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Talbot County Real Estate Search

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Talbot County Homes for Sale

Searching for homes for sale in Talbot County or in the general Chesapeake Bay area? We have it all right here.

Live on the Waterfront in Talbot County, MD

Bordered to the west by Chesapeake Bay, Talbot Country presents numerous options for living right on the waterfront. Talbot County is located on the eastern shore of Maryland; with a population of approximately 38,000, it has a rich history dating back from before 1661. Its name comes from the wife of Sir Robert Talbot, Lady Grace Talbot. Within the county lies the Choptank River; it was named for a tribe of Indians, prior inhabitants of the area before it was settled by the English. With such an interesting heritage, there are many places within the county that are in the National Register of Historic Places. More than 600 miles of shoreline, set with charming villages and small town sophistication set Talbot County apart. With the oldest private ferry in the country dating from 1683, the ferry began running again, after ceasing service during the American Revolution. Resuming service in 1836, it has continued since then.



Picturesque hamlets abound, and St. Michaels beckons to the visitors with alleys and cottages adjacent to Victorian homes. Gifts and art as well as crafts can be found within its quaint shops. Pottery, fashions and art for one's new waterfront home can easily be found here. Spas and restaurants can be discovered, and the area gained a reputation from Hollywood when two movies were filmed near St. Michaels. Easton is another town for shopping, with home decor, boutiques and art galleries. 

For the active outdoor enthusiast and the whole family, sports such as fishing, golfing, sailing, tennis, bicycling, horseback riding, kayaking, canoeing, water skiing, boat nature tours and more can be found. Pontoon boats can be rented, as well as wave runners and motor scooters. Chesapeake Lighthouse tours are given, and the whole family can learn about the interesting heritage of the lighthouse. Easton offers to residents and visitors its prized Nature Trail. Visit a Talbot County winery by boat, car or bicycle; the Little Ashby Vineyards is located on the banks of the Miles River. Or take the family and friends to the Old Wye Mill, a working and water-powered mill that contains a museum relating to its importance in the county and the nation.

Waterfront living in Talbot County will put all this right out your door as well as the magnificent Chesapeake Bay. You will love the community, the exciting history and the landscape of charming Talbot County.

To perform a more specific property search, just visit the links for Talbot County, lots and land for sale in Talbot County Maryland and Talbot County condos for sale located in the right column under Talbot County.

Would you like to be alerted to new listings and price changes on waterfront properties in the Talbot County real estate market? If so, sign up with us to receive our daily email updates for real estate in Talbot County, Maryland, a suburb of Annapolis, Washington DC and Baltimore Maryland.

5440 Ferry Neck Rd, Royal Oak image
5440 Ferry Neck Rd, Royal Oak $2,495,000

This fabulously renovated farmhouse with over 5200 finished sf is move-in ready. The 20-acre farm located on Irish Creek has over 1000’ of shoreline and offers stunnin...

  • 6 Beds
  • 8 Baths
  • MDTA2003478 MLS
4190 Evergreen Rd, Oxford image
4190 Evergreen Rd, Oxford $5,495,000

Welcome to "Evergreen", truly one of the most beautiful waterfront farms in Talbot County. Sited on 121 acres in Oxford Md, this property has over 2000' of shoreline (mos...

  • 6 Beds
  • 5 Baths
  • MDTA2003456 MLS
4190 Evergreen Rd, Oxford image
4190 Evergreen Rd, Oxford $5,495,000

Welcome to "Evergreen", truly one of the most beautiful waterfront farms in Talbot County. Sited on 121 acres in Oxford Md, this property has over 2000' of shoreline (mos...

  • 6 Beds
  • 5 Baths
  • MDTA2003280 MLS
7043 Tilghman Island Rd, Sherwood image
7043 Tilghman Island Rd, Sherwood $2,500,000

This one of a kind property is situated on an amazing waterfront lot with stunning panoramic views of Duns Cove and Harris Creek. As you drive down the 950 ft. sycamore-...

  • 4 Beds
  • 5 Baths
  • MDTA2003364 MLS
207 South St, Oxford image
207 South St, Oxford $1,999,000

Spectacular Town Creek waterfront home in Historic downtown Oxford. The home features 4 bedrooms, 3 full baths plus a powder room. The kitchen and baths are updated. L...

  • 4 Beds
  • 4 Baths
  • MDTA2003362 MLS
27189 Island Creek Rd, Trappe image
27189 Island Creek Rd, Trappe $19,950,000

Cecilia's Point - First-time offered...Spectacular...Nothing like it! 4 BR/4 BA/4 HB main house, 5BR/5BA guest house, detached garage with 2 BR/2 BA guest apartment, exqu...

  • 4 Beds
  • 8 Baths
  • MDTA2003356 MLS
21651 Lowes Wharf Rd, Sherwood image
21651 Lowes Wharf Rd, Sherwood $6,200,000

This is a unique opportunity to own one of the busiest waterfront bars and restaurants on the Chesapeake Bay. A 2.5 acre site with 22 slips, full gas service, a six bedr...

  • MDTA2003294 MLS
27967 Jarboe Dr, Easton image
27967 Jarboe Dr, Easton $2,100,000 ▼

Remarkable Custom-Built Home ( by Owner/Builder) on Dixon Creek, in Easton, Maryland. Less than two miles to downtown Easton. New Construction built in 2016, married with...

  • 5 Beds
  • 4 Baths
  • MDTA2003092 MLS
2188 Quail Run Dr, Trappe image
2188 Quail Run Dr, Trappe $1,050,000

Belmont Landing three-bedroom Cape on 10 + private acres offering beautiful water views of Bolingbroke Creek, 3 sided wrap around porch and waterside composite deck. T...

  • 3 Beds
  • 3 Baths
  • MDTA2003048 MLS
7214 Solitude Rd, Saint Michaels image
7214 Solitude Rd, Saint Michaels $2,795,000 ▼

Welcome to this beautifully maintained waterfront home on Solitude Creek which lies just minutes between beautiful St. Michaels and Easton. This home has panoramic views...

  • 4 Beds
  • 4 Baths
  • MDTA2003058 MLS
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Michael Hamby, CRS, ABR, MRP, CNE, CRIS
410-224-7184
 
  • CRIS Designee - Certified Residential Investment Specialist
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