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Sold for $390,000
  • $390,000

    43 Hoop Pole Hill Road, Woodbury, CT 06798

    2beds
    1,421sqft
    Single Family Residence
    Built in 1912
    8.84 Acres Lot
    $393,000 Zestimate®
    $274/sqft
    $2,375 Estimated rent

    Home value

    $393,000

    $326,000 - $476,000

    $2,375/mo

    Zestimate® history
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    What's special

    Mature treesMeandering streamSurrounded by rolling hills
    Nestled in one of Woodbury's most desirable areas, this nearly 9-acre property offers a rare opportunity for visionaries, developers, or those looking to create their own private retreat. The house and barn are in need of significant renovation - or start fresh and build your dream home surrounded by rolling hills, a meandering stream, mature trees, and the serene charm that defines Litchfield County living. With potential to subdivide (buyers and their agents to perform their own due diligence), this property invites endless options: restore, rebuild, or reimagine. Whether you're a builder seeking a new project, an investor eyeing future development, or a homeowner ready to craft a custom estate, the possibilities are as vast as the landscape itself. Just minutes from Woodbury's quaint town center, shops, and restaurants - yet perfectly private - this is a rare "as is" offering in a coveted location where opportunities like this don't come around often. Whether you envision a rustic retreat, a homestead-style transformation, a full-scale modern renovation, or the prospect of subdividing, the land provides endless possibilities and potential. Bring your vision, your plans, your imagination and your ambition and make 43 Hoop Pole Hill Road the next great chapter in Woodbury's story.

    Zillow last checked:

    Listing updated:

    Listed by:

    Laura H. Rose (203)217-2239,

    RE/MAX RISE 203-714-6479

    Bought with:

    Cynthia Dolyak, RES.0812812

    William Raveis Real Estate

    Source: Smart MLS,MLS#: 24120904MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 1
    • Full bathrooms: 1
    Primary bedroom
    • Level: Main
    Bedroom
    • Level: Upper
    Bathroom
    • Level: Main
    Kitchen
    • Level: Main
    Living room
    • Level: Main
    Heating
    • Forced Air, Oil
    Cooling
    • None
    Appliances
    • Included: Oven/Range, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
    Features
    • Basement: Partial,Interior Entry
    • Attic: None
    • Has fireplace: No
    Interior area
    • Total structure area: 1,421
    • Total interior livable area: 1,421 sqft
    • Finished area above ground: 1,421

    Property

    Lot
    • Size: 8.84 Acres
    • Features: Wetlands, Interior Lot, Few Trees, Sloped
    Details
    • Parcel number: 933749
    • Zoning: OS100

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cottage
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1912

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Location
    • Region: Woodbury
    • Subdivision: Hazel Plain

    Price history

    DateEventPrice
    4/20/2026Sold$390,000$274/sqft
    Source: Smart MLS #24120904 Report a problem
    10/25/2025Listed for sale$390,000+56%$274/sqft
    Source: Smart MLS #24120904 Report a problem
    12/27/2022Sold$250,000+0.4%$176/sqft
    Source: Smart MLS #170537298 Report a problem
    11/23/2022Contingent$249,000$175/sqft
    Source: Smart MLS #170537298 Report a problem
    11/20/2022Listed for sale$249,000$175/sqft
    Source: Smart MLS #170537298 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$3,750 +2%$158,760
    2024$3,678 -16.7%$158,760 +4.4%
    2023$4,417 -0.4%$152,000
    2022$4,434 $152,000
    2021$4,434 $152,000
    2020$4,434 $152,000
    2019$4,434 +4.2%$152,000 -5%
    2018$4,255 -2.1%$160,080
    2017$4,348 +3.3%$160,080
    2016$4,209 +0.9%$160,080
    2015$4,173 +1.5%$160,080
    2014$4,112 -23.5%$160,080 -30.3%
    2013$5,375 -3.4%$229,710
    2012$5,566 +7.9%$229,710
    2011$5,159 +4.7%$229,710
    2010$4,927 +1.5%$229,710
    2009$4,854 +26.8%$229,710 +46.1%
    2008$3,829 +1.6%$157,240
    2007$3,767 +5.1%$157,240
    2006$3,583 +6.4%$157,240
    2005$3,368 $157,240
    2004$3,368 +58%$157,240 +100.9%
    2003$2,132 -13.6%$78,250 -38.3%
    1997$2,468 $126,880

    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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    $393,000
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    With Zillow Showcase(estimated)
    $400,860