homes for sale in st. michaels, md

If you’re searching for real estate in St. Michaels, Maryland, you’ll find one of the most iconic waterfront destinations on the Eastern Shore. Located in Talbot County along the Miles River, St. Michaels, Maryland is known for its coastal charm, boating lifestyle, and luxury waterfront homes—making it a premier choice for full-time living, second homes, and high-end investments.

St. Michaels offers a true waterfront lifestyle with a blend of historic charm and upscale coastal living. Residents and visitors enjoy:

• Direct access to the Miles River and Chesapeake Bay
• World-class boating, sailing, and waterfront activities
• Boutique shopping, fine dining, and charming inns
• A vibrant yet relaxed coastal atmosphere
• Close proximity to Easton and Oxford

This is a destination where lifestyle comes first—perfect for those seeking both relaxation and refined waterfront living.

The St. Michaels real estate market is known for its exclusivity and waterfront appeal, offering:

• Luxury waterfront estates with private docks and panoramic views
• Historic homes with timeless Eastern Shore architecture
• Charming cottages and second homes
• Limited inventory, creating strong demand and long-term value

Properties in St. Michaels tend to hold their value due to the town’s desirability, location, and unique coastal lifestyle.

Navigating the St. Michaels market requires local expertise and a strategic approach—especially with waterfront and luxury properties.

As a REALTOR® specializing in Maryland’s Eastern Shore—and owner of Let Me Organize You Marketing—I offer a distinct advantage through elevated marketing and deep knowledge of the local market.

• Expertise in waterfront and luxury properties
• High-end marketing strategies that maximize exposure
• Strong negotiation and personalized client service
• Local insight into Talbot County and surrounding waterfront communities
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• Easton, MD (Talbot County)
• Cambridge, MD (Dorchester County)
• Talbot County waterfront homes
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Whether you’re searching for a waterfront retreat, investment property, or full-time residence, I’m here to help you find the perfect fit in St. Michaels.Contact me today to schedule a private showing or request more information.

Curious what your home is worth? Ask for a free home valuation.

St. Michaels is known for its coastal charm and vibrant waterfront lifestyle. Enjoy boating along the Miles River, dining at waterfront restaurants, exploring local shops, or visiting cultural attractions like the Chesapeake Bay Maritime Museum. Whether you’re on the water or strolling through town, St. Michaels offers an unmatched Eastern Shore experience.