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Leonardtown, MD Homes for Sale — Page 2 | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Leonardtown, MD

Homes for Sale in Leonardtown, MD

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16 of 40 Listings
Map

Homes for Sale in Leonardtown, MD

16 of 40 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 18800 McKays Beach Rd — photoPrice Reduced16Active

    $350,000

    3 bd · 2 ba · 1,667 sqft

    18800 McKays Beach Rd, Leonardtown, MD

    Michael C Coughlan · RE/MAX One

  2. 43954 Main Way Rd — photo28Active

    $469,900

    3 bd · 3 ba · 1,691 sqft

    43954 Main Way Rd, Leonardtown, MD

    Daniel W Martin · Keller Williams Flagship

  3. 23591 Margrave Dr — photoPrice Reduced74Active

    $649,000

    5 bd · 4 ba · 4,051 sqft

    23591 Margrave Dr, Leonardtown, MD

    Heather Leigh Foster · RE/MAX One

  4. 23636 Gunnell Dr — photoPrice Reduced40Active

    $559,900

    4 bd · 3 ba · 2,948 sqft

    23636 Gunnell Dr, Leonardtown, MD

    Marie Hankinson · EXP Realty, LLC

  5. 23628 Belmar Dr — photoPrice Reduced90Active

    $715,000

    5 bd · 4 ba · 4,834 sqft

    23628 Belmar Dr, Leonardtown, MD

    Heather Leigh Foster · RE/MAX One

  6. 22393 Saint Clements Ave — photoPrice Reduced56Active

    $738,997

    4 bd · 4 ba · 2,097 sqft

    22393 Saint Clements Ave, Leonardtown, MD

    Alyson Anderson I · Allfirst Realty, Inc.

  7. 42084 Wildflower Dr — photo33Active

    $629,900

    4 bd · 3 ba · 3,072 sqft

    42084 Wildflower Dr, Leonardtown, MD

    Laura Lee Hefley · RE/MAX One

  8. Lot 157 - 23640 Dragonfly Ln — photo13Active

    $454,900

    4 bd · 4 ba · 2,571 sqft

    Lot 157 - 23640 Dragonfly Ln, Leonardtown, MD

    Laura Lee Hefley · RE/MAX One

  9. Lot 156 - 23634 Dragonfly Ln — photo9Active

    $454,900

    4 bd · 4 ba · 2,554 sqft

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD

    Laura Lee Hefley · RE/MAX One

  10. 42249 Saint Johns Rd — photoPrice Reduced15Active

    $374,900

    3 bd · 2 ba · 1,161 sqft

    42249 Saint Johns Rd, Leonardtown, MD

    Jason S. Gregg · CENTURY 21 New Millennium

  11. 41620 Church St — photoPrice Reduced70Active

    $389,000

    3 bd · 2 ba · 1,728 sqft

    41620 Church St, Leonardtown, MD

    Chanel Li · Evergreen Properties

  12. 40115 Combs Creek Way — photoPrice Reduced89Active

    $1,590,000

    5 bd · 4 ba · 2,993 sqft

    40115 Combs Creek Way, Leonardtown, MD

    Diana Washabaugh · CENTURY 21 New Millennium

  13. 20798 Waterside Dr — photoPrice Reduced33Active

    $450,000

    2 bd · 1 ba · 1,018 sqft

    20798 Waterside Dr, Leonardtown, MD

    Connie M. Fitzgerald · RE/MAX One

  14. Lot 140 - 23659 Dragonfly Ln — photo21Active

    $449,900

    4 bd · 4 ba · 2,604 sqft

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD

    Laura Lee Hefley · RE/MAX One

  15. 19700 Mulberry Fields Rd — photoPrice Reduced140Active

    $15,000,000

    6 bd · 5 ba · 5,500 sqft

    19700 Mulberry Fields Rd, Leonardtown, MD

    Kornelia Stuphan · Long & Foster Real Estate, Inc.

  16. Bayside Rd — photo30Active

    $1,750,000

    4 bd · 2 ba · 2,130 sqft

    Bayside Rd, Leonardtown, MD

    Larry J Haley · Haley Family Realty

12

Explore Leonardtown homes

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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. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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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 Realty.com 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 Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-14 20:04:34 UTC
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    Call Thomas

    Leonardtown, MD community profile

    Population
    4,615
    Median income
    $125,466
    Housing units
    1,635
    People per sq. mi.
    43.8
    Area
    105.3 sq. mi.

    Source: HJN community data

    Leonardtown housing market

    August 2026 · This period is still settling

    Leonardtown 12-month median sale price trend

    Selling at 100.8% of asking price

    Buyers here are paying above asking. MLS · 12 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 26, 2026

    Median sale price
    $461,000$453,650–$580,758 typical range
    Price per sq. ft.
    $239
    Sales
    19
    Paid in cash
    15.8%

    Homes on the market · MLS, as of Aug 31, 2026

    Median list price
    $612,400
    Homes for sale
    40
    Median days on market
    7 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -13.5%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    2,221 sq. ft.

    Nearby areas

    ZIP codes

    • 20646 (114)
    • 20601 (96)
    • 20603 (90)
    • 20695 (89)
    • 20657 (81)
    • 20602 (64)
    • 20639 (51)
    • 20653 (44)

    Cities

    • Waldorf (250)
    • La Plata (114)
    • White Plains (89)
    • Lusby (81)
    • Huntingtown (51)
    • Lexington Park (44)
    • Mechanicsville (40)
    • Prince Frederick (31)