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.
For sale
$699,000
126 Main Street North, Woodbury, CT 06798
4beds
1,872sqft
Single Family Residence
Built in 1932
1.15 Acres Lot
$-- Zestimate®
$373/sqft
$-- HOA
What's special
- 23 days
- 1,290
- 60
Zillow last checked:
Listing updated:
Listed by:
Timothy Drakeley (203)510-9184,
Drakeley Real Estate, Inc. 203-263-4336
Source: Smart MLS,MLS#: 24194243
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Dining room
- Features: Built-in Features, Hardwood Floor
- Level: Main
Kitchen
- Features: Remodeled, Granite Counters, Eating Space
- Level: Main
Living room
- Features: Gas Log Fireplace, Fireplace, Hardwood Floor
- Level: Main
Heating
- Hot Water, Gas In Street
Cooling
- None
Appliances
- Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Tankless Water Heater
- Laundry: Lower Level
Features
- Windows: Thermopane Windows
- Basement: Full
- Attic: Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 1,872
- Total interior livable area: 1,872 sqft
- Finished area above ground: 1,872
Property
Parking
- Total spaces: 2
- Parking features: Barn
- Garage spaces: 2
Features
- Patio & porch: Patio
- Exterior features: Sidewalk, Garden
- Has view: Yes
- View description: City
Lot
- Size: 1.15 Acres
- Features: Level, Open Lot
Details
- Additional structures: Barn(s)
- Parcel number: 935531
- Zoning: MSD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1932
Utilities & green energy
- Sewer: Public Sewer
- Water: Public, Well
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Basketball Court, Golf, Lake, Library, Medical Facilities, Park, Private School(s), Tennis Court(s)
- Security: Security System
- Subdivision: North Woodbury
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $373/sqft
- Tax assessed value: $271,880
- Annual tax amount: $6,808
- Date on market: 8/14/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/28/2026 | Listed for sale | $699,000+102.6%$373/sqft |
Source:  Smart MLS #24194243 Report a problem | ||
| 3/4/2008 | Sold | $345,000+53.3%$184/sqft |
Source: Smart MLS #W1044374 Report a problem | ||
| 7/1/1996 | Sold | $225,000$120/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,422 +2% | $271,880 |
| 2024 | $6,299 +1.5% | $271,880 +27.4% |
| 2023 | $6,203 -0.4% | $213,450 |
| 2022 | $6,226 | $213,450 |
| 2021 | $6,226 | $213,450 |
| 2020 | $6,226 | $213,450 |
| 2019 | $6,226 +0.2% | $213,450 -8.7% |
| 2018 | $6,214 -2.1% | $233,780 |
| 2017 | $6,349 +3.3% | $233,780 |
| 2016 | $6,146 +0.8% | $233,780 |
| 2015 | $6,095 +1.5% | $233,780 |
| 2014 | $6,006 +9.7% | $233,780 -0.1% |
| 2013 | $5,473 -3.4% | $233,910 |
| 2012 | $5,668 +7.9% | $233,910 |
| 2011 | $5,254 +5.1% | $233,910 +0.3% |
| 2010 | $5,001 +1.5% | $233,130 |
| 2009 | $4,926 +16.5% | $233,130 +34.2% |
| 2008 | $4,230 +1.6% | $173,710 |
| 2007 | $4,162 +5.1% | $173,710 |
| 2006 | $3,959 +6.4% | $173,710 |
| 2005 | $3,721 | $173,710 |
| 2004 | $3,721 +51.3% | $173,710 +92.4% |
| 2003 | $2,460 -37.7% | $90,290 -55.5% |
| 1997 | $3,947 | $202,950 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Woodbury Center
Nearby schools
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.
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