21515 Our Drive Way, Leonardtown, MD 20650 - Photo 1

1/1

$492,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1,848 Sq. Ft.
2 Car Garage

1/1

Property Description

Charming 4 bedroom 2 full bath Cape Cod on a 5.27 acre lot in Leonardtown! This adorable home is ready for a new owner just in time for the holidays. As you drive up to the house the expansive lot opens up to the beautiful front porch and entry into the home. Hard wood floors throughout the main level. The living room is spacious and has a brick fireplace with a wood insert. Perfect for cozy evenings. The updated kitchen includes stainless steel appliances, granite counters with peninsula seating and dining area. The sliders open to the back covered deck. This is definitely a show stopper with its rough sawn kiln dried poplar ceiling. The views from the back covered deck are amazing. Peaceful morning coffee or an evening cocktail will be the best ways to start and end your day! The deck leads down to a brick patio and walk way. There is also a shed for tool storage. The main level of the home has 2 bedrooms and a full bathroom. The laundry room is located on the main level. The upper level of the home has 2 additional large bedrooms and a full bathroom. The detached 2 car garage w/storage and a tractor shed give you plenty of space for a parking, a workshop and more. Conveniently located near schools, shopping and local area amenities. Schedule your online appointment today.

Full Property Details

Full Property Details for 21515 Our Dr Way

General

Sold For: $492,000
Taxes: $2,942 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDSM2027790
Added to Site: 89 day(s) ago

Interior

Interior Features: Breakfast Area, Carpet, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Traditional, Upgraded Countertops, Wood Floors
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Insert
Appliances: Dishwasher, Dryer, Exhaust Fan, Icemaker, Refrigerator, Stove, Washer

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Upper Floor Baths: 1
Upper - Full Baths: 1
Main Floor Baths: 1
Main - Full Baths: 1

Bedrooms

Total Bedrooms: 4
Bedrooms Upper: 2
Bedrooms Main & Up: 2

Other Rooms

Laundry: Main Floor

Parking

Garage: Yes
Garage Spaces: 2
Total Spaces: 6
Parking Type: Driveway, Detached Garage
Garage Description: Garage - Front Entry, Garage Door Opener, Additional Storage Area

Location

County: SAINT MARYS
Driving Directions: From Leonardtown High School follow Point Lookout Road to left onto Our Drive Way.

School Information

School District: St. Mary's County Public Schools

Heating & Cooling

Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric
Water Heater: Electric

Utilities

Sewer: Septic Exists
Water: Well

Structural Information

Architectural Style: Cape Cod
Structure Type: Detached
Construction: Vinyl Siding
Foundation: Crawl Space
Stories Description: Main, Upper 1
Square Feet: 1,848
Sq. Ft. Source: Assessor
Living Area: 1,848 Sq. Ft.
Finished Above Grnd: 1,848 Sq. Ft.
Year Built: 1988
Year Built Source: Assessor

Additional Structures

Other Structures: Shed

Lot Features

Lot Size (Acres): 5.27
Lot Size (Sq. Ft.): 229,561
Lot Size Source: Assessor
Zoning: RPD

Financial Considerations

Price Per Sq. Ft.: $262.45
Assessment Year: 2025
County Tax: $2,942
County Tax Freq: Annually
Tax w/Assessment: $319,600
Tax Amount: $2,942
Tax Year: 2025
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 1848

Disclosures and Reports

Ownership: Fee Simple
Lot Number: 8A-1

Listed by CENTURY 21 New Millennium, Kelly D Padgett and CENTURY 21 New Millennium, Karen M Alford-Brooks
Sold by CENTURY 21 New Millennium, Theresa L Haffer

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code *

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Listing agents

— 21515 Our Dr Way —

Kelly D Padgett

CENTURY 21 New Millennium
Karen M Alford-Brooks

CENTURY 21 New Millennium

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 21515 Our Dr Way

School District:St. Marys County Public Schools

Name	Grades	Distance
Leonardtown Elementary School 22885 Duke Street, Leonardtown, MD 20650	PK-5	3.4 mi
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650	6-8	1.3 mi
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650	9-12	0.9 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21515 Our Dr Way

Date

Details

Price

Change

Source

11/21/2025

Sold

$492,000

1.44%

MLS

10/20/2025

Listed

$485,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

44556 Aspen Ln, California, MD 20619 - Photo 1

Just Listed

$599,900

44556 Aspen Ln California, MD 20619

Single Family
Active
Updated 6 days ago

7
Beds
4
Total Baths
4,080
Sq. Ft.

Listed by Paragon Real Estate Group, LLC, Olive M Kelsey

22976 Sycamore Hollow Dr, California, MD 20619 - Photo 1

Just Listed

$365,000

Open House

22976 Sycamore Hollow Dr California, MD 20619

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,290
Sq. Ft.

