Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940 SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes. With nearly 12-foot ceilings and oversized south-facing windows, the open living, dining, and kitchen area is filled with natural light. Restored hardwood floors, hand-burnished structural elements, and regionally sourced materials anchor the space in its industrial heritage while creating a warm, modern loft environment.

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.

There is something wonderfully easy about Loft 209. Soft north light, restored wood floors, exposed brick and original mill columns give this 1,345 SF one-bedroom + study residence its character, while a thoughtful layout makes it exceptionally comfortable to actually live in. Conceived by celebrated architects LATENT Productions, Greylock WORKS reflects an uncommon respect for the historic mill, its architecture and its Berkshire setting. Original materials and industrial details have been preserved and celebrated, while highly custom modern interventions bring a quiet timelessness to the spaces. The result has a genuine sense of place--architecture that could only belong here.

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern finishes. The open living, dining, and kitchen area creates an inviting central gathering space, grounded by restored materials and an easy, functional flow for everyday living and entertaining. Energy Star appliances, Kohler and Grohe fixtures, energy-efficient windows, and an in-unit washer and dryer support both comfort and sustainability.

Drive in beneath the trees and the house appears in a pool of sunlight, set well back from a quiet road with gardens, lawn and woods gathered around it. There is an immediate sense of having arrived somewhere apart. Private and peaceful, yet not isolated, this one-owner West Stockbridge home has the easy spirit of a modern farmhouse and a distinctly relaxed way of living--a place to slow down and settle in. An inviting front porch, screened by the surrounding landscape, is private enough to become a place of its own--for morning coffee, reading or the pleasure of doing very little.

Some Berkshire homes are simply places to live. Others become part of the way you want to live. The Oronoque Villas are among those rare places. Built in the mid-1990s on the historic grounds of Oronoque--one of Stockbridge's great Berkshire cottages--just eight freestanding villas were thoughtfully sited within the estate landscape, complementing the original mansion, now home to distinctive condominium residences. Surrounded by mature trees, sweeping lawns, and established gardens, this villa offers the warmth and privacy of a house, the simplicity of one-level living, and the freedom to lock the door and leave whenever adventure calls. Whether as a year-round home or a favorite Berkshire retreat, life here has a wonderful way of slowing you down.

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.

Up here, it is all about light, height and the mountains. Set on the top floor of Greylock WORKS, Loft 403 is a 1,805 SF one-bedroom + study residence with soaring 16-foot ceilings, south-facing Berkshire mountain views and a private balcony above the historic mill campus. Conceived by celebrated architects LATENT Productions, Greylock WORKS reflects an uncommon respect for the historic mill, its architecture and its Berkshire setting. Historic brick, restored wood floors, massive columns and the scale of the original building have been preserved and celebrated, while highly custom modern interventions bring clarity and timelessness to the old industrial structure. Nothing feels generic. Nothing feels dropped into an old building as an afterthought.

Some spaces change the way you imagine living. Loft 306 is one of them. 1,985 SF inside. Another 1,615 SF of private terrace outside. South-facing Berkshire mountain views. Suddenly there is room for long summer dinners, a garden in pots, friends for the weekend, morning coffee in the sun--and an entire outdoor room under a very big Berkshire sky. Conceived by celebrated architects LATENT Productions, Greylock WORKS is a highly considered transformation of a historic Berkshire mill, respecting what was here rather than erasing it.

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.

A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90± acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The original mansion remains at the heart of the property, surrounded by broad lawns and a collection of buildings added during its later evolution into an educational campus.

A rare opportunity to acquire an established 11.90± acre campus in Lenox, Massachusetts, with substantial existing institutional infrastructure and educational use permitted by right within the property's R1A residential zoning district. At its center is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The historic mansion has served as the academic and administrative center of the Hillcrest Educational Center, with classrooms, offices, and gathering spaces accommodated within its substantial footprint.

349 Old Stockbridge Road and 40 Frothingham Crossing together represent a rare 16.76± acre contiguous institutional campus and redevelopment opportunity in the heart of Lenox--one of the Berkshires' most established and sought-after destination markets. At the center of the offering is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan / Jacobean Revival style. Over time, the estate evolved into a fully integrated campus, thoughtfully organized around the original mansion and supported by a collection of dormitory residences, academic and administrative buildings, dining infrastructure, and recreational facilities.

349 Old Stockbridge Road and 40 Frothingham Crossing together represent a rare 16.76± acre contiguous institutional campus and redevelopment opportunity in the heart of Lenox--one of the Berkshires' most established and sought-after destination markets. At the center of the offering is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan / Jacobean Revival style. Over time, the estate evolved into a fully integrated campus, thoughtfully organized around the original mansion and supported by a collection of dormitory residences, academic and administrative buildings, dining infrastructure, and recreational facilities.

STILL HOUSE brings next-level contemporary design and a new kind of elegance to the Berkshires--quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed home of more than 5,000 square feet pairs the distinctive vision of acclaimed Brooklyn studio Me & General Design with superb craftsmanship and exceptional materials throughout. Four bedrooms, five-and-a-half baths, a heated saltwater pool, bespoke spa and fitness spaces, solar energy and exceptional privacy make this as much a retreat as a home. Preserved stone walls from the original structure bring history, texture and character to the new architecture--and keep something distinctly Berkshire at its heart.