# 20798 WATERSIDE Drive, LEONARDTOWN, MD 20650

> **TL;DR:** 2bd/1ba single family, $500,000 ($491/sqft), built 1950, 1,018 sqft.
> Waterfront. Est. $2,167/mo. Listed 28 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $500,000 |
| Price/sqft | $491 |
| Bedrooms | 2 |
| Bathrooms | 1 full |
| Square Feet | 1,018 |
| Year Built | 1950 |
| Lot Size | 7,841 sqft (0.18 acres) |
| Stories | 1 |
| Property Type | Single Family (Other) |
| Status | For Sale |
| Days on Market | 28 |

## Why This Home Stands Out

- **Waterfront** - Direct water access

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $2,167 |
| **Total** | **$2,167** |

## Nearby Schools

- **Middle:** LEONARDTOWN
- **High:** LEONARDTOWN

## Key Amenities

- Waterfront

## Property Highlights

- Built in 1950
- 0.18 acre lot
- Waterfront

## Description

### Agent 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.

## Location

- **Address:** 20798 WATERSIDE Drive, LEONARDTOWN, MD 20650
- **County:** SAINT MARYS
- **Neighborhood:** BRUBACHERS
- **Coordinates:** 38.23896, -76.68673
- **Google Maps:** https://www.google.com/maps?q=38.23896,-76.68673

## Listing Agent

- **Name:** Connie M. Fitzgerald
- **Brokerage:** RE/MAX One
- **Phone:** 3016721634
- **Email:** conniefitzgerald@remax.net

## Primary Photo

![20798 WATERSIDE Drive - Primary Photo](http://lh.rdcpix.com/0ced8e47f09a31fb0a2a10e8c67b6398l-f1120524298r.jpg)

*33 total photos available on [listing page](https://www.propertysimple.com/listing/20798-waterside-drive-leonardtown-md-20650-m2029666)*

---

**MLS#:** MDSM2029666 | **Updated:** 2026-04-24
**Source:** listhub

*Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/20798-waterside-drive-leonardtown-md-20650-m2029666)

---

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