Property Listings

North East River

77 acres with privacy, expansive water views, extended shoreline and is easily accessible to I-95 and points north.  Located between Baltimore and Philadelphia, this exclusive property provides multiple options for either a year-round home or a second home.  

Price: $1,200,000

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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.

Grove Creek

Chester River

Enjoy amazing sunrises and sunsets. Coming from the Bay Bridge it is just 20 minutes to this spectacular waterfront country home. 26.15 acres for privacy, horses or alpacas. Outbuildings for shelter or workspace. Grand view of the waterway. 600 feet of shoreline. The pier boasts two boat lifts, 10K and 15K. The sprawling landscape includes EP Henry type hardscaping with al fresco eating areas as well as conversation areas. The heated inground pool refreshes after a day on the water. The outdoor kitchenette keeps the chef with the party. Enter the oversize cherry door, enter the great room with soaring ceiling, gas fireplace and magnificent windows. The formal dining room has built in corner cabinets. The informal dining area has a wet bar. The kitchen has granite and stainless and opens to the family room surrounded by glass and a vaulted ceiling. There is a full butler’s kitchen for entertaining. Master bedroom has vaulted ceiling and two full baths. Upper level has a sitting area, three bedrooms and two full baths

Price: $1,700,000

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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.
Check Out the Property Video Below:
https://vimeo.com/341623783

Price: $890,000

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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.

Sassafras River

Make this your summer cottage, seasonal retreat or forever home. Charming details of this home make it the ideal candidate. Open floor plan keeps everyone in the loop. Retreat to the charming screened porch or opt for the awning covered deck. Main floor bedroom and bath with three bedrooms and a bath on the upper level. Additional family bedroom and half bath on the lower level. Room for everyone. A short golf car ride to the private community beach, pier and boat ramp. Sail boat, power boat, jet ski, kayak.  Pick up a game of volleyball or simply soak up the sun. Possibilities are endless.

Price: $359,000

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Sassafras River

Cozy and adordable 3 bedroom. bungalow in move in condition. Start the summer season enjoying boating and swimming at the community area, which has a sandy beach, boat ramp and deck to hang with others in a great community of Cheshaven. This renovated gem can be that affordable summer retreat or year around home. Some view of the river between the waterfront homes.

Price: $265,000

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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 avaiable, 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: $340,000

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Sassafras River

Beautifully appointment 4 bedroom home overlooking the Sassafras River and located in the premier community of Knights Island Preserve. Very private setting with the comfort of a gated entrance. Open floor plan for elevated views of the river from almost all the rooms. Meticulously been maintained. Community pier of only 3 owners. Sandy beach and deep water slip boat slip, addition $400/ yr for boat slip.
Check Out this Property Video Below:
https://vimeo.com/343667035
This House was recently featured on The Chestertown Spy, to Check it out Click the Link Below:
https://chestertownspy.org/2019/06/04/spy-house-of-the-week-serenity-on-the-sassafras

Price: $1,325,000

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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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Elk River

Handsome bilevel home with great views up the Elk River, newer dock with 10k boat lift and sandy beach. Recently renovated kitchen and baths, deck and private yard. Garage space under the house plus a 3 car detach garage. Plenty of storage for water toys. Up to Buyer to check the water depth.

Price: $549,000

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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: $939,000

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Chesapeake Bay

Rock Hall

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.
View Property Video Below:
https://vimeo.com/339134539

Price: $979,000

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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: $1,350,000

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Sassafras River

A very rare combination of all desired attributes of a waterfront home. Spectacular river views from nearly every room, 4 ft mlw, boat lift, hot tub, plenty of room for guests, impeccably maintained, all perfectly situated on Pleasant Cove/Sassafras River.. Just minutes away from Middletown Delaware and points north.
View Property Video Below:
https://vimeo.com/332065066
http://vimeo.com/268044128

Price: 1,590,000

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Chesapeake Bay

Rock Hall

Originally built in mid 20th century, renovations are inspired by architect Frank Gehry's house, incorporating unconventional materials such as concrete and corrugated metal. The wide-open floor plan of the original house remains, taking in views of the bay from all rooms. The parcel is 17,450 square feet, unusually large for Beach Road, and has 95 feet of waterfront. Enough room to allow for an addition.

