321 Whippoorwill Rd, Chappaqua, NY 10514 Property Records

Westchester County and New Castle Town property record for 321 Whippoorwill Rd, Chappaqua, NY 10514

Property Summary

Property Type	Single Family Home
Details	5 bd · 5 ba · 3,793 sqft · built 1992
Lot Size	2.04 acres (88,862 sqft)
Owner	2 Trust Names on File
Last Sale	$3,000,000 (Aug 2024)
Tax Bill	$50,139 (2026)
Deeds & Mortgages	Jul 2026 Sale Mar 2022 Refinance + 1 more
Flood Zone	Zone X (minimal risk)
APN	`553600 101.14-1-4`

Property Details

APN / Parcel Number

Primary APN	`553600 101.14-1-4`
Alternative APNs	`360010101400010040000000` `5424000`

Interior

Bedrooms	5 Beds
Full Baths	5 Baths
Stories	2 Stories
Building Area	3,793 sqft Living Area
1st Floor Area	2,003 sqft
2nd Floor Area	1,790 sqft
Upper Floors Area	72 sqft
Basement Area	1,402 sqft
Finished Basement	1,402 sqft
Unfinished Basement	1,350 sqft
Fireplaces	1 Fireplace
Fireplace	Fireplace

Exterior

Year Built	Built 1992
Effective Year Built	Effective 1992
Architectural Style	Contemporary
Exterior Material	Wood
Lot Area	88,862 sqft (2.04 acres)
Garage Area	576 sqft
Parking Spaces	2 Parking Spaces
Pool Area	920 sqft
Porch	Slab
Porch Area	1,000 sqft

Utilities, Heating & Cooling

Cooling System	Central
Heating System	Central
Heating Fuel	Oil
Water Source	Well

Location & Zoning

Account Number	5424000
Street Address	321 WHIPPOORWILL RD
City	CHAPPAQUA
State	NY
Zip	10514-2312
Property Category	Residential
Property Type	Residential > Single Family > Home
Local Zoning Code	R-2A
Legal Block	1
Legal Lot Number	4.000
Jurisdiction	WESTCHESTER NY
Township / Civil Division	NEW CASTLE
Census Block Group	1
Census Block	1022
Census Tract	13102

Owner

321 Whippoorwill Rd is owner-occupied and held in a trust since July 2026.

Source: Westchester County and New Castle Town records, as of October 21, 2026

Owner of Record	2 Trust Names on File
Mailing Address	321 WHIPPOORWILL RD, CHAPPAQUA, NY 10514-2312
Occupancy	Owner Occupied
Owner Type	Company
Vesting	Trust, Revocable Trust

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

Deeds, Mortgages & Sale History

Date	Document
Jul 31, 2026	Bargain and Sale Deed, Transfer THOROUGHBRED TITLE LLC, THOROUGHBRED TITLE
Mar 30, 2022	Deed of Trust, Mortgage · Stand-Alone Refinance FIRST REPUBLIC BANK
Sep 6, 2019	Loan Modification, Mortgage FIRST REPUBLIC BK

Assessor's Deed Record

Deed Names	2 Names on Deed
Last Sale	Aug 5, 2024 · Amount on File
Deed Sale	Aug 5, 2024 · Amount on File
Prior Sale	Nov 22, 2013 · Amount on File
Deed Document Number	20243029
Last Transfer Date	Jul 27, 2026
Transfer Doc	0000003745
Record Updated	Oct 29, 2026

July 2026: Bargain and Sale Deed, Transfer

Document Type	Bargain and Sale Deed
Jurisdiction	WESTCHESTER NY
Recording Date	Jul 31, 2026
Property Address	321 WHIPPOORWILL RD, CHAPPAQUA, NY 10514-2312
Document Number	0000003745
Instrument Date	Jul 27, 2026
Instrument	20263745
Transaction Type	Transfer
Record Updated	Aug 31, 2026
Title Company	THOROUGHBRED TITLE LLC, THOROUGHBRED TITLE

Transaction

Tax	$0.00
Amount Accuracy	Full Amount Stated
Additional	Arm's Length

Transferred From (Grantor/Seller)

Name	Verified Name

Transferred To (Grantee/Buyer)

Name	Verified Name
Relationship	Revocable Trust
Address	321 WHIPPOORWILL RD, CHAPPAQUA, NY 10514-2312

March 2022: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WESTCHESTER NY
Property Address	321 WHIPPOORWILL RD, CHAPPAQUA, NY 10514-2312
Transaction Type	Mortgage
Record Updated	Apr 21, 2022

Transferred To (Grantee/Buyer)

