73 Whippoorwill Lake Road, Chappaqua, NY

$1,999,000

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5

Beds

5

Baths

4,839

Square feet

1.16

Acres

About 73 Whippoorwill Lake Road

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 and newly resurfaced Belgian block–lined driveway, 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 beautifully renovated chef’s kitchen showcases high-end stainless steel appliances (SubZero, Bosch, Thermador), 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 suite, updated full bath, laundry area, and an attached two-car garage. Upstairs, the luxurious 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 a large recreation room, home gym, storage, and access to the expansive yard and surrounding landscape. Recent updates include: new roofs (2019 & 2024), new hot water heater, alarm and sprinkler systems, above-ground oil tanks, electric car charger, and more. 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.

Features of 73 Whippoorwill Lake Road

MLS® # 926237
Price $1,999,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,839
Acres 1.16
Taxes $36,401
Year Built 1980
Type Residential
Sub-Type Single Family Residence
Style Contemporary, Modern
Status Active

Community Information

Address 73 Whippoorwill Lake Road
City Chappaqua
County Westchester County
State NY
Zip Code 10514
Adult 55+ Community No

Amenities

Utilities Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Parking Attached, Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener
# of Garages 2
Is Waterfront No
Has Pool No

Interior

Interior Hardwood
Interior Features First Floor Bedroom, First Floor Full Bath, 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, Recessed Lighting
Appliances Dishwasher, Dryer, Electric Range, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Oil Water Heater
Heating Baseboard, Oil
Cooling Central Air
Has Basement Yes
Basement Partially Finished, Walk-Out Access
Fireplace Yes
# of Fireplaces 3
Fireplaces Bedroom, Living Room, Wood Burning

Exterior

Exterior Features Basketball Hoop
Windows Floor to Ceiling Windows, Oversized Windows, Wall of Windows
Exterior Frame

School Information

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

Additional Information

Date Listed October 22nd, 2025
Days on Market 2
Short Sale No
RE / Bank Owned No
HOA Fees 1200
HOA Fees Freq. Annually
Levels Three Or More

Listing Details

OfficeCompass Greater NY, LLC
Contact Info914-238-0676

Listing Map

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