Price: $540,000

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Swan Haven

Rock Hall

Exceptional Coastal design based on Cape-May Victorians situated on cul-de-sack. Hardwoods throughout interiors. There is a workshop on lower level previously used by the owner to build small boats. Across the street from the beautiful Haven Harbor Marina, owners have deeded access to the pool and clubhouse. There are water views of picturesque Haven Harbor

Price: $399,000

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Chesapeake Bay

Rock Hall

Low-maintenance water-oriented lifestyle in the heart of everything. Just across the street from Rock Hall's spectacular Harbor front, walk to famous Waterman's Crab House; keep a boat at the marina just across the street. Enjoy the best views in town of Rock Hall's fireworks! Easy floor-plan, everything on one floor. A great opportunity and value at this price.

Price: $290,000

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Rock Hall

Coming Soon

Price: $310,000

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Chesapeake Bay

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.
View Property Video Below:
https://vimeo.com/339138544

Price: $825,000

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Sassafras River

Love where you live! Budds Landing is a fifty acre community in Cecil County close to route 301 and the Delaware border. The community boasts riding and walking trails and a pier with private boat slips. Bring your horses, your nature appreciation and your nautical skills.This magnificent home could easily grace the pages of Coastal Living. The circular drive welcomes all. The open design brings it all together. A kitchen to inspire family meals and entertainment feasts. Hardwood floors, custom countertops, cabinets, tile backsplash - the perfect touch. The great room is lined with glass doors and windows for the best of light and a panoramic view of the river. Spacious master suite along with a second bedroom and bath on the main level. Take the winding staircase to the upper level for the additional bedrooms and baths. From the upper level walkway look out the oversized picture window to view the pastoral setting.  The finished lower level is home to the entertainment center, generous storage and a full bath. Walk out to the river side and enjoy. From the kitchen and great room walk out onto the designer deck. Capture the beauty of the Sassafras. A great location is just the beginning. Make your own memories.
Check Out The Property Video Below:
https://vimeo.com/343662468

Price: $1,600,000

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Rock Hall

Great location in the Rock Hall's harbor-front neighborhood. Water-oriented property has been improved with central air, is very close to marinas, restaurants, and the Chesapeake Bay. Also includes a large two-story barn which was used as a "net-house." The property is zoned Rock Hall Maritime Commercial.What a great vacation/weekend home this would be. In the heart of everything great in Rock Hall.

Price: $265,000

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Chesapeake Bay

Sassafras River

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.

Price: $445,000

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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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Mill Creek

Worton Creek

Located at the end of a culdesac, this Mill Creek waterfront home offers real peace and quiet. The walk-out basement is partially finished with potential for 1 or 2 more bedrooms. New electric panel, water, heater, water conditioner, roof, guttering, front porch and more. Still in need of some work, but loads of potential. Also includes a separate two story building and green house.

Price: $298,000

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Morgnec Creek

Chester River

Very private 3 bedroom home in park like settling located on the upper reaches of Morgnec Creek with water access to the Chester River. Bring your boat to explore all nature has to offer, commune with eagles, herons, terns, deer, turtles and other wildlife on this lovely creek. This home offers waterfront views from nearly every room, numerous upgrades over the past few years, perfect for a weekend get away or a fulltime resident. Just minutes from historic Chestertown and with the new Middletown by-pass less than 1 hour from Wilmington and points north.

Price: $589,000

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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.

Mill Creek

Sassafras River

Imagine a home designed and placed on a prominent home site surrounded by water. Enhanced by large decks and patios with a "reach out and touch the water" feel, sandy beach, new dock with boat lift, this home is the epitome of function, design and location, including a gator path to the dock for loading and unloading the boat. Water views and natural beauty greet you in every room including the walk-out basement/rec room. Just minutes from the new Middletown by-pass making Wilmington and Philadelphia suburbs less than an hour away. Built in 2015, this 4 bedroom home offers all the upgrades imagined.

Price: $1,525,000

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Still Pond Creek

Wonderful vacation home or live full time on one of the most favorite tributaries of the Bay, Still Pond Creek. This classic older home has been updated and meticulously cared for. Priceless water & sunset views with easy access down to riprapped shoreline by way of cart path and switch back path, a sandy beach area & dock in a quiet community close to Chestertown.

Price: $595,000

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Rock Hall

Sweet cottage in the center of town has two bedrooms and full bath on first floor, two more and bath on second. The great thing about this property is the large garage which can be used for two cars, a boat, still more room to set up a workshop. Cute cottage would be perfect for a vacation/second home since it is so close to marinas and access to the Chesapeake Bay. Walk in either direction to boat ramps, restaurants, marinas, shops. Great potential for an Air B&B make some money when you're not using it! All roads lead overboard!

Price: $170,000

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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: $249,000

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Churn Creek

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.
View Property Video Below:
https://vimeo.com/300824960

Price: $1,995,000

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Elk River

Blessed with the most perfect setting on the upper Bay, this beautifully built home offers waterviews from three levels. Bonus to this southwest view are the passing ships and a deep water pier. Sun filled rooms, first floor master and family room in the lower level with a walk out access to a brick patio make for delightful accomodations. Only minutes into Elkton and I 95.
View Property Video Below:

https://vimeo.com/339144079

Price: $949,000

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Swan Creek

This waterfront home overlooks Swan Creek, which affords easy access to the Chesapeake Bay. It comes with its own deep-water boat slip, which will accommodate a 42-foot boat, at the private community marina. This is also the only home in the Little Neck community which has its own boat ramp at the edge of the lawn onto Swan Creek. You will love the soaring ceilings, light filled and elegant rooms, clean design. Custom cherry cabinets, granite counter tops, views everywhere. Especially impressive is the full, dry, exceptionally clean basement. It will make an excellent area for a workshop or a home gym. There is actually plenty of room to fit both. There is even a cedar-lined closet in the basement. This idyllic setting is only 2 hours from Philadelphia or South Jersey, 2 hours from DC or Baltimore. Just 10 minutes to the charming bay front town of Rock Hall, with marinas, restaurants, B&B's and a world-class jazz arts venue called The Mainstay. Just 15 minutes to Historic Chestertown and its wonderful farmers market and Washington College.

Price: $825,000

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Rock Hall

If you've been looking for the perfect weekend getaway in Rock Hall, here it is - just a block in from the Chesapeake Bay, walkable to all the marinas and restaurants in town, and the town beach as well. In fact, there is a community marina (for Rock Hall residents) just a few steps away, and an awesome boat launch. This adorable cottage has a newer addition of a fabulous screened porch where you will be tempted to party the night away with friends - or just relax and listen to the osprey. Everything you need is all on one floor, including three bedrooms and two full baths, a laundry room, a beautifully updated kitchen with a breakfast nook. Just 20 minutes to Chestertown's fabulous farmers market and Washington College. Rock Hall boasts 11 marinas, 6 public boat ramps, a gorgeous wildlife refuge, fun restaurants and bars, and is only two hours from either DC, Philadelphia or South Jersey. Make this easy charmer all yours for 2019.

Price: $240,000

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Elk River

Spectacular panoramic water views from almost every room, rolling lawn that leads you to a private beach and dock. Many updates including a completely renovated kitchen, walk out lower level, large detached garage, and a swimming pool with one of the most breathtaking water views on the upper eastern shore.

Price: $998,000

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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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Chesapeake Bay

Rock Hall

Enjoy expansive views of the bay in this exceptionally comfortable Chesapeake home with thoughtful updates and beautiful details throughout. There is a spacious garage, a workshop, and a large separate laundry and utility area. The second floor is a delightful family suite with a balcony oriented to water vistas. Your own private beach, and totally out of the flood zone. A must see.

