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5 Beds 6 Baths
Birthplace and home of General Perry Benson, a Captain in the Revolutionary War, and Major General in the War of 1812, Wheatlands is a significant, Historic estate on the Miles River of Talbot County. The primary structure, a stately 5 bedroom, 5.5 bath, Colonial, is sited on almost 25 acres along with an Historic barn with office, powder room, and den, a 2 bedroom, 2.5 bath guest house, a waterside pool, a 1 bath pool house with temperature and humidity-controlled wine cellar, a 1 bath recreation house, a potting shed, and a hen house. A separate parcel of almost 16 acres provides additional privacy and agricultural land. The property has been substantially renovated and boasts fine craftsmanship, finishes, and fixtures. Outside you will find over 800 feet of riprapped shoreline, formal gardens, a deep-water dock with boat lift, an outdoor shower, a floating dock, and a highly coveted boat house with boat lift and second-level deck, a prime spot for entertaining. Other property features include hardwood floors, beamed ceilings, a sauna, steam showers, theatre room, an abundance of fireplaces, lawn irrigation, a paved, circular driveway, and brick and slate patios and walkways. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2 hours from Philadelphia. Wheatlands is 5 miles from Downtown Easton and just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport. Exclusions and a right-of-way apply.

8588 Wheatlands Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

3 Beds 5 Baths
Stunning Waterfront Estate on the Miles River. This property has been immaculately maintained. The original home was built in 1927 but was completely renovated in 1999 and has since gone through many updates. The 3-bedroom, 3 full bath, 2 half bath, main house has beautiful hardwood floors throughout, crown moldings, exposed beams, and wood-burning fireplaces. The most discerning chef will find everything they need in the gourmet kitchen including a huge island that seats 7, a Wolf 4-burner gas cooktop with French burner, a Wolf double wall oven, a Miele French door refrigerator/freezer, two dishwashers, 2 farm sinks, and a prep sink. Enjoy meals in your casual dining area with wood-burning fireplace or formal dining room, both with easy access to wet bars, great for entertaining. A sunk-in seating area with brick floors provides French door access to a patio with a spa. The formal living room includes a wood-burning fireplace with sliders to a covered brick patio. The main house is equipped with geothermal HVAC and a whole-house reverse osmosis system, an unfinished basement, and a new roof will be installed in 2023. Upstairs you will find a loft that provides the perfect spot for an office nook, a laundry room, 3 ensuite bedrooms, and a den. The primary suite includes a wood-burning fireplace, sitting area with built-ins, and sliders to a private balcony. The primary bath includes 2 walk-in closets, one with a vanity, 2 showers, 2 water closets, a double sink, and a soaking jet tub. The second guest bedroom is large enough to be another primary suite and includes built-ins, a wood-burning fireplace, a walk-in closet, a slider to a roof-top deck, and a private bath. The third guest bedroom is off a large den and has built-ins, a walk-in closet, private bathroom, and a ladder to a loft area. This second level can be accessed from two separate staircases. Another set of stairs leads to a third-level observation tower. Outside you will find extensive landscaping and hardscaping including beautiful slate walkways and mature trees with uplighting. The property boasts a dock equipped with a boat lift, as well as access to water and electricity, and a riprapped shoreline. A small cottage on the edge of the point provides stunning views, a living room with a gas fireplace, a mini kitchen, and a full bath. The one-car detached garage has a large bonus room above and tons of storage. There is also a 2-bay detached machine garage with storage on the property. The barn, which was converted to a caretaker’s cottage in 2007, has an inverted layout that has 2 ensuite bedrooms on the main level, and a living room with a slider to a balcony, kitchen, and powder room on the second level. The guest house, brand new in 2022, features a large living room, dining area, kitchen, office, laundry room, and 2 ensuite bedrooms. An in-ground pool and a gazebo with a wood-burning fireplace provide the perfect spots to entertain guests. This property has it all! Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2 hours from Philadelphia. Just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport.

