luxury houses for sale Berkshire County, United States

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??

This traditional center-hall colonial, located in the desirable Southeast Pittsfield neighborhood, is warm and inviting, with charm throughout! Off the front foyer is a spacious living room and a formal dining room that connects to a bright kitchen, which includes a side entrance to the fully fenced, private backyard. The backyard also features a separate deck area perfect for entertaining. Upstairs, there are three bedrooms and a full bathroom. Located just minutes from local parks, shopping, and dining, this home combines convenience with a welcoming neighborhood feel. Discover the charm and quality this property has to offer!

This comfortable contemporary four bedroom, two bath home offers privacy yet it is convenient to local restaurants, a town center, and a small winter skiing area. The relatively open floor plan features a sunroom, living room and two screened porch areas. A nice wrap around deck is another treat to be enjoyed along with a fairly spacious back yard. The to be installed four bedroom new septic system will be provided as part of the Closing process. The 1.27 acre lot falls within the towns of Sandisfield and Otis.

Experience the perfect blend of historic charm and modern comfort in this stunning Antique Stockbridge Eyebrow Colonial! Nestled on nearly an acre, this 4-bedroom, 3.5-bath gem welcomes you with timeless elegance and contemporary upgrades. Step into a warm, inviting kitchen—the heart of the home—highlighted by gorgeous exposed vintage brick and seamless flow to the sunlit south-facing patio, perfect for entertaining or relaxing. The spacious living room features a striking Malm wood stove and breathtaking 1800s cathedral wood ceilings, while the cozy den offers a gas fireplace insert for ultimate comfort. The main floor boasts a luxurious primary suite with skylit bathroom, a convenient laundry room, and a half bath. Upstairs, discover a second main suite with a spa-like bath, including a classic clawfoot tub and walk-in shower, along with two additional guest bedrooms sharing a full bath. With its exposed timber accents, durable metal roof, and central air conditioning, this one-of-a-kind property offers both character and convenience. Don't miss your chance to own this extraordinary home where classic charm meets modern luxury!

Escape to the serene countryside, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres. This property boasts a pool, pool house, garage and barn, offering endless possibilities for enjoyment and relaxation. Step inside this beautifully renovated home (2017), where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living. This home is sure to impress with its impeccable design and attention to detail. Outdoor living is a true delight at this property, with plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off, while the pool house provides a convenient place to relax and unwind. Garage and barn offer storage space for all of your outdoor essentials

Discover this beautifully maintained home with a long driveway that meanders over the scenic Clam River. The main level boasts an inviting open floor plan, highlighted by a kitchen featuring a full-length window that offers breathtaking views of the treetops. The dining and living areas are enhanced by soaring cathedral ceilings, a striking window wall, and a cozy gas fireplace, creating an ideal space for entertaining and relaxation. This level also includes a convenient half bath, a spacious foyer, and a dedicated office space. Venturing to the lower level, you'll find high ceilings and an abundance of natural light. This space includes a luxurious primary suite with an en suite bathroom, two additional bedrooms, a full bath, a recreational room, and a laundry area, perfect for comfortable living. Step outside to enjoy two decks ideal for outdoor gatherings. The oversized attached two-car garage offers ample attic storage, while a nearby shed provides extra storage solutions. The meticulously landscaped grounds feature impressive rock formations, charming rock walls and paths, vibrant perennial gardens, and a firepit creating a serene outdoor retreat. Enjoy modern conveniences with underground power and fiber optic internet. A mere 20 minutes to downtown Great Barrington known for its fine dining and shopping. Centrally located to all the cultural and natural attractions the Berkshires is noted for. Don't miss the opportunity to make this stunning property your new home!