Price: $549,000

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Shipyard Creek

Rock Hall

Looking for that perfect home on the water?Hummingbirds abound on the deck of this 5 bedroom Lovely home with gorgeous views of Shipyard Creek. Deep water, quiet,but not isolated, wooded 5+ acres.Your own tennis court and private dock with deep water for the boat. Water views from every room. Lower level family room has a wood stove and 3 bdr for guests. Truly a nature lovers' Paradise.
View Property Video Below
https://vimeo.com/301662209

Price: $695,000

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Elk River

Rare opportunity to purchase a waterfront home on the Elk River that has both  the private sandy beach and a dock with three boat lifts, one jet ski lift, and a boat shed.  This 4 bdr 2 bath ranch a with 3 car garage is located on .8 acres and features a gently sloping landscaped yard leading to the beach and dock. The house has been meticulously maintained with a new roof, newly-remodeled kitchen, top-of-the-line appliances, newly remodeled bathrooms, and an over sized laundry room, and a spacious four season sunroom along with an outdoor patio. There are two fireplaces (one gas and one wood burning), and hardwood floors. The house is located on a quiet street and is only  minutes to downtown Chesapeake City and restaurants. Easy drive to points north and Middletown, De.

Price: $980,000

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Sassafras River

Welcome to the neighborhood. A beautiful custom home with two bedrooms and two baths on the main floor. Another bedroom and bath plus a floored walk in attic on the upper floor. Large open living room and dining room have great flow for entertaining. The kitchen blends into the family room. The chef won’t miss out on all the fun! All the rooms have great windows or French doors for quality natural light.  Venture onto the screen porch. It could be featured in Coastal Living. Interesting ceiling. Walk out to the free form in-ground pool and tennis court.  Complete the picture with a detached garage. Never be in the dark with the 20K generator. Imagine owning your private country club style retreat or primary home.

Price: $425,000

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Sassafras River

Bring your boat, jetski, and fishing gear to this spacious 3 bdr , 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 or $400/night. After Labor Day- $1300.00/wk – Oct or $300/night. Available as short term: 3- 9 months depending on the start date.
Occupied July 6th - August 31st

Price: Read Above

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Sassafras River/Virtual Waterfront

Kentmore Park

Virtual Sassafras River waterfront. Expansive view of the river out to the Chesapeake Bay. Overlooks Kentmore Park community area. Steps to the beach. Voluntary HOA. Open floor plan with delightful glass enclosed river room. Detached two car oversized garage. Hardscape walkways. Beautiful sunsets.

Price: $700,000

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West Langford Creek

Chester River

Cozy 3 bdr waterfront home with all the natural, private surroundings the eastern shore has to offer. Very easy access to more than 300 feet of bulkheaded shoreline. 2 large detached garages to store all the waterfront toys you will need to take advantage of all Langford Creek has to provide, fishing, crabbing, year round hunting or whatever you waterfront dreams desire.
View Property Video Below:
https://vimeo.com/300826586

Price: $538,000

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Chesapeake Bay

Rock Hall

The beauty of this house is the private pier - protected, deeper water, just around the corner from the bay. The house is hooked up to town water and sewer - no well or septic to worry about. You can renovate or build new, maximizing views of the bay in front and creek in the back. Fabulous potential to be the perfect in-town waterfront property

Price: $449,000

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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: $295,000

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Chesapeake Bay

Betterton

A wonderful starter or retirement home. Spacious bath and kitchen. Corner lot offering great outdoor space and easy maintenance. Located in the Jewel of the Chesapeake, Betterton. Short distance to the beach. Ready for occupancy.

Price: $139,900

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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.