27640 Villa Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

7 Beds 13 Baths
Mallard Drive is an extraordinary waterfront estate between Easton and Oxford on Peachblossom Creek. This breathtaking property provides a commanding presence with southern exposure, high elevation, mature trees, and a private setting. Built in 2004, the residence and improvements bespeak quality, and it shows with attention to detail in every facet. From the manicured grounds to the immaculate systems and infrastructure of the residence, this offering is sure to please the most discerning buyer. The property boasts a stately gated entry setting the pace upon arrival with manicured grounds and a gravel drive leading to a stone bridge. The driveway winds, meandering through a canopy of mature hardwoods and pine. Custom hardscape features throughout the property. A grand entry in the two-story foyer and gallery sets the tone upon entering this magnificent home. The trim work, joinery, and finishes are immaculate, and spaces within the residence are proportionally balanced, creating a comfortable and inviting atmosphere. The transverse hall leads to the main living areas with spectacular water views and natural light. To the east, the formal dining room leads to the spacious gourmet kitchen and casual dining. The conservatory provides a delightful and casual living space, augmented by an indoor natural stone koi pond. Here, residents benefit from convenient access to the elevator and the oversized three-car garage for daily entry. Heading west down the traverse hall leads to a screened-in porch with brick flooring and opens to a gorgeous patio under a pergola. The first-floor primary bedroom suite features a waterfront seating area, a luxurious bath with a clawfoot tub, a dressing room, and two spacious custom-built walk-in closets. An elegant office with stained glass doors opens to the library above and is connected by a winding staircase. The second floor features a unique library connecting to the second-floor study, two exquisite waterfront guest suites, one inland guest suite, an additional laundry room, an elevator, and third-floor access. The third floor offers a recreation and billiards room with a wet bar, a king guest suite, and a twin guest suite. The 6,000’ basement is easily accessible by elevator and stairwells. In addition to two storage rooms, the basement includes an exercise room, wine cellar, and ample storage. The Au Pair Suite is located above the garage of the primary residence with a separate entrance and offers fantastic waterfront views. This apartment is completely separate and offers a generous living space with a full bath, a living room, dining room, and kitchen. The Caretaker’s Cottage is a short remove from the main residence. It also has a full basement, two bedrooms upstairs, an open kitchen, living and dining room. A two-car detached garage is adjacent to the cottage. The shoreline in front of the house is secured with a timber bulkhead along Peachblossom Creek. The pier in front of the house is 100’ long with 5’ of water at mean low tide controlling depth. 7' of water at the dock. There is an 8,000 lb boat lift, a personal watercraft lift and float along with a concrete ramp. The additional pier is found in the basin, yielding 5’ at mean low tide with another boat lift and multiple personal watercraft lifts. Both piers have 50 amp service, lighting, and water. Proximity to Easton - 6 miles, Oxford- 7.5 miles, Philadelphia - 116 miles, and Washington D.C. - 75 miles puts this offering in a very desirable location enjoying a rural, small-town setting with a vibrant arts community, competitive medical services, and everything appreciated by those familiar with the Eastern Shore of Maryland.

28343 Mallard Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

6 Beds 9 Baths
Offered for the first time in nearly forty years, Swan Point is the quintessential Eastern Shore estate. Situated on 4.5 +/- acres, with westerly exposure on the Tred Avon River this estate has it all. Private pier with 4’+/- MLW and 400 +/- of waterfrontage. The main house is classically charming and takes full advantage of the sunset water views. Spacious kitchen is complete with high-end appliances and large center island making it perfect for large scale entertaining. Fully finished basement. Primary suite is separate and private with water views and a luxurious, spa-like bath complete with jetted tub, separate shower and marble touches. The park-like grounds include a paddock for horses and mature landscaping throughout. The estate is further improved by fabulous accessory structures including an equestrian facility, proper well-appointed guest quarters with en-suite bedroom, kitchen, living room with views over the property to the Tred Avon River and garage. There is also a one of a kind automobile museum located in the exquisite "carriage house" offering a 50x36 showroom, half bath, office and conference rooms. The four-stall stable includes, a tack room, office and abundant storage.

27473 Westpoint Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

5 Beds 8 Baths
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 prominent structural engineer, whose works include the world's tallest building Partronas Towers in Malaysia and a renowned New York architect, whose works include Filene Center at Wolf Trap Farm Park, in McLean Virginia and Mann Music Center in Fairmont Park, Philadelphia. The 17 acres is comprised of 2 separately deeded waterfront lots, each with their own septic, well and dock. The main house with 300 windows, bi-level in-ground pool and spa sit majestically on the 8.5 lot with 8 feet MLW water depth at the dock. The second 8.5 acre lot hosts the 2 story barn styled after the main house. It includes 3 parking spaces with operable doors, three stalls, a wash stall, and a feed stall. On the second floor is a 2 bedroom, 1 bath apartment. In addition to the barn, there is a large paddock with two separate areas separated by a fence and a turnout shed that can be entered from either side of the paddock. This lot has 4 feet MLW at the end of the dock.

