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  • Price cut: $100K (6/29)
    $250,000

    29 Winter Street, Topsham, ME 04086

    4beds
    2,664sqft
    : 
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    Multi Family
    Built in 1700
    -- sqft lot
    $-- Zestimate®
    $94/sqft
    $-- HOA

    What's special

    Private one acre lotSolid structureOriginal charm
    Welcome to 29 Winter Street, an exceptional value add opportunity in one of Topsham's most desirable locations. This historic duplex, dating back to 1700, sits on a private one acre lot and offers a rare mix of size, character, and redevelopment potential. Located just minutes from downtown Topsham, Brunswick, and I 295, the property benefits from strong local demand, proximity to Bowdoin College, and steady growth throughout the Midcoast market. The setting offers both convenience and privacy, a combination that continues to drive long term appeal. With solid structure and original charm, the property is well suited for renovation, repositioning, or income optimization. Whether you plan to restore and hold, increase rental potential, or create a unique owner occupied investment, there is clear upside. Opportunities like this are increasingly hard to find in this area, especially with the chance to add value while preserving a piece of Maine's history.
    93 days
    |
    1,288
    |
    35
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Greene & Shaw Real Estate

    Source: Maine Listings,MLS#: 1655682MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Baseboard, Hot Water, None
      Cooling
      • None
      Features
      • Flooring: Hardwood
      • Basement: Interior Entry,Crawl Space,Unfinished
      Interior area
      • Total structure area: 2,664
      • Total interior livable area: 2,664 sqft
      • Finished area above ground: 2,664
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Parking features: Gravel, 1 - 4 Spaces
      Lot
      • Size: 1 Acres
      • Features: Near Turnpike/Interstate, Near Town, Neighborhood, Level, Sidewalks
      Details
      • Parcel number: TOPMMU02L125
      • Zoning: R1

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Saltbox
      • Property subtype: Multi Family
      Materials
      • Wood Frame, Wood Siding
      • Roof: Shingle
      Condition
      • Year built: 1700

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Location
      • Region: Topsham

      Financial & listing details

      • Price per square foot: $94/sqft
      • Tax assessed value: $291,800
      • Annual tax amount: $2,637
      • Date on market: 3/28/2026
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/29/2026Price change$250,000-28.6%$94/sqft
        Source: Maine Listings #1655682 Report a problem
        4/14/2026Price change$350,000-6.7%$131/sqft
        Source: Maine Listings #1655682 Report a problem
        3/28/2026Listed for sale$375,000$141/sqft
        Source: Maine Listings #1655682 Report a problem
        3/27/2026Listing removed$375,000$141/sqft
        Source: Maine Listings #1639800 Report a problem
        2/24/2026Listed for sale$375,000$141/sqft
        Source: Maine Listings #1639800 Report a problem
        2/1/2026Pending sale$375,000$141/sqft
        Source: Maine Listings #1639800 Report a problem
        10/3/2025Listed for sale$375,000-6.3%$141/sqft
        Source: Maine Listings #1639800 Report a problem
        10/3/2025Listing removed$400,000$150/sqft
        Source: Maine Listings #1630833 Report a problem
        7/17/2025Listed for sale$400,000$150/sqft
        Source: Maine Listings #1630833 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,648 +3.9%$291,800 +12.8%
        2023$3,512 +4.1%$258,600 +10.6%
        2022$3,373 +9.7%$233,900 +20.7%
        2021$3,076 $193,800
        2020$3,076 -7.1%$193,800 +12.1%
        2019$3,311 +20.7%$172,900 +18%
        2018$2,744 +3.4%$146,500
        2017$2,655 +0.7%$146,500
        2016$2,636 +0.2%$146,500
        2015$2,631 +4.6%$146,500 +0.9%
        2014$2,516 +4.1%$145,200
        2013$2,418 +1.8%$145,200 -0.9%
        2012$2,375 -1.2%$146,500 -1.5%
        2011$2,403 -3.8%$148,800 -17.8%
        2009$2,498 +51.9%$181,000 +155.8%
        2006$1,645 $70,750

        Find assessor info on the county website

        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.

        Climate risks

        Neighborhood: 04086

        Getting around

        19 / 100
        Car-Dependent
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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