Property Listings

Waterfront rental with a boat slip! Fantastic views every season. Spring, summer & fall boat activity and calm winter vistas. Two bedrooms and two full bathrooms, as well as two half baths. The third floor can be additional sleeping space, and has a deck with a birds eye view. The main level is open living space, great for entertaining! Enjoy all meals on the deck. The best part is the fireworks view on the 4th of July. Best seats in town! Bring your boat and start enjoying the Rock Hall lifestyle. 1-year lease, rental comes fully furnished, renter responsible for utilities, pets on a case-by case basis with deposit.

Price: $5,500/ Month

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A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Maryland’s scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. 5 Units ranging from 1-2 bedrooms

Price: Starting @ $385,000

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CONDO BY THE BAY - Beautiful condo with Chesapeake Bay views from every level. On a clear day, you can see the Chesapeake Bay Bridge. Decks on two levels - one from the living room and the other from the primary bedroom - for catching the sunsets and the sparkling bay. You'll love the poolside location, with views from the gourmet kitchen of the iconic Gratitude neighborhood and marina right next door. The town's sweet beach on the Chesapeake Bay is just a short distance down the street - as is a great restaurant with a tiki bar in the other direction. Multiple marinas nearby, as well as several public boat launches. Two generously sized bedrooms and baths on the third level, as well as a top level bedroom with a cute kids built-in "hideout." The ground level features a one-car garage and an extra room that you could set up as a workshop. New roof in 2020. Come see - this condo has it all for a most enjoyable Rock Hall lifestyle!

Price: $550,000

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Stately waterfront Victorian home rich in history with endless possibilities depending on your needs or desires. Original home built in the late 1800’s could be redesigned to its original grandeur. Currently the building is a six-unit multifamily property offering plenty of potential. The entire first floor and part of the lower level is a large approximately 2,700 square feet “owners’ home” that was recently renovated with top quality materials and redesigned to take advantage of the waterfront living this building offers. There are also five other units providing income and cost sharing, including a one-bedroom garden apartment on the lower level and two additional one bedroom units on both the 2nd and 3rd floors. The five apartments have separate entrances from the first-floor apartment and provide a gross monthly income of $5000. Investors will appreciate the 6-unit rental with an approximate cap rate of 5.75%. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Located on Maryland’s scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. There is a recently installed deep water fixed/floating dock with two new boat lifts.

Price: $1,295,000

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Completely renovated 4 bedroom waterfront condominium located in the heart of historic Chestertown. 2 boat slips, adjacent to Wilmer Park and a few block from the main commerce area of the town including shopping and restaurants. Condominium renovations include but not limited to new kitchen, new baths, hardwood floors throughout, new dock, recently replaced roof, new HVAC systems just to name a few.

Price: REDUCED! $1,398,000

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Crews Landing- a small townhouse complex with their own beach and dock located in Betterton, Jewel of the Chesapeake! End unit with conditioned Florida Room. Spacious townhouse with great views of the Bay. Boat slip with boat lift included.<br />View the property Video Below: <br /><a href="https://vimeo.com/350789290">https://vimeo.com/350789290</a>

Price: $395,000

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One of the premier units located in the front building of Crews Landing townhouse. Unobstructed view of the upper Bay. Spacious deck with a screened porch attached. Best kept secret on the Eastern shore, Betterton Beach. Boat slip with lift included, unknown condition of boat lift, no warranties as to the operation of, private beach. Let the condo association take of the the maintenance outside while relaxing taking in that beautiful view or enjoy taking a boat ride to dinner. Great location by water to venture to North East or the western shore.<br />View Property Video Below:<br /><a href="https://vimeo.com/350789290">https://vimeo.com/350789290</a>

Price: $445,000

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Exceptional 4800+ sq ft corner unit townhouse with expansive views of Swan Creek and the Bay. Elevator to the top. There are 4 bedrooms, each with an attached full bath. 4th bedroom is currently used as a professional office. Private pool. Two-car garage plus two more parking spaces. Short walk to bay-front beach. Everything customized to the highest standards; nothing left to do except move in.

Price: $795,000

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First unit to be offered for sale in Crews Landing in three years. This second row unit which has had only one owner has been impeccably maintained. Beautiful views of the Bay. Some custom cabinetry, oak floors,and balcony off mastersuite are just a few wonderful amenities. Walkway to the dock and beach or access road to drive down to the dock. Deep water boat slip with lift included.

Price: 405,000

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