10205 Kintore Dr, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

5 Beds 3 Baths
As you drive down the private estate driveway , you will be in awe of this breath-taking 111 +/- acre property in Talbot County on the Tred Avon River. Ideal for a Family Compound with potential for 4 waterfront lots. Property currently consists of an older 5 bedroom/3 bath house and a 1 bedroom/2.5 bath carriage house , both waiting to for the new owner's vision. There are outbuildings, ponds, an impoundment , and large oak trees that provide a private canopy. Lowe Farm has been in the same family since the 1680"s. The property provides superb hunting , with a mix of woods, fields and approximately 3,000 ft.of water-frontage. Property has its own protected cove for safe harbor! An additional lot of record with expansive views is also included with an updated SDA in process. Once in a lifetime opportunity . $4,500,000

27247 Trippe Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

4 Beds 5 Baths
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 wildlife. The 4-bedroom, 3-full bath, 2-half bath house was recently renovated in 2018 with a Gourmet Chef’s kitchen, library, primary bathroom oasis, and enclosed breezeway, all with the finest fixtures and finishes. Other features of the house include a main level primary suite with wood-burning fireplace and sitting area, family room with wood-burning fireplace, dining area, and main level laundry area. The upstairs houses a loft, 2 bedrooms, a full bath, and spacious storage room. A 3-car garage, 1-bedroom/1-bath guest apartment, deep water dock with boat lift, raised bed garden, riprapped shoreline, irrigation system, boat ramp, crab shack, generator, and inground pool with waterfall and fire pots completes the property.

26490 Presquile Dr N, Easton

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

3 Beds 3 Baths
Set on the natural bank of the Tred Avon River, This modern home utilizes white polished concrete supporting a Douglas Fir butterfly roof that celebrates the interplay of light and industrial craft. The home is the first of its kind on the Chesapeake Bay and established an unprecedented environmental approach for Talbot County due to its habitat restoration and sensitivity to the site. Designed and completed with uncompromising engineering and architecture while respecting and even improving upon the waterfront site. The brilliance found in the presence and life of the home is light and passive, yet its structure and materials are robust, it will outlive generations. Details include geothermal systems, radiant heated and cooled floors zoned throughout, a premium professional kitchen, and ultra-high performance concrete rain screen. The house and amenities sit at about an 18 ft elevation above the mean high water level and offer unattainable proximity to the shore, within 100ft. Complete the cottage and pool as you wish, add another guest room or a modern cabana. A long pier with two power lifts, and deep water can accommodate large sailboats. The beautiful exposures from the 450ft of shoreline enjoy views of the protected conservation land of Ratcliff Manor. Maybe once in a decade, if ever, will an opportunity like this come to the market.

27950 Tred Avon Dr, Easton

Listing courtesy of TTR Sothebys International Realty. Contact: (703) 319-3344

8 Beds 6 Baths
The perfect Eastern Shore escape from the rest of the world. Situated on Glebe Creek with 12.7 acres of well-planned outdoor amenities including approximately 1,300' bulk-headed shoreline, private pier with electricity, hot & cold water, two 10,000 lb boat lifts, 2 jet ski lifts, and floating docks. Upon arrival to the gated entry, your stresses of the day melt away as you drive across the wisteria bridge over the 2 acre pond to this stately brick home. Entering the home you will notice the extensive heart pine wood floors and custom millwork. Expansive kitchen with wide water view perfect for large scale entertaining, a massive island, 2 G.E. Monogram refrigerators, 2 Wolf microwaves, 2 Wolf ovens, 2 Wolf warming drawers, a Wolf six-burner range/oven with French cooktop, 2 cooper farmhouse sinks and Brazilian Quartzite countertops. Five gas-controlled fireplaces can be found throughout the home. The elevator gets you from the first to the third floor with ease and is custom painted by renowned Smithsonian artist. The property boasts many places to relax including brick patios and paths, 2 Vicenza stone gazebos and 3 cast iron gazebos throughout property. Family and friends will enjoy the many places to play including the sports court, and the 75 yard, par 3 artificial green with sand trap, the football/lacrosse field, 50'x20' heated in-ground pool with diving board, 40' x 60' playground with playhouse, Large raised-bed colonial vegetable garden with irrigation, numerous outbuildings and 3-car garage leading to a conditioned wine room.

