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MLS ID KEY1062928Last updated Oct 27, 2026

Single Family

1059-1061 Route 83

Active · Pine Plains · Dutchess County, NY 12567

Bedrooms
4 Beds
Bathrooms
7 Baths
Year built
1996
Est. monthly taxes
$6,109.42
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About this home

A great country house reveals itself through its relationship to the land, the proportions of its rooms, and the pleasure of spending time there. At Heron Hill, these qualities come together in a Greek Revival home set on 38 acres in Pine Plains, in the heart of Millbrook Hunt Country. The white clapboard facade, framed by rolling lawn and clipped boxwood, has a pleasing balance and quiet presence. A columned entrance establishes the house’s classical character, while the surrounding landscape opens to long views across fields and wooded hills. Within, the house offers a sequence of rooms that feel both substantial and intimate. Rich wood paneling, a coffered ceiling, and two wood-burning fireplaces lend warmth to the principal living space, where a curved staircase rises to a wood-paneled upper landing. A lacquered library provides a more secluded place to read or work, while the dining room and window-lined sunroom accommodate the sociable rhythms of country life. The kitchen is arranged around a generous island, with a breakfast area set beneath a broad arched window overlooking the grounds. Throughout the interiors, carefully selected materials complement the architecture, bringing individuality to rooms connected by consistent attention to scale and detail. Four bedrooms, a large playroom, four full bathrooms, and three half baths provide comfortable accommodation for guests. Along the rear of the house, a columned loggia creates a place to sit, dine, and take in the landscape. Beyond it, lawns give way to fenced fields, mature trees, and the hills in the distance. A freeform swimming pool, edged by a stone terrace, follows the natural character of the grounds, while a separate stable lends an unmistakable sense of country life. A two-car garage includes a one bedroom apartment above, ideal for guests or a caretaker. Heron Hill offers the enduring pleasures of a country home; welcoming rooms, thoughtful architectural detail, and a landscape that becomes part of daily life.

Listing snapshot

Days on site
5 days
Listed on MLS
Oct 23, 2026
Full baths
4
Half baths
3
Annual property tax (MLS)
$73,313
Tax year
2026
Area source (MLS)
Measured
Listing brokerage
Compass Greater NY, LLC
MLS ID
KEY1062928
Last updated
Oct 27, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1996
Garage
Yes
Garage spaces
2
Parking
Driveway
Water source
Well
Sewer
Septic Tank
Utilities
Cable Connected, Electricity Connected, Propane, Trash Collection Private

Interior features

Basement
Partially Finished
Heating
Natural Gas
Cooling
Central Air
Interior
First Floor Bedroom, Breakfast Bar, His and Hers Closets, Kitchen Island, Master Downstairs
Appliances
Range, Refrigerator, Stainless Steel Appliance(s)
Fireplaces
2

Exterior features

Architectural style
Estate
Construction materials
Clapboard
Private pool
Yes

Schools (MLS)

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

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Pine Plains · Dutchess County, NY 12567Show interactive map
1059-1061 Route 83

Pine Plains · Dutchess County, NY 12567

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.