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$874,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,700 Sq. Ft.
  • Updated 5 hours ago
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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.

Full Property Details for 339 Main St S

General

  • Price: $874,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24165323
  • Updated: Today (4/9/2026)
  • Added to Site: Today

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: $445,620
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 936203

Listed by Berkshire Hathaway NE Prop., Marian Van Egas

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Listing agent

— 339 Main St S —

  • Marian Van Egas

    Berkshire Hathaway NE Prop.

Agent Contact: (203) 228-0393 Office Contact: (203) 264-2880

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 339 Main St S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/09/2026
Listed
$874,900
11.03%
MLS
6/15/2006
Sold
$788,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 339 Main St S

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,526
2%
$445,620
—
2023
$10,325
12%
$445,620
40%
2023
$9,253
—
$318,410
—
2022
$9,288
—
$318,410
—
2021
$9,288
—
$318,410
—
2020
$9,288
—
$318,410
—
2019
$9,288
-2%
$318,410
-11%
2018
$9,457
-2%
$355,780
—
2017
$9,663
3%
$355,780
—
2016
$9,353
1%
$355,780
—
2015
$9,275
1%
$355,780
—
2014
$9,140
-13%
$355,780
-21%
2011
$10,549
—
$450,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Berkshire Hathaway NE Prop., Marian Van Egas

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339 Main Street South, Woodbury, CT 06798 (MLS# 24165323) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 339 Main Street South is currently listed for $874,900 and was received on April 09, 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.

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