8831 Quailsar Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

5 Beds 7 Baths
Price Improvement! Almost new construction! This incredible waterfront property exudes privacy and is the perfect escape from the hustle and bustle of everyday life. Perched on 1.98 acres of land surrounded by Tred Avon River. The expansive East to West 365-degree views provide plenty of opportunity to take in the stunning scenery. Soak in showcase worthy sunsets while cooking from the outdoor kitchen, entertaining under the pergola, floating in the inground pool or relaxing from the rooftop deck. 5400+/- square feet of living space comprises of a main house and guest cottage. The main house, designed in 2022, offers 3 bedrooms and 4 1/2 baths. 3700 +/- sf this custom contemporary exudes a sense of warm sophistication, incorporating creative design, impeccable quality, and custom finishes throughout. With heated porcelain plank flooring, interior and exterior accent lighting, surround sound, custom wood burning fireplace, exquisite owner's suite, and gourmet kitchen, this waterfront property is sure to impress. The private owner's suite features soaring architecturally accented ceilings, stunning wall tiled gas fireplace and 10' slides that frame magazine worthy water views. With a luxury spa like ensuite, custom oversized glass shower, heated towel racks, his and her vanities, ensuite on demand water heater and super-sized his and her walk-in closets you are sure to feel like a royal. Large windows throughout the main floor provide lots of natural light, and the stone wood burning fireplace in the family room provides comfort while soaking in views of the river year long. The oversized gourmet kitchen offers a T shaped island and state-of-the-art appliances. The 6-burner gas range, under cabinet convection microwave, custom cabinetry, undercabinet lighting, coffee bar, pot filler, trash compactor and room for 5 at the breakfast bar complete the culinary enthusiast’s dream. Best of all you can enjoy it while gazing through the wall-to-wall glass windows that border the back of the property. The open concept floor plan also features a dining area, family room and full-size laundry/mud room with pool side entrance. At the top of the custom staircase, you will find two bedrooms each with their own private bath and offering an escape to the waterfront rooftop deck with the most spectacular views of Avon Tred. Venture back downstairs and head outside to enjoy a private 105' lighted pier with electric, water, 2 floating docks, storage boxes, and 4 boat lifts, (12K) (2800). With 6’+/-MLW it’s perfect for your sailboat, power boat and/or water toys. Inground saltwater pool, surrounded by paver patios, outdoor kitchen, and relaxing pergola complete this outside oasis. The 910'+/- of hardscaped shoreline surrounds the main house and guest cottage. The cottage, 1700+/- sq ft, is comprised of 2 bedrooms, 1 1/2 baths and a 2-car garage with 1000+/- of unfinished space. The open concept floor plan features a granite countertop kitchenette, 1/2 bath with tiled floor and laundry room. The upper level offers two oversized bedrooms with full bath and individual mini splits for added comfort. There is an additional upper floor laundry hookup, generator, and unfinished attic space. The exterior design of the property offers the ultimate in convenience and low maintenance living with irrigation system, Smartside siding, new roof gutters and soffit, automatic remote pool cover, Duradeck decking system, whole house vac, and on demand hot water heater. The bonus of a new zoned HVAC system makes this design a perfect choice for those who want the benefits of modern technology while still enjoying the outdoors. With all these features, you can rest assured that your exterior will remain in top condition for years to come. Located at the end of Avon court in a private cul-de-ssac, just a short distance from Oxford, Saint Michaels, and the hub of Easton. 3.7 driving miles to Downtown Easton 6.5 nautical miles to Chesapeake

