35 Chicken Valley Road, Old Brookville, NY, 11545 | $5,399,999

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.

Features

  • Rooms: 14
  • Bedrooms: 6
  • Baths: 7 full / 1 half
  • Style: Colonial
  • Year Built: 2005
  • Garage: 3-car
  • Heating: Hot Water, Oil, Other
  • Cooling: Central Air
  • Basement: Finished, Full
  • Approx Sq. Feet: 7,200
  • Acreage: 4.56
  • Est. Taxes: $72,000
  • Lot Desc: Back Yard, Cul-De-Sac, Landscaped, Near Golf Course, Near Public Transit, Near School, Private, Sprinklers In Front, Sprinklers In Rear
  • Elem. School: Glen Head Elementary School
  • Middle School: North Shore Middle School
  • High School: North Shore Senior High School
  • School District: North Shore
  • Pool: Fenced, In Ground, Pool Cover, Salt Water
  • Appliances: Other
  • MLS#: 937193
  • Days on Market: 67 days
  • Website: https://www.raveis.com
    /eprop/937193/35chickenvalleyroad_oldbrookville_ny?source=qrflyer
Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to the buying decision should be independently verified.Listing courtesy of Laffey Real Estate   Phone: 516-328-3233

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
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516.739.7731

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Our Insurance Division:

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35 Chicken Valley Road, Old Brookville, NY, 11545

$5,399,999

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $4,319,999 $4,319,999 $4,319,999
Term 360 months 360 months 180 months
Initial Interest Rate** 5.000% 5.750% 5.500%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 5.973% 5.858% 5.681%
Monthly Tax Payment $6,000 $6,000 $6,000
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $23,191 $25,210 $35,298
Total Monthly Payment $29,316 $31,335 $41,423

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.