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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
Bedrooms 2
Full Baths 1
Total Baths 1
Property Style Bungalow
Lot Size Area Units Square Feet
Acres 0.18
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 1
Features Floor Plan - Traditional,Entry Level Bedroom,Combination Kitchen/Living
Year Built 1950
Subdivision BRUBACHERS
View River
Roof Asphalt
Waterfront Potomac River
Heating Forced Air,Other
Foundation Slab
Accessibility None
Lot Description Cleared,No Thru Street
Geographic Data
Directions From Leonardtown, Turn onto Medleys Neck Rd, Turn (R) onto Breton Beach Rd, Turn (R) Waterside Dr, House is straight ahead. #20798 Waterside Dr
County SAINT MARYS
Latitude 38.23896
Longitude -76.68673
Address Information
Address 20798 WATERSIDE DR, LEONARDTOWN, MD 20650
Postal Code 20650
City LEONARDTOWN
State MD
Country United States
Listing Information
Listing Office RE/MAX One
Listing Office Email mdavis@davispalumbo.com
Listing Agent Connie Fitzgerald
Special listing conditions Standard
Ownership Fee Simple
Terms Cash,Conventional
School Information
District ST. MARYS COUNTY PUBLIC SCHOOLS
Middle School LEONARDTOWN
High School LEONARDTOWN
MLS Information
Days on market 196
MLS Status Active
Listing Date Mar 13, 2026
Listing Last Modified Sep 23, 2026
Tax ID 1903021165
Tax Year 2025
Tax Annual Amount 3220
MLS # MDSM2029666

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Last updated: 2026-09-23T15:30:26.504538Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.