$500,000

20798 WATERSIDE DR, Leonardtown, MD 20650

  • 2 beds |
  • 1 bath |
  • 1,018 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1950
  • Property Lot Size Icon7,841sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $491/sqft
  • Property List Date Icon Listed 10 days ago

Property Description

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 Includes additional lot across the street .177 acres, If you decide to not include it in the sale %50,000 price reduction will be given by sellers. 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.

Listing Status:
Active
Date Added:
March 13, 2026
Data Last Updated:
March 23, 2026 at 11:19PM
Listing Office:
RE/MAX One : 4105356291
Listing Agent:
Connie M. Fitzgerald : 3016721634
MLS ID:
MDSM2029666
  • General: Floor Plan - TraditionalEntry Level BedroomCombination Kitchen/Living
  • Rooms: Living RoomDining RoomBedroom 2KitchenBedroom 1Sun/Florida RoomLaundry
  • Appliances: RefrigeratorStoveWasherDryer
  • Flooring: HardwoodVinylWood
  • A/C: Wall Unit
  • Heating: Forced AirOtherOilPropane - Owned
  • Disability Feature: None
  • General: Above GradeBelow Grade
  • Style: Bungalow
  • Roofing: Asphalt
  • General: Stucco1Slab
  • Originating MLS: BRIGHT_MAIN
  • School District: ST. MARYS COUNTY PUBLIC SCHOOLS
  • County: SAINT MARYS-MD
  • Zoning: RPD1903021165
  • View: River
  • Waterfront: 50
  • Utilities: Cable tv available
  • Water: Well
  • Sewer: Septic Exists
  • Source: BRIGHT_MAIN

This listing courtesy of Connie M. Fitzgerald , RE/MAX One

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

L

Leonardtown Elementary School

22885 Duke St, Leonardtown, MD, 20650

Grades PK-5

4.75 miles away

L

Leonardtown Middle School

24015 Point Lookout Rd, Leonardtown, MD, 20650

Grades 6-8

4.72 miles away

L

Leonardtown High School

23995 Point Lookout Rd, Leonardtown, MD, 20650

Grades 9-12

4.63 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.