$2,349,000

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,… Read More 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. Read Less

Listing Courtesy of Compass Greater NY, LLC.

Listing Snapshot

Days Online

Last Updated

Oct 8, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

5,646

Lot Size

1.26 Acres

Year Built

1990

Property Tax

$41,846

MLS Number

1053148

Additional Details

Appliances & Equipment

Dishwasher, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Washer, Oil Water Heater

Basement

Finished, Full, Walk-Out Access

Building

Built in 1990, Living area: 5646, Levels: Three Or More, Construction Materials: Frame

Cooling

Central Air

Fence

Back Yard

Floors

Hardwood

Garage

2 spaces

Heating

Oil

Home Owner's Association

Association Fee: $360, Fee Frequency: Monthly, Fee Includes: Pool Service, Sewer, Amenities: Basketball Court, Clubhouse, Pool, Tennis Court(s)

Interior Features

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, High Ceilings, His and Hers Closets, In-Law Floorplan, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Primary Bathroom, Recessed Lighting, Soaking Tub, Storage, Walk Through Kitchen, Walk-In Closet(s)

Laundry

Laundry Room

Lot

1.2646 acres

Parking

Attached, Driveway

Pool

In Ground, Pool Cover

Sewer

Shared Septic

Taxes

Parcel Number: 3600-081-007-00001-000-0003, Annual Amount: $41,846, Assessed Value: $243,000, Year: 2026

Utilities

Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Public, Underground Utilities, Water Connected, Water Source: Public

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