$8,906 Closing Credit¹
#MDSM2023928, Dawn F Riley, Listing Office: RE/MAX One
$450,000 List price
20798 Waterside Dr Leonardtown, MD 20650
$5,344
Closing credit¹
2 beds
1 full
1,018 sqft
0.2 acres
$442 / sqft
House
Property details
About 20798 Waterside Dr
Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect 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!
Highlights
Home typeSingle Family Residence
HeatingForced Air, Other
StatusActive
(ACTIVE)
(ACTIVE)
CoolingWall Unit(s)
Size1,018 sqft
Lot size0.18 Acres
Year built1950
ParkingDriveway
MLS #MDSM2022922
ViewRiver
Summary
- Full Bathrooms: 1
- Appliances: Refrigerator, Stove, Washer, Dryer
- Basement: No
- Flooring Type: Hardwood, Vinyl, Wood
- Interior: Floor Plan - Traditional, Entry Level Bedroom, Combination Kitchen/Living
- Total Bedroom Count: 2
- Parking: Driveway
- View: River
- Architectural Style: Bungalow
- Heating: Forced Air, Other
- Cooling: Wall Unit(s)
- List Price: $450,000
- Price/SqFt: $442
- Annual Tax Amount: $3,477
- Tax Year: 2024
- Lot: Cleared
- Directions: From Leonardtown, Turn onto Medleys Neck Rd, Turn (R) onto Breton Beach Rd, Turn (R) Waterside Dr, House is straight ahead. #20798 Waterside Dr
- Year Built: 1950
- Stories: 1
- Living Area: 1,018 SqFt
- Lot Size: 0.18 Acres
- MLS Number: MDSM2022922
- MLS Name: BRIGHT
- Office Name: RE/MAX Closers
- Office Phone: (301) 472-4422
- Office Email: info@therealestateclosers.com
- Listing Agent: Connie M. Fitzgerald
- Agent Phone: (301) 672-1634
- Agent Email: conniefitzgerald@remax.net
Information Deemed Reliable But Not Guaranteed. 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 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 sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.
BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/3/2025, 3:20:29 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$450,000
20798 Waterside Dr
$5,344
closing credit¹
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Sep 30, 2002 | Home Sold | $59,380 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $330,867 | $3,477 |
| 2023 | $326,233 | $3,477 |
| 2022 | $321,600 | $3,086 |
| 2021 | $321,367 | $3,157 |
| 2020 | $321,133 | $3,419 |
| 2018 | $320,900 | $3,413 |
| 2017 | $320,900 | $3,394 |
History based on county public records data.
Nearby schools
7
Leonardtown Elementary School
Public District PK-5
4.7 mi
•22885 Duke St
6
Captain Walter Francis Duke Elementary School
Public District PK-5
5.8 mi
•23595 Hayden Farm Ln
6
Benjamin Banneker Elementary School
Public District PK-5
6.3 mi
•27180 Point Lookout Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $93,564. Most Leonardtown, MD residents have annual incomes between $100k-200k. Most families are married, with kids. Typical level of education for residents in this area is post secondary degree.
How much money do the neighbors make?
19%
<35k
34%
35k-100k
37%
100k-200k
10%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
21%
Single, No Kids
9%
Single, with Kids
32%
Married, No Kids
38%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
18%
<11 yrs old
13%
12-17 yrs old
13%
18-34 yrs old
48%
35-64 yrs old
8%
65+ yrs old
What do the neighbors do for fun?
Hunting
Figure Skating
NASCAR
Where do the neighbors shop?
Dick's Sporting Goods
Dillards
Wal-Mart
Where do the neighbors go to eat?
Texas Roadhouse
Cracker Barrel
Hardee's
What do the neighbors drive?
Subaru
Cadillac
Ram
What do the neighbors listen to?
New Country
News/Talk/Information
Classic Country
All data provided by Home Junction and Claritas
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Frequently asked questions
About 20798 Waterside Dr
The listing price of 20798 Waterside Dr property is $450,000.
The property 20798 Waterside Dr is a house located in Leonardtown, Maryland, 20650.
Active Listing: 20798 Waterside Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 20798 Waterside Dr are: Leonardtown Elementary School (GreatSchools Rating 7/10), Captain Walter Francis Duke Elementary School (GreatSchools Rating 6/10), Benjamin Banneker Elementary School (GreatSchools Rating 6/10), Leonardtown Middle School (GreatSchools Rating 7/10), Margaret Brent Middle School (GreatSchools Rating 8/10), Chesapeake Charter School (GreatSchools Rating 8/10), Leonardtown High School (GreatSchools Rating 6/10), Chopticon High School (GreatSchools Rating 5/10), Great Mills High School (GreatSchools Rating 4/10).
According to the records, the last property tax for 2024 is $3,477 (source: MLS/based on county public records data).
The last sale was on September 30, 2002 for $59,380 (source: MLS/tax record).
The property at 20798 Waterside Dr has 2 bedrooms and 1 bathroom.
The property 20798 Waterside Dr is 1,018 SqFt (source: MLS/tax record).
The year of construction for 20798 Waterside Dr is 1950.
This home is located at 20798 Waterside Dr in Leonardtown, MD and zip code 20650. This 1,018 square foot home, which was built in 1950, sits on a 0.18 acre lot. Features: 2 bedrooms, 1 bathroom. It has been listed on Rocket Homes since March 6, 2025 and is currently priced at $450,000.
In May 2025 in Leonardtown, MD there were 64.1% more homes for sale than in April. In May 2025, listings were on the market for 121 days. During the same period, the median list price in this real estate market was $630,000.
From Rocket Homes Real Estate and based on county public records data.