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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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22592 QUIET LN, Leonardtown, MD 20650
1/55

$430,000

$434,500

1.0%
2 Beds2 Baths1,908 SqFt

22592 QUIET LN, Leonardtown, MD 20650

MLS# MDSM2027782

Listed by NOVA Brokers, LLC.

Bright MLS (BMLS)
43107 GUM SPRING DR, Leonardtown, MD 20650
1/60

$625,000

$625,000

3 Beds3 Baths2,742 SqFt

43107 GUM SPRING DR, Leonardtown, MD 20650

MLS# MDSM2027764

Listed by EXP Realty, LLC

Bright MLS (BMLS)
LOT 97- 23730 DRAGONFLY LN, Leonardtown, MD 20650
1/58

$459,900

$469,900

2.1%
4 Beds4 Baths3,315 Sqft Lot

LOT 97- 23730 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2027386

Listed by RE/MAX One

Bright MLS (BMLS)
LOT 94- 23712 DRAGONFLY LN, Leonardtown, MD 20650
1/51

$469,900

$479,900

2.1%
4 Beds4 Baths3,315 Sqft Lot

LOT 94- 23712 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2027378

Listed by RE/MAX One

Bright MLS (BMLS)
40534 MISS ETTAS WAY, Leonardtown, MD 20650
1/31

$480,000

$470,000

2.1%
3 Beds3 Baths1,770 SqFt

40534 MISS ETTAS WAY, Leonardtown, MD 20650

MLS# MDSM2025630

Listed by RE/MAX One

Bright MLS (BMLS)
21745 PINEHURST CT, Leonardtown, MD 20650
1/82

$610,000

$605,000

0.8%
4 Beds3 Baths2,860 SqFt

21745 PINEHURST CT, Leonardtown, MD 20650

MLS# MDSM2027072

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
21515 OUR DRIVE WAY, Leonardtown, MD 20650
1/70

$492,000

$485,000

1.4%
4 Beds2 Baths1,848 SqFt

21515 OUR DRIVE WAY, Leonardtown, MD 20650

MLS# MDSM2027790

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
44504 WATSON LN, Leonardtown, MD 20650
1/36

$465,000

$465,000

3 Beds2 Baths2,304 SqFt

44504 WATSON LN, Leonardtown, MD 20650

MLS# MDSM2027752

Listed by O'Brien Realty ERA Powered

Bright MLS (BMLS)
21983 POINT LOOKOUT RD, Leonardtown, MD 20650
1/4

$163,500

$70,000

133.6%
2 Beds1 Bath1,144 SqFt

21983 POINT LOOKOUT RD, Leonardtown, MD 20650

MLS# MDSM2027026

Listed by Ashland Auction Group LLC

Bright MLS (BMLS)
41435 OSBORNE LN, Leonardtown, MD 20650
1/59

$665,000

$665,000

6 Beds5 Baths4,145 SqFt

41435 OSBORNE LN, Leonardtown, MD 20650

MLS# MDSM2026256

Listed by RE/MAX United Real Estate

Bright MLS (BMLS)
22305 HANOVER DR, Leonardtown, MD 20650
1/57

$629,000

$639,900

1.7%
4 Beds3 Baths3,404 SqFt

22305 HANOVER DR, Leonardtown, MD 20650

MLS# MDSM2027598

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
23534 BELMAR DR, Leonardtown, MD 20650
1/45

$639,000

$639,000

5 Beds4 Baths4,738 SqFt

23534 BELMAR DR, Leonardtown, MD 20650

MLS# MDSM2025758

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41130 CRYER COURT, Leonardtown, MD 20650
1/15

$485,000

$550,000

11.8%
3 Beds2 Baths1,488 SqFt

41130 CRYER COURT, Leonardtown, MD 20650

MLS# MDSM2025300

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41650 MATTHEW CT, Leonardtown, MD 20650
1/15

$475,000

$520,000

8.7%
4 Beds3 Baths2,230 SqFt

41650 MATTHEW CT, Leonardtown, MD 20650

MLS# MDSM2026860

Listed by Pax River Realty LLC

Bright MLS (BMLS)
23155 GREENSTONE, Leonardtown, MD 20650
1/96

$1,300,000

$1,300,000

6 Beds4 Baths5,888 SqFt

23155 GREENSTONE, Leonardtown, MD 20650

MLS# MDSM2025294

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
23242 CLARKS REST RD, Leonardtown, MD 20650
1/52

$589,000

$589,000

5 Beds4 Baths3,296 SqFt

23242 CLARKS REST RD, Leonardtown, MD 20650

MLS# MDSM2024822

Listed by Infinitas Realty Group

Bright MLS (BMLS)
23730 HICKS DR, Leonardtown, MD 20650
1/25

$402,000

$415,000

3.1%
3 Beds2 Baths1,992 SqFt

23730 HICKS DR, Leonardtown, MD 20650

MLS# MDSM2025880

Listed by EXP Realty, LLC

Bright MLS (BMLS)
20919 RIDGE PATH WAY, Leonardtown, MD 20650
1/56

$549,000

$549,000

4 Beds4 Baths3,465 SqFt

20919 RIDGE PATH WAY, Leonardtown, MD 20650

MLS# MDSM2025994

Listed by Infinitas Realty Group

Bright MLS (BMLS)
20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650
1/41

$599,900

$599,900

5 Beds4 Baths3,061 SqFt

20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650

MLS# MDSM2025274

Listed by EXP Realty, LLC

Bright MLS (BMLS)
41474 CHARISMATIC WAY, Leonardtown, MD 20650
1/79

$639,000

$639,000

5 Beds4 Baths3,647 SqFt

41474 CHARISMATIC WAY, Leonardtown, MD 20650

MLS# MDSM2026164

Listed by RE/MAX One

Bright MLS (BMLS)
41900 NAZARETH CT, Leonardtown, MD 20650
1/26

$460,000

$470,000

2.1%
4 Beds3 Baths2,528 SqFt

41900 NAZARETH CT, Leonardtown, MD 20650

MLS# MDSM2025890

Listed by RE/MAX One

Bright MLS (BMLS)
20413 SCARLET TANAGER WAY, Leonardtown, MD 20650
1/34

$575,000

$575,000

4 Beds3 Baths3,094 SqFt

20413 SCARLET TANAGER WAY, Leonardtown, MD 20650

MLS# MDSM2026816

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41480 WHIMSICAL CT, Leonardtown, MD 20650
1/53

$680,000

$699,900

2.8%
5 Beds4 Baths3,825 SqFt

41480 WHIMSICAL CT, Leonardtown, MD 20650

MLS# MDSM2026470

Listed by Compass

Bright MLS (BMLS)
23745 BAYSIDE RD, Leonardtown, MD 20650
1/36

$415,000

$399,900

3.8%
3 Beds2 Baths1,344 SqFt

23745 BAYSIDE RD, Leonardtown, MD 20650

MLS# MDSM2026368

Listed by RE/MAX United Real Estate

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.