Pearson Smith Realty
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Market Snapshot
  • Register
  • Sign In
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Property Type
    Any
  • List
  • Mixed
  • Map
Leonardtown, MD
Map
2,704 Sold Properties

2,704 Sold Properties

The average price in the selected areas has remained stable. Learn more
  • Default
  • Most Recent
  • Price-Highest
  • Price-Lowest
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
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)
20540 DEER WOOD PARK DR, Leonardtown, MD 20650
1/34

$615,000

$615,000

4 Beds4 Baths3,850 SqFt

20540 DEER WOOD PARK DR, Leonardtown, MD 20650

MLS# MDSM2023400

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
42439 DEAN FOREST CT, Leonardtown, MD 20650
1/31

$579,000

$574,000

0.9%
5 Beds4 Baths2,519 SqFt

42439 DEAN FOREST CT, Leonardtown, MD 20650

MLS# MDSM2023976

Listed by EXP Realty, LLC

Bright MLS (BMLS)
42261 BIRD HAVEN DR, Leonardtown, MD 20650
1/71

$599,900

$599,900

4 Beds4 Baths3,233 SqFt

42261 BIRD HAVEN DR, Leonardtown, MD 20650

MLS# MDSM2023896

Listed by RE/MAX One

Bright MLS (BMLS)
21821 COVE LN, Leonardtown, MD 20650
1/17

$685,000

$675,000

1.5%
2 Beds3 Baths2,748 SqFt

21821 COVE LN, Leonardtown, MD 20650

MLS# MDSM2024720

Listed by KW Metro Center

Bright MLS (BMLS)
41925 NAZARETH CT, Leonardtown, MD 20650
1/75

$465,000

$455,000

2.2%
3 Beds3 Baths2,512 SqFt

41925 NAZARETH CT, Leonardtown, MD 20650

MLS# MDSM2022948

Listed by RE/MAX One

Bright MLS (BMLS)
42279 BIRD HAVEN DR, Leonardtown, MD 20650
1/65

$600,000

$599,999

5 Beds4 Baths3,139 SqFt

42279 BIRD HAVEN DR, Leonardtown, MD 20650

MLS# MDSM2023598

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
20640 LAUREL CT, Leonardtown, MD 20650
1/54

$635,000

$635,000

4 Beds4 Baths2,692 SqFt

20640 LAUREL CT, Leonardtown, MD 20650

MLS# MDSM2024664

Listed by EXP Realty, LLC

Bright MLS (BMLS)
23445 GROVEWOOD CT, Leonardtown, MD 20650
1/61

$440,000

$435,000

1.1%
3 Beds4 Baths2,379 SqFt

23445 GROVEWOOD CT, Leonardtown, MD 20650

MLS# MDSM2023446

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
44662 BLAKE CREEK RD, Leonardtown, MD 20650
1/6

$320,500

$275,000

16.5%
3 Beds1 Bath1,344 SqFt

44662 BLAKE CREEK RD, Leonardtown, MD 20650

MLS# MDSM2024654

Listed by RE/MAX One

Bright MLS (BMLS)
40827 LAKE AND BRETON VIEW DR, Leonardtown, MD 20650
1/76

$460,000

$460,000

4 Beds2 Baths2,524 SqFt

40827 LAKE AND BRETON VIEW DR, Leonardtown, MD 20650

MLS# MDSM2023068

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
  • 1
  • ...
  • 3
  • 4
  • 5
  • 6
  • 7
  • ...
  • 113
Pearson Smith Realty

Urban Nest Realty Group

+1(703) 927-0606 urbannestrealtygroup@gmail.com

License ID: 0225206171

43777 Central Station Dr # 390, Ashburn, VA, 20147, United States

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Market Snapshot
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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Pearson Smith Realty

Urban Nest Realty Group

+1(703) 927-0606 urbannestrealtygroup@gmail.com

License ID: 0225206171

43777 Central Station Dr # 390, Ashburn, VA, 20147, United States

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Market Snapshot
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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility