819 Main Street North
Woodbury, Connecticut 06798
Reduced from $1,925,000
- Beds
- 3
- Baths
- 3
- SqFt
- 2,992
- Acres
- 9.88
- Year Built
- 1985
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back patio, new heating system, a powerful 20KW whole house generator and four energy efficient mini-splits ensuring year-round comfort. Enjoy the beautifully landscaped gardens, several tranquil ponds, a babbling brook and perennial flower beds. This spacious home boasts three bedrooms and three full baths, a well-appointed kitchen, office space, a full basement and both attached and detached garages. Relax on the screened porch overlooking the ponds and bring your four-legged friends-this property is ready for you to move right in. Come enjoy the charming little town of Woodbury, only 90 minutes to NYC
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1985
- Days on Market
- 319 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 2,992 sq ft
- Lot Size
- 9.88 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $12,624 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
34
14 under contract
Median List Price
$837,500
34 active listings
Median Closed Price
$580,000
95 sales
Median Days on Market
60
34 active listings
Median $ / Sq Ft
$331
34 active listings
Sale-to-List Ratio
99.5%
95 sales
How this home compares
List Price
$1.45M
vs $837,500 median
73.1% above median
Price / Sq Ft
$485
vs $331 median
46.5% above median
Days on Market
319 days
vs 60 days median
259 days longer than median
Based on 34 active and 95 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 27, 2026.
Location
819 Main Street North, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$7,741
- Property Taxes$1,052
- Insurance$483
- HOA$0
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
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1985
- New Construction
- No/Resale
- Living Area
- 2,992 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Nonnewaug
Interior
- Heating
- Hot Water
- Heat Fuel
- Propane
- Cooling
- Split System
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedInterior Access
- In-Law Apartment
- PossibleSeparate Entry
- Interior Features
- Cable - Available
- Additional Rooms
- Laundry Room
Exterior & Lot
- Lot Size
- 9.88 acres
- Zoning
- OS60
- Garage / Parking
- 2 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundPorch-ScreenedBarnGuttersLightingHot TubPatioPorchGarden AreaStableStone Wall
- Lot Description
- Some WetlandsRollingOpen Lot
Listing & Financials
- Property Taxes
- $12,624 / Annually
- Days on Market
- 319
- MLS #
- 24139312
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/27/2026. 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 9/27/2026 at 8:35 PM UTC.