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For sale
    • Price increase: $145K (5/31)
    $1,995,000

    55 Good Hill Road, Woodbury, CT 06798

    4beds
    3,324sqft
    : 
    $12,983/mo
    Get pre-qualified
    Single Family Residence
    Built in 1685
    3.67 Acres Lot
    $-- Zestimate®
    $600/sqft
    $-- HOA

    What's special

    Sparkling poolHistoric cooking fireplaceNew mahogany deckPicturesque bridgeImpressive central hearthLarge center islandBreakfast bar
    Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms surrounding the impressive central hearth. The chef's kitchen features a large center island, breakfast bar, and sweeping views of the expansive lawn-perfect for both everyday living and entertaining. Original details abound, including hand-hewn beams, wide king's board flooring, and the historic cooking fireplace that anchors the heart of the home. Recent upgrades include a new HVAC system with humidification and numerous other enhancements (see attachments for the full list). A new mahogany deck overlooks the level backyard, leading toward a picturesque bridge, sparkling pool, and inviting cabana. Two barns sit near the parking area-one offering garage space and the other ready for your imagination: ideal for a future guest house, studio, or recreation room, this barn has new propane heat, water and electric service. This extraordinary home offers the rare opportunity to own a piece of history-beautifully updated for modern living.
    162 days
    |
    1,078
    |
    94
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Stacey Matthews (203)671-9067,

    W. Raveis Lifestyles Realty 860-868-0511,

    Pels Matthews 203-671-5432,

    W. Raveis Lifestyles Realty

    Source: Smart MLS,MLS#: 24136657MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Heating
      • Hydro Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Upper Level
      Features
      • Open Floorplan
      • Doors: French Doors
      • Basement: Partial,Unfinished
      • Attic: Walk-up
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 3,324
      • Total interior livable area: 3,324 sqft
      • Finished area above ground: 3,324
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 6
      • Parking features: Barn, Detached, Driveway, Private
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Terrace, Deck
      • Exterior features: Garden
      • Has private pool: Yes
      • Pool features: Gunite, In Ground
      • On waterfront: Yes
      • Waterfront features: Waterfront, Brook
      Lot
      • Size: 3.67 Acres
      • Features: Level, Cleared, Landscaped, Open Lot
      Details
      • Additional structures: Barn(s), Cabana
      • Parcel number: 933432
      • Zoning: R40

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial,Antique
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter, Stone
      • Roof: Wood
      Condition
      • New construction: No
      • Year built: 1685

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Basketball Court, Health Club, Library, Medical Facilities, Park, Private School(s), Stables/Riding
      • Subdivision: Good Hill
      HOA
      • Has HOA: No
      Location
      • Region: Woodbury

      Financial & listing details

      • Price per square foot: $600/sqft
      • Tax assessed value: $579,040
      • Annual tax amount: $13,677
      • Date on market: 3/2/2026
      • Exclusions: pwdr rm mirror, dining & upstairs hall chandeliers, fridge/bsmt, sconces/entry, picture lights/living room. ceiling lights/2 upstairs bdrms, microwave

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/31/2026Price change$1,995,000+7.8%$600/sqft
        Source: Smart MLS #24136657 Report a problem
        5/8/2026Price change$1,850,000-7.3%$557/sqft
        Source: Smart MLS #24136657 Report a problem
        3/2/2026Listed for sale$1,995,000$600/sqft
        Source: Smart MLS #24136657 Report a problem
        11/28/2025Listing removed$1,995,000$600/sqft
        Source: Smart MLS #24136657 Report a problem
        10/30/2025Listed for sale$1,995,000+29.5%$600/sqft
        Source: Smart MLS #24136657 Report a problem
        7/16/2024Sold$1,540,000-0.6%$463/sqft
        Source: Smart MLS #24005954 Report a problem
        4/16/2024Pending sale$1,550,000$466/sqft
        Source: Smart MLS #24005954 Report a problem
        4/1/2024Listed for sale$1,550,000+76.1%$466/sqft
        Source: Smart MLS #24005954 Report a problem
        12/27/2023Listing removed--
        Source: Zillow Rentals Report a problem
        11/21/2023Listed for rent$8,750$3/sqft
        Source: Zillow Rentals Report a problem
        11/8/2023Listing removed--
        Source: Zillow Rentals Report a problem
        9/29/2023Listed for rent$8,750$3/sqft
        Source: Zillow Rentals Report a problem
        6/30/2022Sold$880,000-1.7%$265/sqft
        Source: Smart MLS #170488537 Report a problem
        5/11/2022Contingent$895,000$269/sqft
        Source: Smart MLS #170488537 Report a problem
        5/7/2022Listed for sale$895,000+25.2%$269/sqft
        Source: Smart MLS #170488537 Report a problem
        6/6/2013Sold$715,000-3.1%$215/sqft
        Source: Public Record Report a problem
        2/22/2013Listing removed$738,000$222/sqft
        Source: Klemm Real Estate #L143011 Report a problem
        1/19/2013Pending sale$738,000$222/sqft
        Source: Klemm Real Estate #L143011 Report a problem
        12/4/2012Price change$738,000-17.5%$222/sqft
        Source: Klemm Real Estate #L143011 Report a problem
        6/21/2012Listed for sale$895,000+25.2%$269/sqft
        Source: Klemm Real Estate #L143011 Report a problem
        6/12/2012Sold$715,000-26.7%$215/sqft
        Source: Agent Provided Report a problem
        5/12/2011Price change$975,000-24.4%$293/sqft
        Source: Alliance Realty NE, LLC #G591738 Report a problem
        9/8/2010Listed for sale$1,290,000$388/sqft
        Source: Klemm Real Estate Report a problem
        8/7/2010Listing removed$1,290,000$388/sqft
        Source: Klemm Real Estate Report a problem
        6/11/2010Listed for sale$1,290,000-7.9%$388/sqft
        Source: Klemm Real Estate Report a problem
        1/18/2010Listing removed$1,400,000$421/sqft
        Source: KLEMM REAL ESTATE #L129104 Report a problem
        12/18/2008Listed for sale$1,400,000-11.9%$421/sqft
        Source: Listhub #L128793 Report a problem
        3/11/2008Listing removed$1,590,000$478/sqft
        Source: NCI Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$13,677 +2.4%$579,040 +0.5%
        2024$13,350 +6.2%$576,170 +33.2%
        2023$12,570 -0.4%$432,550
        2022$12,617 $432,550
        2021$12,617 $432,550
        2020$12,617 $432,550
        2019$12,617 -0.4%$432,550 -9.2%
        2018$12,667 -2.1%$476,580
        2017$12,944 +3.3%$476,580
        2016$12,529 +0.8%$476,580
        2015$12,424 +1.5%$476,580
        2014$12,243 +1.9%$476,580 -7.2%
        2013$12,019 +1.6%$513,630 +5.2%
        2012$11,828 +7.9%$488,150
        2011$10,964 +4.7%$488,150
        2010$10,471 +1.5%$488,150
        2009$10,315 -16.6%$488,150 -3.9%
        2008$12,372 +1.6%$508,070
        2007$12,173 +5.1%$508,070
        2006$11,579 +6.4%$508,070
        2005$10,883 $508,070
        2004$10,883 +84%$508,070 +134.1%
        2003$5,915 -9.8%$217,050 -35.6%
        1997$6,558 $337,180
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
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        Climate risks

        Neighborhood: 06798

        Getting around

        8 / 100
        Car-Dependent
        26 / 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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