Jay Frost

Jay Frost

The Eastern Shore Lifestyle

The Eastern Shore of Maryland

The Eastern Shore of Maryland is not just a place to live.

It's a Lifestyle.

And it’s a lifestyle more and more city dwellers are seeking as they find that our small town communities are thriving. There’s a character, an atmosphere and a charm that develops when the community is small enough to become intimate and know each other.

Our main street shops are bustling, people are coming and going and all seem to be greeting each person they pass along the way. Suddenly anonymity is gone. There’s a sense of belonging, of people caring and knowing each other, even if just a little bit.

Please give call me if you would like someone to work with who knows how to listen. I have a full understand of the many types of homes we offer here on the Shore as well as extensive knowledge of Waterfront properties.

I don't believe in pressure sales, I let the appeal of living the Eastern Shore Lifestyle along with the many beautiful homes sell themselves. Come explore some of the Chesapeake Bay's best kept secrets. Once you arrive, you will never want to leave.

How Much is Your Home Worth?

Get an instant Home Value Estimate


Explore Communities


Ask a Question


Featured Property
Properties I've Sold (3) 
2 Full
Single Family, Single Family-Detached
Historic St. Michaels
Lot size:
0.08 Acres
Year built:
Courtesy: Long & Foster Real Estate, Inc.
Last Updated: 11/14/2019 11:41 PM

Elegant and charming fully renovated historic home offers unparalleled craftsmanship and is located in the heart of St. Michaels. Just a short walk to boat slips on the harbor. This is an exceptional home that is impeccably maintained and full of character and charm. Simply park your car and throw the keys on the counter and walk to area restaurants, bars, shops, galleries, farmers market, church, etc. There is so much to see and do in the fantastic little town. When you walk through the front door you will be greeted by a very comfortable floor plan including the living room, dining room, kitchen; Option to use family room as main floor bedroom / bathroom. French doors to brick patio and English garden/ roses! See floor plan. Rear alley access & off street parking if desired. Don't tell too many people you've discovered this gem... We love our town of St. Michaels WE like to keep it our little secret! Be sure to take the virtual tour that is included in this listing and then come take an in person tour and fall in love with this unique home.