Most “walk-to-town” homes ask you to compromise on space, privacy, or both. At 14 Crossways, you get all three. Set less than a mile from the Chappaqua station, it combines true walkability with more than 3,100 square feet of well-organized living space on a private, level half-acre. Carefully maintained and thoughtfully improved, it is also a house designed for entertaining. At its center, the kitchen acts as the engine room of the home, anchored by a substantial island and flowing directly into the family room, dining room, and screened porch. Because the porch is accessed from the kitchen, the connection between indoor and outdoor living feels particularly natural and highly practical. From the family room, the house also connects directly to the lower level, allowing the living spaces to expand easily when people spread out. The first floor also includes a dedicated office and a separate guest bedroom with a full bath, positioned to function independently from the main living areas. Upstairs, the nearly 600 square foot primary wing is set apart, offering a true sense of scale and separation, along with a walk-in closet and primary bath. Two additional bedrooms and a full bath are located on the opposite side, creating a balanced and practical second floor. The lower level adds a large recreation room, a powder room, and a custom wine cellar, giving the house a valuable secondary entertaining space that is fully integrated into the overall layout. A rare combination of scale, function, and convenience in the heart of Chappaqua.
Patio And Porch Features: Covered, Patio, Porch, Screened
Road Frontage Type: Municipal
View: Mountain(s), Trees/Woods
Measurements
Building Area Total: 3,612
Building Area Units: Square Feet
Frontage Type: Municipal
Lot Features: Back Yard, Cleared, Front Yard, Landscaped, Level, Near Public Transit, Near School, Near Shops, Part Wooded, Private, Sprinklers In Front, Sprinklers In Rear, Stone/Brick Wall, Views
Parking Features: Driveway, Garage, Garage Door Opener, Off Street, On Street
Parking Total: 5
Schools
Elementary School
Elementary School: Douglas G Grafflin School
Elementary School District: Chappaqua
High School
High School: Horace Greeley High School
High School District: Chappaqua
Middle or Junior School
Middle Or Junior School: Robert E Bell School
Middle Or Junior School District: Chappaqua
Utilities
Equipment
Cooling: Central Air
Heating: Forced Air, Natural Gas, Radiant, Radiant Floor, Other
Laundry Features: Electric Dryer Hookup, Gas Dryer Hookup, In Basement, Washer Hookup
Sewer: Public Sewer
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Water Source: Public
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 4 bedrooms and 4 bathrooms in this single-family home at 14 Crossways.
What schools are nearby to 14 Crossways?
Nearby schools include the Douglas G Grafflin School Elementary School, Robert E Bell School Middle School, and Horace Greeley High School.
Does this single-family home have parking?
Yes, there is 1 parking space available for 14 Crossways.
What are the annual taxes for 14 Crossways?
Annual taxes for this single-family home are estimated at $27,905.
What is the square footage on this single-family home?
According to the MLS, this listing is 3,138 sqft.
14 Crossways is a 4-bedroom, 4-bath single-family home for sale in Chappaqua NY 10514. Listed on Prevu for 0 days at $1,600,000. This residence features 3,138 square feet of living space, located in Westchester County. The median listing price for single-family homes in this area is $1,699,995. Nearby schools include Douglas G Grafflin School Elementary School, Robert E Bell School Middle School, and Horace Greeley High School. The home offers private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. View other single-family home listings in Westchester County.
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