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For sale
  • $13,500,000

    1190 Chestnut Ridge Road, Dover Plains, NY 12522

    5beds
    5,867sqft
    Single Family Residence, Residential
    Built in 2006
    21.43 Acres Lot
    $-- Zestimate®
    $2,301/sqft
    $-- HOA

    What's special

    Two wood-burning fireplacesStunning sunset viewsSculptural spiral staircaseLuxurious bathroomsDramatic double-height entry galleryHand-painted de gournay wallpaperDual dressing rooms
    A singular and exceedingly rare residence, this exquisite home was masterfully designed by renowned AD100 architect Gil Schafer, featuring interiors by Antony Todd and landscape architecture by Warren Byrd, all set against panoramic views of the Hudson Valley and Catskill Mountains. This home is a Greek Revival masterpiece that blends timeless elegance with modern sophistication. As featured in Elle Decor, the interiors showcase meticulous craftsmanship and richly layered detail. A dramatic double-height entry gallery centers around a sculptural spiral staircase, offering a striking introduction to the home. From there, a 36' x 24' Great Room unfolds with 11'+ ceilings, two wood-burning fireplaces, and French doors leading to an expansive covered porch that captures stunning sunset views. The kitchen is outfitted with top-of-the-line appliances, hand-hewn beams, dual pantries, and an inviting lounge area, perfect for gathering and entertaining. A large-scale wet bar connects the kitchen and great room, while the adjacent dining area opens to a beautifully landscaped pool terrace. A heated breezeway leads to private guest quarters, offering two en-suite bedrooms and a comfortable sitting room. In the west wing, a richly paneled library with fireplace sits beside the serene primary suite, which features hand-painted de Gournay wallpaper, dual dressing rooms, luxurious bathrooms, and views of an English garden and the rolling landscape beyond. Upstairs, two additional bedroom suites each feature private sitting areas and discreet breakfast bars, creating refined and restful retreats. An extraordinary offering where architectural pedigree, design excellence, and natural beauty converge.
    70 days
    |
    1,486
    |
    100
    |

    Zillow last checked:

    Listing updated:

    Listing by:

    Houlihan Lawrence Inc. 845-677-6161,

    Oliver L. Brown 917-680-8933

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 960010MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 8
      • Full bathrooms: 6
      • 1/2 bathrooms: 2
      Heating
      • Oil
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Gas Oven
      Features
      • First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Crown Molding, Eat-in Kitchen, Entrance Foyer, His and Hers Closets, Kitchen Island, Marble Counters
      • Basement: Full
      • Attic: None
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 5,867
      • Total interior livable area: 5,867 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage
      • Garage spaces: 3
      Features
      • Has private pool: Yes
      Lot
      • Size: 21.43 Acres
      Details
      • Parcel number: 1358896864008882100000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Estate
      • Property subtype: Single Family Residence, Residential
      Materials
      • Wood Siding
      Condition
      • Year built: 2006
      • Major remodel year: 2006

      Utilities & green energy

      • Sewer: Septic Tank
      • Utilities for property: See Remarks

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Dover Plains

      Financial & listing details

      • Price per square foot: $2,301/sqft
      • Tax assessed value: $2,275,200
      • Annual tax amount: $49,749
      • Date on market: 2/9/2026
      • Cumulative days on market: 71 days
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        2/9/2026Listed for sale$13,500,000$2,301/sqft
        Source: OneKey® MLS as distributed by MLS GRID #960010 Report a problem
        12/1/2025Listing removed$13,500,000$2,301/sqft
        Source: OneKey® MLS as distributed by MLS GRID #893630 Report a problem
        8/8/2025Listed for sale$13,500,000+80%$2,301/sqft
        Source: OneKey® MLS as distributed by MLS GRID #893630 Report a problem
        2/13/2024Listing removed--
        Source: MHMLS #392968 Report a problem
        11/16/2021Listing removed$7,500,000$1,278/sqft
        Source: MHMLS #392968 Report a problem
        10/4/2021Pending sale$7,500,000$1,278/sqft
        Source: MHMLS #392968 Report a problem
        7/23/2020Listed for sale$7,500,000-24.9%$1,278/sqft
        Source: COMPASS GREATER NY LLC ML #392968 Report a problem
        3/11/2015Listing removed$9,990,000$1,703/sqft
        Source: HOULIHAN LAWRENCE INC. #315587 Report a problem
        4/16/2013Listed for sale$9,990,000+1637.4%$1,703/sqft
        Source: HOULIHAN LAWRENCE INC. #315587 Report a problem
        7/11/2002Sold$575,000+57.5%$98/sqft
        Source: Public Record Report a problem
        4/5/2001Sold$365,000$62/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $2,275,200
        2023-- $2,275,200 +16.3%
        2022-- $1,956,400
        2021-- $1,956,400
        2020-- $1,956,400
        2019-- $1,956,400
        2018-- $1,956,400
        2017$40,375 $1,956,400
        2016-- $1,956,400
        2015-- $1,956,400
        2014-- $1,956,400 -9.9%
        2012-- $2,171,100 -2%
        2011-- $2,215,400 -6.9%
        2010-- $2,379,000 -10%
        2009-- $2,643,300 -3%
        2008-- $2,725,000

        Find assessor info on the county website

        Monthly 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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12522

        Getting around

        6 / 100
        Car-Dependent
        8 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Alden Place Elementary School
        • Middle: Millbrook Middle School
        • High: Millbrook 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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