73 Whippoorwill Lake Road Chappaqua, NY $ 1,999,000
73 Whippoorwill Lake Road
$ 1,999,000
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73 Whippoorwill Lake Road

Chappaqua, NY, 10514
$ 1,999,000
Bedrooms5 Baths4.1 Sq 3,849

Monthly Estimate*

$ 12,471

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Single Family Home for sale in Chappaqua, NY

for $1,999,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,849 square foot home was built in 1980 on a lot size of 1.16.

Experience modern luxury and timeless sophistication in this stunning contemporary, beautifully sited on over an acre of park-like property in Chappaqua’s sought-after Whippoorwill neighborhood. Set on a quiet cul-de-sac with a majestic approach, this home is surrounded by mature trees and lush landscaping, creating a private oasis with level play areas and serene natural views backing to a protected nature preserve. This dramatic residence features soaring ceilings, expansive windows, gorgeous hardwood floors and sophisticated modern design throughout. A bold double-door entry opens to a sun-drenched foyer and gallery-like living spaces. The vaulted dining room with floor-to-ceiling windows flows seamlessly into an oversized living room with a fireplace and sliders to expansive wraparound decks—perfect for indoor/outdoor entertaining. The beautiful chef’s kitchen showcases stainless steel appliances, custom cabinetry, and a breakfast area with sliders for effortless alfresco dining. The main level also includes a spacious home office (or playroom) with a second fireplace, a guest bedroom/office, full bath, laundry area, and an attached two-car garage. Upstairs, the primary suite offers a fireplace, private balcony, dual walk-in closets, and an ensuite bath. Three additional bedrooms include one with an en-suite bath and two sharing a stylishly updated hall bath. The walk-out lower level provides great space for recreationa and storage. Offering a rare combination of architectural drama, flexible living space, and resort-like grounds, this exceptional home delivers the best of modern living in a peaceful Whippoorwill setting within the award-winning Chappaqua School District. AO 11/1/25

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Single Family Pending

Price

$ 1,999,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 36,400

Style

Contemporary,Modern

Lot Size

1.16

Year Built

1980

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

926237

Features
Interior
Interior Amenities Cathedral Ceiling(s) Central Vacuum Chandelier Chefs Kitchen Double Vanity Eat-in Kitchen Entertainment Cabinets Entrance Foyer Formal Dining High Ceilings His and Hers Closets Open Floorplan Recesse
Basement Walk-Out Access
Flooring Hardwood
Fireplace Features Bedroom Living Room Wood Burning
Basement Features Walk-Out Access
Basement (Y/N) Y
Window Features Floor to Ceiling Windows Oversized Windows Wall of Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 5
Total Baths 5
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General
Sewer Septic Tank
Heating Baseboard Oil
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Trash Collection Public Water Connected
Appliances Dishwasher Dryer Electric Range Gas Oven Gas Range Microwave Refrigerator Stainless Steel Appliance(s) Oil Water Heater
HOA Fee 1200
Garage Spaces 2
Association Fee Includes Common Area Maintenance
Patio/Porch Features Deck Patio Wrap Around
Architectural Style Contemporary Modern
Construction Materials Frame
Year Built 1980
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3600-101-006-00002-000-0004
Community Features Other
Assoc Fee Paid Per Annually
County Westchester County
Property Type Residential
HOA Y
Garage Y/N Y
Total Rooms 12
Full Baths 4
High School Horace Greeley High School
City New Castle
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Douglas G Grafflin School
Property Attached Y/N N
Tax Annual Amount 36400.75
Middle/Junior High School Robert E Bell School
Property Condition Actual
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 218845
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Exterior
Parking Features Attached Driveway Garage Attached Driveway Garage
Water Source Public
Spa N
Building Area Total 4839
Waterfront Y/N N
Horse Y/N N
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Internal Only
Street Number 1 73
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* Excluded Features
List By
Cindy Glynn

Listing Agent

Compass Greater Ny, Llc

Broker

914-238-0676

Contact

Affordability Calculator

$15,504
Per Month
80%
20%
0%
Monthly Principal & Interest
$12,471
Monthly Property Taxes
$3,033
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4101118 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
10/22/2025$1,999,000 Listed Price

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73 Whippoorwill Lake Road, Chappaqua, NY, 10514 is a Single Family Home for sale at $1,999,000 with 3,849 sqft and a lot size of 1.16. 73 Whippoorwill Lake Road has 5 bedrooms, 4.1 baths, and was built in 1980. The property's zip code is 10514 which is in Chappaqua, NY