Community View
$685,000 | 19 Pondview Lane Unit 19, Yonkers, NY 10710 | 2 Bed, 3 Bath | Listing by Corcoran Legends Realty
Community View
$929,000 | 23 Roundtop Road, Yonkers, NY 10710 | 3 Bed, 4 Bath | Listing by GioHomes Real Estate
Welcome Home to 1 Deerfoot Lane
$1,095,000 | 1 Deerfoot Lane, Yonkers, NY 10710 | 3 Bed, 3 Bath | Listing by Compass Greater NY, LLC
Community View
$649,900 | 23 Roundtop Road, Yonkers, NY 10710 | 3 Bed, 4 Bath | Listing by Coldwell Banker Realty
Welcome to 35 Roundtop!
$710,000 | 35 Roundtop Road, Yonkers, NY 10710 | 2 Bed, 3 Bath | Listing by Corcoran Legends Realty
View of front of house with stairs, driveway, a garage, a front lawn, and a chimney
$699,000 | 12 Tall Tulip Lane, Yonkers, NY 10710 | 2 Bed, 3 Bath | Listing by RE/MAX Prime Properties
View of front of house featuring roof with shingles, driveway, an attached garage, and a chimney
$1,150,000 | 58 Roundtop Road, Yonkers, NY 10710 | 3 Bed, 4 Bath | Listing by Focus Real Estate L I LLC
View of front facade with an attached garage, a front yard, and aphalt driveway
$764,000 | 144 Winchester Drive, Yonkers, NY 10710 | 2 Bed, 3 Bath | Listing by RE/MAX Prime Properties
Kitchen featuring decorative backsplash, a sink, high vaulted ceiling, wall chimney exhaust hood, and dark wood-type flooring
$879,000 | 57 Roundtop Road, Yonkers, NY 10710 | 2 Bed, 3 Bath | Listing by RE/MAX Prime Properties
View of front of home featuring an attached garage and driveway
$895,000 | 128 Winchester Drive, Yonkers, NY 10710 | 3 Bed, 4 Bath | Listing by Compass Greater NY, LLC
Welcome to 5 Clubway Circle!
$935,000 | 5 Clubway Circle, Yonkers, NY 10710 | 4 Bed, 4 Bath | Listing by Houlihan Lawrence Inc.
Community View
$925,000 | 5 Pondview Lane, Yonkers, NY 10710 | 3 Bed, 3 Bath | Listing by Mary Jane Pastor Realty
Community View
$4,500 | 136 Winchester Drive, Yonkers, NY 10710 | 2 Bed, 2 Bath | Listing by ERA Insite Realty Services
24 Hour Gated Community
$899,900 | 13 Roundtop, Yonkers, NY 10710 | 3 Bed, 4 Bath | Listing by Coldwell Banker Realty
Community View
$899,000 | 27 Roundtop Road, Yonkers, NY 10710 | 3 Bed, 3 Bath | Listing by RE/MAX Prime Properties
24 Hour Gated community
$885,000 | 5 Roundtop Road, Yonkers, NY 10710 | 3 Bed, 4 Bath | Listing by Compass Greater NY, LLC
View of front facade featuring garden area and 1 car garage
$749,000 | 126 Winchester Drive, Yonkers, NY 10710 | 2 Bed, 3 Bath | Listing by William Raveis-New York LLC
Front
$5,500 | 15 Roundtop Road, Yonkers, NY 10710 | 3 Bed, 4 Bath | Listing by Keller Williams NY Realty
Community View
$759,900 | 140 Winchester Drive, Yonkers, NY 10710 | 2 Bed, 3 Bath | Listing by ERA Insite Realty Services
Community View
$4,600 | 136 Winchester Drive, Yonkers, NY 10710 | 2 Bed, 2 Bath | Listing by ERA Insite Realty Services

Winchester Village Community

600 E Grassy Sprain Road, Yonkers, NY 10710 | Westchester, NY county

Welcome to Winchester Village, a gated townhouse community in northeastern Yonkers that offers a rare sense of retreat just minutes from everyday conveniences. With 24-hour manned security and beautifully maintained grounds, the community provides a peaceful, private atmosphere where residents often describe the setting as feeling more like a mountain getaway than a suburban neighborhood despite its close proximity to shopping, transportation, and major roadways. Tree-lined streets, landscaped common areas, and scenic surroundings backing up to nearby golf courses and reservoir land, create a calm, welcoming environment that feels both established and well cared for. Inside the gates, residents enjoy a strong sense of community and the comfort of living in a neighborhood designed for relaxation, recreation, and everyday ease. Conveniently located near Central Avenue, Winchester Village places shopping, dining, and essential services just blocks away, while still offering the privacy and serenity of a gated residential enclave. With easy access to nearby villages such as Bronxville and Hastings-on-Hudson, as well as the many parks and cultural destinations throughout Westchester County, Winchester Village offers a lifestyle that blends comfort, security, and connection.

