20798 Waterside Dr, Leonardtown, MD 20650
Local realty services provided by:ERA OakCrest Realty, Inc.
20798 Waterside Dr,Leonardtown, MD 20650
$450,000
- 2 Beds
- 1 Baths
- 1,018 sq. ft.
- Single family
- Active
Listed by: connie m. fitzgerald, michael fitzgerald, ii
Office: re/max one
MLS#:MDSM2029666
Source:BRIGHTMLS
Price summary
- Price:$450,000
- Price per sq. ft.:$442.04
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....
Contact an agent
Home facts
- Year built:1950
- Listing ID #:MDSM2029666
- Added:64 day(s) ago
- Updated:May 03, 2026 at 01:36 PM
Rooms and interior
- Bedrooms:2
- Total bathrooms:1
- Full bathrooms:1
- Flooring:Hardwood, Vinyl, Wood
- Dining Description:Dining Room
- Kitchen Description:Combination Kitchen/Living, Refrigerator, Stove
- Bedroom Description:Entry Level Bedroom
- Living area:1,018 sq. ft.
Heating and cooling
- Cooling:Wall Unit
- Heating:Forced Air, Oil, Propane - Owned
Structure and exterior
- Roof:Asphalt
- Year built:1950
- Building area:1,018 sq. ft.
- Lot area:0.18 Acres
- Lot Features:Cleared, No Thru Street
- Architectural Style:Bungalow
- Construction Materials:Stucco
- Foundation Description:Slab
- Levels:1 Story
Schools
- High school:LEONARDTOWN
- Middle school:LEONARDTOWN
Utilities
- Water:Well
- Sewer:Septic Exists
Finances and disclosures
- Price:$450,000
- Price per sq. ft.:$442.04
- Tax amount:$3,220 (2025)
Features and amenities
- Laundry features:Dryer, Laundry, Washer
- Amenities:Cable TV Available
New listings near 20798 Waterside Dr
- Coming Soon
$559,900Coming Soon3 beds 3 baths23008 Hopton Ln, LEONARDTOWN, MD 20650
MLS# MDSM2031024Listed by: RE/MAX ONE - New
$629,000Active5 beds 5 baths2,756 sq. ft.43430 Browns Ln, LEONARDTOWN, MD 20650
MLS# MDSM2031020Listed by: RESIDENTIAL PLUS REAL ESTATE SERVICES
$449,900Pending4 beds 4 baths2,554 sq. ft.Lot 134 - 23685 Weeping Willow Way, LEONARDTOWN, MD 20650
MLS# MDSM2031008Listed by: RE/MAX ONE
$449,900Pending4 beds 4 baths2,554 sq. ft.Lot 158 - 23646 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2031014Listed by: RE/MAX ONE- New
$449,900Active4 beds 4 baths2,554 sq. ft.Lot 136 - 23673 Weeping Willow Way, LEONARDTOWN, MD 20650
MLS# MDSM2031006Listed by: RE/MAX ONE - New
$485,000Active4 beds 3 baths1,862 sq. ft.22394 White Oak Rd, LEONARDTOWN, MD 20650
MLS# MDSM2030988Listed by: KW METRO CENTER - Coming Soon
$649,900Coming Soon5 beds 4 baths42032 Starlight Dr, LEONARDTOWN, MD 20650
MLS# MDSM2030894Listed by: CENTURY 21 NEW MILLENNIUM - New
$399,900Active3 beds 2 baths1,161 sq. ft.42249 Saint Johns Rd, LEONARDTOWN, MD 20650
MLS# MDSM2030902Listed by: CENTURY 21 NEW MILLENNIUM - New
$699,900Active3 beds 2 baths1,636 sq. ft.42195 White Point Beach Rd, LEONARDTOWN, MD 20650
MLS# MDSM2030794Listed by: FRANZEN REALTORS, INC.
$449,900Pending4 beds 4 baths2,604 sq. ft.Lot 144 - 23635 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2030872Listed by: RE/MAX ONE