73 Whippoorwill Lake Road

Chappaqua, NY 10514

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.

Listing courtesy of Compass Greater NY, LLC Cindy.Glynn@compass.com


Based on information submitted to the MLS GRID as of 2025-11-03 09:56 AM EST. 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.