Homes for Sale in Southern Maryland

Chesapeake Bay sunset with pier and bridge in Southern Maryland waterfront community

Southern Maryland offers a wide range of homes for sale across Calvert County, St. Mary’s County, and Charles County, from Chesapeake Bay waterfront properties and rural homes with acreage to established neighborhoods and homes convenient to major employment centers.

The Mark Frisco Team of CENTURY 21 New Millennium helps buyers and sellers navigate these distinct local markets with experienced guidance on pricing, neighborhoods, waterfront considerations, military relocation, inspections, and negotiation. Ranked the #1 CENTURY 21 team in Maryland in 2024 and 2025 and #7 nationally in 2025, our team has helped sell more than 1,200 homes with $385M+ in career sales.

Real Estate Across Calvert, St. Mary’s & Charles Counties

Southern Maryland offers waterfront living along the Chesapeake Bay, Patuxent River, Potomac River, and protected creeks, a strong military presence near NAS Patuxent River, established suburban communities in Charles County, and historic charm throughout Calvert and St. Mary’s Counties.

With over 1,200 homes sold across these three counties, our team understands neighborhood trends, waterfront regulations, relocation timing, and pricing strategy specific to each local market.

Our team provides specialized expertise in:

  • Waterfront homes

  • Military relocation transitions

  • Luxury properties

  • Estate and inherited property sales

  • Strategic negotiation

Explore detailed market insights and available listings in Calvert County, St. Mary’s County, and Charles County to see how our nationally ranked team serves each local community. Looking for water access? Browse waterfront homes in Southern Maryland, including Bay, river, and creek properties.

Looking to Buy a Home in Southern Maryland?

Explore homes across Calvert, St. Mary’s, and Charles Counties with expert guidance on pricing, neighborhoods, and market conditions.

Thinking About Selling Your Southern Maryland Home?

Get strategic pricing, strong marketing, and expert negotiation designed to maximize your home’s value in today’s market.

Explore Homes by County

Homes for sale in Calvert County range from waterfront properties along the Chesapeake Bay and Patuxent River to established neighborhoods, rural homes, and communities convenient to Annapolis and Washington, DC.

Buyers are drawn to Calvert County for its waterfront lifestyle, strong sense of community, scenic surroundings, and variety of housing options. Whether you're looking for Calvert County waterfront homes, a neighborhood setting, acreage, or convenient commuter access, the county offers a diverse selection of properties throughout Southern Maryland.

Homes for sale in St. Mary’s County include waterfront properties, established neighborhoods, newer communities, rural homes with acreage, and properties convenient to NAS Patuxent River.

St. Mary’s County is especially popular with military and civilian buyers relocating to the area for Patuxent River Naval Air Station. From Lexington Park and California to Hollywood, Leonardtown, and waterfront communities throughout the county, buyers can find a wide range of homes, lifestyles, and price points.

Homes for sale in Charles County range from established neighborhoods and rural properties to newer construction and growing communities with convenient access toward the Washington, DC metro area.

Buyers searching Charles County will find options throughout communities such as Waldorf, La Plata, Hughesville, White Plains, and Indian Head. The county appeals to buyers looking for more space, commuter access, newer housing options, and a variety of suburban and rural settings.

Frequently Asked Questions

Who is a top real estate team in Southern Maryland?

The Mark Frisco Team of CENTURY 21 New Millennium is a nationally ranked real estate team serving Southern Maryland. Ranked the #1 CENTURY 21 team in Maryland in 2024 and 2025 and #7 in the United States in 2025, our team has helped sell more than 1,200 homes with over $385 million in career sales. We serve buyers and sellers throughout Calvert County, St. Mary’s County, and Charles County with specialized expertise in residential, waterfront, luxury, land, and military relocation real estate.

Do you serve all of Southern Maryland?

Yes. The Mark Frisco Team serves buyers and sellers throughout Southern Maryland, with a primary focus on Calvert County, St. Mary’s County, and Charles County. Our local experience includes communities throughout Prince Frederick, Huntingtown, Chesapeake Beach, Lusby, Solomons, Leonardtown, Hollywood, California, Lexington Park, La Plata, Waldorf, Hughesville, White Plains, and surrounding areas.

Do you specialize in military relocation?

Yes. The Mark Frisco Team has extensive experience helping military members and their families buy and sell homes throughout Southern Maryland, particularly those relocating to or from NAS Patuxent River and Joint Base Andrews. We understand PCS timelines, VA financing, remote home searches, and the coordination often required when buying and selling during a military move.

Do you handle waterfront properties?

Yes. The Mark Frisco Team specializes in waterfront homes throughout Southern Maryland, including properties along the Chesapeake Bay, Patuxent River, Potomac River, and protected creeks. We help buyers and sellers evaluate waterfront-specific considerations including piers, water depth, flood zones, shoreline conditions, septic systems, and property-specific regulations.

Featured Listings

Explore featured homes for sale across Southern Maryland, including waterfront properties, residential homes, acreage, and other listings throughout Calvert, St. Mary’s, and Charles Counties.

What Our Clients Say

Serving buyers and sellers throughout Calvert, St. Mary's, and Charles counties with expertise in waterfront homes, military relocation, luxury homes, land, residential real estate, and investment properties.