LAKEFRONT: Classic 3BR/2B plus loft, lakefront cottage. Enjoy the private boat dock and grassy beach area for swimming, sailing, kayaking and canoeing on lovely (no motor boats) Benton Pond, plus deeded rights to Big Pond for motor-boating. Four season contemporary Cape with an open plan featuring a window wall overlooking the lake and a brick fireplace. The screened porch is next to the kitchen, convenient for al fresco dining. Exterior access to the basement is perfect for storage of your canoes and kayaks. This home is located on over an acre and is the 2nd to the last on the road so very quiet. Less than 3 hours to NYC and 2 1/2 to Boston, near Tanglewood, Jacobs Pillow and most other Berkshire cultural attractions. MOTIVATED SELLER.

Welcome to your private retreat in the Crystal Pond community, set on just over 2 acres of beautifully wooded privacy. This 4-bedroom, 3.5-bath residence blends refined comfort with natural serenity, offering a true Berkshire escape. Soaring cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring and a warm, elevated design throughout. The main living area features a fireplace, while a separate den is enhanced by a wood stove insert that provides efficient, comfortable heat and a cozy atmosphere. The thoughtfully designed layout includes generously sized bedrooms, including a second-floor bedroom with a private loft space, ideal for a reading nook, office, or creative retreat. Two upstairs bedrooms each enjoy access to

Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for year-round use) opens to the level backyard. Lovely front entrance with Bluestone steps into an ample mudroom. Enjoy year-round comfort with zone-controlled mini-splits. Close to vibrant Great Barrington, Stockbridge & Lenox. A quick drive to Tanglewood, cultural venues, & abundant outdoor recreation including hiking & lakes, this modern retreat blends style, comfort, and an exceptional Berkshires location.

Set against the stunning backdrop of Berkshire East Mountain Resort, this exceptional home offers the perfect blend of comfort, natural beauty, and year-round outdoor recreation. The interior features a beautiful mix of hardwood and wide pine flooring, enhanced by abundant natural light that fills each space with a welcoming glow. Tastefully updated and thoughtfully designed for both relaxation and entertaining, the expansive floor plan provides generous living areas throughout. While town records list the home as a four-bedroom property, there are two additional finished bonus rooms in the basement currently being used as bedrooms. The home is also supported by a seven-bedroom septic system. Step outside you will find a heated in-ground pool perfect for summer days and evening gatherings.

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings.A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both everyday living and gathering. The main level features three bedrooms and two full baths, including a primary suite with its own en-suite.Upstairs, a flexible lofted space can serve as an office, entertainment area, or whatever best fits your needs.Out back, a peaceful setting unfolds with a wildlife pond and frequent visits from local birds and animals, best enjoyed from the rear deck.

LIGHT BRIGHT METICULOUSLY CARED FOR CONTEMPORARY. INDIAN LAKE PROPERTY 5 bedrooms 3 full baths beautiful lake with beaches and pretty pond around the corner. Clay tennis courts. This home has it all from sunroom to outdoor porch with pretty views of the woods. New 2 level garage built last year. Livingroom, dining and kitchen are open space looking out onto the huge deck. Fenced in area for the pups. Large game room downstairs with 2 BR and bath. Mini split for heat / A/C. Very quiet area. 7 miles from Lee, Lenox, (Tanglewood!) Stockbridge area. Becket has Jacob's Pillow Performing Arts, The Becket Art Center, 20 thousand acres of October State Forest. The Appalachian Trail runs through. The Dream Away restaurant, Route 8 Pub, 2 Country stores. Fresh air and no traffic. A true dream

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level, and a wood stove on the lower level, add warmth and charm. Ready to move right in? With relatively low inventory level, particularly in Monterey, this listing is a lucky strike extra. Schedule your showing today.

