Property Listings

Chesapeake Bay

Exceptional location - views forever. The Chesapeake Bay is at your doorstep. Spend your days watching the amazing Swan Creek boat parade from every floor of this beautiful custom-built home. Then, stay put for the incredible sunsets that seem to never quit. This outstanding location offers almost immediate boating access to the Bay, while actually being tucked inside the mouth of Swan Creek. A private sandy beach allows for swimming and launching kayaks, canoes, or jet skis - right from your yard. The pleasant sound of gently breaking waves can be heard and enjoyed throughout the house and is unique to this special spot. Waterside floor to ceiling tempered windows (Anderson 400 series) on all floors offer dramatic, ever-changing views of the Bay, pleasure boats, cruise ships, freighters and wildlife including blue heron, osprey, and ducks of all sorts. A large, brick-floored screened porch on the first floor provides an oasis at the water's edge. A spacious and very private deck off the third floor master suite offers extended 180+ degree views of Swan Creek, Tavern Creek, and the Chesapeake Bay from the Key Bridge to the Bay Bridge. Quality finishes are found throughout, including Hickory hardwood flooring, crown molding, built-in bookcases/cabinets and extensive use of granite. A gorgeous, fully-equipped gourmet kitchen is wrapped around a huge, built-in granite island, and is truly the centerpiece and gathering area for the home, with the glistening Bay as a backdrop. A large formal dining room with dramatic 18-foot high, wood-clad clerestory provides natural light from high windows. Three gas fireplaces (including one in the Master Bedroom), built-in Bose speaker systems on all floors, and a 50-year roof all add to the comfort and enjoyment aspects of the Eastern Shore lifestyle offered here. A 260 foot pier with "L" seating/fishing area, electric, water, 10k boat lift and a double jet ski lift. Sailboat depth water enhances the versatility of the pier. The inside of this home provides a fantastic private living experience and entertaining environment with water views from almost everywhere, all while located on a charming street, on a peninsula, in the Gratitude area of Rock Hall. World class sunsets provide a wonderful ending to every day, and when youneed a cool breeze after a hot day, the Adirondack chairs at the end of the pier never disappoint.

Price: $1,295,000

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Chester River

This wonderful 4 bedroom family home has plenty of space for everyone including extra sleeping areas of nooks and crannies. Separate suite on the second level provides privacy from the rest of the family. Only minutes out of Chestertown by boat or car. The community of Chesmar, located on the north side of the river provides great boating up the Chester or down to Chestertown. The most of the older houses along the street have had complete make overs. Having a double lot gives the elbow room on either side. The screen in porch houses a hot tub to relax at night without being bothered by bugs and the balcony off the family room on the second floor offers a great view of the stars; moon over the river. Plenty of storage for for all the toys. Walk out to the pier, board the boat and be on the river in minutes for fishing, water skiing or to enjoy the abundance of wildlife.
Check Out the Property Video below:
https://vimeo.com/443465733

Price: $775,000

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Chesapeake Bay

A premier 3 bedroom end unit located in the front building of Rigbie Bluff Condominium. This is a one owner unit. Wonderful views of the upper Bay & Sassafras River. Some renovations by the owner to enhance the usage of the unit. Wonderful deck to sit and enjoy the sites on the beach and on the Bay. Large loft area for overflow sleeping and the master bedroom with master bath and dressing area with deck off the bedroom. Basement area to store boat gear, boat slip with lift at the condo pier. Enjoy the town of Betterton without having to maintain a yard. Bring your belongings and just lock the door when you leave.

