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
Front of townhome featuring garage.
$569,000 | 205 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 3 Bath | Listing by Compass Greater NY, LLC
View of front of house with a garage and a front yard
$659,000 | 1901 Dorset Drive Unit 1901, Greenburgh, NY 10591 | 3 Bed, 3 Bath | Listing by Houlihan Lawrence Inc.
Community View
$685,000 | 1302 Dorset Drive, Greenburgh, NY 10591 | 3 Bed, 3 Bath | Listing by Houlihan Lawrence Inc.
Community View
$635,000 | 405 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 3 Bath | Listing by Real Estate Brokerage America
Front House
$659,900 | 2303 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 2 Bath | Listing by Howard Hanna Rand Realty
Welcome to Watch Hill, a PUD Complex with 153 Single Family TownHomes
$549,000 | 202 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 3 Bath | Listing by Howard Hanna Rand Realty
Community View
$650,000 | 1405 Chadwick Court, Greenburgh, NY 10591 | 3 Bed, 3 Bath | Listing by Douglas Elliman Real Estate
Welcome to 1903 Dorset Drive in Sought after Watch Hill.
$649,000 | 1903 Dorset Drive, Greenburgh, NY 10591 | 3 Bed, 3 Bath | Listing by Corcoran Legends Realty
Community View
$509,000 | 2503 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 2 Bath | Listing by Howard Hanna Rand Realty
Community View
$559,000 | 1603 Dorset Drive, Greenburgh, NY 10591 | 3 Bed, 3 Bath | Listing by Howard Hanna Rand Realty
Community View
$3,300 | 2006 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 3 Bath | Listing by BHG Rand Realty
Community View
$579,000 | 1304 Dorset Drive, Greenburgh, NY 10591 | 3 Bed, 3 Bath | Listing by Renwick Real Estate
Community View
$485,000 | 404 Watch Hill Drive, Greenburgh, NY 10591 | 2 Bed, 2 Bath | Listing by Compass Greater NY, LLC
Community View
$620,000 | 1506 Dorset Drive, Greenburgh, NY 10591 | 4 Bed, 3 Bath | Listing by Julia B Fee Sothebys Int. Rlty

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
1,652 Average Square Footage

Resident Amenities

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

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Resident Amenities

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

Active Listings & Homes For Sale and For Rent

Photo Lot Price Beds Baths Square Feet HOA Fees
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Watch Hill Community (and nearby)
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Watch Hill Residences

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Available Home Models

Alden

The Alden is a two-level townhouse with two bedrooms, 1.5 baths and approximately 1,300 to 1,337 square feet of living space. Its main level pairs a generously sized living room with an eat-in country kitchen featuring a dining area and breakfast bar. Sliding glass doors open to a deck and yard overlooking green space, while main-floor laundry and a powder room add convenience. Upstairs, the primary bedroom includes a walk-in closet, alongside a guest bedroom and full hall bath. The model also offers laminate wood flooring and an attached one-car garage.

Townhouse
Build Type
2
Beds
1.5
Baths
1,300–1,337
Sqft
—
Garages
2
Stories

Bedford

The Bedford is a spacious two-level townhouse offering four bedrooms, 2.5 baths and 2,200 square feet, giving it the most bedrooms and living space among these models. This end unit features a large dine-in kitchen, separate dining room, and living room with a fireplace and sliders to a full-length deck. The primary suite includes a custom bath with radiant-heated floors, a Jacuzzi, walk-in closet and cathedral ceiling. A walk-out basement provides room for a family room, playroom or exercise area and opens to the patio and yard. Two-car attached garage.

Townhouse
Build Type
4
Beds
2.5
Baths
2,200
Sqft
—
Garages
—
Stories

Bellflower

The Bellflower offers two bedrooms, 1.5 baths and 1,337 square feet in a bright townhouse with hardwood floors and abundant natural light. The first floor includes a spacious living room, large eat-in kitchen overlooking the backyard, laundry and half bath. Upstairs are two oversized bedrooms and a full bath. Its private backyard has fencing on both sides, a substantial rock wall behind it and landscaped updates. The home includes a one-car garage and driveway, with visitor parking also available. Watch Hill residents can enjoy the community pool, clubhouse and natural grounds.

Single Family Residence
Build Type
2
Beds
1.5
Baths
1,337
Sqft
1
Garages
—
Stories

Bryant

The Bryant is a two-level townhouse with two bedrooms, 2.5 baths and 1,557 square feet. Facing west, it offers views and sunsets, with sliding doors from the formal dining room opening onto an expanded deck overlooking green space. The first floor also has an entry foyer, generously sized living room, eat-in kitchen and half bath, plus access to the attached garage. Upstairs, the primary suite features a walk-in closet and ensuite bath with dual sinks, tub and separate shower; the guest bedroom has two closets, and a full hall bath serves the second level.

