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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Beautiful home with spectacular views. Three bedrooms, two full baths and a calming open living space, perfect for entertaining. The sunroom is a nice retreat, with a gas fireplace and panoramic views of the Chesapeake. The home sits on a beautifully landscaped half acre, plenty of privacy on the patio or wrap around deck. The upstairs is unfinished, but could be easily finished to add a few more bedrooms and a bathroom. The large basement has plenty of room for storage. There is also an underground garage attached to the basement. This gives extra space for parking, as well as easy access to gardening supplies. Located in Tolchester, a quiet bay-front community, but just a short drive to downtown Rock Hall or Chestertown.

Price: $1,200,000

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Build your dream home on this slice of paradise! Take advantage of the stunning sunsets this 9+ acre waterfront lot has to offer. Wonderful opportunity own 400+ ft of waterfrontage on Pond Creek in Earleville. Located in the community of Sunset Pointe with access to the community beach and dock and direct access to the Chesapeake Bay.

Price: $549,000

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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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Four parcels totaling 52 acres. Introducing Holly Point - an incredible private waterfront estate on a point of land with over 2800 feet of waterfront, comprised of five parcels and improved by a spectacular custom designed 5 bedroom main residence built with the finest materials and an impressive attention to detail as well as a charming 3 bedroom guest house with excellent waterviews of its own. A large detached garage/shop, additional detached workshop/gaming building with a bath room, and green house add to the first rate amenities. Every aspect of this property was meticulously planned and is beautifully oriented. From the stunning drive in through a park-like setting to the mature landscaping throughout the property, the expansive water views, easy access to the water, trails throughout the woods, prime hunting habitat, privacy but not isolation all make this a truly one of a kind offering. You can also purchase this property with a perc approved 38 acre lot for $5,600,000. Check out the property video below: https://vimeo.com/834171714

Price: $4,995,000

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Bayfront building lot - just over a third of an acre. Magnificent Chesapeake Bayfront views, with views of Swan Creek in back. Federal permission has been granted for a 200 ft long, 6 ft wide pier with a T-dock at the end. There would be approx 5 ft mlw at end of pier. Buyer to obtain LOCAL PERMITS for dock. Survey is available upon request. Town water and sewer is already installed on site. Very close to marinas and restaurants; there is a private marina just across the street. Under two hours to Phila, South Jersey, Wilmington, Baltimore ad DC. Build your dream home on dreamy, beautiful Lawton Avenue in the Gratitude section of Rock Hall - on the Chesapeake Bay.

Price: $750,000

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A rare offering of an in-town waterfront parcel offering incomparable views from a point of land on the Chesapeake Bay. The house is valuable for the large footprint it provides (would not be able to build at this size on this lot otherwise. ). Town water and sewer, the public beach just steps away, sunsets and the sparkling Bay at your door. House needs extensive renovation and you will be required to build first level to higher flood code regulations. renovation permits/regulations need to be verified with the Town of Rock Hall by the Buyer

Price: $750,000

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This building lot is located at a prime location on Rock Hall Harbor. It consists of two adjoining lots, parcels 599 and 600, is fully bulkheaded and has four deeper-water boat slips - three large, one small. It has access to town water and sewer. It is zoned MWD, which allows for marine oriented use. Easy access to the Chesapeake Bay, just steps from waterfront restaurants, yet on a beautiful residential street. Very unique, and a rare opportunity to have your own private dockage.

Price: $210,000

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Welcome to North Point Marina. This well-established marina and motel is ideally located behind the jetty wall at the entrance to popular Rock Hall Harbor from the Chesapeake Bay. There are 138 total slips, including 26 covered slips, with room for large yachts on the T heads. All of the slips are equipped with water and electric--30, 50, or double 30 AMP. Nearly 80% of the slip occupancy is comprised of seasonal rentals, leaving plenty of room for transients. Robust Wi-Fi network extends throughout the facility making working from your boat a breeze. North Point Marina features the only fuel dock on Rock Hall Harbor. Five room motel offers amazing views of the Bay. The motel books throughout the year with a waiting list during the Summer. Adjacent to the motel is a two bedroom, 1 bath apartment with private porch. Live where you work. Numerous amenities—bay front pool, large pavilion for events, ample parking, slip holder/guest bathrooms, pump out, ship’s store, storage space, office/flex space, slip holder lounge. Many additional opportunities for revenue. North Point Marina is an immaculate, impeccably maintained facility.

Price: $3,995,000

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Enjoy panoramic, Chesapeake Bay views from nearly every room in this renovated 4 bedroom, 3 1/2 bath home sitting on .8 waterfront acres in Huntingfield Estates, just outside of Rock Hall. Main level with open floor plan makes entertaining a breeze. Large deck and balcony are the perfect spots to take in amazing sunsets. Master bedroom features include bathroom, large walk-in closet, and balcony access. Flex room is perfect for home office or craft room. Downstairs you will find three additional bedrooms with slider access to backyard, two full baths, laundry and mudroom. There is plenty of storage in the two-car garage. Bonus space under deck for kayaks and paddleboards. Only a few minutes to Eastern Neck Island, marinas, Rock Hall Harbor, and Main Street. Make this place your home!

Price: $650,000

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Check Out the Property Video Below:
https://vimeo.com/465055907

Price: $1,500,000

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Double lot, .41 acres, located on the edge of the Sunny Isle of Kent community. Peek-a-boo views of the Chesapeake Bay. Located on lane with one other home. Priced to sell!!!