7885 Avon Ct, Easton

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

4 Beds 4 Baths
Stunning Waterfront Modern Farmhouse with 50 ft Pool and 12 Person Hot Tub This newly built modern farmhouse is the perfect place to call home. With its stunning views of Dixon Creek, high ceilings, modern finishes, outdoor pavilion, a 50ft pool and 12 person in-ground hot tub, you'll love coming home to this property every day or as a truly turnkey second home . The home features four bedrooms, three and a half baths, and spectacular living and outdoor spaces. The open concept floor plan is perfect for entertaining, and the gourmet kitchen with Wolf stove, Sub Zero refrigerator and large Cambria quartz island is sure to please even the most discerning chef. Large windows and glass throughout provide beautiful light in the main room, while enjoying river views in all seasons by the fireplace. Three french doors open to the back porch and patio providing an indoor-outdoor feel, complete with day bed swing to enjoy the warm weather. The property is located in a quiet, rural setting, with protected farmland across the street, yet it's just minutes from all the amenities of the towns of Easton, St. Michaels and Oxford. The home also features a heated 50ft pool with automatic retractable cover as well as a separate in-ground hot tub that seats 12 persons with temperature and jet controls to enjoy year-round. A large outdoor pavilion is the perfect place for entertaining or relaxing with your guests enjoying the views straight down river with an outdoor wet bar, ice maker and nearby plumbed gas grill. A lighted, Weems built dock with 3 ½ ft MLW features two custom lifts one to hold a dinghy and another for kayaks with remote lowering control for safe water entry, as well as dedicated water and 100amp electrical service. Professional landscaping by F.A. Hobson on the 2.9 acres with a custom designed concrete fire pit, outdoor cedar wood shower and Alaskan cedar raised bed fenced garden complete the outdoor possibilities for this beautiful home. The first floor master bedroom suite is complete with two walk-in closets and en suite bathroom, including a large walk-in shower and stand alone Wyndham Mermaid White 71” soaking bath tub. Three upstairs carpeted bedrooms with one en suite facing the creek and two with a shared bath are perfect for guests. The white oak floors are beautiful throughout hallways and main living areas and kitchen pantry. The two car, heated garage with additional storage and high ceilings also provide a perfect place for a workbench or workout area. This unique home is sustainably built and energy efficient with integrated concrete form (ICF) construction, which makes it incredibly strong, quiet and durable. It can withstand 220 mph winds, is more fireproof and earthquake safe than traditional structures. This means you can rest assured knowing that your home is safe and secure, no matter what Mother Nature throws your way. State-of-the-art systems include geothermal split zone heat pump, Rinnai top of the line tankless water heater, and automatic Generac 24kw whole house backup generator, reverse osmosis water purification system, built-in Miele espresso machine and much more! This is a rare opportunity to own a stunning modern farmhouse with all the bells and whistles in the heart of the Eastern Shore of Maryland. This beautiful and state-of-the-art property in the best location in town won’t last long. Don't miss out, schedule a showing today!

27919 Jarboe Dr, Easton

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

3 Beds 3 Baths
Welcome to this serene Timberpeg home situated on 2.28 acres of picturesque beauty in a peaceful park-like setting within a waterfront community, although the house is not waterfront. This property offers a private and charming rustic design in a cul-de-sac far from neighbors. Inside, you'll find a cozy cabin-like atmosphere. The floor plan features three bedrooms and two and a half bathrooms, providing ample space for your needs. The Timberpeg construction adds a unique architectural character, setting this home apart from others in the area. The heart of the home is the kitchen, complete with a breakfast area. Adjacent to the kitchen, the dining room offers stunning views of the gorgeous backyard landscape. The family room provides a cozy retreat, perfect for relaxing by the wood-burning fireplace on chilly evenings. In warmer months, the fenced-in backyard and deck create an inviting space for barbecues and outdoor enjoyment. You'll also find a large hot tub! The first-floor primary bedroom quarters offer a tranquil sanctuary with high ceilings, a walk-in closet, and a private bathroom. Upstairs, the two additional bedrooms provide ample space for family members or guests, along with an office and a full bathroom. Step outside, and you'll discover the enchanting beauty of the property. The landscaped grounds seamlessly blend open spaces with a walking trail, allowing you to connect with nature. As for the Shed, it is wired for electricity. Practical amenities include: a two-car garage with a large attic that can easily be converted into another room. The second floor features an open office area, and there is room to park more cars. With convenient access to nearby amenities and attractions, as well as the excellent dining and shopping experiences in St. Michaels and downtown Easton, this home offers both tranquility and convenience. Don't miss out on the opportunity to own this lovely home. Explore the possibilities that this retreat-like property has to offer. NOTE: This home is being sold "AS IS," and the seller will not be making any repairs.

7945 Shipshead Creek Dr, Easton

Listing courtesy of Compass. Contact: (410) 429-7425

4 Beds 3 Baths
Well-maintained home located in the sought after Arcadia Shores neighborhood. Interior features a traditional floor plan with formal living and dining rooms as well as an open kitchen and family room that leads to the 3 season sunroom. Ample sized bedrooms and primary suite with walk-in closet and full bath. Bonus room above the garage is perfect as a playroom/game room, craft room or climate controlled storage. Enjoy the privacy of this beautiful 4.58+/- acre tree-lined lot and spend time relaxing on the stone patio. 2-car attached garage with workspace and large shed great for additional storage. Arcadia Shores provides the best of a private, country setting while being a waterfront community primely located between Easton and St. Michaels.

26337 Arcadia Shores Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665