$450,000

20798 Waterside Dr Leonardtown, MD 20650

Estimated payment $2,644/month

Total Views 148,787
2 Beds
1 Bath
1,018 Sq Ft
$442 Price per Sq Ft

Highlights

  • Hot Property
  • 50 Feet of Waterfront
  • Fishing Allowed
  • Leonardtown Middle School Rated A-
  • Access to Tidal Water
  • River View

About This Home

Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect 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!

Listing Agent

Connie Fitzgerald

(301) 672-1634 conniefitzgerald@remax.net RE/MAX One Listed on: 10/17/2025

RE/MAX One

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,176

Year Built

  • Built in 1950

Lot Details

  • 7,965 Sq Ft Lot
  • 50 Feet of Waterfront
  • Home fronts navigable water
  • No Through Street
  • Cleared Lot

Parking

  • Driveway

Home Design

  • Bungalow
  • Slab Foundation
  • Asphalt Roof
  • Stucco

Interior Spaces

  • 1,018 Sq Ft Home
  • Property has 1 Level
  • Traditional Floor Plan
  • Combination Kitchen and Living
  • Dining Room
  • Sun or Florida Room
  • River Views
  • Stove

Flooring

  • Wood
  • Vinyl

Bedrooms and Bathrooms

  • 2 Main Level Bedrooms
  • 1 Full Bathroom

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • Access to Tidal Water
  • Private Water Access
  • River Nearby
  • Personal Watercraft
  • Waterski or Wakeboard
  • Swimming Allowed
  • Powered Boats Permitted

Location

  • Flood Risk

Schools

  • Leonardtown Middle School
  • Leonardtown High School

Utilities

  • Cooling System Mounted In Outer Wall Opening
  • Forced Air Heating System
  • Heating System Uses Oil
  • Heating System Powered By Owned Propane
  • Well
  • Electric Water Heater
  • Septic Tank
  • Cable TV Available

Listing and Financial Details

  • Tax Lot 2
  • Assessor Parcel Number 1903021165

Community Details

Overview

  • No Home Owners Association
  • Brubachers Subdivision

Recreation

  • Fishing Allowed

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,176

Year Built

Built in 1950

Lot Details

0

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Bungalow
  • Ownership: Fee Simple
  • Historic: No
  • New Construction: No
  • Story List: Main
  • Federal Flood Zone: Yes
  • Year Built: 1950
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Refrigerator, Stove, Washer, Dryer
  • Flooring Type: Hardwood, Vinyl, Wood
  • Interior Amenities: Floor Plan - Traditional, Entry Level Bedroom, Combination Kitchen/Living
  • Fireplace: No
  • Foundation Details: Slab
  • Levels Count: 1
  • Room List: Living Room, Dining Room, Bedroom 2, Kitchen, Bedroom 1, Sun/Florida Room, Laundry
  • Basement: No
  • Total Sq Ft: 1018
  • Living Area Sq Ft: 1018
  • Price Per Sq Ft: 442.04
  • Above Grade Finished Sq Ft: 1018
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 2
  • Main Level Bedrooms: 2
  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Main Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Stucco
  • Roof: Asphalt
  • View: River
  • Water Access Features: Boat - Powered, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed, Waterski/Wakeboard
  • Water Access: Yes
  • Water Body Name: Potomac River
  • Water Body Type: River
  • Waterfront: Yes
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: Yes
  • Water View: Yes
  • Water Frontage In Feet: 50

Garage/Parking

  • Garage: No
  • Type Of Parking: Driveway

Utilities

  • Central Air Conditioning: No
  • Cooling Fuel: Electric
  • Cooling Type: Wall Unit
  • Heating Fuel: Oil, Propane - Owned
  • Heating Type: Forced Air
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Septic Exists
  • Utilities: Cable Tv Available
  • Water Source: Well

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No
  • Association Recreation Fee: No

Schools

  • High School Source: 3rd Party
  • Middle School Source: 3rd Party
  • School District Source: 3rd Party
  • High School: LEONARDTOWN
  • Middle Or Junior School: LEONARDTOWN

Lot Info

  • Lot Features: Cleared, No Thru Street
  • Lot Size Acres: 0.18
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 7965.00
  • Zoning: RESIDENTIAL
  • In City Limits: No

Rental Info

  • Ground Rent Exists: No
  • Ground Rent Pymnt Freq: Annually
  • Lease Considered: No
  • Pets: Cats Ok, Dogs Ok
  • Pets Allowed: Yes
  • Vacation Rental: Yes

Tax Info

  • Tax Annual Amount: 3176.00
  • Assessor Parcel Number: 1903021165
  • Tax Lot: 2
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024

MLS Schools

  • School District Name: ST. MARYS COUNTY PUBLIC SCHOOLS

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $3,754 $335,500 $278,300 $57,200
2024 $3,633 $330,867 $0 $0
2023 $3,478 $326,233 $0 $0
2022 $3,429 $321,600 $278,300 $43,300
2021 $3,424 $321,367 $0 $0
2020 $3,420 $321,133 $0 $0
2019 $3,416 $320,900 $278,300 $42,600
2018 $3,414 $320,900 $278,300 $42,600
2017 $3,395 $320,900 $0 $0
2016 -- $321,800 $0 $0
2015 $3,591 $321,800 $0 $0
2014 $3,591 $321,800 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
10/17/2025 10/17/25 For Sale $450,000 -- $442 / Sq Ft
Source: Bright MLS

Purchase History

Date Type Sale Price Title Company
Deed -- --
Deed -- --
Deed $59,378 --
Deed -- --
Source: Public Records

About the Listing Agent

Connie Fitzgerald

RE/MAX One

(240) 376-2980

Section Image

Following business experience for the past decade, real estate is the best job I have ever had. I love meeting new people and finding the perfect home. Clients come first and I believe in building these relationships to last. I am pleased to have received the RE/MAX Hall Of Fame, RE/MAX Lifetime Achievement Award, Chairman Award, Titan Award, and Diamond Award. Call or Text me, I'll take good care of you! Connie Fitzgerald

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Source: Bright MLS

MLS Number: MDSM2027780

Bright MLS

APN: 03-021165