Name	Verified Name
Address	321 WHIPPOORWILL RD, CHAPPAQUA, NY 10514-2312

Mortgage

Document Number	0620803904
Date	Mar 30, 2022
Instrument	620803904

Lender

Name	FIRST REPUBLIC BANK
Type	Bank
Address	SAN FRANCISCO, CA 94111

Agreement

Type	Stand-Alone Refinance
Amount	Amount on Record
Term	361 Months
Due	Apr 1, 2052

Interest

Rate Type	Adjustable Rate
Rate	2.35%
Adjustable	Adjustable Rate Rider
Type Change Date	Apr 1, 2022
Change Frequency	Annually
Min Rate At Change	2.09%
Max Rate At Change	10.9%
Index	Other

September 2019: Loan Modification, Mortgage

Document Type	Loan Modification
Jurisdiction	WESTCHESTER NY
Property Address	321 WHIPPOORWILL RD, CHAPPAQUA, NY 10514-2312
Document Number	0592603360
Instrument Date	Sep 6, 2019
Transaction Type	Mortgage
Record Updated	Oct 8, 2019
Title Company	DIRECT LAND SERVICES CORPORATION, DIRECT LAND SVCS CORP

Transferred To (Grantee/Buyer)

Name	Verified Name
Address	321 WHIPPOORWILL RD CHAPPAQUA NY 105142312, CHAPPAQUA, NY 10514-2312

Mortgage

Document Number	0592603360
Date	Sep 25, 2019
Book Page	059260/003360

Lender

Name	FIRST REPUBLIC BK
Type	Bank
Address	111 PINE ST, SAN FRANCISCO, CA 94111-5602

Agreement

Amount	Amount on Record
Term	360 Months
Due	Sep 24, 2049

Interest

Rate Type	Fixed Rate
Rate	3.25%

Tax Assessment & Valuation

The 2026 property tax bill for 321 Whippoorwill Rd was $50,139, up 33.9% from the year before.

Source: Westchester County and New Castle Town assessment roll, as of May 14, 2026

Property Jurisdictions

Type	Name
State	New York
County	Westchester County
County Subdivision	New Castle Town
Unified School District	Chappaqua Central School District (KG - 12)

Tax Bill & Assessment History

Year	Tax Bill	Assessed Value	Assessed Market Value
2026	$50,139.00 (+33.89%)
2025	$37,449.00	$300,200 (-) Land $150,000 Building $150,200	$2,151,972 (+0.86%) Land $1,075,269 Building $1,076,703
2024		$300,200 (-) Land $150,000 Building $150,200	$2,133,618 (+5.19%) Land $1,066,098 Building $1,067,520
2023		$300,200 Land $150,000 Building $150,200	$2,028,379 Land $1,013,514 Building $1,014,865

Assessed value and assessed market value are set for property tax purposes, not market price estimates; both are a fraction of this property's market value.

Flood

FEMA maps place 321 Whippoorwill Rd in Zone X, an area of minimal flood risk.

Source: FEMA National Flood Hazard Layer, effective September 18, 2026 · OpenFEMA NFIP redacted claims and policies, as of September 2026

FEMA Flood Zone	Zone X minimal risk
Flood Insurance Requirement	Not required lenders may require it
Flood Insurance Cost	Premium on File median of 13 policies
Nearby Flood Policies	13 in force

Values are read at the parcel center point; flood claims are located to the census block group, not this parcel; lenders make the official flood determination.

Wildfire

Wildfire risk around 321 Whippoorwill Rd is low, with a 0.02% annual chance of wildfire.

Source: USDA Forest Service Wildfire Risk to Communities (2nd edition), as of 2024

Wildfire Risk	Low lower than 80% of the US · above 54% of New York
Wildfire Likelihood	0.02% annual chance
Exposure	Direct burnable vegetation

Values cover an area roughly 900 ft across, not the parcel itself; insurers use their own ratings.

Drinking Water

Source: EPA Safe Drinking Water Information System, as of September 2026

Water System	NEW CASTLE/STANWOOD W.D. serves 17,116 people · EPA ID NY5903442
Water Source	Purchased surface water from several systems
Last State Inspection	Nov 2025
Lead	Under 1 ppb (2026) action level 15 ppb

Violations Reported to EPA

Water Quality	None last 10 years
Treatment and Procedure	None last 10 years
Monitoring and Reporting	None last 3 years

Results are for the whole water system, not water tested at this address; lead at the tap also depends on the building's own pipes.

Internet Providers

Source: FCC Broadband Data Collection, based on 26 locations within half a mile, as of December 31, 2025

Provider	Max Down / Up (Mbps)
Verizon Fiber	2,300 / 2,300
Optimum Cable	940 / 35

Cell Coverage

5G (outdoors only) and 4G LTE

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