Price: $295,000

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Davis Creek

Lankford Bay

Spectacular farm overlooking the entrance of Lankford Bay into Davis Creek. A sportsman's dream and a wonderful family compound. This modern colonial farmhouse takes in the views from just about every room. The kitchen and dining area is oriented for waterfront entertaining, and flows onto the enclosed Florida room as well as the large, spacious decks facing the Lankford. There is also a large traditional, formal dining area for cozy winter celebrations. Everything you need is on one floor, including first-floor mini master-suite, perfect for an in-law suite. The second floor is comprised of the larger master bedroom and 3 guest rooms and baths upstairs, along with an office/study. A total of five bedrooms and baths. All floors finished beautifully with wood flooring or ceramic tile. There is a dock that can accommodate a large party of boats, and the water depth is an impressive 5+ mlw. The parcel with the residence is 72.605 acres; it is flanked by two buildable separate parcels, one at 57.971 acres and the other at 82.311 acres. They are tilled and also used for hunting. The house has county sewer; the two parcels both have public sewer allotments. One of them also has a dock already installed, and a cleared buildable area with water views. No septic to worry about. The main property also has the addition of barns and farm buildings. There is a fantastic studio space on top of the main barn - so many possibilities for this space. Save plenty of time for a tour.
Check Out the Property Video Below:
https://vimeo.com/436150989

Price: $3,495,000

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Corsica River

Chester River

Main Residence, guest house, private dock, pool, an additional lot, mature trees, broad water views all on point of land. Privacy and yet just outside of town.
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https://vimeo.com/436138995

Price: $1,395,000

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Davis Creek

Chesapeake Bay

ALL VIEWS LEAD OVERBOARD with this beautiful home on Davis Creek. 4 ft.+/- at the dock, this is your waterfront retreat, designed to accommodate family and friends. Thoughtfully designed open-floor plan quickly leads to a spacious deck which leads to... you guessed it... the waterfront! A wrap-around brick porch, extensive landscaping and hardscaping. There is also a detached garage with ceilings high enough for a boat - or two - on a trailer. Unfinished space on top could make a fabulous studio, workshop, whatever! You'll think of something! By boat, the waterfront location on Davis Creek is convenient to both the Chester River and the Chesapeake Bay. By land, it is only minutes from downtown Rock Hall and a fabulous selection of marinas, restaurants, a National wildlife refuge, and a world-class jazz-venue. The quaint Colonial town of Chestertown and Washington College is only 15 minutes away, with more shops and restaurants. This is unusual waterfront - shaded and protected with trees, privacy, peacefulness, but wide-open to the view. Move-right-in condition and ready to enjoy. Large enough to make all your waterfront entertaining dreams come true, but not so large as to be unmanageable. Make an appointment to see it ASAP
Check out the property video below:
https://vimeo.com/436155450

Price: $1,275,000

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Bohemia River

Beautiful home in excellent condition
New pier with two lifts

Price: $685,000

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Churn Creek

Easy access to the water and broad water views from one of the few remaining unimproved lots in a much sought after community of Kinnairds Point. Offering privacy but not isolation, this lot provides a park-like setting among mature trees and provides protected water but is in close proximity to the Chesapeake Bay. In addition to owning your own waterfront, you can also enjoy the community areas with a boat ramp, beach, picnic area and more. Build your dream home on this lot that has been well maintained and is close to Chestertown.

Price: $375,000

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Sassafras River

Swantown Creek

Completely renovated 3 bedroom raised ranch offers the perfect upper eastern shore location with great views where Swantown Creek meets the Sassafras River. This 5.116 acre home offers a very private retreat and may be one of the best waterfront buys on the Upper Sassafras. First floor living with waterviews from the living, dining , kitchen and master bedrooms. This park like setting it just minutes from the Middletown by-pass making points north commutable for your own little slice of paradise.

Price: $585,000

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Sassafras River

An exceptional Sassafras riverfront home. Expansive views. Comfortable living design for family and friends. Generous rooms. Delightful river room invites leisure living. A walk out pier for multiple boats, jet skis, kayaks. Space at the end of the pier for relaxing or a crab feast. Guest house steps away. Tennis court. Lovely landscaping. Large storage building and detached garage.
Check Out the Property Video Below:
https://vimeo.com/436151424

Price: $1,675,000

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Rock Hall

LOT #2 of two contiguous premier building lots on popular Beach Road. In-town water and sewer available. you can walk to the beach - just a few steps away - and see gorgeous Chesapeake Bay sunsets from the lot or the beach. Just across the street from the Chesapeake Bay, and walk-able or bike ride to waterfront restaurants, shopping, marinas. The last two building lots available on Beach Road - buy both!

