luxury houses for sale Talbot County, United States

This well maintained 4-bedroom, 2.5-bathroom home in Matthewstown Run offers an open layout with abundant natural light and numerous upgrades. The kitchen features custom countertops and a walk-in pantry, while the spacious laundry/mudroom includes a custom-built locker system. A wood burning fireplace in the family room/dining area adds to comfort of this home. A Rinnai hotwater heating system is an added bonus. Outdoor living is a dream with a large fully fenced backyard, a large pool, (new liner and new pump 2024) and a newly renovated nautically designed deck with a lower sundeck finished with an outdoor kitchen sink and counter space. Perfect for entertaining! Upstairs you will find 4 bedrooms and 2 full bathrooms. The roomy primary bedroom boasts a walk-in closet and a private ensuite bathroom. Minutes from historic downtown Easton with easy access to shopping and dining this home is move in ready, just waiting for you.

History: The Elms is located on the Northeast corner of Mission Road and Route 33 in the village of Tilghman on Tilghman Island, Talbot County, MD. The house faces west, with the gable oriented on a north/south axis. Built around 1893. The Elms is clad in weatherboard and supported by a brick pier foundation. The roof of this two story frame home is covered in asphalt shingles. The five bay west main facade has a central door with sidelights and a four light transom. A latticed portico with a scroll sawn balustrade shelters the entrance door and is flanked by a pair of six over six sash windows. On the second floor, there is a central projecting five sided bay with a single four over four sash window on each side. A cross gable, clad in green shingles and supported by decorative brackets, roof this projecting bay. The central bay is flanked by a pair of six over six windows. The north elevation of the primary wing gable end has two four light windows at the attic story, cornice returns, and an interior brick chimney. An extensive addition extends from the rear of the primary wing to the east. The north elevation of this addition has a assortment of one over one, two over two, and six over six sash windows on the first floor and second floor. There is an exterior chimney located on the east side of the addition. The east elevation of the primary wing is an addition connected to the main house by an enclosed breezeway. The south elevation has a full length porch enclosed in 1943. There are two outbuildings which were formerly used to house boarders which at a later date were used for storage. There is three room shed and a cinderblock garage with dormer winders and seven bedrooms. The Elms was built by Charles James Howeth who came to Tilghman with his family from Poplar Island in 1893. This property was purchased from Charlotte Howeth by the current family in 1928 and operated as a boarding house until the 1960's. The Elms got its name from the two large elm trees at the entrance which stood in the front yard. The ornate central bay of the front facade is distinctive. The house is large and rambling and situated on two acres of land in the center of the village of Tilghman. Like many houses on the Island, (Tilghman Island Watermen's Museum) the Lee House was named after its original owners. The Lee family, who owned the home during the early 1900s, was said to have resided there until sometime in the 1930s. The house was inherited by a Tilghman Island resident, Leona Garvin Harrison, and it soon became a part of “The Elms,” a very popular and successful island fishing party resort. The Elms included the property adjacent to the Lee House. “Miss Leona,” as she was known, ran the resort and decided that the Lee House would serve well as a boarding house, taking in any overflow guests. The house could sleep up 12 people and is said to have provided lodging for doctors, lawyers and prominent business owners who would often visit. All meals were served in the main house and the well-traveled sidewalk leading to it from the Lee House is still visible. A day of fishing would cost $25 and for an additional $5.50 guests enjoyed a full breakfast, a packed lunch, and a family-style feast for dinner. Common on the dinner menu were the resort’s famous Crab Imperial, fried chicken, roast beef, and crab cakes always accompanied by sliced tomatoes, corn, and staff Chef Theodore’s freshly baked bread. After dinner and a long day on the water, guests would head back to the Lee House to play cards, exchange stories and call it a night. As times began to change and more and more people purchased their own boats, the demand for the fishing party properties began to wane. The Lee House closed as a boarding house in 1971 and has remained vacant ever since. In 1984 the house was passed on to Ms. Leona’s daughter, Shirley Garvin Walton and was later inherited by Shirley’s son John and daughter Barbara in 2000.

