Single Family
33 Greenbriar Drive
Active · Mount Pleasant · Westchester County, NY 10514
- Bedrooms
- 3 Beds
- Bathrooms
- 4 Baths
- Year built
- 1977
- Est. monthly taxes
- $4,363.75
0 of 39 photos ready
About this home
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.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- May 8, 2026
- Full baths
- 4
- Half baths
- 0
- Annual property tax (MLS)
- $52,365
- Tax year
- 2025
- Area source (MLS)
- Public Records
- Listing brokerage
- Houlihan Lawrence Inc.
- MLS ID
- KEY973551
- Last updated
- Sep 18, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1977
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Driveway, Garage, Garage Door Opener
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- Cable Connected, Electricity Available, Natural Gas Connected, Propane, Water Available
Interior features
- Basement
- Finished
- Heating
- Baseboard
- Cooling
- Central Air
- Interior
- 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
- Fireplace
- Yes
- Fireplaces
- 4
Exterior features
- Architectural style
- Colonial
- Construction materials
- Shingle Siding
- Private pool
- Yes
Schools (MLS)
- Elementary school
- Roaring Brook
- Elementary school district
- Chappaqua
- Middle school
- Robert E Bell School
- Middle school district
- Chappaqua
- High school
- Horace Greeley High School
- High school district
- Chappaqua
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