Price: $139,000

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Rock Hall

LOT 1 of two premier building lots on lovely tree-lined Beach Road. There is already a hook-up for town water and sewer on this lot. Across the street from the Chesapeake Bay, views of the fabulous sunsets over the bay. Rock Hall's Ferry Park Beach is just steps away. Waterfront dining, marinas, shopping, all just a short walk or bike ride away. You can launch your boat at one of the many public boat launches, directly onto the Chesapeake Bay.

Price: $139,000

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Kennedyville

Scott Mackie custom built home in quiet setting. Open floor plan setting with oversized master suite in one wing. Large windows in the master as well as a tub and shower in the spa like master bath. Family/guest bedrooms are in the opposite wing off the great room. The granite and stainless steel kitchen lets the chef participate in all activities of the great room. A generous sized bonus room over the garage would make a terrific home office or home gym. Beautiful hardwood and ceramic floors and vaulted ceilings. Rock the day away on the covered front porch or sit a spell on the rear screened porch. Private and nicely landscaped yard. Conveniently situated close to Chestertown or north to Middletown Delaware. A perfect primary residence or a special get away.

Price: $350,000

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Still Pond Creek

A rare find of a waterfront lot on Still Pond Creek. Limited to no more than 3000 sq ft house. Slope to some beach but area to have dock built. Great views across the creek to undeveloped land.

Price: $225,000

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Davis Creek

BEAUTIFUL waterfront setting on Davis Creek. Home has been well maintained and features gorgeous, pristine water views from the master, dining and living rooms; an expansive deck, and a Florida room with a hot tub for year-round waterfront enjoyment.Everything you need with the ease of one-floor living. You will love the soaring ceilings, wood-burning stone fireplace. And wait til you see the European-inspired master bath with a sumptuous, huge step-in shower. Deep water at the shared dock with an additional floating dock.Extra storage with an attached garage/workshop. Just 10 minutes to downtown Rock Hall, 15 minutes to Historic Chestertown. Under two hours from Philadelphia, DC, Wilmington, Baltimore, South Jersey. Premier waterfront location - you can motor out to the Bay, the Chester River, to the Rock Hall Yacht Club - or just enjoy fishing off your dock on gorgeous Davis Creek.

Price: $675,000

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Rock Hall

Cozy, easy to maintain duplex just two blocks from the Bay. A FULL SIZE one-car garage with extra room for your water toys. Immaculate, well kept, MOVE RIGHT IN condition. Very short distance to restaurants, including waterfront dining, shops on Main Street, marinas, world class boating and the beach. This is the perfect weekend second home, retirement or great first home.

Price: $164,000

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Elk River

Port Herman "B" unit has been well care for with updated kitchen , new appliances, and new washer dryer. Very nice views from this building. Upgraded awning to extend over the deck which is $90/yr to have taken down, stored and put back up for the summer. Boat slip #26 conveys, and to be transferred at settlement, cost of $200/yr. Currently a wood burning fireplace that can be converted to propane. Furniture in the unit will stay.

Price: $295,900

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Turners Creek

Sassafras River

Private waterfront retreat with reach out and touch the water access and nearly 180 degrees of pristine water views and 535 feet of waterfront on Turners Creek. This eastern shore compound offers a main ranch house, large swimming pool, cabana pool house, game rooms, studio apt or guest house, two detached three bay garages, plenty of room for cars & boats and all the waterfront toys you have! Perfect for your next family gathering and ready to make life long eastern shore memories. Just -minutes from the Middletown Delaware by-pass making points, Wilmington and Philadelphia, a very easy commute.

Price: $949,000

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Worton Creek

As soon as you enter, you will notice the expansive views of Worton Creek. Beautifully situated on an elevated location. Newly constructed and renovated in 2013 with highest quality finishes, such as wood floors, granite counters, marble tile baths and thoughtful design, making the views impressive from every room in the house. There is a master suite on the first floor with a sumptuous bath; an expansive deck facing the water, and a gentle slope down to the dock.A full, dry, walk-out basement is the perfect location for a workshop and storage for water toys. Come see soon.

