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$12,500,000
5 Beds ⋅ 7 Baths
Travel down a mature, holly tree-lined drive and One Beverly reveals itself with understated Eastern Shore elegance. Situated on the 9 acre original farmstead of the 1867 Beverly Manor, this Georgian home provides a southwestern view overlooking San Domingo and Broad Creeks. The 5-bedroom main house, first occupied in 2003, is a traditional Georgian design meticulously built according to exacting standards to include handmade brick applications, historical window selections, exotic hardwood flooring, limestone fireplaces, custom architectural elements, and an elevator. Craft woodworking is displayed throughout the home's spiral staircase, large kitchen, pantry, and morning room, bathrooms, powder rooms, library, sunset room, fireplace mantles, snooker room, mudroom, map room, ceiling and baseboard trims, and exterior cornices. The central River Room 19ft ceiling provides expansive views of the creek waters and overlooks the terrace which is accessible through triple hung windows. The kitchen and pantry are outfitted with high-end Viking, Miele and Sub-Zero appliances. The large mudroom includes a laundry station, shower, sauna, powder room, refrigerator drawers, a custom farm sink, and an abundance of storage. This homesite includes a guest cottage nestled close to the water, the original carriage house now converted into an office with direct high-speed broadband service, a large pool, an outdoor Viking grill, a Morton barn, a freshwater pond, a greenhouse, and raised brick cutting garden. Established landscaping and majestic trees provide a lush environment to enjoy your Eastern Shore lifestyle.

24629 Beverly Rd, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272
$12,500,000
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:

$8,995,000
43 Beds ⋅ 43 Baths
Distinctive 16.28+/- acre waterfront property facing southwest located on the beautiful Eastern Shore of Maryland. Osprey Point Retreat and Conference Center offers 7 buildings, including the main 20,000 s.f. +/- lodge with expansive lobby, large conference hall, 25 bedrooms with ensuite bathrooms, dining hall, commercial kitchen, and lounge/billiard room. Full fitness center and activity room on property. The Pilot House has one bedroom, one bathroom. Historic Brick House with 9 bedrooms, and baths, two kitchen areas, and numerous comfortable living areas overlooking the water. The Point Cottage is sited on the point with 3 bedrooms and baths, fully equipped kitchen and wonderful spaces to enjoy the summer breezes. The Garden Cottage is near the vegetable gardens and offers 4 bedrooms and bath, and modern kitchen. Outdoor activities abound with tennis courts, pool and cabana, private dock with boat landing area, and a boat basin with swimming area. This serene retreat is surrounded by the historic towns of St. Michaels, Oxford and Easton.

6670 Cedar Cove Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665
$7,200,000
4 Beds ⋅ 5 Baths
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 bar was extensively renovated and overlooks the saltwater gunite pool with panoramic creek views. In addition is a full 4 BR guest cottage(also renovated), separate children's playhouse and equipment, 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).

24578 Deep Neck Rd, Royal Oak

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344
$5,900,000
6 Beds ⋅ 3 Baths
SITTING BY THE DOCK OF THE BAY! Have you ever dreamed of living (and working) with the sand running between your toes while enjoying long broad views over a glistening span of deep blue water and gorgeous sunsets? A County causeway connects you to your private hideaway with unlimited possibilities. The residence features 6 bedrooms, along with 10 private suites to allow room for all your guests, or corporate retreat? Large storage shed, your own private marina, let your imagination run wild! Only Key West might try and compete with the sunset views! Presently operated as a profitable business, marina, motel, restaurant. Property Brochure attached to this listing under "Documents".

