luxury real estate for sale Berkshire County, United States

This comfortable 3-bedroom, 2-bath home offers 1,318 sq. ft. of practical living. Tucked away in a fantastic location, you're just 11 minutes from downtown Great Barrington for shopping & dining, 6 minutes to Ski Butternut for winter fun, and a quick 2-minute drive to Lake Buel's boat ramp for summer adventures. Inside, the open floor plan's updated kitchen has a large island everyone will be able to gather around, and the living room features a cozy wood-burning fireplace—perfect for chilly nights. On the walkout lower level nearly half the basement is easily finished to expand the living space. The large screened porch is ideal for enjoying the outdoors in every season, whether you're hosting friends or simply unwinding. A perfect mix of charm and convenience awaits!

This charming property on Long Pond Road in Great Barrington offers a serene retreat with modern comforts. The three-bedroom, 2.5-bathroom home features a central a/c system, two spacious living rooms with fireplaces, and an attached garage. The great stone patio overlooks a large side yard with a heated in-ground pool that enjoys sun all day. The first floor includes a main bedroom suite and an open kitchen-dining area, making it ideal for for single level living, both relaxation and entertaining. Upstairs, there are two guest bedrooms, a shared bath and a large living room that boost vaulted ceilings, wet bar and a cozy wood stove. Conveniently located just 5 minutes from downtown Great Barrington and 10 minutes from skiing, this home provides tranquility and accessibility.

Discover waterfront living in this stunning contemporary residence, boasting an idyllic setting with direct lake access. Step inside to find an open-concept main level, where the kitchen, dining room and family room converge into an entertainer's dream. There is an additional family room with a wood burning fireplace on the main level. Transition effortlessly to the outdoors where the expansive lake view deck awaits. A hot tub offers a private oasis to unwind under the stars, framed by the tranquil sounds of the water's edge. Ascend to the second level where the primary bedroom serves as a personal retreat, complete with an ensuite bath designed for pampering. Two additional bedrooms offer comfort for family and guests, while a versatile bonus room provides space for your lifestyle needs.

This lovingly cared for classic New England Farmhouse boasts a wrap-around porch and picket fence that will return you to times gone by, but with all the modern conveniences. Situated at the end of a quiet street in the bucolic town of Housatonic sits this gem where you can walk out your back door to hike up Monument Mountain or walk down the street to the bakery or restaurants. Light and bright with many original details makes this home a must see! The kitchen and baths have all been updated, mini-splits added for heat and cooling throughout, the home is in move-in condition. Just a short 5 minute drive brings you to downtown Great Barrington known for its great dining and shopping. Nearby you can enjoy wonderful Berkshire attractions such as Kripalu, Tanglewood, Shakespear and Company and the Botanical Gardens.

Custom built post and beam home. With open floor plan, kitchen, dining and living room....wood floors exposed beams, wood burning stove, pantry with custom cabinetry .....Bath with shower Second floor with oversized primary with walk in closet, bath jet tub, additional guest bedroom. Oil Heat, full basement, outbuilding or storage. paved driveway, town water and sewer..

Built in 1850, this Historic Home overlooks Lake Garfield. Livingroom with Fireplace, sunny Den, and Country Kitchen on the Main Floor. Upstairs, 4 Bedrooms, each with views of the beautiful landscape. This home has been carefully renovated, de-leaded for safety, has a Generator & Electric Car Charger for convenience, and is ready for the addition of a Guesthouse, Pool and Solar. Enjoy the large outdoor Deck, sleeping Porch, and Outdoor Shower. Take the path to your deeded access on Lake Garfield and sail that kayak, or lie in the Hammock and watch the clouds. A truly warm & comfortable retreat. Close to the center of Monterey, Skiing, Shopping, Restaurants, Tanglewood and everything Berkshires... PS. Did I mention the low Monterey Taxes??

4-Bedroom Becket House on 2 Acres with Stunning Private Views and Sunrises. Discover your dream home in Berkshires Becket! This beautiful 4-bedroom house is set on 2 acres of land, offering breathtaking private views and awe-inspiring sunrises. The main floor features a brand new bathroom, a convenient laundry room, and a spacious bedroom. The kitchen is open to the great room and is equipped with a dishwasher, perfect for easy meal prep and clean-up. The highlight of the main floor is the huge great room with cathedral ceilings, creating a sense of grandeur and space with glass doors leading out to the deck and views. Upstairs, the primary bedroom offers a full bath, a cedar closet, and a balcony overlooking the great room. This serene retreat is perfect for relaxation and privacy. The lower level has two more bedrooms and a large utility room with extra space for storage. Stay comfortable year-round with the new HVAC system on both the main floor and lower level.

