$1,350,000
PENDING $50K PRICE DROP

69 Whippoorwill Rd Armonk, NY 10504

Estimated payment $8,482/month

Total Views 19,451
3 Beds
4 Baths
3,095 Sq Ft
$436 Price per Sq Ft

Highlights

  • Lake View
  • Property is near public transit
  • Wood Flooring
  • Wampus Elementary School Rated A
  • Private Lot
  • Main Floor Bedroom

About This Home

Nestled in the heart of Armonk sits 69 Whippoorwill Rd, a timeless 1790 antique gem set on 1.4 lush green acres. Brimming with historic character and modern comforts, the main home is a beautifully preserved 3-bedroom abode that lives like a 5-bedroom with unmatched charm throughout - original doors, wide plank floors, and hand-hewn exposed wooden beams honor the home’s rich heritage. The first floor offers seamless transition between the kitchen, living area and dining room with an attached screened-in porch perfect for enjoying afternoon tea and a summer's breeze. A bedroom with full bath off the kitchen provides a bonus space perfect for a guest room and/or home office. Upstairs you'll find a primary suite with a fully renovated bath and access to the finished 3rd floor. Additionally, a generously sized 2nd bedroom, fully renovated hall bath and sunny sitting room complete this floor. The detached garage which encompasses the historic charm of what once was the chauffeur's quarters from its original build includes a fully finished guest cottage with its own full bath—perfect for visitors, a home office, or creative retreat. This gorgeously landscaped property dotted with specimen trees and curated plantings borders the Fordham University Louis Calder Center, offering panoramic tranquility and land that gently slopes toward Calder Lake. Whether sipping coffee on the porch, relaxing on the tree swing or exploring the nature trails just beyond your backyard, this is a property that invites serenity and inspiration. A must-see Whippoorwill classic.

Listing Agent

Catherine Orsini

Compass Greater NY, LLC Brokerage Phone: 914-228-2656 License #10401334998 Listed on: 07/24/2025

Compass Greater NY, LLC

Co-Listing Agent

Francie Malina

Compass Greater NY, LLC Brokerage Phone: 914-228-2656 License #10401220587

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $16,471

Year Built

  • Built in 1790

Lot Details

  • 1.41 Acre Lot
  • Stone Wall
  • Private Lot
  • Level Lot

Parking

  • 2 Car Detached Garage
  • Driveway

Home Design

  • Farmhouse Style Home
  • Frame Construction
  • Stone Siding
  • Cedar

Interior Spaces

  • 3,095 Sq Ft Home
  • 2-Story Property
  • Built-In Features
  • 2 Fireplaces
  • Formal Dining Room
  • Wood Flooring
  • Lake Views
  • Unfinished Basement
  • Walk-Out Basement

Kitchen

  • Eat-In Kitchen
  • Cooktop
  • Dishwasher
  • Granite Countertops

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Main Floor Bedroom
  • Walk-In Closet
  • 4 Full Bathrooms

Laundry

  • Dryer
  • Washer

Outdoor Features

  • Patio
  • Porch

Location

  • Property is near public transit
  • Property is near schools
  • Property is near shops
  • Property is near a golf course

Schools

  • Coman Hill Elementary School
  • H C Crittenden Middle School
  • Byram Hills High School

Utilities

  • Central Air
  • Hot Water Heating System
  • Heating System Uses Oil
  • Well
  • Cesspool

Listing and Financial Details

  • Assessor Parcel Number 3800-107-000-00002-000-0001-008-0000

Home Details

Home Type

Single Family

Est. Annual Taxes

$16,471

Year Built

Built in 1790

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Architectural Style: Farmhouse
  • Property SubType: Single Family Residence
  • Property Condition: Actual
  • Levels: Two
  • Year Built: 1790
  • Attribution Contact: 914-228-2656
  • Co List Office Mls Id: KEYCOMPNY
  • Co List Office Phone: 914-327-2777
  • Carport Y N: No
  • CurrentPrice: 1350000.00
  • MlsMajorChangeType: Pending
  • CurrentPrice_By_LivingArea: 436.18740
  • ListPrice_By_LivingArea: 436.18740
  • ListPrice_By_OriginalListPrice: 0.96429
  • ListPrice_By_LotSizeAcres: 957446.8085
  • LivingAreaSearchSqFt: 3095.00
  • CurrentPrice_By_BuildingAreaTotal: 358.94709
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer
  • Interior Amenities: First Floor Bedroom, Built-in Features, Eat-in Kitchen, Formal Dining, Granite Counters, Walk-In Closet(s)
  • Fireplaces: 2
  • Flooring: Hardwood
  • Full Bathrooms: 4
  • Basement: Unfinished, Walk-Out Access
  • Total Bedrooms: 3
  • Fireplace: Yes
  • Living Area: 3095
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Cedar, Frame, Stone
  • Pool Private: No
  • Road Frontage Type: Municipal
  • Spa: No
  • View: Lake, Water
  • Patio and Porch Features: Patio, Porch
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Description: Detached, Driveway, Garage

Utilities

  • Cooling: Central Air
  • Heating: Hot Water, Oil
  • Sewer: Cesspool
  • Utilities: Trash Collection Public
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: H C Crittenden Middle School

Lot Info

  • Horses: No
  • Lot Size Acres: 1.41
  • Lot Size Sq Ft: 62160
  • Lot Features: Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Stone/Brick Wall, Views
  • Parcel Number: 3800-107-000-00002-000-0001-008-0000
  • Property Attached: No
  • Additional Parcels: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 16471
  • Tax Year: 2025

MLS Schools

  • Elementary School: Coman Hill
  • High School: Byram Hills High School
  • Middle School District: Byram Hills

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $16,500 $15,000 $2,800 $12,200
2023 $16,173 $15,000 $2,800 $12,200
2022 $15,638 $15,000 $2,800 $12,200
2021 $15,405 $15,000 $2,800 $12,200
2020 $15,448 $15,000 $2,800 $12,200
2019 $15,455 $15,000 $2,800 $12,200
2018 $15,333 $15,000 $2,800 $12,200
2017 $4,842 $15,000 $2,800 $12,200
2016 $14,811 $15,000 $2,800 $12,200
2015 -- $14,000 $2,800 $11,200
2014 -- $14,000 $2,800 $11,200
2013 -- $14,000 $2,800 $11,200
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
11/17/2025 11/17/25 Pending -- -- --
07/24/2025 07/24/25 For Sale $1,400,000 +80.6% $452 / Sq Ft
12/11/2015 12/11/15 Sold $775,000 0.0% $336 / Sq Ft View Prior Sale
10/27/2015 10/27/15 Pending -- -- --
10/05/2015 10/05/15 For Sale $775,000 -- $336 / Sq Ft
Source: OneKey® MLS

Purchase History

Date Type Sale Price Title Company
Bargain Sale Deed $775,000 Thoroughbred Title Services
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $620,000 New Conventional
Source: Public Records

Source: OneKey® MLS

MLS Number: 888820

OneKey® MLS

APN: 3800-107-000-00002-000-0001-008-0000