63 Main Street North
Woodbury, Connecticut 06798
- Beds
- 4
- Baths
- 2
- SqFt
- 2,662
- Acres
- 0.36
- Year Built
- 1850
- 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
Reader's Digest named Woodbury the "Most Charming Small Town in Connecticut" in 2024 and received the same recognition in 2020 and 2018.That fits this home perfectly. 63 Main St N is an 1850 antique home with a 2002 addition, offering 4 bedrooms, 2 updated bathrooms and 2,662 square feet of delight on 0.36 acres. It has the historic character people expect from Main Street - mahogany-floored wrap-around porch, oak floors, built-ins and fireplaces - while also having an open kitchen/dining/family-room layout, gas log fireplace, first-floor bedroom, updated bath with steam shower and attached garage. The backyard should be another major focus. It has beautiful stone walls, an outdoor fireplace, new 43" outdoor gas grill, hot tub, irrigation system and a completely flat yard with room for entertaining and potentially a future pool.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Antique
- Year Built
- 1850
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,662 sq ft
- Lot Size
- 0.36 acres
- Garage / Parking
- 1 garage · 5 total
- Property Taxes
- $8,775 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
32
16 under contract
Median List Price
$822,000
32 active listings
Median Closed Price
$580,000
93 sales
Median Days on Market
65
32 active listings
Median $ / Sq Ft
$331
32 active listings
Sale-to-List Ratio
99.2%
93 sales
How this home compares
List Price
$849,900
vs $822,000 median
In line with median
Price / Sq Ft
$319
vs $331 median
In line with median
Days on Market
0 days
vs 65 days median
65 days fresher than median
Based on 32 active and 93 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 24, 2026.
Location
63 Main Street North, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$4,537
- Property Taxes$731
- Insurance$283
- 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
- Colonial,Antique
- Year Built
- 1850
- New Construction
- No/Resale
- Living Area
- 2,662 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Nonnewaug
Interior
- Heating
- Heat Pump
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- Hallway to garage
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- PartialUnfinished
- In-Law Apartment
- No
- Interior Features
- Open Floor Plan
Exterior & Lot
- Lot Size
- 0.36 acres
- Zoning
- MSD
- Garage / Parking
- 1 garage space5 total parking spacesAttached GarageDrivewayPavedPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Clapboard
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- Porch-Wrap AroundTerracePorchGuttersGarden AreaLightingStone WallFrench DoorsPatio
- Lot Description
- Fence - PartialLevel Lot
Listing & Financials
- Property Taxes
- $8,775 / Annually
- Days on Market
- 0
- MLS #
- 24208978
- MLS Status
- Coming Soon
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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 9/24/2026. 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 9/24/2026 at 7:11 PM UTC.