Sold

35 Chicken Valley Road Old Brookville, NY 11545

$4,650,000

Listed at $5,399,999. Closed September 17, 2026.

Listing courtesy of Amar Jeet Chhibbar, LAFFEY REAL ESTATE MLS #KEY937193

Only the front exterior photograph is shown on closed sales, in keeping with OneKey MLS rules.

  • 6Bedrooms
  • 7.5Bathrooms
  • 7,200Square feet
  • $646Per square foot
  • 2005Year built

About this home

Welcome to 35 Chicken Valley Road, an extraordinary, gated estate set far off the road and approached by an approximately 825-foot private driveway entrance, culminating in a prestigious circular drive that announces arrival with quiet grandeur. Nestled within the coveted enclave of Old Brookville, this Brick Center Hall Colonial—masterfully built by the renowned Worrell Group—rests on 4.5 acres of impeccably manicured, estate-quality grounds and offers nearly 10,000 square feet of finished living space across all levels. The circular drive leads to a stately entryway accented by a stunning fountain, anchoring the home’s grand approach. Step inside to a breathtaking 22-foot entry foyer with soaring ceilings, intricate moldings, and refined wainscot paneling framing the sweeping staircase. The double-height foyer introduces elegant formal spaces, including a living room with a wood-burning fireplace featuring an ornamental mantel, marble inlay, and classic dental molding. Double columns guide you into the sophisticated sitting room, where French doors open to the terrace, creating effortless indoor–outdoor flow. The formal dining room is designed for grand entertaining, showcasing wainscot paneling, a decorative ceiling medallion, egg-and-dart crown molding, and exquisite millwork throughout. The renovated gourmet eat-in kitchen features top-of-the-line appliances, custom cabinetry, a large center island, and direct access to multiple outdoor dining terraces. Adjacent formal rooms—also with French doors—further connect the interior to the resort-like grounds beyond. The luxurious primary suite is a true sanctuary, offering 22-foot tray ceilings, hardwood floors, serene estate views, a private sitting room with fireplace, a custom dressing room, and a spa-inspired bath with soaking tub and double vanities. Four additional en-suite bedrooms provide exceptional comfort and privacy, ideal for multigenerational living or long-term guests. The expansive lower level elevates entertainment and wellness with a billiards lounge, wet bar, sound-proof private screening room, 3,100-bottle wine cellar, gym, sauna, and full bath. Outdoors, the breathtaking grounds include a heated gunite saltwater pool, regulation tennis court, outdoor kitchen, sweeping lawns, and multiple blue stone terraces—offering both privacy and scale rarely found. Additional features include a three-car garage and a Generac whole-house backup generator. Ideally located in Old Brookville, close to universities, country clubs, golf, marinas, museums, farms, and premier North Shore amenities, and situated within the award-winning North Shore School District.

Description supplied by the listing broker.

Property details

Interior

Attic
Full,Unfinished
Kitchens
1
Flooring
Hardwood
Levels
Three Or More
Fireplace
Yes
Fireplaces
4

Systems and utilities

Heating
Hot Water, Oil, Other
Heating zones
5
Cooling
Central Air
Utilities
Propane
Water
Public

Exterior and lot

Construction
Brick
Architectural style
Colonial
Parking
Driveway, Garage, Garage Door Opener
Private pool
Yes
Pool
Fenced, In Ground, Pool Cover, Salt Water
Fencing
Fenced
Patio and porch
Patio, Porch
Lot features
Back Yard, Cul-De-Sac, Landscaped, Near Golf Course, Near Public Transit, Near School, Private, Sprinklers In Front, Sprinklers In Rear

Tax and legal

Parcel number
2415-22-H-00-1037-0
Tax lot
1037
Tax block
H
Tax section
22
Listing agreement
Exclusive Right To Sell

Property details supplied by the listing broker through OneKey MLS, as of September 17, 2026. Fields not shown were not supplied and should not be read as absent from the property.

This listing

  1. September 17, 2026 Sold for $4,650,000
  2. September 17, 2026 Reduced to $4,650,000 from $5,399,999

Location

35 Chicken Valley Road, Old Brookville, NY 11545

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