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137 & 141 Main Street, Woodbury, CT 06798

Multi-Family For Sale · 5 Family+

$600,000
$134/sqft
137 & 141 Main Street, Woodbury, CT
Active
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9
Bedrooms
8
Bathrooms
4,492
Sq Ft
1.15
Acres
1800
Year Built

About This Home

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.

Listed by Taylor O'Keefe-Hamel (203) 578-5388 with Drakeley Real Estate, Inc. (203) 263-4336

Listing Snapshot

Price $600,000 Days on Our Site 41 days
Property Tax $7,507/yr Style Other
Year Built 1800 Total Sq Ft 4,492
Lot Size 1.15 acres HOA Fees N/A
Bedrooms 9 Full Bathrooms 8
Total Rooms 24 Half Baths 0

Key Features

Outdoor
  • Porch
  • Deck
Nearby
  • Golf Course
  • Lake
  • Library
  • Park
  • Private School(s)
  • Stables/Riding

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Detached Garage

Systems & Utilities

Heat Baseboard, Hot Air
Fuel Electric, Oil
Cooling None
Hot Water Tank Size Unknown
Water Public Water Connected
Sewer Septic

Schools

Elem Mitchell
Middle Woodbury
High Nonnewaug

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $626/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jul 29, 2026 Listed $600,000

Frequently Asked Questions

How much does 137 & 141 Main Street in Woodbury, CT cost?
This property is listed at $600,000, which works out to $134 per square foot.
How many bedrooms does 137 & 141 Main Street have?
This home has 9 bedrooms and 8 bathrooms.
What is the square footage of 137 & 141 Main Street?
The home is 4,492 square feet, situated on 1.15 acres.
When was 137 & 141 Main Street in Woodbury built?
This property was built in 1800.
Is 137 & 141 Main Street, Woodbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 137 & 141 Main Street, Woodbury in?
This home is served by the Woodbury public school system, with Mitchell as the elementary school and Nonnewaug as the high school.
How do I schedule a tour of 137 & 141 Main Street, Woodbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Taylor O'Keefe-Hamel · (203) 578-5388

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

MLS# 24195107 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 16, 2026 7:01 AM UTC