Homes for Sale in Southern Maryland Find Your Place in Southern Maryland.
Calvert, St. Mary’s and Charles counties, between the Chesapeake Bay and the Potomac—waterfront homes, established neighborhoods, rural properties and newer communities, each with its own commute and lifestyle.
Three Counties. One Remarkably Diverse Market.
Southern Maryland is Calvert, St. Mary’s and Charles counties—a region shaped by water, with the Chesapeake Bay to the east, the Potomac River to the south and west, and the Patuxent River running between them.
Calvert County lies between the Bay and the Patuxent. St. Mary’s County sits between the Patuxent and the Potomac, with Naval Air Station Patuxent River at its center. Charles County follows the Potomac, with Waldorf, St. Charles and La Plata along the Route 301 corridor toward Washington, D.C.
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.
That’s why a region-wide search rarely tells the whole story. Prices, inventory, property types and the daily drive can change from one county—and one side of a river—to the next, so the best search starts with the right county, then the right community.
Three Distinct Counties. Start With the Right One.
Each county has its own geography, communities and pace of life. Start here, then go deeper with our county guides.
Calvert County
A peninsula between the Chesapeake Bay and the Patuxent River, from Chesapeake Beach, North Beach, Dunkirk and Owings in the north through Huntingtown and Prince Frederick to Lusby and Solomons in the south. Bay and river waterfront, established neighborhoods and rural homes, with communities convenient to Annapolis and Washington, D.C.
St. Mary’s County
Surrounded by water on three sides and anchored by NAS Patuxent River. Homes near the base in Lexington Park and California, the historic county seat of Leonardtown, St. Mary’s City, and waterfront communities along the Patuxent, the Potomac and countless creeks.
Charles County
Regional access defines much of Charles County: Waldorf, St. Charles and La Plata along the Route 301 and Route 5 corridors, Potomac-side communities from Indian Head to Cobb Island, and more rural areas across the southern and western county.
Homes for Sale Across Southern Maryland
Search every active listing in Southern Maryland, or narrow your search by county or waterfront.
Explore homes across Calvert, St. Mary’s and Charles counties with expert guidance on pricing, neighborhoods and market conditions. Each search opens our live MLS listings.
All Southern Maryland Homes for Sale
Every active listing across Calvert, St. Mary’s and Charles counties.
Calvert County Homes for Sale
Chesapeake Bay and Patuxent River communities, from Chesapeake Beach to Solomons.
St. Mary’s County Homes for Sale
Homes near NAS Patuxent River, historic towns and waterfront communities.
Charles County Homes for Sale
Waldorf, St. Charles and La Plata to the Potomac-side and rural communities.
Southern Maryland Waterfront Homes
Bay, river and creekfront listings across all three counties.
Selling instead? Find out what your home is worth or explore our selling strategy.
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
The Chesapeake. The Patuxent. The Potomac.
Few regions offer as many ways to live on the water. Southern Maryland’s waterfront ranges from open Chesapeake Bay views to Patuxent and Potomac riverfront and quiet, protected creeks and coves in all three counties.
Every body of water brings different considerations—water depth, pier access, shoreline conditions, flood zones and septic among them—so waterfront buyers benefit from a team that knows the difference.
Moving Here? Start With Where You’ll Live.
Where you work, how you’ll commute and how you want to live can change which county—and which community—makes sense.
A household tied to NAS Patuxent River, one commuting toward Washington, D.C. or Joint Base Andrews, and one looking for a quiet waterfront retreat will often focus on very different parts of Southern Maryland. Commute times vary by community, destination and traffic, so we recommend testing the drive at the hours you’ll travel.
Relocation
Comparing communities, timing a sale and a purchase, and searching from a distance.
Military & PCS
Report dates, VA financing and moves connected to NAS Patuxent River and Joint Base Andrews.
County guides
Communities, waterfront and market context for Calvert, St. Mary’s and Charles counties.
The Right Search Starts With the Right Strategy.
We help buyers narrow three counties down to the right few communities—and the right homes—before the first showing.
Location
County first, then community: commute, schools, services and the setting you want.
Property type
Townhomes, single-family neighborhoods, new construction, acreage, luxury and waterfront homes.
Waterfront needs
Bay, river or creek; pier, depth and boating access; flood zone and shoreline questions.
Budget & offer
Pricing, inspections, appraisal and negotiation guided by current local market conditions.
Follow the Market Across All Three Counties.
Our Southern Maryland Housing Market Update compares recent data for Calvert, St. Mary’s and Charles counties side by side, and our Insights hub collects our latest local articles for buyers and sellers.
Local Knowledge. Demonstrated Experience.
The Mark Frisco Team of CENTURY 21 New Millennium helps buyers and sellers navigate Southern Maryland’s distinct local markets with experienced guidance on pricing, neighborhoods, waterfront considerations, military relocation, inspections and negotiation.
Our team provides specialized expertise in waterfront homes, military relocation, luxury properties, estate and inherited property sales, and strategic negotiation.
- 1,200+Homes Sold
- #1CENTURY 21 Team in Maryland2024 & 2025
- #7CENTURY 21 Team in the U.S.2025
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. 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.
Your Place in Southern Maryland Starts Here.
Whether you’re comparing counties, relocating or ready to tour homes, start with a team that knows all three.