2 Whippoorwill Close, Chappaqua, NY

$1,749,000

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4

Beds

4

Baths

3,022

Square feet

1.59

Acres

About 2 Whippoorwill Close

Exceptionally renovated and truly turnkey, this striking Whippoorwill cul-de-sac Contemporary is located in the highly acclaimed Chappaqua School District. Dramatic, airy, and light-filled, the 4-bedroom home is set in a serene and sought-after neighborhood, offering both privacy and convenience. A wall of windows, skylights, soaring ceilings, and an open floor plan flood the interiors with natural light. The living and family rooms—each featuring a fireplace—flow seamlessly for effortless everyday living and entertaining. Hardwood floors extend throughout, while outdoor spaces include a stone patio and wraparound deck overlooking lush, park-like grounds. Extensive upgrades include new above-ground oil tanks, new windows, a new roof, new mechanicals, and more. Enjoy lake rights to Whippoorwill Lake and easy walking access to the Whippoorwill trails. This exceptional home is a rare offering and sure to delight the most discerning buyer.

Features of 2 Whippoorwill Close

MLS® # 946807
Price $1,749,000
Sold Price $2,000,000
Date Sold February 9th, 2026
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,022
Acres 1.59
Taxes $31,306
Year Built 1980
Type Residential
Sub-Type Single Family Residence
Style Contemporary
Status Closed

Community Information

Address 2 Whippoorwill Close
City Chappaqua
County Westchester County
State NY
Zip Code 10514
Adult 55+ Community No

Amenities

Utilities Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Parking Driveway, Garage
# of Garages 3
Is Waterfront No
Has Pool No

Interior

Interior Hardwood
Interior Features Cathedral Ceiling(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, ENERGY STAR Qualified Door(s), Entrance Foyer, Formal Dining, High Ceilings, Open Floorplan, Primary Bathroom, Recessed Lighting
Appliances Dishwasher, Electric Oven, Electric Range, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Heating Hot Water, Oil
Cooling Central Air
Has Basement Yes
Basement Full
Fireplace Yes
# of Fireplaces 2
Fireplaces Wood Burning

Exterior

Windows Floor to Ceiling Windows, New Windows
Exterior Other

School Information

District Chappaqua
Elementary Douglas G Grafflin School
Middle Robert E Bell School
High Horace Greeley High School

Additional Information

Date Listed December 29th, 2025
Days on Market 243
Short Sale No
RE / Bank Owned No
Levels Three Or More

Listing Details

OfficeCompass Greater NY, LLC

Listing Map

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