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259 Main Street

Woodbury, CT 06798
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Bed 4

Bed

Bath 5

Bath

SqFt3,200

Sqft

Acres1

Acre(Lot)

Expansive main house with frontage on quintessential historic Main Street. RESIDENTIAL or COMMERCIAL space! Walk the sidewalks to the antique shops, parks, & restaurants. Enjoy the wineries and farm markets. Have a front row seat for the summer parades and the Christmas Eve luminaries that adorn Main Street. Deep lot with ample parking in the rear of the house. All four bedrooms have en-suite bathrooms making this a perfect residence for an extended family or roommate situation. This vintage home has been well cared for throughout the years and has tons of charm blended with modern updates. House was utilized as an AirBNB so the furniture in the photos can stay or go depending on your needs. This house is zoned as such that it can also be used for offices. Ideal for a law firm, insurance c ompany, real estate office, etc. HOUSE CAN ALSO BE RENTED IN CONJUNCTION WITH THE COMMERCIAL BARN as seen in MLS #24196999 for $6,500 total. Run your business without having to commute to work! Many opportunities at this location so please inquire with your business or residential needs.

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Detail Ic Property Details

Property Type : Other

Price : $4,800

AD Id : 89409866

MLS Id : 24197395

Beds : 4

Lot Size : 1 Acre lot

Living Area Size : 3,200

Year Built : 1780

County : Litchfield

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 8 Has Basement: Yes Basement: Full, Storage Space
  • Interior Features

    Appliances: Dishwasher, Dryer, Microwave, Range, Oven, Refrigerator, Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Forced Air Has Cooling: Yes Cooling: Window Unit(s), Wall Unit(s)

  • Building Information

    Year Built: 1780 Building Area Total: 3200 Patio And Porch Features: Porch Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 1 Lot Description: Sloped

  • Listing Price Information

    Listing Price: $4800

  • Tax Information

    Parcel Number: 936191

  • Parking Information

    Parking Total: 19 Off Street, Parking Lot

    Garage Information

    Pets Allowed: Yes

  • School Information

    Elementary School: Mitchell
    Junior High School:
    Senior High School: Nonnewaug
  • Location Information

    Direction: Main Street South next to municipal buildings WaterSource: Public
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ByOwner last updated this listing 08/11/2026 @ 17:27

MLS: 24197395 LISTED BY: Gina Baumann-Jacobs, Gina Jacobs Real Estate SOURCE: SmartMLS

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