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Sold for $580,000 on 12/03/25
  • $580,000

    101 Plumb Brook Road, Woodbury, CT 06798

    3beds
    1,922sqft
    Single Family Residence
    Built in 1978
    9.4 Acres Lot
    $575,800 Zestimate®
    $302/sqft
    $4,046 Estimated rent

    Home value

    $575,800

    $547,000 - $605,000

    $4,046/mo

    Zestimate® history
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    What's special

    The epitome of where Contemporary Design, open spaces, light and efficiency meet the true warmth and pride of local master craftsman. If 9 secluded acres is not peace and privacy enough, your abutting neighbor is 128 acres of protected land owned by Flanders Nature Center. Live amongst the trees and fabulous backdrop of rock outcroppings. Some selective clearing could bring back distant mountain top views. Keep it local, keep it grounded...Bob Keating design, a local architect with a love of nature and minimal wall spaces. Guy Wolf designed, milled and laid all of the wide board oak, cherry and maple flooring. Woody Mosche crafted the bespoke Ash kitchen cabinetry and the cherry wet bar in the sunken great room. The great room focal points are the 26' exposed brick chimney against the soaring beamed ceiling as well as the sliders and numerous windows that bring nature inside. Two bedrooms on the main level and a wonderful primary suite encompasses the entire second level, complete w reading/office loft. The hiking trails that pass the three seasonal ponds have since faded and nature is just waiting for new curators to explore. Nine private acres gives you the potential to expand the existing home, or build another on the property for a family compound. The home calls to people who want a total seclusion from the world yet only a five minute drive into historic Woodbury with all its history, arts, charm and fabulous restaurants. Windows were all replaced by Anderson with an additional 12 years left on the warranty. A garage site has been leveled and previously approved. Central A/C does not work. Duct work is there, but new compressor is needed. The town has the property recorded as 7.33 acres, A2 survey shows 9.33 - owners working w the town on discrepancy. Owner purchased and additional .0524 acre triangle at drive entry to add 50' to road frontage. Map uploaded also.

    Zillow last checked: 8 hours ago

    Listing updated: December 03, 2025 at 12:00pm

    Listed by:

    Mary Ann Bennett (203)206-7048,

    Drakeley Real Estate, Inc. 203-263-4336

    Bought with:

    Taylor O'Keefe-Hamel, RES.0808242

    Drakeley Real Estate, Inc.

    Source: Smart MLS,MLS#: 24120744MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: Bedroom Suite
    • Level: Upper
    Bedroom
    • Features: Wide Board Floor
    • Level: Main
    Bedroom
    • Features: Wide Board Floor
    • Level: Main
    Great room
    • Features: Vaulted Ceiling(s), Beamed Ceilings, Fireplace, Wood Stove, Sliders, Wide Board Floor
    • Level: Main
    Kitchen
    • Features: Kitchen Island, Wide Board Floor
    • Level: Main
    Loft
    • Features: Interior Balcony
    • Level: Upper
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Electric Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Main Level
    Features
    • Wired for Data, Open Floorplan
    • Windows: Thermopane Windows
    • Basement: Full,Unfinished
    • Attic: None
    • Has fireplace: No
    Interior area
    • Total structure area: 1,922
    • Total interior livable area: 1,922 sqft
    • Finished area above ground: 1,922

    Property

    Parking
    • Total spaces: 4
    • Parking features: None, Driveway
    • Has uncovered spaces: Yes
    Features
    • Exterior features: Rain Gutters
    • Waterfront features: Waterfront, Seasonal
    Lot
    • Size: 9.40 Acres
    • Features: Secluded, Wetlands, Borders Open Space
    Details
    • Additional structures: Shed(s)
    • Parcel number: 935748
    • Zoning: OS100

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Vertical Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1978

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    Green energy
    • Energy efficient items: Windows

    Community & neighborhood

    Community
    • Community features: Golf, Health Club, Playground, Private School(s), Stables/Riding, Tennis Court(s)
    Location
    • Region: Woodbury
    • Subdivision: Flanders

    Price history

    DateEventPrice
    12/3/2025Sold$580,000-2.5%$302/sqft
    Source: Smart MLS #24120744
    12/3/2025Pending sale$595,000$310/sqft
    Source: Smart MLS #24120744
    8/22/2025Listed for sale$595,000$310/sqft
    Source: Smart MLS #24120744

    Public tax history

    YearProperty taxesTax assessment
    2025$6,690 +2%$283,220
    2024$6,562 +5.7%$283,220 +32.6%
    2023$6,207 -0.4%$213,600

    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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    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $575,800
    2% more+ $11,516
    With Zillow Showcase(estimated)
    $587,316