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9 Trails End

$3,995,000

Est. $24,923/mo

Chappaqua, NY 10514 · Westchester County

Beds
5
Baths
5
Sqft
7,393
Status
Coming Soon
On site
Today

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About this home

A long, majestic, illuminated tree-lined driveway introduces this sophisticated Colonial , privately nestled on one of Chappaqua most prestigious cul-de-sac streets. Surrounded by professionally landscaped grounds, mature specimen trees, and lush greenery, this exquisitely renovated and impeccably maintained residence offers over 7,000 square feet of extraordinary living space, unparalleled privacy, and timeless elegance . New hardwood floors, detailed millwork , marble and travertine radiant heated floors, custom built ins , architectural moldings, and modern renovated bathrooms showcase outstanding craftsmanship and attention to detail. A soaring two-story foyer, sweeping staircase with custom designed banister, and floor to ceiling windows create an impressive entrance. The formal living room with fireplace and elegant dining room flank the foyer. The light-filled, open floor plan centers around a spectacular double-height family/great room featuring custom picture windows, a wood burning fireplace, and French doors to an expansive patio overlooking the orchard-like grounds. The adjoining eat-in kitchen offers an oversized island and sunlit breakfast area. A four season room with walls of windows and an adjacent office with a striking marble fireplace provide additional exceptional spaces. Two renovated powder rooms , a laundry room , and a spacious mudroom with side porch access and a three-car heated garage complete the first floor. The second floor features a luxurious primary suite with an oversized and vaulted ceiling bathroom, expansive walk-in closet, and two additional closets, plus four generously sized bedrooms, two with exquisitely renovated en-suite baths and a second family room. The finished lower level includes a large recreation room, home gym, full bathroom, and enormous storage. Outside, custom designed landscaping and property lighting, sweeping lawns, specimen trees , and flowering gardens create a private oasis, complemented by expansive bluestone terraces, a fire pit and a generous patio ideal for entertaining and outdoor enjoyment. Significant improvements include a driveway, Azec trim, freshly painted exterior, roof , comprehensive drainage system , stone retaining walls, boiler and condensers . Ideally located minutes from Chappaqua town, the train, and major highways, and less than an hour commute from Manhattan this exceptional property is situated within the award-winning Chappaqua Central School District . A truly rare offering combining refined living, remarkable space, and extraordinary privacy in a premier location. For the discerning buyer.

Listed with Compass Greater NY, LLC · Cindy Glynn · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 13, 2026, 7:07 PM ET. ©2026 One Key MLS.

Estimate your monthly payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.

$24,922.57Total / mo

Estimated monthly payment

Principal & interest
$19,678.32(79.0%)
Taxes
$5,044.25(20.2%)
Insurance
$200.00(0.8%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market insights

The market around Chappaqua, NY

Current listings

New in the last 30 days

12

Oct 2026

Average price

Active listings

$2,143,235

Oct 2026

Average days on market

Active listings

91 days

Oct 2026

Computed from 34 active OneKey MLS listings in Chappaqua, NY.

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