380 Whippoorwill Road, Chappaqua, NY 10514

Local realty services provided by:Better Homes and Gardens Real Estate Shore & Country Properties
380 Whippoorwill Road,Chappaqua, NY 10514
$600,000
  • 3 Beds
  • 2 Baths
  • 880 sq. ft.
  • Single family
  • Pending
Listed by:sari j. shaw
Office:compass greater ny, llc.
MLS#:881879
Source:OneKey MLS

Price summary

  • Price:$600,000
  • Price per sq. ft.:$681.82

About this home

This charming cottage has been completely reimagined, seamlessly blending timeless character with modern luxury. Fully gut-renovated and thoughtfully redesigned from top to bottom, this inviting home offers the perfect retreat—whether you're seeking a serene weekend escape or a full-time residence. Ideally located just minutes from downtown Chappaqua and seconds from Chappaqua Crossing, Horace Greeley High School, and Whippoorwill Park, the convenience is unmatched. Inside, the sun-drenched interior features an open layout with high-end finishes throughout. The custom kitchen (2018) is outfitted with sleek appliances and tailored cabinetry, while the beautifully updated bathrooms exude style and sophistication. Cozy living spaces and gorgeous hardwood floors enhance the home’s warmth and character. Every detail has been carefully curated, including updated systems and new windows, all while preserving the home’s original charm.

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Home facts

  • Year built:1927
  • Listing ID #:881879
  • Added:167 day(s) ago
  • Updated:September 25, 2025 at 01:28 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:2
  • Living area:880 sq. ft.

Heating and cooling

  • Heating:Hot Water, Oil

Structure and exterior

  • Year built:1927
  • Building area:880 sq. ft.
  • Lot area:2.29 Acres

Schools

  • High school:Horace Greeley High School
  • Middle school:Robert E Bell School
  • Elementary school:Douglas G Grafflin School

Utilities

  • Water:Well
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$600,000
  • Price per sq. ft.:$681.82
  • Tax amount:$16,996 (2024)
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