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367 Prospect Hill Road, Pine Plains, NY 12567

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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.

367 Prospect Hill Road | MLS# 882588

This single family home located at 367 Prospect Hill Road, Pine Plains, NY 12567 is currently listed for sale with an asking price of $8,475,000. This property was built in 1991 and has 6 bedrooms and 7 full and 1 partial baths with 12418 sq. ft. Prospect Hill Road is located within the Pine Plains school district. Search Pine Plains real estate on hillary-philpott.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Partial
Basement: Yes
Cooling: Central Air
Fireplaces: 6
Garage: 6
Heating: Ducts, Forced Air, Propane, Other
Home Style: Cabin, Other
Lot Size: 170.00 Acres
Taxes: $41,116
Year Built: 1991

Amenities

First Floor Bedroom
First Floor Full Bath
Beamed Ceilings
Breakfast Bar
Built-in Features
Cathedral Ceiling(s)
Ceiling Fan(s)
Chefs Kitchen
Dry Bar
Eat-in Kitchen
Entrance Foyer
High Ceilings
High Speed Internet
Kitchen Island
Primary Bathroom
Natural Woodwork
Open Floorplan
Open Kitchen
Original Details
Other
Storage
Walk Through Kitchen
Walk-In Closet(s)
Washer/Dryer Hookup
Basketball Court
Fire Pit
Garden
Other
Rain Gutters
Tennis Court(s)

Feature Descriptions

Appliances: Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Range, Refrigerator, Washer
Attic: Unfinished
Days on Site: 246
Exterior: Log
Fireplace Features: Bedroom, Family Room, Living Room, Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood, Wood
GarageY/N: Yes
Laundry: Laundry Room
On Market Date: 2025-07-01
Other Structures: Barn(s), Garage(s), Guest House, Outbuilding, Residence, Shed(s), Workshop
Patio And Porch: Covered, Deck, Porch, Wrap Around
Rental Term: Monthly
Rooms Total: 17
Sewer: Septic Tank
Special View Info: Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods
Utilities: Trash Collection Private, Underground Utilities
Water: Well
Waterfront Features: Pond

Local Schools

High School: Stissing Mountain Jr/Sr High School
Middle School: Stissing Mountain Junior/Senior High School
Elementary School: Seymour Smith Intermediate Lrn Ctr
School District: Pine Plains

Estimate Your Payment

Estimated Payment

$ 24,759.88 per month $18,861.68 Principal & Interest $3,426.33 Property Tax $2,471.88 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Houlihan Lawrence Inc.
Agency Contact: 845-677-6161

Shown By

Agent Name: Hillary Giuda-Philpott
Agent Phone: (607) 435-4238
Agency Title: Timberland Properties

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