The Matthews Team

William Raveis Lifestyles Realty

321 Whippoorwill RoadChappaqua, NY 10514Sale Price: $3,000,000

  • Sale Price: $3,000,000
  • 682 Days Since Sale
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Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $3,000,000Sale Price
  • 5Bedrooms
  • 6Bathrooms
  • 2.04Acreage
  • 5,195Square Feet
Sold

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This fully turn-key colonial exudes style and sophistication. Situated on over 2 acres of picturesque property, this special home has been meticulously renovated, maintained and designed with custom millwork throughout. First floor features a double height entry foyer, gourmet kitchen by DEANE, light filled living room, den/playroom, formal dining room, home office/ guest room, mudroom with custom built-ins and renovated full and half bath. The expansive upstairs includes a private primary suite with spacious custom bathroom, 3 additional bedrooms with adjoining updated bathrooms, laundry room and a second office/play area. Walk-out lower level with game room/den, gym, additional full bath and tons of storage. Relax and unwind in an outdoor paradise! Shoot some hoops on the newly installed sport court and then take a dip in the heated saltwater pool with jacuzzi and waterfall. Additional amenities include a full house generator, electric vehicle charger and more. Additional Information: Amenities:Marble Bath,Soaking Tub,Steam Shower,Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Property Details of 321 Whippoorwill Road

Property Details

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Listed by Amanda Acard of Nestedge Realty ((914) 939-8800)

Listing Sold by Compass Greater NY, LLC

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 10, 2026 1:24 PM EDT. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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