48 Random Farms Circle
Chappaqua, NY, 10514 $ 2,349,000
Bedrooms5 Baths5.1 Sq 5,646 Monthly Estimate*
$ 16,224
for $2,349,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,646 square foot home was built in 1990 on a lot size of 1.2646.
Tucked into one of Chappaqua’s most coveted enclaves, this striking Random Farms Colonial is a standout 5-bedroom residence that lives like a 6-bedroom, with 4.5 baths and an effortless blend of architectural drama and resort-inspired luxury. Enter into a grand two-story foyer crowned by skylights and an elegant spiral chandelier, illuminating refinished hardwoods and leading to the heart of the home: a soaring two-story family room anchored by a warm wood-burning fireplace and walls of windows framing serene, golden sunset views. Designed for both grand entertaining and effortless daily life, the main level also features a formal living room with custom built-ins, an executive home office, convenient first-floor laundry, and a private guest suite complete with a full bath. The chef’s kitchen serves as a culinary showpiece with custom mitered cherry cabinetry, sleek dark granite countertops, a gathering center island, Sub-Zero refrigeration, Cafe double wall ovens, and a Bosch dishwasher—all opening seamlessly to an expansive wraparound deck. Upstairs, an open bridge walkway—suspended between and open to both the two-story foyer and family room below, creates an architectural centerpiece while naturally separating the sleeping wings. It leads to the secluded primary retreat, complete with a scenic balcony overlooking the grounds, his-and-hers walk-in closets, and an en-suite bath with a steam shower and soaking tub. Across the walkway, three additional bright bedrooms complete this level including an en-suite bedroom and two connected by a shared hall bath with all four upstairs bedrooms featuring custom built-in shelving. The fully finished walk-out lower level offers a self-contained multi-generational suite or the ultimate recreation destination, complete with a kitchenette, and abundant space for a home theater, gym, ping-pong, and pool table. Double doors spill out directly onto an expansive paver patio. Outdoors, the backyard is an exceptionally private haven framed by tiered stone retaining walls and mature woodlands. In addition to a large, flat lawn ideal for playing soccer and run freely, days are spent lounging on the wraparound deck or sun-drenched lower patio, and unwinding by the heated in-ground pool and integrated spa, protected by an automatic safety cover. Complete with a fully owned Tesla solar system, dual-unit central air, multi-zone heating, a double-wall above ground Roth oil tank, and a 240V Level 2 EV charging outlet in the garage plus Random Farms HOA clubhouse, pool, tennis, and sports courts. This home delivers an extraordinary lifestyle just minutes from top schools, town, and Metro-North.
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FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Built-in Features Cathedral Ceiling(s) Central Vacuum Chandelier Chefs Kitchen Double Vanity Eat-in Kitchen Entrance Foyer Formal Dining Granite Counters Hig
Basement Finished Full Walk-Out Access
Flooring Hardwood
Basement Features Finished Full Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 5
Total Baths 6
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GeneralSewer Shared Septic
Heating Oil
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Propane Trash Collection Public Underground Utilities Water Connected
Appliances Dishwasher Dryer Freezer Microwave Oven Range Refrigerator Washer Oil Water Heater
HOA Fee 360
Garage Spaces 2
Association Fee Includes Pool Service Sewer
Architectural Style Colonial Contemporary
Pool Features In Ground Pool Cover
Construction Materials Frame
Year Built 1990
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 3600-081-007-00001-000-0003
Assoc Fee Paid Per Monthly
County Westchester County
Property Type Residential
Association Amenities Basketball Court Clubhouse Pool Tennis Court(s)
HOA Y
Garage Y/N Y
Total Rooms 10
Full Baths 5
High School Horace Greeley High School
City New Castle
Association Name Katonah Management
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Westorchard
Property Attached Y/N N
Tax Annual Amount 41846
Middle/Junior High School Seven Bridges Middle School
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 243000
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ExteriorFencing Back Yard
Parking Features Attached Driveway Attached Driveway
Water Source Public
Spa Y
Building Area Total 5646
Waterfront Y/N N
Horse Y/N N
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* Excluded FeaturesList BySari J. ShawListing Agent
Compass Greater Ny, LlcBroker
Affordability Calculator
- Monthly Principal & Interest
- $16,224
- Monthly Property Taxes
- $3,487
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% 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 NearbySingle family listings in Chappaqua, NY
Average List Price $2,256,393
Percent of Sale Price 4%
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.
4892334 Elementary School
4099012 Middle School
Horace Greeley High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/22/2026 | $2,349,000 | | Listed Price |