This extraordinary Hudson Valley estate—known as The Retreat at Greentree—is a private, compound set on nearly 10 acres in Chester, NY, just one hour from Manhattan or 15 minutes by private helicopter. Spanning over 8,000 square feet, the residence combines luxury, privacy, and long-term sustainability in a way rarely seen on the market.
The main home features four private guest suites, four spa-inspired bathrooms, a chef’s kitchen with glacier-cut stone floors, multiple living rooms, and one-of-a-kind architectural details including reclaimed 18th-century wood and tongue-and-groove beamed ceilings. Several bathrooms offer amenities like a full steam shower, dry sauna, and meditation areas, while indoor planter zones support year-round growing of herbs and greens.
Outdoors, the estate offers resort-level features: a saltwater oxygenated pool, white sand beach, multiple cabanas, and open-air living and dining spaces. Beneath the beach lies a clay tennis court that can easily be restored. A private helipad provides direct access to NYC, the Hamptons, and beyond in under 30 minutes.
Surrounded by premier destinations like Glenmere Mansion, Bear Mountain, Warwick Valley wineries, and Legoland NY, this property is ideal for luxury buyers seeking a peaceful escape, second residence, or full-time private retreat.
The Retreat at Greentree offers more than a home—it’s a legacy property designed to stand the test of time.
For sale by owner
$3,795,000
19 Greentree Ln, Chester, NY 10918
5beds
8,202sqft
SingleFamily
Built in 1989
9 Acres Lot
$-- Zestimate®
$463/sqft
$-- HOA
What's special
Saltwater oxygenated poolWhite sand beachPrivate helipadArchitectural detailsMultiple cabanasDry saunaPrivate compound
What the owner loves about this home
The Retreat at Greentree so remarkable is the way it balances elegance with intention. Every feature—indoors and out—has a purpose, from the reclaimed wood used throughout the home to the spa-style bathrooms designed for wellness and relaxation. The layout flows with ease and privacy, making it ideal for entertaining guests or simply retreating from the outside world.
The outdoor experience is what sets this estate apart. A saltwater pool with oxygenated water filtration promotes natural skin health, while the surrounding white sand beach, outdoor bedrooms, and cabanas create the atmosphere of a world-class resort—yet it's entirely private. The original tennis court lies beneath the beach and can be restored with minimal effort, offering flexible lifestyle options for both relaxation and recreation.
With a private helipad, custom kitchen, multiple living spaces, and organic elements integrated throughout the design, this property isn’t just beautiful—it’s built for lasting peace of mind. The home feels secluded, timeless, and quietly powerful—perfect for someone seeking more than just luxury. It’s a sanctuary.
- 3 days
- on Zillow |
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- 53 |
Listing by:
(866) 799-7011
Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Heating
- Baseboard, Forced air, Heat pump, Radiant, Stove, Electric, Oil, Geothermal, Wood / Pellet
Cooling
- Central, Geothermal
Appliances
- Included: Dishwasher, Dryer, Freezer, Garbage disposal, Microwave, Range / Oven, Refrigerator, Washer
Features
- Flooring: Tile, Hardwood, Slate
- Basement: None
- Has fireplace: Yes
Interior area
- Total interior livable area: 8,202 sqft
Property
Parking
- Total spaces: 20
- Parking features: Carport, Garage - Attached
Features
- Exterior features: Stucco, Wood, Cement / Concrete
- Has spa: Yes
- Has view: Yes
- View description: Territorial, Water, Mountain
- Has water view: Yes
- Water view: Water
Lot
- Size: 9 Acres
Details
- Parcel number: 332089381661
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
Materials
- Wood
- Roof: Other
Condition
- New construction: No
- Year built: 1989
Community & HOA
Community
- Features: Doorman
Location
- Region: Chester
Financial & listing details
- Price per square foot: $463/sqft
- Tax assessed value: $1,278,900
- Date on market: 7/29/2025
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