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Foreclosed
  • $1,769,400

    59 Hillside Road, Woodbury, CT 06798

    6beds
    9,296sqft
    Single Family Residence
    Built in 2006
    3.49 Acres Lot
    $1,769,400 Zestimate®
    $190/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.
    609 days
    |
    141
    |
    1
    |

    Zillow last checked: 8 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: $190/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

    $1,769,400

    $1.49M - $2.11M

    $7,407/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

    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

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

    Boost your down payment with 6% savings match

    Earn up to a 6% match & get a competitive APY with a *. Zillow has partnered with to help get you home faster.

    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: 06798

    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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