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4 Beds 3 Baths
Location, Location, Location! This 4 bedroom, 2.5 Bath home has been lovingly maintained by this original owner. Interior features include hardwood flooring throughout the first floor, family room with wood burning fireplace, updated kitchen with SS appliances, center island, separate living room and dining rooms, large screened porch, separate laundry room with soaking tub, attached 2-car garage. Second floor includes 3 bedrooms, an office and an Owners Suite with another wood burning fireplace, large closet, bathroom with double vanities. All rooms have big windows allowing for plenty of natural light. The exterior features include a paved driveway, wooded lot with great privacy, great elevation, private dock and water views of Jacks Cove off the Tred Avon River. Water depth ideal for canoe, kayaks and flat bottom boats, 1-2’+/- MLW. Minutes from downtown Easton off Oxford Road corridor.

28178 Woodland Ct, Easton

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

6 Beds 8 Baths
"Oak Point" is a classic "Eastern Shore Waterfront Estate." Located in the Bozman area of Talbot County, MD, just a short distance outside St. Michaels, the premier 3.2-acre point of land (with over 1,000 ft. of shoreline) provides commanding views across the confluence of Broad, Edge and San Domingo Creeks. The panoramic, 270-degree views are simply extraordinary! Improvements include a very high-quality main house, designed to maximize the water views from every room. Constructed in 2001 by skilled Amish craftsmen, the house features a gracious entry hall, bright, generous-sized rooms and hardwood floors throughout. Wonderful living/family room w/oversized brick fireplace and custom mantle. Comfortable library/study w/wall-mounted television. Outstanding gourmet kitchen w/waterside breakfast room. Brick-floored screened porch. Spacious downstairs primary suite. Upstairs, you will find 2 ensuite guest bedrooms (one with a large private balcony) plus a large bonus/exercise room w/private bath. The main house has 3 bedrooms (plus bonus room w/bath) and a total of 4.5 baths. So much more! There is a charming 1950's 3-bedroom guest cottage w/1.5 baths at the south end of the property; detached 2-car garage plus a climate controlled 3-car garage; workshop; private office and game room above the garage. Waterside swimming pool (heated). Private beach near the guest cottage to launch canoes and kayaks. Substantial 225' pier w/2 boat lifts provides 8' of water depth at MLW. This is a premier boating/fishing location within easy cruising distance to Tilghman Island, Oxford and the open waters of Choptank River and Chesapeake Bay.

24047 Oak Point Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

4 Beds 3 Baths
Constructed in 2015 on a premier 19.5 acre parcel less than 2 miles outside St. Michaels, MD, this 4,400+ sq. ft. home exudes super high-quality design, materials and construction throughout. The Architect-designed floor plan incorporates the perfect combination of formal and casual spaces, featuring a spacious dining room; study/music room; huge family room w/gas fireplace; breakfast room and a top-of-the-line gourmet kitchen w/Wolfe gas range. It is a "Wow" kitchen! Four upstairs bedrooms with a fabulous primary suite. The house was constructed incorporating steel I-beams and a framed elevator shaft for the easy installation of a future elevator. There is a 1-car attached garage; a detached 2-car garage w/separate garden/workshop room. In addition, there is large climate-controlled building (approx. 30' x 75'), which has been used to house an antique auto collection. Historically, the building was used as a horse/cattle stable and could be reconverted for equestrian use if desired. The property includes over 10-acres of fenced pasture, which could be great for horses or the pasture could be planted in trees or crops. Many, many more special features including lawn irrigation system and Generac generator.

