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St. Michaels Harbor Escape - Saint Michaels, Maryland
St. Michaels Harbor Escape - Saint Michaels, Maryland
St. Michaels Harbor Escape - Saint Michaels, Maryland
St. Michaels Harbor Escape - Saint Michaels, Maryland

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St. Michaels Harbor Escape

2-8 Keys2-8 Keys5 Bedrooms6 Guests4 BathsView Amenities

Description

St. Michaels Harbor Escape

Highlights
• Spacious 5-bedroom waterfront residence with a private boat dock on Maryland's Eastern Shore

• 4,000-square-foot home designed for families and groups with multiple gathering spaces and water views

• Peaceful St. Michaels location near Chesapeake Bay sailing, waterfront dining, boutique shopping, and historic attractions

Nestled along the tranquil waterfront in historic St. Michaels, this inviting residence offers an authentic Chesapeake Bay escape where life moves at the rhythm of the water. Set on the shoreline with a private boat dock, the home provides a peaceful setting for boating enthusiasts, families, and friends looking to experience one of Maryland's most beloved coastal towns. Just moments from St. Michaels' charming harbor, acclaimed seafood restaurants, boutiques, and maritime history, the property combines privacy with easy access to everything that makes the Eastern Shore so memorable.

Inside, approximately 4,000 square feet of thoughtfully designed living space creates an atmosphere that is both welcoming and comfortable. Bright gathering areas invite guests to relax after a day on the water, while a fireplace adds warmth and ambiance during cooler evenings. Large windows welcome natural light throughout the home, reinforcing the connection between the interiors and the peaceful waterfront surroundings.

The home comfortably accommodates up to ten guests across five well-appointed bedrooms and four bathrooms. Two king suites provide generous private retreats, complemented by a queen bedroom and two additional guest rooms that offer flexible accommodations for families or groups traveling together. Spacious common areas allow everyone to gather with ease while still enjoying personal space throughout the stay.

Whether preparing fresh local seafood or sharing leisurely breakfasts before heading out on the bay, the home's kitchen and dining spaces are designed for effortless living. Modern conveniences including air conditioning, wireless internet, an in-home washer and dryer, coffee maker, and a crib for younger travelers ensure comfort for both weekend getaways and extended stays.

Outside, the waterfront setting becomes the centerpiece of every day. Launch a boat from the private dock, spend the afternoon exploring the Chesapeake's scenic waterways, or simply unwind while watching boats drift by as the sun sets over the water. From sailing and fishing to strolling the picturesque streets of St. Michaels, this waterfront home offers an easygoing coastal experience where timeless Eastern Shore charm and relaxed luxury come together.


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Property Amenities

No Pets Allowed | Not Handicap Accessible

Entertainment
Smart Speaker
Facilities
Chef’s Kitchen
Location features
Waterfront
Other
Air Conditioning
Coffee Maker
Crib
Fireplace
Washer & Dryer
Wireless Internet
Outdoor
Boat Dock
Outdoor Lounge



Property Details

Size

Private Residence with 2 Levels
5 Bedrooms, 4 Baths, 4000 square feet, 372 square meters

Bedrooms

King, King, Queen, Other, and Other
6 Guests maximum

Nearest airport

Baltimore/Washington International Thurgood Marshall Airport (BWI)
Approx. 1 hour 30 minutes by car

Property View

Miles River

Activities of Interest

  • Arts
  • Fish
  • Shopping
  • Watersports
  • Sailing on the Chesapeake Bay
  • Cycling through the Eastern Shore countryside
  • Exploring historic waterfront villages
  • Waterfront dining
  • Fishing and crabbing

Places of Interest

  • Historic Downtown St. Michaels – waterfront boutiques, galleries, restaurants, and harbor
  • Chesapeake Bay Maritime Museum – renowned exhibits celebrating the region's maritime heritage
  • St. Michaels Harbor – sailing, cruises, and waterfront dining
  • Tilghman Island – charming fishing village and scenic waterfront
  • Oxford, Maryland – historic waterfront town accessible by ferry