367 Prospect Hill RoadPine Plains, NY 12567

Single Family · 6 Beds · 7 Full Baths · 1 Half Bath · 12,418 Sq. ft. | 170.00 Acres
$7,500,000 Active
Brokerage Compensation
  • Broker Compensation: Yes

367 Prospect Hill Road Overview

Time on Site:
363 days

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 eighteen. 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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367 Prospect Hill Road Facts & Features

  • Type Single Family
  • Sq. ft. 12,418
  • Price/Sq.ft. $604
  • Lot 170.00 Acres

Details

General

Association/HOA

  • Association: No

School Information

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

Building Information

  • Year Built: 1991

Location/Region

  • County Or Parish: Dutchess County
  • Postal City: Pine Plains

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • Tax Annual Amount: 41116.27
  • Tax Year: 2024

General Information

  • Listing Terms: Cash,Conventional
  • Property Condition: Actual
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None

Interior

Parking Information

  • Garage Spaces: 6
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 7
  • Bathrooms Half: 1
  • Bathrooms Total: 8
  • Bedrooms Total: 6

Building Interior

  • Building Area Units: Square Feet

General Information

  • Appliances: Dishwasher,Dryer,Exhaust Fan,Freezer,Gas Cooktop,Gas Oven,Gas Range,Refrigerator,Washer
  • Cooling: Central Air
  • Fireplace Features: Bedroom,Family Room,Living Room,Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 6
  • Flooring: Hardwood,Wood
  • Heating: Ducts,Forced Air,Propane,Other
  • 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
  • Laundry Features: Laundry Room
  • Living Area: 12418
  • Living Area Source: Plans
  • Other Equipment: Generator,Negotiable,Other
  • Rooms Total: 17

Exterior

Parking Information

  • Parking Features: Detached

Lot Information

  • Lot Features: Cleared,Garden,Landscaped,Other,Part Wooded,Private,Rolling Slope,Secluded,Sloped,Views,Waterfront,Wooded
  • Lot Size Acres: 170
  • Water Source: Well

Waterfront/View

  • View: Mountain(s),Panoramic,Park/Greenbelt,Trees/Woods
  • Waterfront Features: Pond
  • Waterfront: Yes

Building Exterior/Construction

  • Architectural Style: Cabin,Other
  • Construction Materials: Log
  • Patio And Porch Features: Covered,Deck,Porch,Wrap Around
  • Property Attached: No

General Information

  • Carport: Yes
  • Exterior Features: Basketball Court,Fire Pit,Garden,Other,Rain Gutters,Tennis Court(s)
  • Other Structures: Barn(s),Garage(s),Guest House,Outbuilding,Residence,Shed(s),Workshop
  • Pool Private: No
  • Sewer: Septic Tank
  • Utilities: Trash Collection Private,Underground Utilities

367 Prospect Hill Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

367 Prospect Hill Road Market Data

Based on the last 30 days in this zip code

$2,012,562
Average List Price
$589
Average Price per Square Foot
2
Properties Sold
128
Average Days on Market
32
Properties for Sale
Calculations provided by Reliance Network

367 Prospect Hill Road History

Date Event Value Agent
6/12/2026Source: OneKey MLS Price Reduction
$7,500,000 -3.2%
George Langa
Listing Agent
5/4/2026Source: OneKey MLS Price Reduction
$7,750,000 -8.6%
George Langa
Listing Agent
7/31/2025Source: OneKey MLS Added to Database
July 01, 2025
George Langa
Listing Agent
Listing provided courtesy of Houlihan Lawrence Inc.George Langa- MLS# 882588MLS ProviderContact Information: 845-677-6161