21 Whippoorwill Rd

Armonk, NY 10504

$4,495,000
Price
5
Beds
8,048 Sq. Ft.
$559 / Sq. Ft.
8,048
Sq. Ft.
$559
per Sq. Ft.
Pending
Pending
an aerial view of a house with a yard lake and outdoor seating
a view of outdoor space yard and swimming pool
a front view of a house with a yard
a view of a building with a balcony
a view of an entryway with staircase
unknown
a picture of a rug
a picture of a microwave

Description

Ready for occupancy early 2026. New construction underway by respected local builder on prestigious Whippoorwill Road wth a breathtaking bucolic vista from the moment you enter the home. Sited on over 2 level, usable acres, with winter reservoir views, this luxurious 5-bedroom home offers an elegant open-plan design with 10' ceilings, soaring vaulted Kitchen with premier appliances, Wine Room and Bar on first level. Four bedrooms ensuite plus bonus room upstairs include a luxe primary suite with...Ready for occupancy early 2026. New construction underway by respected local builder on prestigious Whippoorwill Road wth a breathtaking bucolic vista from the moment you enter the home. Sited on over 2 level, usable acres, with winter reservoir views, this luxurious 5-bedroom home offers an elegant open-plan design with 10' ceilings, soaring vaulted Kitchen with premier appliances, Wine Room and Bar on first level. Four bedrooms ensuite plus bonus room upstairs include a luxe primary suite with two dressing rooms and a large primary bath with soaking tub and shower. The Library on the first floor offers opportunity for a first floor guest room. The 5th bedroom, a guest/au pair room is on the lower level. A private laundry is located on the second floor and a finished walk out lower level complete this offering. Flooring is rift and quartered white oak. Meticulous attention to detail. Located near schools, highways and the downtown Armonk and short drive to North White Plains Metro North. Preliminary pool site. Municipal water. Generator protected and elevator ready.
  1. Listed by Harriet Libov • Houlihan Lawrence Inc.
    P: (914)-273-9505 C: (914)-659-6200 hlibov@houlihanlawrence.com

Property Details for 21 Whippoorwill Road

City/Township
North Castle
View
Panoramic
Architectural Style
Colonial
Garage Spaces
3.00
Waterfront
No
LISTING UPDATED: 11/19/2025 02:02 AM

Property Details for 21 Whippoorwill Road

StatusPending
MLS #856571
Days on Market118
Taxes$1,104 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built2025
Lot Size2.07 AC / 90,169 SF
CountyWestchester County

Location

Listing Courtesy of Houlihan Lawrence Inc.
Add your commute

Building Information for 21 Whippoorwill Road

Stories-Year Built2025Building Size-Lot Size2.07 AC / 90,169 SF

Payment Calculator

$22,303 per month

30 year fixed, 6.28% Interest

Principal and Interest

$22,211

Property Taxes

$92

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 21 Whippoorwill Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • Property Condition: New Construction
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Byram Hills
  • Elementary School District: Byram Hills
  • Elementary School: Coman Hill
  • Middle Or Junior School District: Byram Hills
  • Middle Or Junior School: H C Crittenden Middle School
  • High School District: Byram Hills
  • High School: Byram Hills High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Tax Assessed Value: $9,900.00
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Adaptable For Elevator, Beamed Ceilings, Built-in Features, Cathedral/Vaulted/High Ceiling, Ceiling Fan(s), Chefs Kitchen, Colonial, Crown Molding, Double Vanity, ENERGY STAR Qualified Windows, Eat in Kitchen, Formal Dining, Hardwood Floors As Seen, High Ceilings, His and Hers Closets, Laundry Room, Natural Woodwork, Open Floorplan, Other, Panoramic, Pantry, Primary Bathroom, Public, Recessed Lighting, Soaking Tub, Storage, Tray Ceiling(s), Walk In Closet, Wet Bar
  • Interior Features: Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Formal Dining, High Ceilings, His and Hers Closets, Natural Woodwork, Open Floorplan, Other, Pantry, Primary Bathroom, Recessed Lighting, Soaking Tub, Storage, Tray Ceiling(s), Walk-In Closet(s), Wet Bar
  • Appliances: Exhaust Fan
  • Total Rooms: 14
  • Basement: Finished, Full, Walk-Out Access
  • Attic Description: Walkup
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Location Amenities: Walk Out Basement, Hardwood Floors As Seen, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Formal Dining Room, High Ceilings, Pantry, Soacking Tub, Storage, Walk In Closet, Wetbar, Open View, Energy Star Windows
  • Laundry Features: Laundry Room
  • Accessibility Features: Adaptable For Elevator
  • Window Features: ENERGY STAR Qualified Windows
  • Flooring: Hardwood
  • Living Area: 8,048.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Other, Adaptable For Elevator, Driveway, ENERGY STAR Qualified Windows, Level, See Remarks
  • Elevation Certificate: No
  • Construction Materials: Advanced Framing Technique
  • Horse: No
  • Pool Private: No
  • Pool Features: Other
  • Pool Details: Other
Lot Information
  • Lot Features: Level, See Remarks
  • Site Features: Level, See Remarks
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Propane, Other
  • Heat Fuel Type: Propane, Other
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Propane
Green Features
  • Green Features: ENERGY STAR Qualified Windows, Exhaust Fan, Propane, Other
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 21 Whippoorwill Road

DateEvent & SourcePriceAppreciation
Jun 27, 2024

Sold (Public Record)

Public Record #1535704257

$1,085,000

-14.0% / yr

Feb 13, 2014

Sold (Public Record)

Public Record #635094856

$5,200,000—
Feb 13, 2014

Sold (Public Record)

Public Record #635094856

$5,200,000—
DateEvent & SourcePrice
06/27/2024

Sold (Public Record)

Public Record #1535704257

$1,085,000

-14.0% / yr

02/13/2014

Sold (Public Record)

Public Record #635094856

$5,200,000
02/13/2014

Sold (Public Record)

Public Record #635094856

$5,200,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Whippoorwill Road

Taxable ValueLand$5,400Additions$87,600Total$93,000
Home Facts
Beds0Baths4Total Finished SqFt8,942 SqFtAbove Grade Finished SqFt8,942 SqFtStories2Lot Size270,508 SqFtStyleSingle Family ResidenceYear Built1929ZoningR-2ACountyWESTCHESTERAPN553800 107.04-1-11Fireplace TypeHas Fireplace

Schools near 21 Whippoorwill Road

This home is within Byram Hills Central School District.
Rating
School
Type
Grades
Distance
Coman Hill School
Public - K to 2
Wampus School
Public - 3 to 5
H C Crittenden Middle School
Public - 6 to 8
Byram Hills High School
Public - 9 to 12
Rating
School
Distance
Coman Hill School
PublicK to 2

Wampus School
Public3 to 5

H C Crittenden Middle School
Public6 to 8

Byram Hills High School
Public9 to 12

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.

Listing Courtesy of Houlihan Lawrence Inc.

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/27/2025 09:18 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.