A storied Bearsville estate that has welcomed the likes of Bob Dylan, Janis Joplin, Allen Ginsberg, Johnny Cash, and many other artistic visionaries is back on the market.
Listed May 5 for $4,999,000, the property—known locally as the Stone House on Striebel Road—is tucked away on more than 70 acres just outside the center of Woodstock in the hamlet of Bearsville. Built in 1914, the historic compound includes a main residence, multiple guesthouses, a greenhouse, pool, and writer’s cabin. Its legacy looms large in American music and literature.
“It’s magic,” said listing agent Kathryn Johnson. “From the moment you come up the road… you come to this house that—yes, it’s got rock and roll history—but there’s also the pure magic of it. There’s a little fairy house… It’s like, where am I?”
The house’s cultural imprint is indelible. In 1965, the living room was the backdrop for the cover of “Bringing It All Back Home,” one of Dylan’s most iconic records. The scene: Dylan, lounging in tailored black beside his then-manager’s wife, Sally Grossman, resplendent in red. A cat. A sheaf of LPs. A Time magazine cover featuring then-President Lyndon B. Johnson. The fireplace mantel behind them—etched with an image of Justice—still bears the same relief artwork seen on the album cover. The only noticeable difference is now, a cover of the album with classic songs like “Mr. Tambourine Man,” “Subterranean Homesick Blues,” and “Maggie’s Farm,” is perched upon the mantel. Dylan wrote much of the album at 18 Striebel Road.
The 1965 cover of Bob Dylan’s Bringing It All Back Home was photographed in the living room of the Grossman estate in Woodstock. 
The carved relief of Justice on the fireplace mantel inside the former Grossman estate remains unchanged since it appeared in the background of Bob Dylan’s 1965 Bringing It All Back Home album cover. Photo courtesy of Sotheby’s International Realty. 
A living room inside the former Grossman estate features original woodwork and wide-plank floors—elements preserved from the home’s early 20th-century construction. Photo courtesy of Sotheby’s International Realty. 
An original fireplace in a separate room of the Grossman estate. Photo courtesy of Sotheby’s International Realty. 
An aerial view of the former Grossman estate shows the main house, guest residences, greenhouse, and surrounding woodland on the 70-acre property in Bearsville. Photo courtesy of Sotheby’s International Realty.
Albert Grossman, Dylan’s mercurial manager and the founder of Bearsville Records, purchased the property in the mid-1960s. Sally Grossman later became the estate’s sole owner before selling it to 18 Striebel LLC, a California-based holding company, on March 5, 2014, according to Ulster County deed records.
The estate was later occupied by British author Neil Gaiman, who discussed the property—and allegations of sexual misconduct—in a February Rolling Stone interview, stating that he had purchased “the house where Albert Grossman lived, where the cover photo of “Bringing It All Back Home” was taken.” The Overlook did not receive a response from Gaiman to corroborate whether he is the current seller.
In its earlier life, the home was a weekend retreat for Manhattan lawyer Charles Chapman. In the 1930s, it passed to John H. Striebel, the illustrator of “Dixie Dugan,” a popular comic strip. His legendary parties—by some accounts wilder than anything in the Grossman era—inspired local lore.
Johnson, who represents the current owners, said she’s bound by a nondisclosure agreement and could not comment on them directly. “The property is held by an LLC,” she said. It is being offered through Sotheby’s International Realty.
The listing includes the main house—with its original bluestone walls, wide-plank floors, and Dutch doors—in addition to an array of outbuildings: a guest apartment with a stone hearth, a writer’s retreat with a full kitchen and bath, a meditation gazebo, and a converted barn. A second residence, known as the Farmhouse at Speare Road, offers four bedrooms in a more secluded setting.
Still present on the grounds are many relics of the Grossman era. “The vinyl collection of Albert’s is there,” Johnson said. “Albert’s speakers are there. His desk is there. Sally’s table is the dining table.”
Musicians came to the house not only to visit but to create. George Harrison once played guitar in the kitchen. Ginsberg described the home as a rare place of happiness from his youth.
“Everywhere you go around here, there’s some sort of story,” Johnson said. She paused before adding: “It’s kind of a Narnia experience.”
The listing comes at a time when interest real estate in the area remains high, particularly for properties with character and cultural provenance. But even in a region known for storied homes, this one stands apart.
To own this house, Johnson said, is “like owning a living piece of American music history—and stepping into it, every single day.”
Noah Eckstein is the editor-in-chief of The Overlook. Send correspondence to noah@theoverlooknews.com.