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Property Description
Watch the parade from your front yard, walk to school, walk to the excellent restaurants in town, walk to the library and to the local park and market! Fabulous location! 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. 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. 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
Full Property Details
Full Property Details for 339 Main St S
General
- Sold For: $700,000
- Taxes: (July 2026-June 2027)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24165323
- Added to Site: 186 day(s) ago
Interior
- Number of Rooms: 9
- Rooms/Areas: Laundry Room, Mud Room, Workshop
- Interior Features: Cable - Available
- Fireplace: Yes
- Number of Fireplaces: 4
- Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Fireplace, Hardwood Floor, 20 x 13, Upper
- Bedroom 1: Bedroom - Hardwood Floor, 12 x 12, Upper
- Bedroom 2: Bedroom - Hardwood Floor, 23 x 12, Upper
- Bedroom 3: Bedroom - Cathedral Ceiling, Beams, Bedroom Suite, Hardwood Floor, 33 x 16, Upper
Other Rooms
- Living Room: Living Room - Fireplace, Hardwood Floor, 32 x 13, Main
- Family Room: Family Room - Hardwood Floor, 18 x 18, Main
- Kitchen: Kitchen - Beams, Pantry, Tile Floor, 19 x 11, Main
- Dining Room: Dining Room - Beams, Fireplace, Hardwood Floor, 16 x 14, Main
- Game room: Yes
- Game Room: Rec/Play Room, 23 x 12, Upper
- Rec Room: 23 x 12, Upper
- Laundry: Main Level
- In-Law/Au Pair Suite: Yes
Exterior
- Exterior Features: Shed, Garden Area, Guest House, Patio
Location
- County: Litchfield
- Driving Directions: RT 6 to Main Street, Center of town location
School Information
- Elementary School: Mitchell
- High School: Nonnewaug
Heating & Cooling
- Cooling Type: Ceiling Fans, Central Air
- Heating Type: Hot Air, Radiator, Zoned, Propane
- Heating Fuel: Propane
- Water Heater: Upright Tank
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial, Antique
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Partial
- Roof: Shingle
- Attic: Yes
- Square Feet: 3,700
- Above Ground: 3,700 Sq. Ft.
- Year Built: 1691
Lot Features
- Lot Size (Acres): 1.39
- Zoning: MSD
- Lot Description: Level Lot, Historic District
Financial Considerations
- Assessment Amount: $490,840
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 936203
Listed by Berkshire Hathaway NE Prop., Marian Van Egas
Sold by Klemm Real Estate Inc, Maria Taylor and Claudine McHugh
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Schools
Schools serving 339 Main St S
School District:Regional School District 14
| Name | Grades | Distance |
|---|---|---|
Mitchell Elementary School 14 School Street, Woodbury, CT 06798 | PK-5 | 0.6 mi |
Woodbury Middle School 67 Washington Avenue, Woodbury, CT 06798 | 6-8 | 0.8 mi |
Nonnewaug High School 5 Minortown Road, Woodbury, CT 06798 | 9-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 339 Main St S
Date
Details
Price
Change
Source
9/30/2026
Sold
$700,000
0.01%
MLS
8/11/2026
Price Reduced
$699,900
-17.61%
MLS
8/03/2026
Price Reduced
$849,500
-2.9%
MLS
4/09/2026
Listed
$874,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
339 Main Street South, Woodbury, CT 06798 (MLS# 24165323) is a Single Family property that was sold at $700,000 on September 30, 2026. Want to learn more about 339 Main Street South? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

