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Pending
  • $375,000

    33 E Main St, Middletown, MD 21769

    6beds
    3,034sqft
    : 
    $2,486/mo
    Get pre-qualified
    Single Family Residence
    Built in 1910
    0.31 Acres Lot
    $375,700 Zestimate®
    $124/sqft
    $-- HOA

    What's special

    Historic victorianOriginal detailsGrand proportionsOrnate moldings
    Rare Opportunity: Own 2 Units for the Price of 1 in Historic Middletown! Discover this exceptional multi-unit property in the heart of charming, historic Middletown—perfectly positioned for a lifestyle of convenience, character, and potential. Stroll to your favorite restaurants, boutique shopping on vibrant Main Street, and scenic local parks featuring jogging trails, streams, and lush green spaces. Immerse yourself in the rich history and timeless beauty this community has to offer! The main residence is a classic Historic Victorian boasting 3 bedrooms and 1.5 baths, rich with the architectural elegance and original details you’d expect: ornate moldings, grand proportions, and old-world charm. This diamond in the rough offers incredible potential for the visionary buyer or investor—Investor Alert! The primary residence requires renovation and will not qualify for standard financing options (such as FHA 203(b), Conventional, VA, or USDA) due to the lack of operational heat and other needed repairs. Bring your creativity and contractor to restore this beauty to its former glory. Complementing the main home is a spacious detached 3-bedroom, 1-bath apartment with its own entrance, located at the rear of the property. This unit is in excellent, move-in ready condition and includes a 3-car garage—an incredible bonus for parking, storage, or hobbies. Versatile Living Options: Occupy the apartment while renovating the main Victorian at your own pace or possible rental /Airbnb for strong income potential. Ideal for extended family, guests, or generating passive revenue in a highly desirable historic district. This rare package combines historic appeal, modern practicality, and strong investment upside in one of Middletown’s most walkable locations. Don’t miss your chance to own a piece of history with immediate income or living flexibility! Schedule your private showing today—properties like this don’t last long.
    49 days
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    111
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    1
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Patrick Skees 301-788-7977,

    Pearson Smith Realty, LLC 571-386-1075

    Source: Bright MLS,MLS#: MDFR2082944MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      • Main level bathrooms: 1
      Heating
      • Baseboard
      Cooling
      • Window Unit(s), Electric
      Appliances
      • Included: Dryer, Oven/Range - Electric, Refrigerator, Electric Water Heater
      Features
      • Basement: Interior Entry,Connecting Stairway
      • Has fireplace: No
      Interior area
      • Total structure area: 3,034
      • Total interior livable area: 3,034 sqft
      • Finished area above ground: 3,034

      Property

      Parking
      • Total spaces: 5
      • Parking features: Garage Faces Side, Inside Entrance, Asphalt, Shared Driveway, Driveway, Detached
      • Garage spaces: 3
      • Uncovered spaces: 2
      Accessibility
      • Accessibility features: Accessible Entrance
      Features
      • Levels: Three
      • Stories: 3
      • Pool features: None
      • Frontage type: Road Frontage
      Lot
      • Size: 0.31 Acres
      • Features: Rear Yard
      Details
      • Additional structures: Above Grade
      • Parcel number: 1103134148
      • Zoning: RESIDENTIAL
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame, Mixed
      • Foundation: Block, Stone
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 1910

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Middletown
      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $124/sqft
      • Tax assessed value: $557,900
      • Annual tax amount: $8,287
      • Date on market: 7/1/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,FHA 203(k),Bank Portfolio
      • Ownership: Fee Simple

        Estimated market value

        $375,700

        $357,000 - $394,000

        $4,801/mo

        Price history

        DateEventPrice
        8/16/2026Pending sale$375,000$124/sqft
        Source: Bright MLS #MDFR2082944 Report a problem
        7/11/2026Contingent$375,000$124/sqft
        Source: Bright MLS #MDFR2082944 Report a problem
        7/1/2026Listed for sale$375,000+26.3%$124/sqft
        Source: Bright MLS #MDFR2082944 Report a problem
        9/14/1994Sold$297,000$98/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,525 +14.3%$505,433 +11.6%
        2024$6,586 +17.1%$452,967 +13.1%
        2023$5,623 +4.6%$400,500
        2022$5,375 +5%$400,500 +9.7%
        2021$5,121 +4.9%$365,233
        2020$4,880 +2.1%--
        2019$4,778 +2.2%$347,600 +4.4%
        2018$4,676 +22.5%$333,067 +2.2%
        2017$3,818 -11.1%$325,800 +4.9%
        2016$4,297 $310,633 +5.1%
        2015$4,297 $295,467 +5.4%
        2014$4,297 $280,300
        2013-- $280,300
        2012-- $280,300 -8.5%
        2011-- $306,300 0%
        2010-- $306,360
        2009-- $306,360 -14.4%
        2008-- $357,700 +11.8%
        2007-- $319,986 +13.4%
        2006-- $282,273 +15.4%
        2005-- $244,560 +6.8%
        2004-- $228,980 +7.3%
        2003-- $213,400 +7.9%
        2002-- $197,820 +0.8%
        2001-- $196,196
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21769

        Getting around

        53 / 100
        Somewhat Walkable
        35 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Middletown
        • Middle: Middletown
        • High: Middletown
        • District: Frederick County Public Schools

        Source: Bright 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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