$3,395,000
6 Bed • 5.5 Bath • 4,223 Sq. Ft.6 bd · 5.5 ba · 4,223 sqft
238 Pondfield Road
Bronxville, NY 10708
Listed with Houlihan Lawrence Inc.
$3,995,000
Est. $24,923/moChappaqua, NY 10514 · Westchester County
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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.
As reported by the listing office; verify enrollment with the district.
Listed with Compass Greater NY, LLC · Cindy Glynn · Source: OneKey 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.
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Market insights
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.
$3,395,000
6 Bed • 5.5 Bath • 4,223 Sq. Ft.6 bd · 5.5 ba · 4,223 sqft
238 Pondfield Road
Bronxville, NY 10708
Listed with Houlihan Lawrence Inc.
$5,100,000
3 Bed • 3.5 Bath • 3,226 Sq. Ft.3 bd · 3.5 ba · 3,226 sqft
16 BIRD Lane
Rye, NY 10580
Listed with Julia B Fee Sothebys Int. Rlty
$2,799,000
6 Bed • 4.5 Bath • 4,323 Sq. Ft.6 bd · 4.5 ba · 4,323 sqft
18 Ivy Hill Road
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC