33 Greenbriar DriveChappaqua, NY 10514

Single Family · 3 Beds · 4 Full Baths · 6,115 Sq. ft. | 0.93 Acres
$2,499,000 Active
Brokerage Compensation
  • Broker Compensation: Yes

33 Greenbriar Drive Overview

Time on Site:
52 days

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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33 Greenbriar Drive Facts & Features

  • Type Single Family
  • Sq. ft. 6,115
  • Price/Sq.ft. $409
  • Lot 0.93 Acres

Details

General

Association/HOA

  • Association: No

School Information

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

Building Information

  • Year Built: 1977

Location/Region

  • County Or Parish: Westchester County
  • Postal City: Chappaqua

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • Tax Annual Amount: 52365
  • Tax Assessed Value: 23500
  • Tax Year: 2025

General Information

  • Exclusions: Outdoor lamps, all chandeliers, and ceiling frescoes
  • Parcel Number: 3489-099-006-00002-006-0000
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None

Interior

Parking Information

  • Garage Spaces: 2
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Half: 0
  • Bathrooms Total: 4
  • Bedrooms Total: 3

Building Interior

  • Building Area Source: Public Records
  • Building Area Total: 6115
  • Building Area Units: Square Feet

General Information

  • Appliances: Convection Oven,Cooktop,Dishwasher,Dryer,Gas Cooktop,Gas Range,Humidifier,Refrigerator,Stainless Steel Appliance(s),Washer,Gas Water Heater,Wine Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Bedroom,Gas,Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Heating: Baseboard
  • 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
  • Living Area: 6115
  • Living Area Source: Public Records
  • Other Equipment: Generator
  • Rooms Total: 12
  • Spa: Yes
  • Window Features: Double Pane Windows,Drapes,Screens

Exterior

Parking Information

  • Parking Features: Driveway,Garage,Garage Door Opener

Lot Information

  • Lot Size Acres: 0.93
  • Lot Size Square Feet: 40511
  • Water Source: Well

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Construction Materials: Shingle Siding
  • Patio And Porch Features: Patio,Terrace
  • Property Attached: No

General Information

  • Carport: No
  • Horse: No
  • Other Structures: Gazebo
  • Pool Features: Diving Board,Salt Water
  • Pool Private: Yes
  • Sewer: Septic Tank
  • Utilities: Cable Connected,Electricity Available,Natural Gas Connected,Propane,Water Available

33 Greenbriar Drive Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

33 Greenbriar Drive Market Data

Based on the last 30 days in this zip code

$1,684,983
Average List Price
$494
Average Price per Square Foot
14
Properties Sold
72
Average Days on Market
60
Properties for Sale
Calculations provided by Reliance Network

33 Greenbriar Drive History

Date Event Value Agent
5/8/2026Source: OneKey MLS Added to Database
May 08, 2026
Wendy Nolan
Listing Agent
Listing provided courtesy of Houlihan Lawrence Inc.Wendy Nolan- MLS# 973551MLS ProviderContact Information: 914-238-4766