Listed by O'Brien Realty ERA Powered, Terri Lynn Hamrick

23311 Sugar Maple Ct, California, MD 20619 - Photo 1

Just Listed

$179,900

23311 Sugar Maple Ct #4B (816) California, MD 20619

Condo
Active
Updated 1 day ago

1
Bed
1
Total Bath
759
Sq. Ft.

Listed by CENTURY 21 New Millennium, Jan N Barnes

36061 Roosevelt Blvd, Chaptico, MD 20621 - Photo 1

Just Listed

$199,900

36061 Roosevelt Blvd Chaptico, MD 20621

Single Family
Active
Updated 17 hours ago

3
Beds
2
Total Baths
1,780
Sq. Ft.

Listed by Epique Realty, Nathaniel Xavier Arnold

24502 Three Notch Rd, Hollywood, MD 20636 - Photo 1

Price Reduced

-$250 (-14.29%)

$1,500

24502 Three Notch Rd #A Hollywood, MD 20636

Commercial Lease
Active

Listed by The Southside Group Real Estate, William Rabbitt

24984 Forrest Cove Way, Hollywood, MD 20636 - Photo 1

Price Reduced

-$25,500 (-10%)

$229,500

24984 Forrest Cove Way Hollywood, MD 20636

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
3,344
Sq. Ft.

Listed by Classic Select Inc, Christopher A White Jr.

43447 Drum Cliff Rd, Hollywood, MD 20636 - Photo 1

Price Reduced

-$5,000 (-0.75%)

$660,000

43447 Drum Cliff Rd Hollywood, MD 20636

Single Family
Active
Updated 13 hours ago

3
Beds
2
Total Baths
3,684
Sq. Ft.

Listed by Douglas Realty LLC, Mackenzie Ryan Davis

43979 Drum Cliff Rd, Hollywood, MD 20636 - Photo 1

Price Reduced

-$100,000 (-16.67%)

$499,900

43979 Drum Cliff Rd Hollywood, MD 20636

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
3,140
Sq. Ft.

Listed by CENTURY 21 New Millennium, Kenneth W Phipps

21056 Woodmere Dr, Leonardtown, MD 20650 - Photo 1

Sold

$500,000

21056 Woodmere Dr Leonardtown, MD 20650

Single Family
Closed

4
Beds
3
Total Baths
3,255
Sq. Ft.

Listed by Coldwell Banker Jay Lilly Real Estate, Kathryn M Mausen
Sold by RE/MAX Realty Group, James Hayden

21158 Marigold St, Leonardtown, MD 20650 - Photo 1

Sold

$520,000

21158 Marigold St Leonardtown, MD 20650

Single Family
Closed

4
Beds
3
Total Baths
2,788
Sq. Ft.

Listed by Real Broker, LLC, Jarred Dezmond Green
Sold by CENTURY 21 New Millennium, Conor M Loughran

21137 Marigold St, Leonardtown, MD 20650 - Photo 1

Sold

$555,000

21137 Marigold St Leonardtown, MD 20650

Single Family
Closed

4
Beds
3
Total Baths
3,526
Sq. Ft.

Listed by District Pro Realty, shem isaiah varhaftik and District Pro Realty, Manuel A Gutierrez
Sold by CENTURY 21 New Millennium, Patrick Deighan and CENTURY 21 New Millennium, Andrew Shemeta

20814 Deer Wood Park Dr, Leonardtown, MD 20650 - Photo 1

Sold

$560,000

20814 Deer Wood Park Dr Leonardtown, MD 20650

Single Family
Closed

4
Beds
3
Total Baths
3,576
Sq. Ft.

Listed by CENTURY 21 New Millennium, Cynthia M Crispell and CENTURY 21 New Millennium, Carolyn A Kalmus-Choporis
Sold by CENTURY 21 New Millennium, Carolyn A Kalmus-Choporis

21515 Our Drive Way, Leonardtown, MD 20650 (MLS# MDSM2027790) is a Single Family property that was sold at $492,000 on November 21, 2025. Want to learn more about 21515 Our Drive Way? Do you have questions about finding other Single Family real estate for sale in Leonardtown? You can browse all Leonardtown real estate or contact a Coldwell Banker agent to request more information.

21515 Our Dr Way Leonardtown, MD 20650