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Sold for $5,650,000
    • $5,650,000

    35 Chestnut Hill Drive, Upper Brookville, NY 11771

    5beds
    10,500sqft
    Single Family Residence, Residential
    Built in 1997
    5 Acres Lot
    $6,263,800 Zestimate®
    $538/sqft
    $7,706 Estimated rent

    Home value

    $6,263,800

    $5.64M - $6.95M

    $7,706/mo

    Zestimate® history
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    What's special

    Welcome to this exceptional 10,500 sq. ft. estate, located in the heart of Upper Brookville, New York. Fully redesigned in 2023, this custom Gold Coast residence showcases extraordinary craftsmanship and attention to detail throughout. Inside, you’ll find thick-cut millwork, stained glass windows, round-top doors, coffered ceilings, and hand-carved staircases that highlight the home’s unique character. With 7 bedrooms and 7.55 bathrooms, this estate features spacious formal entertaining areas, elegant stone gas fireplaces, and a sunlit eat-in kitchen. The kitchen boasts marble countertops, a Butler’s Pantry, high-end Viking and True appliances, and a cozy round breakfast nook filled with natural light. The primary suite offers high ceilings, an expansive walk-in closet, and a luxurious marble en-suite bathroom with His & Her’s vanities, a freestanding soaking tub, and a separate glass-enclosed shower. The exterior is a stunning example of North Shore architecture, constructed with brick, stone, slate, and cedar shake. Set on over 5 acres, the property features a private electric gate, Porte Cochere, a 4-car attached garage, and impeccably landscaped grounds. Outdoor amenities include a heated saltwater pool and spa, a built-in firepit, and a detached poolside cabana with a newly designed center-island kitchen. This estate blends timeless elegance with modern luxury, making it a truly distinctive offering in Upper Brookville.

    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:

    Connie Liappas, 10301203740

    Compass Greater NY LLC

    Nicholas S. Liappas, 10301222619

    Compass Greater NY LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 811391MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 9
    • Full bathrooms: 7
    • 1/2 bathrooms: 2
    Other
    • Description: Ent Foyer, LivRm/Fpl, DinRm, Lib/Fpl, 2 PwdRm, Chef'sKit/Pantry/BrkFstRm, Den/Fpl,MudRm
    • Level: First
    Other
    • Description: PrimarySuite/Fpl/SpaBth/WardrobeRm; Office/Bed/Fpl,WI Cl/F Bth; Bed/WI Cl/F Bth;Bed/WI Cl/F Bth;Bed/WI Cl/F Bth
    • Level: Second
    Other
    • Description: Half Finished Attic/2 Lrg Cedar Closets/SittingRm/Storage
    Other
    • Description: Pool House/Full Kitchen,SittingRm,1/2Bth,F Bth,LockerRm,LaundryRm,StorageRm,F Basement
    Basement
    • Description: Full Finished,PlayRm/Media/Salon/MassageRm,Wine,Full Bth,WineRm,Gym,2Bed/2 Full Bths,Laundry,Utilities,Storage,Walk Out
    • Level: Lower
    Heating
    • Forced Air, Oil, Propane
    Cooling
    • Central Air
    Appliances
    • Included: Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer, Oil Water Heater, Wine Refrigerator
    Features
    • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chandelier, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Primary Bathroom, Pantry
    • Flooring: Hardwood
    • Basement: Finished,Full,Storage Space,Walk-Out Access
    • Attic: Partially Finished
    • Number of fireplaces: 5
    Interior area
    • Total structure area: 10,500
    • Total interior livable area: 10,500 sqft

    Property

    Parking
    • Total spaces: 6
    • Parking features: Garage, Carport
    • Garage spaces: 4
    • Carport spaces: 2
    Features
    • Has private pool: Yes
    • Pool features: In Ground, Solar Cover
    • Has view: Yes
    • View description: Panoramic
    Lot
    • Size: 5 Acres
    Details
    • Parcel number: 242724E0010470
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Estate
    • Property subtype: Single Family Residence, Residential
    Materials
    • Brick, Cedar, Shingle Siding
    Condition
    • Year built: 1997

    Utilities & green energy

    • Sewer: Cesspool
    • Water: Public
    • Utilities for property: Cable Available, Trash Collection Private

    Community & HOA

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

    Financial & listing details

    • Price per square foot: $538/sqft
    • Tax assessed value: $3,672,000
    • Annual tax amount: $75,104
    • Date on market: 1/17/2025
    • Cumulative days on market: 112 days
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    3/13/2025Sold$5,650,000-5%$538/sqft
    Source: OneKey® MLS as distributed by MLS GRID #811391 Report a problem
    1/17/2025Price change$5,950,000-0.5%$567/sqft
    Source: OneKey® MLS as distributed by MLS GRID #811391 Report a problem
    8/30/2024Price change$5,980,000-14%$570/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3561364 Report a problem
    6/24/2024Listed for sale$6,950,000+71.6%$662/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3561364 Report a problem
    3/10/2022Sold$4,050,000-18.9%$386/sqft
    Source: OneKey® MLS as distributed by MLS GRID #L3222713 Report a problem
    12/17/2021Pending sale$4,995,000$476/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3222713 Report a problem
    4/12/2021Listed for sale$4,995,000$476/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3222713 Report a problem
    11/6/2020Listing removed$4,995,000$476/sqft
    Source: Douglas Elliman #3222713 Report a problem
    6/9/2020Listed for sale$4,995,000$476/sqft
    Source: Douglas Elliman #3091175 Report a problem
    4/30/2020Listing removed$4,995,000$476/sqft
    Source: Douglas Elliman #3091175 Report a problem
    11/12/2019Price change$4,995,000-16.7%$476/sqft
    Source: Douglas Elliman #3091175 Report a problem
    6/4/2019Price change$5,995,000-7.8%$571/sqft
    Source: Douglas Elliman #3091175 Report a problem
    1/7/2019Listed for sale$6,500,000+738.7%$619/sqft
    Source: Douglas Elliman Real Estate #3091175 Report a problem
    3/13/1995Sold$775,000$74/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $3,672 -10%
    2023-- $4,080 -19.4%
    2022-- $5,059
    2021$71,904 +9.8%--
    2020$65,497 -1.2%$6,300 -6.7%
    2019$66,312 $6,750 -6.3%
    2018$66,312 -2.3%$7,200 -5.9%
    2017$67,856 +1.3%$7,650 -5.6%
    2016$66,975 +449.6%$8,100 -5.8%
    2015$12,187 +6.6%$8,600
    2013$11,433 -4.9%$8,600 -11%
    2012$12,028 -82%$9,659 -29%
    2011$66,931 +13.9%$13,597 +3.4%
    2010$58,762 $13,149 -3.2%
    2009-- $13,583 +6%
    2008-- $12,815 +0.2%
    2006-- $12,795 -42.5%
    2005-- $22,263 -43.5%
    2004-- $39,425
    2003-- $39,425 -47.3%
    2002-- $74,770
    2001-- $74,770
    2000-- $74,770
    Find assessor info on the county website

    Neighborhood: 11771

    Nearby homes

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Ann Macarthur Primary School
    • 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.

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    Estimated market value
    $6,263,800
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $6,263,800

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