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20798 WATERSIDE DR, LEONARDTOWN, MD 20650

2 Beds

1 Bath

1,018SqFt

Active

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.

Property Details
Price$450,000
Bedrooms2
Full Baths1
Total Baths1
Property StyleBungalow
Lot Size Area UnitsSquare Feet
Acres0.18
Property TypeResidential
Sub typeSingleFamilyResidence
MLS Sub typeDetached
Stories1
FeaturesFloor Plan - Traditional,Entry Level Bedroom,Combination Kitchen/Living
Year Built1950
SubdivisionBRUBACHERS
ViewRiver
RoofAsphalt
WaterfrontPotomac River
HeatingForced Air,Other
FoundationSlab
AccessibilityNone
Lot DescriptionCleared,No Thru Street
Geographic Data
DirectionsFrom Leonardtown, Turn onto Medleys Neck Rd, Turn (R) onto Breton Beach Rd, Turn (R) Waterside Dr, House is straight ahead. #20798 Waterside Dr
CountySAINT MARYS
Latitude38.23896
Longitude-76.68673
Address Information
Address20798 WATERSIDE DR, LEONARDTOWN, MD 20650
Postal Code20650
CityLEONARDTOWN
StateMD
CountryUnited States
Listing Information
Listing OfficeRE/MAX One
Listing Office Emailmdavis@davispalumbo.com
Listing AgentConnie Fitzgerald
Special listing conditionsStandard
OwnershipFee Simple
TermsCash,Conventional
School Information
DistrictST. MARYS COUNTY PUBLIC SCHOOLS
Middle SchoolLEONARDTOWN
High SchoolLEONARDTOWN
MLS Information
Days on market40
MLS StatusActive
Listing DateMar 13, 2026
Listing Last ModifiedApr 21, 2026
Tax ID1903021165
Tax Year2025
Tax Annual Amount3220
MLS #MDSM2029666

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Last updated: 2026-05-04T12:00:24.550849Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.