View of exterior
$630,000 | 2104 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 2 Bath | Listing by Howard Hanna Rand Realty
View of home's exterior
$599,900 | 204 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 2 Bath | Listing by Ally Realty
Community View
$729,999 | 1006 Brentwood Drive, Greenburgh, NY 10591 | 4 Bed, 3 Bath | Listing by Mary Jane Pastor Realty
View of community / neighborhood sign
$679,000 | 2206 Watch Hill Drive, Greenburgh, NY 10591 | 3 Bed, 3 Bath | Listing by Compass Greater NY, LLC
View of property with a garage
$659,000 | 2302 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 3 Bath | Listing by Howard Hanna Rand Realty
Desirable end unit located on the Watch Hill cul-de-sac
$599,900 | 2006 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 3 Bath | Listing by Howard Hanna Rand Realty

Watch Hill Community

Watch Hill Drive, Tarrytown, NY 10591 | Westchester, NY county

Welcome to Watch Hill, a beautifully maintained townhouse community in Tarrytown where natural beauty, privacy, and everyday convenience come together effortlessly. Set on 67 acres of gently rolling landscape, Watch Hill offers a peaceful, residential environment surrounded by preserved open space, creating a setting that feels calm, spacious, and truly connected to nature.

The community is home to 153 thoughtfully designed townhomes, each offering comfortable layouts with two or three bedrooms, attached garages, and private outdoor spaces such as decks or patios. Many homes enjoy elevated hilltop views, adding to the sense of openness and retreat. Manicured grounds and quiet streets create an inviting atmosphere where neighbors feel at home and daily life unfolds at an easy, unhurried pace.

What makes Watch Hill especially distinctive is its extraordinary setting. 60 acres of open space, 36 of them permanently preserved and direct adjacency to Glenville Woods Park and Tarrytown Lakes South County Park, residents are immersed in a 222-acre natural preserve. Miles of nearby hiking and biking trails, along with easy access to the Hudson River waterfront, make outdoor recreation a natural part of everyday living.

Located in the Town of Greenburgh with a Tarrytown mailing address, Watch Hill offers exceptional convenience. Downtown Tarrytown, the Metro-North station, and Main Street’s restaurants, shops, and cultural destinations are just minutes away, while White Plains and New York City are easily accessible by train or car. Watch Hill is a place where nature, neighborhood, and location come together, offering a welcoming community and a lifestyle that feels both relaxed and connected.

2,434 sq.ft. Average Lot Size
0 Active Listings
153 Total Housing Units
1,657 Average Square Footage

Resident Amenities

family_group Clubhouse
fitness_center Fitness Center
award_star Grounds & Common Area Maintenance
local_parking Parking
pool Pool

Schedule a visit

Select when you would like to go to visit.


Tour for free, no strings attached.

Schedule a visit

Select when you would like to go to visit.


Tour for free, no strings attached.


Resident Amenities

expand_less
family_group Clubhouse
fitness_center Fitness Center
award_star Grounds & Common Area Maintenance
local_parking Parking
pool Pool

Interactive Map

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

Watch Hill Residences

Data loading...

Active Listings & Homes For Sale and For Rent

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

Not Finding a Perfect Fit?

Explore more homes for sale in Tarrytown.

Search More Homes

Recent Activity at The Watch Hill Community

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

Floorplans

Loading floorplans…
Loading floorplans…

Community Facts

  • Community Name: Watch Hill
  • Neighborhood: Greenburgh
  • Year Established: 1996
  • Total Homes: 153 residences
  • Property Type: Townhomes
  • County: Westchester, NY county
  • Available Sales Listings: 0
  • Available Rental Listings: 0
  • Lifestyle & HOA: Life at Watch Hill is designed to be easy, peaceful, and well supported. Residents enjoy a low-maintenance lifestyle enhanced by thoughtful amenities and beautifully cared-for surroundings, allowing more time to relax, explore, and enjoy the community. The Homeowners Association oversees the maintenance of common areas, landscaped grounds, and shared amenities, as well as services such as snow removal and yard care. A private, resort-style swimming pool and clubhouse provide a welcoming space to unwind, socialize, or enjoy warm summer days close to home. The community’s careful stewardship ensures that Watch Hill remains attractive, well maintained, and comfortable for residents year-round. As part of the Town of Greenburgh, residents benefit from municipal services including fire and police protection, garbage and recycling, library access, and water services, along with privileges at Town of Greenburgh parks and recreation facilities. Beyond the community, an exceptional network of nearby trails and parks, including Glenville Woods Park, Tarrytown Lakes, the South County Trailway, Old Croton Aqueduct Trail, RiverWalk, and the Mario Cuomo Bridge Pathway offers endless opportunities for walking, biking, and outdoor enjoyment. With convenient access to the Tarrytown Metro-North station, major parkways, and the vibrant shops, dining, and cultural offerings of downtown Tarrytown, Watch Hill delivers a lifestyle that is both relaxed and connected. It’s a community where homeownership feels simple, nature is always close, and everyday living flows with ease.

Frequently Asked Questions

Learn more about the Watch Hill community and available homes for sale and rent here in Tarrytown.

When was Watch Hill built?
Watch Hill was built in 1996.
Where is Watch Hill located?
Watch Hill is located at Watch Hill Drive in Tarrytown in NY.
What amenities does the Watch Hill community provide?
Watch Hill provides the following resident amenities: Clubhouse, Fitness Center, Grounds & Common Area Maintenance, Parking, Pool.
What county is Watch Hill located in?
Watch Hill is located in Westchester, NY county.
How many homes are currently available in Watch Hill for sale or for rent?
Out of 153 homes in Watch Hill, there are currently 0 sales listings and 0 rental listings available.
What is the average square footage in the Watch Hill community?
The average square footage of homes in Watch Hill is 1656 sq.ft.
How big is the Watch Hill community?
The Watch Hill community is made up of 153 homes with an average lot size of 2433 sq.ft.

Nearby Similar Communities

Tarrytown, NY Wyldwood 86 Homes
Tarrytown, NY Carrollwood 213 Homes
Elmsford, NY Westchester Hills 216 Homes
Irvington, NY Pennybridge Manor 74 Homes
Greenburgh, NY The Preserve at Greenburgh 18 Homes
White Plains, NY Pondside Village 155 Homes
Greenburgh, NY Valimar 165 Homes
Hartsdale, NY Stone Oaks 146 Homes
Irvington, NY Harriman's Keep 17 Homes
Irvington, NY Richmond Hill 31 Homes
Irvington, NY Downingwood 116 Homes
White Plains, NY Arborwood 14 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