Elegance and sophistication describe this exceptional colonial. Set in the preferred southeast with absolutely breathtaking distant mountain views. Be welcomed into a lovely neighborhood then up a sweeping stampcrete driveway bordered by beautifully landscaped sprinklered perennial planting beds. Step up on the covered pillared entryway and enter the immaculate and inviting foyer. Experience this thoughtfully designed floorplan of three levels of living for you and guests. Enjoy all the seasons with glorious views to the southeast from many rooms. Gleaming hardwood floors throughout shine from room to room as you entertain in the grand formal dining and living room spaces. Cook in the spacious gourmet kitchen accented in light greys, granite, custom lighting, and stainless appliances. Everyday dining overlooks the sweeping lawns and brook. Curl up in the fireplaced den with a book for cozy cuddling space or have the guests and neighbors over to watch the game in the expansive family room with wall size tv and custom bookcases for fun and excitement. Expand outdoors on the full length deck with views, and automatic awning for sun covered enjoyment. Low level expansive living space finished with windows and glass doors to a full walkout deck. Incredible exercise, craft and game room space with a powder room for downstairs convenience and outdoor activities. Sit by the outdoor firepit. Explore in the woodland garden and meander down to the babbling brook for serenity of the water sounds at the waters edge. Hike or mountain bike out your door to October Mountain and Sackett Brook (Kirvin) Park yet minutes to shopping in town. Centrally located in the beautiful Berkshires equi-distant to The Clark Art Museum with a multi-million dollar expansion in the works, as well as Tanglewood, Edith Wharton The Mount to the south. Sail, motor, swim, kayak, canoe, crew, and paddleboard on the two magnificent lakes. Have it all in this secretly magical traditional colonial home while embracing the beauty of the Berkshires out every window.

Unique lakefront living on Pontoosuc Lake Cove where you may seek serenity, breathtaking mountain and sky views, surrounded by sounds of wildlife living in your own preserve. Enjoy Fall as the season is closing and the lake drawn down begins and the leaves have all fallen. Await the chilly evenings as you soak up the peaceful sunsets to wrap up your day. The quiet cove is a haven for cove or main lake kayaking, paddleboarding, swimming and floating by day or in the moonlight in the shallow depth cove water. Imagine living like you are on vacation everyday watching the morning sunrise over the new bridge and wrap up the day by the campfire at the water's edge and magnificent sunsets in the evening. Escape to the fun and excitement on the open waters of the main lake way with access to rights of way to mingle with the faster pace and more wild ride style enjoyment of motorboats, jet skis and the like. Enjoy a playground, park and easy access to main lake just down the street. Work life balance can be achieved with this move in ready immaculate understated year-round Lakefront home with forced hot air heat and central air conditioning. The inverted floorplan is ideal for lakefront living with main living spaces upstairs to take in the westerly views while cooking, wining and dining inside with view facing windows or outside on the expansive deck. Downstairs boasts two living rooms to exit lake level with walkout features to the dock, expansive lawns, vegetable or flowers gardens and the firepit circle. Two bonus rooms in addition to three bedrooms offers seasonal overflow space and comfort to guests while they all experience Summer camp with you. Primary suite enjoys views, covered decking, future hot tub provision and lower level walkout. Many improvements 12 years ago make this home move in ready. Reimagine living year-round in the Berkshires with tranquility and close in convenience as it's centrally located equi-distant to the north with The Clark Art Museum and skiing or then south to Tanglewood, Edith Wharton's The Mount, and Norman Rockwell Museum. Have it all - escape for the Summer months or live worry free as you experience all the seasons of the sun at home in central Berkshire.

Welcome to historic North Adams, where culture, charm, and character meet! Nestled just a stone's throw away from the renowned MASS MoCA art Museum, this 3-bedroom, 3-bathroom includes a primary suite with its own private bath, and sun porch. This must-see property includes new electric and plumbing throughout, you can enjoy peace of mind knowing that this historic beauty has been carefully updated for modern living. Original hardwood floors grace the spacious living areas, creating an inviting ambiance that's perfect for both relaxing evenings and lively gatherings.

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. Although listed as a 3 bedroom home, there are 5 distinct sleeping areas and the screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With a little updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.

