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62 Properties
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62 Properties Available In Leonardtown

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MD >Leonardtown >
Market Insights
24554 PIN CUSHION RD, Leonardtown, MD 20650
Open Sat 1PM-3PM

$355,000

24554 PIN CUSHION RD, Leonardtown, MD 20650

3 Beds2 Baths1,856 SqFt

MLS# MDSM2023730

Listed by RE/MAX Closers

Bright MLS (BMLS)
41430 CHALLEDON WAY, Leonardtown, MD 20650
Open Fri 4PM-6PM

$650,000

41430 CHALLEDON WAY, Leonardtown, MD 20650

5 Beds4 Baths4,500 SqFt

MLS# MDSM2025004

Listed by RE/MAX One

Bright MLS (BMLS)
41412 DOCTORS CROSSING RD, Leonardtown, MD 20650
Open Sat 12PM-2PM

$540,000

41412 DOCTORS CROSSING RD, Leonardtown, MD 20650

4 Beds4 Baths2,686 SqFt

MLS# MDSM2024976

Listed by RE/MAX United Real Estate

Bright MLS (BMLS)
22362 ARMSTRONG DR, Leonardtown, MD 20650
Open Sat 11AM-1:30PM

$439,900

22362 ARMSTRONG DR, Leonardtown, MD 20650

3 Beds3 Baths2,028 SqFt

MLS# MDSM2023036

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
20814 DEER WOOD PARK DR, Leonardtown, MD 20650
New

$610,000

20814 DEER WOOD PARK DR, Leonardtown, MD 20650

4 Beds3 Baths3,412 SqFt

MLS# MDSM2024842

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41699 COURTHOUSE DR, Leonardtown, MD 20650
New

$525,000

41699 COURTHOUSE DR, Leonardtown, MD 20650

5 Beds3 Baths2,420 SqFt

MLS# MDSM2025318

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
20620 LAUREL CT, Leonardtown, MD 20650
New

$687,900

20620 LAUREL CT, Leonardtown, MD 20650

5 Beds3 Baths3,500 SqFt

MLS# MDSM2024896

Listed by RE/MAX One

Bright MLS (BMLS)
41130 CRYER COURT, Leonardtown, MD 20650
New

$550,000

41130 CRYER COURT, Leonardtown, MD 20650

3 Beds2 Baths1,488 SqFt

MLS# MDSM2025300

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41554 BRIARWOOD CIR, Leonardtown, MD 20650
New

$449,000

41554 BRIARWOOD CIR, Leonardtown, MD 20650

3 Beds4 Baths2,379 SqFt

MLS# MDSM2025460

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
40461 OLD BRETON BEACH RD, Leonardtown, MD 20650
New

$700,000

40461 OLD BRETON BEACH RD, Leonardtown, MD 20650

3 Beds3 Baths2,040 SqFt

MLS# MDSM2025400

Listed by RE/MAX One

Bright MLS (BMLS)
23155 GREENSTONE, Leonardtown, MD 20650
New

$1,300,000

23155 GREENSTONE, Leonardtown, MD 20650

6 Beds4 Baths5,888 SqFt

MLS# MDSM2025294

Listed by RE/MAX Realty Group

Bright MLS (BMLS)
23674 JM GOUGH CT, Leonardtown, MD 20650
Active

$550,000

23674 JM GOUGH CT, Leonardtown, MD 20650

4 Beds3 Baths2,697 SqFt

MLS# MDSM2024680

Listed by RE/MAX One

Bright MLS (BMLS)
41535 FAIRWOOD CT, Leonardtown, MD 20650
Active

$750,000

41535 FAIRWOOD CT, Leonardtown, MD 20650

4 Beds4 Baths4,829 SqFt

MLS# MDSM2025060

Listed by EXP Realty, LLC

Bright MLS (BMLS)
41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650
Active

$775,000

41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650

4 Beds6 Baths6,116 SqFt

MLS# MDSM2025074

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
44646 MEDLEYS NECK RD, Leonardtown, MD 20650
Price Dropped by $25K

