Off Market Feb 2026 for $1.2M

$1,705,074

Est. refi paymentEst. refi $9,559/mo

•

3,095

sq ft

69 Whippoorwill Rd, Armonk, NY 10504

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.

Single-familyProperty Type

1790Year Built

1.43 acresLot Size

$551Est. Price/Sq.Ft.

2 car garageParking

Listing by Francie Malina • Compass Greater NY, LLC

Contact: 914-228-2656

Bought with Sena Baron • William Raveis-New York, LLC

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #888820

Redfin Estimate

$1,705,074

$430K since sold in February 2026$31K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.5% higher than the average sale price ($1.39M) of 6 comparable homes.

SOLD JUL 24, 2026
$1,200,000
A
3 beds3 baths2,430 sq ft
4 Half Mile Rd, Armonk, NY 10504
Listing by Compass Greater NY, LLC
SOLD AUG 24, 2026
$1,325,000
B
4 beds2.5 baths3,190 sq ft
420 Nanny Hagen Rd, Thornwood, NY 10594
Listing by Keller Williams Realty Partner
SOLD FEB 12, 2026
$999,999
C
3 beds3.5 baths2,452 sq ft
130 B Old Mt. Kisco Rd, Armonk, NY 10504
Listing by Houlihan Lawrence Inc.
SOLD AUG 13, 2026
$1,830,000
D
4 beds3 baths3,672 sq ft
734 King St, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUL 17, 2026
$1,620,000
E
4 beds3.5 baths3,163 sq ft
6 Lilac Pl, Thornwood, NY 10594
Listing by Coldwell Banker Realty
SOLD MAY 18, 2026
$1,375,000
F
4 beds3.5 baths3,754 sq ft
175 Palmer Ln, Thornwood, NY 10594
Listing by William Raveis Real Estate

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Earn from this home

Sell

$594,118

Est. take-home

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Refinance

Est. cash available

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Rent

$4,193/mo

Redfin rental estimate

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Market trends in 10504, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

105.7%

+0.7% MoM

Median sale price

$1.7M

$50K MoM

Avg. days on market

17d

4 days MoM

Recently sold homes

3 MoM

New listings for sale

NEW 13 HRS AGO
$2,899,900
5 beds7 baths7,375 sq ft
24 Meadow Hill Pl, Armonk, NY 10504
Listing by Compass Greater NY, LLC
$999,000
3 beds2.5 baths2,500 sq ft
31 Byram Hill Rd, Armonk, NY 10504
Listing by Houlihan Lawrence Inc.
See all

Provided by Redfin

Redfin agents who toured

The home was built in 1790. It has farmhouse charm. Also has a separate cottage with a full bath. The property is 1.4 acres . It backs up to the Calder center and provides a quiet private backyard
10 months ago• May not reflect the current state of the home
Alfred Gismondi
Redfin Associate agent

Sale history for 69 Whippoorwill Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #888820

Feb 10, 2026

Sold

$1,275,000

$412/sq ft

Nov 17, 2025

Pending

—

Jul 16, 2025

Listed

$1,350,000

$436/sq ft

HGMLS #4543069

Dec 11, 2015

Sold

$775,000

$250/sq ft

Oct 27, 2015

Contingent

—

Oct 5, 2015

Listed

$775,000

$250/sq ft

Antique Lovers! Circa 1790, this 4 bedroom, 3 bath Country Farm House is set on 1.412 acres in a prime location. Period details include wide plank floors, hand hewn posts, ceiling beams and wood paneled walls. Enjoy the warmth of wood burning fireplaces, one in the living room and one in the large master bedroom. Spacious living and dining rooms, a first floor bedroom, w/ full bath. Summer entertaining is a pleasure in the large screened porch located just off the dining room. Separate 2 car garage has an upstairs open loft for potential creative space, with a private entrance for a future studio, office or guest accommodations. Seasonal lake views- lots of privacy, level circular driveway, rock outcroppings, and 3 separate patio environments. Bordering The Fordham University Louis Calder Center, convenient to Armonk Square, The Whippoorwill Country Club. Easy commute to NYC via Metro North or local highways. Award Winning Byram Hills School District.

OneKey® MLS as Distributed by MLS Grid #H4543069

Dec 11, 2015

Sold

$775,000

$250/sq ft

Oct 5, 2015

Listed

$775,000

$250/sq ft

Antique Lovers! Circa 1790, this 4 bedroom, 3 bath Country Farm House is set on 1.412 acres in a prime location. Period details include wide plank floors, hand hewn posts, ceiling beams and wood paneled walls. Enjoy the warmth of wood burning fireplaces, one in the living room and one in the large master bedroom. Spacious living and dining rooms, a first floor bedroom, w/full bath. Summer entertaining is a pleasure in the large screened porch located just off the dining room. Separate 2 car garage has an upstairs open loft for potential creative space, with a private entrance for a future studio, office or guest accommodations. Seasonal lake views- lots of privacy, level circular driveway, rock outcroppings, and 3 separate patio environments. Bordering The Fordham University Louis Calder Center, convenient to Armonk Square, The Whippoorwill Country Club. Easy commute to NYC via Metro North or local highways. Award Winning Byram Hills School District. Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Public Records

Mar 15, 1989

Sold

$535,000

$173/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$16,801 (+2.0%)

$2,800 + $12,200

$15,000

2025

$16,472 (−1.6%)