Welcome to this expansive Cape in one of Dalton's most desirable and peaceful neighborhoods. This well-designed home offers an exceptional layout, with a first floor that boasts a cozy family room complete with a wood-burning fireplace and sliding doors leading to a sun-filled room featuring a jacuzzi tub. The spacious eat-in kitchen has abundant cabinetry and another set of sliders opening onto a large back deck. A formal dining room, formal living room, a convenient mudroom with first-floor laundry, and a half bath add to the functionality of the space. Completing this level are three bedrooms, including one with an en suite bathroom, plus an additional full bathroom. Upstairs, the primary suite is a private retreat, featuring a full bathroom, walk-in closets, and a cedar closet. An extra bonus room on this level offers flexible space for a home office, gym, or hobby room. An attached two-car garage provides convenience and added storage. This Dalton gem is ready to welcome you home - schedule a showing today!

Discover your dream home in the desirable Becket Woods community! This stunning, recently renovated property offers three spacious levels of living, featuring abundant natural light from skylights and impressive vaulted ceilings. Enjoy cozy evenings by the fireplace in the living room or unwind in the generous first-floor primary suite with ensuite bathroom and soaking tub. With over 3,700 square feet of stylish contemporary design, the open layout seamlessly connects the living, kitchen, & dining areas. Lots of sleeping spaces with 4 bedrooms plus bonus rooms that include a loft and 3.5 bathrooms, enough space for everyone. The finished lower level adds an extra 821 square feet perfect for family fun and currently furnished with a cozy sectional, television and ping pong table. Step outside to your private oasis on over 5 acres, with an inviting inground swimming pool and a deck outfitted with a hot tub. Sit around your Adirondack chairs with friends and roast a marshmallow on your solo stove. Enjoy amenities that include tennis courts, pickleball courts, a basketball court, a swimming pond, and hiking trails within the community: all this just 15 minutes from downtown Lee and 24 minutes from Lenox. This house is offered fully furnished. Don't miss this ideal vacation getaway!

This charming Alford home offers a First-floor Primary suite with a walk-in closet and beautiful westerly views of Tom Ball Mountain. Nestled on several acres, it features 3 bedrooms, 2.5 baths and a bright, airy atmosphere throughout. The spacious kitchen boasts a beautiful island, perfect for gatherings. A two-car garage provides convenience, and the second floor holds potential for a second Primary Suite. Alford is known for its low taxes, making this home an even more attractive opportunity. Ready for your personal touch, this property is waiting to become your dream home!

Nestled on one of the largest lots on the street in this highly desirable Southeast Pittsfield neighborhood is a charming 3-bedroom bungalow! Step onto the inviting covered porch and enter the first floor, featuring a spacious living room, a dining room, a kitchen with a walk-in serving pantry, two bedrooms, and a full bathroom. The entire second floor is dedicated to the expansive primary bedroom, complete with an en-suite half bath. A detached garage and flat backyard complete this move-in-ready home.

Contemporary Lenox Home with Views, Privacy, and 3+ Acres! Set on over 3 picturesque acres, with distant easterly views, this Lenox contemporary offers luxurious living in a stunning landscape. The garden-like setting features mature gardens, a sparkling pool, wonderful deck with awning, screened-in gazebo, expansive lawns, frontage on the Yokun Brook, and big views of a protected wildlife area. Nature lovers, enjoy hiking or cross country trails that abut the back of the property. Large picture windows allow the natural beauty into the home, filling it with a tapestry of nature's ever-changing hues. A four-season sunroom with cathedral ceiling and skylights is a first floor showpiece, and a light-filled eat-in kitchen has sunrise views. A first floor primary suite, large living area, dining room, and powder room complete the first floor. Upstairs, a magnificent office (or bedroom) has huge views, and three additional bedrooms share a full bath. House has central air conditioning. Bring your toys or set up that dream woodshop in the 4.5-car oversized garage with ample storage space. Meticulously maintained, centrally located, and turnkey, 610 East St presents a unique blend of comfort and convenience in a beautiful natural environment. 5 min to downtown Lenox and close to all Berkshires attractions.

