259 Main Street South Woodbury, CT ^$ 4,800

259 Main Street South

^$ 4,800

Back to search

Recently Listed

259 Main Street South

Woodbury, CT, 06798

^$ 4,800

Bedrooms4 Baths4.1 Sq 3,200

259 Main Street South, Woodbury, CT 06798 - Image 1

259 Main Street South, Woodbury, CT 06798 - Image 2

259 Main Street South, Woodbury, CT 06798 - Image 3

259 Main Street South, Woodbury, CT 06798 - Image 4

259 Main Street South, Woodbury, CT 06798 - Image 5

259 Main Street South, Woodbury, CT 06798 - Image 6

259 Main Street South, Woodbury, CT 06798 - Image 7

259 Main Street South, Woodbury, CT 06798 - Image 8

259 Main Street South, Woodbury, CT 06798 - Image 9

259 Main Street South, Woodbury, CT 06798 - Image 10

259 Main Street South, Woodbury, CT 06798 - Image 11

259 Main Street South, Woodbury, CT 06798 - Image 12

259 Main Street South, Woodbury, CT 06798 - Image 13

259 Main Street South, Woodbury, CT 06798 - Image 14

259 Main Street South, Woodbury, CT 06798 - Image 15

259 Main Street South, Woodbury, CT 06798 - Image 16

259 Main Street South, Woodbury, CT 06798 - Image 17

259 Main Street South, Woodbury, CT 06798 - Image 18

259 Main Street South, Woodbury, CT 06798 - Image 19

259 Main Street South, Woodbury, CT 06798 - Image 20

259 Main Street South, Woodbury, CT 06798 - Image 21

259 Main Street South, Woodbury, CT 06798 - Image 22

259 Main Street South, Woodbury, CT 06798 - Image 23

259 Main Street South, Woodbury, CT 06798 - Image 24

259 Main Street South, Woodbury, CT 06798 - Image 25

259 Main Street South, Woodbury, CT 06798 - Image 26

259 Main Street South, Woodbury, CT 06798 - Image 27

259 Main Street South, Woodbury, CT 06798 - Image 28

259 Main Street South, Woodbury, CT 06798 - Image 29

259 Main Street South, Woodbury, CT 06798 - Image 30

259 Main Street South, Woodbury, CT 06798 - Image 31

259 Main Street South, Woodbury, CT 06798 - Image 32

259 Main Street South, Woodbury, CT 06798 - Image 33

259 Main Street South, Woodbury, CT 06798 - Image 34

259 Main Street South, Woodbury, CT 06798 - Image 35

Property for Rent in Woodbury, CT

for $4,800 with 4 bedrooms and 4 full baths, 1 half bath. This 3,200 square foot property was built in 1780 on a lot size of 1.

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.

Rental Active

Price

^$ 4,800

Bedrooms

Full Bath

Half Bath

Taxes

^$ 0

Style

Lot Size

Year Built

1780

Town/City

Woodbury

MLS | Web ID

24197395

Features

General

Zoning MSD

Neighborhood N/A

County Litchfield

Property Type Residential Rental

Status Active

Acres 1

Directions Main Street South next to municipal buildings

High School Nonnewaug

City Woodbury

Elementary School Mitchell

Sq Ft Total 3200

DOM 0

Year Built 1780

Exclusions Furnishings can stay or go.

Style Colonial

Year Built Source Public Records

Interior

Cooling System Wall Unit Window Unit

Total Rooms 8

Basement Description Full Storage

Exterior

Water Source Public Water Connected

Lot Description Sloping Lot Historic District

* Excluded Features

List By

Gina Baumann-Jacobs

Listing Agent

Gina Jacobs Real Estate

Broker

ginajacobsre@gmail.com

Nearby

Trends
Schools

About Woodbury, CT

9,775 Population

6% Since 2002

^$82,000 Median Income

50.35 Median Age

26% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

1233322 Elementary School

1232807 Middle School

Nonnewaug High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
8/10/2026	$4,800		Listed Price

Map

More homes like this one

homes for you

See all

More homes you can afford

homes for you

See All

153 Old Sherman Hill Road Woodbury, CT MLS# 24194640

Recently Listed

$750,000

Beds

1.1

Baths

1,658

Sq.Ft.

153 Old Sherman Hill Road

Woodbury, CT

$695,000

Beds

3.0

Baths

2,970

Sq.Ft.

39 Hard Hill Road

Woodbury, CT

Recently Listed

$600,000

Beds

8.0

Baths

4,492

Sq.Ft.

137 & 141 Main Street South

Woodbury, CT

$649,900

Beds

2.1

Baths

2,972

Sq.Ft.

348 Hoop Pole Hill Road

Woodbury, CT

$679,900

Beds

1.2

Baths

1,838

Sq.Ft.

31 Mountain Road

Woodbury, CT

$799,900

Beds

2.1

Baths

3,223

Sq.Ft.

62 Heritage Drive

Woodbury, CT

$650,000

Beds

3.1

Baths

2,479

Sq.Ft.

30 Park Road

Woodbury, CT

$649,900

Beds

2.0

Baths

1,750

Sq.Ft.

16 Cross Brook Road

Woodbury, CT

$775,000

Beds

3.1

Baths

2,708

Sq.Ft.

28 School Street

Woodbury, CT

Virtual Tour

$774,900

Beds

3.1

Baths

3,607

Sq.Ft.

17 Carriage Lane

Woodbury, CT

New Construction

$765,000

Beds

2.1

Baths

2,060

Sq.Ft.

86 Quail Run Road

Woodbury, CT

See All

259 Main Street South, Woodbury, CT, 06798 is a Property for Rent at $4,800 with 3,200 sqft and a lot size of 1. 259 Main Street South has 4 bedrooms, 4.1 baths, and was built in 1780. The property's zip code is 06798 which is in Woodbury, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

*Full Name

*Email

*Phone

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

259 Main Street South

Property for Rent in Woodbury, CT

Map

More homes like this one

More homes you can afford

Get more info about this home