21651 Lowes Wharf Rd, Sherwood

Listing courtesy of Tilghman Island Realty Inc. Contact:

$2,995,000
4 Beds ⋅ 4 Baths
Experience luxury living on this picturesque 2-acre estate nestled along the tranquil shores of Irish Creek, a tributary of the Choptank River. Pride of ownership is evident in this meticulously maintained Colonial with exquisite fixtures and finishes found throughout the house. Prepare culinary delights in the Chef’s kitchen, where functionality meets style, catering to even the most discerning foodie. The large island with seating for 7, and the separate dining room, family room, and formal living room offer options for entertaining guests. On the main level, you will also find a bedroom with direct access to a full bathroom. Retreat upstairs to the opulent primary suite, featuring a spa-inspired bathroom complete with a generously sized separate shower, luxurious soaking tub, and elegant dual vanity. Upstairs, you will also find two guest bedrooms, a hall bathroom, and a conveniently located laundry closet. The conditioned 2-car garage offers ample space to create a waterside fitness room or office to suit your lifestyle. Above the garage, you will find a versatile finished space that can be tailored to your specific needs. Enjoy the outdoors by relaxing on the covered front porch, the screened-in back porch, or by taking a dip in the pool. The private dock is equipped with a boat lift, water, and electric, and offers approximately 3.5 feet MLW. Other features of the property include 300 feet of riprapped shoreline, brick walkways, waterside lawn irrigation, and landscape lighting. Royal Oak is located between Easton and St. Michaels and is just 1.5 hours from D.C. and Baltimore, 2 hours from Philadelphia, and just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport.

5503 Gunners Range Rd, Royal Oak

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272
$2,250,000
4 Beds ⋅ 4 Baths
Welcome to Irish Cove...an exquisite waterfront retreat nestled on Irish Creek off of the Choptank River and the Chesapeake Bay. This stunning one-level home boasts 4,000+ square feet of luxurious living space, designed to offer the ultimate in comfort and grace. Upon entering the home, you will be greeted by the grandeur of the water views that offer a serene oasis away from the maddening crowds. There is something to be said about the mesmerizing beauty that the Chesapeake Bay has to offer and the indisputable fact that this Talbot County waterfront home is simply sublime. The heart of this home lies within its expansive kitchen, family room and river room, where memories are made and stories are shared. The warmth of a wood-burning fireplace adds an inviting touch, creating the perfect ambiance for intimate gatherings. Adjacent to the kitchen, you will find a formal dining room, ideal for hosting elegant dinner parties, as well as the river room, perfect for casual meals with loved ones. Multiple gathering spaces and perfect flow between them provide space to entertain large gatherings of family and friends. Some of the highlights of this remarkable property are the magnificent waterside living rooms, which are spacious, yet cozy and light filled. Whether used as a private retreat or a place to entertain guests, these rooms offer a serene atmosphere and stunning views of the surrounding waterfront and landscape. The home has two large master suites with water views and ample closet space. Sunsets here are surreal as the waterside faces due west. Step outside onto the waterside deck, where you can bask in the tranquility of nature and relish in the awe-inspiring sunset views over the water. The 2.78-acre lot is adorned with mature perennial gardens, adding a burst of vibrant colors and fragrances to the already breathtaking scenery. A private dock extends from the property, allowing you to embark on boating adventures or simply enjoy the calming presence of the water. For those with a passion for cars, hobbies or craftsmanship, the home features an extra-large garage and workshop, providing ample space for projects and storage. A large shed and a beautiful fenced garden complete the yard. This private and serene waterfront property is truly a haven for those seeking respite from the hustle and bustle of everyday life. Whether you are hosting lively gatherings or simply enjoying the peace and solitude with loved ones, this home offers the perfect setting. Immerse yourself in the beauty of the Chesapeake Bay and create memories that will last a lifetime in this remarkable Irish Creek retreat.

