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For sale
    • $450,000

    20798 Waterside Dr, Leonardtown, MD 20650

    2beds
    1,018sqft
    : 
    $2,810/mo
    Get pre-qualified
    Single Family Residence
    Built in 1950
    7,893 Square Feet Lot
    $445,000 Zestimate®
    $442/sqft
    $-- HOA

    What's special

    Stunning Waterfront Opportunity on the Potomac River. Discover the perfect cottage waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s crabbing, fishing, kayaking, or canoeing, this location is an outdoor enthusiast’s paradise. Enjoy the sights and sounds of ospreys, fish, and abundant wildlife right from your doorstep. Key features include: ✔ Approximate water depth: 2.5 ft at low tide, 4.5 ft at high tide ✔ Seawall refurbished in 2020 for added shoreline protection ✔ Private pier with an electric boat lift—perfect for boating adventures Don’t miss this rare chance to own a piece of paradise with endless potential. Whether you’re looking for an investment, vacation retreat, or future dream home, this waterfront gem is a must-see! Currently listed on Air B&B and VRBO.
    135 days
    |
    849
    |
    32
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Connie Fitzgerald 301-672-1634,

    RE/MAX One 4105356291,

    Listing Team: The Connie Fitzgerald Team, Co-Listing Team: The Connie Fitzgerald Team,Co-Listing Agent: Michael Fitzgerald, Ii 301-672-0765,

    RE/MAX One

    Source: Bright MLS,MLS#: MDSM2029666MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      • Main level bathrooms: 1
      • Main level bedrooms: 2
      Rooms
      • Room types: Living Room, Dining Room, Bedroom 2, Kitchen, Bedroom 1, Sun/Florida Room, Laundry
      Bedroom 1
      • Features: Flooring - HardWood
      • Level: Main
      Bedroom 2
      • Features: Flooring - HardWood
      • Level: Main
      Dining room
      • Features: Flooring - HardWood
      • Level: Main
      Kitchen
      • Level: Main
      Laundry
      • Level: Main
      Living room
      • Features: Flooring - HardWood
      • Level: Main
      Other
      • Features: Flooring - Vinyl
      • Level: Main
      Heating
      • Forced Air, Other, Oil, Propane
      Cooling
      • Wall Unit(s), Electric
      Appliances
      • Included: Refrigerator, Cooktop, Washer, Dryer, Electric Water Heater
      • Laundry: Laundry Room
      Features
      • Floor Plan - Traditional, Entry Level Bedroom, Combination Kitchen/Living
      • Flooring: Hardwood, Vinyl, Wood
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 1,018
      • Total interior livable area: 1,018 sqft
      • Finished area above ground: 1,018
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: One
      • Stories: 1
      • Pool features: None
      • Has view: Yes
      • View description: River
      • Has water view: Yes
      • Water view: River
      • Waterfront features: Boat - Powered, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed, Waterski/Wakeboard, River
      • Body of water: Potomac River
      • Frontage length: Water Frontage Ft: 50
      Lot
      • Size: 7,893 Square Feet
      • Features: Cleared, No Thru Street
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 1903021165
      • Zoning: RPD
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Bungalow
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Foundation: Slab
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1950

      Utilities & green energy

      • Sewer: Septic Exists
      • Water: Well
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Subdivision: Brubachers
      HOA
      • Has HOA: No
      Location
      • Region: Leonardtown

      Financial & listing details

      • Price per square foot: $442/sqft
      • Tax assessed value: $341,067
      • Annual tax amount: $3,220
      • Date on market: 3/13/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple

