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$525,000
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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.
Full Property Details
Full Property Details for 380 Whippoorwill Rd
General
- Sold For: $525,000
- Taxes: $16,996
- Status: Closed
- Type: Single Family
- Source: Long_Island
- MLS ID: 881879
- Added to Site: 202 day(s) ago
Interior
- Number of Rooms: 5
- 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
- Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Additional Information
- Amenities: Park
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 1
- Parking Features: Attached, Driveway
Location
- County: Westchester County
School Information
- High School District: Chappaqua
- Elementary School: Douglas G Grafflin School
- Middle School: Robert E Bell School
- High School: Horace Greeley High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Hot Water, Oil
- Heating Zones: 1
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Trash Collection Public
Structural Information
- Architectural Style: Cottage
- Detached/Attached: Detached
- Construction: Clapboard
- Basement: Yes
- Basement Desc.: Crawl Space
- Windows: Blinds, Screens
- Sq. Ft. Source: Public Records
- Year Built: 1927
Lot Features
- Lot Size (Acres): 2.29
- Lot Size (Sq. Ft.): 99,752
- Lot Features: Level, Near Public Transit, Near School, Near Shops, Views, Wooded
Financial Considerations
- Tax Amount: $16,996
Disclosures and Reports
- Special Conditions: None
- Exclusions: none
- Property ID: 3600-093-018-00002-000-0003
Listed by Compass Greater NY, LLC
Sold by ERA Insite Realty Services
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Schools
Schools serving 380 Whippoorwill Rd
School District:Chappaqua Central School District
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 380 Whippoorwill Rd
Date
Details
Price
Change
Source
10/16/2025
Sold
$525,000
-12.5%
MLS
8/08/2025
Price Reduced
$600,000
-4%
MLS
6/28/2025
Listed
$625,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
380 Whippoorwill Road, Chappaqua, NY 10514 (MLS# 881879) is a Single Family property that was sold at $525,000 on October 16, 2025. Want to learn more about 380 Whippoorwill Road? Do you have questions about finding other Single Family real estate for sale in Chappaqua? You can browse all Chappaqua real estate or contact a Coldwell Banker agent to request more information.
