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$3,250,000
10 Beds 10 Baths
Welcome to Ships Cove, an exceptional, absolutely charming, romantic waterfront property located less than a mile by land or sea, from historic St. Michaels! The recently renovated property consists of 4 buildings that include a main house with 6 bedrooms and 5.5 bathrooms, a 2 bedroom/2 bath guest house, 2 luxury bedroom and bath suites above a 3 car garage, a pool/boat/game house with full bath, a waterside pool with gorgeous views down Long Haul Creek past the Miles River Yacht Club to the Miles River. Beautiful, elevated point of land with a much sought after, deep water, multi-slip pier. Enjoy the casual elegance of the Eastern Shore lifestyle with features like balconies, decks, outdoor shower, fire pit & outdoor dining area. Mature trees & landscaping bring seasonal beauty throughout the year. Perfect for a family compound. Ships Cove also has a 12 person Short Term Rental License. Offered fully furnished. Settlement to take place after Labor Day 2024. Restricted showing times due to summer rentals. Contact listing agent for details. This one of a kind property must be seen to be appreciated!

24640 Yacht Club Rd, Saint Michaels

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

$4,500,000
5 Beds 6 Baths
Inspired by the architecture of the French West Indies, this unique 9,334 +/- square foot waterfront retreat features five octagonal wings linked together, offering stunning panoramic views of the Miles River from nearly every room. Step into the luxurious interiors of Rivermark and you'll find yourself immersed in a world of exquisite craftsmanship and timeless elegance. Every detail has been meticulously crafted, from the hand-carved cabinets to the gleaming cherry hardwood floors. The focal point of this magnificent home is the distinguished living room, boasting soaring ceilings that create an atmosphere of grandeur. From the living room, step into the sunroom, where travertine floors and walls of windows wrap around the interconnected spaces of the sunroom, dining room, and kitchen, providing panoramic views of the serene Miles River. Entertaining guests is effortless in the well-appointed kitchen, featuring an Aga stove, granite countertops, and floor-to-ceiling cabinets. Off of the kitchen, the primary suite welcomes you with 18 ft ceilings and en-suite bathroom. For production, Rivermark offers two office spaces with floor to ceiling built-ins and hardwood flooring. On the opposite wing of the home, you'll discover two additional bedrooms adorned with intricate finishes and a shared bathroom. One of the unique features of Rivermark is the octagonal wing housing a hotel-style swimming pool, complete with a sauna room, full bath, and adjacent greenhouse. A separate guest wing provides privacy with its own entrance, offering two bedrooms, two bathrooms, a kitchen, and a comfortable living space. The grounds lends itself to a new level of respite that entails a serene koi pond with a fountain and extensive landscaping. Savor days on the Eastern Shore’s waterways with your private 150 ft dock and boat lift for ease of access to local restaurants or relaxing boat rides. With all of these amenities in mind, plus much more, Rivermark is the perfect home for public entertaining and private relaxation alike. Settlement not to occur before 9/30/2024.

9791 Pintail Pl, Saint Michaels

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

$2,595,000
3 Beds 4 Baths
Nestled among the serene loblolly pines, this ​​exquisite 4+/- acre waterfront lot offers an ​​unparalleled retreat overlooking the tranquil waters ​​of Broad Creek. Take a front row seat to colorful ​​sunsets year-round thanks to the south-westerly ​​views. Former Church Neck Road adjacent neighbor, ​James Michener, undoubtedly drew inspiration from ​similar water views for his novel ‘Chesapeake’, enriching the legacy of this storied locale. Step inside to discover a sanctuary of serenity, where water ​​views greet you from nearly every room on the main level. From the comfort of the primary suite to the ​​warmth of the living room, complete with a wood-burning fireplace, and the inviting ambiance of the dining ​​room, and the sun-drenched charm of the kitchen's sunroom, each space invites you to unwind and soak in ​​the natural beauty that surrounds you. The living room boasts vaulted ceilings, drawing your gaze upward ​​to accentuate the sense of space and airiness. Upstairs, two bedrooms and a library office offer a bird's-​​eye view of the main living area below. Meanwhile, above the garage, an additional bonus two room ​office/study space await, complete with a full bathroom, ready to adapt to your every need. Outside, a 2-​car garage stands ​ready to accommodate your vehicles or storage, while a waterside stone patio provides ​the perfect spot to ​bask in the gentle rhythms of the rip-rapped shoreline. Experience the magic of ​waterfront living in this ​idyllic retreat, where every moment is infused with the timeless beauty of the ​Chesapeake Bay.