        Estimated market value

        $445,000

        $423,000 - $467,000

        $1,858/mo

        Price history

        DateEventPrice
        4/21/2026Price change$450,000-10%$442/sqft
        Source: Bright MLS #MDSM2029666 Report a problem
        3/13/2026Listed for sale$500,000+11.1%$491/sqft
        Source: Bright MLS #MDSM2029666 Report a problem
        12/8/2025Listing removed$450,000$442/sqft
        Source: Bright MLS #MDSM2027780 Report a problem
        10/17/2025Listed for sale$450,000$442/sqft
        Source: Bright MLS #MDSM2027780 Report a problem
        10/1/2025Listing removed$450,000$442/sqft
        Source: Bright MLS #MDSM2022922 Report a problem
        3/6/2025Listed for sale$450,000-6.2%$442/sqft
        Source: Bright MLS #MDSM2022922 Report a problem
        8/23/2024Listing removed$479,500$471/sqft
        Source: Bright MLS #MDSM2019518 Report a problem
        7/23/2024Price change$479,500-4.1%$471/sqft
        Source: Bright MLS #MDSM2019518 Report a problem
        6/21/2024Listed for sale$500,000+5.3%$491/sqft
        Source: Bright MLS #MDSM2019518 Report a problem
        1/1/2024Listing removed--
        Source: Bright MLS #MDSM2012020 Report a problem
        9/15/2023Listed for sale$475,000$467/sqft
        Source: Bright MLS #MDSM2012020 Report a problem
        9/1/2023Listing removed$475,000$467/sqft
        Source: Bright MLS #MDSM2012020 Report a problem
        5/6/2023Price change$475,000-0.8%$467/sqft
        Source: Bright MLS #MDSM2012020 Report a problem
        3/3/2023Listed for sale$479,000$471/sqft
        Source: Bright MLS #MDSM2012020 Report a problem
        12/2/2022Listing removed--
        Source: RE/MAX International Report a problem
        8/13/2022Price change$479,000-11.1%$471/sqft
        Source: Bright MLS #MDSM2007786 Report a problem
        6/10/2022Price change$539,000+12.5%$529/sqft
        Source: Bright MLS #MDSM2007786 Report a problem
        3/16/2022Price change$479,000+9.1%$471/sqft
        Source: Bright MLS #MDSM2001640 Report a problem
        2/10/2022Price change$439,000+0.9%$431/sqft
        Source: Bright MLS #MDSM2001640 Report a problem
        2/9/2022Price change$435,000+2.4%$427/sqft
        Source: Bright MLS #MDSM2001640 Report a problem
        8/27/2021Price change$425,000+9.3%$417/sqft
        Source: Bright MLS #MDSM2001640 Report a problem
        6/16/2021Price change$389,000-8.5%$382/sqft
        Source: Owner Report a problem
        6/8/2021Price change$425,000+9.3%$417/sqft
        Source: Owner Report a problem
        6/2/2021Price change$389,000-18.6%$382/sqft
        Source: Owner Report a problem
        5/24/2021Listed for sale$478,000+705%$470/sqft
        Source: Bright MLS #MDSM176578 Report a problem
        9/30/2002Sold$59,378$58/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,754 +18.2%$335,500 +1.4%
        2024$3,176 +1.4%$330,867 +1.4%
        2023$3,131 +1.4%$326,233 +1.4%
        2022$3,087 +0.1%$321,600 +0.1%
        2021$3,084 +0.1%$321,367 +0.1%
        2020$3,082 +0.1%$321,133 +0.1%
        2019$3,080 $320,900
        2018$3,080 -0.9%$320,900
        2017$3,110 -13.4%$320,900 -0.3%
        2016$3,591 $321,800
        2015$3,591 $321,800
        2014$3,591 $321,800 -6.4%
        2013-- $343,900
        2012-- $343,900
        2011-- $343,900 -19.7%
        2010-- $428,110 +19.6%
        2009-- $358,072 +24.3%
        2008-- $288,036 +32.1%
        2007-- $218,000 +16.2%
        2006-- $187,630 +19.3%
        2005-- $157,260 +23.9%
        2004-- $126,890 +2.6%
        2003-- $123,706 +2.6%
        2002-- $120,523 +2.7%
        2001-- $117,340
        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.
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        Climate risks

        Neighborhood: 20650

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Middle: Leonardtown
        • High: Leonardtown
        • District: St. Marys 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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