Sometimes fairy tales do come true... Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life.

Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, & the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The inviting living area features a cozy gas fireplace, creating a warm focal point for chilly evenings, while the kitchen comes equipped with sleek, modern appliances. This turnkey residence offers 3 spacious bedrooms plus a versatile 4th full-size room that's ideal for a fourth bedroom, dedicated home office, or quiet retreat along with 2.5 updated bathrooms.

These are the Berkshire views you've been dreaming of. Meadow, mountains and enormous sky surround you in nearly every direction, with stunning westerly views across preserved fields to the lower Taconic Mountains. Morning light moves across the meadow; evenings end with the sun dropping behind the ridgeline. Spring brings wildflowers and returning birds, summer fills the fields with native plants and pollinators, autumn moves across the mountains in color, and winter transforms it all to snow-covered meadow and white-capped peaks. Perhaps your greatest pleasure will be getting out into it--walking the fields, cross-country skiing after fresh snow, watching the birds and wildlife, or discovering what has changed in the meadow from one day to the next.

Originally built in the 19th century, this Egremont schoolhouse has undergone a radical,''down-to-the-studs'' transformation, and has been thoughtfully designed to create a high-performance home for modern living, while honoring its historic character. Sound structural integrity, with state of the art insulation, custom engineered windows, a new HVAC system, and a solar array for near zero energy overhead make this home immensely comfortable and sustainable for decades to come. The Great Room features dramatic vaulted ceilings anchored by original exposed beams and a new, high-efficiency propane free standing stove. The chef's kitchen has custom cabinetry topped with honed marble counters. The bath features custom tile work and radiant heated floors.

Investment opportunity near downtown Pittsfield. This renovated 7,904-square-foot commercial building is situated on approximately 0.72 acres in the Downtown Creative District and is currently leased to an established daycare/school operator through August 2031. The property generates an annual base rent, plus documented reimbursements for real estate taxes, insurance, and water/sewer expenses. The building offers approximately 3,952 square feet on each of two levels, with an open, adaptable layout suitable for educational, nonprofit, institutional, professional, or community-oriented uses. Improvements include central HVAC, replacement windows, sprinkler and fire-alarm upgrades, and extensive interior renovations. An elevator provides convenient access between floors.

Discover a rare opportunity to own 181 extraordinary acres in the picturesque town of Adams. Available for the first time, this expansive property features an ideal blend of open meadows, rolling hills, mature woodlands and stunning views - perfect for nature lovers, outdoor enthusiasts, or visionary developers. The land boasts gently sloping topography from east to west, creating a dynamic landscape rich in wildlife and diverse ecosystems. Property borders Savoy Mountain State Forest to the east, providing direct access to hundreds of acres of protected land. Extensive frontage on East Hoosac Street and additional right-of-way access from East Road opens the door to potential development. Priced at just under $5,000 per acre, this is a unique opportunity in the heart of the Berkshires.

On 5 park-like acres this well maintained and thoughtfully designed home overlooks a tranquil pond and offers a serene getaway. Designed by architect Dennis Wedlick to maximize space and ease of living the home features 3-4 bedrooms and 3 full baths of which one is a separate guest suite. A renovated kitchen and updated bathrooms blend seamlessly with gleaming wood floors. A striking double sided fireplace connects the living room and den. Custom designed windows bring in sunlight while framing picturesque views. An exceptional property, ideal as a full time residence or a country retreat for those looking for both design and a quiet setting. Solar panels have been aesthetically placed to reduce energy bills, EV charger in garage. Full house generator too.

Discover a rare Berkshire property offering endless possibilities in one of New England's most sought-after destinations. Whether you're seeking a luxurious year-round residence, a four-season getaway, or a property designed for multigenerational living, this exceptional offering delivers the perfect blend of privacy, flexibility, and convenience. Ideally located in the heart of everything the Berkshires has to offer, you'll be just minutes from world-renowned attractions, including MASS MoCA, The Clark Art Museum, and the Williamstown Theatre Festival. Head south to enjoy concerts at Tanglewood, the renowned summer home of the Boston Symphony Orchestra, or take advantage of the area's abundant hiking, biking, and scenic trails. Autumn brings spectacular fall foliage and

Striking and sophisticated riverfront condominium in superb location, with close proximity to restaurants, shops and theater on Spring and Water Streets, the Taconic Golf Club, Williams College, and the Clark Art Institute. One of only 6 recently built town house units on the river in the handsome Cable Mills complex, number 8 has benefitted beautifully from the discerning taste and style of its owner, with elegant yet understated lighting fixtures, and enchanting touches of color and texture throughout. Light-filled with an abundance of large windows, it offers as well two terraces and two upper decks providing opportunities for al fresco dining and fresh air relaxation. A sleek suite of Thermador appliances graces the kitchen/dining area which includes both a breakfast nook with

Former North Adams Country Club property - 87 Acres, extensive frontage on River Rd, with partially renovated 7,196 sq ft. clubhouse (see floor plans) and a 900 sq ft two-bay commercial garage. Solar array and carports bring in annual lease income, could help offset debt service for a financed purchase. Sewer manhole precast chambers installed by clubhouse and road, not connected. See floor plan images for preliminary small home development - stalled due to pandemic, needs reconfiguration due to subsequent cell tower installation (Verizon service). Capacity for one additional cell carrier. Well drilled and capped in northwest corner of land at end of shared driveway.

