Skip main navigation
Active
  • $499,000

    65 High Street, Windham, ME 04062

    3beds
    1,508sqft
    : 
    $3,145/mo
    Get pre-qualified
    Single Family Residence
    Built in 1900
    0.69 Acres Lot
    $488,400 Zestimate®
    $331/sqft
    $-- HOA

    What's special

    Thoughtful updates throughoutStorm doorDouble-pane windowsFirst-floor laundryWood floorsComfortable primary suiteCentral vacuum
    Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease -- the living room anchored by a cozy wood stove for those crisp Maine evenings. Upstairs, three bedrooms -- including a comfortable primary suite -- share a second full bath, while first-floor laundry keeps everyday living simple. With 2 full baths total and thoughtful updates throughout, this home is in truly move-in ready condition. Step outside and the possibilities open up. A level, beautifully landscaped 0.69-acre lot offers a patio and firepit made for gathering, plus a detached 2-car garage for storage and hobbies alike. And for buyers thinking ahead, the property's high-density VC zoning may allow for future expansion, subject to town approval -- a rare bonus as the surrounding village center continues to grow and attract new investment. Rounding out the package: double-pane windows, a storm door, central vacuum, public water and sewer, and an air radon mitigation system already installed -- the practical details taken care of, so you can focus on making it home. Located between Westbrook and the lakes region, and just steps from a village on the rise, 65 High Street offers the character of a century-old home with real upside for the future.
    1 day
    |
    331
    |
    25
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    The Flaherty Group

    Source: Maine Listings,MLS#: 1675310MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Level: Second
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Dining room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Features: Heat Stove
      • Level: First
      Heating
      • Forced Air, Wood Stove
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
      Features
      • Attic, Pantry, Shower
      • Flooring: Tile, Wood
      • Doors: Storm Door(s)
      • Windows: Double Pane Windows
      • Basement: Bulkhead,Doghouse,Interior Entry,Full,Other,Sump Pump,Unfinished
      • Has fireplace: No
      Interior area
      • Total structure area: 1,508
      • Total interior livable area: 1,508 sqft
      • Finished area above ground: 1,508
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Paved, 1 - 4 Spaces, On Site, Detached
      • Garage spaces: 2
      Features
      • Patio & porch: Patio
      Lot
      • Size: 0.69 Acres
      • Features: Neighborhood, Suburban, Level, Landscaped
      Details
      • Additional structures: Outbuilding
      • Parcel number: WINMM37B22
      • Zoning: VC
      • Other equipment: Cable, Central Vacuum, Other

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: New Englander
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Clapboard, Vinyl Siding
      • Foundation: Stone, Granite
      • Roof: Fiberglass,Pitched,Rolled/Hot Mop,Shingle
      Condition
      • Year built: 1900

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Air Radon Mitigation System
      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $331/sqft
      • Tax assessed value: $344,600
      • Annual tax amount: $4,155
      • Date on market: 8/7/2026
      • Road surface type: Paved

        Estimated market value

        $488,400

        $464,000 - $513,000

        $2,603/mo

        Price history

        DateEventPrice
        8/7/2026Listed for sale$499,000$331/sqft
        Source: Maine Listings #1675310 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,953 +8.4%$344,600 +5.8%
        2023$3,648 +8.3%$325,700 +12.3%
        2022$3,367 +2.5%$290,000 +32.4%
        2020$3,285 +12.9%$219,000
        2019$2,910 -1.9%$219,000 +12.1%
        2018$2,966 +12.9%$195,400 +22.3%
        2017$2,626 +4.7%$159,800
        2016$2,509 +3.6%$159,800
        2015$2,421 +10.2%$159,800
        2014$2,198 -4.8%$159,800
        2013$2,309 +4%$159,800
        2011$2,221 +4.1%$159,800 -12%
        2009$2,133 +11%$181,500 +7.7%
        2008$1,921 +117.1%$168,500 +69.5%
        2005$885 $99,400
        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: 04062

        Getting around

        13 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes