14 Crossways, Chappaqua, NY 10514
Local realty services provided by:CENTURY 21 New West Properties
14 Crossways,Chappaqua, NY 10514
$1,600,000
- 4 Beds
- 4 Baths
- 3,138 sq. ft.
- Single family
- Pending
Listed by: jonathan r. cape
Office: julia b fee sothebys int. rlty
MLS#:985955
Source:OneKey MLS
Price summary
- Price:$1,600,000
- Price per sq. ft.:$442.97
About this home
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....
Contact an agent
Home facts
- Year built:1960
- Listing ID #:985955
- Added:95 day(s) ago
- Updated:August 01, 2026 at 10:23 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Rooms Total:9
- Flooring:Hardwood
- Dining Description:Eat-In Kitchen, Formal Dining
- Bathrooms Description:Double Vanity, Soaking Tub
- Kitchen Description:Chefs Kitchen, Cooktop, Dishwasher, Eat-in Kitchen, Freezer, Kitchen Island, Microwave
- Bedroom Description:First Floor Bedroom
- Basement:Yes
- Basement Description:Full, Partially Finished, Walk-Out Access
- Living area:3,138 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Forced Air, Natural Gas, Radiant
- Central air:Yes
Structure and exterior
- Year built:1960
- Building area:3,138 sq. ft.
- Lot area:0.51 Acres
- Lot Features:Cleared, Level, Near Public Transit, Part Wooded, Private, Stone/Brick Wall, Views
- Architectural Style:Cape Cod
- Construction Materials:Batts Insulation, Blown-In Insulation, Foam Insulation, Shingle Siding
- Levels:3 Story
Schools
- High school:Horace Greeley High School
- Middle school:Robert E Bell School
- Elementary school:Douglas G Grafflin School
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,600,000
- Price per sq. ft.:$442.97
- Tax amount:$27,905 (2025)
Features and amenities
- Appliances:Cooktop, Dishwasher, Dryer, Freezer, Microwave
- Laundry features:Dryer, Washer/Dryer Hookup
- Amenities:Cathedral Ceiling(s), Double Vanity, Entrance Foyer, Granite Counters, High Speed Internet, Open Floorplan, Storage, Walk-In Closet(s)
Parking
- Total parking spaces:5
- Parking description:Driveway, Garage, Off Street, On Street
- Garage:Yes
- Garage spaces:1
New listings near 14 Crossways
$1,550,000Active3 beds 3 baths2,451 sq. ft.312 Quaker Road, Chappaqua, NY 10514
MLS# 1023910Listed by: WILLIAM RAVEIS-NEW YORK, LLC
$579,000Pending2 beds 1 baths1,200 sq. ft.309 N Greeley Avenue #5C, Chappaqua, NY 10514
MLS# 1021554Listed by: RE/MAX PRESTIGE PROPERTIES- Open Sun, 1 to 3pm
$1,590,000Active3 beds 3 baths2,690 sq. ft.131 Douglas Road, Chappaqua, NY 10514
MLS# 1017997Listed by: HOULIHAN LAWRENCE INC.
$3,599,000Pending5 beds 7 baths10,594 sq. ft.301 Whippoorwill Road, Chappaqua, NY 10514
MLS# H6333127Listed by: COMPASS GREATER NY, LLC
$1,399,000Pending3 beds 4 baths3,140 sq. ft.22 Garey Drive, Chappaqua, NY 10514
MLS# 1020797Listed by: WILLIAM RAVEIS-NEW YORK, LLC
$790,000Pending3 beds 2 baths1,538 sq. ft.220 Mill River Road, Chappaqua, NY 10514
MLS# 1020907Listed by: COMPASS GREATER NY, LLC
$1,575,000Pending4 beds 4 baths2,715 sq. ft.50 Ludlow Drive, Chappaqua, NY 10514
MLS# 1020963Listed by: WILLIAM RAVEIS-NEW YORK, LLC
$549,000Pending2 beds 1 baths711 sq. ft.58 Maple Avenue, Chappaqua, NY 10514
MLS# 993303Listed by: HOWARD HANNA RAND REALTY
$649,000Pending2 beds 2 baths1,458 sq. ft.353 N Greeley Avenue #353, Chappaqua, NY 10514
MLS# 1017345Listed by: HOULIHAN LAWRENCE INC.
$890,000Pending3 beds 3 baths1,569 sq. ft.20 Waters Edge, Chappaqua, NY 10514
MLS# 1008622Listed by: WILLIAM RAVEIS-NEW YORK, LLC