• MLS® #: 381469
  • 335 Carpenter Hill Road
  • Stanford, New York 12567
  • $4,950,000
  • 5 Beds, 6 Bath, 7654 SQ. Feet, 99.81 Acres
  • Residential
  • Office Phone:
  • Office Phone: () -

Highcroft is a gorgeous property with all the attributes you would expect from an outstanding country estate...a safe, secure and secluded sanctuary that provides the discerning buyer with an opportunity for a complete change in lifestyle. Cradled in the center of a splendid 100-acre haven in Northern Dutchess County, Highcroft is a serene compound, making it the perfect answer to the family seeking to retreat from life in the City. The main house is built for comfort and luxury. There is a gracious ground-floor master suite with two fireplaces, dressing rooms, a large covered stone porch and an outdoor shower. Two large ground-floor offices, compete with high-speed communications, make it easy to work from home. There are four additional bedrooms upstairs, two of them ensuite. The kitchen, pantries and dining areas adjoin a library and handsome sitting room. There is also a three-bedroom guest house for extended family, as well as an apartment for an optional caretaker, adjacent to a King Construction barn. While designed with horses in mind, all facilities are built to a standard that they can be repurposed as recreational spaces, gym, home theatre or recording studios. Highcroft is also beautifully situated. It is reached by a long drive framed by a stream, ornamental cherry trees and mature sugar maples. There are panoramic vistas of the mountains, a pond and a lawn with stone walls and plantings, including hedges, peonies, perennial and vegetable gardens. The property is crossed by stone walls and grassy trails suitable for walking, riding and winter sports. A bluestone heated pool with pergola adjoins park-like land. The property exudes self-sufficiency, with a chicken coop, working beehives, resident ducks, a stocked pond and a fruit orchard. Highcroft is close to some of the East Coast's best boarding and day schools, as well as several ski resorts. It's simply perfect for a buyer seeking safety, security, and a supremely comfortable country life. 48 hours required for accompanied showings.

Essential Information

  • MLS® #381469
  • Price$4,950,000
  • 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


  • InteriorSlate, Tile, Wood
  • CoolingCeiling Fan
  • Has BasementYes
  • FireplaceYes
  • # of Fireplaces7
  • # of Stories2

Interior Features

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


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


Central Heat, Forced Air, Oil, Propane


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


  • ExteriorStone, Wood
  • Lot DescriptionEasements, Views
  • RoofAsphalt Shingles
  • ConstructionWood
  • FoundationConcrete

Exterior Features

Balcony, Barn, Cabana, Deck, Gas/Propane Grill, Gazebo, In-Ground Pool, Landscaped, Outside Lighting, Patio, Porch, 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 Market497
  • ZoningRR5
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