14 Crossways

Chappaqua, NY 10514 Directions
$1,600,000
  • 4Bed
  • 3/1Baths
  • 3,138Sqft
  • 0.51Acres
  • 1960Built
  • Cape CodStyle

Property Highlights

  • School District: Chappaqua
  • Elementary: Douglas G. Grafflin
  • Municipality: Chappaqua
  • View: Mountain(s), Trees/Woods
  • Price/Sqft: $510
  • Days on Market: 6
  • MLS: 985955
  • Taxes: $27,905

Property Highlights

  • School District: Chappaqua
  • Elementary: Douglas G. Grafflin
  • Municipality: Chappaqua
  • View: Mountain(s), Trees/Woods
  • Price/Sqft: $510
  • Days on Market: 6
  • MLS: 985955
  • Taxes: $27,905

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...

Property Highlights

  • School District: Chappaqua
  • Elementary: Douglas G. Grafflin
  • Municipality: Chappaqua
  • View: Mountain(s), Trees/Woods
  • Price/Sqft: $510
  • Days on Market: 6
  • MLS: 985955
  • Taxes: $27,905

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.

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.

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  • Additional Information
    • Basement Description: Full, Partially Finished, Storage Space, Walk-Out Access
    • Days On Market: 6
    • Elementary School: Douglas G Grafflin School
    • Elementary School District: Chappaqua
    • High School: Horace Greeley High School
    • Middle School: Robert E Bell School
    • On Market Date: 2026-04-30
    • Parking Spaces: 5
    • Sewer: Public Sewer
    • Style: Cape Cod
    • Type: Residential
    • Utilities: Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Sewer Connected, Water Connected
    • View: Mountain(s), Trees/Woods
    • Year Built: 1960
  • Interior Features
    • Appliances Included: Convection Oven, Cooktop, Dishwasher, Dryer, Electric Oven, Exhaust Fan, Freezer, Gas Cooktop, Gas Range, Microwave
    • Beds: 4
    • Cooling: Central Air
    • Flooring: Ceramic Tile, Hardwood
    • Full Baths: 3
    • Heat: Forced Air, Natural Gas, Radiant, Radiant Floor, Other
    • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Double Vanity, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Speed Internet, His and Hers Closets, Kitchen Island, Natural Woodwork, Open Floorplan, Other, Recessed Lighting, Soaking Tub, Storage, Walk-In Closet(s), Wired for Sound
    • Living Area SqFt: 3138
    • Rooms: 9
  • Exterior Features
    • Construction Materials: Batts Insulation, Blown-In Insulation, Foam Insulation, Shingle Siding
    • Exterior Features: Lighting, Rain Gutters, Covered, Patio, Porch, Screened
    • Parking: Driveway, Garage, Garage Door Opener, Off Street, On Street
  • Assessed Value and Taxes
    • Tax Amount: $27,905
Jonathan Cape

Jonathan Cape

Global Real Estate Advisor

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