#MDSM2025256, James Hayden, Listing office: RE/MAX Realty Group
41699 Courthouse Dr Leonardtown, MD 20650
Property details
About 41699 Courthouse Dr
Welcome to 41699 Courthouse Drive, a well-maintained home tucked away on a private lot in the heart of historic Leonardtown. Offering comfort, space, and small-town charm, this property is perfectly positioned with no HOA, public water and sewer, and easy access to everything Leonardtown has to offer. Inside, you’ll find a bright kitchen with plenty of cabinetry, an inviting dining area, and a spacious living room — freshly updated with new carpet and ready for entertaining. The home has been lovingly cared for, with the original stove, refrigerator, HVAC, and roof all in working condition. For added peace of mind, a Home Warranty will be included. Upstairs, the primary suite offers a relaxing retreat with a full bath, while additional bedrooms provide flexibility for family, guests, or a home office. The unfinished basement offers excellent storage and future potential, with framing and a bathroom rough-in already in place — a great opportunity for buyers looking to add value over time. The property sits on a private lot with no HOA restrictions, giving you freedom to enjoy your space as you wish. Public water and sewer provide convenience, while the location places you just minutes from Leonardtown Square’s shops, dining, waterfront activities, and community events. A rare find in such a sought-after location, 41699 Courthouse Drive is move-in ready and offers room to personalize and grow. Don’t miss your chance to make this charming Leonardtown property your next home — schedule your showing today!
Highlights
(COMING SOON)
Summary
- Full Bathrooms: 3
- Appliances: Dishwasher, Exhaust Fan, Microwave, Oven, Electric Range, Refrigerator, Dryer, Washer
- Basement: Yes
- Flooring Type: Carpet, Laminate Plank, Vinyl
- Interior: Attic, Breakfast Area, Kitchen - Island, Chair Railings, Crown Moldings, Entry Level Bedroom, Upgraded Countertops, Primary Bath(s), Wood Floors
- Total Bedroom Count: 5
- Garage Space: 2 spaces
- Parking: Garage Door Opener, Gravel Driveway, Off Street,Attached Garage,Driveway
- Architectural Style: Colonial
- Heating: Heat Pump
- Cooling: Heat Pump
- List Price: $525,000
- Price/SqFt: $216
- Annual Tax Amount: $3,998
- Tax Year: 2024
- Lot: Trees
- Directions: GPS is accurate.
- Year Built: 2012
- Stories: 2
- Living Area: 2,420 SqFt
- Municipality: Leonardtown
- Lot Size: 0.38 Acres
- MLS Number: MDSM2025318
- MLS Name: BRIGHT
- Office Name: CENTURY 21 New Millennium
- Office Phone: (301) 862-2169
- Office Email: tommy.higgins@c21nm.com
- Listing Agent: Bill Oosterink
- Agent Phone: (301) 904-8251
- Agent Email: bill@somddreamhome.com
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: 6/17/2025, 12:45:30 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹

$525,000
41699 Courthouse Dr
$6,234
closing credit¹
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
Date | Event | Price |
---|---|---|
May 24, 2013 | Home Sold | $353,750 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2024 | $367,233 | $3,998 |
2023 | $342,767 | $3,998 |
2022 | $318,300 | $3,458 |
2021 | $315,533 | $3,049 |
2020 | $312,767 | $3,274 |
2018 | $310,000 | $3,243 |
2017 | $310,000 | $3,224 |
History based on county public records data.
Nearby schools
7
Leonardtown Elementary School
Public District PK-5
0.6 mi
•22885 Duke St
6
Captain Walter Francis Duke Elementary School
Public District PK-5
1.8 mi
•23595 Hayden Farm Ln
6
Benjamin Banneker Elementary School
Public District PK-5
3.7 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 $44,188. The majority of Leonardtown, MD residents have income less than $<35k annually. Most families are single, no kids. The majority of residents in this area have high school diploma education.
Similar homes for sale
Frequently asked questions
About 41699 Courthouse Dr
The listing price of 41699 Courthouse Dr property is $525,000.
The property 41699 Courthouse Dr is a house located in Leonardtown, Maryland, 20650.
Coming Soon: 41699 Courthouse Dr is Coming Soon. This listing has not previously been on the market, but will be on the market soon (no showings are allowed yet). A listing contract has been executed.
The nearby schools for 41699 Courthouse 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), Esperanza Middle School (GreatSchools Rating 7/10), 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 $3,998 (source: MLS/based on county public records data).
The last sale was on May 24, 2013 for $353,750 (source: MLS/tax record).
The property at 41699 Courthouse Dr has 5 bedrooms and 3 bathrooms.
The property 41699 Courthouse Dr is 2,420 SqFt (source: MLS/tax record).
The year of construction for 41699 Courthouse Dr is 2012.
This home is located at 41699 Courthouse Dr in Leonardtown, MD and zip code 20650. This 2,420 square foot home, which was built in 2012, sits on a 0.38 acre lot. Features: 5 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 6, 2025 and is currently priced at $525,000.
The number of listings in Leonardtown, MD increased by 64.1% between April and May 2025. The median list price of listings available in May 2025 was $630,000, while the average time on the real estate market was 121 days.