Beautiful curb appeal
$12,500 | 49 Miller Circle, North Castle, NY 10504 | 4 Bed, 5 Bath | Listing by William Raveis Real Estate
Townhome in Whippoorwill Hills
$8,500 | 7 Hopkins Lane, North Castle, NY 10504 | 3 Bed, 4 Bath | Listing by William Raveis Real Estate
Welcome home to 25 Hopkins Lane in Armonk!
$1,450,000 | 25 Hopkins Lane, North Castle, NY 10504 | 4 Bed, 4 Bath | Listing by William Raveis-New York, LLC
Welcome home!
$1,525,000 | 26 Agnew Farm Road, North Castle, NY 10504 | 3 Bed, 4 Bath | Listing by William Raveis Real Estate
Community View
$11,500 | 8 Caruso Place, North Castle, NY 10504 | 4 Bed, 4 Bath | Listing by Compass Greater NY, LLC
Traditional-style house with a garage, a front yard, and driveway
$1,479,000 | 7 Caruso Place, North Castle, NY 10504 | 3 Bed, 4 Bath | Listing by Coldwell Banker Realty
Traditional home with roof with shingles, driveway, an attached garage, and a front lawn
$10,500 | 42 Miller Circle, North Castle, NY 10504 | 5 Bed, 4 Bath | Listing by William Raveis Real Estate
Welcome Home!
$1,079,000 | 30 Agnew Farm Road, North Castle, NY 10504 | 3 Bed, 3 Bath | Listing by William Raveis Real Estate
Community View
$9,000 | 16 Agnew Farm Road, North Castle, NY 10504 | 3 Bed, 3 Bath | Listing by Julia B Fee Sothebys Int. Rlty
Front View
$1,795,000 | 8 Raven Court, North Castle, NY 10504 | 4 Bed, 4 Bath | Listing by Houlihan Lawrence Inc.
View of front of house
$1,395,000 | 9 Caruso Place, North Castle, NY 10504 | 3 Bed, 4 Bath | Listing by Houlihan Lawrence Inc.
Welcome to 9 Hopkins Lane!
$1,050,000 | 9 Hopkins Lane, North Castle, NY 10504 | 3 Bed, 4 Bath | Listing by Houlihan Lawrence Inc.
Beautiful Curb Appeal
$10,000 | 42 Miller Circle, North Castle, NY 10504 | 5 Bed, 4 Bath | Listing by William Raveis Real Estate
Welcome to 19 Miller Circle in Whippoorwill Hills
$1,595,000 | 19 Miller Circle, North Castle, NY 10504 | 4 Bed, 5 Bath | Listing by William Raveis Real Estate
Welcome to 4 Raven Court in Armonk.
$1,560,000 | 4 Raven Court, North Castle, NY 10504 | 3 Bed, 4 Bath | Listing by Keller Williams Realty Group
Welcome to Whippoorwill Hills
$10,500 | 1 Caruso Place, North Castle, NY 10504 | 4 Bed, 4 Bath | Listing by William Raveis Real Estate
24 Agnew Farm Road
$1,325,000 | 24 Agnew Farm Road, North Castle, NY 10504 | 4 Bed, 4 Bath | Listing by William Raveis Real Estate
Community View
$1,300,000 | 20 Agnew Farm Road, North Castle, NY 10504 | 3 Bed, 3 Bath | Listing by William Raveis Real Estate
Community View
$869,900 | 43 Agnew Farm Road, North Castle, NY 10504 | 3 Bed, 4 Bath | Listing by RE/MAX Classic Realty
Community View
$10,000 | 16 Agnew Farm Road, North Castle, NY 10504 | 3 Bed, 3 Bath | Listing by Julia B Fee Sothebys Int. Rlty

Whippoorwill Hills Community

Agnew Farm Rd, Armonk, NY 10504 | Westchester, NY county

Whippoorwill Hills is a gated residential community in the heart of Armonk that offers a welcoming neighborhood atmosphere combined with everyday convenience. Open green spaces, quiet roads, and a sense of privacy create an environment where residents can unwind while staying connected to everything the village has to offer. The ability to walk to shops, restaurants, the library, and nearby parks adds to the ease of daily life, while nearby Metro-North service and I-684 make commuting simple and efficient. Whippoorwill Hills continues to attract homeowners who value a comfortable, low-maintenance lifestyle in a setting that feels established, friendly, and well cared for an ideal place to enjoy the best of life in Armonk.

0.24 acres Average Lot Size
1 Active Listings
126 Total Housing Units
3,390 Average Square Footage

Resident Amenities

sports_basketball Basketball Court
family_group Clubhouse
fitness_center Fitness Center
award_star Gated Community
award_star Grounds & Common Area Maintenance
pickleball Pickleball Court
pool Pool
sports_tennis Tennis Court

Schedule a visit


Tour for free, no strings attached.

Schedule a visit


Tour for free, no strings attached.


