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MLS ID KEY973551Last updated Sep 18, 2026

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
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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

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Mount Pleasant · Westchester County, NY 10514Show interactive map
33 Greenbriar Drive

Mount Pleasant · Westchester County, NY 10514

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.