301 Whippoorwill Road, Chappaqua, NY 10514

Chappaqua
Local realty services provided by:Better Homes and Gardens Real Estate Green Team
301 Whippoorwill Road,Chappaqua, NY 10514
$3,599,000
  • 5 Beds
  • 7 Baths
  • 10,594 sq. ft.
  • Single family
  • Pending
Listed by: cindy glynn
Office: compass greater ny, llc.
MLS#:H6333127
Source:OneKey MLS

Price summary

  • Price:$3,599,000
  • Price per sq. ft.:$339.72

About this home

Timeless elegance meets exceptional craftsmanship in this spectacular brick and stone estate, privately set behind gates on 4+ acres in one of Chappaqua's prestigious Whippoorwill neighborhoods. Designed by acclaimed architect Carol Kurth and masterfully built in 2003 by renowned builder Robert Torre, this extraordinary 5-bedroom, 6 full, 1 half bath residence offers over 10,000 square feet of impeccably crafted living space, where timeless architecture, luxurious finishes, and modern comfort come together seamlessly. A long private drive leads to a grand arrival. Inside, a dramatic two-story foyer with a sweeping circular staircase sets the tone for the home's impressive scale and refined design. Every room features soaring 10-ft ceilings, while the entry foyer and formal living room rise to over 20 feet, filling the home with light and volume. Rich hardwood floors, exquisite custom millwork, recessed lighting, and four fireplaces enhance the warmth and sophistication throughout....

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Home facts

  • Year built:2003
  • Listing ID #:H6333127
  • Added:93 day(s) ago
  • Updated:October 10, 2026 at 10:23 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:7
  • Full bathrooms:6
  • Half bathrooms:1
  • Rooms Total:15
  • Flooring:Hardwood
  • Kitchen Description:Cooktop, Dishwasher, Microwave, Refrigerator, Stainless Steel Appliance(s)
  • Bedroom Description:First Floor Bedroom
  • Basement:Yes
  • Basement Description:Full, Unfinished, Walk-Out Access
  • Living area:10,594 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Oil
  • Central air:Yes

Structure and exterior

  • Year built:2003
  • Building area:10,594 sq. ft.
  • Lot area:4.39 Acres
  • Architectural Style:Estate
  • Construction Materials:Brick, Stone
  • Exterior Features:Balcony, Juliet Balcony
  • Levels:3 Story

Schools

  • High school:Horace Greeley High School
  • Middle school:Robert E Bell School
  • Elementary school:Douglas G Grafflin School

Utilities

  • Water:Public
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$3,599,000
  • Price per sq. ft.:$339.72
  • Tax amount:$90,893 (2026)

Features and amenities

  • Appliances:Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry features:Dryer, Washer
  • Pool features:In Ground
  • Smart home:Yes

Parking

  • Total parking spaces:5
  • Parking description:Driveway, Garage, Heated Garage
  • Garage:Yes
  • Garage spaces:3
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