Property Listings

Set on 2.48 scenic acres along the Elk River, this well-maintained brick waterfront home offers the perfect blend of comfort, privacy, and outdoor living. With three bedrooms and two additional included lots, the property provides a rare opportunity for expanded space and serene surroundings. Enjoy direct water access with a 100-foot dock featuring two boat lifts, a floating jet ski dock, water, electric (220V and 110V), and a convenient sink—ideal for boating enthusiasts. Inside, the home welcomes you with a cozy living room with a fireplace, while the kitchen showcases tall cherry cabinetry offering abundant storage. Radiant heating throughout most of the home ensures year-round comfort. The spacious great room flows seamlessly into a screened porch and out onto the deck, creating the perfect setting to relax and take in the peaceful waterfront views. The lower level features an Endless Pool, providing a private space for exercise and recreation. Whether enjoying quiet mornings or breathtaking sunsets over the river, this property offers exceptional waterfront living in every season.

Price: $1,290,000

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Coming Soon! Welcome to 22470 Fairgale Farm Ln, a spacious home and property perched over Fairlee Creek, with a deeded boat slip.  3.55 acres, partly wooded, exceptionally landscaped, and perfectly framed water views. Walk down to the water to enjoy the views or launch a kayak.  The deeded deep-water boat slip, outfitted with a boat lift, is just a short distance away. The home features 4 bedrooms and 4 full bathrooms, plus a large loft that could be an additional bedroom. The large eat-in kitchen has expansive windows that perfectly frame the water view. A great spot for entertaining! Doors in the kitchen lead to the waterfront deck, spanning the front of the home.  In both sitting rooms, you’ll find fireplaces that have been conveniently updated to propane. The first-floor primary bedroom opens up to the waterfront deck and offers a fantastic water view, as well as a large bathroom that was recently updated.  Upstairs you’ll find two waterfront bedrooms, one with its own attached bath and ample closet space.  Downstairs, there are two additional full bathrooms and a bedroom. Above the kitchen sits the light-filled loft, a great office, studio, or extra bedroom.  The exterior has a generous front porch, outdoor shower, circular drive, 2-car garage, fenced dog run, and additional garage space connected to the basement.  This light-filled waterfront property is located 15 minutes away from the waterfront community of Rock Hall and historic Chestertown.

Price: $1,450,000

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COMING SOON! Please do not enter the lane without an appointment. This is a unique situation, the house burned down so the footprint is there and the debris is currently still there. A 3 car detach garage was not affected, & neither the pool & shed for the pool. Must do your due diligence with the county. Elevated site of the Sassafras River, Sandy beach, very private setting.

Price: $650,000

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Completely renovated four-bedroom home offering an ideal Upper Eastern Shore location where Swantown Creek meets the Sassafras River. This private retreat features convenient first-floor living, with water views from the living room, dining area, kitchen, and two primary bedrooms. The home is enhanced by a spacious deck overlooking the water, a finished basement, outdoor shower, hot tub, fire pit and a detached storage shed. Set in a park-like setting, the property is just minutes from Middletown, DE and the bypass, providing easy access to northern destinations while still enjoying the charm of of nearby Georgetown and Chesapeake City.

Price: $918,000

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Versatile commercial property, featuring just over 32,000 sq ft of workshop and/or warehouse space on 6.71 acres. Conveniently located on 298, just over 30 minutes to Middletown, Delaware, under an hour to Wilmington, and just down the road from Chestertown and Galena.  The newest workshop was constructed in 2021. Featuring 13’ high rolling doors, concrete floors, insulated walls, and a pellet stove for the winter.  The original workshop building has a second-floor loft, bathroom, and separate rooms that could facilitate multiple offices. The roof was replaced and exterior walls painted in 2021. The addition next to the original building was completed in 2014. This section features 4 bays with 11’ rolling doors and 3,000 sq ft of space. Lastly, the 118’ x 48’ storage room can house almost any kind of farm equipment. The additional acreage is currently farmed.  Enter from either 298 or Still Pond Rd. Plenty of parking and easy drive-through or turn-around space for trailers.  A rare commercial find in Kent County with ample potential! Opportunity to purchase the residential home in conjunction with the commercial property. 12296 Still Pond Rd is a spacious 3-bedroom, 2.5 bath, brick house with an updated kitchen, bathrooms, attached garage, and additional outbuildings. The home features a dedicated dining space, living room, a bonus room that could be used as an office or den, and a 3-season back porch.  **The commercial property and residential home are listed for $2,475,000. Showings by appointment only- Do not enter property without scheduled appointment

Price: $2,475,000

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Bayfront condo with exceptional views, located in the heart of Rock Hall!  Beautiful open living space for entertaining, featuring a propane fireplace and bayfront balcony with awning. The eat-in kitchen features updated countertops and a Bosch electric range.  The primary bedroom has its own bayfront balcony and an updated attached bathroom. Two additional bedrooms share a full bathroom. The third-floor bedroom has a fantastic view and could be used as an office, studio, or overflow space for guests . On the ground floor, the bayfront storage room is a great space to keep fishing poles, kayak, or pool floaties to use at the condo pool! One-car garage with additional outside parking, as well as communal overflow space for guests. Tilghman’s Landing condo is a beautiful waterfront condo association! Located in the heart of everything, yet tucked away from the hustle and bustle. Enjoy the pool in the summertime and never miss a sunset on the balcony.  A sandy beach is located just outside the association, and the Rock Hall beach is just down the street. Short distance to ample restaurants, shops, and marinas.

Price: $650,000

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Kentmore Park cottage. Well maintained. Four bedrooms and two baths. One bath reconvigured with stack washer and dryer. Could be returned to full bath when relocating washer and dryer to basement. Lovely pastoral view of farmland. Easy path to beach and central Kentmore Park area. Tax free shopping in Delaware. Proximity to Historic Chesterton with casual and special dining, eclectic shopping, Chestertown Country Club, waterfront access, fishing and boating opportunities. Sail on the Packet for an adventure on the Chester River. Visit historical buildings. Enjoy weekend activities in History Park in the center of town. Never a dull moment. Chestertown is full of history including Washington College and the Chestertown Tea Party. More photos coming soon!

Price: $549,900

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Welcome to 107 Boxwood Lane in the Dogwood Village community. This home is nicely situated at the end of a cul-de-sac with a spacious triangular lot. The backyard is nicely edged with foliage, making a private oasis. The home offers convenient one-floor living. Large open living space, stainless steel appliances, wood floors and natural light. A bonus sunroom is just steps away from the dining area. This space could also be a playroom, studio, office or den. The primary bedroom has a large bathroom and walk-in closet. Two additional bedrooms share a full bathroom. Spacious two car garage and large paved driveway. From the garage there is a walk-down basement for additional storage or projects. A short drive to the Sassafras River and many marinas. Located 30 minutes from Chestertown and Middletown DE, under an hour to Wilmington.

Price: $398,000

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Mixed-use commercial property in charming historic Chestertown. 327 Cannon was newly constructed in 2006, yet is perfectly situated in bustling historic district. Offering historic charm without the extra maintenance. The building contains two large units with many possibilities. The first level is outfitted with a commercial kitchen and large dining space overlooking Cannon St. Over 1300 sq ft of professional kitchen space, an office, and dining area. The space has many possibilities for a restaurant or other commercial business in the future. Currently, this unit is leased to Occasions Catering. The upstairs apartment is inviting and spacious, offering two bedrooms each with an ensuite full bathroom. The living space is open and airy, with ample natural light, vaulted ceilings, hardwood floors and a gas fireplace. The large loft could be an office, den, or creative studio space. The walk-in attic provides additional storage. An ideal investment in historic Chestertown.

Price: $1,300,000

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Well - maintained colonial home situated on over 12 + private acres along Piney Creek, complete with your own pier - perfect for canoeing, fishing or kayaking. This 3 bedroom homes features an eat-in kitchen with marble countertops, opening to a spacious deck where you can relax and take in the peaceful wooded surroundings. The main level also offers a cozy den with fireplace, a separate dining room, and a family room just off the the kitchen - ideal for everyday living and entertaining. The unfinished walk - out basement provides endless potential for additional living space, a workshop or recreation area. The property is beautifully landscaped with mature trees, creating a secluded setting. A short walk or a fun gator ride takes you down a cleared path to the water's edge. Located on a quiet street with only four homes, this is a rare opportunity to enjoy privacy, nature, and waterfront living all in one.

