Just beyond New Marlborough Village this architectural gem showcases 5,653 square feet of superior craftsmanship along the Umpachene River. Built in 1989, this 5-bedroom home was designed by internationally renowned architect Paul Bierman-Lytle, a pioneer in sustainable development and healthy home design known for championing non-toxic climate adaptive building materials. Distinctive circular towers, curved walls, arched windows and premium natural finishes harmonize with the surrounding natural landscape. The grand foyer opens to an expansive kitchen, living, & dining space anchored by a striking Finnish soapstone wood stove and marble fireplace. A sun-filled breakfast room leads to a greenhouse atrium and an impressive indoor pool pavilion, fully heated for year-round enjoyment.

Welcome to NEWGRANGE, a grand 1920s Manor House capturing the golden age of lakeside country living. This historic estate echoes the effortless elegance of an early 20th-century summer retreat. Imagine hosting lavish gatherings in the formal dining room, or retiring by original, roaring stone fireplaces after a leisurely day on the water or the slopes. Encompassing over 10,000 sqft, the sprawling residence boasts ten spacious bedrooms, a classic country kitchen, and sweeping living areas. Stroll the 7.7-acre grounds--past the guest house, pond, and gardens originally designed by Frederick Law Olmsted--down to your private dock on Lake Garfield. Ideally located near Tanglewood and premier skiing, and low Monterey taxes, this Berkshire gem is a rare invitation to reclaim a masterpiece.

The original Tryon Hotel - circa 1840 has the charm of age with the palette of a modern residence. The entry is off the front porch, perfect for mornings basking in the sun and evenings watching the life around. Porch comes into the kitchen area with good working space and open to the dining room with gas fireplace. Large back living room with mini-split gives generous square footage to the first floor. The front living room has built-ins and is flooded with light. A first floor bedroom and en suite full bath complete this floor. The second floor meanders as only an old house can, there are 4 bedrooms, a large hall bath and an office space. A brand new fence surrounds the backyard giving a lovely amount of privacy in this quintessential village home - moments to the library and town beach.

Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle. The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen adjoins the dining area, creating an ideal space for entertaining. With three full floors of living space, the home offers four ensuite bedrooms plus an additional bedroom, providing comfort and privacy for family and guests. Enjoy seamless indoor-outdoor living with a screened porch off the main level leading to spacious decks and a hot tub. The lower level includes a media room and sauna for relaxation

Enjoy easy one-level living in this ranch style home for under $340,000 located in desirable Lenox, just minutes from Tanglewood. This charming home features 2 bedrooms and 2 full bathrooms, including a spacious primary suite with its own ensuite bath, 2 functional closets, and direct access to the backyard. The tastefully renovated kitchen offers generous counter space and a conveniently located laundry closet. Outside, you'll find a nice-sized yard with distant mountain views, plus a garage and storage shed for all your extras. Efficient gas forced-air heat and AC adds year-round comfort, making this home an ideal full-time residence or Berkshire getaway.

Welcome to 1350 Massachusetts Ave -- a distinctive North Adams property offering space, character, and a rare combination of indoor and outdoor amenities. With 4 bedrooms, 1.5 bathrooms, and an expansive lot, this home offers room to live, entertain, relax, and make it your own. A true highlight of the property is the two-level wrap around deck, creating an exceptional outdoor living space that connects the home's porch and garage. Whether you're hosting summer gatherings, enjoying a quiet morning coffee, or spending evenings outdoors, this unique setup provides an abundance of usable space and multiple areas to enjoy.

An extraordinary country estate spanning approximately 150 acres of open meadows, woodlands and spectacular long-range views to the Mount Holyoke Range. The beautifully reimagined antique residence blends original timber framing, stone fireplaces and reclaimed floors with exceptional craftsmanship and refined finishes. A private two-story guest wing offers added flexibility. The remarkable converted barn features beautifully appointed offices, gathering spaces, full kitchen, balconies, gym and extensive car and equipment storage. Stunning grounds include gardens, ponds, stonework, outdoor kitchen, fire pit and outbuildings. Just 10 minutes to I-91 and Shelburne Falls. This extraordinary property must be experienced in person to fully appreciate its remarkable setting and all it offers.

