Luxury Properties for sale in the Talbot County (MD)

Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over...

Presented by Brad Kappel | TTR Sotheby's International Realty

Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers,...

Presented by Laura Carney | TTR Sotheby's International Realty

"Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four...

Presented by Laura Carney | TTR Sotheby's International Realty

Location and charm! Set on 2.32 glorious acres overlooking Dixon Creek, this beautifully and lovingly maintained 1915 residence offers timeless character, refined comfort, and...

Presented by Laura Carney | TTR Sotheby's International Realty

A magnificent, stately, Daffin-built, Chesapeake Bay Brick Estate exudes excellent design and craftsmanship in this 5 bedroom (suites), 5.5 bath 6,500 sq. ft brick home that...

Presented by Robert Lacaze | TTR Sotheby's International Realty

Tucked within a canopy of trees along Maryland’s Eastern Shore, this remarkable home rests quietly beside the Choptank River. The setting feels worlds away, eighty acres of...

Presented by Ron Mangas Jr. | TTR Sotheby's International Realty

This exceptional waterfront cottage is set on two private acres and offers sweeping sunset views over the Choptank River to the Chesapeake Bay. Completely renovated from crawl...

Presented by Robert Lacaze | TTR Sotheby's International Realty

This exquisite in-town St. Michaels coastal-style waterfront is a designer’s dream home. The 3,300 sq, ft. residence shows like a new model home with an unparalleled quality of...

Presented by Gene Smith | TTR Sotheby's International Realty

Set on 19.5 private acres just minutes from historic waterfront Saint Michaels, this exceptional 4,492 sq ft residence offers the perfect blend of space, privacy, and convenience....

Presented by Cheri Bruce-Phipps | TTR Sotheby's International Realty

Welcome to "Mostly Porches" an exceptional coastal retreat with captivating views of the harbor, perfectly situated on a spacious .41 acre corner lot just around the corner from...

Presented by Monica Penwell | TTR Sotheby's International Realty

Absolutely stunning mid-century contemporary estate offering a private, park-like setting, with heated swimming pool, pavilion, luxurious fully equipped outdoor-kitchen, outdoor...

Presented by Robert Lacaze | TTR Sotheby's International Realty

Timeless Tidewater Colonial-inspired waterfront estate set on 3.5± private acres with 870± feet of shoreline and panoramic water views. A rare offering combining classic...

Presented by Katherine Christensen | TTR Sotheby's International Realty

Improved Pricing ! Make this Charming Oxford Gem your new home. This well-maintained 4-bedroom, 2.5-bath home offers a comfortable blend of classic style and Eastern Shore charm...

Presented by Debra McQuaid | TTR Sotheby's International Realty

Situated in the established community of Martingham, and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been...

Presented by Monica Penwell | TTR Sotheby's International Realty

Welcome to 107 E. Chestnut, a beautifully restored circa-1870 residence nestled in the heart of St. Michaels. From the moment you step inside, you are greeted by the perfect blend...

Presented by Monica Penwell | TTR Sotheby's International Realty