$1,749,000

2 Whippoorwill Close, Chappaqua, NY 10514

4 beds |
4 baths |
3,022 sqft

Single-Family Home
Built in 1980
1.59acre lot
3 car garage
$579/sqft
Listed 1 month ago

Property Description

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.

Listing Status:: Pending
Data Last Updated:: February 7, 2026 at 9:21PM
Listing Office:: Compass Greater NY, LLC : 914-238-0676
MLS ID:: 946807

General: Cathedral Ceiling(s)Chefs KitchenDouble VanityEat-in KitchenENERGY STAR Qualified Door(s)Entrance FoyerFormal DiningHigh CeilingsOpen FloorplanPrimary BathroomRecessed Lighting
Appliances: DishwasherElectric OvenElectric RangeMicrowaveRangeRefrigeratorStainless Steel Appliance(s)WasherOil Water Heater
Laundry: Laundry Room
Basement: Full
Flooring: Hardwood
A/C: Central Air
Heating: Hot WaterOil
Fireplace: Wood BurningFireplaceFireplaces: 2

Style: Contemporary
Other Structures: DeckPatio
Parking: DrivewayGarage

Windows: Floor to Ceiling WindowsNew Windows
General: Three Or More

Originating MLS: onekey2
School District: Chappaqua
County: Westchester County

Zoning: 3600-101-006-00002-000-0006

Utilities: Cable ConnectedElectricity ConnectedPhone ConnectedTrash Collection PublicWater Connected
Water: Public
Sewer: Septic Tank

Source: onekey2
Exclusions: Refrigerator and 2 Freezers in Garage

Presented by Veterans United Realty

This listing courtesy of Compass Greater NY, LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Douglas G Grafflin School

650 King St, Chappaqua, NY, 10514

Grades KG-4

1.20 miles away

Robert E Bell School

50 Senter St, Chappaqua, NY, 10514

Grades 5-8

1.85 miles away

Horace Greeley High School

70 Roaring Brook Rd, Chappaqua, NY, 10514

Grades 9-12

1.45 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.