Situated on sought-after Mountain Drive, one of the most desirable streets in Pittsfield, this expansive cape is ready for you to move right in just in time for the Holidays! Enter through the dreamy front porch addition which adds curb appeal and practicality perfect for enjoying a morning cup of coffee or entertaining with evening cocktails. The first floor includes a large living room with gorgeous built-ins surrounding the wood burning fireplace; a formal dining room; remodeled kitchen; full bathroom; spacious bedroom; laundry space and den with a gas fireplace and slider to the deck and backyard. Off the dining room includes a heated sunroom overlooking the private backyard which backs up to Sackett Brook. The second floor includes a large primary bedroom with a walk-in closet, a second spacious bedroom and a renovated bathroom. The lower level features a heated family/game room and workout area as well as a great unfinished work/storage space. A two-car garage, custom made storage shed, new roof, and new hot water heater finish this spectacular home.

Sited on a large lot on one of the loveliest streets in Pittsfield, this gracious, one of a kind home exemplifies classic elegance and sophistication. Step into the grand main hallway with impressive staircase, soaring ceilings, ornate crown moulding and exquisite hardwood flooring throughout.The main floor with generous rooms is perfect for large gatherings with formal dining room, an expansive living room with a fireplace with carved wood mantel, a stunning kitchen with endless cabinets and counter space with professional range, two dishwashers and breakfast nook. Relax and take in the large back yard from the reimagined sun room and screened porch. Climb the majestic staircase to the dramatic second floor landing with 4 comfortable guest bedrooms and a wonderful primary bedroom with en suite bath. Convenient, private, close to all. Just a few minutes to Guidos, Berkshire Medical Center, Barrington Stage, downtown Lenox, etc.

Situated on one of the finest lots on the street, offering backyard privacy and distant mountain views, is this thoughtfully renovated Colonial-style home with an in-law suite. From the properties landscape and pool to the in-law suite addition, this owner has thought through every detail updating and making a more sustainable home for someone to enjoy for many years to come! The first floor of this center hall colonial includes a formal living room; formal dining room; eat-in kitchen with breakfast nook; and cozy den with new wood floors and slider to the screened porch. Off the kitchen, a new mudroom expansion with a laundry room connects to the in-law suite addition. The in-law suite with expansive views of the backyard boasts a large vaulted open room with a walk-in closet, full bathroom, radiant heated floors and mini-split air conditioning. The second floor features a large primary suite with walk-in closet and renovated bathroom with soaking tub and separate glass shower. Finishing out the second floor are three spacious bedrooms and a full bathroom. The lower-level accessible through the house or the garage, has been recently remodeled with a full bathroom added. Ample storage and space allows for a family room and separate storage/work space. Outside, an inground salt water pool is surrounded by sustainable landscaping perfect for pollinators and bird watching. Recent updates on this 5-bedroom, 5 bathroom home include a new roof and windows (2021), in-law addition (2022), heating system (2022), exterior painted (2022), screen porch addition (2022), owned solar system (2023), pool salt water filtration system (2023), A/C split system (2024), remodeled basement with full bathroom (2023), and new garage doors (2022). Do not miss out on this spectacular home!

Serene Savoy! A piece of paradise in the woods that backs up to Kenneth Dubuque Memorial State Forest. This home resides on 19 acres of wooded forest and exudes charm. This is a spacious home on one floor with wide plank floors, wood beamed ceilings, and oversized windows. Most of the windows have been replaced making the home energy efficient and light filled. The large bathroom contains the laundry, the updated kitchen, an expanded sun/mudroom and views from all rooms is ready for its next chapter. The home is energy efficient with an on-demand water heater, furnace, dryer and stove, all running on Propane. A pellet stove replaced the wood stove, a passing Title 5, and a new well, pump, and well head makes this a great place that is ready to enjoy from the start!

Berkshires Country Estate with impeccable views! Engineered Strength and Thermal Superiority topped off with the todays technology. 78+/- acres of varied topography with meadows, timber tracts and streams complimented by some of the most dynamic views available in the area. Enjoy the warmth of the floor to ceiling wood burning stone fireplace in the great room and a wall of glass bringing the outdoors in. Open concept with gourmet country kitchen offering granite and stainless leading to the entertaining areas. Main level master suite with two bedrooms and a full bath upstairs. Geothermal technology coupled with Structural Insulated wall and roof panels make this home incredibly efficient. Just minutes to everything one could want or need in the Berkshires. RSVP open house October 19th.