Price: $585,000

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Sassafras River

Back Creek

One of the last remaining lots in the beautiful waterfront community of Knights Island. This 4.02 acre parcel faces north east offers summer sunrises from nearly every vantage point. Reach out and touch the water access to a sandy beach. Slip included on the nearby community dock. Very easy access to Philadelphia and Wilmington now that the Middletown bypass is open. Perfect spot to build you forever home, located in Knights Island Preserve.

Price: $590,000

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Galena

Hunter's Run

4 Available Lots in Hunter's Run, Galena.  See additional photos.

Price: Starting at $75,000

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Chesapeake Bay

Tolchester

What's your pleasure? I cozy little getaway with spectacular views and 24/7 Sunsets or the perfect spot to start your retirement dreams with plenty of options available for future growth. How about both? This two bedroom cottage offer sweeping views of the Chesapeake and all the bay has to offer, with ships passing day and night and on clear days you can see as far as the Bay and Key bridges. This gem in the rough, is less than two hours from Philadelphia and Washington, DC making it the perfect location for a weekend of relaxing and regenerating on the screened in porch. The property also offers a large two car garage to keep all the water toys, kayaks, boats ect

Price: $349,000

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Swan Creek

Rock Hall

This is a very rare offering of IN-TOWN, PROTECTED DEEP-WATER DOCKAGE in the waterfront town of Rock Hall. The property is on Swan Creek, a popular location for marinas, just around the corner from the Chesapeake Bay. The 300 ft, pier has about 6 feet+ water depth at the end (a mean-low of about 4), two slips for larger boats, and a heavy-duty boat lift. The house, which faces a graceful lawn perfect for family celebrations, has clear and unobstructed views of the waterfront, and is oriented to Rock Hall's famous sunsets. It is on town water and sewer. It has hardwood flooring in the living room and dining room, and an updated kitchen. It also has the ever-popular large bedroom on the first floor, facing the water views. Also included is a fun pool , fully fenced and surrounded by decking, and another deck for entertaining. There is a two-car garage with enough ceiling height for a boat on a trailer, and another garage for water toys. Approximately 600 feet of water frontage with a small beach area that is perfect for swimming, launching a kayak or canoe. This property could EASILY be used as a vacation rental. Earn a little income while you're not using it! It also has Maritime Recreational Zoning. All this, plus you'll love the views, the spaciousness of the lawn leading to the waterfront, and most especially, the PRIVACY, yet close to everything in-town that Rock Hall has to offer; Shops on Main Street, grocery store, a performing arts venue, restaurants all within walking distance or a Rock Hall trolly-ride away.

Price: $699,000

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Elk River

Enjoy breathtaking views of the river including spectacular sunsets from this exquisite home that is privately located in an area that provides easy access to points north. With quality materials throughout the house, well designed, mature landscaping throughout the property and a private dock located on a part of the river that is ideal for boating, this offering is a must see.

Price: $1,250,000

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Elk River

The Cove Marina sits on the Elk river, it is comprised of 4 parcels of land totaling 6.6 acres. The business office manages 97 boat slips, land storage, 2 waterfront residences and separate waterfront parcel for pleasure. The marina hosts a deck and picnic area, climate controlled restrooms, a laundry room and quaint ship store. Adjoining waterfront property with house can also be purchased. See Pictures of waterfront house under additional photos. For price and additional info check it out under Elk River waterfront homes.

Price: $1,150,000

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Elk River

Very lovely contemporary ranch nestled among shade trees and nicely appointed to capture a spectacular views of the Elk River. Deck takes command on the waterside with a sloping lawn to a great sandy beach and dock. This custom built home is just the right size for that second home buyer or retires. Many windows provide light and views, eat in kitchen to enjoy breakfast while watching the ever changing river and ships at a distance motor quietly by. Living room also has spectacular views and a beautiful stone fireplace to sit and read a book by. Window seats in the bedrooms and spacious master bath. Roof was replaced in 2017, well tank and pump in 17'& 19', new propane heater in 18'. A rare find!!!

