$519,400
- 1 Bed
- 2 Baths
- 1,168 sqft
20802 Waterside Dr, Leonardtown, MD 20650
Currently Off Market - Sold Sep 16, 2003 for $269,000
Home Value
Trulia Estimate
$519KSince last month
Increased$400 (+0.1%)Since last year
Increased$29K (+5.9%)Since last sale
Increased$250K (+93.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +41% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $519K |
| August 2026 | $517K |
| July 2026 | $519K |
| June 2026 | $520K |
| May 2026 | $511K |
| April 2026 | $495K |
| March 2026 | $484K |
| February 2026 | $484K |
| January 2026 | $484K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.56 | Single-Family Home | $350,000 | 11/04/25 | 3 | 2 | 1,344 | |
0.80 | Single-Family Home | $1,215,200 | 12/10/25 | 3 | 2.5 | 3,052 | |
1.71 | Single-Family Home | $461,000 | 08/20/26 | 3 | 2 | 2,196 | |
1.92 | Single-Family Home | $485,000 | 11/14/25 | 3 | 2 | 1,488 | |
1.91 | Single-Family Home | $540,000 | 07/16/26 | 3 | 2 | 3,014 | |
1.91 | Single-Family Home | $487,000 | 02/27/26 | 4 | 2.5 | 1,952 | |
2.20 | Single-Family Home | $459,900 | 06/17/26 | 3 | 2 | 1,368 | |
2.88 | Single-Family Home | $315,000 | 04/10/26 | 2 | 2 | 1,008 | |
1.81 | Single-Family Home | $961,000 | 05/28/26 | 3 | 3 | 2,490 | |
1.93 | Single-Family Home | $610,000 | 11/21/25 | 4 | 2.5 | 2,860 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.01 | $450,000 | 2 | 1 | 1,018 | For Sale | |
0.10 | - | - | - | - | Off Market | |
0.15 | $680,300 | 3 | 2 | 1,836 | Off Market | |
0.17 | $563,300 | 2 | 1 | 1,296 | Off Market | |
0.35 | - | - | - | - | Off Market | |
0.56 | $176,700 | - | - | - | Off Market | |
0.61 | $612,200 | 2 | 2 | 1,144 | Off Market | |
0.66 | $1,716,100 | 5 | 4.5 | 6,814 | Off Market | |
0.80 | $1,215,200 | 3 | 2.5 | 3,052 | Recently Sold | |
1.47 | $799,400 | 3 | 2.5 | 1,620 | Off Market | |
1.47 | $557,400 | 2 | 1 | 1,189 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1952
1,168 sqft
$445/sqft
About this House
WATERFRONT COTTAGE WITH IMPRESSIVE VIEWS OF BRETON BAY & POTOMAC RIVER. PRIVATE PIER WITH BOAT LIFT. LARGE SCREENED PORCH. PERGO FLOORS THROUGHOUT. 1 BEDROOM WITH SEPARATE DEN AND OFFICE ON 2ND LEVEL. MAX OF 2 PEOPLE.
20802 Waterside Dr, Leonardtown, MD 20650 is a 1 bedroom, 2 bathroom, 1,168 sqft single-family home built in 1952. It last sold for $269,000 on Sep 16, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $519,400, with a rent estimate of $1,594/month.
Home Details for 20802 Waterside Dr
|
|---|
Heating & Cooling Heating: ElectricHeating Fuel: Electric |
Levels, Entrance, & Accessibility Stories: 1.5 |
Fireplace & Spa Fireplace |
|
|---|
Exterior Home Features Roof: Shake ShingleExterior: OtherFoundation Type: Piers |
|
|---|
Year Built Year Built: 1952 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 8011 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 16, 2003 Source: N/A | Sold | $269,000 |
Jan 17, 1995 Source: N/A | Sold | $80,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $4,393 | $395,300 |
Home facts updated by county records
Market trends in Leonardtown
Last updated August 2026
Avg. sale price
โ
Sale-to-List Price
โ
Price per sq ft
โ
Available listings
40
7MoM
Around this home
What Locals Say about Leonardtown
At least 38 Trulia users voted on each feature.
91 % Say parking is easy
91 % Say yards are well-kept
86 % Say people would walk alone at night
86 % Say kids play outside
86 % Say car is needed
85 % Say it's dog friendly
76 % Say there's holiday spirit
72 % Say it's quiet
62 % Say there are sidewalks
61 % Say streets are well-lit
60 % Say they plan to stay for at least 5 years
58 % Say there's wildlife
51 % Say neighbors are friendly
43 % Say it's walkable to restaurants
42 % Say there are community events
14 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 20802 Waterside Dr
- What is 20802 Waterside Dr estimated to be worth?Trulia's estimated value for 20802 Waterside Dr in Leonardtown, MD is $519,400.
- What is the price history for 20802 Waterside Dr?20802 Waterside Dr in Leonardtown, MD last sold for $269,000 in September 2003.
- Is Leonardtown a buyer's or seller's market?Leonardtown is currently a seller's market, based on recent for-sale activity.
- What do residents say about Leonardtown?Residents describe Leonardtown, MD as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Leonardtown, MD.
- How big is the lot at 20802 Waterside Dr?The lot at 20802 Waterside Dr in Leonardtown, MD is about 0.18 acres (8,011 sq ft).