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For sale
    • $5,250,000

    33 Chicken Valley Road, Old Brookville, NY 11545

    6beds
    7,532sqft
    Single Family Residence, Residential
    Built in 2005
    4.02 Acres Lot
    $-- Zestimate®
    $697/sqft
    $-- HOA

    What's special

    Beautifully appointed interiorsPremium appliancesFinished lower levelSpa-inspired bathFive additional spacious bedroomsThree half bathroomsExpansive workspace
    Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable everyday living. The thoughtfully designed floor plan offers expansive formal and informal living spaces, including a gracious living room that flows seamlessly into the inviting den. At the heart of the home is an exceptional chef’s kitchen, thoughtfully designed with premium appliances, custom cabinetry, expansive workspace, and a generous center island. The kitchen opens effortlessly to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. Step outside to your own private resort, where multiple stone patios, a fully equipped outdoor kitchen, sparkling in-ground pool, and beautifully appointed pool house provide the ultimate setting for entertaining or quiet relaxation, all surrounded by meticulously landscaped grounds and unmatched privacy. The luxurious primary suite serves as a private retreat, complete with a large dressing room and a spa-inspired bath featuring a soaking tub, oversized shower, and refined finishes. Five additional spacious bedrooms, along with seven full bathrooms and three half bathrooms, provide exceptional accommodations. The finished lower level is designed for both recreation and relaxation, offering a custom wine cellar, state-of-the-art home theater, fitness center, expansive recreation room, and abundant storage. Perfectly blending timeless design with modern luxury, this remarkable estate offers an unparalleled lifestyle in one of Old Brookville’s most sought-after locations, where privacy, sophistication, and exceptional entertaining come together in a truly extraordinary setting.
    49 days
    2,330
    144

    Zillow last checked:

    Listing updated:

    Listed by:

    Daniel Gale Sothebys Intl Rlty 516-626-7600,

    Lois Kirschenbaum 516-526-7425,

    Tara M. Fox CBR 516-641-2652,

    Daniel Gale Sothebys Intl Rlty

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1031994MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 10
      • Full bathrooms: 7
      • 1/2 bathrooms: 3
      Other
      • Description: Foyer, LR, DR, Den, Chef's Kitchen, Breakfast Area, Bedroom, Full Bath, Pwdr Room,
      • Level: First
      Other
      • Description: Primary Ensuite w/Dressing Rm & Spa Bath, 4 additional Bedrooms, 4 full bathrooms, Laundry Room
      • Level: Second
      Other
      • Description: Wine cellar, Fitness Center, Storage, Recreational Room, Mechanics
      • Level: Lower
      Heating
      • Forced Air
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
      • Laundry: Washer/Dryer Hookup, Laundry Room
      Features
      • First Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Natural Woodwork, Pantry, Primary Bathroom, Storage, Walk-In Closet(s)
      • Flooring: Hardwood, Tile
      • Basement: Finished,Full,Storage Space
      • Attic: Partial
      • Number of fireplaces: 4
      • Fireplace features: Gas, Wood Burning
      Interior area
      • Total structure area: 7,576
      • Total interior livable area: 7,532 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage
      • Garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: Three Or More
      • Patio & porch: Patio, Porch
      • Exterior features: Garden, Gas Grill, Lighting, Mailbox
      • Has private pool: Yes
      • Pool features: In Ground
      Lot
      • Size: 4.02 Acres
      • Features: Back Yard, Cul-De-Sac, Front Yard, Garden, Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops
      Details
      • Parcel number: 241522H0010380
      • Special conditions: None

      Construction

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

      Utilities & green energy

      • Sewer: Cesspool
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Trash Collection Private, Water Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Glen Head

      Financial & listing details

      • Price per square foot: $697/sqft
      • Tax assessed value: $6,150
      • Annual tax amount: $146,585
      • Date on market: 8/6/2026
      • Cumulative days on market: 50 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/6/2026Listed for sale$5,250,000-6.3%$697/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1031994 Report a problem
        8/10/2016Sold$5,600,000-11.8%$743/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L2591088 Report a problem
        5/20/2016Pending sale$6,350,000$843/sqft
        Source: Douglas Elliman #2591088 Report a problem
        5/20/2016Listed for sale$6,350,000$843/sqft
        Source: Douglas Elliman #2591088 Report a problem
        4/16/2016Listing removed$6,350,000$843/sqft
        Source: Douglas Elliman Report a problem
        7/9/2015Listed for sale$6,350,000+46%$843/sqft
        Source: Douglas Elliman Report a problem
        4/20/2006Sold$4,350,000$578/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $6,096 +6%
        2023-- $5,751
        2022-- $5,751
        2021$67,820 +37.8%--
        2020$49,224 +5.4%$4,650
        2019$46,693 $4,650 -6.3%
        2018$46,693 -3.8%$4,960 -5.9%
        2017$48,559 +4.2%$5,270 -5.6%
        2016$46,614 +428.2%$5,580 -5.3%
        2015$8,825 -5.5%$5,890 -11.6%
        2013$9,343 +6.8%$6,662
        2012$8,751 -79.5%$6,662 -17.7%
        2011$42,750 -3.8%$8,094 -13.3%
        2010$44,457 $9,339 +6%
        2009-- $8,811 +12.3%
        2008-- $7,845 +6%
        2006-- $7,401
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        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.
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        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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