125 Hancock Road sits directly across from Pontoosuc Lake Park, offering peaceful views of the water and an easy connection to one of Pittsfield's most loved recreational areas. This bright and welcoming home enjoys lovely natural light throughout the day, with both the living room and dining room capturing views toward the lake and surrounding hills.Inside, the main level has an open and comfortable flow. The living room and dining room connect seamlessly, and the adjoining sitting room features a wood stove -- an inviting place to settle in on winter evenings. The kitchen offers warm cabinetry, stainless appliances, and a view over the backyard, linking easily with the home's main living spaces. A first-floor bedroom with soft natural light and a full bath complete this level.

RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

Charming Renovated Cottage on The Hill - Great Barrington, MADiscover this beautifully renovated Four Square-style cottage in the heart of Great Barrington's coveted ''The Hill'' neighborhood--a rare pied-a-terre offering classic charm with modern upgrades. This delightful 2-bedroom home is nestled in the Southern Berkshires, just moments from downtown, Lake Mansfield, and preserved natural areas.Step inside to a brand-new kitchen, freshly painted interior, and hardwood floors throughout. All windows have been upgraded to energy-efficient Anderson, enhancing comfort and style. The exterior has been professionally repaired and painted. A newly fenced garden provides a private oasis, while dedicated off-street parking ensures convenience.

Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a warm and versatile modern loft.The open kitchen and main living space feature restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected to heighten the building's material richness.

Set within the region's most celebrated mill conversion, Loft 207 at Greylock WORKS is a beautifully scaled 1BR | 1.5BA + Study Berkshires residence offering 1,250 SF of luminous, corner-exposure living. With 12.5-foot ceilings, expansive proportions, and oversized windows drawing natural light from two sides, this refined home blends industrial authenticity with contemporary design, creating a generous and distinctly modern loft environment.The open kitchen and the generous living and dining area showcase the architectural character of the original mill: gorgeously restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected by the project's architects to elevate the building's historic textures.

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated, blending original character with contemporary upgrades. Post and beam construction adds warmth and architectural texture, while a sleek gas fireplace anchors the open living and dining areas. The updated kitchen is ideal for gatherings both casual and festive. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two additional bedrooms and a full bath complete the

Loft-Inspired Townhouse in the Heart of Williamstown, MA - Gateway to the BerkshiresExperience refined, loft-style living in this beautifully designed 3-bedroom, 2-bathroom condominium townhouse, ideally located just steps from Williamstown's charming New England village center. Nestled in the scenic Berkshires, this sophisticated residence offers modern elegance, open-concept design, and seamless indoor-outdoor living along the picturesque Green River.Step inside to discover soaring ceilings, sunlit living spaces, and elegant finishes that strike the perfect balance between contemporary design and everyday comfort. The chef's kitchen is a standout feature, perfect for entertaining, with sleek countertops and energy-efficient appliances flowing into the expansive living

RARE BERKSHIRE OPPORTUNITY: READY-TO-BUILD MODERN RETREAT ON A PRIVATE POND + DEEDED STOCKBRIDGE BOWL BEACH RIGHTSDiscover a truly extraordinary offering in the heart of the Berkshires--9.1 pristine acres with direct frontage on Lily Pond, a private, non-motorized body of water celebrated for its serenity, protected natural setting, and sweeping views. Occupying the entire southern end of the pond, this estate parcel enjoys a commanding, unobstructed panorama over the water, creating an intimate, one-of-a-kind backdrop for your future home.A long, gently winding driveway follows a picturesque babbling brook and sets the stage for a memorable arrival. A **brand-new bridge--now fully completed--**leads to the exceptionally private, pond-front building site.

Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings, luminous all-day light, and sweeping views of the hills. Set within the region's most celebrated mill conversion, this exceptional home blends architectural authenticity with contemporary design in a way that defines modern Berkshire living.The expansive living and dining area features regionally sourced schist countertops, gorgeously restored original hardwood floors, and hand-burnished structural elements that anchor the home in its mill history. South-facing windows flood the space with natural light and frame tranquil hill views that shift with each season.

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails

An elegant Berkshires residence, 813 East Street in Lenox, MA is a fully renovated seven-bedroom home designed for both sophistication and ease of living. Built in 2004 and extensively reimagined over the past few years, this Lenox property offers the rare combination of privacy, luxury, and seamless indoor-outdoor living--all in the cultural heart of the Berkshires.Professionally landscaped grounds with hand-laid stone walls mark the elegant entry, setting the stage for this distinctive Berkshire home. Inside, a soaring double-height foyer introduces a layout that is both intuitive and expansive, ideal for year-round living. The centerpiece kitchen features granite countertops, dual islands, a fireplace, and effortless flow into the living room,

Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for four-season enjoyment of the Berkshires lifestyle--Tanglewood, Lenox village, farm-to-table dining, ski slopes, hiking-this custom-built 2017 home was fully reimagined and entirely updated in 2020 by master craftsmen. Every detail has been elevated to support both elegant entertaining and relaxed daily living.Dramatic ceiling heights and a sun-drenched upper gallery define ... see more

Set on 11 enchanting acres in the pastoral town of New Marlborough, Massachusetts, this exceptional Berkshires estate offers a rare convergence of architectural refinement, natural splendor, and modern luxury. Designed by an architect and originally built in 1984, the main house, guest house, and pool house were all fully renovated in early 2025 to create a cohesive, contemporary compound with timeless style and enduring grace.A long, private drive leads through an arboretum-like collection of mature trees to a secluded setting that feels both cultivated and wild. Here, heirloom stone walls, glacial rock formations, and a shimmering pond define the landscape. Master-crafted stone paths and terraces by local masons integrate the home with its natural surroundings, while new