2 Bedroom Homes in Leonardtown, MD

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3 beds New construction With a pool

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2 Bedroom Homes in Leonardtown, MD

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2 Bedroom Homes in Leonardtown, MD

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1 Listing

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2 Bedroom Homes in Leonardtown, MD

1 Listing

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Price Reduced33Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$450,000

2 bd · 1 ba · 1,018 sqft

20798 Waterside Dr, Leonardtown, MD

Connie M. Fitzgerald · RE/MAX One

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: 2026-09-14 15:21:51 UTC

Leonardtown housing market

August 2026 · This period is still settling

Selling at 100.8% of asking price

Buyers here are paying above asking. MLS · 12 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 26, 2026

Median sale price: $461,000$453,650–$580,758 typical range
Price per sq. ft.: $239
Sales: 19
Paid in cash: 15.8%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $612,400
Homes for sale: 40
Median days on market: 7 days

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

Year-over-year: -13.5%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 2,221 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

Explore Leonardtown homes

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: 2026-09-14 15:21:51 UTC

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

August 2026 · This period is still settling

Selling at 100.8% of asking price

Buyers here are paying above asking. MLS · 12 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 26, 2026

Median sale price: $461,000$453,650–$580,758 typical range
Price per sq. ft.: $239
Sales: 19
Paid in cash: 15.8%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $612,400
Homes for sale: 40
Median days on market: 7 days

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

Year-over-year: -13.5%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 2,221 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Leonardtown housing market

Homes that sold · County records, as of Aug 26, 2026

Homes on the market · MLS, as of Aug 31, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Leonardtown, MD community profile

Explore Leonardtown homes

Your local brokerage

Listing data & MLS disclosures

Leonardtown, MD community profile

Leonardtown housing market

Homes that sold · County records, as of Aug 26, 2026

Homes on the market · MLS, as of Aug 31, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026