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Active under contract
    • $230,000

    27 High Street, Guilford, ME 04443

    4beds
    2,380sqft
    : 
    $1,719/mo
    Get pre-qualified
    Single Family Residence
    Built in 1918
    2.67 Acres Lot
    $-- Zestimate®
    $97/sqft
    $-- HOA

    What's special

    Two big picture windowsTimeless architectureTwo glassed-in porchesFour upstairs bedroomsDining roomSunroom off the backPeriod trim
    Welcome to a Truly Rare Opportunity in the Heart of Guilford -- a Stunning and Remarkably Flexible Home that was Formerly a Doctor's Office. Stately and Iconic, This Early 1900 Dutch Colonial Stands Proudly Along High Street in Guilford and Sits Way Back from the Road Offering a Privacy, A White House Lawn Type Presence,Timeless Architecture, Egg and Dart Crown Modeling, Birds Eye Maple Hardwood Flooring, Two Big Picture Windows, Two Glassed-in Porches,Thoughtful Updates, and Exceptional Flexibility. From the Moment You Enter the Entryway, You're Greeted by an Open Foyer with a Graceful Central Staircase Leading to Four Upstairs Bedrooms & a Full Bath.The First Floor Features a Double Parlor with a Door to the Circular Drive, Living Windows Overlooking the Huge Front Yard and Period Trim--Perfectly Complemented by a Beautifully Converted Woodstove Insert in the Fireplace that Blends Historic Charm with Modern Comfort.A Half Bath and Laundry Area/Mud Room (Future Full Bath?) Add Convenience on the Main level, along with a Dining room, Fully Applianced Kitchen w/SS Appliances, and a Sunroom Off the Back and a Sunroom off the Spacious Living Room.The Paved Circular & Rear Driveways Provide Ample Parking Both in Front and Back. Also included is a Storage Blg&Carriage House with Attached Garage--Renovate These Buildings or Build New-Perfect for Professional Services, Remote Work, or Business Ownership Right at Home.A 24 Hour Gym with the ATV & Snowmobile Trail System is Right Next Door, Making This Ideal for Bed&Breakfast. There is an Organic Horse Powered Farm Stand,Restaurants,Grocery Store,Library Within Walking Distance and the Public Boat Launch on the Piscataquis River, Sebec Lake & Hiking Trails Nearby. This is a Rare Opportunity to Own an Elegant Historic Home with Built-in Residential, Commercial & Recreational Versatility in the Heart of Town. Call Today for a Private Showing!
    75 days
    1,499
    198

    Zillow last checked:

    Listing updated:

    Listed by:

    Vacationland Realty

    Source: Maine Listings,MLS#: 1672660MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Closet
      • Level: Second
      • Area: 208 Square Feet
      • Dimensions: 13 x 16
      Bedroom 2
      • Features: Closet
      • Level: Second
      • Area: 120 Square Feet
      • Dimensions: 10 x 12
      Bedroom 3
      • Features: Built-in Features, Closet
      • Level: Second
      • Area: 130 Square Feet
      • Dimensions: 10 x 13
      Bedroom 4
      • Level: Second
      • Area: 70 Square Feet
      • Dimensions: 7 x 10
      Dining room
      • Features: Built-in Features, Dining Area, Formal
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 11 x 13
      Family room
      • Level: First
      • Area: 247 Square Feet
      • Dimensions: 13 x 19
      Kitchen
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11 x 12
      Living room
      • Features: Heat Stove Hookup, Wood Burning Fireplace
      • Level: First
      • Area: 264 Square Feet
      • Dimensions: 12 x 22
      Sunroom
      • Features: Four-Season, Heated
      • Level: First
      • Area: 108 Square Feet
      • Dimensions: 9 x 12
      Sunroom
      • Level: First
      • Area: 70 Square Feet
      • Dimensions: 7 x 10
      Heating
      • Baseboard, Hot Water, Other, Wood Stove
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Microwave, Electric Range, Refrigerator
      Features
      • Attic, Bathtub, Shower, Storage
      • Flooring: Carpet, Tile, Vinyl, Wood
      • Basement: Bulkhead,Interior Entry,Full,Unfinished
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,380
      • Total interior livable area: 2,380 sqft
      • Finished area above ground: 2,380
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Paved, 21+ Spaces, On Site, Detached
      • Garage spaces: 2
      Features
      • Patio & porch: Glassed-in Porch, Porch
      • Has view: Yes
      • View description: Scenic
      Lot
      • Size: 2.67 Acres
      • Features: City Lot, Near Golf Course, Neighborhood, Level, Open Lot, Sidewalks
      Details
      • Additional structures: Outbuilding, Shed(s)
      • Parcel number: GUIDM016L022000
      • Zoning: None
      • Other equipment: Internet Access Available, Satellite Dish

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Dutch Colonial
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Asbestos
      • Foundation: Poured Concrete
      • Roof: Shingle
      Condition
      • Year built: 1918

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      Green energy
      • Energy efficient items: Ceiling Fans

      Community & HOA

      Community
      • Features: Clubhouse
      Location
      • Region: Guilford

      Financial & listing details

      • Price per square foot: $97/sqft
      • Tax assessed value: $142,200
      • Annual tax amount: $4,822
      • Date on market: 7/20/2026
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $1,958/mo

        Price history

        DateEventPrice
        9/18/2026Contingent$230,000$97/sqft
        Source: Maine Listings #1672660 Report a problem
        7/20/2026Listed for sale$230,000+74.9%$97/sqft
        Source: Maine Listings #1672660 Report a problem
        4/13/2017Sold$131,500$55/sqft
        Source: Maine Listings #1252193 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,645 $142,200
        2023$2,645 $142,200
        2022$2,645 $142,200
        2021$2,645 $142,200
        2020$2,645 -1.3%$142,200
        2018$2,680 +4.7%$142,200
        2017$2,560 +14.6%$142,200
        2016$2,233 +7.6%$142,200
        2015$2,076 -28.2%$142,200 -29%
        2014$2,893 +5.9%$200,200
        2013$2,733 $200,200
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 04443

        Getting around

        34 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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