339 Main Street S, Woodbury, CT 06798 (MLS # 24165323)


Price $874,900
Status Active
Beds 4
Baths 2.5 Baths
Home size 3,700 sqft
Lot Size 1.39 ac
Days on Market 76
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.
Property Type(s): Single Family
Last Updated 4/9/2026 Year Built 1691
County Litchfield

SCHOOLS

Elementary School Mitchell
High School Nonnewaug

Additional Details

AIR Ceiling Fan(s), Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
BASEMENT Partial, Yes
CONSTRUCTION Clapboard, Frame
EXTERIOR Garden
FIREPLACE Yes
HEAT Forced Air, Hot Water, Propane, Zoned
INTERIOR In-Law Floorplan
LOT 1.39 acre(s)
LOT DESCRIPTION Level
SEWER Septic Tank
STYLE Antique, Colonial
TAXES 10526
WATER Public
ZONING MSD

Location

 

Contact us about this Property

 / 
We respect your online privacy and will never spam you. By submitting this form with your telephone number you are consenting for Scott Bayne to contact you even if your name is on a Federal or State "Do not call List".

Listing courtesy of Berkshire Hathaway NE Prop.
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.

This IDX solution is (c) Diverse Solutions 2026.

Email a Friend