33 Greenbriar Drive, Chappaqua, NY

$2,249,000

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3

Beds

4

Baths

6,115

Square feet

0.93

Acres

About 33 Greenbriar Drive

Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods. This exceptional David Graham-designed 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.

Features of 33 Greenbriar Drive

MLS® # 973551
Price $2,249,000
Bedrooms 3
Bathrooms 4.00
Full Baths 4
Square Footage 6,115
Acres 0.93
Taxes $52,365
Year Built 1977
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Active

Community Information

Address 33 Greenbriar Drive
City Chappaqua
County Westchester County
State NY
Zip Code 10514
Adult 55+ Community No

Amenities

Utilities Cable Connected, Electricity Available, Natural Gas Connected, Propane, Water Available
Parking Driveway, Garage, Garage Door Opener
# of Garages 2
Is Waterfront No
Has Pool Yes
Pool Diving Board, Salt Water

Interior

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
Appliances Convection Oven, Cooktop, Dishwasher, Dryer, Gas Cooktop, Gas Range, Humidifier, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator
Heating Baseboard
Cooling Central Air
Has Basement Yes
Basement Finished
Fireplace Yes
# of Fireplaces 4
Fireplaces Bedroom, Gas, Wood Burning

Exterior

Windows Double Pane Windows, Drapes, Screens
Exterior Shingle Siding

School Information

District Chappaqua
Elementary Roaring Brook
Middle Robert E Bell School
High Horace Greeley High School

Additional Information

Date Listed May 7th, 2026
Days on Market 117
Short Sale No
RE / Bank Owned No

Listing Details

OfficeHoulihan Lawrence Inc.
Contact Info914-238-4766

Listing Map

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