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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:

4 Beds 5 Baths
Please do not drive down the driveway without an appointment. 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 has been renovated and overlooks the saltwater gunite pool with panoramic creek views. In addition is a full 4 BR guest cottage, separate children's playhouse, 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 Beds 4 Baths
Welcome to paradise, 8 acres of waterfront property on Cedar Point just minutes from St Michaels. The main house sits just off of the water on the point with magnificent water front views. This house has been completely remodeled with 5 bedrooms, and 3.5 baths. It has main floor living with 3 of the bedrooms being on the main floor, one of them being a tremendous owners suite that looks out over the water. The floorpan is open with custom trim and finishes, high quality wood flooring and high ceilings throughout, dual living areas with their own fireplaces, a gourmet kitchen with wolf appliances, a massive quartz island and dining area that looks out over the water. There is a large screened in deck, for enjoying your piece of paradise 3 seasons fo the year. The second floor hosts two more bedrooms each with their own balcony, as well as a full bath, as well as tons of storage and the potential for more finished space. The large yard that leads to the point ends in thousands of feet of shoreline and a pier for fishing or docking your boat, the water fluctuates from 3-7ft according to the tide. Off of the main house is a detached two car garage with the potential for a second floor apartment. The second house on this property is a 3 bedroom, 2 bath rancher with a detached garage, and workshop. This house is also move in ready and fully livable. Across from this house is a water front kennel building that has its own bathroom, as well as a pole barn. There is tons of potential here for all kinds of visions you may have. This property is wonderful for fishing, boating, farming, waterfowl hunting and much much more! Be sure to check out the neighboring listing at 6589 Cedar Cove Rd that is a 3 bedroom, 2 bath rancher on over 17 acres of waterfront. Can be purchased as a package deal!

6591 Cedar Cove Rd, Royal Oak

Listing courtesy of Homeowners Real Estate. Contact: (410) 967-5995

4 Beds 5 Baths
Rare opportunity to acquire a well-appointed home with immense views and convenient proximity to St Michaels. Ideally located by land and sea in Chance Hope Farm on the Miles River at the confluence of Eastern Bay, this stunning, classic eastern shore brick colonial has everything the most decerning buyer needs. This Daffin custom-built home features a generous, main-level primary suite featuring a spa-like bath with heated floors, a large soaking tub and separate shower, and two walk-in closets. The kitchen is a chef’s dream, featuring high-end stainless-steel appliances, a wine cooler, a warming drawer, and a massive island. There are also formal living and dining rooms, two office spaces, a recreation room, and a river room that enjoys views of Eastern Bay and beyond. The park-like lot has 220+/- feet of rip-rapped shoreline, a private pier with 3’ of MLW, lush landscaping, and a waterside deck with an outdoor kitchen.

24678 New Post Rd, Saint Michaels

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

5 Beds 5 Baths
Welcome to The Merryland! A magnificent waterfront home located in the sought-after neighborhood on Goose Neck Road! This expansive cedar-shake home designed by Architect Charles Goebel is perfectly sited on a 2.35 acre lot on Plain Dealing Creek with a deep water dock of 4.5-5' mlw. It is reminiscent of the original McKim, Mead and White Cottages of Newport illustrating quality construction and craftmanship with added distinctive architectural features of bell curves and eyebrows! This home boasts over 6000 sq feet of living space and has been meticulously maintained! The water views are fantastic as are the many waterways to explore by boat! Come enjoy life on the Eastern Shore! This is a must see for the quality & detail of the craftmanship!

25932 Goose Neck Rd, Royal Oak

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

3 Beds 4 Baths
It doesn't get any better than this ! Stunning brand-new ,one-story coastal residence with a contemporary flair! As soon as you enter this magnificent home, you will be captivated by 20'+ ceilings, superb craftsmanship , an extremely well-designed open floor-plan; breathtaking water-views on Dun Cove and a luxurious yet inviting kitchen. There are a total of 3 en-suite bedrooms as well as an office, laundry room, mud room, and a grand family room, dining area and kitchen, Some notable features include: Cast iron farmhouse kitchen sink ; cast iron claw-foot bath-tub : 3/4 " solid white oak flooring; 3/4" tongue and groove ceilings; solid interior doors; Azek shaker siding; heated floors in all bathrooms; marble tile in Primary suite bathroom; ILVE 48" gas range; 150 ft. pier and a large waterside deck. Perfect home for either a primary residence or a vacation home. The prestigious Langdon farm location offers convenience to both St. Michaels and Tilghman. Owner is not responsible for any road maintenance as their lot is still on County Road.

