HOMES FOR SALE IN SOUTHERN MARYLAND
Explore available homes, new listings, waterfront properties, and upcoming open houses across St. Mary's, Calvert, and Charles counties.
4 Beds3 Baths1,656 SqFt
39862 BIG PINE TRL, Leonardtown, MD 20650
MLS# MDSM2034592
Listed by The Southside Group Real Estate
4 Beds3 Baths1,848 SqFt
1003 TYLER CT, Waldorf, MD 20602
MLS# MDCH2058342
Listed by The Southside Group Real Estate
4 Beds2 Baths1,938 SqFt
22040 CLIPPER DR, Great Mills, MD 20634
MLS# MDSM2034496
Listed by The Southside Group Real Estate
3 Beds4 Baths2,022 SqFt
23458 DAHLIA CIR, California, MD 20619
MLS# MDSM2034472
Listed by The Southside Group Real Estate
BUY
Explore homes for sale in Maryland, Virginia, and DC. We'll help you find the right home, understand your options, and make your next move.
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SELL
Thinking about selling? Learn how to prepare your home, understand its value, and make informed decisions before putting it on the market.
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RENT
Whether you're looking for a place to rent or have a property to lease, find helpful tips and guidance for tenants and landlords.
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LOCAL MARKET TRENDS AND NEWS
Southern Maryland Housing Market Update November 12, 2026
Numbers to Know: Southern Maryland Real Estate Market Update for November 12, 2026 This week's Southern Maryland housing market update shows a noticeable shift. More homes are available, new listings are increasing, properties are taking longer to sell, and fewer homes are going under contract compa
Southern Maryland Homeowners Insurance: What Does It Cover?
Homeowners insurance is one of the most important protections for your property, but understanding exactly what your policy covers can be confusing. Whether you own a home in St. Mary's County, Calvert County, or Charles County, knowing what your insurance includes can help you avoid costly surprise
Top 10 Home Maintenance Mistakes That Cost Homeowners Thousands
Owning a home in Southern Maryland comes with plenty of responsibilities, but some of the most expensive repairs start with maintenance tasks that are easy to overlook. A clogged gutter, a slow plumbing leak, or a neglected HVAC system might seem minor today. Left unaddressed, these problems can tur
WHY CLIENTS CHOOSE THE SOUTHSIDE GROUP
A Team You Can Trust. A Commitment You Can Count On.
The Southside Group Real Estate is a dedicated team of professionals committed to helping clients achieve their real estate goals across Maryland, Virginia, and Washington, DC. Our strength lies in our people. With experienced agents, dedicated support staff, and trusted industry partners, we work together to provide personalized guidance, clear communication, and a seamless real estate experience.
More than individual agents, we're one team working toward one goal—your success.
Clear Communication
You are never left in the dark. We keep you informed at every milestone—from your initial consultation and property showings all the way to negotiations and closing day.
Honest Guidance
We prioritize long-term client relationships over quick transactions. You can depend on our team for transparent, honest counsel designed to protect your best interests and financial investment.
Smart Pricing
We leverage real-time regional market data, recent neighborhood sales, and local economic trends to accurately price and position homes for maximum return and competitive advantage.
Comprehensive Support
Navigating contracts, inspections, disclosures, and financing can be overwhelming. Our structured process ensures every detail is handled with precision so nothing slips through the cracks.