19 Greentree LN Chester, NY 10918
UPDATED:
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Coming Soon
Purchase Type For Sale
Square Footage 7,750 sqft
Price per Sqft $438
MLS Listing ID 988789
Style Contemporary,Estate
Bedrooms 4
Full Baths 4
HOA Y/N No
Rental Info No
Year Built 1986
Annual Tax Amount $30,891
Lot Size 8.400 Acres
Acres 8.4
Property Sub-Type Single Family Residence
Source onekey2
Property Description
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.
Location
State NY
County Orange County
Interior
Interior Features Built-in Features, Cathedral Ceiling(s), Chefs Kitchen, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, High Speed Internet, Kitchen Island, Natural Woodwork, Open Kitchen, Original Details, Pantry, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Walk-In Closet(s), Washer/Dryer Hookup
Heating Geothermal, Radiant Floor
Cooling Central Air
Flooring Hardwood, Wood
Fireplaces Number 1
Fireplaces Type Family Room, Free Standing
Fireplace Yes
Appliance Dishwasher, Dryer, Freezer, Oven, Range, Refrigerator, Washer, Wine Refrigerator
Laundry Laundry Room
Exterior
Parking Features Driveway, Garage, Off Street, Private
Garage Spaces 2.0
Utilities Available Cable Connected, Electricity Connected, Phone Connected, Propane, Water Connected
Garage true
Private Pool Yes
Building
Sewer Septic Tank
Water Well
Level or Stories Three Or More
Structure Type Wood Siding
Schools
Elementary Schools Chester Elementary School
Middle Schools Chester Academy-Middle/High School
High Schools Chester
School District Chester
Others
Senior Community No
Special Listing Condition None
Nearby Locations
GET MORE INFORMATION
Broker Associate | License ID: 10301215748 NY
+1(631) 278-6987 | cyndimckenna1@gmail.com