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Foreclosed
  • $1,793,100

    59 Hillside Road, Woodbury, CT 06798

    6beds
    9,296sqft
    Single Family Residence
    Built in 2006
    3.49 Acres Lot
    $1,793,100 Zestimate®
    $193/sqft
    $-- HOA

    What's special

    Main suiteResort-style infinity poolSoaring ceilingsHot tubBreathtaking viewsExpansive decksMulti-generational living
    Auction Opportunity. Please review FAQ and Property Information Package included in the additional documents on MLS (you may have to request these directly from your agent or the auction company). Asking Price is Opening Bid only. Final price will be determined by competitive bidding. All bidding online, opening April 23 at 4pm and ending April 30 at 4pm. Bidding website available upon request. ~ Stunning 6-bedroom, 6 full bath, 2 half-bath, French-inspired estate with over 9,000 sq. ft. of luxurious living space, set atop one of Woodbury's highest points. This elegant retreat features soaring ceilings, detailed craftsmanship, a chef's kitchen, and grand entertaining areas. The main suite offers a private escape, while 3 additional en-suite bedrooms provide comfort and privacy. Ideal for multi-generational living, the estate includes a 2-bedroom guest house with full kitchen and private entrance, plus an in-law suite above the heated 3-car garage. Outside, enjoy a resort-style infinity pool, hot tub, and expansive decks with breathtaking views. Timeless design meets modern versatility. High bid as of 4/24/25 is $525,000. High bid as of 4/25/25 at 9:04 AM is $600,000.High bid as of 4/26/25 at 8:21 AM is 960,000. High bid as of 4/29/25 is $1,075,000. Current high bid as of 12:11 PM on 4/30/25 is $1,300,000.
    672 days
    |
    109
    |
    3
    |

    Zillow last checked: 7 hours ago

    Listing updated: May 22, 2025 at 03:20pm

    Listed by:

    Samantha Kelley 203-383-9117,

    Tranzon Auction Properties 207-775-4300

    Source: Smart MLS,MLS#: 24084150MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Main
      Bedroom
      • Level: Upper
      Dining room
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Radiant, Geothermal
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Oven, Refrigerator, Freezer, Dishwasher, Water Heater
      • Laundry: Main Level, Upper Level
      Features
      • In-Law Floorplan
      • Basement: Full
      • Attic: Access Via Hatch
      • Number of fireplaces: 5
      Interior area
      • Total structure area: 9,296
      • Total interior livable area: 9,296 sqft
      • Finished area above ground: 9,296

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached
      • Attached garage spaces: 3
      Features
      • Has private pool: Yes
      • Pool features: Gunite, Infinity, In Ground
      Lot
      • Size: 3.49 Acres
      • Features: Secluded, Few Trees, Borders Open Space, Cul-De-Sac, Open Lot
      Details
      • Parcel number: 932938
      • Zoning: OS80
      • Special conditions: Real Estate Owned

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Stone, Stucco
      • Foundation: Concrete Perimeter
      • Roof: Fiberglass,Slate
      Condition
      • New construction: No
      • Year built: 2006

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Woodbury

      Financial & listing details

      • Price per square foot: $193/sqft
      • Tax assessed value: $1,448,160
      • Annual tax amount: $33,554
      • Date on market: 4/3/2025

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        Foreclosure details

        Estimated market value

        $1,793,100

        $1.51M - $2.13M

        $7,723/mo

        Price history

        Price history
        DateEventPrice
        5/21/2025Sold$1,720,000+50.5%$185/sqft
        Source: Smart MLS #24084150 Report a problem
        5/17/2024Sold$1,142,608-42.7%$123/sqft
        Source: Public Record Report a problem
        12/1/2023Listing removed--
        Source: Smart MLS #170566868 Report a problem
        5/2/2023Listed for sale$1,995,000-16.2%$215/sqft
        Source: Smart MLS #170566868 Report a problem
        3/31/2023Listing removed--
        Source: Smart MLS #170534856 Report a problem
        1/9/2023Price change$2,380,000-8.5%$256/sqft
        Source: Smart MLS #170534856 Report a problem
        11/7/2022Listed for sale$2,600,000-13.3%$280/sqft
        Source: Smart MLS #170534856 Report a problem
        3/20/2020Listing removed$3,000,000$323/sqft
        Source: GLOBAL REAL ESTATE NETWORK LLC #10617439 Report a problem
        10/22/2019Price change$3,000,000+81.9%$323/sqft
        Source: Global Real Estate Network #170207963 Report a problem
        8/28/2019Price change$1,649,000-5.7%$177/sqft
        Source: Global Real Estate Network #170207963 Report a problem
        8/2/2019Price change$1,749,000-7.9%$188/sqft
        Source: Global Real Estate Network #170207963 Report a problem
        6/19/2019Listed for sale$1,899,000-23.9%$204/sqft
        Source: Global Real Estate Network #170207963 Report a problem
        8/14/2018Listing removed$2,495,000$268/sqft
        Source: William Pitt Sotheby's International Realty #170032891 Report a problem
        11/17/2017Listed for sale$2,495,000$268/sqft
        Source: William Pitt Sotheby's International Realty #170032891 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$34,206 +1.9%$1,448,160
        2024$33,554 -13.5%$1,448,160 +8.5%
        2023$38,784 -0.4%$1,334,620
        2022$38,931 $1,334,620
        2021$38,931 $1,334,620
        2020$38,931 $1,334,620
        2019$38,931 +4.7%$1,334,620 -4.6%
        2018$37,201 -2.1%$1,399,600
        2017$38,013 +3.3%$1,399,600
        2016$36,795 +0.8%$1,399,600
        2015$36,488 +1.5%$1,399,600
        2014$35,956 +25.2%$1,399,600 +14%
        2013$28,725 -2.9%$1,227,570 +0.6%
        2012$29,580 +7.9%$1,220,800
        2011$27,419 +4.7%$1,220,800
        2010$26,186 +4.5%$1,220,800 +3%
        2009$25,053 -27.4%$1,185,660 -16.4%
        2008$34,525 +14.8%$1,417,870 +12.9%
        2007$30,078 +2486.2%$1,255,350 +1999.6%
        1997$1,163 $59,790

        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: 06798

        Getting around

        1 / 100
        Car-Dependent
        1 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Mitchell
        • High: Nonnewaug

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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