Recently Viewed Properties
84 Results

Leonardtown, MD Recent Home Sales

Add

Oops! We need you to add a location.
more
Selecting these elements will cause content on the page to be updated. Near by
NEARBY
    Selecting these elements will cause content on the page to be updated. History
    HISTORY
      Filters
      Selection will refresh the page with new results. properties
      —
      Selection will refresh the page with new results.
      Selection will refresh the page with new results. properties
      Property Type
      PRICE
      to
      BEDROOMS
      BATHROOMS
      STATUS (only include)
      Lot Sizeto
      FEATURES

      Add

      Max keywords reached
      Hide Map
      Order By
      84 Results
      Order By

      Use previous and next buttons to navigate

      20919 Ridge Path Way, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      20919 Ridge Path Way  Leonardtown, MD 20650

      $549,000
      • Single Family
      • Closed
      • MLS # MDSM2025994
      • 4
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,465
        Sq. Ft.
      Listed by Infinitas Realty Group, Matthew A Burgan
      Sold by RE/MAX One, Katherine Dean

      Use previous and next buttons to navigate

      20591 Chestnut Ridge Dr, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      20591 Chestnut Ridge Dr  Leonardtown, MD 20650

      $599,900
      • Single Family
      • Closed
      • MLS # MDSM2025274
      • 5
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,337
        Sq. Ft.
      • 2
        Car Garage
      Listed by EXP Realty, LLC, Lauren Coble Garner
      Sold by Infinitas Realty Group, Matthew A Burgan

      Use previous and next buttons to navigate

      20413 Scarlet Tanager Way, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      20413 Scarlet Tanager Way  Leonardtown, MD 20650

      $575,000
      • Single Family
      • Closed
      • MLS # MDSM2026816
      • 4
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 3,228
        Sq. Ft.
      • 2
        Car Garage
      Listed by CENTURY 21 New Millennium, Carolyn A Kalmus-Choporis and CENTURY 21 New Millennium, Cynthia M Crispell
      Sold by Coldwell Banker Jay Lilly Real Estate, Leonard E Ferris Sr.

      Use previous and next buttons to navigate

      41900 Nazareth Ct, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      41900 Nazareth Ct  Leonardtown, MD 20650

      $460,000
      • Single Family
      • Closed
      • MLS # MDSM2025890
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 3,622
        Sq. Ft.
      • 2
        Car Garage
      Listed by RE/MAX One, Marizel C Brewington
      Sold by RE/MAX One, Natalya P. Ford

      Use previous and next buttons to navigate

      23745 Bayside Rd, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      23745 Bayside Rd  Leonardtown, MD 20650

      $415,000
      • Single Family
      • Closed
      • MLS # MDSM2026368
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,688
        Sq. Ft.
      • 1
        Car Garage
      Listed by RE/MAX United Real Estate, Delaney I Burgess
      Sold by CENTURY 21 New Millennium, Ruth A Williams

      Use previous and next buttons to navigate

      41480 Whimsical Ct, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      41480 Whimsical Ct  Leonardtown, MD 20650

      $680,000
      • Single Family
      • Closed
      • MLS # MDSM2026470
      • 5
        Beds
      • 4
        Full Baths
      • 4
        Total Baths
      • 5,499
        Sq. Ft.
      • 2
        Car Garage
      Listed by Compass, Fran Slade
      Sold by RE/MAX One, Dawn F Riley

      Use previous and next buttons to navigate

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

      1/1

      20814 Deer Wood Park Dr  Leonardtown, MD 20650

      $560,000
      • Single Family
      • Closed
      • MLS # MDSM2027128
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 3,576
        Sq. Ft.
      • 2
        Car Garage
      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

      Use previous and next buttons to navigate

      21056 Woodmere Dr, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      21056 Woodmere Dr  Leonardtown, MD 20650

      $500,000
      • Single Family
      • Closed
      • MLS # MDSM2025686
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 3,255
        Sq. Ft.
      • 2
        Car Garage
      Listed by Coldwell Banker Jay Lilly Real Estate, Kathryn M Mausen
      Sold by RE/MAX Realty Group, James Hayden

      Use previous and next buttons to navigate

      23849 Point Lookout Rd, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      23849 Point Lookout Rd  Leonardtown, MD 20650

      $355,000
      • Single Family
      • Closed
      • MLS # MDSM2027204
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,092
        Sq. Ft.
      Listed by CENTURY 21 New Millennium, Francis Perry Hayden
      Sold by EXP Realty, LLC, Charlotte Long

      Use previous and next buttons to navigate

      22323 St Clements Ave, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      22323 St Clements Ave  Leonardtown, MD 20650

      $300,000
      • Single Family
      • Closed
      • MLS # MDSM2027160
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,200
        Sq. Ft.
      • 1
        Car Garage
      Listed by Infinitas Realty Group, Matthew A Burgan
      Sold by Compass, Kyle L Richards

      Use previous and next buttons to navigate

      41430 Whimsical Ct, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      41430 Whimsical Ct  Leonardtown, MD 20650

      $645,000
      • Single Family
      • Closed
      • MLS # MDSM2026418
      • 5
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 4,963
        Sq. Ft.
      • 2
        Car Garage
      Listed by Realty Navigator, April K Quinn
      Sold by RE/MAX One, Heather Leigh Foster

      Use previous and next buttons to navigate

      23348 Lindsay Dr, Leonardtown, MD 20650 - Photo 1
      Sold

      1/1

      23348 Lindsay Dr  Leonardtown, MD 20650

      $570,000
      • Single Family
      • Closed
      • MLS # MDSM2022602
      • 5
        Beds
      • 4
        Full Baths
      • 4
        Total Baths
      • 4,436
        Sq. Ft.
      • 2
        Car Garage
      Listed by Fairfax Realty Premier, Christi D. Turman-Rojas
      Sold by O'Brien Realty ERA Powered, Lisa Dawn Wood

      Find Recently Sold Homes in Leonardtown, MD

      Coldwell Banker Realty can help you find Leonardtown recently sold homes. Refine your Leonardtown recent sales search results by price, property type, bedrooms, baths and other features. Need more information? View our Leonardtown real estate offices and let us help you find recent sales you're looking for.

      School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

      Assurant Home Warranty logo

      Protect your home and budget from life’s surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans

      Coldwell Banker Realty and Guaranteed Rate Affinity, LLC share common ownership and because of this relationship the brokerage may receive a financial or other benefit. You are not required to use Guaranteed Rate Affinity, LLC as a condition of purchase or sale of any real estate. Operating in the state of New York as GR Affinity, LLC in lieu of the legal name Guaranteed Rate Affinity, LLC.

      Real estate agents affiliated with Coldwell Banker are independent contractor sales associates and are not employees of Coldwell Banker.

      © 2026 Coldwell Banker. All Rights Reserved. Coldwell Banker and the Coldwell Banker logos are trademarks of Coldwell Banker Real Estate LLC. The Coldwell Banker® System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act.

      Search options

      We can’t map any of the properties in your results.