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St Micheals Real Estate - One Easy MLS Search

St. Michael's is a beautiful town located on the shores of the Miles River on the Eastern Shore. It is located just miles from Easton. This historic town offers homes dating back to the 1600s. St. Michael's offers many great outdoor activities such as biking, paddle boarding, kayaking, and golfing. St. Michael's is also known for its great downtown bistros and casual waterfront dining. It is home to the Chesapeake Bay Maritime Museum which depicts the rich marine history rooted on Maryland's Eastern Shore. For individuals who like shopping it offers unique boutiques not found anywhere else on the shore.  Beyond the town limits there are numerous acres of prime, pristine waterfront property that offer spectacular views of the miles river and Chesapeake Bay.  

Newest Property Listings In St Michaels

104 N Talbot Street, Saint Michaels image
104 N Talbot Street, Saint Michaels $950,000

St Michaels Running Company is housed in a circa 1920's building that has been completely gutted and redone in 2021. Many original details combined with modern ideas to ...

  • MDTA2003068 MLS
204 Madison Ave, Saint Michaels image
204 Madison Ave, Saint Michaels $299,000

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  • 3 Beds
  • 2 Baths
  • MDTA2003066 MLS
104 N. Talbot Street, Saint Michaels image
104 N. Talbot Street, Saint Michaels $825,000

PERFECT OPPORTUNITY TO BRING YOUR BUSINESS INTO THE SOUGHT AFTER TOWN OF ST MICHAELS. 1500 SQUARE FEET OF PRIME RETAIL/OFFICE SPACE. THIS PRISTINE PROPERTY HAS BEEN CO...

  • MDTA2003056 MLS
10295 Sherwood Manor, Saint Michaels image
10295 Sherwood Manor, Saint Michaels $3,795,000

Welcome to “Wing and Wing”, an exceptional 8.9 acre waterfront property located in one of the most sought after areas in Talbot County and just minutes from historic St M...

  • 6 Beds
  • 6 Baths
  • MDTA2002994 MLS
201 Webb Ln, Saint Michaels image
201 Webb Ln, Saint Michaels $229,000

THIS IS A TOWNHOUSE. THERE IS A DEED RESTRICTON AGAINST RENTALS! Three bedroom end unit convenient to all of St. Michaels. Priced for QUICK sale! HOA maintains common a...

  • 3 Beds
  • 1 Baths
  • MDTA2002966 MLS
7751 Rollyston Dr, Saint Michaels image
7751 Rollyston Dr, Saint Michaels $16,000,000

2 parcels totaling 91 acres on the Miles River. 4-level, furnished, main house with elevator, full basement, 9 bedrooms, 9 full baths, 4 half baths, media room, main lev...

  • 9 Beds
  • 13 Baths
  • MDTA2002950 MLS
24629 Beverly Rd, Saint Michaels image
24629 Beverly Rd, Saint Michaels $12,750,000

Travel down a mature, holly tree-lined drive and One Beverly reveals itself with understated Eastern Shore elegance. Situated on the 9 acre original farmstead of the 186...

  • 5 Beds
  • 7 Baths
  • MDTA2002924 MLS
1006 Riverview Ter, Saint Michaels image
1006 Riverview Ter, Saint Michaels $179,900

Vacant lot located in the popular neighborhood of Rio Vista in St Michaels. Public water and sewer at site. Community picnic area and community dock with boat slip rental...

  • MDTA2002884 MLS
112 Mitchell St, Saint Michaels image
112 Mitchell St, Saint Michaels $369,500 ▼

In-town single level living -- enjoy all St. Michaels has to offer in this lovely 3 BR, 1BA ranch style home -- walk to shops and restaurants and the town marina. Could e...

  • 3 Beds
  • 1 Baths
  • MDTA2002822 MLS
New Post Rd, Saint Michaels image
New Post Rd, Saint Michaels $1,250,000

Premium 2.25 waterfront building lot overlooking the Miles River. The panoramic water views are extraordinary! Just 2.5 miles outside historic St. Michaels, MD, the prope...

  • MDTA2002548 MLS
219 Webb, Saint Michaels image
219 Webb, Saint Michaels $244,500 ▼

Living in Saint Michaels, MD – Affordable home ready for you! This home is pristine, well cared for and just waiting for you to make it yours! This home is in walking dis...

  • 2 Beds
  • 1 Baths
  • MDTA2002300 MLS
228 Perry Cabin Drive, Saint Michaels image
228 Perry Cabin Drive, Saint Michaels $1,299,000 ▼

Waterfront property in the harbor of Saint Michael's. Easy walk to town and adjacent to Perry Cabin. PRICE ADJUSTED TO GET YOU IN AND BOATING THIS SUMMER! MOVE IN READY....

  • 6 Beds
  • 6 Baths
  • MDTA2002274 MLS
406 Spinnaker Ln, Saint Michaels image
406 Spinnaker Ln, Saint Michaels $549,990

New construction in St. Michaels, just outside of the Historic District, in a small new community. Construction start expected May 2022, move in approx. November. Attrac...

  • 4 Beds
  • 3 Baths
  • MDTA2001954 MLS
S Talbot St, Saint Michaels image
S Talbot St, Saint Michaels $2,900,000

This commercial building is conveniently located at the entrance to St. Michaels, Maryland. The building features 12,000 sq ft of shop and warehouse space with 8” concret...

  • MDTA2000079 MLS
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