Chesapeake Bay Property Listings

Waterfront property on the Chesapeake Bay and real estate in the surrounding area including Kent county, Rock Hall, Betterton, and Cecil County.

Chesapeake Bay/Sassafras River

Crews Landing

Spectacular location where the Chesapeake Bay meets the Sassafras River and a view of three other rivers as well as the shipping channel. There are only twelve townhomes on this well maintained and beautifully landscaped 5 acre property with an expansive private sandy beach, dock with one slip for each townhome, beautiful waterfront lawn and recreation area with steps and a driveway down to the waterfront. This end unit townhome prov three master bedrooms, an open floor plan on the first floor with a large area for entertaining, a screened porch, two decks, fireplace,  broad water views and a 10,000lb boat lift with remote.
Check out property video below:
https://vimeo.com/350789290

Price: $375,000

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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.

Chesapeake Bay

Rock Hall

Price: $389,000

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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.

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

Chesapeake Bay

Tolchester Estates

An exceptional architect-designed 6,105 square foot home perched 100 feet-high on a bluff overlooking the Chesapeake Bay - the Chesapeake/Delaware shipping channel in full view. Included in the sale is the adjacent .66 acre parcel, "LOT PAR 1-2 ON A PL S/S MONTGOMERY AVE." You'll never tire of watching the ships and daily sunsets through the floor to ceiling windows. Floors throughout are finished in quarter-sawn red oak. Bluestone surrounds the house and continues into the entryway that provides a dramatic dining space with a 17-foot ceiling and a waterview as the backdrop. Sweeping open floor plan is graceful and elegant in its simplicity - full of light, angles, white walls and stunning views from every window. Plenty of gallery-like spaces to display your art. A chef-designed gourmet kitchen is a cook's dream, complete with a Thermador gas cooktop and electric double oven, two Subzero refrigerators, a Subzero freezer, under-counter Subzero refrigerator drawers, granite counters, and adjoining butler's pantry and many more custom features. A must see. First floor master suite has two luxurious master bathrooms finished in limestone and two custom designed walk-in closets with built-ins. Nationally known artisan-designed cherry stair rail leads to the guest floor with four bedrooms, three full baths and a huge bonus room, which could make a wonderful studio or game room. There are never-ending bay views from almost every room in the house. Heating and cooling is provided by a geothermal system. A three-car garage continues the house exterior design with matching trim and cedar shingles. Dock your boat at the premier marina just a three minute drive away. Nearby is Rock Hall with more marinas, shops, restaurants, and a world-class jazz venue called the Mainstay. Twelve miles away is historic Chestertown with Washington College and more shops and restaurants. Within two hours to Philadelphia, Baltimore and DC. By appointment only. This is one of the finest designed homes on the Eastern Shore. Be sure to allow plenty of time for your tour.

Price: $2,399,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

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: $750,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Rock Hall Harbor

Chesapeake Bay

Virtual Waterfront Low-Maintenance water-oriented lifestle in the heart of everything. 3 bedroom condo w/ two decks just across the street from Rock Hall's spectacular Harbor front, walk to famous Waterman's Crab House, keep a boat at the marina across the street. Enjoy the best views in town of Rock Hall's fireworks. A great opportunity and value at this price.

Price: $349,000

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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.

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: $ 849,999

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Chesapeake Bay

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.
View the property Video Below: 
https://vimeo.com/350789290

Price: $395,000

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Swan Creek

Chesapeake Bay

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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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Churn Creek

Enjoy easy access to the water and broad water views from one of the few remaining unimproved lots in a much sought after community.  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.  Build your dream home and private dock on this lot which has been well maintained and is close to Chestertown.

Price: $398,000

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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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Kinnairds Point

Kinnairds Point

First time offered. Handsomely crafted, custom built home in the treasured community of Kinnairds Point on Still Pond Creek. A spacious home with minimal maintenance which leaves time to enjoy the nicely landscaped two plus acres, beach and water activities of the community. So close to Chestertown where you find shopping, dining and entertainment. Don't miss the Saturday Farmers Market and the proximity of Washington College.

Price: $499,000

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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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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.