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Rachel Rudin
Licensed Real Estate Salesperson
REALTOR®
(516) 359-0453

33 Greenbriar Drive, Chappaqua, NY 10514

$2,249,000
  • 33 Greenbriar Drive, Chappaqua, NY 10514 Main Photo

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Rachel Rudin
Call: (516) 359-0453
Text: (516) 359-0453

BEDS3 BATHS4 full SQUARE FEET6,115 MLS#973551
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLChappaqua

Property Description

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.

33 Greenbriar Drive | MLS# 973551

This single family home located at 33 Greenbriar Drive, Chappaqua, NY 10514 is currently listed for sale with an asking price of $2,249,000. This property was built in 1977 and has 3 bedrooms and 4 full baths with 6115 sq. ft. Greenbriar Drive is located within the Chappaqua school district. Search Chappaqua real estate on rachelrudin.laffey.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished
Cooling: Central Air
Fireplaces: 4
Garage: 2
Heating: Baseboard
Home Style: Colonial
Lot Size: 0.93 Acres
Taxes: $52,365
Year Built: 1977

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

Feature Descriptions

Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Gas Cooktop, Gas Range, Humidifier, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator
Attic: Pull Stairs, Scuttle
Building Area Total: 6115
Days on Site: 156
Exclusions: Outdoor lamps, all chandeliers, and ceiling frescoes
Exterior: Shingle Siding
Fireplace Features: Bedroom, Gas, Wood Burning
Fireplace Y/N: Yes
Formal Dining: Yes
GarageY/N: Yes
Included In Taxes: Trash
On Market Date: 2026-05-08
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
Sewer: Septic Tank
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Available, Natural Gas Connected, Propane, Water Available
Water: Well
Window Features: Double Pane Windows, Drapes, Screens

Local Schools

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

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Estimated Payment

$ 10,025.01 per month $5,005.30 Principal & Interest $4,363.75 Property Tax $655.96 Homeowner's Insurance

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Listed By / Shown By

Listing By

Agency Name: Houlihan Lawrence Inc.
Agency Contact: 914-238-4766

Shown By

Agent Name: Rachel Rudin
Agent Phone: (516) 359-0453
Agency Title: Laffey Real Estate

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