Resident Amenities

expand_less
sports_basketball Basketball Court
family_group Clubhouse
fitness_center Fitness Center
award_star Gated Community
award_star Grounds & Common Area Maintenance
pickleball Pickleball Court
pool Pool
sports_tennis Tennis Court

Active Listings & Homes For Sale and For Rent

Photo Lot Price Beds Baths Square Feet HOA Fees
Loading listings data...
Loading listings data...

Interactive Map

Whippoorwill Hills Community (and nearby)
For Sale
For Rent
In Contract
Sold Last Year
Sold Last 3 Years
Sold Last 5 Years

Whippoorwill Hills Residences

Data loading...

Available Home Models

Bristol

The Bristol plan in Whippoorwill Hills by Tavo Development offers a thoughtfully designed living space with 3 to 4 bedrooms and 3 to 4 bathrooms, making it ideal for families of various sizes. With living areas ranging from 2,924 to 4,283 square feet, this model provides ample room for relaxation and entertainment. The Bristol typically features three stories, enhancing its spacious feel. Residents enjoy the benefits of a modern layout in this sought-after gated community, known for its beautiful surroundings and convenient access to local amenities.

Townhouse
Build Type
3–4
Beds
3–4
Baths
2,924–4,283
Sqft
Garages
3
Stories

Cornell

The Cornell model in Whippoorwill Hills by Tavo Development offers a spacious and inviting layout, featuring 4 to 5 bedrooms and 4 to 5 bathrooms. With living areas ranging from 3,134 to 4,178 sq ft, this home is designed for both comfort and style. The Cornell typically showcases 2 to 3 stories, providing ample space for families to enjoy. This sought-after model is known for its contemporary sophistication and quality finishes, making it a perfect choice for those looking for a move-in ready home in a desirable community.

Townhouse
Build Type
4–5
Beds
4–5
Baths
3,134–4,178
Sqft
Garages
2–3
Stories

Princeton

Welcome to the Princeton, a beautifully designed home in the Whippoorwill Hills community by Tavo Development. This model typically features 3 to 4 bedrooms and 4 to 5 bathrooms, providing ample space for comfortable living. With a generous living area ranging from 2,940 to 4,122 sq ft, the Princeton offers a flexible open floor plan that is filled with natural light. This two-story home is perfect for those seeking a blend of luxury and functionality in a sought-after neighborhood.

Townhouse
Build Type
3–4
Beds
4–5
Baths
2,940–4,122
Sqft
Garages
2
Stories

Rockland

Priced from $1,450,000

Introducing the Rockland, a stunning home plan in the desirable Whippoorwill Hills community by Tavo Development. This spacious residence offers 4 bedrooms and 4 bathrooms, providing ample space for family and guests. With a generous living area ranging from 3,308 to 3,931 sq ft, the Rockland is designed for comfort and functionality. The home features three stories, allowing for a versatile layout that can accommodate various lifestyles. Residents will appreciate the thoughtful design elements that enhance everyday living, making the Rockland a perfect choice for those seeking a refined yet welcoming environment.

Townhouse
Build Type
4
Beds
4
Baths
3,308–3,931
Sqft
Garages
3
Stories

Available Home Models

Bristol

Townhouse
Build Type
3–4
Beds
3–4
Baths
2,924–4,283
Sqft
Garages
3
Stories

The Bristol plan in Whippoorwill Hills by Tavo Development offers a thoughtfully designed living space with 3 to 4 bedrooms and 3 to 4 bathrooms, making it ideal for families of various sizes. With living areas ranging from 2,924 to 4,283 square feet, this model provides ample room for relaxation and entertainment. The Bristol typically features three stories, enhancing its spacious feel. Residents enjoy the benefits of a modern layout in this sought-after gated community, known for its beautiful surroundings and convenient access to local amenities.

Cornell

Townhouse
Build Type
4–5
Beds
4–5
Baths
3,134–4,178
Sqft
Garages
2–3
Stories

The Cornell model in Whippoorwill Hills by Tavo Development offers a spacious and inviting layout, featuring 4 to 5 bedrooms and 4 to 5 bathrooms. With living areas ranging from 3,134 to 4,178 sq ft, this home is designed for both comfort and style. The Cornell typically showcases 2 to 3 stories, providing ample space for families to enjoy. This sought-after model is known for its contemporary sophistication and quality finishes, making it a perfect choice for those looking for a move-in ready home in a desirable community.

Princeton

Townhouse
Build Type
3–4
Beds
4–5
Baths
2,940–4,122
Sqft
Garages
2
Stories

Welcome to the Princeton, a beautifully designed home in the Whippoorwill Hills community by Tavo Development. This model typically features 3 to 4 bedrooms and 4 to 5 bathrooms, providing ample space for comfortable living. With a generous living area ranging from 2,940 to 4,122 sq ft, the Princeton offers a flexible open floor plan that is filled with natural light. This two-story home is perfect for those seeking a blend of luxury and functionality in a sought-after neighborhood.

