33 Greenbriar Drive, Chappaqua, NY 10514

• 3 beds |
• 4 baths |
• 6,115 sqft

Property Description

Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods, this exceptional luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both tranquility and convenience, just minutes to Metro North, downtown Chappaqua, and Chappaqua Crossing featuring Whole Foods Market and Life Time. Living like a 5-bedroom home, this luxury home for sale in Chappaqua showcases exceptional craftsmanship throughout with Juliet balconies, copper-topped cupolas, Belgian block-lined driveways, soaring ceilings, custom millwork, and walls of glass that flood the interiors with natural light. A dramatic curved staircase welcomes you into elegant yet comfortable living spaces designed for both everyday living and sophisticated entertaining. The chef’s kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and European mosaic tilework, seamlessly connecting to the formal and casual gathering spaces. Highlights include a sophisticated library with gas fireplace, a stunning vaulted family room, and an impressive entertainment lounge with a wood-burning fireplace, wet bar, Viking wine refrigerator, and custom built-ins. The luxurious primary suite offers a gas fireplace, oversized dressing room, and spa-inspired bath, delivering the ultimate private retreat. Outside, the property lives like a private resort with a heated saltwater pool, outdoor fireplace, expansive patios, built-in grill, fire pit, poolside grotto with shower and changing area, gazebos, and a half basketball court with spotlighting. This exceptional Chappaqua estate offers luxury living, privacy, and resort-style amenities in one of Westchester’s most sought-after communities, known for top-rated schools, vibrant downtown, and easy NYC commute. A rare opportunity to experience estate-style living and the quintessential Chappaqua lifestyle at its finest.

Listing Status:

Active

Data Last Updated:

June 25, 2026 at 3:22PM

Listing Office:

Houlihan Lawrence Inc. : 914-238-4766

MLS ID:

973551

Interior

• General: BidetCathedral Ceiling(s)Ceiling Fan(s)Crown MoldingEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsSmart ThermostatStorageWalk-In Closet(s)Wet Bar
• Appliances: Convection OvenCooktopDishwasherDryerGas CooktopGas RangeHumidifierRefrigeratorStainless Steel Appliance(s)WasherGas Water HeaterWine Refrigerator
• Basement: Finished
• A/C: Central Air
• Heating: Baseboard
• Fireplace: BedroomGasWood BurningFireplaceFireplaces: 4

Exterior

• Style: Colonial
• Other Structures: GazeboTerracePatio
• Pool: Diving BoardSalt Water
• Parking: DrivewayGarageGarage Door Opener

Construction

• Windows: Double Pane WindowsDrapesScreens

Location

• Originating MLS: onekey2
• School District: Chappaqua
• County: Westchester County

Lot

• Zoning: 3489-099-006-00002-006-0000

Utilities

• Utilities: Cable ConnectedElectricity AvailableNatural Gas ConnectedPropaneWater Available
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2
• Exclusions: Outdoor lampsall chandeliersand ceiling frescoes