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For sale
  • Price cut: $300K (1/20)
    $5,399,999

    35 Chicken Valley Road, Old Brookville, NY 11545

    6beds
    7,200sqft
    Single Family Residence, Residential
    Built in 2005
    4.53 Acres Lot
    $-- Zestimate®
    $750/sqft
    $-- HOA

    What's special

    Outdoor kitchenHeated gunite saltwater poolGated estateDouble columnsSweeping staircaseRegulation tennis courtPrestigious circular drive
    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.
    115 days
    |
    3,033
    |
    69
    |

    Zillow last checked: 7 hours ago

    Listing updated: January 27, 2026 at 06:15am

    Listing by:

    LAFFEY REAL ESTATE 516-328-3233,

    Amar Jeet Chhibbar 646-300-4585,

    Donnamarie Chaimanis GRI SFR 516-978-9393,

    LAFFEY REAL ESTATE

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 937193MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 8
    • Full bathrooms: 7
    • 1/2 bathrooms: 1
    Heating
    • Hot Water, Oil, Other
    Cooling
    • Central Air
    Appliances
    • Included: Other
    Features
    • Other
    • Flooring: Hardwood
    • Basement: Finished,Full
    • Attic: Full,Unfinished
    • Number of fireplaces: 4
    Interior area
    • Total structure area: 10,000
    • Total interior livable area: 7,200 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 25
    • Parking features: Driveway, Garage, Garage Door Opener
    • Garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Levels: Three Or More
    • Patio & porch: Patio, Porch
    • Exterior features: Basketball Hoop, Gas Grill, Tennis Court(s)
    • Has private pool: Yes
    • Pool features: Fenced, In Ground, Pool Cover, Salt Water
    • Fencing: Fenced
    Lot
    • Size: 4.53 Acres
    • Features: Back Yard, Cul-De-Sac, Landscaped, Near Golf Course, Near Public Transit, Near School, Private, Sprinklers In Front, Sprinklers In Rear
    Details
    • Additional structures: Outdoor Kitchen
    • Parcel number: 241522H0010370
    • Special conditions: None
    • Other equipment: Fuel Tank(s), Generator, Pool Equip/Cover

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence, Residential
    Materials
    • Brick
    • Foundation: Concrete Perimeter
    Condition
    • Year built: 2005

    Utilities & green energy

    • Sewer: Cesspool
    • Water: Public
    • Utilities for property: Propane

    Community & HOA

    Community
    • Security: Fire Alarm, Fire Sprinkler System, Security Gate, Smoke Detector(s)
    HOA
    • Has HOA: No
    Location
    • Region: Old Brookville

    Financial & listing details

    • Price per square foot: $750/sqft
    • Tax assessed value: $3,304,000
    • Annual tax amount: $72,000
    • Date on market: 11/21/2025
    • Cumulative days on market: 116 days
    • Listing agreement: Exclusive Right To Sell

    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    1/20/2026Price change$5,399,999-5.3%$750/sqft
    Source: OneKey® MLS as distributed by MLS GRID #937193 Report a problem
    11/21/2025Listed for sale$5,699,999+14%$792/sqft
    Source: OneKey® MLS as distributed by MLS GRID #937193 Report a problem
    9/2/2020Listing removed$4,999,999$694/sqft
    Source: BERKSHIRE HATHAWAY #3200342 Report a problem
    2/16/2020Listed for sale$4,999,999-7.3%$694/sqft
    Source: BERKSHIRE HATHAWAY #3200342 Report a problem
    1/1/2020Listing removed$5,395,000$749/sqft
    Source: Douglas Elliman Real Estate #3115034 Report a problem
    4/2/2019Listed for sale$5,395,000+7.9%$749/sqft
    Source: Douglas Elliman Real Estate #3115034 Report a problem
    11/5/2018Listing removed$4,999,000$694/sqft
    Source: Keller Williams Realty Gold Coast #3042033 Report a problem
    7/31/2018Price change$4,999,000-7.4%$694/sqft
    Source: Keller Williams Realty Gold Coast #3042033 Report a problem
    6/5/2018Listed for sale$5,399,000-1.8%$750/sqft
    Source: Keller Williams Realty Gold Coast #1317561* Report a problem
    3/5/2018Listing removed$5,499,999$764/sqft
    Source: Great Neck/Manhasset #2929930 Report a problem
    9/13/2017Price change$5,499,999-1.8%$764/sqft
    Source: Great Neck/Manhasset #2929930 Report a problem
    8/31/2017Price change$5,599,999-1.8%$778/sqft
    Source: Great Neck/Manhasset #2929930 Report a problem
    8/14/2017Price change$5,699,999-3.4%$792/sqft
    Source: Great Neck/Manhasset #2929930 Report a problem
    4/4/2017Price change$5,899,999+3.5%$819/sqft
    Source: Keller Williams - Great Neck/Manhasset #2929930 Report a problem
    10/14/2016Price change$5,699,999-3.4%$792/sqft
    Source: Keller Williams - Great Neck/Manhasset #2929930 Report a problem
    5/10/2016Listed for sale$5,899,999$819/sqft
    Source: Keller Williams - Great Neck/Manhasset #2929930 Report a problem
    4/1/2016Listing removed$5,899,999$819/sqft
    Source: Keller Williams - Great Neck/Manhasset #2836255 Report a problem
    3/17/2016Price change$5,899,999+5.4%$819/sqft
    Source: Keller Williams - Great Neck/Manhasset #2836255 Report a problem
    9/2/2015Price change$5,600,000-8.2%$778/sqft
    Source: Laffey Fine Homes #2731284 Report a problem
    1/13/2015Listed for sale$6,100,000+69.4%$847/sqft
    Source: LAFFEY FINE HOMES #2731284 Report a problem
    11/7/2005Sold$3,600,000+118.2%$500/sqft
    Source: Public Record Report a problem
    8/27/2003Sold$1,650,000$229/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024-- $3,304 +5.2%
    2023-- $3,142 -4.9%
    2022-- $3,304
    2021$47,815 -6.3%--
    2020$51,056 +8.6%$4,823
    2019$47,028 $4,823
    2018$47,028 +5.8%$4,823
    2017$44,440 +10.3%$4,823
    2016$40,290 +457.6%$4,823
    2015$7,226 -15.1%$4,823 -20.6%
    2013$8,514 +6.8%$6,071
    2012$7,975 -78.4%$6,071 -15.1%
    2011$36,889 +7.9%$7,153 -1%
    2010$34,196 $7,225 -6.4%
    2009-- $7,723 +6%
    2008-- $7,286 +6%
    2006-- $6,874 -38.6%
    2005-- $11,202 -43%
    2004-- $19,638
    2003-- $19,638 -68.9%
    2002-- $63,230
    2001-- $63,230

    Find assessor info on the county website

    BuyAbility℠ payment

    Estimated monthly payment
    All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
    HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
    Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: Old Brookville

    Getting around

    4 / 100
    Car-Dependent
    25 / 100
    Somewhat Bikeable

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Glen Head Elementary School
    • Middle: North Shore Middle School
    • High: North Shore Senior High School

    Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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