SoldOct 16, 2025

Bought with Fred Palma from ERA Insite Realty Services

Source: OneKey #881879

380 Whippoorwill Rd, Chappaqua, NY, 10514

$525,000

3
2
1
880 sq. ft.
99752 sq. ft.

SingleFam

30+ days on the market

Sold: Oct 16, 2025

What's around 380 Whippoorwill Rd

About this property

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.

Looking for more information on 380 Whippoorwill Rd?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties sold nearby

SoldMay 22, 2026
$1,290,000
80 Roaring Brook Road
Chappaqua NY 10514
3
3
6
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Compass Greater NY, LLC
SoldMay 8, 2026
$1,850,000
790 Hardscrabble Road
Chappaqua NY 10514
3
4
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Serhant LLC
SoldMay 5, 2026
$1,760,018
14 Valley Lane
Chappaqua NY 10514
3
4
2
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Compass Greater NY, LLC

Other property sold by Fred Palma

SoldOct 10, 2025
$157,000
C/19 Lawrence Drive
White Plains NY 10603
1
1
Other
Listing courtesy of ERA Insite Realty Services and Compass Greater NY, LLC

Browse properties sold in nearby areas

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

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent