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.
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Property Description
Nestled in a beautifully wooded neighborhood within the highly sought-after Chappaqua school district, this stately 3-bedroom (lives like a 5 bedroom), 4-bathroom colonial is bursting with natural light and distinctive architectural details, presenting like an estate. The striking exterior sets the tone with Juliet balconies, cupolas topped with copper weathervanes, Belgian-block lined driveways, and a two-car garage. Inside, a formal foyer with a grand curved staircase welcomes you to an thoughtfully designed main floor. The oversized eat-in kitchen features a Wolf gas stove, Sub-Zero paneled refrigerator, and European mosaic tilework, opening seamlessly to the dining and living areas. A library with a gas fireplace and a vaulted family room with its own Juliet balcony complete the main level. French doors lead to the private rear grounds, surrounded by acres of conserved land. The finished basement offers generous space for a recreation room or home office, with its own exterior entry. Upstairs, three bedrooms are complemented by a stunning entertainment room with a wood-burning fireplace and wet bar, complete with a Viking wine fridge and custom cabinetry, ideal for hosting. The primary suite features a gas fireplace, an oversized walk-in closet and vanity room, and a bathroom with a shower, soaking tub, and standalone bidet. Outside, specimen trees and lush landscaping create a spectacular setting for the heated saltwater pool, half basketball court with spotlight, fire pit, two gazebos, outdoor fireplace, pool shower grotto and changing area, built-in propane grill, and expansive patio. Private, quiet, and packed with exceptional features inside and out, this is estate-style living in Chappaqua 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: 5/10/2026
- Added to Site: 6 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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Listing agent
— 33 Greenbriar Dr —
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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
Tax History
Tax History for 33 Greenbriar Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$51,250
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.