5 Crossways, Chappaqua, NY 10514
Local realty services provided by:Better Homes and Gardens Real Estate Choice Realty



5 Crossways,Chappaqua, NY 10514
$1,099,000
- 4 Beds
- 3 Baths
- 2,212 sq. ft.
- Single family
- Pending
Listed by:jill urban
Office:compass greater ny, llc.
MLS#:844639
Source:One Key MLS
Price summary
- Price:$1,099,000
- Price per sq. ft.:$496.84
About this home
Move right into this walk-to-town beautifully updated 4-bedroom, 2.5-bath Colonial that offers the perfect balance of classic charm and modern convenience. Just steps from the heart of Chappaqua, this home features an open-concept layout and flexible spaces ideal for everyday living and effortless entertaining.
Step through the storybook Dutch door to a light-filled, double-height entry with a skylight and elegant wraparound staircase. The open floorplan offers flexible spaces that can change and evolve with your lifestyle. The sun-drenched updated chef’s kitchen is the centerpiece of the home with generous custom recessed panel cabinetry, large center island seating and stainless steel appliances. It is open to the living and dining areas with custom built ins. Lovely architectural beamed ceilings and a charming fireplace add warmth and character to the living room.
On the first floor, a versatile bedroom (currently used as a den) boasts elegant French doors and an adjacent half bath. With room to add a shower, this space can easily be transformed into a guest suite or convenient first-floor primary.
Upstairs, the generously sized primary suite offers soaring vaulted ceilings, abundant natural light and a newly renovated ensuite bath with double vanity, whirlpool tub and skylight. The second bedroom also features vaulted ceilings and a cozy loft area that is perfect for a reading nook, study space, or creative hideaway. Another bedroom with expansive closets and a newly updated hall bath complete the upper level.
Tucked behind the home, a charming patio with high-end, easy-care turf and lush, vibrant plantings offers a serene spot to enjoy your morning coffee or unwind at the end of the day.
This home has been thoughtfully transformed with numerous recent upgrades including stunning newly refinished floors, fresh interior and exterior paint, lighting, mechanicals and more.
Don’t miss this special Chappaqua gem where charm, convenience, and turnkey living come together in perfect harmony.
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Home facts
- Year built:1934
- Listing Id #:844639
- Added:106 day(s) ago
- Updated:July 15, 2025 at 07:39 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Living area:2,212 sq. ft.
Heating and cooling
- Cooling:Ductless
- Heating:Baseboard, Hot Water, Oil
Structure and exterior
- Year built:1934
- Building area:2,212 sq. ft.
- Lot area:0.21 Acres
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:$1,099,000
- Price per sq. ft.:$496.84
- Tax amount:$17,242 (2024)
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