73 Whippoorwill Lake Rd

Chappaqua, NY 10514

$1,999,000
Price
5
Beds
3,849 Sq. Ft.
$519 / Sq. Ft.
3,849
Sq. Ft.
$519
per Sq. Ft.
Listed By CompassPending
Listed By CompassPending
a view of a street with a house in the background
a green field with trees in front of it
a living room with furniture and a chandelier
a view of a hallway with wooden floor and furniture
a living room with furniture and a rug
a living room with furniture a flat screen tv and a fireplace
a living room with furniture a fireplace and a floor to ceiling window
a kitchen with white cabinets and appliances
a kitchen with a stove a table and chairs
a view of a dining room with furniture window and outside view
a kitchen with stainless steel appliances a stove sink and refrigerator
a living room with furniture and a flat screen tv
a bathroom with a sink mirror and toilet
a bedroom with a bed and a window
a bathroom with a sink a toilet and shower
a bedroom with furniture and a window
a living room with furniture and a window
a room with a bed and large windows
a large white kitchen with a sink and cabinets
a bedroom with a large bed and a dresser
a bathroom with a granite countertop sink mirror vanity and toilet
a living room with furniture and a large window
a bathroom with a toilet a sink a mirror and a window
a view of house with backyard
a front view of a house with a garden and trees

Description

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...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

Listing Agent

  1. Cindy Glynn

    Cindy Glynn

    Listing Agent

    Compass

    cindy.glynn@compass.com

    P: (914)-523-6163

    CallTextEmail

Property Details for 73 Whippoorwill Lake Road

City/Township
New Castle
Architectural Style
Contemporary, Modern
Community Features
Other
Garage Spaces
2.00
Waterfront
No
LISTING UPDATED: 11/12/2025 02:49 PM

Property Details for 73 Whippoorwill Lake Road

StatusPending
MLS #926237
Days on Market16
Taxes$36,401 / year
HOA Fees$1,200 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1980
Lot Size1.16 AC / 50,530 SF
CountyWestchester County

Location

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Building Information for 73 Whippoorwill Lake Road

Stories-Year Built1980Building Size-Lot Size1.16 AC / 50,530 SF

Payment Calculator

$13,011 per month

30 year fixed, 6.28% Interest

Principal and Interest

$9,878

Property Taxes

$3,033

HOA Dues

$100

The Payment Calculator is for illustrative purposes only.

Property Information for 73 Whippoorwill Lake Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Levels: Three Or More
  • Property Condition: Actual
  • State Or Province: NY
School Information
  • School District: Chappaqua
  • Elementary School District: Chappaqua
  • Elementary School: Douglas G Grafflin School
  • Middle Or Junior School District: Chappaqua
  • Middle Or Junior School: Robert E Bell School
  • High School District: Chappaqua
  • High School: Horace Greeley High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3600-101-006-00002-000-0004
  • Tax Assessed Value: $218,845.00
  • Included In Taxes: Trash
  • Additional Fees: No
  • Association Fee: $1,200.00
  • Association Fee Includes: Common Area Maintenance
  • Association Fee Frequency: Annually
  • Association: Yes
Interior and Exterior Features
Interior Features
  • Amenities: Bedroom, Cathedral/Vaulted/High Ceiling, Central Vacuum, Chandelier, Chefs Kitchen, Contemporary, Deck, Double Vanity, Eat in Kitchen, Entertainment Cabinets, Entrance Foyer, Floor to Ceiling Windows, Formal Dining, Hardwood Floors As Seen, High Ceilings, His and Hers Closets, Laundry Room, Living Room, Modern, Open Floorplan, Other, Oversized Windows, Patio, Public, Recessed Lighting, Wall of Windows, Wood Burning, Wrap Around
  • Interior Features: 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
  • Number Of Kitchens: 1.0
  • Total Rooms: 12
  • Basement: Walk-Out Access
  • Attic Description: Partial
  • Fireplace: Yes
  • Fireplace Features: Bedroom, Living Room, Wood Burning
  • Location Amenities: Stainless Steel Appliances, Walk Out Basement, Hardwood Floors As Seen, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, High Ceilings, Deck, Patio, Oversized Windows, Wall of Windows
  • Laundry Features: Laundry Room
  • Spa: No
  • Window Features: Floor to Ceiling Windows,Oversized Windows,Wall of Windows
  • Flooring: Hardwood
  • Living Area: 3,849.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Deck, Patio, Wrap Around, Attached, Driveway, Garage, Floor to Ceiling Windows, Oversized Windows, Wall of Windows, Other
  • Elevation Certificate: No
  • Patio And Porch Features: Deck,Patio,Wrap Around
  • Construction Materials: Frame
  • Horse: No
  • Pool Private: No
Lot Information
  • Additional Parcel: No
  • Site Features: Other
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway, Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Oil
  • Heat Fuel Type: Baseboard, Oil
  • Number Of Heating Zones: 2
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Green Features
  • Green Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows, Dishwasher, Dryer, Electric Range, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Oil Water Heater, Baseboard, Oil
Agent
Payment and Rate
  • Down Payment Resource: No

Public Records for 73 Whippoorwill Lake Road

Taxable ValueLand$50,000Additions$168,845Total$218,845
Home Facts
Beds5Baths4Total Finished SqFt3,849 SqFtAbove Grade Finished SqFt3,849 SqFtStories2Lot Size50,530 SqFtStyleSingle Family ResidenceYear Built1980ZoningR-2ACountyWESTCHESTERAPN553600 101.6-2-4Fireplace TypeHas Fireplace

Schools near 73 Whippoorwill Lake Road

This home is within Chappaqua Central School District.
Rating
School
Type
Grades
Distance
Douglas G Grafflin School
Public - K to 4
Robert E Bell School
Public - 5 to 8
Horace Greeley High School
Public - 9 to 12
Roaring Brook School
Public - K to 4
Rating
School
Distance
Douglas G Grafflin School
PublicK to 4

Robert E Bell School
Public5 to 8

Horace Greeley High School
Public9 to 12

Roaring Brook School
PublicK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/25/2025 02:29 PM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.