367 Prospect Hill Road, Pine Plains, NY

$8,475,000

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6

Beds

8

Baths

12,418

Square feet

170.00

Acres

About 367 Prospect Hill Road

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.

Features of 367 Prospect Hill Road

MLS® # 882588
Price $8,475,000
Bedrooms 6
Bathrooms 8.00
Full Baths 7
Half Baths 1
Square Footage 12,418
Acres 170.00
Year Built 1991
Type Residential
Sub-Type Single Family Residence
Style Cabin, Other
Status Active

Community Information

Address 367 Prospect Hill Road
City Pine Plains
County Dutchess County
State NY
Zip Code 12567

Amenities

Utilities Trash Collection Private, Underground Utilities
# of Garages 6
View Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods
Is Waterfront Yes
Waterfront Pond
Has Pool No

Interior

Interior Hardwood, Wood
Interior Features 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
Appliances Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Range, Refrigerator, Washer
Heating Ducts, Forced Air, Propane, Other
Cooling Central Air
Fireplace Yes
# of Fireplaces 6
Fireplaces Bedroom, Family Room, Living Room, Wood Burning
Has Basement Yes
Basement Partial

Exterior

Exterior Features Basketball Court, Fire Pit, Garden, Other, Rain Gutters, Tennis Court(s)
Construction Log

School Information

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

Additional Information

Date Listed July 1st, 2025
Days on Market 113
Short Sale No
RE / Bank Owned No

Listing Details

OfficeHoulihan Lawrence Inc.
Contact Info845-677-6161

Listing Map

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