Price: $795,000

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Mill Creek

Sassafras River

Best of all worlds for this 4 bedroom completely renovated home (2017 New kitchen, bathrooms, dock and steps just to name a few) located on Mill Creek/Sassafras River. Less that one hour from Philadelphia airport with easy access to route 213 for points north, Wilmington and Philadelphia, or south to Annapolis and DC. Walking and boating distance to all five of the restaurants located on the Sassafras River.

Price: $898,000

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Chesapeake Bay

Relax and take in an elevated panoramic view of the bay from the four-season wrap-around porch on this unique and rare offering on Beach Road. Fine finishings throughout define this modern beach house. The dock has two heavy-duty boat lifts on either side, and was built to withstand strong bay-front conditions. The property is protected with new bulk-heading.

Price: $ 849,000

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North East River

77 acres of privacy, expansive water views, very rare sandy shore-line which makes a great beach, mostly wooded but with a cleared area that creates a park-like setting. Driveway with gated entrance is already on the property. Located between Baltimore and Philadelphia, this property provides easy access to points north and I95. An ideal opportunity for one to build a year-round home or a second home retreat. Call for more details.

Price: $999,999

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North East River

A rare opportunity to purchase three separate building lots as investment or build one or two homes. Only sold as a package. An expansive view across the North East River from the waterfront lot with, waterviews from the lots across the road. The google shot does not reflect the current state of the lots. The wf lot has been improved with riprap and the shed has been removed. The old cottage has been removed on Parcel 66. Either build flood plain construction on the waterfront lot or build across street regular construction. Water and sewer is available, only one back lot has the hookup at this time. The area lends itself to all kinds of activity, easy access to I 95, or the commuter train in Perryville to Baltimore.

Price: $315,000

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Chester River

Chestertown

Lot 9 overlooks the 5th hole tee box and the picturesque par 3 water hole # 4. Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area's finest builders.

Price: $212,000

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Chester River Heights

Millington

10 building lots just released for sale in great water access community of Chester River Heights. Very easy access to points north and south, especially with the soon to open Middletown by-pass. Act soon to pick out your choice spot.

Price: $32,500 to $45,000

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Rock Hall

The perfect weekend home; like living in the country but close to town. Comfortable and Charming, with privacy and a screened porch to enjoy the summer breezes. First floor bedroom. There is a delightful separate shed/ workshop. Ample parking for visitors and a boat on a trailer. Come and Enjoy one of Southern Livings Magazines "Best Small Towns of The South" in this impeccable Eastern Shore charmer.

Price: $230,000

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Sassafras River

Bring your boat, jetski, and fishing gear to this spacious 3 bedroom , 2 ½ bath rental located on the north side of the Sassafras River near the mouth. Sleeps 10. No less than 3 nights or longer for a great get away! Central Air. Enjoy cruising and exploring sites along the Bay or just have a quiet time sitting by the water’s edge. Dock, and sandy beach. In season- $1500/wk After Labor Day- $1300.00/wk. Available as short term: 3- 9 months depending on the start date.

Price: Read Above

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Sassafras River

Mill Creek

Unique opportunity to build just off the Sassafras River with eventual public sewer. Located in a cove by the entrance to Mill Creek, offers elevated views of the Sassafras River and access to shallow water pier and bulkhead waterfront. The actual size of the lot is approx 1.25 acres, this lot owns the lane from 213 and back with easements to other properties. Quaint garage offering many ideas

Price: $229,000

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Sassafras River

30 acre lot offering open fields as well as mature trees/ woods and is located in an area that provides easy access to point north, the conveniences of Middletown, DE but the small town charm and country living of northern Kent County, Maryland. Great spot for hunting, horses, a farmette or a home with privacy.

Price: $395,000

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Cabin John Creek

River Watch's newest addition, The Cabin, offers vintage style with modern amenities.  Tucked into the woods among nature with views of the water from most rooms, The Cabin is a premier spot for your getaway.  Large 18' x 30' deck & screened in porch, both furnished for entertaining, and open lawn space provide the best of outdoor living.  Just a short walk (150 ft) to the shoreline and 60' floating pier, perfect for lounging, swimming & all your favorite water activities.  Bring your float favorite cocktail for a most relaxing afternoon.

