Recently Listed Open House 6/14 2pm - 4pm
52-54 Orchard Ridge Road
Chappaqua, NY, 10514 $ 1,595,000
Bedrooms7 Baths3.0 Sq 5,200 Monthly Estimate*
$ 9,821
for $1,595,000 with 7 bedrooms and 3 full baths. This 5,200 square foot home was built in 1920 on a lot size of 0.4573.
Rare opportunity to own two side-by-side residences on a beautifully landscaped 0.45-acre property in the highly sought-after Chappaqua School District. 52 Orchard Ridge features a renovated 3-bedroom, 1.5-bath home with hardwood floors, stainless steel appliances, updated cabinetry and countertops, and in-unit laundry. This residence will be delivered vacant at closing, offering immediate occupancy for an owner-user. 54 Orchard Ridge offers 4 bedrooms, 1 bath, in-unit laundry, ample basement storage, and is currently leased, providing immediate rental income. The property also features attractive landscaping, a large driveway, generous outdoor space, and an approximately 800-square-foot accessory cottage attached to the main residence, offering flexibility for a home office, studio, recreation space, or other permitted uses. Ideally located within walking distance to downtown Chappaqua, shops, restaurants, parks, and everyday amenities, this property combines convenience, charm, and exceptional lifestyle appeal. Whether you're seeking a multigenerational living arrangement, an investment opportunity, or the ability to live in one residence while generating rental income from the other, this unique property offers versatility, strong income potential, and long-term value in one of Westchester County's most desirable communities and top-rated school districts.
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Open House
6/14/2026 2:00 PM - 4:00 PM
52-54 Orchard Ridge Road Chappaqua, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Eat-in Kitchen High Ceilings High Speed Internet Marble Counters Open Floorplan Open Kitchen Other Pantry Recessed Lighting Storage Walk Through Kitchen Walk-In Closet(s)
Basement Full
Flooring Hardwood
Basement Features Full
Basement (Y/N) Y
Fireplace Y/N N
Total Bedrooms 7
Total Baths 3
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GeneralSewer Public Sewer
Heating Baseboard Forced Air Natural Gas Oil Other
Cooling Central Air Wall/Window Unit(s)
Utilities Electricity Connected Natural Gas Connected See Remarks Sewer Connected Water Connected
Garage Spaces 2
Construction Materials Stucco
Year Built 1920
Property Subtype Triplex
Tax Year 2025
Parcel Number 3600-100-008-00001-000-0018
County Westchester County
Property Type Residential Income
Garage Y/N Y
Full Baths 3
High School Horace Greeley High School
City New Castle
Senior Community Y/N N
High School District Chappaqua
Number Of Units Total 2
Carport Y/N N
Elementary School Douglas G Grafflin School
Property Attached Y/N N
Tax Annual Amount 26228
Middle/Junior High School Robert E Bell School
Property Condition Updated/Remodeled
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 147088
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ExteriorParking Features Driveway On Street Driveway On Street
Water Source Public
Total Parking 6
Parking Spaces 6
Building Area Total 5200
Waterfront Y/N N
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* Excluded FeaturesAffordability Calculator
- Monthly Principal & Interest
- $9,821
- Monthly Property Taxes
- $2,186
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Chappaqua, NY
Average List Price $1,763,333
Percent of Sale Price 11%
About Chappaqua, NY 12,092 Population
2% Since 2002
$ 182,226 Median Income
45.37 Median Age
50% Households with Children
Trends Information provided by ATTOM Data Solutions.
4101118 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/11/2026 | $1,595,000 | | Listed Price |