MLS: #MDSM2029666, Listed By: Connie Fitzgerald, RE/MAX One, Source:Bright MLS
20798 Waterside Drive
LEONARDTOWN, MD 20650
2
Bed
1
Bath
1,018Sqft
0.18Acre(Lot)
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 D
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 2Bathroom Information
Total Baths: 1 Full Baths: 1 -
Flooring Information
Hardwood, Vinyl, Wood -
Roofing Information
Asphalt -
Interior Features
Roof: Asphalt Appliances: Cooktop, Electric Water Heater, Refrigerator, Washer, Dryer Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Oil, Propane, Forced Air, Other Has Cooling: Yes Cooling: Wall Unit(s), Electric Water front: 1
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Building Information
Year Built: 1950 Building Area Total: 1018 Construction Materials: Stucco Stories: 1 Frontage Length: 50 Pool Features: None Private Pool: No Water front Features: River Front View: Water, River
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Lot Information
Lot Size Acres: 0.18 Lot Size Source: Assessor Lot Size Square Feet: 7893 Lot Description: Cleared, WaterfrontProperty Information
Subdivision: BRUBACHERS Source Property Type: Residential Postal Code Plus 4: 4422 Property SubType: Single Family Residence Levels: One Property Age: 76
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Listing Price Information
Listing Price: $450000
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Tax Information
Parcel Number: 1903021165 Tax Lot: 2 Tax Year: 2025 Annual Tax: $3220
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Parking Information
DrivewayGarage Information
Pets Allowed: Cats OK, Dogs OK, Yes
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School Information
Elementary School:Junior High School: LEONARDTOWNSenior High School: LEONARDTOWN -
Utility Information
Cable Available -
Location Information
Direction: From Leonardtown, Turn onto Medleys Neck Rd, Turn (R) onto Breton Beach Rd, Turn (R) Waterside Dr, House is straight ahead. #20798 Waterside Dr WaterSource: Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| Bayside Road, Leonardtown, MD, 20650 | $1,750,000 | 4 | 2 | 2,130 | 2,130 SqFt |
| 44798 Medleys Neck Road, Leonardtown, MD, 20650 | $772,000 | 4 | 5 | 3,000 | 3,000 SqFt |
| 18866 Russell Road, Leonardtown, MD, 20650 | $450,000 | 3 | 2 | 1,128 | 1,128 SqFt |
| 21983 Point Lookout Road, Leonardtown, MD, 20650 | $379,900 | 3 | 2 | 1,144 | 1,144 SqFt |
| 19700 Mulberry Fields R.., Leonardtown, MD, 20650 | $20,000,000 | 6 | 5 | 13,458 | 13,458 SqFt |
| 43430 Browns Lane, Leonardtown, MD, 20650 | $605,000 | 5 | 5 | 2,756 | 2,756 SqFt |
| 42520 Riverwinds Drive, Leonardtown, MD, 20650 | $1,999,999 | 4 | 2 | 2,744 | 2,744 SqFt |
| 42195 White Point Beach.., Leonardtown, MD, 20650 | $699,900 | 3 | 2 | 1,636 | 1,636 SqFt |
| 42032 Starlight Drive, Leonardtown, MD, 20650 | $653,000 | 5 | 4 | 4,340 | 4,340 SqFt |
| 42249 Saint Johns Road, Leonardtown, MD, 20650 | $399,900 | 3 | 2 | 1,161 | 1,161 SqFt |
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Nearby For Sale
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.
ByOwner last updated this listing 06/08/2026 @ 20:38
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