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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.
| DAYS ON MARKET | 1 | LAST UPDATED | 10/22/2025 |
|---|---|---|---|
| YEAR BUILT | 1980 | GARAGE SPACES | 2.0 |
| COUNTY | Westchester | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Douglas G Grafflin School |
|---|---|
| Jr. High School | Robert E Bell School |
| High School | Horace Greeley High School |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Dryer, Electric Range, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s) |
| BASEMENT | Partially Finished, Walk-Out Access |
| CONSTRUCTION | Frame |
| FIREPLACE | Yes |
| GARAGE | Attached Garage, Yes |
| HEAT | Baseboard, Oil |
| HOA DUES | 1200 |
| INTERIOR | Cathedral Ceiling(s), Central Vacuum, Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, His and Hers Closets, Open Floorplan, Recessed Lighting |
| LOT | 1.16 acre(s) |
| PARKING | Attached, Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener |
| SEWER | Septic Tank |
| STORIES | 3+ |
| STYLE | Contemporary, Modern |
| TAXES | 36400.75 |
| UTILITIES | Cable Connected, Electricity Connected, Phone Connected, Water Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Compass Greater NY, LLC
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Date Last Updated: 10/23/25 7:20 AM PDT
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