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137 & 141 Main Street South, 
Woodbury, CT 06798

$600,000


9

Beds


8

Baths


4,492

Sq Ft


Multi-Family

Active

Listed by

Taylor O'Keefe-Hamel, (203) 578-5388

Timothy Drakeley

Drakeley Real Estate, Inc., (203) 263-4336

(203) 263-4336

Last updated:

September 12, 2026, 11:59 AM

MLS#

24195107

Source:

CT

About This Home

137 & 141 Main Street South

Rare mixed-use investment opportunity on over an acre along Woodbury's desirable Main Street South. This unique property features a seven-unit residential building, a detached garage with an additional apartment above, and a separate commercial building offering approximately 2,000 square feet with its own dedicated entrance and access. Three of the residential units are currently occupied, while the remaining units present an opportunity for renovation and value-add potential. The separate commercial building offers flexibility for a variety of business, office, or retail uses, creating multiple income opportunities on a single property. Properties offering this combination of residential and commercial space in such a prime Woodbury location rarely become available. Whether you're looking to expand your investment portfolio or reimagine a mixed-use property with significant upside, this is an opportunity not to be missed. Property is being sold as-is.

Home Facts

Multi-Family

8 Baths

9 Bedrooms

Built in 1800

Price Summary

600,000

$133 per Sq. Ft.

MLS #:

24195107

Last Updated:

September 12, 2026, 11:59 AM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

9

Bathrooms

Total Bathrooms:

8

Full Bathrooms:

8

Interior

Living Area:

4,492 Sq. Ft.


Structure

Structure

Building Area:

4,492 Sq. Ft.

Year Built:

1800


Lot

Lot Size (Sq. Ft):

50,093


Finances & Disclosures

Finances

Price:

$600,000

Price per Sq. Ft:

$133 per Sq. Ft.

Source:CT
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.