Price: $2500/Month

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Chester River

An elegant new offering located on the Chester River in Quaker Neck, just south of Historic Chestertown. This magnificent family residence has it all: ideal waterfront, wildlife habitat, a private pier w/ 3ft MLW, marvelous panoramic southern water views, a blend of open &wooded land, privacy, extensive gardens and is located in the premier estate area of Kent County.
View Property Video Below
https://vimeo.com/246860511

Price: $3,400,000.00

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Swan Creek

3.14 acre waterfront building lot in Little Neck Farm with beautiful views of Swan Creek and a deeded 40-ft long, deep-water boat slip at the private community dock. Direct and easy access to the Bay. Just minutes from downtown Rock Hall and Chestertown.

Price: $225,000

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Rock Hall

Casey Dowling House, circa 1896, restored commercial property in water-oriented Rock Hall. Beautiful main apartment is used as a vacation rental. There is a second 1-bdrm apartment on second floor, and a 20x40 storefront on main level. Original Georgia pine floors, cathedral ceilings, skylights, multiple decks, beautiful landscaped gardens, an oasis in the center of town. No better location.

Price: $289,000

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Sassafras River

Swantown Creek

Sassafras River/Swantown Creek waterfront lot with nearly perfect elevation providing expansive views of where Swantown Creek meets the Sassasfras, yet still has very easy access to the waterfront. Perfect location for vacation or permanent home with very easy access to points north now that the Middletown by-pass is near completion.

Price: $325,000

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Chesapeake Bay

Enjoy gorgeous panoramic and endless water views from this  four and a half acre lot including breathtaking views of the sun setting across the Bay.  The lot is mostly open fields, provides easy access to the water's edge and is located just minutes from Rock Hall.   No builder tie-in.

Price: $399,000

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Earleville

What a great combination of woods and open area for hay or crops and hunting. Great opportunity to either create a private oasis or continue with the subdivision that was started.  Need to call for deails. Access to the creek across Government Ground.

Price: $695,000

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Rock Hall

Unimproved building site in the bayside town of Rock Hall, MD.  Quiet location yet only one block from restaurants and marinas and Rock Hall's Bayside Park. Public water and sewer can serve the lot upon application to the town of Rock Hall.

Price: $39,000

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Sassafras River

Mill Creek

Partially wooded waterfront lot offering privacy, easy access to the water, beautiful water views of Mill Creek and the Sassafras River and is in a location that provides easy access to points north.

Price: $315,000

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Chesapeake Bay

5 acre lot with pond, rip-rapped shoreline, mostly open fields with some woods, and spectacular sunsets over the Bay. Located close to Rock Hall and it's many marinas and restaurants.

Price: $359,000

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Sassafras River/ Turner Creek

Kennedyville

Waterfront home on Turners Creek with year round sunsets located in the private waterfront community of Kentmore Park. Five bedrooms and three full baths. Room to entertain friends and family.  Low maintenance brick exterior allows owners time to enjoy outdoor activities on the water or in the yard. Private pier for watercraft and crab traps. Relax on the deck and experience an awesome sunset along with very easy water access.

Price: $598,000

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Elk River

Pond Creek

Build your dream home on this 5 plus acre lot fronting on Pond Creek, tributuary off Chesapeake Bay. Access to dock and sandy beach at the community area. Deeded Boat Slip included.

Price: $295,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Fairlee Creek

A wooded and peaceful spot for relaxing, yet within walking, biking or boating distance to marinas, tennis, golf course, pool, restaurants and beach.  This 4 bedroom home has a great room full of windows facing the water, a fabulous deck, dock, plus a stone patio with built-in firepit.

Price: $ 575,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

The Preserve at Southeast Creek

23 one acre building lots with access to community kayak/fishing dock. Walking trail, recreation area, community fencing, landscaped entrance and best of all - you can build your dream home in the tranquil environment of the Eastern Shore close to historic Chestertown.

Price: From $68,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River Rental

Comfortable 3 bedroom 1 1/2 bath ranch with sun porch with central airconditioning. Step out the door to large sandy/stone beach with shade trees. Mooring for shallow draft boats. Next to wildlife preserve to explore the shoreline when the tide is out. Sleeps 8.

Price: $1200.00/wk

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.