Price: $28,000

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Enjoy sweeping water views from three sides of this spectacular property.  The custom built sprawling ranch home offers first floor living, is ideally situated on a point of land that provides broad water views, a private dock with protected water and easy access to the Chesapeake Bay, mature shade trees and gardens, a large deck overlooking the water, a guest house that is located close to the main house but can not be seen from the main house and has a separate driveway. Guest house can be sold fully furnished. This is a rare offering that one must see to truly appreciate all that it has to offer.<br />View Property Video Below:<br /><a href="https://vimeo.com/353792186">https://vimeo.com/353792186</a><br />This House was also featured on The Chestertown Spy's House of the week for 10/29/19. Check out the article below.<br /><a href="http://chestertownspy.org/2019/10/29/house-of-the-week-all-decked-out-by-jenn-martella">http://chestertownspy.org/2019/10/29/house-of-the-week-all-decked-out-by-jenn-martella</a>

Price: $999,000

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Panoramic views abound from this lovely home in Huntigfield Estates just 2 mi outside of Rock Hall. This gorgeous 3 bed/2.5 bath home is situated on a peninsula with the Chesapeake Bay on one side and the Huntingfield Creek on the other. Sip a cocktail on one of the screened porches or the water's edge and watch the magnificent Rock Hall sunsets. Dock site with a sandy beach and gradual slope perfect for kayaking and smaller watercraft. Rip rap shorelines and sheltered beach area. Lovely gardens and plantings. A rare property and a definite must see. <br />View Property Video Below: <br /><a href="https://vimeo.com/339138544">https://vimeo.com/339138544</a>

Price: $795,000

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A beautiful residence on the Bay. Exquisite sunsets, in-ground pool, a grand upper-floor great room with a large deck offering expansive views. Also an elegant first floor master suite with it's own spacious porch facing the bay side. Kitchen is designed for serious entertaining. Historic charm blended with a modern sensibility.<br />View Property Video Below:<br /><a href="https://vimeo.com/339134539">https://vimeo.com/339134539</a>

Price: $895,000

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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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A one-of-a-kind property with stunning panoramic water views, 49 acres of pasture and woods, a sandy beach, waterfront gazebo, private dock with multiple slips, boat ramp and several options for a remarkable homesite.  This property offers a peaceful setting, privacy, amazing sunsets, protected water on Churn Creek with easy access to the Chesapeake Bay and is ideal for hunting or simply enjoying the beauty of the abundant wildlife.  Located just outside of historic Chestertown.<br />View Property Video Below:<br /><a href="https://vimeo.com/300824960">https://vimeo.com/300824960</a>

Price: $1,995,000

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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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Spectacular views of the Chesapeake Bay from nearly every room along with four seasons of sunsets nearly every night are included in this well meticulously maintained home. Fabulous kitchen for entertaining and a Master Bedroom suite perfect for relaxing. All just minutes from historic Chestertown.

Price: $798,000

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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: $359,000

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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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Privately located in a natural wonderland and close to Chestertown!  Relax and savor the water views from your deck, living room kitchen, bedroom, or from the separate cozy guest cottage filled with character and charm.  Deer, eagles, waterfowl can been seen from many places on this 7 acre property. The main residence and guest cottage have been recently updated and are very well maintained.  A private pier, canoe and kayak rack at water's edge and acres of mature woods just add to the value.<br />Highlights of this property: separate guest home with vaulted ceilings and waterview deck, natural, wooded, private lot, deck overlooking the water, all new windows in both homes, private dock plus canoe and kayak rack<br />View Property Video Here <br /><a href="https://player.vimeo.com/video/192006295">https://player.vimeo.com/video/192006295</a>

Price: $675,000

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<p>Wonderful, private retreat with plenty of room inside and out for the whole family and situated on a beautiful Bayfront lot.  Unobstructed views of sunsets, rip rap shoreline with over 200' along the bay.</p>

Price: $ 620,000

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Spectacular secluded 4 bedroom Bayfront home overlooking the mouth of the four rivers making up the Chesapeake Bay.  A perfect place to relax and get away from all the hustle of life and watch ships and boats make passage through the upper bay.  Rip rapped shoreline with beach access for fishing and floating on a summer day.  Not far from the town of Betterton.

Price: $ 625,000

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Relax and take in panoramic sunsets from your private pier, lawn or porch.  Bayfront home with fireplace and views from kitchen, family room and living room.  Rip rapped shoreline and easy access to the water.

Price: $498,000

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Great Oak Landing- voted Best of the Bay- This waterfront property perches on the shores of the creek.  It has a commanding view of the water and has been lovingly cared for.  It offers large and comfortable rooms, roof top sunroom, and front and back outdoor living spaces.  Tastefully landscaped property providing space and privacy.  Wonderful primary home or delightful getaway.  Ownership includes the amenities of Great Oak Landing such as golf, tennis, restaurant, pool, and Kids Club.

Price: $ 736,000

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Serene Chesapeake Bay view from this unit with beautiful wood floors, updated master bath, tiered decks, large work shop and attached 1-car garage.

Price: $299,000

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Enjoy sweeping panoramic water views and watch ships from around the world from this custom built four bedroom home that provides privacy, yet not isolation, a partly wooded location, a detached garage, a private pier with deep protected water and a boat house and is located close to Historic Chestertown.

Price: $845,000

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