Townhouse
Build Type
2
Beds
2.5
Baths
1,557
Sqft
—
Garages
2
Stories

Copley

The Copley is a two-level, three-bedroom townhouse offering approximately 1,626 to 1,667 square feet and 2.5 baths. This end unit sits on a cul-de-sac and is filled with natural light. Its first floor features a large living room, dining room with sliders to a deck or patio and yard, eat-in kitchen, powder room and access to the attached garage. Upstairs are a primary suite with full bath and walk-in closet, two guest bedrooms and a full hall bath. A full walk-out basement offers additional finishing possibilities, and the complex has a seasonal pool.

Townhouse
Build Type
3
Beds
2.5
Baths
1,626–1,667
Sqft
—
Garages
2
Stories

Pound Ridge

The Pound Ridge is a two-level end-unit townhouse with three bedrooms, 2.5 baths and 1,755 square feet. Set on a quiet cul-de-sac, it offers a large powder room, dining room and living room with a gas fireplace and sliding doors to a deck. The updated eat-in kitchen includes a breakfast area and stainless steel appliances. Upstairs, the primary suite has a vaulted ceiling, walk-in closet and full bath; two additional bedrooms, a full hall bath and laundry room complete the level. A full basement opens through sliding doors to another deck, and the home has a two-car attached garage.

Townhouse
Build Type
3
Beds
2.5
Baths
1,755
Sqft
—
Garages
—
Stories

Available Home Models

Alden

Townhouse
Build Type
2
Beds
1.5
Baths
1,300–1,337
Sqft
—
Garages
2
Stories

The Alden is a two-level townhouse with two bedrooms, 1.5 baths and approximately 1,300 to 1,337 square feet of living space. Its main level pairs a generously sized living room with an eat-in country kitchen featuring a dining area and breakfast bar. Sliding glass doors open to a deck and yard overlooking green space, while main-floor laundry and a powder room add convenience. Upstairs, the primary bedroom includes a walk-in closet, alongside a guest bedroom and full hall bath. The model also offers laminate wood flooring and an attached one-car garage.

Bedford

Townhouse
Build Type
4
Beds
2.5
Baths
2,200
Sqft
—
Garages
—
Stories

The Bedford is a spacious two-level townhouse offering four bedrooms, 2.5 baths and 2,200 square feet, giving it the most bedrooms and living space among these models. This end unit features a large dine-in kitchen, separate dining room, and living room with a fireplace and sliders to a full-length deck. The primary suite includes a custom bath with radiant-heated floors, a Jacuzzi, walk-in closet and cathedral ceiling. A walk-out basement provides room for a family room, playroom or exercise area and opens to the patio and yard. Two-car attached garage.

Bellflower

Single Family Residence
Build Type
2
Beds
1.5
Baths
1,337
Sqft
1
Garages
—
Stories

The Bellflower offers two bedrooms, 1.5 baths and 1,337 square feet in a bright townhouse with hardwood floors and abundant natural light. The first floor includes a spacious living room, large eat-in kitchen overlooking the backyard, laundry and half bath. Upstairs are two oversized bedrooms and a full bath. Its private backyard has fencing on both sides, a substantial rock wall behind it and landscaped updates. The home includes a one-car garage and driveway, with visitor parking also available. Watch Hill residents can enjoy the community pool, clubhouse and natural grounds.

Bryant

Townhouse
Build Type
2
Beds
2.5
Baths
1,557
Sqft
—
Garages
2
Stories

The Bryant is a two-level townhouse with two bedrooms, 2.5 baths and 1,557 square feet. Facing west, it offers views and sunsets, with sliding doors from the formal dining room opening onto an expanded deck overlooking green space. The first floor also has an entry foyer, generously sized living room, eat-in kitchen and half bath, plus access to the attached garage. Upstairs, the primary suite features a walk-in closet and ensuite bath with dual sinks, tub and separate shower; the guest bedroom has two closets, and a full hall bath serves the second level.

Copley

Townhouse
Build Type
3
Beds
2.5
Baths
1,626–1,667
Sqft
—
Garages
2
Stories

The Copley is a two-level, three-bedroom townhouse offering approximately 1,626 to 1,667 square feet and 2.5 baths. This end unit sits on a cul-de-sac and is filled with natural light. Its first floor features a large living room, dining room with sliders to a deck or patio and yard, eat-in kitchen, powder room and access to the attached garage. Upstairs are a primary suite with full bath and walk-in closet, two guest bedrooms and a full hall bath. A full walk-out basement offers additional finishing possibilities, and the complex has a seasonal pool.

Pound Ridge

Townhouse
Build Type
3
Beds
2.5
Baths
1,755
Sqft
—
Garages
—
Stories

The Pound Ridge is a two-level end-unit townhouse with three bedrooms, 2.5 baths and 1,755 square feet. Set on a quiet cul-de-sac, it offers a large powder room, dining room and living room with a gas fireplace and sliding doors to a deck. The updated eat-in kitchen includes a breakfast area and stainless steel appliances. Upstairs, the primary suite has a vaulted ceiling, walk-in closet and full bath; two additional bedrooms, a full hall bath and laundry room complete the level. A full basement opens through sliding doors to another deck, and the home has a two-car attached garage.

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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 1652 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 2434 sq.ft.

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