Nestled in the heart of the Berkshires, this exceptional Williamstown residence offers more than 4,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms and 3 bathrooms. Enjoy breathtaking mountain views from the expansive wrap-around deck--an ideal setting for morning coffee, outdoor entertaining, or simply taking in the beauty of every season. Inside, generous living spaces provide the perfect balance of comfort and elegance, making this home equally suited for everyday living or hosting family and friends. Ideally located just minutes from the cultural and recreational attractions that make Williamstown one of New England's most desirable destinations.

Steps from the Association beach on Otis Reservoir--the largest recreational lake in Massachusetts--this mint-condition 2005 home offers 4 bedrooms and 3 baths over three levels. Large windows and glass doors open to a deck and a bedroom balcony for year-round enjoyment. The first floor features an open kitchen, dining and living room with a fireplace; a primary bedroom; a full bath and laundry. Upstairs are two bedrooms and a full bath. The walkout lower level has a family room with a fireplace and wet bar, a fourth bedroom, a full bath and a utility room. Impeccably maintained by the sellers and offered furnished with central A/C and fiber internet. Association fee: $100/year for access to two nearby lake lots. A lovely community on a beautiful Berkshire lake, just in time for summer.

Welcome to your own private Berkshire sanctuary. Built just two years ago and thoughtfully designed for modern living, this stunning contemporary home is set on more than 14 secluded acres surrounded by nature. Enjoy the peaceful waterfall, meandering streams, and abundant wildlife right from your backyard. The main level features an open-concept floor plan with seamless flow between the living room, dining area, and kitchen, creating an inviting space. The primary suite offers a private retreat with an en-suite bath, while a half bath serves guests. The lower level offers a family room, second bedroom, and a full bath- ideal for guests. As a newer-construction home, you'll enjoy modern building standards and energy efficiency. Outside, the property's natural beauty truly shines.

This beautiful home offers an abundance of natural light through its large, expansive windows, creating a warm and inviting atmosphere throughout. Post and beam construction, well equipped kitchen open to living room (with 30' ceilings) and dining room create ease of entertaining. First floor primary en-suite with a private deck overlooking the back yard and beautiful view. This home also offers a private, spacious first floor in-law suite, plenty of closet space, and sliders leading out to the pool, ideal for extended family or guests. The den is a comfortable meeting space between the in-law suite and the main part of the home where you can sit by then fire on chilly days. Between the hot tub, in-ground pool, and yard it's a complete package! 20 minutes to Williamstown, MA.

Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. The sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite comes with an oversized walk out deck large enough to place your summer lounge furniture, the perfect spot for your morning coffee. Amenities at Winden Hill include a heated pool and a tennis and pickleball court....all this and and only a 20 minute stroll to the center of Lenox. This truly is the perfect place to call home.

Beautifully nestled in a gorgeous yard with wrap around deck and patio to enjoy the peace and tranquility of this setting! Pristine in every way with an open kitchen/dining area, which flows into the Living Room with gas fireplace, gorgeous formal dining room with lovely architectural details throughout; fabulous great room with stone, wood burning fireplace and cathedral ceiling plus a private office over the garage; the best mudroom ever with lots of cubbies and closets, updated kitchen and baths, large primary suite plus 2 additional bedrooms and full bath on the 2nd floor. The lower level is an added bonus with three finished rooms and a walk out to the stone patio and fire pit in the side yard. Brand new septic system! Nothing to do but move in and enjoy! Plus Lenox schools!!

Beautifully maintained and updated, this charming Cape offers 2 first floor bedrooms and baths, 2 second floor bedrooms with full bath in between, updated cherry kitchen wtih granite counters, formal dining and living and a family room with fireplace, vaulted ceilings and sliders to the large deck. Enjoy this wonderful ''walking neighborhood'', closet to Miraval Resort for pool, golf & fitness membership and all that the Berkshires has to offer! Roof is a 50 year shingle in its 19th year, range & refrigerator 2022, some new windows, central A/C & boiler approx 15 years, exterior stain 3 years, Kitchen & baths updated. And if you want to have it ''turnkey'', furnishings are available! Great house, great neighborhood!

