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.
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
- 183 days |
- 189 |
- 10 |
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#: 888820
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
| Date | Event | Price |
|---|---|---|
| 11/17/2025 | Pending sale | $1,350,000$436/sqft |
Source: | ||
| 7/24/2025 | Listed for sale | $1,350,000+74.2%$436/sqft |
Source: | ||
| 12/11/2015 | Sold | $775,000$250/sqft |
Source: | ||
| 10/5/2015 | Listed for sale | $775,000$250/sqft |
Source: Houlihan Lawrence #4543069 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $15,000 |
| 2023 | -- | $15,000 |
| 2022 | -- | $15,000 |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
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Neighborhood: 10504
Nearby schools
GreatSchools rating
- 8/10Wampus SchoolGrades: 3-5Distance: 1.2 mi
- 10/10H C Crittenden Middle SchoolGrades: 6-8Distance: 1.4 mi
- 10/10Byram Hills High SchoolGrades: 9-12Distance: 2.1 mi
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.








