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20798 Waterside Dr, 
Leonardtown, MD 20650

$500,000


2

Beds


1

Bath


1,018

Sq Ft


Single Family

Coming Soon

Listed by

Connie M. Fitzgerald

Michael Fitzgerald, Ii

RE/MAX One

Last updated:

March 4, 2026, 02:39 PM

MLS#

MDSM2029666

Source:

BRIGHTMLS

About This Home

20798 Waterside Dr

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.

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1950

Price Summary

500,000

$491 per Sq. Ft.

MLS #:

MDSM2029666

Last Updated:

March 4, 2026, 02:39 PM

Added:

6 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

1,018 Sq. Ft.


Structure

Structure

Architectural Style:

Bungalow

Building Area:

1,018 Sq. Ft.

Year Built:

1950


Lot

Lot Size (Sq. Ft):

7,840


Finances & Disclosures

Finances

Price:

$500,000

Price per Sq. Ft:

$491 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.