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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.

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9816 Martingham Cir, Saint Michaels image

9816 Martingham Cir, Saint Michaels $1,795,000

Opportunity beckons in the desirable St. Michael’s community of Martingham! Perfectly sited on a 2+ acre lot this stunning home offers 3489 sq. ft. with 3 bedrooms, plus ...

3 Beds
3 Baths
MDTA2001938 MLS

27711 Villa Rd, Easton $1,685,000

3BR/3BA Rancher highly elevated on 4+ acres overlooking Glebe Creek off the Miles River. Newer dock with a boat lift, water, electric, multiple slips, and good water dep...

3 Beds
3 Baths
MDTA2001988 MLS

9320 Pennywhistle Dr, Mcdaniel $1,695,000

Just minutes from St. Michaels, Windy Pointe is a striking contemporary home nestled in the pines on Northwest Harris Creek. Originally built in the 1980's, the home was ...

3 Beds
3 Baths
MDTA2001912 MLS

3528 Hampden Rd, Trappe $2,899,000

Southern Style Colonial privately located on over 12 acres with southerly exposure overlooking LaTrappe Creek offering waterside swimming pool, deep water pier, mostly ri...

4 Beds
5 Baths
MDTA2001860 MLS

24035 Porters Creek Lane, Saint Michaels image

24035 Porters Creek Lane, Saint Michaels $1,995,000

This beautiful home on Porter's Creek has gone through many renovations since the owners purchased it. New pier, bathrooms, floors, new kitchen, landscaping, landscape p...

4 Beds
3 Baths
MDTA2001662 MLS

10205 Kintore, Easton $6,900,000

This offering is a once in a lifetime opportunity! The 8,000 square foot (160,000 cubic feet volume) contemporary masterpiece is a magnificent collaboration between a pro...

5 Beds
8 Baths
MDTA2000049 MLS

26490 Presquile Dr N, Easton $4,400,000

Experience the epitome of Eastern Shore living in this modern treasure sited on 4+ acres. Enjoy serene views of the Wye River, everchanging flower gardens, sunrises, and...

4 Beds
5 Baths
MDTA2001084 MLS

8831 Quailsar Rd, Easton $4,200,000

RINASCERE Glebe Creek Waterfront has it all! Spacious Brick home with 8 Bedrooms and 4.5 Baths on 3 levels. 12.7 Acres with gated entry, totally fenced in with mature t...

8 Beds
6 Baths
MDTA2000932 MLS

4699 World Farm Rd, Oxford $3,475,000 ▼

Bright, sunny house with panoramic views of Island Creek. Very private setting. 9.01 acres (approx 2 acre homesite, 1 acre woods, 6 acres agriculture) off Rt.333 ("the Ox...

4 Beds
4 Baths
MDTA2000428 MLS

Chancellors Point Rd, Trappe $1,395,000

To Be Built 4 bedroom, 3.5 bathroom home on 7 acre waterfront lot on Chancellors Point Road. Stunning open floor plan with dramatic 2-story foyer. Chef’s kitchen comple...

4 Beds
4 Baths
MDTA141356 MLS

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