7909 Church Neck Rd, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

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

6 Beds 11 Baths
Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 sq.ft. main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The “river room” w/ 2-story octagon copula offers 270◦ views of the property & creek. The TV room w/ 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in media/storage cabinet, coffered ceiling, fireplace, 3 sinks, double Subzero fridges w/ freezer drawers, 2 beverage drawers, 3 dishwashers, Wolf microwave & a stainless-steel Lacanche range with 6-burners, pot warmer, warming oven, & 2 ovens. Complimenting the kitchen is a large walk-in pantry w/ dishwasher, sink & extra freezer in hall. Off the kitchen is a covered porch w/ gas fireplace & “ghost’ screens, a perfect spot to enjoy evenings. A large open dining room has 2 custom built-in display cases. The grand salon w/ bay window, gas-fireplace & intricate mantel is reminiscent of Paris. Adjoining the salon is the handsome 2-story curly cherrywood library w/ custom display cases & leaded-glass pocket doors. The adjoining climate-controlled wine room has a wet bar & storage for 750+ bottles. Wood floors flow throughout the entire main level. The main level is completed by an office, powder room & laundry to service the pool, 2 additional powder rooms, elevator to all 4 levels, mud/dog room, rear spiral staircase, guest suite w/ ensuite bathroom, & 2-car attached garage. The 2nd level offers a generous primary suite w/ fireplace & full length terrace overlooking the water. Her wing features dressing room w/ custom built-ins, separate sitting room, & a luxurious bathroom w/ marble tile, separate shower, jetted tub, & vanity. His wing offers an office w/ fireplace, paneled closet leading to separate bathroom w/ shower, travertine stone, & vanity. From his office access the 2nd level of library, open to below. Just off of the primary suite is a bar area/kitchen. 3 additional bedrooms, each w/ ensuite bathroom, and a laundry room complete the 2nd level. The 3rd level offers theater/rec room, play area, bedroom w/ ensuite bathroom, powder room, & ample storage. The lower-level houses utilities, storage, & enough room for an exercise area. The charming guest cottage sits amongst extensive landscaping. The main level offers a full kitchen, dining area, living room, sunroom, large family room, 2 bedrooms w/ shared bathroom, additional guest bathroom, & large entertaining room. Upstairs is a full bedroom w/ ensuite bathroom. The unfinished lower level offers storage. The party barn originally built for boat storage was designed to look like an old Pennsylvania barn w/ 4’ of stone around the base. Flanked by 2 garage wings allowing for 4+ cars & capped w/ a cupola, the shingled-style barn has two large doors on either side of the building that allow for a trailered boat or 4+ more cars. The 2nd level is a loft w/ sleeping/living area w/ full bathroom, plumbed for potential kitchenette, front & rear terraces, & a spiral staircase to a crow’s nest w/ amazing views. There is a full property generator & a dog run w/ kennel just off the rear. Outside enjoy the benefits of beautiful shore living amongst the verdant grounds, mature landscaping & exceptional views. The pier offers 4’ MLW & the shoreline is fully rip-rapped w/ natural plantings. Set within the pine grove is a putting green w/ chipping area & e

8620 Bozman Neavitt Rd, Saint Michaels

Listing courtesy of Washington Fine Properties, LLC. Contact:

4 Beds 3 Baths
Incredible opportunity in the heart of Maryland! 4 Bedroom 3 Bathroom Cape Cod on over 2 Acres! NO HOA! Max privacy in this spacious and flat lot bordered by a heavy tree line. Main level owner's suite with attached full bath. This level also includes the the guest bath and bedroom #2. Bedrooms #3 and #4 are upstairs with an additional hallway bath. Bedroom #4 on the left wing upstairs also includes a separate den/office area. Additional features include attached 2-car garage, in-ground pool, and shed/workshop with electric and water. The pool is 18 by 36 feet with a 3-8 feet depth, surrounded by concrete decking (5 ft perimeter, 20 ft toward back door), and has had the lining and sand filter replaced just last year (2021), along with new booster pump. There are walking trails around the perimeter of the property that are sometimes used. Tucked away from the hustle and bustle, yet minutes from shopping and restaurants. Less than 2 hours drive to Annapolis, DC, Baltimore, Ocean City, Rehoboth Beach.

29246 Alms House Rd, Trappe

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: (410) 394-0990

3 Beds 2 Baths
This stunning waterfront home has breath-taking sunrises that could start your morning beautifully day after day. The hardwood floors throughout together with the natural light are a perfect combination of classic and cozy. Enjoy watching the boats on from the sunroom year-round. Primary bedroom features, walk in closet, full bathroom and water views out all windows. Second bedroom offers water view from the side window and open land and tree views from the other. Settle in the living room this fall with a wood burning fire while looking out at the Choptank. This home is completed by a third bedroom, full hall bathroom, dining room, kitchen, family room, laundry room and mud room. Expansive waterfront views from almost every room in the house. Put your own finishes on this gem to make feel like home. Two parcels included in this sale for a total of 2.65 acres.

5419 Rude Ave, Tilghman

Listing courtesy of Coldwell Banker Realty. Contact:

