20798 Waterside Dr Leonardtown, MD 20650
Leonardtown AreaEstimated payment $2,739/month
Total Views
102,313
2
Beds
1
Bath
1,018
Sq Ft
$442
Price per Sq Ft
Highlights
- 50 Feet of Waterfront
- Access to Tidal Water
- River View
- Leonardtown Middle School Rated A-
- Fishing Allowed
- Traditional Floor Plan
About This Home
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.
Listing Agent
(410) 535-6291 mdavis@davispalumbo.com RE/MAX One Brokerage Phone: 4105356291 Listed on: 03/13/2026
Co-Listing Agent
(410) 535-6291 mdavis@davispalumbo.com RE/MAX One Brokerage Phone: 4105356291 License #670082
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,220
Year Built
- Built in 1950
Lot Details
- 7,893 Sq Ft Lot
- 50 Feet of Waterfront
- Home fronts navigable water
- No Through Street
- Cleared Lot
- Property is zoned RPD
Parking
- Driveway
Home Design
- Bungalow
- Slab Foundation
- Asphalt Roof
- Stucco
Interior Spaces
- 1,018 Sq Ft Home
- Property has 1 Level
- Traditional Floor Plan
- Combination Kitchen and Living
- Dining Room
- Sun or Florida Room
- River Views
- Stove
Flooring
- Wood
- Vinyl
Bedrooms and Bathrooms
- 2 Main Level Bedrooms
- 1 Full Bathroom
Laundry
- Laundry Room
- Dryer
- Washer
Outdoor Features
- Access to Tidal Water
- Private Water Access
- River Nearby
- Personal Watercraft
- Waterski or Wakeboard
- Swimming Allowed
- Powered Boats Permitted
Location
- Flood Risk
Schools
- Leonardtown Middle School
- Leonardtown High School
Utilities
- Cooling System Mounted In Outer Wall Opening
- Forced Air Heating System
- Heating System Uses Oil
- Heating System Powered By Owned Propane
- Well
- Electric Water Heater
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Tax Lot 2
- Assessor Parcel Number 1903021165
Community Details
Overview
- No Home Owners Association
- Brubachers Subdivision
Recreation
- Fishing Allowed
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $3,754 | $341,067 | $0 | $0 |
| 2025 | $3,754 | $335,500 | $278,300 | $57,200 |
| 2024 | $3,633 | $330,867 | $0 | $0 |
| 2023 | $3,478 | $326,233 | $0 | $0 |
| 2022 | $3,429 | $321,600 | $278,300 | $43,300 |
| 2021 | $3,424 | $321,367 | $0 | $0 |
| 2020 | $3,420 | $321,133 | $0 | $0 |
| 2019 | $3,416 | $320,900 | $278,300 | $42,600 |
| 2018 | $3,414 | $320,900 | $278,300 | $42,600 |
| 2017 | $3,395 | $320,900 | $0 | $0 |
| 2016 | -- | $321,800 | $0 | $0 |
| 2015 | $3,591 | $321,800 | $0 | $0 |
| 2014 | $3,591 | $321,800 | $0 | $0 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/21/2026 04/21/26 | Price Changed | $450,000 | -10.0% | $442 / Sq Ft |
| 03/13/2026 03/13/26 | For Sale | $500,000 | -- | $491 / Sq Ft |
Source: Bright MLS
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- | |
| Deed | $59,378 | -- | |
| Deed | -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $309,874 | Unknown |
Source: Public Records
About the Listing Agent
Following business experience for the past decade, real estate is the best job I have ever had. I love meeting new people and finding the perfect home. Clients come first and I believe in building these relationships to last. I am pleased to have received the RE/MAX Hall Of Fame, RE/MAX Lifetime Achievement Award, Chairman Award, Titan Award, and Diamond Award. Call or Text me, I'll take good care of you! Connie Fitzgerald
Connie's Other Listings
-
$469,000 Coming Soon Sep 4
- 4 Beds
- 2.5 Baths
- 2,304 Sq Ft
- 39349 Great Saint Thomas Ln
- Mechanicsville, MD
Source: Bright MLS
MLS Number: MDSM2029666
APN: 03-021165
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