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Street View
$2,249,000
Monthly Est:$11,194
3 Beds
- 4 Baths
4 full baths
6,115sqft
33 Greenbriar Dr, Chappaqua, NY 10514
$2,249,000
$11,194/moEst:
Get Pre-Approved
Single Family Residence
Built in 1977
$-- HOA
40,511 sqft lot
$368/sq.ft
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.
- Houzeo last checked: 15 minutes ago
- Listing updated: September 18, 2026 at 3:47 pm
- Listing Provided by: Wendy Nolan (914) 610-6334 | Houlihan Lawrence Inc. (914) 238-4766
- Source: OneKey MLS-NY | MLS#: 973551

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1977
HOA Fees
-
Finished Area
6,115 sqft
Lot Size
40,511 sqft lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
973551
MLS Status
Active
Days on Market
166
Cumulative Days on Market
133

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 4
Interior
Cooling
Central Air
Heating
Baseboard
Window Features
Double Pane Windows, Drapes, Screens
Sewer
Septic Tank
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
Construction
Year Built
Year Built: 1977
Home type
Single Family Residence
Construction Materials
Shingle Siding
Architectural Style
Colonial
Utilities & Energy
Water Source
Well
Basement
Finished
Utilities
Cable Connected, Electricity Available, Natural Gas Connected, Propane, Water Available
Pool Features
Diving Board, Salt Water
Fireplace Features
Bedroom, Gas, Wood Burning
Parking Features
Driveway, Garage, Garage Door Opener
Other Features
Patio And Porch Features
Patio, Terrace
Price History
| Date | Event | Price |
|---|---|---|
08/14/2026 Source: | Price Decreased | $2,249,000 -10.00% $368/sqft |
05/08/2026 Source: | Listed for Sale | $2,499,000 $409/sqft |
Nearby Homes
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Based on information from OneKey MLS, through Oct 22, 2026, 06:16AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
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