Tucked away in a private and peaceful setting, this beautifully appointed Colonial offers an exceptional blend of comfort, style and functionality. Hardwood floors and custom millwork are showcased throughout, creating a warm and refined atmosphere. A dramatic two-story foyer welcomes you and is flanked by a first-floor office with transom-topped French doors for privacy. Opposite, a double opening with a transom window leads to the formal dining room, which flows seamlessly into the formal living room-ideal for entertaining. The spacious eat-in kitchen is thoughtfully designed with stainless steel appliances, granite countertops, a center island, and a dining area with sliders leading to a large patio-perfect for effortless indoor-outdoor living and entertaining. The kitchen opens to a generous family room featuring a fireplace and custom built-in bookcases, creating a comfortable and inviting gathering space. A half bath and convenient mudroom complete the main level. Upstairs, the home offers four bedrooms, all with wall-to-wall carpeting, including a spacious primary suite with tray ceiling and a full bath with double vanities, a soaking tub, and a walk-in shower. A dedicated laundry room enhances everyday convenience. The unfinished lower level provides excellent potential for future living space, allowing the next owner to tailor it to their needs. Enjoy a large, level yard ideal for recreation, gardening or gatherings.. Your peaceful retreat awaits!
Under contract
$849,900
99 Plumb Brook Road, Woodbury, CT 06798
4beds
3,330sqft
Est.: Get pre-qualified
Single Family Residence
Built in 2004
2.93 Acres Lot
$-- Zestimate®
$255/sqft
$-- HOA
What's special
- 105 days |
- 42 |
- 0 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Timothy Drakeley (203)510-9184,
Drakeley Real Estate, Inc. 203-263-4336
Source: Smart MLS,MLS#: 24138603
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Vaulted Ceiling(s), Ceiling Fan(s), Full Bath, Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bathroom
- Features: Hardwood Floor
- Level: Main
Bathroom
- Features: Double-Sink, Tile Floor
- Level: Upper
Dining room
- Features: Hardwood Floor
- Level: Main
Family room
- Features: Built-in Features, Ceiling Fan(s), Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: Granite Counters, Kitchen Island, Sliders, Hardwood Floor
- Level: Main
Living room
- Features: Bay/Bow Window, Hardwood Floor
- Level: Main
Office
- Features: French Doors, Hardwood Floor
- Level: Main
Heating
- Hydro Air, Oil
Cooling
- Central Air
Appliances
- Included: Electric Cooktop, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Upper Level
Features
- Open Floorplan, Entrance Foyer
- Windows: Thermopane Windows
- Basement: Full,Unfinished
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 3,330
- Total interior livable area: 3,330 sqft
- Finished area above ground: 3,330
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Porch, Patio
- Exterior features: Stone Wall
- Waterfront features: Seasonal
Lot
- Size: 2.93 Acres
- Features: Few Trees, Level
Details
- Parcel number: 935749
- Zoning: OS100
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2004
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Golf, Library, Park, Private School(s), Shopping/Mall, Stables/Riding, Tennis Court(s)
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $255/sqft
- Tax assessed value: $456,260
- Annual tax amount: $10,777
- Date on market: 2/15/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/18/2026 | Pending sale | $849,900$255/sqft |
Source: | ||
| 3/1/2026 | Listed for sale | $849,900+33%$255/sqft |
Source: | ||
| 6/28/2004 | Sold | $639,250$192/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,777 +1.9% | $456,260 |
| 2024 | $10,572 +9% | $456,260 +36.7% |
| 2023 | $9,701 -0.4% | $333,840 |
| 2022 | $9,738 | $333,840 |
| 2021 | $9,738 | $333,840 |
| 2020 | $9,738 | $333,840 |
| 2019 | $9,738 -2.5% | $333,840 -11.1% |
| 2018 | $9,986 -2.1% | $375,690 |
| 2017 | $10,204 +3.3% | $375,690 |
| 2016 | $9,877 | $375,690 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 06798
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 2.2 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 2.1 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Litchfield County
- Woodbury
- 06798
- 99 Plumb Brook Road







