367 Prospect Hill Road

Pine Plains, NY 12567 Directions
$8,475,000
  • 6Bed
  • 7/1Baths
  • 12,418Sqft
  • 170Acres
  • 1991Built
  • $682Price/Sqft

Property Highlights

  • Elementary: Seymour Smith
  • Mid. School: Stissing Mountain Junior/senior High School
  • High School: Stissing Mountain Jr/sr High School
  • View: Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods
  • Days on Market: 169
  • MLS: 882588

Property Highlights

  • Elementary: Seymour Smith
  • Mid. School: Stissing Mountain Junior/senior High School
  • High School: Stissing Mountain Jr/sr High School
  • View: Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods
  • Days on Market: 169
  • MLS: 882588

First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation, the property offers spectacular panoramic views of the Catskills and Taconic Hills from sunrise to sunset. With hand-hewn luxury reminiscent of Ralph Lauren’s aesthetic, the log-and-stone main residence features wraparound porches, a great room with...

Property Highlights

  • Elementary: Seymour Smith
  • Mid. School: Stissing Mountain Junior/senior High School
  • High School: Stissing Mountain Jr/sr High School
  • View: Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods
  • Days on Market: 169
  • MLS: 882588

First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation, the property offers spectacular panoramic views of the Catskills and Taconic Hills from sunrise to sunset. With hand-hewn luxury reminiscent of Ralph Lauren’s aesthetic, the log-and-stone main residence features wraparound porches, a great room with a dramatic stone fireplace, a chef’s eat-in kitchen with Sub-Zero and Wolf appliances, a media room, a billiard room, and a luxurious primary suite with a fireplace and sunset terrace. The main house can accommodate ten people. Each of the three guest cabins, connected by a breezeway, features a fireplace, stone shower, kitchenette, and porch. In total, the guest quarters can accommodate twelve. Incredible amenities include a triple-height sports barn with an indoor sport court featuring pickleball, basketball, badminton, volleyball, a full gym, and a bonus arcade area. In addition, the sports barn can easily be converted into a large-format home theater. Additional outdoor features include an elevated paddle/pickleball court, a fillable freshwater swimming hole, a stocked pond, a full football/soccer field, six heated wildlife-watching perches, hiking trails, and an orchard with apples, peaches, sweet and sour cherry trees, blueberries, raspberries, and a cutting garden with a firepit. The compound also includes a party barn, a fish and game room, a separate office, and a grassy courtyard for croquet, bocce, and picnics. Ninety acres are professionally farmed by a local farmer. Ideally located close to Metro-North, Mashomack Preserve and Polo Club, Tamarack Preserve Club, and Orvis Sandanona, as well as the towns of Millbrook, Millerton, Pine Plains, Rhinebeck, and more. Unmatched privacy and resort-style living in the heart of the Hudson Valley.

First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation, the property offers spectacular panoramic views of the Catskills and Taconic Hills from sunrise to sunset. With hand-hewn luxury reminiscent of Ralph Lauren’s aesthetic, the log-and-stone main residence features wraparound porches, a great room with a dramatic stone fireplace, a chef’s eat-in kitchen with Sub-Zero and Wolf appliances, a media room, a billiard room, and a luxurious primary suite with a fireplace and sunset terrace. The main house can accommodate ten people. Each of the three guest cabins, connected by a breezeway, features a fireplace, stone shower, kitchenette, and porch. In total, the guest quarters can accommodate twelve. Incredible amenities include a triple-height sports barn with an indoor sport court featuring pickleball, basketball, badminton, volleyball, a full gym, and a bonus arcade area. In addition, the sports barn can easily be converted into a large-format home theater. Additional outdoor features include an elevated paddle/pickleball court, a fillable freshwater swimming hole, a stocked pond, a full football/soccer field, six heated wildlife-watching perches, hiking trails, and an orchard with apples, peaches, sweet and sour cherry trees, blueberries, raspberries, and a cutting garden with a firepit. The compound also includes a party barn, a fish and game room, a separate office, and a grassy courtyard for croquet, bocce, and picnics. Ninety acres are professionally farmed by a local farmer. Ideally located close to Metro-North, Mashomack Preserve and Polo Club, Tamarack Preserve Club, and Orvis Sandanona, as well as the towns of Millbrook, Millerton, Pine Plains, Rhinebeck, and more. Unmatched privacy and resort-style living in the heart of the Hudson Valley.

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  • Additional Information
    • Basement Description: Partial
    • Days On Market: 169
    • Elementary School: Seymour Smith Intermediate Lrn Ctr
    • Elementary School District: Pine Plains
    • High School: Stissing Mountain Jr/Sr High School
    • Living Area SqFt: 12418
    • Middle School: Stissing Mountain Junior/Senior High School
    • On Market Date: 2025-07-01
    • Sewer: Septic Tank
    • Style: Cabin, Other
    • Tax Amount: $41,116
    • Type: Residential
    • Utilities: Underground Utilities
    • View: Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods
    • Year Built: 1991
  • Interior/Exterior Features
    • Appliances Included: Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Range, Refrigerator, Washer
    • Beds: 6
    • Construction Materials: Log
    • Cooling: Central Air
    • Exterior Features: Basketball Court, Fire Pit, Garden, Other, Rain Gutters, Tennis Court(s), Covered, Deck, Porch, Wrap Around
    • Flooring: Hardwood, Wood
    • Full Baths: 7
    • Heat: Forced Air, Propane, Other
    • Interior Features: Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Dry Bar, Eat-in Kitchen, Entrance Foyer, High Ceilings, High Speed Internet, Kitchen Island, Natural Woodwork, Open Floorplan, Other, Storage, Walk-In Closet(s)
    • Rooms: 17
Listing Courtesy of George Langa of Houlihan Lawrence Inc.
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