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Leonardtown, MD Homes for Sale | Realty.com

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Homes for Sale in Leonardtown, MD

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24 of 48 Listings

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24 of 48 Listings

72Active

Homes for Sale in Leonardtown, MD

Hide Map

24 of 48 Listings

Map

Homes for Sale in Leonardtown, MD

24 of 48 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

72Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$679,000

5 bd · 4 ba · 3,292 sqft

25033 Meadowlark Ct, Leonardtown, MD

Christina L Price · Douglas Realty LLC

18Active

$369,000

3 bd · 3 ba · 1,092 sqft

22231 Bayside Rd, Leonardtown, MD

Christopher J Carr · HomeZu by Simple Choice

17Active

$399,999

2 bd · 2 ba · 1,056 sqft

21784 Potomac View Dr, Leonardtown, MD

John M Jordan · CENTURY 21 New Millennium

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

42Active

$550,000

4 bd · 4 ba · 3,348 sqft

23305 Joanne Dr, Leonardtown, MD

Jan N Barnes · CENTURY 21 New Millennium

57Active

$495,000

5 bd · 3 ba · 2,601 sqft

40751 Merlin Way, Leonardtown, MD

Tracy A Trammel · Metro City Realty

30Active

$585,000

5 bd · 3 ba · 2,666 sqft

23591 Gunnell Dr, Leonardtown, MD

Rebecca C King · Home Towne Real Estate

73Active

$2,200,000

4 bd · 3 ba · 4,395 sqft

22395 Newtowne Neck Rd, Leonardtown, MD

Jaime Vlahos · Samson Properties

60Active

$699,000

3 bd · 2 ba · 2,400 sqft

22405 Hood Ln, Leonardtown, MD

Matthew A Burgan · Infinitas Realty Group

32Active

$489,900

3 bd · 3 ba · 1,976 sqft

22301 White Oak Rd, Leonardtown, MD

Dorothy M Bistransin · Redfin Corp

81Active

$650,000

4 bd · 4 ba · 3,264 sqft

41427 Osborne Ln, Leonardtown, MD

Katherine Dean · RE/MAX One

31Active

$339,900

3 bd · 3 ba · 1,430 sqft

39899 Lake Cecil Ln, Leonardtown, MD

Melanie D Montague · EXP Realty, LLC

45Active

$444,500

4 bd · 4 ba · 2,666 sqft

20270 Beauvue Ct, Leonardtown, MD

William A Harris · Coldwell Banker Premier

Price Reduced32Active

$430,000

3 bd · 4 ba · 2,379 sqft

41608 Briarwood Cir, Leonardtown, MD

William Rabbitt · The Southside Group Real Estate

Price Reduced52Active

$505,000

4 bd · 4 ba · 2,764 sqft

22538 Landing Way, Leonardtown, MD

Bryan Michael Clarke · RE/MAX One

Price Reduced33Active

$412,500

5 bd · 2 ba · 2,056 sqft

23899 McIntosh Rd, Leonardtown, MD

Jeremy G Browne · EXP Realty, LLC

Price Reduced85Active

$599,000

5 bd · 3 ba · 4,836 sqft

23636 Hansel Ct, Leonardtown, MD

John Kreamer · Taylor Properties

1Active

$739,900

4 bd · 3 ba · 3,460 sqft

40533 Breton Knolls Ct, Leonardtown, MD

Laura Lee Hefley · RE/MAX One

Price Reduced63Active

$469,900

3 bd · 2 ba · 1,710 sqft

41495 Garrett Ct, Leonardtown, MD

Beverly Moody · RE/MAX Realty Group

109Active

$929,900

4 bd · 4 ba · 4,248 sqft

20945 Greenwell Way, Leonardtown, MD

Dawn Dawn Wood · O'Brien Realty ERA Powered

Price Reduced31Active

$539,000

4 bd · 4 ba · 3,006 sqft

23208 Clarks Rest Rd, Leonardtown, MD

James Hayden · RE/MAX One

Price Reduced22Active

$450,000

3 bd · 2 ba · 1,462 sqft

43705 Redmond Rd, Leonardtown, MD

Candide G Rayle · CENTURY 21 New Millennium

Price Reduced70Active

$665,000

4 bd · 4 ba · 4,066 sqft

21395 Fairwood Ct, Leonardtown, MD

Lauren Coble Garner · EXP Realty, LLC

Price Reduced40Active

$599,900

4 bd · 4 ba · 3,340 sqft

23444 Lindsay Dr, Leonardtown, MD

Natalya P. Ford · RE/MAX One

Price Reduced47Active

$429,000

4 bd · 3 ba · 2,774 sqft

40659 Klear Ct, Leonardtown, MD

Christopher W Blondin · Baldus Real Estate, Inc.

1 2

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-11-13 05:31:22 UTC

Leonardtown housing market

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 15 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 22, 2026

Median sale price: $475,000$452,000–$515,000 typical range
Sales: 13
Paid in cash: 15.4%

Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

Median list price: $560,000
Homes for sale: 43
Median days on market: 28 days

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: -5.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 2,244 sq. ft.

Leonardtown, MD community profile

Population: 4,615
Median income: $125,466
Housing units: 1,635
People per sq. mi.: 43.8
Area: 105.3 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

20646 (111)
20657 (93)
20695 (87)
20602 (73)
20603 (65)
20653 (53)
20650 (49)
20678 (40)

Cities

Waldorf (158)
La Plata (110)
Lusby (93)
White Plains (87)
Lexington Park (53)
Prince Frederick (40)
California (39)
Mechanicsville (38)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-11-13 05:31:22 UTC

Nearby areas

ZIP codes

20646 (111)
20657 (93)
20695 (87)
20602 (73)
20603 (65)
20653 (53)
20650 (49)
20678 (40)

Cities

Waldorf (158)
La Plata (110)
Lusby (93)
White Plains (87)
Lexington Park (53)
Prince Frederick (40)
California (39)
Mechanicsville (38)

Leonardtown, MD community profile

Population: 4,615
Median income: $125,466
Housing units: 1,635
People per sq. mi.: 43.8
Area: 105.3 sq. mi.

Source: HJN community data

Leonardtown housing market

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 15 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 22, 2026

Median sale price: $475,000$452,000–$515,000 typical range
Sales: 13
Paid in cash: 15.4%

Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

Median list price: $560,000
Homes for sale: 43
Median days on market: 28 days

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: -5.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 2,244 sq. ft.