Rockland

Priced from $1,450,000

Townhouse
Build Type
4
Beds
4
Baths
3,308–3,931
Sqft
Garages
3
Stories

Introducing the Rockland, a stunning home plan in the desirable Whippoorwill Hills community by Tavo Development. This spacious residence offers 4 bedrooms and 4 bathrooms, providing ample space for family and guests. With a generous living area ranging from 3,308 to 3,931 sq ft, the Rockland is designed for comfort and functionality. The home features three stories, allowing for a versatile layout that can accommodate various lifestyles. Residents will appreciate the thoughtful design elements that enhance everyday living, making the Rockland a perfect choice for those seeking a refined yet welcoming environment.

Not Finding a Perfect Fit?

Explore more homes for sale in Armonk.

Search More Homes

Recent Activity at The Whippoorwill Hills Community

Date Lot Status
Loading activity data...
Loading activity data...

Floorplans

Loading floorplans…
Loading floorplans…

Community Facts

  • Community Name: Whippoorwill Hills
  • Neighborhood: Armonk
  • Year Established: 2002
  • Total Homes: 126 residences
  • Property Type: Houses, Townhomes
  • County: Westchester, NY county
  • Available Sales Listings: 0
  • Available Rental Listings: 1
  • Lifestyle & HOA: Life at Whippoorwill Hills is designed to be easy, active, and maintenance free. Residents enjoy a range of private community amenities that enhance daily living, including two swimming pools, a clubhouse, tennis courts, and a children’s playground. These shared spaces provide opportunities for recreation, relaxation, and social connection throughout the seasons. The Homeowners Association supports a low-maintenance lifestyle by overseeing exterior upkeep, landscaping, and common areas, allowing homeowners to spend more time enjoying their surroundings rather than managing chores. Gated access with 24-hour security adds an extra layer of comfort and peace of mind. Beyond the gates, residents benefit from proximity to Armonk’s library, shops, restaurants, and parks, as well as convenient access to major roadways and nearby Metro-North stations. Whippoorwill Hills offers a lifestyle that feels balanced and effortless - where community, convenience, and comfort come together in one of Westchester’s most desirable villages.

Frequently Asked Questions

Learn more about the Whippoorwill Hills community and available homes for sale and rent here in Armonk.

When was Whippoorwill Hills built?
Whippoorwill Hills was built in 2002.
Where is Whippoorwill Hills located?
Whippoorwill Hills is located at Agnew Farm Rd in Armonk in NY.
What amenities does the Whippoorwill Hills community provide?
Whippoorwill Hills provides the following resident amenities: Basketball Court, Clubhouse, Fitness Center, Gated Community, Grounds & Common Area Maintenance, Pickleball Court, Pool, Tennis Court.
What county is Whippoorwill Hills located in?
Whippoorwill Hills is located in Westchester, NY county.
How many homes are currently available in Whippoorwill Hills for sale or for rent?
Out of 126 homes in Whippoorwill Hills, there are currently 0 sales listings and 1 rental listings available.
What is the average square footage in the Whippoorwill Hills community?
The average square footage of homes in Whippoorwill Hills is 3390 sq.ft.
How big is the Whippoorwill Hills community?
The Whippoorwill Hills community is made up of 126 homes with an average lot size of 10271 sq.ft.

Nearby Similar Communities

Mount Kisco, NY Timber Ridge 49 Homes
Mount Kisco, NY West Glen 14 Homes
Mount Kisco, NY The Hillside 12 Homes
Rye Brook, NY BelleFair 261 Homes
Mount Kisco, NY Glassbury Court 34 Homes
Rye Brook, NY Kingfield 110 Homes
Greenburgh, NY Valimar 165 Homes
Mount Kisco, NY Guard Hill Manor 212 Homes
Briarcliff Manor, NY Stonington Heights 12 Homes
Rye Brook, NY Doral Greens 138 Homes
Briarcliff Manor, NY Wyndcrest 83 Homes
Briarcliff Manor, NY Stone Creek Townhomes 26 Homes

Schedule a Visit

By clicking send, you accept the Terms of Service and Privacy Policy, and understand you will be contacted by Highline Residential via email, phone call, and/or text message to discuss prospective opportunities.

Ask a Question

By clicking send, you accept the Terms of Service and Privacy Policy, and understand you will be contacted by Highline Residential via email, phone call, and/or text message to discuss prospective opportunities.

Join Waitlist

By clicking send, you accept the Terms of Service and Privacy Policy, and understand you will be contacted by Highline Residential via email, phone call, and/or text message to discuss prospective opportunities.

Sign up to get community updates

Subscribe to property updates

By clicking send, you accept the Terms of Service and Privacy Policy, and understand you will be contacted by Highline Residential via email, phone call, and/or text message to discuss prospective opportunities.

Sign up to join the waitlist!

Subscribe to property updates

By clicking send, you accept the Terms of Service and Privacy Policy, and understand you will be contacted by Highline Residential via email, phone call, and/or text message to discuss prospective opportunities.

Floorplan