380 Whippoorwill Road, Chappaqua, NY 10514
- Beds
- 3
- Baths
- 2
- Sqft
- 880
- Garage
- Yes
View property features, location on map, relevant school information and overview from seller's agent.
- 1
- 0
Overview
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.
Location
Full feature list
Basic info
- Property type
- House
- Number of bedrooms
- 3
- Number of bathrooms
- 2
- Square feet
- 880
- Lot size (acres)
- 2.29
- Year built
- 1927
Interior features
- Basement
- Yes
Garage and parking
- Garage parking spaces
- 1
Utilities
- Heating
- Hot water, Oil
- Cooling
- Wall/window unit(s)
- Sewer
- Septic tank
- Water
- Private, Well
Taxes
- Tax Annual Amount
- $16,996
Public schools
Disclaimer: Certain information displayed on this listing has been derived from parties other than Final Offer, LLC. Information provided and their sources have been deemed reliable, but accuracy of information is not guaranteed and therefore should be independently verified.
Sourced from: Onekey MLS MLS®#: 881879 Last checked: …

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved