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 beautifully wooded neighborhood within the highly sought-after Chappaqua school district, this stately 3-bedroom(lives like 5), 4-bathroom colonial is a rare find. Bursting with natural light and distinctive architectural details, 33 Greenbriar Drive presents like an estate.The striking exterior sets the tone with Juliet balconies, cupolas topped with copper weathervanes, Belgian-block lined driveways, and a two-car garage. Inside, a formal foyer with a grand curved staircase welcomes you to an thoughtfully designed main floor. The oversized eat-in kitchen features a Wolf gas stove, Sub-Zero paneled refrigerator, and European mosaic tilework, opening seamlessly to the dining and living areas. A library with a gas fireplace and a vaulted family room with its own Juliet balcony complete the main level. French doors lead to the private rear grounds, surrounded by acres of conserved land.The finished basement offers generous space for a recreation room or home office, with its own exterior entry. Upstairs, three bedrooms are complemented by a stunning entertainment room with a wood-burning fireplace and wet bar, complete with a Viking wine fridge and custom cabinetry, ideal for hosting. The primary suite features a gas fireplace, an oversized walk-in closet and vanity room, and a spa-like bath with a shower, soaking tub, and standalone bidet.Outside, specimen trees and lush landscaping create a spectacular setting for the heated saltwater pool, half basketball court with spotlight, fire pit, two gazebos, outdoor fireplace, pool shower grotto and changing area, built-in propane grill, and expansive patio. Private, quiet, and packed with exceptional features inside and out, this is estate-style living in Chappaqua at its finest. View this listing at: http://constantinoscontoudis.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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