14 Wyndclyffe Court
Rhinebeck, NY 12572

For Sale $4,250,000

  • 4 beds
  • 6 full, 3 half baths
  • 8,420 sqft
  • 8.6 acre lot size
  • Single Family
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 1 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 2 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 3 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 4 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 5 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 6 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 7 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 8 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 9 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 10 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 11 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 12 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 13 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 14 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 15 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 16 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 17 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 18 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 19 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 20 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 21 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 22 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 23 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 24 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 25 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 26 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 27 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 28 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 29 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 30 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 31 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 32 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 33 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 34 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 35 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 36 of 37
  • 14 Wyndclyffe Court, Rhinebeck, NY 12572 - Photo 37 of 37

More Property Details

Schedule An Appointment


Print Listing View Map
Tucked at the end of a quiet private road and set behind a long, tree-lined drive, the gated Wyndclyffe River Estate is a storied Hudson Valley sanctuary offering over 8 acres of privacy, beauty, and light. Overlooking a quiet cove and more than 450 feet of Hudson River frontage, this majestic estate is both a celebration of history and a modern refuge for inspired living. The main residence is a masterclass in estate living, effortlessly blending traditional form with a flowing, contemporary layout. Natural light pours through expansive windows, and nearly every room opens to views of the river or to serene outdoor living spaces. Sprawling in scale yet welcoming in feel, the home offers 4 bedrooms—including a private one-bedroom in-law suite—and an elevator that connects the levels for ease and comfort. Anchored by three wood-burning fireplaces, the main floor unfolds with a grand great room, vaulted-ceiling family room, formal dining area, and an eat-in kitchen—all designed with warmth, gathering, and flow in mind. The primary suite is a retreat unto itself, featuring dual en-suite bathrooms, a generous walk-in closet, and panoramic views of the Hudson. A luminous attached greenhouse creates a four-season connection to the land Downstairs, you'll find a home gym, sauna, family room, and guest suite with its own kitchenette and private deck—perfect for extended stays or multigenerational living. Outdoors, the pool and hot tub are poised for relaxation with unforgettable sunsets and river breezes as your backdrop. A crown jewel of the estate is the historic guest house, originally the carriage house of the famed Wyndclyffe Castle. Carefully restored to honor its 19th-century roots, it still features striking architectural elements from its days as horse stalls—offering a rare and soulful blend of past and present. The grounds are rich with mature gardens, stone paths, and sculpted terraces, all unfolding toward dramatic river vistas. Nestled on a peaceful cove and surrounded by established landscape, the property feels worlds away—yet is just 10 minutes from Rhinebeck Village and Amtrak. Wyndclyffe River Estate is more than a home and could easily be fabulous family compound. It's a place where history, modern living, and nature meet—and where every day feels like a quiet return to something rare and beautiful.

Listing Details

$4,250,000 $75,967 Active Single Family 416679 6/5/2025 712 Day(s) Ago

Property Details

14 Wyndclyffe Court Rhinebeck NY 12572 Dutchess 8,420 4 6 full, 3 half 3 Contemporary Finished Frame 2003

Location Details

8.6 Acres Views Attached No Yes

School Details

Rhinebeck Chancellor Livingston Bulkeley Rhinebeck

Heating, Cooling, & Utility Details

Propane Well Central Air

Amenities

Balcony Elevator High Ceilings Deck In Ground River Access Security System Skylight(s)

Broker Details

Upstate Down
Sign In
Forgot Password? Don't have an account? Click here to create one.
Register
Already have an account? Click here to sign in.
Forgot Password?
We will send you an email containing a link to reset your password.

Back