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19 Greentree Lane, Chester, NY 10918

Chester
Local realty services provided by:CENTURY 21 Alliance Realty Group
19 Greentree Lane,Chester, NY 10918
$3,400,000
  • 4 Beds
  • 4 Baths
  • 7,750 sq. ft.
  • Single family
  • Active
Listed by: jake garay, david deberardinis
Office: serhant llc.
MLS#:988789
Source:OneKey MLS

Price summary

  • Price:$3,400,000
  • Price per sq. ft.:$414.63

About this home

Set behind a gated entrance with a private guard house and unfolding across 8.4 private acres, The Retreat at Greentree is a true estate in every sense, engineered for privacy, designed for lifestyle, and positioned as one of the most unique offerings in the Hudson Valley. A cascading waterfall greets you on arrival, establishing a sense of calm and separation from the outside world. From that moment forward, every detail reinforces the same idea. This property was built intentionally, without compromise. Originally designed by renowned architect Paul Rudolph, the residence carries a level of architectural pedigree rarely available. Spanning over 7,750 square feet, the home blends that design legacy with modern performance, including radiant heated floors, geothermal systems, and thoughtfully curated living spaces that feel both refined and highly functional. What truly sets this property apart is the lifestyle it delivers. A private helipad offers direct access to Manhattan in...

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Home facts

  • Year built:1986
  • Listing ID #:988789
  • Added:144 day(s) ago
  • Updated:September 15, 2026 at 02:52 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Full bathrooms:4
  • Rooms Total:16
  • Flooring:Hardwood
  • Dining Description:Eat-In Kitchen, Formal Dining
  • Kitchen Description:Chefs Kitchen, Dishwasher, Eat-in Kitchen, Freezer, Kitchen Island, Oven, Pantry, Range, Refrigerator
  • Living area:7,750 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Geothermal
  • Central air:Yes

Structure and exterior

  • Year built:1986
  • Building area:7,750 sq. ft.
  • Lot area:8.4 Acres
  • Architectural Style:Contemporary, Estate
  • Construction Materials:Wood Siding
  • Levels:3 Story

Schools

  • High school:Chester Academy-Middle/High School
  • Middle school:Chester Academy-Middle/High School
  • Elementary school:Chester Elementary School

Utilities

  • Water:Well
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$3,400,000
  • Price per sq. ft.:$414.63
  • Tax amount:$30,892 (2025)

Features and amenities

  • Appliances:Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer
  • Laundry features:Dryer, Washer, Washer/Dryer Hookup
  • Amenities:Cathedral Ceiling(s), Entrance Foyer, High Speed Internet, Walk-In Closet(s)

Parking

  • Parking description:Driveway, Garage, Off Street, Private
  • Garage:Yes
  • Garage spaces:2
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