luxury real estate for sale Berkshire County, United States

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 strolls 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 string trimmer allows garden paths to be cleared and plant invasions to be managed with minimal effort. 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!

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.

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury.

Welcome to the highly coveted Leisure Lee community! For the first time in half a century, this rare opportunity presents itself to become part of this exclusive enclave. Nestled within the serene landscapes of the Berkshires, Leisure Lee offers its residents a lifestyle of unparalleled tranquility & leisure. At the heart of this community lies Goose Pond, a pristine 225-acre mountain lake renowned for its cool, crystal-clear waters. Residents have exclusive access to a private beach, providing the perfect setting for swimming, sunbathing, or simply unwinding amidst the natural beauty of the surroundings. Boating enthusiasts will delight in the opportunity to explore the vast expanse of Goose Pond, regarded as one of the finest lakes in the Berkshires for water-based recreation. Whether it's sailing, kayaking, or paddleboarding, there's no shortage of ways to immerse oneself in the splendor of the lake. Additionally members can indulge in a friendly game of tennis on the community's courts, all just moments away from the comfort of your new home. Situated on a gently sloping 2.4-acre lot, this property offers seasonal views amidst lightly wooded surroundings, providing both convenience and a connection to nature. Leisure Lee comprises 85 homes spread across 265 acres of picturesque hills and mature pine forests, ensuring a sense of exclusivity and serenity for all who call it home. In summary, Leisure Lee represents more than just a place to live; it embodies a lifestyle of relaxation, recreation, and natural beauty all within minutes to downtown Lee and Lenox. With its idyllic setting, private amenities, and close-knit community atmosphere, this is an opportunity not to be missed for those seeking the quintessential Berkshires experience.

Nestled in the heart of a sought-after Southeast Pittsfield neighborhood, this one-owner home offers the perfect blend of comfort and convenience. Embrace the ease of one-level living with this charming 3-bedroom, 1.5-bath residence, boasting wood floors that flow seamlessly throughout the home. Step inside to discover a warm and inviting atmosphere, where natural light accentuates the living areas. Venture downstairs to the partially finished basement, a versatile space that awaits your vision—be it a family den, a home office, or a creative studio, while recent updates including a newer boiler, electrical panel and freshly painted exterior ensure peace of mind for years to come. Outside, the oversized detached 2-car garage offers ample storage for a workspace for hobbies or vehicles. The property's prime location means you're just moments away from the cultural and natural wonders of the Berkshires, with its vibrant arts scene, scenic trails, and renowned attractions. Savor the tranquility of your neighborhood with leisurely evening strolls, where friendly faces and picturesque surroundings create an idyllic living experience. Don't miss the opportunity to make this home your own and enjoy the best of Berkshire living.

Location matters and this impeccable and spacious home sits in one of North Adams most coveted neighborhoods. Enjoy hiking at the dead end of your quiet street at The Cascades. Approximately 85 acres of protected park and trail with bonus 45 foot waterfall as your destination. Less than 5 minutes from your home and you're at Mass MoCA in downtown North Adams or head west to enjoy The Williamstown Theatre Festival and Spring Street in Williamstown. This 4 bedroom period home offers a charm of years past with quality craftsmanship throughout. Complimented with a nicely landscaped yard and two car garage and garden shed, no need to leave your home. First showings will begin Saturday, June 22nd from 10:00 - 11:30. Don't wait, this is the one you've been waiting for! Welcome home.

Move right into this meticulously maintained, light-filled cape in a sought-after Pittsfield neighborhood! The first floor includes a large living room with wood floors & wood stove for supplemental heat in the cooler months; an open kitchen and dining room with access to a seasonal sunroom; two bedrooms with wood floors; and a full recently remodeled bathroom. The second floor offers two additional large bedrooms with lots of closet space and a remodeled full bathroom. A detached garage, sweet patio for summer enjoyment, replacement windows, replaced sewer line and outdoor shower complete this wonderful home!

Recent New Build- log home offering 2 bedrooms with bonus loft and 1 full bathroom near North Adams and all the Berkshire attractions yet steps from your outdoor playground with hiking, fishing, white water activities on the Deerfield River and downhill / X-Country skiing and snow shoeing for the winter months all along the iconic Mohawk Trail for your year-round enjoyment. Walkout basement with washer and dryer with expandable space. Call today.