21825 Langdon Farm Rd, Sherwood

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

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

5 Beds 4 Baths
To-be-built 4 bedroom, 4.5 bath Coastal style home with in-ground pool and pier! Just 60' from the water, this is the epitome of waterfront living. Large second floor balcony, wrap-around porch, and open floor plan with wide banks of windows provide ample opportunity to enjoy the gorgeous water views. Main-level primary suite with dramatic cathedral ceiling and luxurious spa-like bath. Attached 2-car garage, approximately 325’ of shoreline with newly planted living shoreline. Easy year round living or second home on the Eastern Shore as the association handles lawn maintenance and snow removal. Centrally located between Easton and St Michaels and just a stone's throw from the Oxford Bellevue Ferry on the Tred Avon, Bellevue on the Tred Avon is just a short boat or ferry ride to Oxford’s restaurants, ice cream shop and waterfront park.

25839 Shellmill Ave, Royal Oak

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

4 Beds 4 Baths
Welcome to the enchanting retreat of Irish ​Cove, where tranquil waterfront living meets ​timeless elegance. Nestled along the ​picturesque Irish Creek, just off the Choptank ​River, this one-level residence invites you to ​experience the epitome of luxury and ​comfort. Spanning over 4,000 square feet, this ​residence boasts an expansive layout ​designed to capture the essence of waterside living. The moment you step inside, be captivated by the breathtaking water views that ​permeate the living spaces. The home features four generously appointed bedrooms, including two primary ​suites strategically positioned to offer stunning vistas of the surrounding landscape. Warmth and charm embrace you as you gather around the wood-burning fireplace in the heart of the ​home, creating a cozy ambiance that complements the scenic beauty outside. The spacious waterside ​living rooms, adorned with large windows, invite natural light to dance across the interiors, creating an ​atmosphere of serenity. Step outside onto the expansive waterside deck, a perfect vantage point to savor the beauty of Irish Creek. ​The 2.74-acre lot provides ample space for relaxation and recreation, complete with a private dock for ​seamless access to the water. Imagine spending evenings on your dock, watching the vibrant westerly sunset views over the Choptank River. The property comes complete with an extra-large garage, offering both functionality and ​storage options. Additionally, a large shed and a beautiful fenced garden provide the perfect setting for ​outdoor activities and hobbies. Discover the harmony of luxury, nature, and waterfront living at Irish Cove.

5560 Heron Point Rd, Royal Oak

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

3 Beds 2 Baths
Welcome to just shy of 18 acres surrounded by water & farms on Cedar Point. Just minutes from St Michaels, this large property is the vision of waterfront seclusion. This property has 1000 ft of waterfront with its own private beach and gorgeous views of Broad Creek. The waterfront is perfect for boating, fishing, duck hunting and more. The 17 plus acres is currently used for hay but can be used for any number of agricultural uses. There is a move in ready 3 bedroom, 2 bath rancher on this property with its own detached two car garage. Everything is ready and waiting for you to move in and enjoy immediately. Look up the neighboring property at 6591 Cedar Cove Rd that is also for sale which can be bought as a package deal. That property has a large modern fully remodeled farmhouse on the point, as well as three detached garages, and a 3 bedroom, 2 bath rancher on 8 acres. You can own the whole point!

6589 Cedar Cove Rd, Royal Oak

Listing courtesy of Homeowners Real Estate. Contact: (410) 967-5995

3 Beds 3 Baths
Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the generously sized primary bedroom with a private balcony overlooking the backyard, and the two additional oversized bedrooms. Entertaining will be a breeze with a sizeable deck, leading to the fire pit and expansive level backyard. Don't miss this opportunity to live minutes from historic St. Michaels with all of its wonderful restaurants and shops.