5,457 sq.ft. Average Lot Size
0 Active Listings
252 Total Housing Units
2,005 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
local_parking Parking
pickleball Pickleball Court
pool Pool
award_star Spa
sports_tennis Tennis Court
award_star Walking / Biking Trails
award_star Waterfront Access

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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
local_parking Parking
pickleball Pickleball Court
pool Pool
award_star Spa
sports_tennis Tennis Court
award_star Walking / Biking Trails
award_star Waterfront Access

Active Listings & Homes For Sale and For Rent

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Winchester Village Community (and nearby)
For Sale
For Rent
In Contract
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Winchester Village Residences

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Available Home Models

Ashley

Priced from $710,000

The Ashley is a two-bedroom townhouse with 1,552–2,165 square feet, one to two garage spaces, and one-and-a-half to two-and-a-half bathrooms. Its living spaces include an eat-in kitchen, a living and dining area, and, in some homes, a wood-burning fireplace. A finished lower level can provide additional room for recreation and laundry, while upstairs, vaulted ceilings, skylights, and a loft add character and flexibility. Patios or decks extend the living space outdoors. Winchester Village residents can enjoy a gated setting with amenities such as a pool, tennis courts, clubhouse, fitness center, and playground.

Townhouse
Build Type
2
Beds
1.5–2.5
Baths
1,552–2,165
Sqft
1–2
Garages
2
Stories

Barkley

The Barkley offers two to three bedrooms, 2,180–2,980 square feet, two-car garage spaces, and two-and-a-half bathrooms in a two-story townhouse layout. Compared with the Ashley, Barkley homes offer a larger living-area range. Features across the model include vaulted ceilings, spacious living and dining areas, Juliet balconies or decks, and an open loft or den. Some homes also have a finished lower level with a family room, office, or additional bedroom. Residents have access to Winchester Village amenities including a pool, tennis courts, clubhouse, gym, playground, and gated security.

Townhouse
Build Type
2–3
Beds
2.5
Baths
2,180–2,980
Sqft
2
Garages
2
Stories

Carlton

Priced from $1,150,000

The Carlton is a three-story townhouse with two to four bedrooms, 1,884–3,950 square feet, two garage spaces, and two to three-and-a-half bathrooms. Its layout can include a primary suite on the main floor, vaulted ceilings, skylights, and an open loft. Living areas feature options such as a fireplace, built-in bookcases, and a kitchen on the main level; wraparound terraces and patios provide outdoor space. Some homes also have a finished walkout basement with a family room or additional bedroom. With a larger maximum living area than the Ashley, Carlton offers a broad range of space within Winchester Village.

Townhouse
Build Type
2–4
Beds
2–3.5
Baths
1,884–3,950
Sqft
2
Garages
3
Stories

Devon

Priced from $879,000

The Devon is a townhouse offering two to three bedrooms, 2,924–2,980 square feet, one attached garage space, and two-and-a-half to three-and-a-half bathrooms. The layout can feature a first-floor primary suite, an additional bedroom upstairs, and a finished walkout lower level with a family room and private guest space. Vaulted ceilings, skylights, hardwood floors, and a fireplace add character, while a deck and patio offer places to relax outdoors. Some homes also include a loft or office. Winchester Village residents enjoy gated security and community amenities such as a pool, tennis courts, clubhouse, and playground.

Townhouse
Build Type
2–3
Beds
2.5–3.5
Baths
2,924–2,980
Sqft
1
Garages
—
Stories

Wonderful

The Wonderful is a three-story townhouse with three bedrooms, three to four bathrooms, and 2,650–2,980 square feet.

Townhouse
Build Type
3
Beds
3–4
Baths
2,650–2,980
Sqft
—
Garages
3
Stories

Available Home Models

Ashley

Priced from $710,000

Townhouse
Build Type
2
Beds
1.5–2.5
Baths
1,552–2,165
Sqft
1–2
Garages
2
Stories

The Ashley is a two-bedroom townhouse with 1,552–2,165 square feet, one to two garage spaces, and one-and-a-half to two-and-a-half bathrooms. Its living spaces include an eat-in kitchen, a living and dining area, and, in some homes, a wood-burning fireplace. A finished lower level can provide additional room for recreation and laundry, while upstairs, vaulted ceilings, skylights, and a loft add character and flexibility. Patios or decks extend the living space outdoors. Winchester Village residents can enjoy a gated setting with amenities such as a pool, tennis courts, clubhouse, fitness center, and playground.

