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Sold for $380,000 on 10/08/25
  • $380,000

    27 Scratchville Road, Woodbury, CT 06798

    2beds
    1,134sqft
    Single Family Residence
    Built in 1750
    1.49 Acres Lot
    $381,300 Zestimate®
    $335/sqft
    $2,871 Estimated rent

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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: 8 hours ago

    Listing updated: October 08, 2025 at 02:48pm

    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
    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 & neighborhood

    Community
    • Community features: Golf, Health Club, Lake, Library, Medical Facilities, Playground, Private School(s), Shopping/Mall
    Location
    • Region: Woodbury
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for —faster.
    $381,300
    2% more+$7,626
    With Zillow Showcase(estimated)$388,926