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$1,275,000
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Property Description
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.
Full Property Details
Full Property Details for 69 Whippoorwill Rd
General
- Sold For: $1,275,000
- Taxes: $16,471
- Status: Closed
- Type: Single Family
- Source: Long_Island
- MLS ID: 888820
- Added to Site: 211 day(s) ago
Interior
- Number of Rooms: 13
- Interior Features: First Floor Bedroom, Built-in Features, Eat-in Kitchen, Formal Dining, Granite Counters, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 3
Exterior
- Porch/Patio/Deck: Patio, Porch
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Detached, Driveway, Garage
Location
- County: Westchester County
School Information
- High School District: Byram Hills
- Elementary School: Coman Hill
- Middle School: H C Crittenden Middle School
- High School: Byram Hills High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Hot Water, Oil
Utilities
- Sewer: Cesspool
- Water: Well
- Utility Description: Trash Collection Public
Structural Information
- Architectural Style: Farmhouse
- Detached/Attached: Detached
- Construction: Cedar, Frame, Stone
- Basement: Yes
- Basement Desc.: Unfinished, Walk-Out Access
- Building Size: 3761
- Square Feet: 3,761
- Sq. Ft. Source: Plans
- Year Built: 1790
Lot Features
- Property View: Lake, Water
- Lot Size (Acres): 1.41
- Lot Size (Sq. Ft.): 62,160
- Frontage: Municipal
- Road Maintenance: Public Maintained Road
- Lot Features: Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Stone/Brick Wall, Views
Water Features
- Water View: Yes
Financial Considerations
- Tax Amount: $16,471
Disclosures and Reports
- Special Conditions: None
- Property ID: 3800-107-000-00002-000-0001-008-0000
Listed by Compass Greater NY, LLC
Sold by William Raveis-New York, LLC
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Schools
Schools serving 69 Whippoorwill Rd
School District:Byram Hills Central School District
| Name | Grades | Distance |
|---|---|---|
Wampus School 41 Wampus Avenue, Armonk, NY 10504 | 3-5 | 1.2 mi |
Coman Hill School 558 Bedford Road, Armonk, NY 10504 | K-2 | 2.5 mi |
H C Crittenden Middle School 10 MacDonald Avenue, Armonk, NY 10504 | 6-8 | 1.4 mi |
Byram Hills High School 12 Tripp Ln, Armonk, NY 10504 | 9-12 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 69 Whippoorwill Rd
Date
Details
Price
Change
Source
2/10/2026
Sold
$1,275,000
-5.56%
MLS
7/24/2025
Listed
$1,350,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
69 Whippoorwill Road, Armonk, NY 10504 (MLS# 888820) is a Single Family property that was sold at $1,275,000 on February 10, 2026. Want to learn more about 69 Whippoorwill Road? Do you have questions about finding other Single Family real estate for sale in Armonk? You can browse all Armonk real estate or contact a Coldwell Banker agent to request more information.