ARRIVE FRIDAY NIGHT, UNLOCK THE DOOR & ENJOY THE WEEKEND! Turnkey Berkshire get-away in an exceptional location. Beautifully maintained and ready for immediate enjoyment, this inviting Egremont home requires no updates and offers comfort, privacy, and convenience. Features include a two-car attached garage and generator for effortless year-round living. Ideally positioned near skiing, scenic hiking, exceptional dining, and the vibrant villages of Great Barrington & Egremont, with easy access to New York and Connecticut. Egremont's attractive property taxes add to the appeal. A rare opportunity to simply arrive, settle in, and enjoy all that the Berkshires have to offer

Steeped in history and rich with character, this remarkable 1767 residence is the oldest home still standing on its original site in Williamstown.Thoughtfully expanded over time, it preserves its historic integrity while offering comfort for modern living.Set on nearly five meticulously maintained acres in one of the town's most desirable neighborhoods, the property feels both private and timeless, with mature plantings, perennial gardens, and sweeping lawns.The classic Cape Cod-style architecture features a wood shake roof, enhancing its New England charm. Inside are 5 bedrooms and 3.5 baths, blending intimate period rooms with light-filled living spaces. A dramatic living room with cathedral ceilings and French doors opens to beautiful Goshen stone patios, ideal for outdoor entertaining.

Striking and sophisticated riverfront condominium in superb location, with close proximity to restaurants, shops and theater on Spring and Water Streets, the Taconic Golf Club, Williams College, and the Clark Art Institute. One of only 6 recently built town house units on the river in the handsome Cable Mills complex, number 8 has benefitted beautifully from the discerning taste and style of its owner, with elegant yet understated lighting fixtures, and enchanting touches of color and texture throughout. Light-filled with an abundance of large windows, it offers as well two terraces and two upper decks providing opportunities for al fresco dining and fresh air relaxation. A sleek suite of Thermador appliances graces the kitchen/dining area which includes both a breakfast nook with

Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort. The stunning kitchen showcases rich maple cabinetry, a premium Viking range, dual refrigerators and exceptional workspace, perfectly suited for the discerning cook. The renovated primary bathroom evokes a true spa experience, blending luxury and serenity with timeless finishes. Every detail has been meticulously maintained, from the seamless indoor-outdoor flow to the expansive Trex decking ideal for al fresco gatherings.

Beautifully designed for one level living and both pristine and charming...open floor plan with a cathedral ceiling in the great room (which is complete with gas fireplace, built ins and access to the patio); gorgeous kitchen with quartz counters and eating bar, formal dining room, hardwood floors in main living spaces, Primary Suite plus 2 additional bedrooms (one currently used as a solarium with access to the south facing deck) and an additional full bath. Powder room, mudroom and hook ups for laundry. The basement level is fully usable for a game room and other creative uses (wait til you see it!). Gorgeous gardens surround this property and the stone sitting porch and patio are highlighted by gardens and a privacy fence...absolutely charming! For ease of 1 level...this is it!

Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate first floor office with French doors for privacy. The first-floor primary suite boasts a walk-in closet and en suite bath while the walkout lower level expands the living space with a generous family room, two additional bedrooms, full bath and private patio. With 4 bedrooms, 4 full baths, and exceptional space throughout, this home is simply gorgeous and ready to enjoy. Clubhouse, pool, tennis.

Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate first floor office with French doors for privacy. The first-floor primary suite boasts a walk-in closet and en suite bath while the walkout lower level expands the living space with a generous family room, two additional bedrooms, full bath and private patio. With 4 bedrooms, 4 full baths, and exceptional space throughout, this home is simply gorgeous and ready to enjoy. Clubhouse, pool, tennis.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, with a generous footprint that supports two distinct building envelopes. The dual-envelope design is ideal for a synergistic development: imagine a high-volume drive-through (QSR, bank, coffee) complemented by a prime location for retail or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, with a generous footprint that supports two distinct building envelopes. The dual-envelope design is ideal for a synergistic development: imagine a high-volume drive-through (QSR, bank, coffee) complemented by a prime location for retail or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

Situated on just over 1.6 acres in Southfield, this charming property offers access to a private tennis court, and pool through the homeowners'' association. It has been meticulously updated and is ready for immediate occupancy. The beautiful screened porch and newly constructed terraced stonework establish the home as a genuine indoor/outdoor Berkshire retreat. Enjoy views of a striking gully and stream from your farmhouse sink and natural soapstone countertops, complemented by oak flooring throughout. During the cooler months, relax by the fireplace in the living room, which has been modernized to enhance the flow between the kitchen and porch, thereby maximizing the sense of space and expanding the home''s footprint.