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

Old Brookville, NY, 11545
$ 5,399,999
Bedrooms6 Baths7.1 Sq 7,200

Monthly Estimate*

$ 33,249

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Single Family Home for sale in Old Brookville, NY

for $5,399,999 with 6 bedrooms and 7 full baths, 1 half bath. This 7,200 square foot home was built in 2005 on a lot size of 4.56.

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.

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Single Family Active

Price

$ 5,399,999

Bedrooms

6

Full Bath

7

Half Bath

1

Property Type

Single Family

Taxes

$ 72,000

Style

Colonial

Lot Size

4.56

Year Built

2005

Town/City

Old Brookville

County/Region

Nassau

MLS | Web ID

937193

Features
Interior
Interior Amenities Other
Basement Finished Full
Flooring Hardwood
Total Fireplaces 4
Basement Features Finished Full
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 6
Total Baths 8
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General
Sewer Cesspool
Heating Hot Water Oil Other
Cooling Central Air
Utilities Propane
Appliances Other
Garage Spaces 3
Patio/Porch Features Patio Porch
Architectural Style Colonial
Pool Features Fenced In Ground Pool Cover Salt Water
Security Features Fire Alarm Fire Sprinkler System Security Gate Smoke Detector(s)
Construction Materials Brick
Year Built 2005
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 2415-22-H-00-1037-0
County Nassau County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Outdoor Kitchen
Total Rooms 14
Full Baths 7
Directions Northern Blvd (Route 25A) - Cedar Swamp Road (Route 107N) - Turn Right onto Chicken Valley Road Turn Right onto long driveway - House is on the Left.
High School North Shore Senior High School
City Oyster Bay
Senior Community Y/N N
High School District North Shore
Carport Y/N N
Elementary School Glen Head Elementary School
Property Attached Y/N N
Tax Annual Amount 72000
Showing Instructions Call listing brokers Amar Chhibbar 646-300-4585 Donnamarie Chaimanis 516-978-9393
Middle/Junior High School North Shore Middle School
Virtual Tour https://dl.dropboxusercontent.com/scl/fi/mc647xxhumcrn8fzzcgz0/35-Chicken-Horizontal-Video-V2.mp4?rlkey=75zloj7bkirixxzf598j26iqj&raw=1
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District North Shore
Elementary School District North Shore
Tax Lot 1037
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Exterior
Exterior Amenities Basketball Hoop Gas Grill Tennis Court(s)
Fencing Fenced
Parking Features Driveway Garage Garage Door Opener Driveway Garage Garage Door Opener
Water Source Public
Total Parking 25
Parking Spaces 25
Foundation Details Concrete Perimeter
Building Area Total 10000
Waterfront Y/N N
Other Equipment Fuel Tank(s) Generator Pool Equip/Cover
Horse Y/N N
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Internal Only
Street Number 1 35
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* Excluded Features
List By
Amar Jeet Chhibbar

Listing Agent

Laffey Real Estate

Broker

516-328-3233

Contact

Affordability Calculator

$39,249
Per Month
85%
15%
0%
Monthly Principal & Interest
$33,249
Monthly Property Taxes
$6,000
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100336 Elementary School
4100808 Middle School
North Shore Senior High School High School
Pricing History
DatePricePrice ChangeDescription
1/20/2026$5,399,999 -5.26% Price Down
11/21/2025$5,699,999 Listed Price

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35 Chicken Valley Road, Old Brookville, NY, 11545 is a Single Family Home for sale at $5,399,999 with 7,200 sqft and a lot size of 4.56. 35 Chicken Valley Road has 6 bedrooms, 7.1 baths, and was built in 2005. The property's zip code is 11545 which is in Old Brookville, NY