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Sold for $380,000
    • $380,000

    27 Scratchville Road, Woodbury, CT 06798

    2beds
    1,134sqft
    Single Family Residence
    Built in 1750
    1.49 Acres Lot
    $400,000 Zestimate®
    $335/sqft
    $2,575 Estimated rent

    Home value

    $400,000

    $340,000 - $472,000

    $2,575/mo

    Zestimate® history
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    What's special

    This charming home has just been refreshed with recent updates, including a brand new full bathroom, reworked floor plan, fresh paint, and thoughtful touches throughout to enhance functionality and flow. It features a newer roof, beautiful cedar shingles, a generator, two separate storage sheds, and an attached 24x11 heated workshop. Don't be fooled by the square feet. There is additional living quarters in the cozy lower level family room. This walkout lower level room features wideboard flooring, a fireplace and exposed beamed ceiling. The 325 square foot workshop connected by a breezeway, could easily be converted to full time living space. A separate barn/garage and privacy fencing add even more appeal, while a wooded hill along the side boundary provides a natural buffer and seclusion. Located on a quiet street ending at the scenic Strong Preserve and bordered by a peaceful cornfield, this property offers the best of small-town living. Set in the heart of Woodbury village, it's within walking distance to schools, the library, coffee shops, restaurants, hiking trails, parks, playgrounds, and community events including outdoor concerts and theater. Named "Best Small Town in Connecticut" by Reader's Digest and praised by The New York Times for its charm, history, and beauty, Woodbury is only 10 minutes to I-84, 30 minutes to the train, and 1.5 hours from NYC.

    Zillow last checked:

    Listing updated:

    Listed by:

    Timothy Drakeley 203-510-9184,

    Drakeley Real Estate, Inc. 203-263-4336

    Bought with:

    Timothy Drakeley, REB.0791885

    Drakeley Real Estate, Inc.

    Source: Smart MLS,MLS#: 24113223MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 1
    • Full bathrooms: 1
    Rooms
    • Room types: Workshop
    Primary bedroom
    • Features: Remodeled, Beamed Ceilings, Ceiling Fan(s), Wide Board Floor
    • Level: Main
    Bedroom
    • Features: Ceiling Fan(s), Wide Board Floor
    • Level: Main
    Dining room
    • Features: Ceiling Fan(s), Wide Board Floor
    • Level: Main
    Family room
    • Features: Bookcases, Fireplace, Wide Board Floor
    • Level: Lower
    • Area: 192 Square Feet
    • Dimensions: 12 x 16
    Kitchen
    • Features: Vinyl Floor
    • Level: Main
    Heating
    • Hot Water, Propane
    Cooling
    • Ceiling Fan(s), Window Unit(s)
    Appliances
    • Included: Oven/Range, Refrigerator, Electric Water Heater
    • Laundry: Main Level
    Features
    • Basement: Full,Partially Finished,Walk-Out Access,Liveable Space
    • Attic: Access Via Hatch
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 1,134
    • Total interior livable area: 1,134 sqft
    • Finished area above ground: 884
    • Finished area below ground: 250

    Property

    Parking
    • Total spaces: 2
    • Parking features: Barn
    • Garage spaces: 2
    Features
    • Exterior features: Stone Wall
    • Fencing: Partial
    • Waterfront features: Walk to Water
    Lot
    • Size: 1.49 Acres
    • Features: Secluded, Few Trees, Level
    Details
    • Additional structures: Shed(s), Barn(s)
    • Parcel number: 933113
    • Zoning: OS60
    • Other equipment: Generator
    • Horses can be raised: Yes

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cottage
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1750

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & HOA

    Community
    • Features: Golf, Health Club, Lake, Library, Medical Facilities, Playground, Private School(s), Shopping/Mall
    HOA
    • Has HOA: No
    Location
    • Region: Woodbury

    Financial & listing details

    • Price per square foot: $335/sqft
    • Tax assessed value: $152,880
    • Annual tax amount: $3,611
    • Date on market: 7/21/2025

    Price history

    DateEventPrice
    10/8/2025Sold$380,000-5%$335/sqft
    Source: Smart MLS #24113223 Report a problem
    9/24/2025Pending sale$399,900$353/sqft
    Source: Smart MLS #24113223 Report a problem
    8/13/2025Price change$399,900-3.6%$353/sqft
    Source: Smart MLS #24113223 Report a problem
    8/4/2025Listed for sale$414,900+45.6%$366/sqft
    Source: Smart MLS #24113223 Report a problem
    8/16/2024Sold$285,000+1.8%$251/sqft
    Source: Smart MLS #24031945 Report a problem
    7/30/2024Pending sale$280,000$247/sqft
    Source: Smart MLS #24031945 Report a problem
    7/27/2024Price change$280,000-8.2%$247/sqft
    Source: Smart MLS #24031945 Report a problem
    7/17/2024Price change$305,000-11.6%$269/sqft
    Source: Smart MLS #24031945 Report a problem
    7/14/2024Listed for sale$345,000$304/sqft
    Source: Smart MLS #24031945 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$3,611 +1.9%$152,880
    2024$3,542 -4.5%$152,880 +19.8%
    2023$3,708 -0.4%$127,610
    2022$3,722 $127,610
    2021$3,722 $127,610
    2020$3,722 $127,610
    2019$3,722 -0.3%$127,610 -9.1%
    2018$3,733 -2.1%$140,440
    2017$3,814 +3.3%$140,440
    2016$3,692 +0.8%$140,440
    2015$3,661 +1.5%$140,440
    2014$3,608 -5.1%$140,440 -13.6%
    2013$3,803 -3.4%$162,520
    2012$3,938 +9.4%$162,520 +1.5%
    2011$3,598 +4.7%$160,180
    2010$3,436 +1.5%$160,180
    2009$3,385 +5.4%$160,180 +21.4%
    2008$3,212 +1.6%$131,910
    2007$3,161 +5.2%$131,910
    2006$3,006 +8.6%$131,910 +2.1%
    2005$2,768 $129,210
    2004$2,768 +93.8%$129,210 +146.6%
    2003$1,428 -30.1%$52,400 -50.1%
    1997$2,042 $104,980
    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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