One of Woodbury's last remaining homes built in the late 1600s. This charming residence offers a unique blend of historic character and modern convenience, ideally situated for those who appreciate easy access to local shops, parks, and restaurants. The interior of the home boasts a rich history with exposed wooden beams, 4 fireplaces, and classic hardwood floors, creating an inviting and warm atmosphere. Outside, a private patio with an open fireplace provides an ideal setting for relaxation or entertaining, surrounded by lush perennial gardens. Adding to the property's versatility is a separate guest house. This additional structure is perfect for an artist's studio, offering a quiet and inspiring space for creative pursuits, or it can serve as a professional office, providing a dedicated work environment. Woodbury is known for its historical properties, with some homes dating back to the late 17th century. Main Street offers a charming experience with its antique shops, local restaurants, and vibrant Memorial Day parades. Woodbury is known for its picturesque downtown area, featuring beautiful streets and historic houses. As a gateway to the Litchfield Hills, the area provides access to a wider region known for its natural beauty and diverse attractions. Litchfield Hills are home to numerous wineries, forming part of Connecticut's Wine Trail,where you can enjoy tastings and scenic vineyards. The region also boasts farm-to-table restaurants that highlight local produce.
For sale
$874,900
339 Main Street South, Woodbury, CT 06798
4beds
3,700sqft
Single Family Residence
Built in 1691
1.39 Acres Lot
$853,200 Zestimate®
$236/sqft
$-- HOA
What's special
Exposed wooden beamsInviting and warm atmosphereLush perennial gardensClassic hardwood floorsHistoric character
- 98 days |
- 571 |
- 31 |
Zillow last checked:
Listing updated:
Listed by:
Marian Van Egas (203)228-0393,
Berkshire Hathaway NE Prop. 203-264-2880
Source: Smart MLS,MLS#: 24165323
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry, Workshop
Primary bedroom
- Features: Fireplace, Hardwood Floor
- Level: Upper
- Area: 260 Square Feet
- Dimensions: 13 x 20
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 276 Square Feet
- Dimensions: 12 x 23
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom
- Features: Cathedral Ceiling(s), Beamed Ceilings, Bedroom Suite, Hardwood Floor
- Level: Upper
- Area: 528 Square Feet
- Dimensions: 16 x 33
Dining room
- Features: Beamed Ceilings, Fireplace, Hardwood Floor
- Level: Main
- Area: 224 Square Feet
- Dimensions: 14 x 16
Family room
- Features: Hardwood Floor
- Level: Main
- Area: 324 Square Feet
- Dimensions: 18 x 18
Kitchen
- Features: Beamed Ceilings, Pantry, Tile Floor
- Level: Main
- Area: 209 Square Feet
- Dimensions: 11 x 19
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 416 Square Feet
- Dimensions: 13 x 32
Rec play room
- Level: Upper
- Area: 276 Square Feet
- Dimensions: 12 x 23
Heating
- Forced Air, Radiator, Zoned, Propane
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level, Mud Room
Features
- In-Law Floorplan
- Basement: Partial
- Attic: Finished,Walk-up
- Number of fireplaces: 4
Interior area
- Total structure area: 3,700
- Total interior livable area: 3,700 sqft
- Finished area above ground: 3,700
Property
Features
- Patio & porch: Patio
- Exterior features: Garden
Lot
- Size: 1.39 Acres
- Features: Level, Historic District
Details
- Additional structures: Shed(s), Guest House
- Parcel number: 936203
- Zoning: MSD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Antique
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Shingle
Condition
- New construction: No
- Year built: 1691
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Golf, Health Club, Library, Medical Facilities, Park, Private School(s), Public Rec Facilities, Stables/Riding
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $236/sqft
- Tax assessed value: $445,620
- Annual tax amount: $10,526
- Date on market: 4/9/2026
Estimated market value
$853,200
$811,000 - $896,000
$4,013/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/9/2026 | Listed for sale | $874,900+11%$236/sqft |
Source:  Smart MLS #24165323 Report a problem | ||
| 6/15/2006 | Sold | $788,000+983.2%$213/sqft |
Source: Public Record Report a problem | ||
| 11/17/2003 | Sold | $72,750-90%$20/sqft |
Source: Public Record Report a problem | ||
| 11/26/2002 | Sold | $727,500$197/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,526 +1.9% | $445,620 |
| 2024 | $10,325 +11.6% | $445,620 +40% |
| 2023 | $9,253 -0.4% | $318,410 |
| 2022 | $9,288 | $318,410 |
| 2021 | $9,288 | $318,410 |
| 2020 | $9,288 | $318,410 |
| 2019 | $9,288 -1.8% | $318,410 -10.5% |
| 2018 | $9,457 -2.1% | $355,780 |
| 2017 | $9,663 +3.3% | $355,780 |
| 2016 | $9,353 +0.8% | $355,780 |
| 2015 | $9,275 +1.5% | $355,780 |
| 2014 | $9,140 -13.4% | $355,780 -21.1% |
| 2013 | $10,549 -3.4% | $450,800 |
| 2012 | $10,923 +7.9% | $450,800 |
| 2011 | $10,125 +4.7% | $450,800 |
| 2010 | $9,670 +1.5% | $450,800 |
| 2009 | $9,525 -23.2% | $450,800 -11.5% |
| 2008 | $12,398 +1.6% | $509,150 |
| 2007 | $12,199 | $509,150 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Woodbury Center
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 0.6 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 0.7 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 1.6 mi
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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