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Leonardtown, MD
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2,710 Sold Properties

2,710 Sold Properties

The average price in the selected areas has remained stable. Learn more
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20837 CAMP COSOMA RD, Leonardtown, MD 20650
1/3

$212,000

$199,900

6.1%
2 Beds1 Bath1,016 SqFt

20837 CAMP COSOMA RD, Leonardtown, MD 20650

MLS# MDSM2025700

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
23265 LINDSAY DR, Leonardtown, MD 20650
1/59

$435,000

$435,000

3 Beds4 Baths2,306 SqFt

23265 LINDSAY DR, Leonardtown, MD 20650

MLS# MDSM2025838

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
40738 BOBWHITE LN, Leonardtown, MD 20650

$825,000

$843,000

2.1%
5 Beds4 Baths4,648 SqFt

40738 BOBWHITE LN, Leonardtown, MD 20650

MLS# MDSM2023806

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41997 LOKER CT, Leonardtown, MD 20650
1/41

$479,900

$479,900

4 Beds3 Baths2,330 SqFt

41997 LOKER CT, Leonardtown, MD 20650

MLS# MDSM2025256

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
41554 BRIARWOOD CIR, Leonardtown, MD 20650
1/72

$449,900

$449,000

0.2%
3 Beds4 Baths2,379 SqFt

41554 BRIARWOOD CIR, Leonardtown, MD 20650

MLS# MDSM2025460

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
23745 HICKS DR, Leonardtown, MD 20650
1/50

$406,000

$398,000

2.0%
3 Beds2 Baths984 SqFt

23745 HICKS DR, Leonardtown, MD 20650

MLS# MDSM2023732

Listed by Blackwell Real Estate, LLC

Bright MLS (BMLS)
21549 POINT LOOKOUT, Leonardtown, MD 20650
1/43

$710,000

$710,000

5 Beds4 Baths3,153 SqFt

21549 POINT LOOKOUT, Leonardtown, MD 20650

MLS# MDSM2024990

Listed by O'Brien Realty ERA Powered

Bright MLS (BMLS)
23075 HOLLYWOOD RD, Leonardtown, MD 20650
1/82

$574,000

$574,000

5 Beds3 Baths3,238 SqFt

23075 HOLLYWOOD RD, Leonardtown, MD 20650

MLS# MDSM2023778

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
21143 CATNIP CT, Leonardtown, MD 20650
1/69

$622,500

$635,000

2.0%
4 Beds3 Baths2,642 SqFt

21143 CATNIP CT, Leonardtown, MD 20650

MLS# MDSM2025046

Listed by RE/MAX One

Bright MLS (BMLS)
41699 COURTHOUSE DR, Leonardtown, MD 20650
1/54

$531,000

$525,000

1.1%
5 Beds3 Baths2,420 SqFt

41699 COURTHOUSE DR, Leonardtown, MD 20650

MLS# MDSM2025318

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
42239 RIVERWINDS DR, Leonardtown, MD 20650
1/42

$906,500

$825,000

9.9%
3 Beds3 Baths2,167 SqFt

42239 RIVERWINDS DR, Leonardtown, MD 20650

MLS# MDSM2025632

Listed by RE/MAX Closers

Bright MLS (BMLS)
43985 MAIN WAY RD, Leonardtown, MD 20650
1/74

$475,000

$479,900

1.0%
4 Beds2 Baths2,400 SqFt

43985 MAIN WAY RD, Leonardtown, MD 20650

MLS# MDSM2025202

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
23278 APPLEWOOD LN, Leonardtown, MD 20650
1/47

$660,000

$650,000

1.5%
4 Beds4 Baths4,306 SqFt

23278 APPLEWOOD LN, Leonardtown, MD 20650

MLS# MDSM2025020

Listed by EXP Realty, LLC

Bright MLS (BMLS)
23578 PINE BLUFF WAY, Leonardtown, MD 20650
1/75

$595,000

$585,000

1.7%
3 Beds4 Baths3,188 SqFt

23578 PINE BLUFF WAY, Leonardtown, MD 20650

MLS# MDSM2023102

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
23558 BELMAR DR, Leonardtown, MD 20650
1/88