5560 Heron Point Rd, Royal Oak

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

$1,995,000
4 Beds ⋅ 7 Baths
Charming late 1800's Victorian farmhouse sited on 10 acres with a private dock, inground pool and 395' of shoreline. The home is absolutely charming inside and out, combining 19th century charm with modern kitchen and baths. Four+ bedrooms (depending upon how rooms are furnished). Seven full baths. Two laundry rooms, one up and one downstairs. Nearly every bright and spacious room provides water views across the confluence of Harris and Waterhole Creeks. Great floor plan featuring several family room and dining areas...a great house for entertaining and large family gatherings! Waterside screened porch overlooks the inground swimming pool and the sparkling waters of Harris Creek. Near the water is a screened "Crab Shack, " and a sandy beach...perfect for launching kayaks and canoes! 75' dock provides approx. 4 ft. MLW (average low tide). This house is currently a successful "Short Term Vacation Rental," with bookings most weeks through September 2. It is sited on higher ground (the preferred "X-Zone") where flood insurance is not required by mortgage lenders. Beautiful century-old shade trees, including several majestic Pecan trees, flowering Plum, Pear and Magnolia. Located just 9 miles (approx. 12 minute drive) beyond St. Michaels and close to marinas, restaurants and public boat ramps on Tilghman Island, located another 4 miles further down Rt. 33. House is connected to Breezeline high speed internet. This listing includes a prime, contiguous 6-acre waterfront lot, which has been perc-approved for a new home with up to 4 bedrooms. Lots of possibilities with that additional acreage...construct a new house or guest house, pool, barn, etc. Plenty of room for horses. This is a prime boating/fishing/crabbing/kayaking location, not far from The Choptank River, Chesapeake Bay, Tilghman Island and Knapps Narrows with waterside restaurants and marinas. It's a perfect "Eastern Shore Retreat."

7857 Tilghman Island Rd, Sherwood

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$1,895,000
3 Beds ⋅ 2 Baths
This property is located in one of the most beautiful waterfront farm estate areas in Talbot County. Almost 18 acres surrounded by water & farms with the perfect mix of seclusion & nature but still close to the Historic towns of St. Michaels & Easton. Live in the 3 BR/2 Bath ranch house with 2 car garage while building your own estate home. Enjoy BIG broad views of Broad Creek & Edge Creek with a private beach area & boat launch for small boats. Boasting over 1000' of Shoreline. Wonderful fishing. There's a boat mooring for larger boats. Farm has been used for corn, soybeans & now hay. The lot is part of 2 parcels with deeded right of ways. The parcel next door is the owner's house. Limited showing times due to tenants living in the house. Totally quintessential slice of paradise!

6589 Cedar Cove Rd., Royal Oak

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$1,495,000
4 Beds ⋅ 7 Baths
Charming late 1800's Victorian farmhouse, with modern addition, upgraded bathrooms and a spacious, top-of-the line kitchen. Nearly every room provides water views across the confluence of Harris and Waterhole Creeks. Great floor plan featuring several family room and dining areas...a great house for entertaining and large family gatherings! Waterside screened porch overlooks the inground swimming pool and the sparkling waters of Harris Creek. Near the water is a screened "Crab Shack, " and a sandy beach...perfect for launching kayaks and canoes! 75' dock (shared with the contiguous property on the north-side of the property) provides 4 ft. MLW. This house is currently a licensed, successful "Short Term Vacation Rental," with bookings most weeks through September 2. It is sited on higher ground (the preferred "X-Zone") where flood insurance is not required by mortgage lenders. Beautiful century-old shade trees, including several majestic Pecan trees, flowering Plum, Pear and Magnolia. Located just 9 miles (approx. 12 minute drive) beyond St. Michaels and close to marinas, restaurants and public boat ramps on Tilghman Island, located another 4 miles further down Rt. 33. House is connected to Breezeline high speed internet. The 6-acre contiguous waterfront lot on the north-side of the property is listed @ $599,000. Package deal for the purchase of both properties combined, which totals nearly 10 acres, priced @ $1,995,000. Ownership of the lot would permit the construction a new main or guest house, another pool, room for horses, etc.

7857 Tilghman Island Rd, Sherwood

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$895,000
4 Beds ⋅ 4 Baths
Situated on a peaceful 1.59+/-acre lot with water views of the Miles River, including adjacent 1.12+/- acre buildable lot, in the sought after Martingham community, giving this property a park-like setting with a private feel. The impressive foyer welcomes you into the home with water views from the family room, kitchen, patio, and primary suite. Formal living and dining rooms. The library is grand in stature and well-suited for large scale entertaining. Ample first floor en-suite/in-law suite is the perfect retreat with privacy from the rest of the home. Located in Martingham, you will be just a stone's throw from the Links at Perry Cabin and a short ride into St. Michaels to enjoy the marina, Chesapeake Bay Maritime Museum and all the local shopping and restaurants.

24828 Deepwater Point Dr, Saint Michaels

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