NY
Orange
Chester
10918
19 Greentree Lane
19 Greentree Lane, Chester, NY 10918
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Listing Type
Single Family
Listing Status
Coming Soon
50
$3,400,000

Home Details for 19 Greentree Lane

Price
$3,400,000
Type
Residential
Bedrooms
4
Total Bathrooms
4
Full Bathrooms
4
Square feet
7750
Year built
1986
Lot size acres
8.4
County
Orange
Total rooms
16
Garage
2
MLS Listing#
988789
Property Description

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 approximately 14 minutes, redefining convenience at the highest level. The grounds unfold as a resort-caliber setting, anchored by a heated saltwater pool, three private cabanas, and a fully equipped outdoor kitchen with a dedicated dining space designed for effortless indoor outdoor living. A rare white sand beach introduces an unexpected element, creating a setting that feels more like a destination resort than a private residence. Inside, the home takes on a spa-like atmosphere, with wellness-driven features including a private sauna and spaces designed to restore and recharge. The primary suite is its own retreat, complete with a three-season room that extends the experience outdoors while maintaining complete privacy. A fully built-out home theater adds another layer to the lifestyle, bringing a true cinematic environment into the comfort of your own home. Beyond the property itself, the location adds another dimension. This is the perfect getaway for winter weekends, fall retreats, or summer escapes, surrounded by some of the Hudson Valley’s most sought-after destinations. Just minutes from LEGOLAND New York Resort, Woodbury Common Premium Outlets, Warwick Valley Winery & Distillery, local apple orchards throughout Warwick, Bear Mountain State Park for skiing and outdoor recreation, and the five-star Glenmere Mansion, the area offers a rare blend of recreation, luxury, and accessibility. Hiking, camping, fishing, skiing, biking, horseback riding, fine dining, and shopping are all within reach, creating a year-round lifestyle that is both active and refined. This is more than a residence. It is a fully realized compound, private, efficient, and architecturally significant, built for someone who values time, discretion, and a level of living that cannot be replicated.

Property Features
  • House Interior
    • Built-in Features
    • Cathedral Ceiling(s)
    • Eat-in Kitchen
    • Entrance Foyer
    • High Speed Internet
    • Kitchen Island
    • Natural Woodwork
    • Pantry
    • Recessed Lighting
    • Walk-In Closet(s)
  • Utilities
    • Cable Connected
    • Electricity Connected
    • Phone Connected
    • Propane
    • Water Connected
  • Parking
    • Driveway
    • Garage
    • Off Street
    • Private
  • Water Features
    • Public
    • Private
    • Well
  • Heating Information
    • Geothermal
    • Radiant Floor
  • Fire Place
    • Family Room
    • Free Standing
  • Cooling Information
    • Central Air
School Information
School Information for 19 Greentree Lane, Chester, NY 10918
Elementary School
Chester Elementary School
Middle School
Chester Academy-Middle/High School
High School
Chester Academy-Middle/High School
Listing Courtesy: Serhant LLC - 646-480-7665
Presented by: Jake Garay
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
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EXIT REALTY VENTURE
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845 999 3948
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