Price: $969,000

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www.cassidywharffarm.com Cassidy Wharf Farm Sassafras River Estate Extended Cassidy Wharf Farm Video Set on 93 private acres with 6,100 feet of shoreline along the picturesque Sassafras River and Cox Creek. The estate includes a main house, guest house, pool house and riverside pavilion, offering ample delightful space for large groups to gather, unwind and experience the activities and natural beauty of the upper Chesapeake. Showcasing exceptional design, materials, craftsmanship, the living spaces are framed by expansive views of the Sassafras River. The main residence includes six spacious bedrooms and four and a half baths. The heart of the home is a gourmet kitchen and adjacent generous breakfast room wrapped in 180-degree river views, a setting that enhances every meal. The home flows naturally into multiple large gathering spaces built for entertaining, and into quieter, more intimate rooms designed for reflection and rest. The guest house ensures that you can accommodate family and friends. With three generously sized bedrooms and one and a half baths, full kitchen, fireplace and brick patio, it offers a self-contained retreat that gives guests their own space while keeping everyone together on the estate. The pool complex redefines what a backyard amenity can be. At its center is a 52,000-gallon swimming pool with a retractable electric cover, positioned to frame sweeping panoramic river views. An adjoining heated spa and a oversized pool deck complete a setting that invites long, unhurried afternoons in the sun. Elevating the experience further, a large pool house offers a full bath, generous living and dining areas, and amenities more commonly found at a high-end resort - a large, well-equipped gym and an eight-person steam room -providing the perfect end to an active day. Perched at the water's edge, the recently constructed two-story pavilion is the social and recreational heart of the estate's waterfront. It's a front-row seat to everything that makes the Sassafras River so beloved: working crab boats in the early morning, sailboats gliding past at midday, and the sky turning gold over the water at dusk. Spend a lazy afternoon on the pavilion's upper level as the river life unfolds below, then head down to launch your own boat from the private boat lift or boat ramp. The Sassafras and Cox Creek offer boundless activities including boating, water skiing, tubing, wakeboarding, sailing, paddleboarding, and kayaking, all awaiting just steps away. After fun on the water, return to the pavilion for lunch, dinner, or simply a seat with one of the best views on the upper Bay. Adjacent to the grassy wharf, the nearly 1,000-foot private sandy beach is a rare and remarkable amenity ideal for an afternoon stroll with friends or a quiet moment watching the sunset or moon rise over the river. Other improvements along the waterfront include a 1000+ stone revetment protecting the shoreline, a 13,000lb boat lift, and a boat ramp. The grounds reflect a thoughtful balance of beauty, privacy, and long-term stewardship, with carefully planned enhancements designed to complement the natural setting while supporting comfortable estate living. Mature trees and established landscaping create a sense of arrival and continuity across the property, while curated sightlines and open lawn areas transition naturally into wooded edges and surrounding countryside. A network of trails invites exploration through the woods, offering quiet vantage points and seasonal changes that reinforce the property’s connection to the Eastern Shore landscape. The property's blend of fields, woods and waterfront habitats, complemented by offshore hunting rights offers productive hunting. The land supports healthy populations of deer, wild turkey, ducks & geese, creating a sportsman's haven throughout the seasons. Enjoy fishing and crabbing from the dock ideally located on the edge of the deep water channel. Major mid-Atlantic cities, international airports & train stations are within easy reach, making the estate accessible for full-time residents and weekend escapes.

Price: $8,995,000

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It is a rare opportunity for a private waterfront lot off the Sassafras River to come available. This 14 acre parcel of land is located above the bridge in a well established small community of Gentle Winds. Scenic and tranquil area for birding watching, kayaking or taking a short boat ride to restaurants located down the river. With this 14 acre lot, there are open areas and woods to play with. Build the house of your dreams and be able to work and play where you live. Short drive to tax free shopping in Middletown DE.

Price: $675,000

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Experience riverfront living on the Sassafras River with this exceptional home on just over 13 acres. There’s room for everyone with 5/6 bedrooms, 3 full baths, and two kitchens. Enjoy sunrise over the river through the primary bedroom’s expansive window, then watch the eagles and osprey while sipping coffee on the dock. This home boasts a jet ski dock, and both fixed and floating docks with 3 feet mlw. Take the boat to dinner at any of the five riverfront restaurant options, or catch your own dinner on the Chesapeake Bay. There’s plenty of off river activities as well, with 20x40 in-ground saltwater pool, pickleball court, spacious yard, outdoor shower, firepit, and woods. In summer, the 5 acre wildflower field bursts into color, inviting quail, butterflies and songbirds of every sort. With very easy access to points north and south, you can easily spend a day in Annapolis or zip less than 60 miles to the Philadelphia airport. The booming community of Middletown is 15 minutes away, with unlimited restaurant and shopping options. This stunning residence provides an ideal retreat for nature lovers and outdoor enthusiasts alike. Store all your toys in the attached garage and the large outbuilding. Imagine unwinding on your private dock as you enjoy friends and family playing/boating on the river. Launch your kayak or standup paddleboard directly from the property's floating dock. Relax and cool off in the pool after a great day on the river or an invigorating pickleball game. Inside, spacious living areas feature expansive windows that take full advantage of breathtaking water views, creating a light-filled and welcoming atmosphere throughout the home. Every detail has been designed for comfort, convenience, and fun, making this riverfront oasis a truly special place to call home.

