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Sold for $575,000
  • $575,000

    2 Judd Hill Road, Woodbury, CT 06798

    3beds
    1,470sqft
    Single Family Residence
    Built in 1958
    0.96 Acres Lot
    $590,100 Zestimate®
    $391/sqft
    $3,004 Estimated rent

    Home value

    $590,100

    $537,000 - $649,000

    $3,004/mo

    Zestimate® history
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    What's special

    Serene and private settingSpacious first-floor bedroomNewly updated kitchen
    Charm and modern comfort come together in this beautifully renovated 3-bedroom, 2-bath home set on nearly an acre along a quiet country road in Woodbury. Thoughtfully updated and move-in ready, this inviting home blends classic New England character with practical improvements throughout, including a fully insulated attic and insulated walls added by the current owner for enhanced comfort and efficiency. The main level features a warm living room with fireplace, a spacious first-floor bedroom, and a full bath, offering flexibility for guests or convenient one-level living. The newly updated kitchen opens to the dining area and leads directly to a brand-new deck overlooking a private, level backyard with distant pond and mountain views. The yard has been cleared and extends to a peaceful meadow that backs to a wooded preserve, creating a serene and private setting. A recent expansion added an oversized two-car garage, extra deep with high ceilings and potential for a loft, workshop, or additional storage. The full basement offers tall ceilings, ample storage, and rear exterior access to the leveled backyard. Adjacent to the basement door is an additional versatile room, ideal for outdoor storage, tools, hobbies, or a creative workspace. Additional highlights include a new furnace and septic tank installed in 2025, a newer whole-house propane generator, and a roof approximately 10 years old. This one-of-a-kind Woodbury retreat offers privacy, comfort, and thoughtful updates in a beautiful country setting. Come see it and don't miss the opportunity to own your own oasis in Woodbury.

    Zillow last checked:

    Listing updated:

    Listed by:

    Timothy Drakeley (203)510-9184,

    Drakeley Real Estate, Inc. 203-263-4336

    Bought with:

    Stephen Mele, RES.0815346

    Houlihan Lawrence

    Source: Smart MLS,MLS#: 24172678MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: Hardwood Floor
    • Level: Main
    Bedroom
    • Level: Upper
    Bedroom
    • Features: Softwood Floor
    • Level: Upper
    Den
    • Features: Hardwood Floor
    • Level: Main
    Dining room
    • Level: Main
    Kitchen
    • Features: Kitchen Island
    • Level: Main
    Living room
    • Features: Fireplace, Hardwood Floor
    • Level: Main
    Heating
    • Forced Air, Oil
    Cooling
    • Window Unit(s)
    Appliances
    • Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Main Level
    Features
    • Basement: Full
    • Attic: Access Via Hatch
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 1,470
    • Total interior livable area: 1,470 sqft
    • Finished area above ground: 1,470
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Garage Door Opener
    • Attached garage spaces: 2
    Features
    • Patio & porch: Deck
    Lot
    • Size: 0.96 Acres
    • Features: Level
    Details
    • Parcel number: 932289
    • Zoning: OS80
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1958

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & HOA

    Community
    • Features: Golf, Lake, Library, Private School(s), Tennis Court(s)
    HOA
    • Has HOA: No
    Location
    • Region: Woodbury

    Financial & listing details

    • Price per square foot: $391/sqft
    • Tax assessed value: $168,840
    • Annual tax amount: $3,988
    • Date on market: 5/5/2026

    Price history

    DateEventPrice
    7/2/2026Sold$575,000+0%$391/sqft
    Source: Smart MLS #24172678 Report a problem
    6/22/2026Pending sale$574,900$391/sqft
    Source: Smart MLS #24172678 Report a problem
    5/19/2026Price change$574,900-4.2%$391/sqft
    Source: Smart MLS #24172678 Report a problem
    5/5/2026Listed for sale$599,900+9.1%$408/sqft
    Source: Smart MLS #24172678 Report a problem
    1/9/2026Sold$550,000-3.3%$374/sqft
    Source: Smart MLS #24134430 Report a problem
    12/7/2025Pending sale$569,000$387/sqft
    Source: Smart MLS #24134430 Report a problem
    11/6/2025Price change$569,000-5%$387/sqft
    Source: Smart MLS #24134430 Report a problem
    10/18/2025Listed for sale$599,000+84.3%$407/sqft
    Source: Smart MLS #24134430 Report a problem
    2/28/2025Sold$325,000+1.6%$221/sqft
    Source: Smart MLS #24071100 Report a problem
    2/3/2025Pending sale$319,900$218/sqft
    Source: Smart MLS #24071100 Report a problem
    2/1/2025Listed for sale$319,900$218/sqft
    Source: Smart MLS #24071100 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$3,988 +3.3%$168,840 +1.3%
    2024$3,860 +5.3%$166,600 +32.1%
    2023$3,664 -0.4%$126,080
    2022$3,678 $126,080
    2021$3,678 $126,080
    2020$3,678 $126,080
    2019$3,678 +3.2%$126,080 -6%
    2018$3,565 -2.1%$134,130
    2017$3,643 +3.3%$134,130
    2016$3,526 +0.8%$134,130
    2015$3,497 +1.5%$134,130
    2014$3,446 -11%$134,130 -18.9%
    2013$3,872 -3.4%$165,470
    2012$4,009 +7.9%$165,470
    2011$3,716 +4.7%$165,470
    2010$3,549 +1.5%$165,470
    2009$3,496 +9.4%$165,470 +26.1%
    2008$3,196 +1.6%$131,260
    2007$3,145 +5.1%$131,260
    2006$2,991 +6.4%$131,260
    2005$2,812 $131,260
    2004$2,812 +45.2%$131,260 +84.7%
    2003$1,936 -23.2%$71,050 -45.2%
    1997$2,521 $129,620
    Find assessor info on the county website

    Neighborhood: 06798

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Mitchell
    • Middle: Woodbury
    • 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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