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Leonardtown, MD
Map
2,710 Sold Properties

2,710 Sold Properties

The average price in the selected areas has remained stable. Learn more
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40807 SPRING HOUSE LN, Leonardtown, MD 20650
1/22

$560,000

$565,000

0.9%
4 Beds4 Baths3,509 SqFt

40807 SPRING HOUSE LN, Leonardtown, MD 20650

MLS# MDSM2009876

Listed by Home Towne Real Estate

Bright MLS (BMLS)
41456 CHARISMATIC WAY, Leonardtown, MD 20650
1/59

$471,000

$459,900

2.4%
4 Beds4 Baths3,420 SqFt

41456 CHARISMATIC WAY, Leonardtown, MD 20650

MLS# MDSM170296

Listed by RE/MAX 100

Bright MLS (BMLS)
41384 DOCTORS CROSSING RD, Leonardtown, MD 20650
1/11

$398,500

$398,900

0.1%
4 Beds4 Baths2,801 SqFt

41384 DOCTORS CROSSING RD, Leonardtown, MD 20650

MLS# 1002351220

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41590 MISS BESSIE DR, Leonardtown, MD 20650

$349,000

$359,900

3.0%
4 Beds3 Baths2,657 SqFt

41590 MISS BESSIE DR, Leonardtown, MD 20650

MLS# 1000252316

Listed by Berkshire Hathaway HomeServices PenFed Realty

Bright MLS (BMLS)
22523 LANDING WAY, Leonardtown, MD 20650
1/16

$338,000

$350,000

3.4%
3 Beds4 Baths3,620 SqFt

22523 LANDING WAY, Leonardtown, MD 20650

MLS# 1004229357

Listed by Keller Williams Flagship of Maryland

Bright MLS (BMLS)
41535 SINGLETREE DR, Leonardtown, MD 20650
1/54

$510,000

$530,000

3.8%
4 Beds3 Baths2,262 SqFt

41535 SINGLETREE DR, Leonardtown, MD 20650

MLS# MDSM2027210

Listed by JPAR Real Estate Professionals

Bright MLS (BMLS)
22770 WASHINGTON ST, Leonardtown, MD 20650
1/71

$1,300,000

$1,200,000

8.3%
1.38 Acres Lot

22770 WASHINGTON ST, Leonardtown, MD 20650

MLS# MDSM2024812

Listed by Infinitas Realty Group

Bright MLS (BMLS)
22770 WASHINGTON ST, Leonardtown, MD 20650
1/71

$1,300,000

$2,600,000

50.0%
1.38 Acres Lot

22770 WASHINGTON ST, Leonardtown, MD 20650

MLS# MDSM2024808

Listed by Infinitas Realty Group

Bright MLS (BMLS)
40533 BRETON KNOLLS CT, Leonardtown, MD 20650
1/3

$175,000

$180,000

2.8%
1.87 Acres

40533 BRETON KNOLLS CT, Leonardtown, MD 20650

MLS# MDSM2009848

Listed by Greenmark Real Estate

Bright MLS (BMLS)
41467 OSBORNE LN, Leonardtown, MD 20650
1/45

$510,000

$525,000

2.9%
4 Beds4 Baths2,827 SqFt

41467 OSBORNE LN, Leonardtown, MD 20650

MLS# MDSM2028070

Listed by Turtle Town Real Estate, LLC.

Bright MLS (BMLS)
LOT 88 - 23676 DRAGONFLY LN, Leonardtown, MD 20650
1/46

$447,400

$447,400

4 Beds4 Baths2,604 SqFt

LOT 88 - 23676 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2026204

Listed by RE/MAX One

Bright MLS (BMLS)
45474 MEDLEYS NECK RD, Leonardtown, MD 20650
1/88

$635,000

$635,000

3 Beds3 Baths2,653 SqFt

45474 MEDLEYS NECK RD, Leonardtown, MD 20650

MLS# MDSM2027526

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
22626 CHICKADEE LN, Leonardtown, MD 20650
1/65

$614,900

$614,900

4 Beds4 Baths3,048 SqFt

22626 CHICKADEE LN, Leonardtown, MD 20650

MLS# MDSM2025998

Listed by Infinitas Realty Group

Bright MLS (BMLS)
LOT 96-23724 DRAGONFLY LN, Leonardtown, MD 20650
1/49

$447,400

$445,900

0.3%
4 Beds4 Baths2,340 Sqft Lot

LOT 96-23724 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2027382

Listed by RE/MAX One

Bright MLS (BMLS)
23098 TOWN RUN DR, Leonardtown, MD 20650
1/50

$681,000

$685,000

0.6%
5 Beds4 Baths3,642 SqFt

23098 TOWN RUN DR, Leonardtown, MD 20650

MLS# MDSM2027276

Listed by RE/MAX United Real Estate

Bright MLS (BMLS)
41402 SILVER CHARM CT, Leonardtown, MD 20650
1/53

$625,000

$650,000

3.8%
5 Beds4 Baths4,046 SqFt

41402 SILVER CHARM CT, Leonardtown, MD 20650

MLS# MDSM2027670

Listed by The Southside Group Real Estate

Bright MLS (BMLS)
LOT 92- 23700 DRAGONFLY LN, Leonardtown, MD 20650
1/40

$439,900

$445,900

1.3%
4 Beds4 Baths2,340 Sqft Lot

LOT 92- 23700 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2027380

Listed by RE/MAX One

Bright MLS (BMLS)
23261 JENIFER CT, Leonardtown, MD 20650

$565,000

$580,000

2.6%
5 Beds4 Baths3,575 SqFt

23261 JENIFER CT, Leonardtown, MD 20650

MLS# MDSM2027828

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
22539 LANDING WAY, Leonardtown, MD 20650
1/32

$518,500

$520,000

0.3%
3 Beds4 Baths2,764 SqFt

22539 LANDING WAY, Leonardtown, MD 20650

MLS# MDSM2027690

Listed by EXP Realty, LLC

Bright MLS (BMLS)
40744 FAWNS REST WAY, Leonardtown, MD 20650
1/21

$731,084

$731,084

4 Beds3 Baths3,313 SqFt

40744 FAWNS REST WAY, Leonardtown, MD 20650

MLS# MDSM2028364

Listed by RE/MAX One

Bright MLS (BMLS)
LOT 91- 23694 DRAGONFLY LN, Leonardtown, MD 20650
1/40

$439,900

$445,900

1.3%
4 Beds4 Baths2,340 Sqft Lot

LOT 91- 23694 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2027390

Listed by RE/MAX One

Bright MLS (BMLS)
LOT 90- 23688 DRAGONFLY LN, Leonardtown, MD 20650
1/39

$469,900

$469,900

4 Beds4 Baths3,315 Sqft Lot

LOT 90- 23688 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2027376

Listed by RE/MAX One

Bright MLS (BMLS)
LOT 93- 23706 DRAGONFLY LN, Leonardtown, MD 20650
1/43

$459,900

$469,900

2.1%
4 Beds4 Baths2,966 SqFt

LOT 93- 23706 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2027384

Listed by RE/MAX One

Bright MLS (BMLS)
22216 HANOVER DR, Leonardtown, MD 20650
1/75

$640,000

$640,000

5 Beds5 Baths4,206 SqFt

22216 HANOVER DR, Leonardtown, MD 20650

MLS# MDSM2027682

Listed by RE/MAX One

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.