A historical Gilded Age “cottage” that was conceived as a gentleman’s escape during the height of Manhattan’s most opulent era has hit the market in Massachusetts for $7.97 million—more than 120 years after it was built.
Located in Lenox, the heart of the Berkshires, the eight-bedroom residence is far grander than “cottage” might suggest; the word was used as a common misnomer for the extravagant country estates built in the area during the Gilded Age.
Unlike the petite properties that many associate with the word today, the sprawling home at 399 Under Mountain Road was built in 1900 as a gentleman’s equestrian estate and, despite having undergone a recent—and very extensive—renovation, it still bears many of the most elegant hallmarks of its heyday.
“After years of meticulous renovation and thoughtful restoration, this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur,” the listing crows.
Known as Highwick Farm Manor House, the property, which is listed with Molly Thomas of Compass, sits on a lush 11.45-acre plot, surrounded by gardens, orchards, and sweeping countryside views that evoke a bygone era.
The property offers more than 9,300 square feet of living space with eight bedrooms and roughly six-and-a-half bathrooms, providing ample space for hosting large gatherings.
A long driveway reveals the home’s romantic stone facade and multiple chimneys, hallmarks of the Tudor-inspired architecture commonly seen in Berkshire estates of the early 20th century.
Inside, the restoration highlights the home’s original details. Lead-glass windows frame views of rolling lawns and mature trees, while rich walnut paneling, intricate moldings, and classic pocket doors add a level of warmth rarely found in modern construction.
Ten fireplaces are scattered throughout the manor, many with ornately carved mantels.
“Every detail has been curated to embody warmth and sophistication, creating an inviting ambiance that is both refined and welcoming,” the description continues.
The extent of the property is also reflected in the home’s price tag. Having last changed hands in 2022 for $4.84 million, the dwelling is now back on the market just over four years later with a significant 65% increase on that price.
For those seeking a property that offers both a prized legacy and modern luxury, however, the dwelling may well be worth all that—and more.
Additionally, the property provides the perfect setup for those with a penchant for hosting.
The main level was designed with entertaining in mind, featuring large formal living and dining rooms, as well as a stained-glass library.
The carefully restored interiors also come with several upgrades, including a renovated chef’s kitchen, modernized bathrooms, updated electrical and HVAC systems, and refinished floors.
Upstairs, generous bedroom suites offer privacy and views—many with their own fireplaces and en-suite baths, as well as large windows overlooking the landscape.
Location is another defining feature of Highwick Farm Manor.
The estate is just minutes from downtown Lenox and landmarks like Tanglewood, the summer home of the Boston Symphony Orchestra. Yet within its private grounds, life unfolds at a slower pace.
A 20-by-50-foot gunite swimming pool framed by updated stonework and terraces offers a tranquil setting for summer afternoons, while pastoral views stretch across the countryside, inviting the next owner to enjoy this Berkshire estate for decades to come.