24749 Swan Rd, Saint Michaels

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

3 Beds 3 Baths
Looking for a waterfront lifestyle without the waterfront price...look no further. This stunning home is nestled on 2+/- acres within the waterfront community of Deep Harbour Farm with a multi-slip boat dock for community members (slips subject to availability each year) and kayak/SUP launch and storage racks. This residence offers the perfect blend of country living and modern comfort. Built in 2005, this inviting home boasts an open floor plan creating a sense of space and flow that welcomes you the moment you step inside. As you enter, the rich hardwood floors and crown molding throughout the first floor immediately catch your eye adding an elegant touch to the living spaces. The large updated kitchen boasts granite countertops, a substantial island and stainless steel appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, a separate dining room provides an elegant setting for formal gatherings in addition to the open everyday dining space between the kitchen and living room. Convenience meets practicality with a laundry/mudroom located off of the attached 2-car garage, complete with built-in cabinets and a pantry. The second floor presents the primary suite, offering two walk-in closets and a primary bath with an oversized soaking tub and a separate shower. Two additional bedrooms each thoughtfully designed with a walk-in closet, providing ample storage. For those seeking versatility in their space, there's a bonus/game room with an adjoining separate office, perfect for work, play, or relaxation. Outdoor living is a delight with an impressive 18'x36' in-ground saltwater pool with diving board, surrounded by a meticulously crafted hard scraped patio that features a built-in fire pit and seating and lovely landscaping—an ideal spot for summer gatherings and relaxation. Additional highlights of this property include solar panels which keep electric costs at a minimum, a detached 24'x48' insulated garage with 200-amp electric service, offering ample space for hobbies and storage. It's a place where coastal charm and modern amenities come together, making it a true gem for those seeking a water oriented lifestyle. Located within minutes to numerous public boat ramps offering access to the Chesapeake Bay and the surrounding tributaries where you can enjoy fishing, crabbing and all the Bay has to offer.

6660 Reeses Pride Rd, Sherwood

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

3 Beds 2 Baths
Flood Zone X-An Area That Is Determined To Be Outside The 100- And 500-Year Floodplains. Welcome to 6611 Holly Woods RD in Sherwood, Maryland – a charming one-level residence in move-in condition, offering the perfect blend of comfort and natural beauty. This delightful home features 3 bedrooms and 2 baths on a serene 2-acre wooded lot with a fenced yard no through traffic, as on a cul-de-sac. Two-car garage with a workbench and cabinets. The property has undergone significant upgrades, boasting exquisite maple flooring that adds warmth and elegance to the main living area. A new, spacious laundry/mud room adds convenience to daily living. Step outside to discover a delightful exterior with a lovely deck and a gazebo – perfect for enjoying the surrounding natural beauty and entertaining guests. Fenced yard for those pups to romp, play, and be part of the family. A storage shed for lawn equipment. Nestled within a picturesque community, residents enjoy exclusive water access and docks, contingent on boat size and tenure as a property owner. Buyer discusses directly with HOA to check availability of docks informing of size and type of boat buyer has. Take advantage of the opportunity to discuss community amenities with the Homeowners Association, ensuring you're well-informed about the offerings that enhance your living experience. The Sherwood area offers waterfront access, water views, waterfront living, and a close-knit community. Tilghman Island is approximately 8 minutes from the home, where residents enjoy fresh, locally caught seafood, a historic charm, and various outdoor activities, including inside and outside dining establishments. The island hosts community events, has a vibrant arts scene, and offers a relaxed pace of living. St. Michael's downtown area is approximately 20 minutes away. Where residents can access additional amenities for shopping and additional dining, a private yacht club, a women's club and many more activities, these areas provide a unique blend of maritime living and community camaraderie. This home is not just a residence; it's a lifestyle. Immerse yourself in the tranquility of 6611 Holly Woods RD, where modern comforts meet the beauty of nature. Schedule a showing today and envision yourself living in this idyllic haven.

6611 Holly Woods Rd, Sherwood

Listing courtesy of Keller Williams Select Realtors. Contact: (410) 972-4000