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.
Sold for $1,280,000 on 09/03/25
$1,280,000
5 Crossways, Chappaqua, NY 10514
4beds
2,212sqft
Single Family Residence, Residential
Built in 1934
9,148 Square Feet Lot
$1,285,800 Zestimate®
$579/sqft
$7,022 Estimated rent
Owner options
What's special
Zillow last checked: 7 hours ago
Listing updated: September 04, 2025 at 05:41am
Listed by:
Jill Urban 646-245-8048,
Compass Greater NY, LLC 914-238-0676
Bought with:
Amy M. Singer, 40SI1113236
Houlihan Lawrence Inc.
Source: OneKey® MLS,MLS#: 844639

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Other
- Description: (Double Height Entry, Formal Living Room with Fireplace, Gourmet EIK, Dining, Bedroom/Den, Powder Room, Access to Deck)
- Level: First
Other
- Description: (Large Primary Bedroom with en-suite bath, Bedroom with loft area, Bedroom, Full Hall Bath)
- Level: Second
Other
- Description: (Garage, Laundry, Storage)
- Level: Basement
Heating
- Baseboard, Hot Water, Oil, See Remarks
Cooling
- Ductless
Appliances
- Included: Dishwasher, Dryer, Electric Cooktop, Freezer, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Features
- First Floor Bedroom, Beamed Ceilings, Breakfast Bar, Built-in Features, Chefs Kitchen, Double Vanity, Entrance Foyer, Formal Dining, Kitchen Island, Primary Bathroom, Open Floorplan, Open Kitchen, Recessed Lighting, Storage, Walk Through Kitchen
- Flooring: Hardwood
- Basement: Full,Storage Space
- Attic: Crawl
- Number of fireplaces: 1
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 2,212
- Total interior livable area: 2,212 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage
- Garage spaces: 1
Lot
- Size: 9,148 sqft
- Features: Back Yard, Corner Lot, Front Yard, Near Public Transit, Near School, Near Shops
Details
- Parcel number: 3600092020000020000016
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Wood Siding
Condition
- Year built: 1934
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Natural Gas Available
Community & neighborhood
Location
- Region: Chappaqua
Other
Other facts
- Listing agreement: Exclusive Right To Sell
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Estimated market value
$1,285,800