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Pending
  • $1,350,000

    69 Whippoorwill Road, Armonk, NY 10504

    3beds
    3,095sqft
    Single Family Residence, Residential
    Built in 1790
    1.43 Acres Lot
    $-- Zestimate®
    $436/sqft
    $-- HOA

    What's special

    Fully renovated bathGorgeously landscaped propertyHand-hewn exposed wooden beamsOriginal doorsWide plank floorsCurated plantingsSpecimen trees
    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.
    183 days
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    189
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    10
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    Zillow last checked: 8 hours ago

    Listing updated: November 17, 2025 at 11:02pm

    Listing by:

    Compass Greater NY, LLC 914-228-2656,

    Catherine A. Orsini 201-725-6881,

    Francie F. Malina 914-261-0276,

    Compass Greater NY, LLC

    Source: OneKey® MLS,MLS#: 888820MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 4
    • Full bathrooms: 4
    Heating
    • Hot Water, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Cooktop, Dishwasher, Dryer, Refrigerator, Washer
    Features
    • First Floor Bedroom, Built-in Features, Eat-in Kitchen, Formal Dining, Granite Counters
    • Flooring: Hardwood
    • Basement: Unfinished,Walk-Out Access
    • Attic: Full,Walkup
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 3,761
    • Total interior livable area: 3,095 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Detached, Driveway, Garage
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Patio & porch: Patio, Porch
    • Has view: Yes
    • View description: Lake, Water
    • Has water view: Yes
    • Water view: Lake,Water
    Lot
    • Size: 1.43 Acres
    • Features: Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Stone/Brick Wall, Views
    Details
    • Parcel number: 38001070000000200000010080000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence, Residential
    Materials
    • Cedar, Stone
    Condition
    • Actual
    • Year built: 1790

    Utilities & green energy

    • Sewer: Cesspool
    • Utilities for property: Trash Collection Public

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Armonk

    Financial & listing details

    • Price per square foot: $436/sqft
    • Tax assessed value: $15,000
    • Annual tax amount: $16,471
    • Date on market: 7/24/2025
    • Cumulative days on market: 183 days
    • Listing agreement: Exclusive Right To Sell

    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    11/17/2025Pending sale$1,350,000$436/sqft
    Source: OneKey® MLS #888820 Report a problem
    7/24/2025Listed for sale$1,350,000+74.2%$436/sqft
    Source: OneKey® MLS #888820 Report a problem
    12/11/2015Sold$775,000$250/sqft
    Source: OneKey® MLS #H4543069 Report a problem
    10/5/2015Listed for sale$775,000$250/sqft
    Source: Houlihan Lawrence #4543069 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024-- $15,000
    2023-- $15,000
    2022-- $15,000

    Find assessor info on the county website

    BuyAbility℠ payment

    Estimated monthly payment
    All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
    HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
    Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
    See how much you could borrow to make a competitive offer.

    Boost your down payment with 6% savings match

    Earn up to a 6% match & get a competitive APY with a *. Zillow has partnered with to help get you home faster.

    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: 10504

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Coman Hill
    • Middle: H C Crittenden Middle School
    • High: Byram Hills High School

    Source: OneKey® MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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