126 Main Street North
Woodbury, Connecticut 06798
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 1,872
- Acres
- 1.15
- Year Built
- 1932
- Neighborhood
- North Woodbury
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Classic 1930s Colonial set along Main Street in Woodbury, offering the timeless character and craftsmanship of the era. Thoughtfully set back from the road on an expansive lawn, the home features hardwood floors throughout, high ceilings, detailed moldings, interior French doors, charming built-ins, a generous foyer, and a graceful central staircase. The front-to-back living room is anchored by a brick fireplace and opens to a spacious covered porch, creating an inviting setting for everyday living and entertaining. The kitchen and both bathrooms have been updated, blending modern convenience with the home's original character. A beautiful 34' x 27' post-and-beam barn provides exceptional space for a workshop, studio, storage, or other uses. Located within Woodbury's Main Street Design District, the property also offers the flexibility to combine residential living with a business use, subject to applicable regulations. A distinctive property with room to live, work, and enjoy the best of classic Woodbury.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- North Woodbury
- Property / Style
- Single Family · Colonial
- Year Built
- 1932
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 1 full · 1 half
- Living Area
- 1,872 sq ft
- Lot Size
- 1.15 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,422 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
25
21 under contract
Median List Price
$825,000
25 active listings
Median Closed Price
$587,500
92 sales
Median Days on Market
59
25 active listings
Median $ / Sq Ft
$286
25 active listings
Sale-to-List Ratio
99.0%
92 sales
How this home compares
List Price
$699,000
vs $825,000 median
15.3% below median
Price / Sq Ft
$373
vs $286 median
30.4% above median
Days on Market
0 days
vs 59 days median
59 days fresher than median
Based on 25 active and 92 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of August 14, 2026.
Location
126 Main Street North, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$3,597
- Property Taxes$535
- Insurance$233
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodbury
- Neighborhood
- North Woodbury
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1932
- New Construction
- No/Resale
- Living Area
- 1,872 sq ft
Schools
- Elementary
- Mitchell
- Middle
- Per Board of Ed
- High
- Nonnewaug
Interior
- Heating
- Hot Water
- Heat Fuel
- Gas In Street
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Basement
- Appliances
- Gas RangeMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- Full
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 1.15 acres
- Zoning
- MSD
- Garage / Parking
- 2 garage spacesBarn
- Waterfront Details
- Not Applicable
- Water Source
- Public Water In StreetPrivate Well
- Sewer
- Public Sewer Connected
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- SidewalkBarnGarden AreaPatio
- Lot Description
- City ViewsLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $6,422 / Annually
- Days on Market
- 0
- MLS #
- 24194243
- MLS Status
- Coming Soon
Similar Properties
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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 8/14/2026. 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 8/14/2026 at 6:01 PM UTC.