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69 Whippoorwill RoadArmonk, NY 10504

For Sale

$1,350,000

Smart Buyer Rebate $13,500

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.

Listed by Catherine A. Orsini

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Compass Greater NY, LLC

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914-228-2656

Listed by Francie F. Malina

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Compass Greater NY, LLC

Last updated July 26, 2025

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Source: OneKey #888820

Listing Facts

  • TypeSingle-family
  • NeighborhoodArmonk
  • Bedrooms3
  • Bathrooms4
  • Days on Prevu44
  • Taxes$16,500/year
  • Size3,095 sqft
  • Price per sqft$436

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

07/24/2025
Listed by Compass Greater NY, LLC
$1,350,000

Property Details for 69 Whippoorwill Road

Exterior

Construction

  • Property Condition: Actual
  • Year Built: 1790
  • Architectural Style: Farmhouse
  • Construction Materials: Cedar, Frame, Stone

Features

  • Patio And Porch Features: Patio, Porch
  • Road Frontage Type: Municipal
  • View: Lake, Water

Measurements

  • Building Area Total: 3,761
  • Building Area Units: Square Feet
  • Frontage Type: Municipal
  • Lot Features: Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Stone/Brick Wall, Views
  • Lot Size Acres: 1.41
  • Lot Size Square Feet: 62,160

Financial

Taxes

  • Parcel Number: 3800-107-000-00002-000-0001-008-0000
  • Tax Annual Amount: $16,500.00
  • Tax Assessed Value: $15,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Interior Features: First Floor Bedroom, Built-in Features, Eat-in Kitchen, Formal Dining, Granite Counters, Walk-In Closet(s)

Measurements

  • Living Area: 3,095
  • Living Area Source: Plans

Rooms

  • Basement: Unfinished, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 3
  • Rooms Total: 13

Parking

Parking

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

Schools

Elementary School

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

High School

  • High School: Byram Hills High School
  • High School District: Byram Hills

Middle or Junior School

  • Middle Or Junior School: H C Crittenden Middle School
  • Middle Or Junior School District: Byram Hills

Utilities

Equipment

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

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.