14 Crossways, Chappaqua, NY 10514

• 4 beds |
• 4 baths |
• 3,138 sqft

Property Description

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.

Listing Status:

Active

Data Last Updated:

April 30, 2026 at 10:22PM

Listing Office:

Julia B Fee Sothebys Int. Rlty : 914-234-0200

MLS ID:

985955

Interior

• General: First Floor BedroomFirst Floor Full BathBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Chefs KitchenDouble VanityEat-in KitchenEntertainment CabinetsEntrance FoyerFormal DiningGranite CountersHigh Speed InternetHis and Hers ClosetsKitchen IslandNatural WoodworkOpen FloorplanOpen KitchenOriginal DetailsOtherPrimary BathroomRecessed LightingSoaking TubSpeakersStorageWalk-In Closet(s)Washer/Dryer HookupWired for Sound
• Appliances: Convection OvenCooktopDishwasherDryerElectric OvenExhaust FanFreezerGas CooktopGas RangeMicrowave
• Laundry: Electric Dryer HookupGas Dryer HookupIn BasementWasher Hookup
• Basement: FullPartially FinishedStorage SpaceWalk-Out Access
• Flooring: Ceramic TileHardwood
• A/C: Central Air
• Heating: Forced AirNatural GasRadiantRadiant FloorOther
• Fireplace: Living RoomMasonryFireplaceFireplaces: 1

Exterior

• General: LightingMailboxRain Gutters
• Style: Cape Cod
• Other Structures: PorchScreenedPatioCovered
• Parking: DrivewayGarageGarage Door OpenerOff StreetOn StreetParking spaces: 5

Construction

• Windows: BlindsCasementDouble Pane WindowsDrapesScreensStorm Window(s)Wood Frames
• General: Three Or More

Location

• Road/Access: Municipal
• Originating MLS: onekey2
• School District: Chappaqua
• County: Westchester County

Lot

• Zoning: 3600-100-008-00001-000-00013600-100-008-00001-00
• View: Mountain(s)Trees/Woods
• Fencing: Back YardFencedWood

Utilities

• Utilities: Cable ConnectedElectricity ConnectedNatural Gas ConnectedPhone ConnectedSewer ConnectedTrash Collection PublicWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: onekey2