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.
Pending
$1,600,000
14 Crossways, Chappaqua, NY 10514
4beds
3,138sqft
Single Family Residence, Residential
Built in 1960
0.51 Acres Lot
$-- Zestimate®
$510/sqft
$-- HOA
What's special
- 71 days |
- 314 |
- 10 |
Zillow last checked:
Listing updated:
Listed by:
Julia B Fee Sothebys Int. Rlty 914-234-0200,
Jonathan R. Cape 914-486-1234
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 985955
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Description: 23'6"x13'7" c. 319 SF
- Level: Second
Bedroom 2
- Description: 18'7"x13'7" c. 252 SF
- Level: Second
Bedroom 3
- Description: 15'8"x13'6" c. 212 SF
- Level: Second
Bedroom 4
- Description: 14'11" x 13'10" c. 202 SF
- Level: First
Primary bathroom
- Description: 9'8"x12'0'" c. 117 SF
- Level: Second
Bathroom 2
- Description: 10'11"x7'11" c. 86 SF
- Level: Second
Bathroom 3
- Description: 4'11"x 7"7" c. 37 SF
- Level: First
Bathroom 4
- Description: Powder Bath 7'4"x9'5" c. 69 SF
- Level: Basement
Other
- Description: Primary WIC - 12'4"x6'8" c. 82 SF.
- Level: Second
Other
- Description: Wine Cellar 9'9"x9'5" c. 92 SF
- Level: Basement
Other
- Description: Screened-In Porch - 23'4"x8'7" c. 200 SF.
- Level: First
Dining room
- Description: 18'6"x14'2" c. 262 SF
- Level: First
Family room
- Description: 18'8"x20'4" c. 380 SF
- Level: First
Family room
- Description: 17'6"x26'3" c. 459 SF
- Level: Basement
Kitchen
- Description: 18'6"x16'4" c. 302 SF
- Level: First
Living room
- Description: 17'4"x11'8" c. 262 SF
- Level: First
Office
- Description: 10'7"x10'3" c. 108 SF
- Level: First
Heating
- Forced Air, Natural Gas, Radiant, Radiant Floor, Other
Cooling
- Central Air
Appliances
- Included: Convection Oven, Cooktop, Dishwasher, Dryer, Electric Oven, Exhaust Fan, Freezer, Gas Cooktop, Gas Range, Microwave
- Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Gas Dryer Hookup, In Basement, Washer Hookup
Features
- 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 Counters, High Speed Internet, His and Hers Closets, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Other, Primary Bathroom, Recessed Lighting, Soaking Tub, Speakers, Storage, Walk-In Closet(s), Wired for Sound
- Flooring: Ceramic Tile, Hardwood
- Windows: Blinds, Casement, Double Pane Windows, Drapes, Screens, Storm Window(s), Wood Frames
- Basement: Full,Partially Finished,Storage Space,Walk-Out Access
- Attic: Partial,Pull Stairs,Unfinished
- Number of fireplaces: 1
- Fireplace features: Living Room, Masonry
Interior area
- Total structure area: 3,612
- Total interior livable area: 3,138 sqft
Property
Parking
- Total spaces: 5
- Parking features: Driveway, Garage, Garage Door Opener, Off Street, On Street
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: Three Or More
- Patio & porch: Covered, Patio, Porch, Screened
- Exterior features: Lighting, Mailbox, Rain Gutters
- Fencing: Back Yard,Fenced,Wood
- Has view: Yes
- View description: Mountain(s), Trees/Woods
Lot
- Size: 0.51 Acres
- Features: Back Yard, Cleared, Front Yard, Landscaped, Level, Near Public Transit, Near School, Near Shops, Private, Sprinklers In Front, Sprinklers In Rear, Stone/Brick Wall, Views
- Residential vegetation: Partially Wooded
Details
- Parcel number: 3600100008000010000001, 36001000080000100
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence, Residential
Materials
- Batts Insulation, Blown-In Insulation, Foam Insulation, Recycled/Renewable Materials, Shingle Siding
- Foundation: Block
Condition
- Updated/Remodeled
- Year built: 1960
- Major remodel year: 2004
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chappaqua
Financial & listing details
- Price per square foot: $510/sqft
- Tax assessed value: $160,928
- Annual tax amount: $27,905
- Date on market: 4/30/2026
- Cumulative days on market: 66 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/12/2026 | Pending sale | $1,600,000$510/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #985955 Report a problem | ||
| 4/30/2026 | Listed for sale | $1,600,000+370.6%$510/sqft |
Source: OneKey® MLS as distributed by MLS GRID #985955 Report a problem | ||
| 11/16/1999 | Sold | $340,000$108/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $155,928 |
| 2024 | -- | $155,928 |
| 2023 | -- | $155,928 |
| 2022 | -- | $155,928 |
| 2021 | -- | $155,928 |
| 2020 | -- | $155,928 |
| 2019 | -- | $155,928 |
| 2018 | -- | $155,928 |
| 2017 | -- | $155,928 |
| 2016 | -- | $155,928 |
| 2015 | -- | $155,928 |
| 2014 | -- | $155,928 |
| 2013 | -- | $155,928 |
| 2012 | -- | $155,928 |
| 2011 | -- | $155,928 -20% |
| 2010 | -- | $195,000 |
| 2009 | -- | $195,000 |
| 2008 | -- | $195,000 -4.9% |
| 2007 | -- | $205,000 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 10514
Nearby schools
GreatSchools rating
- 8/10Robert E Bell SchoolGrades: 5-8Distance: 0.7 mi
- 10/10Horace Greeley High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- Elementary: Douglas G Grafflin School
- Middle: Robert E Bell School
- High: Horace Greeley High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Westchester County
- Chappaqua
- 10514
- 14 Crossways
Nearby cities
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