Sunny Contemporary Home with 60' Pool on 1.3 Beautifully Landscaped Acres! Sunlight, privacy, and style. This architect-designed house is exceptionally located in a light-filled lot with a wonderful pool and impeccably kept gardens. This home is move-in ready and allows for one-level living. Relax in the stunning screened porch that overlooks mature gardens and a private backyard. The modern and updated kitchen, with stone countertops, marble floor, stainless steel appliances, opens to a spacious living room with fireplace, dining area, vaulted ceilings, skylights, and a large deck. The first floor primary bedroom features an ensuite bath, large soaking tub, skylight, and fireplace. A roomy office/library has built-in desk and shelving, and access to the front deck. A second bedroom, and adjacent full bathroom, complete the first floor. Upstairs, one finds two guest bedrooms and a jack-and-jill bath. The lower level makes for a great rec room. Stylishly designed, superbly sited, and impeccably kept, this 2530 sq ft property is part of the amenity-rich Otis Woodlands community, which offers tennis courts, pickleball courts, a community pool, clubhouse, private lake, and fitness center. This bright and cheery home is just 25 minutes from Lenox, Lee, Stockbridge, and Great Barrington. Close to all of the beauty and wonders that the Berkshires offer, including Tanglewood, Jacob's Pillow, and many music venues and live theater houses.

Charming 1950s Ranch-Style Home in the Berkshires - Owned and lovingly maintained by the same family for 50 years, this gem is now ready to welcome a new chapter of memories. Step inside to find a spacious living room featuring a cozy wood stove insert, perfect for those chilly evenings. With three comfortable bedrooms and a den, there's plenty of space for guests, or even a home office. Enjoy the convenience of single-level living in this classic ranch layout, where original features and fixtures highlight the home's mid-century appeal. The serene outdoor space offers a perfect setting for relaxing, gardening, or entertaining, with ample room for outdoor activities. A large two-car garage with loft space above provides extra storage or potential for a workshop. The home also features a backup generator and a drilled well with a new well pump installed in 2022. The property will be transferred with a passing Title V but otherwise in as is condition. Nestled in a peaceful setting with lots of deciduous trees, this home provides both tranquility and convenience, being close to local amenities, schools, the Beach of Lake Garfield, Butternut Ski Mountain, and a variety of state parks. This charming 1950s ranch-style home, steeped in family legacy, is ready to welcome you home. Don't miss the chance to own a piece of the Berkshires and create new memories in this beloved home.

Tucked in the Berkshires of Western Massachusetts, this Williamstown contemporary boasts over 7,000 sq. ft. of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently Sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and Berkshire hills beyond. Watch a soccer game at Cole field from your Gunite pool, close to the village for dinner or go hiking on Chestnut/Pine Cobble Trails right off your property... ...Rare in deed. This country contemporary home was designed by Chad Floyd of Centerbrook Architects and Planners. First published in Architectural Digest in 2008, it continues to be as awe-inspiring today as it was then. While your kitchen will leave you catching your breath with its curvature design and fine appointments a few steps farther and entertaining begins in the 500+ square foot living room with wood burning fireplace and windows to take in the countryside landscape. The convenience of one level living continues with the primary wing just beyond the dining room. Your primary bath is exquisitely appointed with marble and fiber optics for the evening ambiance. Above, on the upper-tier is a combination of guest bedrooms with en suite bathrooms, media room with den and bar area overlooking your sun-drenched courtyard protected from those windy days. Close to The Clark Art Institute, The Williamstown Theatre Festival or all things Williams College. This location is in very close proximity to all local attractions and a short 15-minute drive will bring you Mass MoCA and even more attractions and restaurants in North Adams. Welcome home.

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.

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.

Delightful Dawes! Nestled in a highly desirable part of town, this fantastic Southeast Pittsfield home offers close proximity to parks, schools and to the vibrant Downtown Upstreet Cultural District. This rock-solid home boasts a terrific floor plan, featuring 3 bedrooms, including a generous primary bedroom with a walk-in closet, 1.5 baths, a spacious eat-in kitchen with ample cabinet space and a charming breakfast nook, beautiful hardwood floors, and a three-season sunroom. This home exudes warmth and charm, with a long list of amenities that include a wood-burning fireplace in the living room, a newer roof (2023), a newer boiler and hot water heater (2022), and economical natural gas heating. Additional highlights include a detached two-car garage with an automatic opener and electric car readiness, a cozy wood-paneled den perfect for a home office, and step-in closets in the two additional bedrooms, providing ample storage space. Pride of ownership is evident at every turn. Outside, the home features a nice-sized yard, a two-car garage set up for basketball, an old-time fire pit, and a double-wide driveway. This central location allows you to enjoy all the offerings of the Berkshire lifestyle, including nearby lakes, hiking, and incredible downtown dining. Just 7 miles from Tanglewood's Main Gate! This classic home combines location, condition, and value, making it a property to be proud of. Your chance to enjoy the natural beauty, culture, cuisine, and adventure of the Berkshires starts right here! A must-see!

