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 |
| Internal Footage | 4,839 |
| Square Footage | 50530 |
| Acres | 1.16 |
| 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 |
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 |
| Fireplace | Yes |
| # of Fireplaces | 3 |
| Fireplaces | Bedroom, Living Room, Wood Burning |
| Has Basement | Yes |
| Basement | Partially Finished, Walk-Out Access |
Exterior
| Exterior Features | Basketball Hoop |
|---|---|
| Windows | Floor to Ceiling Windows, Oversized Windows, Wall of Windows |
| Construction | 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 | 9 |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 1200 |
| HOA Fees Freq. | Annually |
Listing Details
| Listing Provided Courtesy of | Compass Greater NY, LLC |
|---|---|
| Contact Info | 914-238-0676 |