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#: 24120744
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
| Date | Event | Price |
|---|---|---|
| 12/3/2025 | Sold | $580,000-2.5%$302/sqft |
Source: | ||
| 12/3/2025 | Pending sale | $595,000$310/sqft |
Source: | ||
| 8/22/2025 | Listed for sale | $595,000$310/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax 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
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 2.1 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 2 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 1.8 mi
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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$575,800
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$587,316