Custom built salt box home situated at the end of town dirt road on 32 acres. Bear Town State forest abuts the property. Heated Inground pool, stunning views of Monument Mountain, established landscaping including apple orchard. Main house with living room, library, dining room eat in kitchen, laundry, powder room, screen porch, access to oversized two car garage. Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. Lower level is finished with space for gym, screening room, pool table.. New oil-fired boiler and HWH. Free standing 3 bedroom caretakers house with additional 2 bedroom apartment. A little piece of heaven! Minutes to Great Barrington and Stockbridge. If you seek privacy .....we have it here!

Escape to the tranquility of nature with this extraordinary 205 acre property nestled in the picturesque Tyringham valley in Massachusetts. The land has a blend of wooded terrain, views, and natural water features. Cleared trails throughout the property for access to potential building sites. With an elevation of over 1400 feet, there are many sites for Southwest views of the Berkshire hills. Towards the middle of the property there is a lovely gorge that has steep rock walls with a stream that continues down and empties into Hop Brook. Kayak on your own pond and enjoy lily pads and beaver dams. With substantial road frontage and multiple building sites, there is potential for subdivision for those seeking to develop. 7 min to Monterey, 20 min to Lenox and Great Barrington

Enjoy entertaining in this light-filled, well-designed Allegrone built contemporary situated in the desirable Meadow Ridge community. Located on a quiet cul-de-sac, this home sits on just under an acre of land with mature landscaping. Entering through the large front porch into a gracious foyer, the first floor offers an open layout with kitchen, informal dining and vaulted living room with custom built-ins and gas fireplace. A formal dining room off the living room offers space to gather for holidays. In addition, the first floor offers a spacious den, a primary bedroom with en-suite bathroom and walk-in closet, half bathroom, laundry room and mudroom. The eat-in kitchen boasts high ceilings, granite countertops, and a slider to the deck. The second-floor features three generously sized bedrooms with oversized closets, providing ample space for guests. A full bathroom serves the upper level, and a loft area offers flexible space for a home office, reading nook, or play area. The finished walkout basement features a comfortable guest suite with a full bathroom, ensuring privacy and convenience for visitors and a large family room with a slider accessing the paver patio. Additional features include central air and an attached two-car garage. Pack your bags and move right in!

This timeless and well-loved residence offers 3 spacious bedrooms and 3.5 luxurious bathrooms, all set against the backdrop of breathtaking views and spectacular sunsets. The beautifully landscaped property features a large variety of flora and charming stone walls and details, creating an inviting and serene atmosphere. Step inside the main living area, where you'll find a convenient mudroom with a half bath. The open-concept kitchen, dining, and living room boast a big glass wall that floods the space with natural light, complemented by the warmth of a wood stove. The den, with its elegant French doors, opens onto a large deck and a screened porch, perfect for entertaining or enjoying quiet moments outdoors. Upstairs, the main bedroom is a true retreat with big views, featuring a spacious bath with a soaking tub and a separate shower. An additional guest bedroom and bathroom complete the second floor, offering ample space for family or visitors. The lower level of the home includes another bedroom with stunning views and direct access to a stone patio. This level also features a full bath, a cozy family room, and finished storage areas, as well as a utility room for all your needs. Additional living space can be found above the 2-car garage, providing flexibility for a home office, studio, or guest suite. The property comes with two additional building lots, totaling almost 15 acres, offering endless possibilities for expansion or investment. Don't miss the opportunity to own this exceptional home, where every detail has been thoughtfully designed for comfort and enjoyment. Contact me today to schedule a viewing and experience the magic of this incredible property!

Watch the sunrise and set from your Berkshire Home. This four bedroom, 3 1/2 bath colonial with modern renovations, is nestled at the end of a cul-de-sac on a quiet street, within walking distance to the middle and high school and on a bus route for the elementary school. The house features four bedrooms with wood flooring. The Primary Bedroom has vintage hickory floors, ensuite bath, California closets, three head shower and soaking tub to watch the sunrise and bathe under the moon. The main floor has an open renovated kitchen with a Wolf stove, two dishwashers, center island, marble and granite counters, handmade cabinets and cherry floors. Open dining area for your dinners and large gatherings.