Winding country roads lead you to this secluded sanctuary on Rote Hill Road--an address synonymous with estate-caliber living and undisturbed serenity. Crafted from the ground up by its original owner, this beautiful post-and-beam residence stands as a profound labor of love on over 15 private acres. From the main-level wood floors hewn from a single stately oak tree found on the property, to the dramatic two-story stone fireplace, the home was brought to life in collaboration with local craftsman. Car collectors and hobbyists alike will appreciate the custom-built, aprox. 1,080-square-foot barn/workshop.

PUBLIC OPEN HOUSE: Saturday October 10 from 10-1. See you there!! Enjoy the relaxing Berkshire lifestyle on a friendly cul-de-sac within walking distance of town and Lake Mansfield. As the first house built on the street, the property has matured beautifully -- seasonal flowering trees and pollinator-friendly gardens bring color and life to the yard from spring through fall. Cedar columns frame a distinctive front door that opens into 3,800 square feet of tastefully designed living space, where soaring ceilings, a linear gas fireplace, and built-in bookcases set the tone. The living room flows out to a screened-in porch with a treehouse-like view of the wooded backyard -- the perfect spot for morning coffee or summer evenings.

This inviting, move-in-ready Colonial blends classic New England character with comfortable everyday living. Nine-foot ceilings, western exposure, and abundant natural light complement beautiful backyard. The main level features an open kitchen and dining area with stainless steel appliances, plus a cozy living room and family room perfect for entertaining. Enjoy the landscaped yard with a generous patio with pavers and Goshen stone. Recent updates include new gutters, several newer windows, a 10-year-old roof, new upstairs carpeting, and a new front porch with Trex decking. The unfinished attic offers flexibility for a fourth bedroom, office, studio, or additional living space.

Exceptional Multi-Family Investment Opportunity - Package Deal in Clarksburg, MA Don't miss this rare opportunity to own two income-producing multi-family properties plus a buildable lot--all being offered together as one exceptional package in the charming town of Clarksburg, Massachusetts. The first building features two spacious 2-bedroom apartments, while the second offers four well-maintained 1-bedroom apartments, providing a total of six rental units with excellent income potential. Situated between the two properties is a separate buildable lot, creating endless possibilities for future development, expansion, or additional investment. Whether you're looking to grow your rental portfolio, generate strong cash flow, or capitalize on future development opportunities,

Stake your claim and build your home in low tax Hancock. The town of Hancock has the lowest tax rate in all of Massachusetts! Here's your chance to settle in this affordable peaceful valley, send your children to the Hancock Elementary and Mt. Greylock schools after building your dream home on this 2.2 acre sloping and wooded site which includes a fully engineered septic design by Guntlow Engineering. The spectacular all season resort at Jiminy Peak is just a few minutes away offering skiing, the Alpine Slide, restaurants, and other amenities. Pittsfield to the south and Williamstown to the north are just 20 minutes away, Albany, 40 minutes. Enjoy Berskhires' best from this very affordable homesite. Septic system plans, survey map, tax bill are in ''documents'' section.

Full of charm and potential, this 3-bedroom, 1-bath home is ready for its next chapter! Clean and well maintained with many updates, the home offers an easy-flowing living space, while the sun-filled porch is a welcoming spot to relax and enjoy your morning coffee. Step outside to the small deck, perfect for grilling or unwinding at the end of the day. The finished lower level provides flexible bonus space, and the two-car garage offers plenty of room for storage and a workshop. A brand-new sewer line adds even more peace of mind. Comfortable and inviting as it is, with just a few personal touches this charming home could truly shine!

Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests. Upstairs primary suite with refinished hardwood floors and a renovated bath. The layout is functional and offers more space than expected. Major updates include a new roof, new heating and cooling with a heat pump, all new bathrooms, a new kitchen, new main level flooring, and refinished floors upstairs. Fully move in ready in a convenient Pittsfield location.

Experience upscale, maintenance-free living in desirable Devon Meadows, ideally located near Lenox and Stockbridge and just 5 minutes from Tanglewood and the many cultural and outdoor attractions of the Berkshires. This spacious luxury features an open floor plan perfect for everyday living and entertaining. The first floor offers a primary bedroom suite, laundry, and a versatile fifth bedroom ideal for an office or den. Upstairs are three spacious bedrooms, two full baths, and a comfortable family room. Enjoy the privacy of a peaceful country setting with the convenience of being minutes from dining, recreation, shopping, and all that the Berkshires has to offer.