31 Wynnewood Road, Chappaqua, NY

$1,249,000

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4

Beds

3

Baths

2,420

Square feet

0.29

Acres

About 31 Wynnewood Road

Charming & renovated Colonial set on a quiet street just a few minutes from Chappaqua’s town and train station, effortlessly blends character with thoughtful modern updates. Surrounded by mature trees, professional landscaping with specimen plantings, and flowering perennial gardens, this home offers a truly special outdoor setting with a flat yard, tiered deck, stone patio, and fire pit—perfect for entertaining, play, or quiet evenings outdoors. The home showcases architectural features including rich trim work and beautiful hardwood floors. The main level features an eat-in chef’s kitchen with stainless steel appliances, a sunlit breakfast area, and doors opening to the oversized deck—ideal for indoor-outdoor living. An inviting family room and open-concept living room with wood burning fireplace flow naturally into the adjoining formal dining room. A first-floor office/bedroom and renovated full bath provide added versatility for today’s lifestyle needs. The upstairs, with 9' ceilings, has an impressive primary suite, renovated bath, and a generous walk-in closet. Two additional large bedrooms and a full hall bath complete the second floor. The lower level provides ample storage, laundry, utilities, above ground oil tank and access to a one-car garage with extra storage space. Wired for generator. Offering the perfect blend of classic charm, modern updates, and a premier location, this special Chappaqua home is move-in ready and not to be missed.

Features of 31 Wynnewood Road

MLS® # 877972
Price $1,249,000
Sold Price $1,530,000
Date Sold September 12th, 2025
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 2,420
Acres 0.29
Taxes $24,589
Year Built 1928
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Closed

Community Information

Address 31 Wynnewood Road
City Chappaqua
County Westchester County
State NY
Zip Code 10514
Adult 55+ Community No

Amenities

Utilities Electricity Connected, Propane, Trash Collection Public, Water Connected
Parking Driveway, Garage
# of Garages 1
Is Waterfront No
Has Pool No

Interior

Interior Hardwood
Interior Features First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Open Floorplan, Primary Bathroom, Recessed Lighting
Appliances Dishwasher, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Heating Hot Water
Cooling Central Air
Has Basement Yes
Basement Unfinished
Fireplace Yes
# of Fireplaces 1
Fireplaces Living Room

Exterior

Exterior Features Fire Pit
Windows Double Pane Windows
Exterior Wood Siding

School Information

District Chappaqua
Elementary Roaring Brook
Middle Robert E Bell School
High Horace Greeley High School

Additional Information

Date Listed July 3rd, 2025
Days on Market 420
Short Sale No
RE / Bank Owned No
Levels Two

Listing Details

OfficeCompass Greater NY, LLC

Listing Map

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