$685,000

$685,000

6 Beds4 Baths4,267 SqFt

23558 BELMAR DR, Leonardtown, MD 20650

MLS# MDSM2023238

Listed by RE/MAX One

Bright MLS (BMLS)
23641 BELMAR DR, Leonardtown, MD 20650
1/42

$630,000

$630,000

5 Beds4 Baths3,236 SqFt

23641 BELMAR DR, Leonardtown, MD 20650

MLS# MDSM2024660

Listed by RE/MAX One

Bright MLS (BMLS)
40905 KNIGHT RD, Leonardtown, MD 20650
1/43

$445,000

$449,900

1.1%
3 Beds3 Baths1,820 SqFt

40905 KNIGHT RD, Leonardtown, MD 20650

MLS# MDSM2023050

Listed by EXP Realty, LLC

Bright MLS (BMLS)
23055 TOWN RUN DR, Leonardtown, MD 20650
1/85

$695,000

$695,000

4 Beds4 Baths4,019 SqFt

23055 TOWN RUN DR, Leonardtown, MD 20650

MLS# MDSM2022446

Listed by RE/MAX One

Bright MLS (BMLS)
24554 PIN CUSHION RD, Leonardtown, MD 20650

$366,000

$355,000

3.1%
3 Beds2 Baths1,856 SqFt

24554 PIN CUSHION RD, Leonardtown, MD 20650

MLS# MDSM2023730

Listed by RE/MAX Closers

Bright MLS (BMLS)
21897 FAIRWAY DR, Leonardtown, MD 20650
1/70

$625,000

$624,900

5 Beds3 Baths3,664 SqFt

21897 FAIRWAY DR, Leonardtown, MD 20650

MLS# MDSM2022878

Listed by Infinitas Realty Group

Bright MLS (BMLS)
23433 GROVEWOOD CT, Leonardtown, MD 20650
1/78

$519,000

$519,000

4 Beds4 Baths2,804 SqFt

23433 GROVEWOOD CT, Leonardtown, MD 20650

MLS# MDSM2023900

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
23350 POTATO HILL FARM LN, Leonardtown, MD 20650
1/64

$1,100,000

$1,100,000

5 Beds6 Baths6,508 SqFt

23350 POTATO HILL FARM LN, Leonardtown, MD 20650

MLS# MDSM2024800

Listed by Berkshire Hathaway HomeServices PenFed Realty

Bright MLS (BMLS)
41572 BRIARWOOD CIR, Leonardtown, MD 20650
1/80

$505,000

$495,000

2.0%
5 Beds4 Baths2,850 SqFt

41572 BRIARWOOD CIR, Leonardtown, MD 20650

MLS# MDSM2023192

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
44114 WOODMONT DR, Leonardtown, MD 20650
1/97

$640,000

$615,000

4.1%
5 Beds4 Baths3,635 SqFt

44114 WOODMONT DR, Leonardtown, MD 20650

MLS# MDSM2023726

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
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TeamCaropreso-FNL-WHT-REDPrimary
      Home
      Buy
      1. Maryland's Ultimate Homebuyer's Guide
      2. All Listings
      3. Featured Listings
      4. Sold Listings
      5. Mortgage Calculator
      6. Affordability Calculator
      Sell
      1. Marylands Ultimate Home Sellers Guide
      2. Sell My Home
      3. Home Valuation
      4. Home Sale Calculator
      Neighborhoods
      1. Annapolis
      2. Crofton
      3. Glen Burnie
      4. Hanover
      5. Millersville
      6. Odenton
      7. Pasadena
      8. Severn
      9. Severna Park
      About
      1. About Us
      2. Contact Us
      3. Reviews
      4. Market Snapshot
      5. The Total Solution
      Careers
      Blogs
Maryland

Team Caropreso

+1(410) 384-4800 info@teamcaropreso.com

7466 New Ridge Road Suite 1, Hanover, MD, 21076

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Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
TeamCaropreso-FNL-WHT-REDPrimary
      Home
      Buy
      1. Maryland's Ultimate Homebuyer's Guide
      2. All Listings
      3. Featured Listings
      4. Sold Listings
      5. Mortgage Calculator
      6. Affordability Calculator
      Sell
      1. Marylands Ultimate Home Sellers Guide
      2. Sell My Home
      3. Home Valuation
      4. Home Sale Calculator
      Neighborhoods
      1. Annapolis
      2. Crofton
      3. Glen Burnie
      4. Hanover
      5. Millersville
      6. Odenton
      7. Pasadena
      8. Severn
      9. Severna Park
      About
      1. About Us
      2. Contact Us
      3. Reviews
      4. Market Snapshot
      5. The Total Solution
      Careers
      Blogs
Maryland

Team Caropreso

+1(410) 384-4800 info@teamcaropreso.com

7466 New Ridge Road Suite 1, Hanover, MD, 21076

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.