Experience and enjoy captivating views of the St Michaels Harbor from every room in the house. Conveniently situated in the heart of downtown St Michaels within walking distance to casual and fine dining. The floorplan includes 4 bedrooms, 3 full baths and 1 half bath. Total bedroom and bath count includes a separate guest suite with full kitchen. The newer addition is an octagon great room with spectacular views and a perfect spot for entertaining. The dining room offers a wood burning fireplace and added space for large gatherings. Enjoy beautiful weather and sunsets while sitting on the first or second floor porches. The home offers the charm and character of Eastern Shore living.

Walk to Easton's best restaurants, shops, museums, and concert venues from this charming 4 bedroom, 3 bath 1890 home in the historic district! In move-in condition, it combines rare original features with a completely renovated kitchen, laundry and baths, plus a new roof, dry basement and many updated mechanicals. A delightful patio, greenhouse/potting shed and one-car garage complete this special property's amenities. A rare opportunity at this price!

Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on .67 acres overlooking the Miles River. Built in 2006, this Craftsman-style home was thoughtfully designed by Lars Erickson and built by Don Foster to blend effortlessly with the beauty of the landscape. The exquisite architectural details are evident throughout and include vaulted ceilings, Australian Cypress flooring, an arched window wall, custom built-ins, and a large dual-sided gas fireplace. The open floor plan offers breathtaking river views from nearly every room and the main living spaces are perfectly suited for family living and entertaining. The first floor boasts a gourmet kitchen with high-end stainless and panel-ready appliances, custom cabinetry, granite counters, a wonderful center island, and an adjacent dining area with sweeping waterfront views. Relax by the dual-sided fireplace in the living room, which connects seamlessly to the waterside sunroom. A separate riverside library/office and its adjacent family room with custom built-ins create separate, ideal living and work spaces. The spacious primary suite offers vaulted ceilings, a luxurious ensuite bath with a dual vanity, jetted tub, glass-enclosed walk-in shower, large walk-in closet, and French doors leading to the waterside deck. Upstairs, two guest bedrooms, each with ensuite bath, a large walk-in cedar closet, and attic access provide additional comfort and convenience. A separate staircase leads to a lovely private guest bedroom (4th bedroom) with ensuite bath. Admire panoramic views of the waterfront, which includes 100' +/- of bulkheaded and riprapped shoreline, a private dock with boat lift (10,000 lbs.), 2 slips, and 3-3.5' +/- MLW. Completing the property is an oversized attached 2-car garage, providing additional storage and functionality. Minutes to downtown Saint Michaels and a short drive to Easton, this exceptional property combines waterfront beauty and purposeful design in one of Saint Michaels most desirable neighborhoods.

Welcome to this private paradise on Maryland's Eastern Shore with a slip for two boats. Ideal for outdoor enthusiasts, with 1400' of views oriented towards the water. The residence features an open floor plan with a spacious living and separate dining area with a fireplace, leading to the gourmet kitchen. The main floor also offers two bedrooms and a full bathroom. Upstairs is a primary bedroom suite with laundry, and exquisite waterfront views. Not to mention, the sunset views over hundreds of feet of water from the large wrap-around porch. Amenities abound on this property. There is geothermal heating and air-conditioning, plus a sprinkler system. The home offers a completely sealed and temperature-controlled basement with poured concrete flooring ideal for storage. There's a two bedroom guest house with full kitchen and living room. An oversized saltwater swimming pool with pool house (with bath and outdoor shower) is adjacent to the house and overlooks Grace Creek. The living shoreline has rip rap bulkhead and is stable without prior erosion. A sport court provides further outdoor enjoyment nestled between the trees. On colder days, gather round the fire pit and watch the sun set over the water. Or, rest in the hammock overlooking the dock. Park your boat on the private slip. Or, relax on the wide porch and watch other boats pass by. Anyone wanting to enjoy waterfront life will be in paradise in this custom-built home on a scenic 5.89 acre lot.

Stock Range Farm offers a once-in-a-lifetime opportunity to experience the best the Eastern Shore has to offer. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. Sited on 350 acres of prime waterfront, the 12,698 sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's cottage, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Additional information and details are available upon request.

