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MLS 24197395 For Rent Updated August 30, 2026
259 Main Street South

Woodbury, Connecticut 06798

$4,800
On market 19 days
259 Main Street South
1 / 35

About This Property

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 company, 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.

Property Details

Interior

Heat
Hot Air — Natural Gas
Cooling
Wall Unit,Window Unit
Fireplaces
1
Basement
Full,Storage

Exterior & Lot

Construction
Construction
Exterior Features
Sidewalk Porch Garden Area
Lot Description
Sloping Lot Historic District
Garage & Parking
Parking Lot Off Street Parking

Utilities & Systems

Water Source
Public Water Connected
Sewer
Septic,Shared Septic

Community & Schools

Elementary
Mitchell
High
Nonnewaug
Nearby Amenities
Library Park Shopping/Mall

Appliances

Included
Oven/Range Microwave Refrigerator Dishwasher Washer Dryer

259 Main Street South

Woodbury , Connecticut 06798

$4,800

On market 19 days

Beds
4
Baths
5
SqFt
3,200
Type
Rental
County Litchfield
Garage 0
Rooms -
Lot Size 1.00 Acres
Property Tax -
Assessed Value -
Year Built 1780
Style Colonial
Zoning MSD
Parking Spaces 19

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
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Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: GJRE20.

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