14 Crossways Chappaqua, NY $ 1,600,000
14 Crossways
$ 1,600,000
Open House 5/2 1pm - 5pm
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14 Crossways

Chappaqua, NY, 10514
$ 1,600,000
Bedrooms4 Baths3.1 Sq 3,138

Monthly Estimate*

$ 9,851

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Single Family Home for sale in Chappaqua, NY

for $1,600,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,138 square foot home was built in 1960 on a lot size of 0.51.

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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Open House

5/2/2026 1:00 PM - 5:00 PM
5/3/2026 1:00 PM - 5:00 PM
14 Crossways Chappaqua, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Coming Soon

Price

$ 1,600,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 27,905

Style

Cape Cod

Lot Size

0.51

Year Built

1960

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

985955

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Chefs Kitchen Double Vanity Eat-in Kitchen Entertainment Cabinets Entrance Foyer Formal Dining Granite
Basement Full Partially Finished Storage Space Walk-Out Access
Flooring Ceramic Tile Hardwood
Total Fireplaces 1
Fireplace Features Living Room Masonry
Basement Features Full Partially Finished Storage Space Walk-Out Access
Basement (Y/N) Y
Window Features Blinds Casement Double Pane Windows Drapes Screens Storm Window(s) Wood Frames
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 4
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General
Sewer Public Sewer
Heating Forced Air Natural Gas Radiant Radiant Floor Other
Cooling Central Air
Utilities Cable Connected Electricity Connected Natural Gas Connected Phone Connected Sewer Connected Trash Collection Public Water Connected
Appliances Convection Oven Cooktop Dishwasher Dryer Electric Oven Exhaust Fan Freezer Gas Cooktop Gas Range Microwave
Garage Spaces 1
Patio/Porch Features Covered Patio Porch Screened
Architectural Style Cape Cod
Construction Materials Batts Insulation Blown-In Insulation Foam Insulation Recycled/Renewable Materials Shingle Siding
Year Built 1960
View Mountain(s) Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3600-100-008-00001-000-0001 3600-100-008-00001-00
County Westchester County
Property Type Residential
HOA N
Facing Direction East
Garage Y/N Y
Total Rooms 9
Full Baths 3
High School Horace Greeley High School
City New Castle
Disclosures Lead Paint Seller Property Disclosure
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Spa Features Bath
Elementary School Douglas G Grafflin School
Property Attached Y/N N
Tax Annual Amount 27905
Middle/Junior High School Robert E Bell School
Property Condition Updated/Remodeled
Additional Parcels Y/N Y
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 160928
Tax Lot 50
Year Built Effective 2004
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Exterior
Exterior Amenities Lighting Mailbox Rain Gutters
Fencing Back Yard Fenced Wood
Parking Features Driveway Garage Garage Door Opener Off Street On Street Driveway Garage Garage Door Opener Off Street On Street
Water Source Public
Total Parking 5
Parking Spaces 5
Foundation Details Block
Spa N
Building Area Total 3612
Waterfront Y/N N
Road Frontage Type Municipal
Road Responsibility Public Maintained Road
Horse Y/N N
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Internal Only
Street Number 1 14
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* Excluded Features
List By
Jonathan R. Cape

Listing Agent

Julia B Fee Sothebys Int. Rlty

Broker

jcape@wpsir.com

Email

Affordability Calculator

$12,177
Per Month
81%
19%
0%
Monthly Principal & Interest
$9,851
Monthly Property Taxes
$2,325
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4101118 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
4/27/2026$1,600,000 Listed Price

Map


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14 Crossways, Chappaqua, NY, 10514 is a Single Family Home for sale at $1,600,000 with 3,138 sqft and a lot size of 0.51. 14 Crossways has 4 bedrooms, 3.1 baths, and was built in 1960. The property's zip code is 10514 which is in Chappaqua, NY