Whippoorwill – Armonk, NY
Whippoorwill is one of the most exclusive and picturesque residential areas in Armonk, NY, known for its luxury homes, rolling hills, and tranquil surroundings. This prestigious neighborhood is part of the town of North Castle and offers a private, estate-like atmosphere while still being conveniently located near downtown Armonk and major highways.
Upscale Homes & Large Properties
Whippoorwill is home to some of the most luxurious estates in Westchester County. Many properties in the neighborhood feature:
- Expansive multi-acre lots offering privacy and serenity
- Architectural styles ranging from classic colonials and stone mansions to sleek modern homes
- High-end amenities such as pools, tennis courts, and custom-designed interiors
- Stunning landscaped grounds with breathtaking views of the countryside
Whippoorwill is a haven for those looking for elegance, space, and tranquility without sacrificing convenience.
A Natural & Scenic Retreat
One of the defining characteristics of Whippoorwill is its beautiful natural surroundings. Rolling hills, lush woodlands, and winding roads create a sense of seclusion and peace. Many homes back up to conservation land or golf courses, further enhancing the area’s charm.
Nearby outdoor recreational spots include:
- Wampus Brook Park – A peaceful spot with walking trails, a pond, and picnic areas
- Whippoorwill Park & Preserve – A local green space offering nature trails and scenic views
- Byram Hills Nature Preserve – Ideal for hiking and birdwatching
The Whippoorwill Club – A Premier Private Golf Course
Whippoorwill is home to the Whippoorwill Club, one of Westchester County’s most exclusive private golf courses. This historic and highly regarded golf course offers:
- A challenging yet scenic 18-hole course designed by legendary architect Donald Ross
- A private clubhouse with dining, social events, and member-exclusive activities
- Tennis courts, a pool, and other luxury amenities
Many Whippoorwill residents enjoy golf, social events, and recreational activities at the club, making it a central part of the community.
Proximity to Downtown Armonk & NYC Access
Although Whippoorwill feels peaceful and secluded, it’s only:
- 5 minutes from downtown Armonk, offering boutique shops, fine dining, and community events
- 15 minutes from White Plains, with major shopping centers and business districts
- 45 minutes from New York City, accessible via Metro-North or major highways like I-684 and the Saw Mill River Parkway
This prime location allows residents to enjoy suburban tranquility while staying connected to urban conveniences.
Top-Rated Byram Hills School District
Whippoorwill is part of the Byram Hills Central School District, one of the best school districts in New York State. Families in the neighborhood benefit from:
- Small class sizes and excellent academics
- Strong extracurricular programs, including sports, arts, and STEM
- A college-preparatory curriculum that prepares students for top universities
Schools serving the area include:
- Coman Hill Elementary School (K-2)
- Wampus Elementary School (3-5)
- H.C. Crittenden Middle School (6-8)
- Byram Hills High School (9-12)
A Prestigious & Private Lifestyle
Whippoorwill is a highly desirable neighborhood for those seeking privacy, space, and luxury. It is home to CEOs, executives, and professionals who appreciate its peaceful environment and high-end amenities.
The area’s estate-like feel, combined with its strong sense of community, makes it a top choice for those looking for a prestigious lifestyle in Armonk, NY.