$99,999

44646 MEDLEYS NECK RD, Leonardtown, MD 20650

3 Beds1 Bath924 SqFt

MLS# MDSM2024652

Listed by Home Towne Real Estate

Bright MLS (BMLS)
41505 KNIGHT RD, Leonardtown, MD 20650
Active

$5,950,000

41505 KNIGHT RD, Leonardtown, MD 20650

5 Beds8 Baths12,113 SqFt

MLS# MDSM2023270

Listed by Engel & Volkers Annapolis

Bright MLS (BMLS)
22626 CHICKADEE LN, Leonardtown, MD 20650
Active

$649,900

22626 CHICKADEE LN, Leonardtown, MD 20650

4 Beds4 Baths2,948 SqFt

MLS# MDSM2024686

Listed by JPAR Real Estate Professionals

Bright MLS (BMLS)
23075 HOLLYWOOD RD, Leonardtown, MD 20650
Active

$574,000

23075 HOLLYWOOD RD, Leonardtown, MD 20650

5 Beds3 Baths3,238 SqFt

MLS# MDSM2023778

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41430 WHIMSICAL CT, Leonardtown, MD 20650
Price Dropped by $15K

$634,999

41430 WHIMSICAL CT, Leonardtown, MD 20650

5 Beds4 Baths3,907 SqFt

MLS# MDSM2023560

Listed by Realty Navigator

Bright MLS (BMLS)
23275 JENIFER CT, Leonardtown, MD 20650
Price Dropped by $15K

$634,900

23275 JENIFER CT, Leonardtown, MD 20650

5 Beds5 Baths6,311 SqFt

MLS# MDSM2023552

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
18937 HODGES LN, Leonardtown, MD 20650
Active

$699,900

18937 HODGES LN, Leonardtown, MD 20650

3 Beds2 Baths1,834 SqFt

MLS# MDSM2023654

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
41402 SILVER CHARM CT, Leonardtown, MD 20650
Price Dropped by $10K

$655,000

41402 SILVER CHARM CT, Leonardtown, MD 20650

5 Beds4 Baths4,046 SqFt

MLS# MDSM2023568

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
23730 HICKS DR, Leonardtown, MD 20650
Price Dropped by $6K

$419,500

23730 HICKS DR, Leonardtown, MD 20650

3 Beds2 Baths1,992 SqFt

MLS# MDSM2023542

Listed by EXP Realty, LLC

Bright MLS (BMLS)
23266 CLARKS REST RD, Leonardtown, MD 20650
Price Dropped by $10K

$665,000

23266 CLARKS REST RD, Leonardtown, MD 20650

4 Beds4 Baths3,858 SqFt

MLS# MDSM2022494

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
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      Home
      Buy
      1. View All Listings
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      Sell
      1. Steps to Sell Your Home
      2. Home Valuation
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      About
      1. Contact Us
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      Renovate Now
      Simply Elite Exclusives
      1. Client Events
      2. Testimonials
      3. Military Relocation
      4. 30 Day Guarantee
      5. VIP Buyer Program
      6. Referrals
      7. Our Preferred Partners
      8. Market Reports
      Join Us At LPT
      1. Learn More About LPT
LPT Realty

Joseph & Danielle Dedekind

+1(703) 244-8787 joe@simplyelitehometeam.com

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defaultUntitled design (99)New-MRP-Logojpg-removebg-preview (1)
      Home
      Buy
      1. View All Listings
      2. Steps to Buying Your Home
      Sell
      1. Steps to Sell Your Home
      2. Home Valuation
      3. Sold Listings
      About
      1. Contact Us
      2. About
      Renovate Now
      Simply Elite Exclusives
      1. Client Events
      2. Testimonials
      3. Military Relocation
      4. 30 Day Guarantee
      5. VIP Buyer Program
      6. Referrals
      7. Our Preferred Partners
      8. Market Reports
      Join Us At LPT
      1. Learn More About LPT
LPT Realty

Joseph & Danielle Dedekind

+1(703) 244-8787 joe@simplyelitehometeam.com

TREC Consumer Protection Notice

TREC Information About Brokerage Services

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.