On the Market: Four Celebrity Homes for Sale in the Hudson Valley

The Hudson Valley and Catskills region has become a celebrity magnet over the years—and honestly, it’s easy to see why. With our gorgeous views, charming towns, and laid-back vibe, it’s the perfect escape for those seeking privacy. Some pretty big names have called this area home, like Paul Rudd and Jeffrey Dean Morgan (they even own a cute little candy shop in Rhinebeck), Robert De Niro, Daniel Craig and Rachel Weisz, Liev Schreiber, Blake Lively and Ryan Reynolds, Glenn Close, Uma Thurman and Matt Damon.

In this special feature, we take a look at some of the stunning celebrity-listed properties currently on the market—each one offering a glimpse into the luxurious lifestyles of their famous owners. From rock stars to screen icons – let’s take a peek inside!

Jackie Gleason’s UFO-Inspired Westchester Estate Lands on the Market

196 Furnace Dock Road Cortlandt Manor, NY | See Listing Here
Contact Listing Agent: Heidi Henshaw of Corcoran | [email protected] | 914.224.1498

Comedy legend Jackie Gleason’s one-of-a-kind “Mothership” home is up for grabs—and it’s just as out-of-this-world as you’d expect. Tucked away on nearly 9 private acres in Cortlandt Manor, this mid-century modern marvel was custom-built in 1959 to resemble a flying saucer, reflecting Gleason’s fascination with aliens. The $5.5M property includes three unique structures: the iconic round “Mothership” with soaring ceilings, curved woodwork, Italian marble floors, and original retro bars; a spaceship-like guest cottage; and a charming 1930s stone colonial. Designed for entertaining (think shuffleboard, marble dance floor, and legendary parties), yet peaceful and surrounded by nature, this is a true Hudson Valley time capsule—just an hour from NYC. Simply put, “How sweet it is.” Photos by James Gagliardi and Chris Kiely.

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Rock Star Retreat: B-52s’ Kate Pierson Lists Her Woodstock Hideaway

40 Mink Hollow Road Woodstock NY | View Listing Here
Contact Listing agent: Jason Nadeau of Compass |  [email protected] | 917-697-3669

Singer, songwriter Kate Pierson of the B-52s just put her Woodstock retreat on the market—and it’s as perfect as you’d expect. Tucked away on 2 lush acres along iconic Mink Hollow Road, Kate’s Lazy Cabin is a cozy, vintage-inspired escape filled with charm, creativity, and artistic flair. Co-owned with artist Monica Coleman, the home features warm wood tones, whimsical details, recent bathroom updates, central air, and a vaulted kitchen. Outside, enjoy a large fenced yard perfect for pets or peaceful lounging. Whether you’re after a weekend getaway, a full-time home, or your own creative haven, this is a rare chance to own a piece of rock ‘n’ roll history in one of the Hudson Valley’s most storied towns. Read our EXCLUSIVE INTERVIEW with Kate Pierson here.

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Joan Osborne’s 36-Acre Catskills Retreat Is On the Market

Birdland: 578 Bethlehem Road Callicoon Center, NY | View Listing Here
Contact Listing Agent: Jennifer Grimes of Country House Realty | 845-593-9524

After 25 years, Grammy-nominated singer Joan Osborne is parting with her beloved Catskills sanctuary—a peaceful, 36-acre escape filled with woods, a pond, and history. Tucked off one of the area’s most scenic country roads, the property features a spacious modern farmhouse with soaring ceilings, a sun-drenched kitchen, a cozy fireplace, screened porch, broad deck, and even an outdoor shower. Highlights include a primary suite with spa-like bath, a finished attic with endless creative potential, and a large swimming pond with its own shaded dock. With fruit trees, stone walls, and bird-filled skies, this is the ultimate nature lover’s dream—and a rare opportunity to own a truly soulful slice of the Catskills.

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Renamor: A One-of-a-Kind Legacy Estate in Tuxedo Park

And sometimes, a property is more famous then its owners…

120 Ridge Road, Tuxedo Park, New York | See Listing Here
Contact Listing Agent: Richard Ellis of Sotheby’s International Realty | [email protected] | 914.393.0438

Now on the market for the first time in over 30 years, Renamor is a rare gem—a grand, historic estate on 151 private acres in exclusive Tuxedo Park, the largest property ever offered in the community. Built in 1928 in the romantic French Provincial style, the 22,000+ square foot estate blends timeless elegance with modern sustainability, operating entirely off-grid with solar and geothermal power. The property includes a stunning main residence, guest house, and carriage house, plus a boathouse on Tuxedo Lake, spa/pool house, tea house, and more—totaling 16 bedrooms, 20 bathrooms, and 19 fireplaces. With space for both intimate living and large-scale entertaining, Renamor is not just a home, but a once-in-a-generation lifestyle estate—only 40 miles from NYC.  The original owners of the Renamor estate were George S. Amory and M. Renee Carhart Amory, who blended their names to create the estate’s name. After them, the property was lovingly restored and maintained by the late financier and philanthropist Robert S. Dow, who was also an Olympic saber fencer who represented the U.S. in the 1972 Munich Games.

Will you be the next owner of these star-studded estates? #carpediem