33 Greenbriar Drive • Chappaqua, NY 10514

$2,499,000 Beds: 3 • Baths: 4 full • Sq. Feet: 6115 • MLS ID: 973551 • Subdivision:School Dist: Chappaqua
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. View this listing at: http://purvishukla.laffey.com/mls=973551

Property Features

  • Garage: 2
  • Taxes: $52,365
  • Basement: Yes
  • Formal Dining: Yes
  • Swimming Pool: Yes
  • Exterior: Shingle Siding
  • Lot Size: 0.93 Acres
  • Heating: Baseboard
  • Cooling: Central Air
  • Year Built: 1977
  • Fireplaces: 4
  • Water: Well
  • Sewer: Septic Tank
  • On Market Date: 2026-05-08
  • Appliances: Convection Oven,Cooktop,Dishwasher,Dryer,Gas Cooktop,Gas Range,Humidifier,Refrigerator,Stainless Steel Appliance(s),Washer,Gas Water Heater,Wine Refrigerator
  • Basement: Finished
  • Building Area Total: 6115
  • Exclusions: Outdoor lamps, all chandeliers, and ceiling frescoes
  • Fireplace Features: Bedroom,Gas,Wood Burning
  • Fireplace Y/N: Yes
  • GarageY/N: Yes
  • Interior Features: Bidet,Cathedral Ceiling(s),Ceiling Fan(s),Crown Molding,Eat-in Kitchen,Entrance Foyer,Formal Dining,Granite Counters,High Ceilings,Smart Thermostat,Storage,Walk-In Closet(s),Wet Bar
  • Attic: Pull Stairs,Scuttle
  • Included In Taxes: Trash
  • Other Structures: Gazebo
  • Parcel Number: 3489-099-006-00002-006-0000
  • Parking Features: Driveway,Garage,Garage Door Opener
  • Patio And Porch: Patio,Terrace
  • Pool Features: Diving Board,Salt Water
  • Rental Term: Monthly
  • Rooms Total: 12
  • Spa Y/N: Yes
  • Utilities: Cable Connected,Electricity Available,Natural Gas Connected,Propane,Water Available
  • Window Features: Double Pane Windows,Drapes,Screens

School Information

  • High School: Horace Greeley High School
  • Middle School: Robert E Bell School
  • Elementary School: Roaring Brook
  • School District: Chappaqua
Printed May 14, 2026


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