7930 Church Neck Rd, Saint Michaels

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

$1,875,000
3 Beds 3 Baths
This substantial brick home with gorgeous sunset views across Harris Creek is a private retreat just five miles from St. Michaels' shops and restaurants. Sited on 4.7 mostly-wooded acres, the home features a first floor primary suite with waterside sitting area, a family room with woodburning fireplace and a striking stone accent wall, dining room, spacious eat-in kitchen, den and screened porch. Upstairs are two bedrooms with a Jack and Jill bath. There is an attached, oversized two-car garage and a detached heated and air conditioned office with built-in bookshelves - the perfect office or studio. Built in 1998 with steel framing and oversized brick, this house feels solid. It is well elevated, in the preferred low flood risk "X-Zone." The panoramic views are exceptional! Substantial 5' x 150' dock. Over 200' of protected shoreline.

8288 Bozman Neavitt Rd, Saint Michaels

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

$2,395,000
3 Beds 4 Baths
Location, location. Welcome to your own waterfront Oasis! This amazing 3/4 bedroom St. Michaels home has breathtaking views of the Miles River. It has been totally renovated over the past 5 years with new kitchen, wine/butlers pantry room , see through fireplace, first and second floor primary suites . Second floor primary bathroom has just been gutted and renovated with large tile shower, fogless mirror, and walk in closet with access to huge waterside bonus room and has it's own private balcony overlooking the river. All new wood floors on the second floor. Large kitchen with solid surface counters , replaced appliances, and backsplash added. All the bedrooms are of a generous size. Outside features a massive composite deck overlooking the inground gunite pool and pier with lift on the Miles river. All the landscaping has been redone, New garage constructed to accommodate 2 cars and workshop space with new bonus room above. Bonus room has ductless HVAC. Siding, windows, deck, pergola , hardscape, roof etc all replaced in past 4 years. The community of Rio Vista in St. Michaels has water and sewer but no town taxes!! Only a few short minutes to downtown Historic St. Michaels, shopping , walking trails, parks and restaurants. Don't miss this fabulous opportunity.

601 Cove Rd, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$3,895,000
5 Beds 6 Baths
New Construction Waterfront in St. Michaels. Nantucket-Style Manor Home with everything on your “Wish List”. Main house with 5 Bedrooms (First Floor Primary Suite), separate study, first floor guest room (en suite); open floor plan with high ceiling, Family/Dining Combo, gourmet kitchen with quartz tops, Stainless Steel Appliances, mud room and a full bathroom to service the pool. Second Floor features Game Room, laundry room, two additional bedrooms (both en suite) and a second floor Primary Bedroom suite with private balcony. High-end materials and craftsmanship throughout. Additional features include a poolside porch with fireplace, patio with outdoor fireplace, covered front and waterside porches. A separate guest house (unfinished) on the water’s edge, in-ground pool, boat house with 7’+/- MLW, detached 3-car garage. Majestic Oak trees, breathtaking western exposure of San Domingo Creek.

974 San Domingo Ct, Saint Michaels

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

$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: 4108226272

$9,950,000
6 Beds 11 Baths
NEW PRICE! 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 SF 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.

8620 Bozman Neavitt Rd, Saint Michaels

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com

$2,600,000
8 Beds 9 Baths
Spectacular and Successful 7 Bedroom/7.5 bath waterfront residence located on one of St. Michael's most desirable locations. The renovations, design and craftsmanship leave no stone unturned. Recent renovations and improvements include roof, windows, electric and plumbing, wood siding, main sewer line, commercial grade appliances, kitchen cabinets, 3 propane commercial water on demand units and insulation. Each bedroom has its own marble bathroom. Conveniently located in the heart of St. Michaels allows one to enjoy all of the historic town's attractions, restaurants , marinas and shops. Additional features include dock , patio, and decks. There appears to be plenty of room for a waterside in-ground pool. * This magnificent property is currently being operated as a licensed Bed and Breakfast but can easily be converted back into a beautiful single - family residence.

202 Cherry St, Saint Michaels

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

$2,600,000
Spectacular and Successful 7 Bedroom/7.5 bath waterfront Bed & Breakfast located on one of St. Michael's most desirable locations. The renovations, design and craftsmanship leave no stone unturned. Recent renovations and improvements include roof, windows, electric and plumbing, wood siding, main sewer line, commercial grade appliances, kitchen cabinets, 3 propane commercial water on demand units and insulation. There is a beautiful 1 bedroom/bath manager's suite with a private deck. Each well-appointed guest room has its own marble bathroom. This impressive inn has plenty of common interior and exterior space to provide luxurious comfort to its guests. Conveniently located in the heart of St. Michaels allows one to enjoy all of the historic town's attractions, restaurants , marinas and shops.. There appears to be plenty of room for a waterside in-ground pool. This magnificent property would also make a wonderful full- time or part-time waterfront residence. Financials can be provided upon signing an NDA.

202 Cherry St, Saint Michaels

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