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For sale
    • $600,000

    137 & 141 Main Street South, Woodbury, CT 06798

    9beds
    4,492sqft
    : 
    $4,140/mo
    Get pre-qualified
    Multi Family
    Built in 1800
    -- sqft lot
    $-- Zestimate®
    $134/sqft
    $-- HOA

    What's special

    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. Do not go on the property without an agent or permission.
    18 hours
    |
    320
    |
    18
    |

    Zillow last checked:

    Listing updated:

    Listed by:

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

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

    Timothy Drakeley 203-510-9184,

    Drakeley Real Estate, Inc.

    Source: Smart MLS,MLS#: 24195107MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 9
      • Bathrooms: 8
      • Full bathrooms: 8
      Heating
      • Baseboard, Forced Air, Electric, Oil
      Cooling
      • None
      Appliances
      • Laundry: None
      Features
      • Windows: Storm Window(s)
      • Basement: Partial,Full
      • Attic: Heated,Finished,Floored,Walk-up
      • Has fireplace: No
      Interior area
      • Total structure area: 4,492
      • Total interior livable area: 4,492 sqft
      • Finished area above ground: 4,492

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached
      • Garage spaces: 2
      Features
      • Patio & porch: Porch, Deck
      Lot
      • Size: 1.15 Acres
      • Features: Few Trees, Level, Sloped
      Details
      • Parcel number: 936334
      • Zoning: MSD

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Other
      • Property subtype: Multi Family
      Materials
      • Clapboard
      • Foundation: Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1800

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Golf, Lake, Library, Park, Private School(s), Stables/Riding
      HOA
      • Has HOA: No
      Location
      • Region: Woodbury

      Financial & listing details

      • Price per square foot: $134/sqft
      • Tax assessed value: $299,810
      • Annual tax amount: $7,082
      • Date on market: 8/5/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/5/2026Listed for sale$600,000$134/sqft
        Source: Smart MLS #24195107 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: Woodbury Center

        Getting around

        49 / 100
        Car-Dependent
        15 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Mitchell
        • Middle: Woodbury
        • High: Nonnewaug

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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