luxury properties for sale Talbot County, United States

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 majestically sits on 21.7 acres facing the Chesapeake Bay. Excellent construction quality and design are evident throughout this magnificent estate. Geothermal system on 1st and 2nd floors; Heat Pump for the 3rd floor; Ductless units for 1st floor porch and 2nd floor porch., 3 hot water heaters. Double porches allow you to embrace arguably the most spectacular sunsets on the Eastern Shore. The front of the property is abundant with trees that offer ultimate privacy and all but 4 acres are taxed under agricultural use, Conveniently located between St. Michaels and Tilghman Island, this Chesapeake Bay oasis will far surpass your expectations. No For Sale sign on property but the property’s name ‘Baycup’ is on a small sign at the entrance.

Welcome to the Chaffinch House in charming Easton. A Queen Anne Victorian home built in 1893 and lovingly restored in 2019. Located on arguably the best block in this historic old town neighborhood and a short distance to all the amenities and charm of downtown Easton- named one of America's Top 10 Best Small towns. The house sits on a corner lot and its expansive porches offer both charm and functionality, including a screened-in porch for dining and a rear porch overlooking the garden for added privacy. The garden consists of brick pathways, a Williamsburg fountain, potting shed and original garage. Enter from the porch into the foyer with grand carved oak staircase that leads into beautifully appointed living spaces with high ceilings and original hardwood floors. The living room and family room are filled with historic charm, each with a unique fireplace. The dining room has a bay window, seats twelve and opens to the kitchen. The kitchen has been updated with modern amenities, marble countertops, large pantry space with wine & beverage coolers and a banquette ding space. A laundry room and butlers pantry are off the kitchen for additional storage and counter space. The second level consists of three bedrooms: the primary bedroom suite has a fireplace, sitting room, large closet, screened in sleeping porch, second porch with sauna and ensuite bath. The second bedroom has an en suite bath and stained glass window feature. The third bedroom has an en suite bath as well. The top floor has 2 additional bedrooms with en suite baths and wonderful architectural details. One is currently being used as an office space. According to Maryland Inventory of Historic Properties, “This is a characteristic mansion of the Victorian Period. At least half a dozen of them exist in Easton, but this one is definitely the most elaborate and intricate… This house is a wonderful and fanciful example of Victorian exuberance and ingenuity. It stands as a monument to an inventive and eclectic age.” Don’t miss this rare opportunity to own a part of Eastern Shore history in Easton, a cultural and culinary hotspot appearing on several top small towns lists.

Gorgeous three bedroom, three full bathrooms, 1948 square foot historic colonial home. The Rachel Smith House (circa 1853) is located on highly sought-after East Chestnut Street in the heart of Saint Michaels. Highlights include 100+ square foot covered front porch, unique second floor covered balcony, expansive private rear patio, main level bedroom full bath, and detached workshop easily convertible into an office or other use. Enter the home through the handsome brick front porch with detailed molding, perfect for a few rocking chairs, and into the spacious living room centered around custom built-ins. A main level bedroom/office with a front bay window has built-in bookshelves and an en suite classic black and white tiled bathroom with a standup shower. The living room flows into the spacious dining room with crown molding and a double window out to the rear patio. The kitchen has classic two-toned kitchen cabinets with a white quartz countertop. The oversized sink is positioned to look out to the stunning rear patio through a three-paneled sliding glass door. It boasts recently installed stainless steel appliances, breakfast bar seating, and comfortable shelving space. A spacious multi-functional room that serves as a laundry room, storage pantry, and mudroom allows easy access to the backyard. The idyllic private rear brick patio enclosed with a traditional picket fence is beautifully manicured and ready for parties, barbeques, or a quiet morning coffee. The detached workshop with an array of possibilities is situated at the back of the deep lot and matches the colors and style of the home including its own fenced patio. Its two rooms include a spacious office or workshop space and a large walk-in closet. An alley behind the outbuilding is extremely convenient for moving things in and out of the workshop and patio. The second level of the home has the primary bedroom with a sitting room/office/or closet and a fully renovated en suite bathroom. This elegant primary bathroom has a double vanity with a tub/shower combo. The bedroom also has direct access to the large second-floor covered porch which is an ideal getaway space. This well-constructed, large porch, ready for a hanging swing, provides an additional 180+ square feet of outdoor living. The expansive views include a panorama of the beautifully maintained and landscaped historic homes and the water, only five houses away. This space is perfect for unwinding at the end of the day, whether it be to take a nap or read a book on a beautiful summer day, enjoy a glass of wine, or even have a romantic candlelight dinner. The second level continues with a fully renovated hallway bathroom offering a double vanity and a large walk-in shower. The third level is a lovely carpeted bedroom with an abundance of closet space and a cute window bench to look out on the rear patio. This home has had extensive updates including, two new bathrooms on the second floor, kitchen updates including counter/appliances/flooring, paint throughout, carpet in the top-level bedroom, and more. This ideal location on East Chestnut is steps away from waterfront dining, live music, and available slips for your boat. Schedule your tour today!

Please do not drive down the driveway without an appointment. Welcome to WOODLAWN FARM , an exceptional estate offering panoramic vistas with breathtaking skies and SPECTACULAR sunsets! Bordering both Broad and Bridge Creeks, this historic 91 + acre property with 3250' (much rip-rapped ) waterfrontage provides the utmost in privacy! From the gated entrance, a long tree-lined drive leads to the 6693 Sq ft. Manor house which has been beautifully restored and includes major additions added by the present owners. Charm and elegance abounds with a sumptuous primary suite, stunning glass-filled sunroom, 5 fireplaces, gleaming pine floors, and high ceilings in much of the house. The large covered outdoor porch on the waterside is ideal for dining and relaxing and extends to a slate patio with BBQ and fireplace. Nearby is a putting green. Perfect for entertaining! The 2 BR pool house with living room and kitchen has been renovated and overlooks the saltwater gunite pool with panoramic creek views. In addition is a full 4 BR guest cottage, separate children's playhouse, and multiple barns/outbuildings. Two protected piers offer several slips, 3'MLW, electric and water. Main and service gated entrances, extensive security system and outdoor lighting, plus mature landscaping with irrigation, are just a few of the amenities. Complete list of improvements plus the history of the property is available. 50+/- acres is currently farmed and there is great hunting (duck blinds convey) back in the cove of Bridge Creek. Most furnishings are available for sale (excluding art and owners personal belongings).