Tucked away in the serene hills of Savoy, this private Berkshire retreat offers the perfect escape from the pace of the inner city. Just a few hours from the NYC and Boston. 141 Griffin Hill delivers the space, quiet, and natural beauty today's buyers are craving. Set on a peaceful, wooded lot, this home invites you to unwind with mountain views, fresh air, and unmatched privacy. Inside, enjoy comfortable living spaces ideal for both relaxing weekends and extended stays. Whether you're seeking a second home, a full-time residence, or an investment opportunity, this property offers flexibility and long-term appeal. Experience the best of the Berkshires--where your weekends feel like a getaway, every time you arrive.

New Construction!! Three bedroom contemporary chalet to be built on a 17 acre portion of the 1800's E.B. Palmer farm. Two owners in a construction company partnership bought the property 20 years ago with the idea that each would build a personal home on the acreage. Life changed. Now semi retired, they are contracting with a builder of quality manufactured homes to build modern, efficient homes on the property. Marcy Road is a lightly populated, town maintained road 1.5 miles from Route 8. Easily accessed from NY, CT & the Mass Pike and convenient to many Berkshire attractions. The massive 2.5 acre Otis Town Beach on 300+ acre Big Pond is less than 5 miles away. The lot is forested with frontage on both sides of Dimmock Brook. Perc tests are schedule for as soon as conditions permit. Th

Set on 5.01 private acres along a quiet country road with beautiful views of Canaan Mountain, this unique property offers two distinctive homes, exceptional craftsmanship, and endless possibilities for multi-generational living, guest accommodations, or rental income. Set back from the road, the first home blends modern updates with outstanding custom carpentry, featuring detailed moldings and trim throughout. Three bedrooms, two full baths and spacious living areas with a slider leading to a deck with pergola, creating the perfect space to relax and enjoy the peaceful surroundings. Further down the drive, the second home offers a charming and eclectic character all its own. A dramatic vaulted-ceiling living space, custom tin ceiling in the kitchen, and a dining/living area centered

Privately perched on a hill in the middle of 20 acres, this eclectic 1970s home blends vintage character with endless potential. Many original features remain, offering the opportunity to personalize or embrace its current retro charm--all on one easy living level. Every window frames peaceful views of your own property and abundant wildlife. Highlights include a spacious great room with a striking stone fireplace, open living and dining areas, and a retro kitchen with a Viking range. The home features 3 bedrooms, 2 full baths, an oversized sunroom currently used as an artist's studio. There is also a two car garage, and Fiber Internet offering the ability to work from home. A pond sits on the property, with Royal Pond and Bob's Way trail just across the street.

Exceptional custom-built home on 3.81 private acres in Pittsfield, offering the perfect blend of luxury, comfort, & privacy. Built in 2003, this well maintained 4-bedroom, 4.5-bath residence features a thoughtfully designed floor plan, driveway alarm, gas fireplace, home theatre system, 2-car heated attached garage with central vac. A private in-law suite, ideal for multigenerational living. An IMPRESSIVE 3,500 sq ft outbuilding providing endless possibilities for contractors, hobbyists, car enthusiasts, storage, or home-based business use. Equipped with a backup generator for added peace of mind. Enjoy peaceful outdoor living with a beautiful koi pond, private surroundings and trails for hiking, ATV's and snowmobiles. A rare opportunity to own a truly unique property in the Berkshires.

Located in Lee MA is a waterfront property a home built in 1880 and renovated in 1994. A bucolic location with views of rushing water and mountains. A perfect home for a variety of birds and established gardens. This 3500 sq. ft home offers an open floor plan that includes living room with fireplace, cooks kitchen with island and dining area. Main level includes a private bedroom and bath; screen porch, deck, laundry room/office, powder room, attached one car garage and office with separate entrance. The second floor offers 2 guest bedroom with private baths and PRIMARY with walk in closet, access to a Juliet deck and private studio space. Free standing single garage located at the rear of the property. This property has multiple uses!