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367 Prospect Hill Road

Pine Plains, NY 12567
  • $8,475,000
  • STATUS: Active
  • MLS #: 882588
UPDATED: 37 min ago
$8,475,000
  • 6
    BEDS
  • 170
    ACRES
  • 7
    BATHS
  • 1
    1/2 BATHS
  • 12,418
    SQFT
  • $682
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1991
County:
Area:

Description

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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© 2025 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2025-12-05T19:18:09.7.
www.thisoldhudsonrealestate.com/homes/165437842
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367 Prospect Hill Road Pine Plains, NY 12567

  • Price: $8,475,000
  • Status: Active
  • On Site: Days
  • Updated: 37 min ago
  • MLS #: 882588
6
Beds
7
Baths
1
½ Baths
170
Acres
12,418
SQFT
$682
$/SQFT
1991
Built
Neighborhood:
Pine Plains
County:
Dutchess
Area:
Pine Plains
Elementary School:
Seymour Smith Intermediate Lrn Ctr
Middle School:
Stissing Mountain Junior/Senior High School
High School:
Stissing Mountain Jr/Sr High School
School District:
Pine Plains
Property Description
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.
Exterior Features

Architectural Style CabinOther Carport YN No Construction Materials Log Exterior Features Basketball CourtFire PitGardenOtherRain GuttersTennis Court(s) Garage YN Yes Patio And Porch Features CoveredDeckPorchWrap Around Pool Private YN No Property Attached YN No View Mountain(s)PanoramicPark/GreenbeltTrees/Woods Waterfront Features Pond Waterfront YN No

Interior Features

Additional Rooms Dining AreaHome OfficeLibrary/DenMedia Room Appliances DishwasherDryerExhaust FanFreezerGas CooktopGas RangeRefrigeratorWasher Attic Unfinished Basement Details Partial Basement YN Yes Cooling Central Air Fireplace Features BedroomFamily RoomLiving RoomWood Burning Fireplace YN Yes Fireplaces Total 6 Flooring HardwoodWood Interior Features First Floor BedroomFirst Floor Full BathBeamed CeilingsBreakfast BarBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Chefs KitchenDry BarEat-in KitchenEntrance FoyerHigh CeilingsHigh Speed InternetKitchen IslandPrimary BathroomNatural WoodworkOpen FloorplanOpen KitchenOriginal DetailsOtherStorageWalk Through KitchenWalk-In Closet(s)Washer/Dryer Hookup Laundry Features Laundry Room Rooms Total 17

Property Features

Association YN No Down Payment Resource YN No Heating DuctsForced AirPropaneOther Lease Considered YN No Listing Terms CashConventional Other Equipment GeneratorNegotiableOther Other Structures Barn(s)Garage(s)Guest HouseOutbuildingResidenceShed(s)Workshop Property Condition Actual Property Sub Type Single Family Residence Senior Community YN No Sewer Septic Tank Special Listing Conditions None Tax Annual Amount 41116.27 Tax Source Other Utilities Trash Collection PrivateUnderground Utilities Water Source Well

Listing courtesy of George Langa of Houlihan Lawrence Inc.: 845-677-6161
© 2025 OneKey MLS. All rights reserved.


© 2025 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2025-12-05T19:18:09.7.
 
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Hudson NY, 12534