19 Greentree Lane, Chester, NY 10918

Local realty services provided by:Better Homes and Gardens Real Estate Green Team
19 Greentree Lane,Chester, NY 10918
$3,400,000
  • 4 Beds
  • 4 Baths
  • - sq. ft.
  • Single family
  • Coming Soon
Listed by: jake garay, david deberardinis
Office: serhant llc.
MLS#:988789
Source:OneKey MLS

Price summary

  • Price:$3,400,000

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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ).
 I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1986
  • Listing ID #:988789
  • Added:1 day(s) ago
  • Updated:April 24, 2026 at 01:42 PM

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

Heating and cooling

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

Structure and exterior

  • Year built:1986
  • 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
  • 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
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID <lastMLSCheckTimestamp>. OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.