This beautifully refined stone and brick French country home crafted by Ilex Construction, is ideally situated between Easton and St. Michaels and rests on over 4 acres along the scenic Tred Avon River. Spanning approximately 4,500 square feet, this meticulously maintained residence features 4 bedrooms and 4.5 baths. The gourmet kitchen is a chef's dream, equipped with high-end appliances, gas cooking, a spacious island with seating, and an expansive walk-in pantry. The kitchen seamlessly flows into the large family room, which boasts a vaulted, beamed ceiling and a cozy gas fireplace. The separate dining room, also with a beamed ceiling, offers convenient access to a wet bar, making it perfect for entertaining. The main level is home to a luxurious primary suite complete with a beamed ceiling, gas fireplace, and French doors that open to a poolside patio. The spa-inspired bathroom features a spacious walk-in shower, a separate soaking tub, double vanities, and a generous walk-in closet complete with a central storage island. Additionally, this level includes a formal living room, a home office, a laundry room, and an ensuite guest bedroom. Upstairs, you'll find two additional ensuite guest bedrooms and a spacious bonus room, offering ample space for family and guests. Outdoor entertaining is elevated to new heights on the expansive covered terrace, featuring a vaulted, beamed ceiling, gas fireplace, fans, and heaters. The property’s heated saltwater pool, complete with an attached spa, invites relaxation. Other noteworthy features include an attached 3-car garage, a 30x15 shed, an encapsulated crawl space, a fenced backyard, a dock with water and electric, boat and jet ski lifts with approximately 5 ft MLW, a 40-zone irrigation system with remote control, and approximately 300 feet of waterfront with a natural shoreline. 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. Fort Stokes Lane is just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport. Listed with Cliff Meredith of Meredith Fine Properties and Laura Carney of TTR Sotheby's International Realty.

Welcome to Idylwood, an exquisite waterfront estate located in Easton, MD. Ideally situated between Easton and St. Michaels (and only a quick boat ride to Oxford), this exceptional property offers unparalleled luxury, privacy, and convenience to those seeking a serene and refined lifestyle. Idylwood showcases architectural excellence with all-brick construction, 10' ceilings, wide antique pine floors, and high-quality Eagle/Anderson windows and doors. The home is incredibly quiet and well-insulated, providing a peaceful and energy-efficient living environment. The interiors are spacious and elegant, featuring three wood-burning fireplaces that add a cozy ambiance for year-round enjoyment.The primary suite on the first floor opens to a bluestone waterside covered porch, where you can enjoy breathtaking sunset views. The second floor boasts a large family/game room and four guest bedrooms with en-suite bathrooms. The finished third floor is ideal as a separate guest suite, featuring three additional bedrooms and a full bath. Thoughtfully designed with the ability to be easily zoned off when not in use, this space provides flexibility and efficiency, ensuring privacy and comfort for visitors or extended family stays. The estate’s functionality is further enhanced by a private gated entrance, providing exclusivity and security. Enjoy the privacy of a 20+ acre property without the associated maintenance. The multi-zone HVAC system, including three new systems installed in 2024, ensures efficiency. A charming guest cottage on the property features one bedroom with a brick-floored kitchen/family room and a large wood-burning fireplace. Designed for low maintenance, the estate includes a private waterside pool and pool house, and a sandy beach shoreline perfect for kayaks, paddleboards, and fishing. The 158' x 6' dock with multiple deep water slips, a boat and jet ski lift, and 6' MLW depth accommodates large yachts or sailboats. Modern conveniences—including fiber high-speed internet, whole-house and yard mesh Wi-Fi, a security system, a Sonos music system, and an Invisible Fence that add to the property's functionality. Located in Flood Zone X, the property requires no flood insurance. Ideal for gatherings of all sizes, Idylwood combines architectural excellence with a refined, serene lifestyle, making it the ultimate home or retreat. Sold furnished, with a few exceptions, Idylwood is turnkey and ready to enjoy!

