail. As you explore the interior of this farmhouse, you'll be greeted by a sense of warmth and elegance. The open layout creates a seamless flow between the living spaces, perfect for both daily living and entertaining. Natural light floods the home, highlighting the custom finishes and high-end features throughout. From the cozy bedrooms to the luxurious bathrooms, every corner of this home exudes comfort and style. Imagine waking up to the stunning views of the surrounding mountains and countryside, or relaxing by the fireplace on a chilly evening. This is more than a home; it's a retreat from the ordinary, offering a lifestyle of luxury and tranquility. Outdoor living is a true delight at this property, with a beautifully landscaped yard and plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off on hot summer days, while the pool house provides a convenient place to relax and unwind. The garage and barn offer ample storage space for all of your outdoor essentials, whether you're a hobbyist, a gardener, or simply enjoy the rural lifestyle. Surrounded by nature and beauty, this home is a private sanctuary where you can escape the hustle and bustle of city life and embrace the peace and quiet of country living. Located in the charming town of New Marlborough, this property offers a unique opportunity to experience the best of both worlds: a tranquil rural setting with easy access to modern conveniences. With top-rated schools, shopping, dining, and outdoor recreation just a short drive away, you'll have everything you need right at your fingertips. Whether you're seeking a year-round residence or a weekend retreat, this home is a rare find that combines comfort, luxury, and the beauty of nature in one exquisite package.

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!

Berkshire Woodland Escape! Unique cape chalet style set on 60+ acres with expansive garage, trails, brook, wood & steel bridge, gravel pit and more. Work & Live! Soaring vaulted ceilings, beautiful cherry floors, artist or writers loft overlooking the wall of windows. Granite kitchen counters and newer stainless appliances. Open living plan letting the light flow in. Expansive deck with west facing wooded views of sunsets. Lower level walkout for easy pool fun. Incredible clear span 30x40 pole barn perfect for your tractor or 4 vehicles, a boat or camper. Convert barn to guest house or stable: equipped with heat: oil wood burning hybrid furnace, 200 amp electrical service and water. Hike, bike, hunt, and four wheel on your own land. Create horseback riding trails with your own gravel. Enjoy Jacob's Pillow Dance theatre or Otis Reservoir down the road to boat, fish and play on the largest recreational lake in the state. Outlet shopping, groceries and hardware nearby. Sweet and fresh farmers markets on Saturdays in town, fun music and eats at Knox Trail Inn. Wonderful Berkshire retreat with many possibilities for use. Come enjoy all that it offers for a special place to create memories that last a lifetime.

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.

Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction. With only a few homes on Hayden Pond and none in sight of this property, it feels like your own private lake. Since 2017 many improvements have been made on this lovely property: metal shingle 100 year roof, newly created lower level in-law apt with kitchen, full bath and gas fireplace. Completely reimagined yard along the waterfront with Goshen stone patio and steps, walkways along the water with landscaping, a drilled well and an auto generator. There's plenty of room with 3 full baths, 3 bedrooms and a spacious living room with expansive lake views and deck, gas fireplace with gorgeous rustic stone and reclaimed wood surround. A few minutes to Jacobs Pillow, Otis Ski Ridge and Otis Reservoir. Schedule your showing now!

The perfect gathering place: this thoughtfully and solidly designed home wtih steel frame construction offers generous living areas and bedrooms. Attention to detail throughout with custom trim, wide hallways and gorgeous hardwood floors. The open plan kitchen, living and dining areas is made for large gatherings and entertaining. Other features include a first floor primary bedroom suite, a comfortable mudroom/laundry room and an expansive sun room for easy living. A fully finished lower level wth office, full bathroom, bonus room with kitchenette and another sun room along with a detached oversized garage with income producing apartment above are great additions to this already complete home giving you options for private guest and workspace. Minutes to Jacobs Pillow, Otis Ski Ridge and Otis Reservoir. Schedule your showing today! Lower level bonus room was built as a recording studio with sound proof room and sound room. Two bed, one bath apartment is above the workshop garage

Escape to your own private oasis nestled in the tranquil woods! This stunning 3-bedroom, 2.5-bathroom home sits on 1.17 acres of natural landscape atop the local treasure of the Otis Ridge Ski Resort. As you approach the house, you're greeted by the beauty of mature plantings and the soothing sounds of nature. Step inside past the mudroom, to discover a spacious and inviting living space, featuring large windows that frame picturesque views of the forest. The heart of the home is the open post and beam kitchen, dining and living room, equipped with stainless steel appliances, vaulted ceilings, skylight and wood burning stove inside of a beautiful brick fireplace. Sliding doors off the living area lead to a sun-soaked deck, where you can unwind and soak in the peaceful ambiance of the woods. Seeking shade on sunny days or protection from the elements? A screened-in porch offers an ideal retreat for alfresco dining, enjoying a good book, glass of wine or cup of coffee. The primary bedroom suite is a true sanctuary, boasting a spacious ensuite bathroom, vaulted ceilings and large windows. Two additional bedrooms, bonus room/office, and second family room, provide plenty of room for guests, plus second full bathroom and a half bath, ensures convenience for all. This rustic home is equipped with modern amenities for comfort and convenience, including hot water on demand, buried fiber optic high-speed internet/cable, and a whole house generator. Located just 20 minutes away from the charming towns of Great Barrington and Lee, you'll enjoy easy access to shopping, dining, cultural attractions (i.e. Tanglewood, Jacob's Pillow) and outdoor activities. Whether you're seeking a peaceful weekend getaway or a year-round residence, this secluded retreat offers the perfect blend of nature and modern living.

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.

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.

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights. Major design elements by globally-renowned architect Fred Koetter are outstanding. Everywhere the house sparkles with locally-gathered quartz, marble, and granite, lovingly crafted by Italian mason Cesare Boni. Enter through this vibrant stonework or directly along an accessibility ramp and you are instantly transported into this special world. The house encompasses over 5,500+ square feet of versatile living and entertainment areas, with 5 inviting bedrooms and 5 full baths (one handicap accessible) and intimate spaces for conversation or solitude. Views of the expansive property, adjoining preserved land, and the mountains beyond delight from almost every room. Ample windows and doors spill out to multiple patios and terraces anchored by large natural stone and enormous decks. The list of amenities is truly endless but begins at the center of the home with a stunning wood paneled library and its ornate Italian marble fireplace, extending through a magnificent formal dining room into two full kitchens and a private en-suite. Massive living areas with floor-to-ceiling glass join your intimate interior to stunning nature outside. Away from common spaces, a huge and perfectly private light filled studio/workspace offers its own fireplace, en-suite and kitchenette. The inspired floor plan creates distinctive areas to relax and unwind with others or enjoy the blissful solitude High Mowing offers. All of these features and much more merge together beautifully to create an unrivaled retreat of 15+ gorgeous Berkshire acres on a historic Williamstown by-way where dawn peers in over Mount Greylock and dusk settles on the Taconic Range. It will at once take your breath away and fill you with new life. From the house, into the grounds and fields beyond, you witness the seasons turn from lush greens of summer to the splendor of fall foliage and the snows that blanket Sheep Hill. The great deck overlooks mature gardens to the superb scenic vistas beyond. Perennials, fruit trees, grape arbors, bushes overflowing with blueberries and raspberries -- all meticulously cultivated to provide vibrant color throughout the growing season. A plentitude of wildlife roams the grounds - deer, fox, wild turkey, hawk are your constant companions. Further highlights include a 7-stall barn complete with tack room, shed, and paddock. Endless possibilities for exceptional Berkshire living await; you will need to see High Mowing to believe it!

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