Contemporary Stunner on Stockbridge Bowl Outlet! Step into this waterfront home and be wowed. Superbly designed 2017 build with every amenity and gorgeous water views. Located on Lakeview Drive, with kayak, canoe and paddle board access from your back door to the Outlet and Bowl, and access to the private community beach on the Stockbridge Bowl. An open first floor great room with 9' ceilings and tall windows boasts a modern kitchen with soapstone counters, gas fireplace, walk-in pantry with wine fridge, mudroom, and powder room. Step out into a large screened porch, with water views and skylights, that steps down to the grassy waterside. A double-height ceiling staircase leads to the second floor. 10' ceilings and even bigger water views await. The primary bedroom features a balcony overlooking the water and an ensuite bath with walk-in shower. Down the hall are two guest bedrooms, each with water views, a full bath, and a laundry room. Large closets with auto-on lights in each bedroom. A lower level with large windows and water views hosts a spacious family room, tucked-away office/study or craft area, a fourth bedroom, and a full bath. The lot is open, sunny, and uniquely private for a waterfront home. A flat lawn allows for outdoor play, and a sweet shed stores the lake toys. Kayak into the 372 acre Stockbridge Bowl from your private yard. Immaculately kept and carefully thought out. This light-filled modern build has multiple heating zones, central AC, wood and ceramic floors, three discrete levels of living, high-speed Internet, town sewer, and private well. Only 8 minutes from downtown Lenox, a short stroll to the community beach on the Bowl, and lake access from your back door. (Buyers please verify all information herein)

Begin your Berkshire story here! If you've ever wanted to build your own home this is the perfect spot. Jacobs Hollow is a small, private community with larger lots and close to Jacobs Pillow Dance Center. The town of Lee, Lenox, Otis Reservoir, skiing and the best of the Berkshires recreation and culture are all within a short drive.

Discover a beautifully renovated contemporary home nestled on 4 serene acres, offering you unparalleled privacy. This expansive residence boasts 5 bedrooms and 3 full baths, including a sauna in the first-floor guest bathroom. The primary suite features a spa-like bathroom complete with a soaking tub, while two additional spacious bedrooms upstairs are perfect for guests, complete with skylights for nighttime star gazing. Cozy up by the wood-burning fireplace in the expansive living room, where sliders invite you to the large wrap-around Trex deck—ideal for sipping morning coffee or enjoying sunset cocktails. The open flow from the living room to the dining area and kitchen makes entertaining a breeze. The fully finished lower level offers bonus space for leisure, set up as a fun game and TV room with direct access to the side yard. The large yard presents endless possibilities for gardening, recreation, or crafting your outdoor oasis. Unwind in the hot tub surrounded by rolling acres, a charming frog pond, and breathtaking views. Offered fully furnished with modern decor, this home maximizes fantastic rental potential. With a detached two-car garage and fiber optics for seamless connectivity, this retreat perfectly balances convenience and comfort. Located just 12 minutes from Catamount Mountain Resort and 10 minutes from downtown Great Barrington, this stunning property is a must-see, don't miss your chance to call it home!

See this special southeast two family flat style home with many updates, a two car garage and double lot with incredible vegetable gardens. Many updates include recently remodeled kitchens and baths, heating system (1),electric and new sewerline.. Generous sized room, immaculate and well cared for home with outdoor space to enjoy and create an incredible income producing venture. with room to roam at home. Pick your own fresh vegetables and enjoy an expansive .60 of an acres. Convenient to town, frozen yogurt, pharmacy, variety store, bakery with primo deserts and local bread company. Grapevines from many years ago create a secret enclave. Reap the benefits of an old fashioned beauty and the modern coveniences of new with a close in location. Move in ready.