3 Beds 3 Baths
Price Adjustment….Lovely 3 bedroom, 2.5 bathroom Colonial with in-ground pool in the sought after water access community of High Banks. Situated on a beautiful 2+ acre lot with mature landscaping, the home features a spacious floor plan and many updates throughout. New roof/2022, hot water heater/2022, Two zone HVAC, air handler 2022, outdoor A/C units 2018 and 2019, new pool liner installed 2018. The updated family room with new LVP flooring, new recessed lighting and a new fireplace with a featured white-washed brick wall, opens to a large updated kitchen. The modern coastal style kitchen has been remodeled with all new soft closing white cabinets and Quartz countertops, center island with lower blue cabinets, Quartz countertops, new pendant Island lighting and all new SS appliances! Have those holiday meals in the updated formal dining room with LVP flooring and a new large pendant light. Just off the kitchen, french doors lead you out to the updated screened-in porch that overlooks the large landscaped yard and in-ground pool with shed for all your pool and yard equipment storage! A convenient updated laundry/mud room with new front loading washer and dryer and remodeled 1/2 bath leads to the attached 1-car garage. The 2nd level offers all new carpeting throughout, freshly painted walls, lighting and a spacious primary en suite with walk-in closet and Remodeled luxurious bath, plus 2 additional bedrooms and updated very spacious hall bath. There's not a room that hasn't been touched, no more popcorn ceilings and all freshly painted walls! This home is ready to move in! A community landing provides easy water access to the Choptank River for boating, fishing and other water sports w/Voluntary HOA. Chapel school district, Just a short drive to Easton or Denton for shopping, restaurants, and entertainment.

9080 High Banks Dr, Easton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

6 Beds 5 Baths
Welcome to "Evergreen", truly one of the most beautiful waterfront farms in Talbot County. Sited on 121 acres in Oxford Md, this property has over 2000' of shoreline (most rip-rapped) bordering the Choptank River and Island Creek, and a large tidal pond which offers incredible views and is an extraordinary habitat for wildlife. Spectacular sunrises and sunsets can be seen from this property, which is one of the few remaining large parcels offering complete privacy yet just minutes to Oxford. The meandering lane leads through the fields and up to the gorgeous point with panoramic vistas. The 6BR/5BA house was built in 1962, remodeled in the mid 1980's, and boasts amazing water views from nearly every room. In addition, there are 2 living areas and wonderful 1st and 2nd floor waterside screened-in porches. Adjacent is the large gunite pool and the protected pier is located in the cove and offers 3.5'MLW. 80 acres are currently being farmed at $4800/year and hunting rights have been given to the same hunters for many years (income is $10,000/year). No formal written leases are in place. The house has also been rented on a short-term basis for the last few years. The pier and barns are being sold in as-is condition. A right-of-way is in place for the property located at #4184 Evergreen. No land is in CREP or conservation. 2 SDA's have been approved but not platted by Talbot County and additional perc testing is being done this wet season. This is a very unique and rare opportunity to own an outstanding property on the Eastern Shore!

4190 Evergreen Rd, Oxford

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

4 Beds 8 Baths
Cecilia's Point - First-time offered...Spectacular...Nothing like it! 4 BR/4 BA/4 HB main house, 5BR/5BA guest house, detached garage with 2 BR/2 BA guest apartment, exquisite finishes and craftsmanship throughout, elevator, heated, saltwater pool, spa, cabana with bath, pickle ball courts, fairway with putting green, bocce ball court, broad westerly views of Choptank River, sandy beach, riprapped shoreline, deep water dock, 2 boatlifts, 4 jet ski lifts, tidal pond, kayak launch, fire pit, built-in grills with direct propane, hardwired internet, raised bed gardens, fountains, balconies, porches, paved driveway, brick and slate walkways and parking pad, mature trees, garage space for 10 cars, 2-bay pole barn. Conveniently located near country club, Downtown Easton, shops, restaurants, healthcare, and jet airport.

27189 Island Creek Rd, Trappe

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

6 Beds 8 Baths
HAMPDEN Circa 1663 Trappe, Maryland located between Easton and Oxford, Hampden is reported to be the oldest surviving brick residence in Talbot County. On the still waters of Sawmill Cove, Hampden is comprised of two parcels totaling 24 +/- acres. With West/Southwest exposure on the creek and a mature canopy of trees around the house, the setting is bucolic and steeped in time. The main residence is a one- and one-half-story, l-shaped brick dwelling with a five-bay façade. There are four bedrooms with a first-floor primary suite. Quietly removed from the rest of the house, the primary provides a study/library with exemplary millwork, a fireplace, and gracious views of Sawmill Cove along with separate ensuite baths. Formal living and dining appointments blend with casual spaces including a remarkable sunroom, open kitchen and family rooms, quintessential Eastern Shore Mud Room, second-floor guest suites, studio, and office join in a remarkable assembly of form, function, and historic significance. Additional improvements complement the setting including an original smokehouse, pool with changing rooms/summer kitchen, a two-bedroom guest accessory, farm office, workshop, greenhouse, and dock with five feet at mean low tide. The grounds of Hampden are complemented by a mature canopy of trees along with open space for agriculture, livestock, or habitat restoration. The location on La Trappe Creek is a proven waterfowl staging area on the sheltered waters of the cove.

3526 Hampden Dr, Trappe

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

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

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