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301 Whippoorwill Road, Chappaqua, NY 10514

$3,599,000
  • 301 Whippoorwill Road, Chappaqua, NY 10514 Main Photo

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New to the Market Active
BEDS5 BATHS6 full 1 partial SQUARE FEET10,594 MLS#H6333127
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLChappaqua

Property Description

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. Designed for both grand entertaining and comfortable everyday living, the main level flows effortlessly from room to room. A spectacular formal living room with walls of windows opens to a gracious dining room, while the designer chef's kitchen features custom cabinetry, honed natural limestone floors, an oversized island with seating, breakfast area, abundant prep space, and premium stainless appliances including a 48 Wolf range, 30 Wolf convection oven, Thermador microwave, separate 36 Sub-Zero refrigerator and freezer, and 2 Bosch dishwashers. A butler's pantry enhances entertaining, and French doors lead to an expansive stone terrace overlooking the pool and grounds. Adjacent to the kitchen, the family room is anchored by a striking stone fireplace. The 1st floor also includes a spacious guest suite with a private bath, a back hall with pool bath, and access to the heated epoxy-finished three-car garage with room for up to five vehicles using lifts-a dream for the automobile enthusiast. Between 1st and 2nd floors is a private office and below a wine tasting room. The luxurious primary suite offers a dressing room, two oversized walk-in closets, a private balcony overlooking the backyard, and a spa-inspired bath with radiant heated floors, whirlpool tub, and steam shower. Three additional en-suite bedrooms, an expansive recreation room, and a 2nd floor laundry complete the upper level, while an additional 1st floor laundry room adds convenience. An enormous unfinished lower level offers exceptional potential for a home thea

301 Whippoorwill Road | MLS# H6333127

This single family home located at 301 Whippoorwill Road, Chappaqua, NY 10514 is currently listed for sale with an asking price of $3,599,000. This property was built in 2003 and has 5 bedrooms and 6 full and 1 partial baths with 10594 sq. ft. Whippoorwill Road is located within the Chappaqua school district. Search Chappaqua real estate on mcelerin.coachrealtors.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Unfinished, Walk-Out Access
Basement: Yes
Cooling: Central Air
Fenced: Yes
Fireplaces: 5
Garage: 3
Heating: Hot Air, Oil
Home Style: Estate
Lot Size: 4.39 Acres
Taxes: $90,893
Year Built: 2003

Amenities

First Floor Bedroom
First Floor Full Bath
Balcony
Garden
Gas Grill
Juliet Balcony
Lighting
Mailbox

Feature Descriptions

Appliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Attic: Full
Days on Site: 6
Exterior: Brick, Stone
Fencing: Fenced
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood
GarageY/N: Yes
Heating Zones: 7
Laundry: Laundry Room, Multiple Locations
Number Of Kitchens: 1
On Market Date: 2026-07-16
Other Structures: Gazebo
Parcel Number: 3600-101-014-00001-000-0007
Parking Features: Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Heated Garage
Parking Total: 5
Patio And Porch: Deck, Patio
Pool Features: In Ground, Pool Cover, Pool/Spa Combo, Salt Water
Rental Term: Monthly
Rooms Total: 15
Security: yes
Security Features: Security Lights, Security System, Smoke Detector(s)
Sewer: Septic Tank
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Trash Collection Public, Water Connected
Water: Public

Local Schools

High School: Horace Greeley High School
Middle School: Robert E Bell School
Elementary School: Douglas G Grafflin School
School District: Chappaqua

Listed By / Shown By

Listing By

Agency Name: Compass Greater NY, LLC
Agency Contact: 914-238-0676

Shown By

Agent Name: Marianne Celerin
Agent Phone: Cell: (631) 782-9151
Agency Title: Howard Hanna | Coach Realtors

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Estimated Payment

$ 24,080.29 per month $15,456.17 Principal & Interest $7,574.42 Property Tax $1,049.71 Homeowner's Insurance

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