18 South Street
Woodbury, Connecticut 06798
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,880
- Acres
- 2.71
- Year Built
- 1994
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Sited privately on 2.7 scenic acres in Woodbury's desirable Cardinal Hill neighborhood, this classic four-bedroom Colonial offers a perfect blend of quiet country living and everyday functionality. As part of a low-fee, self-managed neighborhood association, residents enjoy a wonderful sense of privacy and peace of mind. The main level features a traditional flow, including a formal living room and a separate dining room ideal for gatherings. Across the back of the home, a comfortable, open living space connects the eat-in kitchen-complete with a center island bar-to a cozy family room centered around a fireplace. This bright living area looks out to serene, elevated treetop views. A spacious pantry, dedicated laundry room, and a half bath complete the well-organized first floor. Upstairs, the primary bedroom suite features a private full bath and a spacious walk-in closet. Three additional bedrooms are nicely proportioned and share a full hallway bath. A traditional home in a peaceful, established setting just a short drive from the vibrant shops, eateries, and historic charm of downtown Woodbury.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1994
- Days on Market
- 22 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,880 sq ft
- Lot Size
- 2.71 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $8,366 / Annually
- HOA Fee
- $50 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
26
26 under contract
Median List Price
$834,450
26 active listings
Median Closed Price
$587,500
88 sales
Median Days on Market
45
26 active listings
Median $ / Sq Ft
$302
26 active listings
Sale-to-List Ratio
99.0%
88 sales
How this home compares
List Price
$495,000
vs $834,450 median
40.7% below median
Price / Sq Ft
$172
vs $302 median
43.0% below median
Days on Market
22 days
vs 45 days median
23 days fresher than median
Based on 26 active and 88 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of July 28, 2026.
Location
18 South Street, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,524
- Property Taxes$697
- Insurance$165
- HOA$4
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodbury
- Neighborhood
- N/A
- County
- Litchfield
- Subdivision
- Cardinal Hill
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1994
- New Construction
- No/Resale
- Living Area
- 2,880 sq ft
Schools
- Elementary
- Mitchell
- High
- Nonnewaug
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central AirWall Unit
- Fireplaces
- 1
- Laundry Location
- Main floor
- Appliances
- Gas CooktopWall OvenRange HoodRefrigeratorFreezerIcemakerDishwasherCompactorWasherDryer
- Basement
- FullUnfinishedConcrete FloorFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerCable - AvailableCentral VacuumOpen Floor PlanSecurity System
- Additional Rooms
- BreezewayLaundry Room
Exterior & Lot
- Lot Size
- 2.71 acres
- Zoning
- OS80
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GarageDrivewayPrivateAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl SidingCedar
- Color
- Sage Green
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- Sloping Lot
HOA / Association
- Fee
- $50 / Annually
Listing & Financials
- Property Taxes
- $8,366 / Annually
- Days on Market
- 22
- MLS #
- 24188362
- MLS Status
- Under Contract - Continue to Show
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 4:25 AM UTC.