147 Smith Clove Road, Woodbury

Rockbound - A Guggenheim House.

Set on 3.2 acres within the former Filer/Guggenheim Estate, Rockbound is a rare offering that seamlessly blends historic architecture with exceptional modern craftsmanship. Originally constructed as the estate's caretaker's residence and carriage house, the two structures were joined to create a single residence that has since undergone a meticulous six-year restoration, where architectural integrity was preserved, original details were celebrated, and every improvement was made with intention.

Original wide-plank floors, hand-carved beams, antique windows, stone fireplaces, and countless architectural details are preserved throughout, while carefully curated updates elevate every space. At the heart of the home, a fully renovated kitchen features imported tile, deVOL fixtures, custom windows, a professional six-burner range, heated European limestone floors, and an oversized soapstone island designed for gathering.

The home's layout unfolds through a series of distinctive living spaces including a formal den with fireplace, library, home office, media room, wine cellar, and flexible recreation areas, all organized around an interior courtyard that extends the living space outdoors. A dramatic catwalk overlooks the skylit dining room and leads to a private primary suite. In total, the home has four bedrooms and three and a half bathrooms.

The second story of the original carriage house is among the home's most remarkable spaces, where soaring ceilings, massive hand-carved beams, original three-over-eight windows, and an extraordinary stone fireplace create an unforgettable gathering room. An oversized landing opens directly to the pool terrace beyond.

Outside, the estate grounds continue to impress. A heated saltwater pool is surrounded by mature gardens, stone walls sourced from the property itself, and a 120-year-old productive grapevine. Historic outbuildings, including the original ice house and root cellar turned smokehouse, remain as enduring reminders of the property's rich history.

A rare combination of provenance, design, and turnkey living, Rockbound offers a unique opportunity to own one of the area's most distinctive homes.

Rockbound occupies a unique position where the landscape begins its transition to the rolling hills, forests, and small towns that define upstate living. Just 60 minutes from Manhattan, the location offers an exceptional balance of accessibility and lifestyle, with Storm King Art Center, Harriman and Bear Mountain State Parks, West Point, Woodbury Common, and the Hudson Valley's celebrated river towns, restaurants, and galleries all within easy reach.