Barkley

Townhouse
Build Type
2–3
Beds
2.5
Baths
2,180–2,980
Sqft
2
Garages
2
Stories

The Barkley offers two to three bedrooms, 2,180–2,980 square feet, two-car garage spaces, and two-and-a-half bathrooms in a two-story townhouse layout. Compared with the Ashley, Barkley homes offer a larger living-area range. Features across the model include vaulted ceilings, spacious living and dining areas, Juliet balconies or decks, and an open loft or den. Some homes also have a finished lower level with a family room, office, or additional bedroom. Residents have access to Winchester Village amenities including a pool, tennis courts, clubhouse, gym, playground, and gated security.

Carlton

Priced from $1,150,000

Townhouse
Build Type
2–4
Beds
2–3.5
Baths
1,884–3,950
Sqft
2
Garages
3
Stories

The Carlton is a three-story townhouse with two to four bedrooms, 1,884–3,950 square feet, two garage spaces, and two to three-and-a-half bathrooms. Its layout can include a primary suite on the main floor, vaulted ceilings, skylights, and an open loft. Living areas feature options such as a fireplace, built-in bookcases, and a kitchen on the main level; wraparound terraces and patios provide outdoor space. Some homes also have a finished walkout basement with a family room or additional bedroom. With a larger maximum living area than the Ashley, Carlton offers a broad range of space within Winchester Village.

Devon

Priced from $879,000

Townhouse
Build Type
2–3
Beds
2.5–3.5
Baths
2,924–2,980
Sqft
1
Garages
—
Stories

The Devon is a townhouse offering two to three bedrooms, 2,924–2,980 square feet, one attached garage space, and two-and-a-half to three-and-a-half bathrooms. The layout can feature a first-floor primary suite, an additional bedroom upstairs, and a finished walkout lower level with a family room and private guest space. Vaulted ceilings, skylights, hardwood floors, and a fireplace add character, while a deck and patio offer places to relax outdoors. Some homes also include a loft or office. Winchester Village residents enjoy gated security and community amenities such as a pool, tennis courts, clubhouse, and playground.

Wonderful

Townhouse
Build Type
3
Beds
3–4
Baths
2,650–2,980
Sqft
—
Garages
3
Stories

The Wonderful is a three-story townhouse with three bedrooms, three to four bathrooms, and 2,650–2,980 square feet.

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Recent Activity at The Winchester Village Community

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Community Facts

  • Community Name: Winchester Village
  • Neighborhood: Yonkers
  • Year Established: 1990
  • Total Homes: 252 residences
  • Property Type: Townhomes
  • County: Westchester, NY county
  • Available Sales Listings: 0
  • Available Rental Listings: 0
  • Lifestyle & HOA: Life at Winchester Village is centered on comfort, recreation, and peace of mind. The community’s active Homeowners Association oversees daily operations and works closely with professional property management to ensure the neighborhood remains well maintained, secure, and welcoming. Residents benefit from a low-maintenance lifestyle supported by consistent care of common areas and amenities. Winchester Village offers a wide range of shared amenities designed to enrich everyday living. Residents enjoy access to a clubhouse with gathering and party spaces, a fitness room, library, swimming pool, tennis and basketball courts, and a children’s playground - creating opportunities for relaxation, wellness, and social connection for all ages. The location further enhances the lifestyle. Commuters appreciate quick access to the Tuckahoe and Crestwood Metro-North stations, with express service to Grand Central Terminal in approximately 30 minutes, as well as nearby express bus options to Manhattan. Major parkways, including the Bronx River Parkway and Sprain Brook Parkway are easily accessible, making travel throughout Westchester and into New York City seamless. Surrounded by some of the county’s most beloved parks and recreational destinations such as Tibbetts Brook Park, Sprain Ridge Park, and Untermyer Gardens - Winchester Village offers a lifestyle that feels balanced, secure, and thoughtfully connected. It’s a community where residents can unwind at home, stay active close by, and enjoy the best of Westchester living just beyond the gates.

Frequently Asked Questions

Learn more about the Winchester Village community and available homes for sale and rent here in Yonkers.

When was Winchester Village built?
Winchester Village was built in 1990.
Where is Winchester Village located?
Winchester Village is located at 600 E Grassy Sprain Road in Yonkers in NY.
What amenities does the Winchester Village community provide?
Winchester Village provides the following resident amenities: Basketball Court, Clubhouse, Fitness Center, Gated Community, Grounds & Common Area Maintenance, Parking, Pickleball Court, Pool, Spa, Tennis Court, Walking / Biking Trails, Waterfront Access.
What county is Winchester Village located in?
Winchester Village is located in Westchester, NY county.
How many homes are currently available in Winchester Village for sale or for rent?
Out of 252 homes in Winchester Village, there are currently 0 sales listings and 0 rental listings available.
What is the average square footage in the Winchester Village community?
The average square footage of homes in Winchester Village is 2005 sq.ft.
How big is the Winchester Village community?
The Winchester Village community is made up of 252 homes with an average lot size of 5457 sq.ft.

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