Location, Westerly Views, Sailboat Depth Water, Privacy! Welcome to this stunning waterfront home, a true sanctuary overlooking Plaindealing Creek. Spanning 4074 square feet, this residence includes 4 spacious bedrooms, 3 full baths, and 2 half baths, providing ample space and comfort for family and guests. Sited on 5.06 acres of beautifully manicured grounds and stunning mature trees, the property has 327' +/- of natural shoreline and 6-7' MLW, ideal for boating enthusiasts. The private pier features two boat lifts, three deep-water slips, and a large floating dock. Enjoy breathtaking 180-degree views of the water from much of the house, or from the in-ground heated saltwater pool. Inside, you will find beautiful hardwood flooring throughout and an abundance of natural light. The living room and sunroom showcase big views of the pool, back yard, and creek from multiple sliding glass doors leading to an expansive wrap-around waterside deck. The large family room w/ cathedral ceiling has French doors to the deck, and a wonderful wood-burning fireplace. The main level primary bedroom with ensuite bath and large walk-in cedar closet are private and overlook the back yard and creek. Adjacent is the separate office with great built-ins and desk. The light-filled eat-in kitchen with center island is convenient to the formal dining room, a pantry/mudroom area, and wonderful breezeway with brick flooring serving as a screened porch/additional sunroom. On the second level, enjoy three well-appointed guest bedrooms, a full hall bath, and a second access point to the walk-in attic space over the garage. The home's thoughtful design includes extensive storage space & cedar closets, an enormous walk-in attic, bonus area accessed by a spiral staircase, and a dedicated fitness room complete with an adjacent steam shower/steam room. An attached 2-car garage with access to the walk-in attic overhead, workshop, and wonderful built-ins, and storage shed complete the property.

Upon entering the foyer, your eye is drawn to the large family room and optional sunroom of this beautiful Monet III. The large kitchen is open to the family room and is designed for optimal efficiency with a center island and double sink and is adjacent to the dining room. The main level also features a primary bedroom, two large walk-in closets, and an ensuite tucked away in the back of the home. Two additional secondary bedrooms are located near the front of the home with a hall bath. The laundry room is located off the garage giving dual purpose usage. The optional second floor provides space for the fourth bedroom and private bath, along with a large loft area perfect for entertaining. Photos are of a Model home, not the base price home listed.

Brand new Monet III model is under construction for Fall move-in and offers main-level living at its finest! This stunning new home is close to trails and the latest community amenities. A wide entryway opens to the kitchen, breakfast area, and family room. There are ten-foot ceilings with eight-foot doors throughout. The kitchen features admiral blue cabinets and white Carrera quartz counters with an extra large island, soft-close doors, and drawers with dovetail drawers. The family room boasts tall ten-foot ceilings, and additional oversized windows to flood the space with natural light. This family space is expanded into a fully screed rear porch perfect for year-round outdoor living and entertaining. The luxurious primary suite, conveniently located on the main level with optional extension features a large ensuite bathroom with glass shower surround. The main level has a large ten-foot by nine-foot laundry room with a sink, conveniently located off the two-car garage, also acting as a mud room. Located in Lakeside at Trappe, a vibrant lakeside community with many amenities and ideally located on Maryland's Eastern Shore. Lakeside at Trappe is a private retreat to live, work, and play all in one. This community offers a wide range of single-family homes and townhomes, including main-level living and multi-generational home designs. An immersive lakeside experience is in the works, complete with a full portfolio of planned resort-style amenities: pool , outdoor sport courts , playgrounds and green spaces , dog parks , walking trails , on-site retail , community lake , additional lakeside amenities to be announced. Photos are of a similar model while construction is underway!

Nestled along the picturesque Tred Avon River, this extraordinary estate comprises two expansive waterfront parcels totaling 11 acres. A masterpiece of luxury living, the centerpiece is a magnificent 3-level palatial brick home with 6 bedrooms, 7 full baths, 5 half baths, and 7 gas fireplaces set on nearly 7 acres, complemented by an adjoining 4-acre vacant lot. Enjoy the private dock boasting approximately 3 feet of mean low water (MLW), complete with 2 boat lifts, 4 jet ski lifts, and a floating pier to launch your kayaks. The residence is a grand architectural marvel featuring a 2,300+ square foot primary suite with sitting room, breakfast bar, two bathrooms, two walk-in closets, and a spacious, private terrace. Revel in the epitome of entertainment with tons of outdoor terrace space, a built-in barbecue, an indoor pool, spa, and sauna, and a finished, daylight lower level equipped with a wine cellar, second kitchen, and built-in bar. The property is adorned with a pavered driveway, offering a stately approach to this waterfront oasis. Conveniently located between Easton and Oxford and just minutes from a country club, jet airport, theatres, fine dining, shopping, and healthcare, this property is approximately 2 hours from Philadelphia and 1.5 hours from DC and Baltimore. Listed with Cliff Meredith of Meredith Fine Properties and Gene Smith of TTR Sotheby's International Realty