Recently Listed Open House 5/17 1:30pm - 3pm
33 Greenbriar Drive
Chappaqua, NY, 10514 $ 2,499,000
Bedrooms3 Baths4.0 Sq 6,115 Monthly Estimate*
$ 15,387
for $2,499,000 with 3 bedrooms and 4 full baths. This 6,115 square foot home was built in 1977 on a lot size of 0.93.
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.
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Open House
5/17/2026 1:30 PM - 3:00 PM
33 Greenbriar Drive Chappaqua, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities 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
Basement Finished
Total Fireplaces 4
Fireplace Features Bedroom Gas Wood Burning
Basement Features Finished
Basement (Y/N) Y
Window Features Double Pane Windows Drapes Screens
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 3
Total Baths 4
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GeneralSewer Septic Tank
Heating Baseboard
Cooling Central Air
Utilities Cable Connected Electricity Available Natural Gas Connected Propane Water Available
Appliances Convection Oven Cooktop Dishwasher Dryer Gas Cooktop Gas Range Humidifier Refrigerator Stainless Steel Appliance(s) Washer Gas Water Heater Wine Refrigerator
Garage Spaces 2
Patio/Porch Features Patio Terrace
Architectural Style Colonial
Pool Features Diving Board Salt Water
Construction Materials Shingle Siding
Exclusions Outdoor lamps all chandeliers and ceiling frescoes
Year Built 1977
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3489-099-006-00002-006-0000
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Gazebo
Total Rooms 12
Full Baths 4
High School Horace Greeley High School
City Mount Pleasant
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Roaring Brook
Property Attached Y/N N
Tax Annual Amount 52365
Middle/Junior High School Robert E Bell School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 23500
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ExteriorParking Features Driveway Garage Garage Door Opener Driveway Garage Garage Door Opener
Water Source Well
Spa Y
Building Area Total 6115
Waterfront Y/N N
Other Equipment Generator
Horse Y/N N
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* Excluded FeaturesList ByHoulihan Lawrence Inc.Broker
Affordability Calculator
- Monthly Principal & Interest
- $15,387
- Monthly Property Taxes
- $4,364
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chappaqua, NY
Average List Price $1,906,477
Percent of Sale Price 24%
About Chappaqua, NY 12,092 Population
2% Since 2002
$ 182,226 Median Income
45.37 Median Age
50% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892154 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/8/2026 | $2,499,000 | | Listed Price |