380 Whippoorwill Road, Chappaqua, NY 10514

$525,000
3
BD
2
BA
880
SqFt

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Sold Price
$525,000
List Price
$600,000
Status
CLOSED
MLS#
881879
Closing Date
Oct 16, 2025
Year Built
1927
Levels
One
Style
Cottage
Bedrooms
3
Bathrooms
2
Acres
2.29
Living Area
880

Property 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.

Additional Information

Taxes
$16,996
Lot Size
99,752
Interior Features
First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Granite Counters, High Speed Internet, Kitchen Island, Primary Bathroom, Open Kitchen, Original Details, Walk Through Kitchen
Heating
Hot Water, Oil
Cooling System Type
Wall/Window Unit(s)
Sewer
Septic Tank
Water Source
Well
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
Basement
Crawl Space
Garage Spaces
1
Parking Spaces
1
Elementary School
Douglas G Grafflin School
Middle School
Robert E Bell School
High School
Horace Greeley High School

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Listing courtesy of Listing Agent: Sari J. Shaw (sari.shaw@compass.com) from Listing Office: Compass Greater NY, LLC.

Listing courtesy of Sari J. Shaw from Compass Greater NY, LLC

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.