• MLS® #: 381469
  • 335 Carpenter Hill Road
  • Stanford, New York 12567
  • $5,400,000
  • 5 Beds, 6 Bath, 7654 SQ. Feet, 99.81 Acres
  • Residential
  • Office Phone:
  • Office Phone: () -

As you drive Dutchess County's winding country roads, the rising terrain and layered views take you into another world. Highcroft's meandering half-mile-long driveway invites you to forget civilization and enter the world of the nearly 100-acre country escape. The house was designed with comfort and luxury in mind. The wide, wrap-around porch offers panoramic views of distant mountain sunsets, pond, and sloping lawn rimmed with curved stone wall. A formal boxwood garden and a vegetable garden are near, and every corner of the porch offers spots for open-air dining and relaxing. A large butler's pantry doubles the size of the well-appointed kitchen. There are two dining rooms, one formal with fireplace and one informal and light-filled, a library and an elegant sitting room. In addition to a gracious bedroom and private living room, the master quarters include his and her offices, his and her bathroom/dressing rooms, private porch with fireplace, and one-of-a-kind outdoor shower. There are four additional bedrooms, two ensuite and two with a shared bath. From the fruit orchards to the working bee hives, Highcroft hums with farm life. The barn complex includes guest cottage and a spacious garage apartment and can be re-envisioned as anything from a music performance and recording studio or to an art or sports complex. 48 hours required for accompanied showings.

Essential Information

  • MLS® #381469
  • Price$5,400,000
  • Bedrooms5
  • Bathrooms6.00
  • Full Baths5
  • Half Baths2
  • Square Footage7,654
  • Acres99.81
  • Year Built1993
  • TypeResidential
  • Sub-TypeSingle Family Detached
  • StyleContemporary, Farmhouse
  • StatusACTIVE

Community Information

  • Address335 Carpenter Hill Road
  • SubdivisionNONE
  • CityStanford
  • CountyDutchess County
  • StateNew York
  • Zip Code12567


  • AmenitiesPool
  • FeaturesGuest House, Horse Property
  • ParkingA 3+ Car Gar, Detached, Garage
  • ViewMountain, Panoramic, Park-Like
  • WaterfrontPond, View
  • Has PoolYes
  • PoolIn-Ground Pool


  • InteriorTile, Wood, Slate
  • CoolingCeiling Fan
  • Has BasementYes
  • FireplaceYes
  • # of Fireplaces7
  • # of Stories2

Interior Features

9+ Foot Ceilings, French Doors, Gas Stove Connection, Icemaker Connection, Master Bath, Vaulted Ceilings, Washer Connection, Wet Bar, Walk-In Closets, All Window Treatments, Sliding Glass Doors, Some Window Treatments, Walk-up Attic


Countertop Range, Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Wall Oven, Washer, Water Softener


Forced Air, Oil, Propane, Central Heat


Concrete Floor, Crawl Space, Full, Interior Access, Unfinished


  • ExteriorWood, Stone
  • Lot DescriptionViews, Easements
  • RoofAsphalt Shingles
  • ConstructionWood
  • FoundationConcrete

Exterior Features

Barn, Deck, Gas/Propane Grill, Landscaped, Outside Lighting, Patio, Porch, Balcony, Cabana, Gazebo, In-Ground Pool, Storm Doors

School Information

  • DistrictPine Plains Central
  • MiddleOther


Seymour Smith Elementary School


Stissing Mountain Junior-Senior Hig

Additional Information

  • Date ListedMay 16th, 2019
  • Days on Market287
  • ZoningRR5
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