6

Leonardtown, MD Open Houses

Section Image
  • Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    /34

    $449,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650

    Homesite #101 Madison D3: ***ALMOST READY FOR MARCH DELIVERY***Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that

    Laura Bernth RE/MAX One

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
  • 41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    /63

    $620,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 4 Baths
    • 3,724 Sq Ft

    41377 Doctors Crossing Rd, Leonardtown, MD 20650

    Price Improvement! This adjustment creates a fantastic opportunity for buyers to own a well-maintained home — one of the largest in the subdivision. Schedule your showing today before it’s gone. Welcome home! 41377 Doctors Crossing Rd is a well-maintained home located in the sought-after Clark’s Rest community — where comfortable living meets a vibrant neighborhood lifestyle, with a POND just

    Minh Lofaso Keller Williams Realty/Lee Beaver & Assoc.

    41377 Doctors Crossing Rd, Leonardtown, MD 20650
  • Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    /35

    $449,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650

    Homesite #111 Madison D3: ****May Delivery***Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Bernth RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
  • Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    /35

    $449,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650

    Homesite #99 Madison D3: ****ALMOST READY FOR SPRING DELIVERY***Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that

    Laura Bernth RE/MAX One

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
  • 22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    /62

    $788,900 Open Sun 12PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    **BRAND NEW ROOF!** Experience refined waterfront living in this fully renovated rancher overlooking Saint Clements Bay. Originally built in 1966, this home has been thoughtfully reimagined with extensive structural, electrical, and plumbing upgrades—blending modern finishes with relaxed coastal charm. Set on a waterfront lot, the property features a private L-shaped pier (approx. 7’ water

    Ralph Harvey ListWithFreedom.com

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650
    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650
    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650
    /45

    $449,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650

    Homesite 110 Madison D1: *** May Delivery***Builder Incentive $12,500 in Closing Help with use of Preferred Lender & Title. Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level townhome offering 2,571 sq ft of beautifully finished living space. This interior unit features an

    Laura Bernth RE/MAX One

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650
Maryland St Marys County Leonardtown

Open Houses in Leonardtown, MD

Home Trends in Leonardtown, MD

On average, homes in Leonardtown, MD sell after 47 days on the market compared to the national average of 55 days. The median sale price for homes in Leonardtown, MD over the last 12 months is $538,750, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$538,750
Median Single Family Sale Price
$599,000
Median Townhouse Sale Price
$449,900
Average Price Per Sq Ft
$197
Number of Homes for Sale
31
Last 12 months Home Sales
166
Months of Supply
2.20
Median List Price
$545,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home

In Leonardtown, there are currently 6 open houses available for viewing. Whether you're actively buying your first home or simply interested in the local real estate market, attending an open house can offer valuable insights. Open houses are a great way to do your homework before buying by exploring properties in-person, discovering new information, comparing options, learning about the local market, and forming relationships with real estate agents. Check out the open houses in Leonardtown, MD today or take advantage of upcoming open houses this weekend to find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group