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$2,499,000
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Property Description
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.
Full Property Details
Full Property Details for 33 Greenbriar Dr
General
- Price: $2,499,000
- Taxes: $52,365
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 973551
- Updated: 5/14/2026
- Added to Site: 66 day(s) ago
Interior
- Number of Rooms: 12
- 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
- Fireplace: Yes
- Number of Fireplaces: 4
- Fireplace(s): Bedroom, Gas, Wood Burning
- Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Gas Cooktop, Gas Range, Humidifier, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 3
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Diving Board, Salt Water
- Spa: Yes
Exterior
- Porch/Patio/Deck: Patio, Terrace
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Garage, Garage Door Opener
Location
- County: Westchester County
School Information
- High School District: Chappaqua
- Elementary School: Roaring Brook
- Middle School: Robert E Bell School
- High School: Horace Greeley High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Baseboard
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Cable Connected, Electricity Available, Natural Gas Connected, Propane, Water Available
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Shingle Siding
- Basement: Yes
- Basement Desc.: Finished
- Windows: Double Pane Windows, Drapes, Screens
- Building Size: 6115
- Square Feet: 6,115
- Sq. Ft. Source: Public Records
- Year Built: 1977
Additional Structures
- Other Structures: Gazebo
Lot Features
- Lot Size (Acres): 0.93
- Lot Size (Sq. Ft.): 40,511
Financial Considerations
- Taxes Include: Trash
- Tax Amount: $52,365
Disclosures and Reports
- Special Conditions: None
- Exclusions: Outdoor lamps, all chandeliers, and ceiling frescoes
- Property ID: 3489-099-006-00002-006-0000
Listed by Houlihan Lawrence Inc.
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Schools
Schools serving 33 Greenbriar Dr
School District:Chappaqua Central School District
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 33 Greenbriar Dr
Date
Details
Price
Change
Source
5/08/2026
Listed
$2,499,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 33 Greenbriar Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
100%
$23,500
—
2024
100%
$23,500
—
2020
-100%
$23,500
—
2020
$46,533
7%
$23,500
—
2018
$43,339
4%
$23,500
—
2017
$41,550
4%
$23,500
—
2017
$39,795
-9%
$23,500
—
2016
$43,824
7%
$23,500
—
2015
$41,094
—
$23,500
—
2013
$41,005
—
$23,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 33 Greenbriar Dr
33 Greenbriar Drive, Chappaqua, NY 10514 (MLS# 973551) is a Single Family property with 3 bedrooms and 4 full bathrooms. 33 Greenbriar Drive is currently listed for $2,499,000 and was received on May 08, 2026. Want to learn more about 33 Greenbriar Drive? Do you have questions about finding other Single Family real estate for sale in Chappaqua? You can browse all Chappaqua real estate or contact a Coldwell Banker agent to request more information.
