380 Whippoorwill Road Chappaqua, NY 10514
Listing by: ONEKEY / Compass Greater Ny, LLC - Contact:  914-238-0676

  380 Whippoorwill Road Chappaqua, NY 10514

Pending (112 Days)
$600,000
3
BED
2
BATH
880
SQFT

Description

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.

MLS #:
881879
Taxes
$16,996(2024)
Lot Size
2.29 acres
Type
Single-Family Home
Year Built
1927
Style
Cottage
School District
Chappaqua
County
Westchester County

Listed By

Christine Parke Anderson, Compass Greater Ny, LLC, Contact: 914-238-0676
Source
ONEKEY as distributed by MLS Grid
Last checked Aug 29 2025 at 7:41 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
Interior Features
  • Granite Counters
  • Chefs Kitchen
  • Open Kitchen
  • High Speed Internet
  • Walk Through Kitchen
  • Kitchen Island
  • Original Details
  • First Floor Bedroom
  • First Floor Full Bath
  • Primary Bathroom
Kitchen
  • Cooktop
  • Dishwasher
  • Dryer
  • Microwave
  • Refrigerator
  • Washer
  • Oil Water Heater
Lot Information
  • Level
  • Wooded
  • Views
  • Near Public Transit
  • Near School
  • Near Shops
Property Features
  • Foundation: Pillar/Post/Pier
Heating and Cooling
  • Oil
  • Hot Water
  • Wall/Window Unit(s)
Basement Information
  • Crawl Space
Utility Information
  • Utilities: Trash Collection Public
  • Sewer: Septic Tank
School Information
  • Elementary School: Douglas G Grafflin School
  • Middle School: Robert E Bell School
  • High School: Horace Greeley High School
Parking
  • Driveway
  • Attached
Living Area
  • 880 sqft
Additional Information: Compass Greater Ny, LLC | 914-238-0676
Location
   
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Disclaimer: LISTINGS COURTESY OF ONEKEY MLS AS DISTRIBUTED BY MLSGRID. Based on information submitted to the MLS GRID as of 8/29/25 00:41. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.