by RH Advisors

See Home Value
Westchester 10504
21 Whippoorwill Road
$5,200,000
● House - Off Market

21 Whippoorwill Road

North Castle, NY 10504
bedrooms
6 Beds
bathrooms
6 Baths, 2 Half Baths
square feet
8,900 Ft²
$10,311,338
RealtyHop Estimate
92.74%
Since Mar 1, 2014
National-US
Primary Model

About This Property

Magnificent Six Bedroom 1929 English Stone Manor House on six acres with never-ending views. 45 minutes to NYC! Tastefully renovated & decorated to exude warmth & a gracious lifestyle for entertaining or stay-at-home comfort. The property offers a beautiful competition size pool and  pool house with summer kitchen offering reservoir views. Taxes and assessment will be reduced after the execution of final property sub-division. Also avail w/12.75AC;Guest Cottage;4 Stable Barn & 2nd Barn. Additional Information: ParkingFeatures:4+ Car Attached,
Unit Size
8,900 Ft²
Days on Market
-
Land Size
6.21 acres
Price per sqft
$601
Property Type
House
Property Taxes
$8,013
HOA Dues
-
Year Built
1929

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Last updated: 5 months ago (OneKey MLS #KEYH3310478)

Price History

Date / Event Date Event Price
Mar 19, 2026 Sold
Sold
Nov 19, 2025 In contract -
In contract
Jul 19, 2025 Listed by Houlihan Lawrence Inc. $4,495,000
Listed by Houlihan Lawrence Inc.
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.
Feb 21, 2014 Sold
Sold
Apr 10, 2013 Listed by Douglas Elliman Real Estate $5,350,000
Listed by Douglas Elliman Real Estate

Property Highlights

Air Conditioning
Garage
With View
Fireplace

Building Info

Overview

    General

  • Year Built: 1929
  • Effective Year Built: 1929
  • Bedroom Count: 0
  • Bathroom Count: 4
  • Full Bathrooms: 4
  • Partial Bathrooms: 4
  • Building Condition: 3
  • Building Quality: 0
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 11
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 0
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 6
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 270,508
  • Total Building Area: 8,942
  • Building Area: 8,942
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 0
  • Heated Square Feet: 8,942
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 4
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000006210
  • Standard Land Use Code: 1001
  • County Land Use Code: 250

Neighborhood

  • School District Name: Byram Hills Central School District
  • School Tax School District: BYRAM HILLS
  • Census Tract: 012303

Zoning

  • Zoning: R-2A

Geography

  • Account Number: R2A
  • District: 553800
  • Section: 107.04
  • Parcel: 553800 107.04-1-11
  • Block: 1
  • Lot: 11.000
  • Municipality: NORTH CASTLE
  • Latitude: 41.1219
  • Longitude: -73.7337

    Address

  • Full Address: 21 Whippoorwill Rd
  • Address - House Number: 21
  • Address - Street Name: Whippoorwill
  • Address - Suffix Type: Rd
  • State: NY
  • City Name: Armonk
  • Carrier Code: C001
  • 4-Digit Zip Code: 1328
  • Zip Code: 10504

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $9,758,811
  • Tax Rate Code Area: 553801

    Appraisal Valuation

  • Standard Deviation: 0.4572
  • Valuation Date: Feb 07, 2024
  • Confidence Score: 8
  • Final Value: 902,548
  • High Value: 1,315,197
  • Low Value: 489,898

    Market Valuation

  • Market Total Value: $5,636,364
  • Market Land Value: $327,273
  • Market Improvement Value: $5,309,091

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $93,000
  • Assessed Land Value: $5,400
  • Assessed Improvements Value: $87,600

    Sales

  • Current Sale Contract Date: Feb 13, 2014
  • Current Sale Recording Date: Feb 21, 2014
  • Current Sale Price:
  • Current Sale Document Type: 12
  • Current Sale Input Document Number: 540133291

    Financing

  • First Mortgage Financing Type: ADJ
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Westchester


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Frequently Asked Questions

When was property at 21 Whippoorwill Road built and last sold?
The property at 21 Whippoorwill Road was built in 1929 and last sold on Feb 13, 2014 for $5,200,000.
How much is this home worth?
The estimated value of the home located at 21 Whippoorwill Road is $4,549,103.
What are some comparable homes to 21 Whippoorwill Road?
There are currently no comparable homes to 21 Whippoorwill Road.