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Sold for $7,250,000
  • $7,250,000

    38 Chestnut Hill Drive, Upper Brookville, NY 11771

    6beds
    15,000sqft
    Single Family Residence, Residential
    Built in 1998
    5.12 Acres Lot
    $-- Zestimate®
    $483/sqft
    $7,042 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $7,042/mo

    Zestimate® history
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    What's special

    Nestled in the cul-de-sac of Chestnut Hill Estates, one of Upper Brookville’s most sought-after developments, this 15,000 sq. ft. estate redefines luxury living on over 5 acres of impeccably manicured grounds. A grand 30-foot marble-floored foyer with twin floating staircases makes an unforgettable first impression, highlighting masterful craftsmanship with intricate plaster moldings and marble flooring throughout. The first floor is designed for both grand entertaining and intimate gatherings, featuring a 65-ft formal living room, formal dining room, sitting room, and family room — each with elegant marble fireplaces. The chef’s kitchen is a masterpiece with radiant heat, a Sub-Zero refrigerator and freezer, 60” Viking range, three Bosch dishwashers, and a butler’s pantry complete with a warming oven and additional dishwasher. A luxurious junior primary suite provides privacy and convenience, complemented by a full bath. Nearby, a dedicated spa area with a sauna offers the ultimate in relaxation. The second-floor primary suite is a private sanctuary with a fireplace, 14-ft coffered ceilings, a kitchenette, office, and his-and-hers walk-in closets. Four additional en-suite bedrooms, each with walk-in closets, complete the upper level. This estate’s 20x50 indoor/outdoor pool with a retractable roof, jacuzzi, and spa is a standout feature, seamlessly merging indoor luxury with outdoor tranquility. A media room on the main level and a state-of-the-art fitness center add to the home’s impressive amenities. The 6,500 sq. ft. finished lower level, with marble flooring, features three guest suites and expansive gathering areas. Outside, formal gardens in the rear of the property provide a serene escape, enhancing the estate’s grandeur. Additional highlights include an elevator servicing all three levels, a 10-car garage, and a third-floor cupola with breathtaking 360° views. Located in one of Upper Brookville’s premier enclaves, this estate offers a rare blend of timeless elegance and cutting-edge design.

    Zillow last checked:

    Listing updated:

    Listed by:

    Shawn R. Elliott 516-695-6349,

    Nest Seekers LLC 516-922-2878,

    Zachary Elliott 516-695-1547,

    Nest Seekers LLC

    Bought with:

    Dee Dee H. Brix SFR CBR, 30BR0807789

    Compass Greater NY LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 811272MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 9
    • Full bathrooms: 6
    • 1/2 bathrooms: 3
    Heating
    • Baseboard
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Oven, Range, Refrigerator
    Features
    • First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Primary Bathroom, Master Downstairs
    • Basement: Finished,Full
    • Attic: None
    • Number of fireplaces: 6
    Interior area
    • Total structure area: 15,000
    • Total interior livable area: 15,000 sqft

    Property

    Parking
    • Total spaces: 10
    • Parking features: Garage
    • Garage spaces: 10
    Features
    • Has private pool: Yes
    • Pool features: Indoor
    Lot
    • Size: 5.12 Acres
    Details
    • Parcel number: 242724E0010500
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence, Residential
    Materials
    • Brick, Stucco
    Condition
    • Updated/Remodeled
    • Year built: 1998

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Oyster Bay

    Financial & listing details

    • Price per square foot: $483/sqft
    • Tax assessed value: $4,180
    • Annual tax amount: $84,811
    • Date on market: 1/9/2025
    • Cumulative days on market: 41 days
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    6/25/2025Sold$7,250,000-8.8%$483/sqft
    Source: OneKey® MLS as distributed by MLS GRID #811272 Report a problem
    2/24/2025Pending sale$7,950,000$530/sqft
    Source: OneKey® MLS as distributed by MLS GRID #811272 Report a problem
    1/9/2025Listed for sale$7,950,000-4.2%$530/sqft
    Source: OneKey® MLS as distributed by MLS GRID #811272 Report a problem
    6/11/2007Sold$8,300,000$553/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $4,028 +6%
    2023-- $3,800 -5.9%
    2022-- $4,039
    2021$77,583 +0.6%--
    2020$77,141 -0.9%$7,420 -6.7%
    2019$77,861 $7,950 -6%
    2018$77,861 +3.8%$8,454
    2017$74,987 -19.5%$8,454 -25%
    2016$93,203 +396%$11,272 -15%
    2015$18,792 +6.6%$13,261
    2013$17,630 +6.8%$13,261
    2012$16,513 -80.8%$13,261 -23%
    2011$85,829 +8.3%$17,222 -1.6%
    2010$79,287 $17,499 -3.3%
    2009-- $18,087 +4.7%
    2008-- $17,268 +6%
    2006-- $16,291 -44.1%
    2005-- $29,135 -41.7%
    2004-- $49,985
    2003-- $49,985 -27.9%
    2002-- $69,308 -22.5%
    2001-- $89,440 +11.1%
    2000-- $80,530
    Find assessor info on the county website

    Neighborhood: 11771

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Contact Agent
    • Middle: Locust Valley Middle School
    • High: Locust Valley 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.