Offered for the first time, this custom-built Cape was carefully designed with a vision for both comfortable living and future expansion. Currently configured for easy one-level living, the home features a spacious, well-built layout with hardwood floors and generously proportioned rooms throughout. Upstairs, a blank canvas awaits-ready to become additional bedrooms, a full bath, and expanded living space above the two-car garage. Whether you follow the original plans or create your own vision, the possibilities here are truly exceptional. Set on over 3 acres in one of Woodbury's most sought-after locations, the property is rich with character-featuring classic fieldstone walls, mature gardens, and enduring curb appeal with a composite slate roof and low-maintenance exterior. Unwind on the three-season porch, or gather by the fireplace and enjoy the warmth of a home designed to grow with you. This is a rare chance to create something special in a beautiful setting.
For sale
$585,000
123 Cross Brook Road, Woodbury, CT 06798
1beds
1,564sqft
Est.:
Single Family Residence
Built in 1987
3.5 Acres Lot
$589,600 Zestimate®
$374/sqft
$-- HOA
What's special
Generously proportioned rooms throughoutThree-season porchMature gardensClassic fieldstone wallsCustom-built capeHardwood floorsSpacious well-built layout
- 5 days |
- 1,173 |
- 38 |
Zillow last checked: 7 hours ago
Listing updated: March 24, 2026 at 02:21pm
Listed by:
Jeffrey Boucher (203)709-1423,
Drakeley Real Estate, Inc. 203-263-4336
Source: Smart MLS,MLS#: 24153133
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Bedroom Suite, Dressing Room, Full Bath, Walk-In Closet(s)
- Level: Main
Dining room
- Features: Hardwood Floor
- Level: Main
Family room
- Features: Fireplace, Hardwood Floor
- Level: Main
Living room
- Features: Wall/Wall Carpet
- Level: Main
Other
- Features: Stone Floor
- Level: Main
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Cooktop, Electric Range, Microwave, Range Hood, Refrigerator, Dishwasher, Water Heater
- Laundry: Main Level
Features
- Basement: Full
- Attic: Partially Finished,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 1,564
- Total interior livable area: 1,564 sqft
- Finished area above ground: 1,564
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Lot
- Size: 3.5 Acres
- Features: Few Trees, Level, Sloped
Details
- Parcel number: 935040
- Zoning: OS100
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod,Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Slate,Other
Condition
- New construction: No
- Year built: 1987
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $374/sqft
- Tax assessed value: $278,110
- Annual tax amount: $6,569
- Date on market: 3/22/2026
Estimated market value
$589,600
$560,000 - $619,000
$3,484/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/22/2026 | Listed for sale | $585,000+654.8%$374/sqft |
Source: | ||
| 3/12/1986 | Sold | $77,500$50/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,569 +1.9% | $278,110 |
| 2024 | $6,444 +6.8% | $278,110 +33.9% |
| 2023 | $6,036 -0.4% | $207,720 |
| 2022 | $6,059 | $207,720 |
| 2021 | $6,059 | $207,720 |
| 2020 | $6,059 | $207,720 |
| 2019 | $6,059 -7.4% | $207,720 -15.6% |
| 2018 | $6,545 -2.1% | $246,230 |
| 2017 | $6,688 +3.3% | $246,230 |
| 2016 | $6,473 +0.8% | $246,230 |
| 2015 | $6,419 +1.5% | $246,230 |
| 2014 | $6,326 -7.9% | $246,230 -16.1% |
| 2013 | $6,869 -2% | $293,530 +1.5% |
| 2012 | $7,009 +7.9% | $289,270 |
| 2011 | $6,497 +4.7% | $289,270 |
| 2010 | $6,205 +1.5% | $289,270 |
| 2009 | $6,112 -2.3% | $289,270 +12.6% |
| 2008 | $6,254 +1.6% | $256,820 |
| 2007 | $6,153 +5.1% | $256,820 |
| 2006 | $5,853 +6.4% | $256,820 |
| 2005 | $5,501 | $256,820 |
| 2004 | $5,501 +78.8% | $256,820 +127.5% |
| 2003 | $3,076 -22.9% | $112,870 -45% |
| 1997 | $3,991 | $205,200 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$3,885/mo
Principal & interest
$3017
Property taxes
$868
More affordability tools
Climate risks
Neighborhood: 06798
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 4 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 3.7 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 4.4 mi
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.
Local experts in 06798
- Connecticut
- Litchfield County
- Woodbury
- 06798
- 123 Cross Brook Road