$2,800 + $12,200

$15,000

2024

$16,733 (+4.4%)

$2,800 + $12,200

$15,000

2023

$16,020 (+2.4%)

$2,800 + $12,200

$15,000

2022

$15,638 (+1.5%)

$2,800 + $12,200

$15,000

2021

$15,405 (−0.3%)

$2,800 + $12,200

$15,000

2020

$15,448

$2,800 + $12,200

$15,000

2019

$15,455

$2,800 + $12,200

$15,000

2018

$2,800 + $12,200

$15,000

2017

$2,800 + $12,200

$15,000

2016

$2,800 + $12,200

$15,000

2014

$2,800 + $11,200

$14,000

2013

$2,800 + $11,200

$14,000

2012

$2,800 + $11,200

$14,000

2011

$2,800 + $11,200

$14,000

2010

$2,800 + $11,200

$14,000

2009

$2,800 + $11,200

$14,000

2008

$2,800 + $11,200

$14,000

Tax history for 69 Whippoorwill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,801 (+2.0%)

$2,800 + $12,200

$15,000

2025

$16,472 (−1.6%)

$2,800 + $12,200

$15,000

2024

$16,733 (+4.4%)

$2,800 + $12,200

$15,000

2023

$16,020 (+2.4%)

$2,800 + $12,200

$15,000

2022

$15,638 (+1.5%)

$2,800 + $12,200

$15,000

2021

$15,405 (−0.3%)

$2,800 + $12,200

$15,000

2020

$15,448

$2,800 + $12,200

$15,000

2019

$15,455

$2,800 + $12,200

$15,000

2018

$2,800 + $12,200

$15,000

2017

$2,800 + $12,200

$15,000

2016

$2,800 + $12,200

$15,000

2014

$2,800 + $11,200

$14,000

2013

$2,800 + $11,200

$14,000

2012

$2,800 + $11,200

$14,000

2011

$2,800 + $11,200

$14,000

2010

$2,800 + $11,200

$14,000

2009

$2,800 + $11,200

$14,000

2008

$2,800 + $11,200

$14,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

1.43 Acres

Year renovated

—

Sq. Ft.

2,307

Year built

1790

Style

Single Family Residential

County

Westchester County

APN

553800A10700200010080000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Carport YN: No
Parking Features: Detached, Driveway, Garage

Garage Information
Garage Spaces: 2
Has Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2

Heating & Cooling
Cooling: Central Air
Heating: Hot Water, Oil

Interior Features
Interior Features: First Floor Bedroom,Built-in Features,Eat-in Kitchen,Formal Dining,Granite Counters,Walk-In Closet(s)
Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Patio, Porch

Room Information
Basement YN: Yes
Attic: Full,Walkup
Rooms Total: 13
Basement: Unfinished, Walk-Out Access

Bathroom Information
Bathrooms Full: 4

Exterior

Exterior Features
Construction Materials: Cedar, Frame, Stone
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Stone/Brick Wall, Views

Property Information
Living Area Source: Plans
Living Area (Sq. Ft.): 3095.00
Building Area Total (Sq. Ft.): 3761.00
Building Area Source: Plans
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2025
Tax Source: Municipality
Tax Annual Amount: $16,471

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Con-Edison
Sewer: Cesspool
Utilities: Trash Collection Public

Location

School Information
Elementary School: Coman Hill
Elementary School District: Byram Hills
Middle Or Junior School: H C Crittenden Middle School
Middle Or Junior School District: Byram Hills
High School: Byram Hills High School
High School District: Byram Hills

Location Information
County Or Parish: Westchester County

Public facts

Beds: —
Baths: 3.0
Sq. Ft.: 2,307
Stories: —
Lot Size: 1.43 acres
Style: Single Family Residential
Year Built: 1790
Year Renovated: —
County: Westchester County
APN: 553800A10700200010080000000

Home facts updated by county records on Jul 30, 2026

Around this home

Schools

Wampus School

Public 3-5 • Assigned • 1.2mi

10/10

H C Crittenden Middle School

Public 6-8 • Assigned • 1.4mi

9/10

Byram Hills High School

Public 9-12 • Assigned • 2.1mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 14 days in 30 years

5/10 Wind Factor

24% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Armonk, NY • 10504

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.62M – $1.96M

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Nearby similar homes

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New listings for sale in 10504

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Home values near 69 Whippoorwill Rd

Data from public records.

Address	Redfin Estimate
77 Whippoorwill Rd, Armonk, NY 4 Beds \| 2.5 Baths \| 5508 Sq. Ft.	$2,387,835
68 Whippoorwill Rd, Armonk, NY - Beds \| 4 Baths \| 5179 Sq. Ft.	$2,027,252

Address	Redfin Estimate
60 Whippoorwill Rd, Armonk, NY - Beds \| 3 Baths \| 3649 Sq. Ft.	$1,747,577
64 Whippoorwill Rd, Armonk, NY 4 Beds \| 2.5 Baths \| 2680 Sq. Ft.	$1,695,861

Address	Redfin Estimate
58 Whippoorwill Rd, Armonk, NY - Beds \| 2 Baths \| 3825 Sq. Ft.	$1,930,404
73 Whippoorwill Rd, Armonk, NY 4 Beds \| 3.5 Baths \| 3556 Sq. Ft.	$2,312,566

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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