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  • $107,000

    106 Old Military Road, Winn, ME 04495

    3beds
    1,044sqft
    : 
    Single Family Residence
    Built in 1900
    0.43 Acres Lot
    $-- Zestimate®
    $102/sqft
    $-- HOA

    What's special

    Nearby garageLaundry roomDining roomBasement with extra-high ceilings
    Located in the quiet town of Winn, this well-maintained 3-bedroom, 1.5-bath home at 106 Old Military Road offers a comfortable layout and access to some of the area's best outdoor recreation. Set near the scenic Penobscot River, this location provides convenient opportunities for boating, fishing, canoeing, and kayaking, while also being close to ATV and snowmobile trail systems. Inside, the home features a functional and inviting floor plan. The first floor includes a kitchen, dining room, laundry room, a bedroom, and a full bath, offering the ease of single-level living if desired. The open-concept kitchen and living room area creates a welcoming space for gathering and everyday living. Upstairs, you'll find two additional bedrooms connected by a half bath, providing a practical setup for family or guests. The property sits on a nicely laid-out 0.43-acre lot with a pleasant mix of open space, ideal for enjoying the outdoors without extensive upkeep. A nearby garage offers excellent potential as a workshop, storage space, or hobby area, with plenty of room to suit a variety of needs. The home also features a basement with extra-high ceilings, adding even more usable space for storage or future possibilities. Numerous upgrades have been completed over the past few years, helping to enhance both comfort and efficiency. Whether you're looking for a primary residence or a place to enjoy Maine's four-season recreation--including hunting, fishing, trail riding, and more--this property is ready to fit a variety of lifestyles.
    2 hours
    |
    47
    |
    2
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Acres Away, Inc.

    Source: Maine Listings,MLS#: 1661600MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Bedroom 1
      • Level: First
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Dining room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Office
      • Level: First
      Heating
      • Direct Vent Heater, Forced Air, Wood Stove
      Cooling
      • None
      Appliances
      • Included: Gas Range, Refrigerator
      Features
      • Flooring: Carpet, Laminate, Wood
      • Basement: Bulkhead,Interior Entry,Full,Sump Pump,Unfinished
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,044
      • Total interior livable area: 1,044 sqft
      • Finished area above ground: 1,044
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Paved, 1 - 4 Spaces
      • Garage spaces: 2
      Features
      • Levels: Multi/Split
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 0.43 Acres
      Details
      • Zoning: See Town

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: New Englander
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Metal Clad, Shingle Siding, Wood Siding
      • Foundation: Block
      • Roof: Metal
      Condition
      • Year built: 1900

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Private Sewer
      • Water: Private, Well

      Community & HOA

      Location
      • Region: Winn

      Financial & listing details

      • Price per square foot: $102/sqft
      • Annual tax amount: $2,290
      • Date on market: 5/11/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $1,721/mo

        Price history

        DateEventPrice
        5/11/2026Listed for sale$107,000+1.9%$102/sqft
        Source: Maine Listings #1661600 Report a problem
        3/9/2026Listing removed$105,000$101/sqft
        Source: Maine Listings #1637003 Report a problem
        2/13/2026Listed for sale$105,000-3.7%$101/sqft
        Source: Maine Listings #1637003 Report a problem
        2/2/2026Contingent$109,000$104/sqft
        Source: Maine Listings #1637003 Report a problem
        9/16/2025Price change$109,000-8.4%$104/sqft
        Source: Maine Listings #1637003 Report a problem
        9/9/2025Listed for sale$119,000$114/sqft
        Source: Maine Listings #1637003 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment
        $647/mo
        Principal & interest
        $552
        Property taxes
        $95
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          Climate risks

          Neighborhood: 04495

          Getting around

          0 / 100
          Car-Dependent
          22 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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