A true MUST-SEE 6 bedroom, 3 bath for those who value history, character, and modern living within a classic setting. With its preserved character and timeless elegance meticulously maintained and significantly updated throughout the years. As you enter, you are greeted by expansive rooms with soaring ceilings, hardwood floors, and original built-ins that tell a story of artisan craftsmanship. The intricate stained glass windows create a kaleidoscope of light, adding to the home's enchanting ambiance. Featuring traditional fireplaces and so much more, this residence offers warmth and charm in every corner. Offering ample space for guests. The screened sun porch and rear deck extend the living space outdoors, perfect for entertainment or quiet contemplation. Nestled close to the heart of downtown Pittsfield, this property is a stone's throw from a vibrant cultural scene, making it an ideal candidate for a potential Airbnb venture. This historic residence is not just a home; it's a legacy of Pittsfield's architectural heritage, awaiting its next steward. Call to book your private showing today!

Embrace the Charm of a Beautifully Renovated Ranch! Discover the perfect blend of comfort and style in this immaculately renovated ranch home. Boasting an open and spacious layout, this residence invites you to enjoy the ease of single-level living without sacrificing space or luxury. Two generously sized bedrooms with expansive closets offer ample storage and personal space. The heart of the home shines with updated kitchen counters, under-cabinet lighting, and modern appliances, all designed to inspire your culinary adventures. Elegant bathroom, with a newer vanity, floor, and tiled shower create a fresh and inviting atmosphere. Updated electrical systems and a Navien High-Efficiency Gas Boiler & On-Demand Hot Water system provide state-of-the-art efficiency. Step outside to your own private oasis, where a large, fenced yard, firepit and deck awaits your outdoor gatherings and leisurely afternoons/evenings. The property also features a convenient shed for additional storage. The partially finished basement, with its own electric heat, offers direct access to the backyard and presents the potential for an additional bathroom. A separate utility room and cold storage space add to the practicality of this lovely home. Don't miss the opportunity to make this enchanting ranch your own. Schedule a visit and experience the allure firsthand! Close to Berkshire Medical Center and downtown Pittsfield and only a 4 min drive to glorious Pontoosuc Lake.

Step into a world where charm meets convenience in this one-of-a-kind duplex that exudes character at every turn. Former home of and built by the Clark family! This exceptional property boasts original architectural details that seamlessly blend to create a living space that is both timeless and equipped for city living in the Berkshires. As you enter, the warmth of hardwood floors welcomes you, leading through spacious living areas that tell a story of quirky nooks and crannies and beautiful craftsmanship. The home features hardwood floors and updated windows that bathe the interior in natural light, enhancing the unique personality of each room. The kitchen invites culinary exploration, all while retaining the classic charm that makes this property truly special. Each bedroom is a retreat of comfort, offering serene spaces to unwind, with one of the primary suites providing a half bath. The property continues to enchant with its outdoor spaces, perfect for relaxation or entertaining guests. The duplex also includes additional amenities, such as a two-car garage with off-street parking, ensuring that every need is catered to with ease. Take advantage of the opportunity to own this home right in the center of the city! Schedule a showing today!

Welcome to Gorgeous Gravesleigh Terrace! Nestled among mature landscaping, in one of Southeast Pittsfield's most sought-after neighborhoods, this remarkable Mid-Century ranch eagerly awaits its next steward. Prepare to be charmed by the abundant features of this exquisite 4 bedroom, 3.5 bath home, offering a wealth of delightful spaces, most with rear facing views of the protected lands of Canoe Meadows. The layout is an entertainer's dream, with expansive rooms and an open and elegant layout that effortlessly accommodates both large gatherings and smaller more intimate ones. The main living and dining rooms are both very spacious and offer glorious natural light, a wood burning fireplace, views to the rear and access to the rear porch. The warm and inviting paneled den, adorned with a second wood burning fireplace, offers rear views, hardwood parquet floors, built-ins and beckons you to relax and unwind. Indulge your culinary desires in the large eat-in kitchen featuring solid wood cabinets, Cambia stone countertops, modern stainless appliances, ample counter space, and access to a large covered rear porch and the beautiful backyard beyond. The spacious primary bedroom features wood floors, walk-in closet, views out the back and a beautiful updated en-suite bath with custom cabinetry, double vanity, tile shower (with bench) and radiant heat. Completing the first floor are two additional bedrooms with wood floors, tiled entry, a fantastic laundry room with cabinetry, a convenient powder room and a wonderful full bath with Caspian Sea tile. This house is the one you have been waiting for! On the walk-out lower level, you'll find a playroom with a third fireplace, built-ins and wet bar, an additional full bath and an office/bedroom with exterior access. A terrific workshop, large storage areas, all mechanicals and access to the two car garage completes this level. The list of amenities here is long with central air conditioning, updated heating and mechanicals, newer roof, sewer line and windows. Outside, professional landscaping with mature trees and many flowering garden beds accentuate the home's natural beauty. For the Mid-Century lovers, this house offers original Forbo flooring, natural linoleum, cathedral ceilings and complimentary light fixtures. This remarkable residence has been meticulously maintained over the years, ensuring that every detail is in pristine condition. The current owners have dedicated themselves to upholding the impeccable standards of this home while maintaining the spirit of the era in which it was built. From the carefully manicured landscaping to the spotless interior, no aspect has been overlooked. Rest assured, as the next steward of this property, you will inherit a home that has been nurtured with the utmost care and attention to detail, ready to provide you with a haven of beauty and tranquility. With its impeccable design, gracious living spaces, and breathtaking surroundings, this home is truly a masterpiece waiting to be discovered! This is your opportunity to embrace the natural beauty, cultural richness, culinary delights, and adventurous spirit of the Berkshires from the perfect starting point.

Impeccably kept expansive contemporary home on 2 acres near Stockbridge Bowl. 4 bedrooms with bonus bunk room and 5 baths on 3 levels of living area makes it an ideal get away from the city or primary residence located in the heart of the Berkshires. Delicately sited in a very quiet neighborhood offering protected views from your front porch and from your backyard you'll enjoy a dedicated walking path to your associations private beach on Stockbridge Bowl. Large fireplace for winter nights and screened in porch overlooking the grounds for entertaining during the spring, summer and fall seasons. Showings begin Sunday August 18th

Welcome to the highly sought-after Leisure Lee community, where the idyllic beauty of nature meets the comforts of modern living. Situated amidst the serene landscapes of the Berkshires, this community offers an unparalleled lifestyle enriched by the pristine waters of Goose Pond. Residents of Leisure Lee enjoy exclusive access to a private beach on Goose Pond, a 225-acre mountain lake divided in two, lower and upper Goose Pond, renowned for its refreshing cool waters and stunning clarity. Boating enthusiasts will delight in the opportunity to explore one of the finest lakes in the Berkshires, perfect for sailing, kayaking, or simply soaking up the sun on the tranquil waters. This contemporary ranch-style home comes fully furnished and offers three bedrooms and two full bathrooms, providing ample space for relaxation and entertaining. The open floor plan seamlessly integrates the kitchen, living, and dining areas, creating a warm and inviting atmosphere for gatherings with friends. A wood fireplace adds a touch of coziness, perfect for enjoying intimate winter evenings by the fire. The main bedroom boasts its own full bathroom, while two additional bedrooms share a bath, ensuring comfort and convenience for residents and guests alike. Outside, a spacious wrap-around deck offers the perfect spot for al fresco dining or simply taking in the beauty of the surrounding landscape. With just a short stroll to the lake or tennis courts, residents can easily embrace the recreational opportunities offered within this private community. Leisure Lee comprises 85 homes spread across 265 acres of picturesque hills and mature pines, providing a tranquil retreat from the hustle and bustle of everyday life. Conveniently located close to the center of Lee and just a 12-minute drive to the town of Lenox and Tanglewwod, this property offers both seclusion and accessibility to nearby amenities and attractions. Owning a property in Leisure Lee presents a rare opportunity to experience the quintessential Berkshires lifestyle, combining natural beauty, recreational amenities, and modern comforts in a serene and welcoming community setting.

Superb 3+ Acre Building Lot in Egremont! Wonderful level lot with distant views! 0 Mountain View Rd is a corner lot on a quiet dead-end street of privately situated homes on spacious lots. An open field with trees for privacy on three sides makes an ideal building site. The field then narrows behind the build site and extends for 500+ ft to the southwest, allowing for recreational space, views, and a sense of space. Significant site work has already been done, including perc tests and topographic and property line surveys. Architectural plans for a 3 bedroom, 2.5 bath, 2684 sq ft, single level home, with pool and garage, are also available separately. Egremont is one of the Berkshire's most desirable towns, with low taxes, proximity to NY and Great Barrington, abundant recreational space, and pastoral views. Less than 10 min to Great Barrington, and 25 min to Lenox. 2.25 hr to NYC and 2.5 hr to Boston. Fiber Internet available.