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Sold for $1,600,000
  • $1,600,000

    55 Good Hill Road, Woodbury, CT 06798

    4beds
    3,324sqft
    Single Family Residence
    Built in 1685
    3.67 Acres Lot
    $1,673,700 Zestimate®
    $481/sqft
    $5,582 Estimated rent

    Home value

    $1,673,700

    $1.59M - $1.76M

    $5,582/mo

    Zestimate® history
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    What's special

    Sparkling poolPicturesque bridgeBreakfast barInviting cabana
    Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. 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.

    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

    Bought with:

    Nicholas Greene, RES.0810958

    eXp 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: $481/sqft
    • Tax assessed value: $586,320
    • Annual tax amount: $14,681
    • 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

    Price history

    DateEventPrice
    11/13/2026Sold$1,600,000-10.6%$481/sqft
    Source: Smart MLS #24136657 Report a problem
    11/7/2026Pending sale$1,790,000$539/sqft
    Source: Smart MLS #24136657 Report a problem
    8/24/2026Price change$1,790,000-10.3%$539/sqft
    Source: Smart MLS #24136657 Report a problem
    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
    5/12/2011Listed for sale$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

    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

    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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