Price: $2,025,000

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Elk River

Your home is your castle, literally. Unique construction from 1900. Colorful history of this magnificent home. Main floor bedrooms and bath. River stone fireplace in great room. Grand master bedroom with view of the Elk river. Fabulous master bath. an additional bedroom and a bath complete the second floor. Bulkhead, pier and boat ramp. Exceptional landscaping, even a secret garden.
View Property Video Below:
https://vimeo.com/339153917

Price: $999,000

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Fairlee Creek

Unique wooded 6 + acre waterfront lot that includes a tidal marsh. Enjoy the tranquility of the different contours of this parcel and wildlife accessing the tidal marsh. Permits will be needed for walkway over the marsh and a dock.

Price: $169,000

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Chesapeake Bay

This older 3 bedroom ranch built with impeccable craftsmanship offers unsurpassed views of Still Pond Cove and Chesapeake Bay. With total renovation and beautifully presented, this property is a must see. A combination of woods and lawn on 4 acres with approximately 165' of waterfront offers privacy but has the sense of community being apart of a well established community of Kinnairds Point, with their 2 well maintained community areas. New pier and riprapped shoreline.

Price: $695,000

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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: $450,000

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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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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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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: $299,000

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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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Sassafras River

Turners Creek

Kentmore Park Community with private beach on the Sassafras River
A truly magnificent waterfront offering. Calm and serene views of Turners Creek with the soaring eagles, the squawking geese and the majestic blue heron. Catch the rare appearance of the beautiful pink heron on the far shore. A year round peaceful environment. Inside find a wall of windows bringing the outside in to the great room. Appreciate a kitchen that inspires the chef in everyone. A large deck and  a sun room/screened porch complete the picture. Master suite along with another bedroom or office and full bath are on the main floor. The upper floor hosts three bedrooms and a ceramic bath. The lower floor has a light filled basement area perfect for a wine room, billiards, ping pong or crafts. a gem of an opportunity.

Price: $629,500

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Rock Hall

Adorable, Sunny Cottage across from Grays Inn Creek with lovely water views. Beautiful, level, corner lot with fruit trees, garden, mature shade trees and work shop. Lovely screened porch and views from every room. Large boat shed for your ski boat. Two marinas across the street. Fabulous location 2 miles from town. With a little TLC, this will be a terrific vacation getaway. A must see!

Price: $225,000

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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

Exceptional 1.23 Acre building site which includes a deep water slip at beautiful Little Neck Farm. Enjoy the perpetual 200+ acres of community open space. Your boat slip and marina are located on Swan Creek and just minutes to the open Chesapeake, and from your home a short drive to Rock Hall. Photo is of the community marina.

Price: $120,000

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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: $39,500

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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: $549,000

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Chesapeake Bay

Kinnard's Point

Last of the waterfront lots in Kinnaird Point, a  premier water oriented community with  access of 2 community areas, hosting beach access, small boat and kayak launch and boat ramp and picnic area at the other on Still Pond Creek. This 3 plus acre partially wooded lot  offers the choice of two different homesites and 200' plus of sandy beach frontage. Park your chair at the beach to watch the amazing sunset over the bay.

Price: $325,000

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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

Swantown Creek

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: $425,000

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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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Fairlee Creek

This pristine contemporary is nestled on a partially wooded 3 plus acre lot with over 200’ of shoreline. Located in Fairgale, an upscale waterfront community just minutes from Chestertown, this property gives the feeling of a very special place. The home offers great space inside and out to entertain or to enjoy all the seasons of the year. Bristling with special features as beautiful wood throughout the house to exude warmth to a spacious deck to enjoy the wonderful setting. There is walk way to the water and a boat slip with lift at the community pier, which is only minutes to the Bay. Separate building to house all the toys for boating and other activity.<br View Property Video 
https://player.vimeo.com/video/194690009

Price: $795,000

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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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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: $ 597,000

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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: $ 899,999

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Chester River

Beautiful building lot with broad water views and sunsets.  Fully bulkheaded, level lot close to Historic Chestertown and a county park.

Price: $349,000

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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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Elk River

Just under two acres at Little Welsh Point. Expansive view of the Elk River from this one story home. Watch the activity on the water every day of the year. Cruise the river to the Bay or travel the Canal to Chesapeake City and points east.

Price: $649,000

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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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