33 Greenbriar Drive • Chappaqua, NY 10514

$2,499,000 Beds: 3 • Baths: 4 full • Sq. Feet: 6115 • MLS ID: 973551 • Subdivision:School Dist: Chappaqua
Nestled in a beautiful wooded neighborhood in the highly-sought after Chappaqua school district, this stately 3-bedroom, 4-bathroom colonial with its stunning grounds is a rare find. Bursting with natural light and unique architectural features both inside and out, 33 Greenbriar Drive presents like an estate. A gorgeous home exterior greets you with Juliet balconies, cupolas topped with copper weathervanes, Belgian-block lined driveways, and a two car garage with a window. Inside the home, enter into a formal foyer with a grand curved staircase to the upper level. On the main floor, find an oversized eat-in kitchen with a Wolf gas stove, a Sub-Zero paneled fridge, and European mosaic work surrounded by an open dining and living area. Additionally, find a library with a gas fireplace and a large family room with vaulted ceilings and a Juliet balcony. French doors give access to the private, exquisite grounds at the back of the house, which are surrounded by acres of conserved land. A finished basement has abundant space for a recreation area or home office with doors to outside for a separate entry. Upstairs, find 3 bedrooms along with a gorgeous entertainment room complete with a wood-burning fireplace and a wet bar featuring a Viking wine fridge and custom wood cabinetry, perfect for gatherings. The primary suite includes a gas fireplace and an oversized closet and vanity room, and a bathroom with a shower, tub, and a standalone bidet. Outside, gorgeous landscaping and specimen trees fill the property with color and blooms, creating an unbeatable outdoor sanctuary along with a heated saltwater pool, a half basketball-court with spotlight, a fire pit area, two gazebos, an outdoor fire place, a shower grotto and changing area for the pool, a built-in propane grill for outside cooking, and an abundance of patio space. This home, in a private and quiet neighborhood, offers estate-style living in Chappaqua, packed with bespoke features both inside and out - an incredible opportunity! View this listing at: http://maryaddams.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 09, 2026


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