Price: $1,975,000

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Welcome to Silly Manor, a Chesapeake Bay-front property with an abundance of coastal charm and panoramic views. This home is perfectly situated on the coveted Lawton Avenue, one of Kent County's most sought-after neighborhoods. Enjoy stunning sunsets all year-round and direct access to the dynamic waters of the Chesapeake Bay. The open living and dining space offer spectacular views of the Chesapeake. The kitchen opens up to the patio and garden, and has a spacious island for entertaining. The home was designed with a first-floor primary suite, offering convenient (and hard-to-find) one-floor living. There are two additional bedrooms and a full bath on the second floor. Watch the boats glide in and out of Swan Creek all day long, or enjoy the cozy fireplace during the colder months, with the Bay sparkling just outside. This is one of the larger parcels on Lawton, and it boasts a detached, oversized one-car garage, along with a separate workshop. The hardscape patio and stone walkways are perfect for al fresco dining or simply soaking in the surrounding beauty. The home feels very private, yet is located just minutes from many marinas, restaurants, shops and the Rock Hall Beach. This is the perfect weekend retreat or full-time home!

Price: $1,100,000

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**To be built! Welcome to this beautifully designed 2,784 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 4 bedrooms and 3.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. There is a first floor primary bedroom for one-floor living options. Upstairs, the second primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club. Listing Office

Price: $1,099,900

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**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Price: $849,900

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**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to a private balcony. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Price: $786,900

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**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath and large walk-in closet. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Price: $765,900

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**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to a private second floor balcony. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Price: $753,500

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**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Price: $813,900

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Fully renovated, spacious home with commercial or residential zoning use. Extensive upgrades, all new appliances, bathrooms, engineered hardwood floors, hardiplank exterior, new roof, and much more! This home has been tastefully finished with high-end new and selective antiques, echoing a coastal antique style. You'll love cooking and entertaining in the fully updated kitchen and dining area, boasting new appliances and travertine stone floors. 3 bedrooms, each with an en-suite full bathroom. Downstairs has an additional full bathroom and plenty of space for guests. Beautifully restored, classic front porch, spacious screened-in porch upstairs, and ample yard space. The property has incorporated the side parcel, which has a driveway cutout from the sidewalk. Buyers have the option of creating a circle driveway, or simply keep the additional yard space for outside activities and enjoying with friends! Located in downtown Rock Hall, on North Main Street, in the heart of it all! Walking distance to many restaurants, shops, marinas and the Rock Hall Beach.

Price: $465,000

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Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Price: $799,900

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Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to the asphalt driveway. The sunroom leads to a deck overlooking the large yard. Great community with water access. Quick ten minutes into Chestertown, and less than an hour to Middletown DE or Annapolis.

Price: $320,000

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Impeccably kept Kentmore Park home with a white picket fence. Over two acres with private rear yard for relaxation. Adorable brick outbuilding for storage, home office, man cave or she shed. Gazebo for al fresco dining, afternoon card games or just enjoying nature. Habitat for many bird species in season. Owl, Heron and Eagle territory year round. This home mixes the old with the new. Character throughout this custom built home. Large kitchen for casual dining and entertaining. Designer countertops and stainless appliances topped off with a Wolf range. Plenty of gathering space at the elongated island. Large windows bring the outside in to the kitchen. Owner suite is on the main floor. Second floor boasts a super large room and bath for a guest family bedroom. There is a beautiful livingroom with a fireplace and a family room with a fireplace. Excellent living spaces. The gracious dining room can host many a fine dining experience. This home is being offered with an additional lot included. The lot affords this home access to the Kentmore Park Amenities. Beach, Piers, Boat ramp, and the Kentmore Park social association. This listing includes MLS listing # MDKE2005752, 0.11 acre lot on Anglewood Rd, Kentmore Park.

Price: $599,000

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Live in Luxury in this brand new home that seamlessly blends indoor-outdoor living with its prime location on nestled just off of the 10th tee box of the Chester River Yacht and Country club. Enjoy the convenience of this 3 bedroom, plus extra room for office, gym or playroom, 2.5 bath home full of light with a modern open floor plan with one floor living. Harwood Oak floors throughout whole house. The kitchen comes complete with stainless steel appliances, hood vent, Large island with ample countertop space and a butler's pantry that adds functionality and organization. Beautiful primary bath and massive walk-in closet with lots of shelving and hanging rods for all those who have a love of fashion. Front porch to have your coffee's and a back screened-in porch to entertain and watch the golfers. Every aspect of this property has been thoughtfully considered to create a living space that is both functional and breathtaking. Note tax record reflects current lot taxes and will be updated once Certificate of Occupancy is issued. Beautiful home in a prime location! Prestwick offers ample privacy while only a short distance from Historic District Chestertown and just off of the Chester River Yacht and Country Club's 10th tee. Recently constructed in 2023, the house offers three bedrooms, oak floors throughout, a gourmet kitchen, and ample room for entertaining, all on one floor! The kitchen was completed with stainless steel appliances, propane range and range hood, sizable island and countertop space, and a butler's pantry that adds functionality and organization. Enjoy summer meals and views of the trees on the spacious screened porch, or enjoy winter evenings inside by the fireplace. Two large guest bedrooms share a full bathroom, plus there is an extra room for an office, gym, or playroom. The primary bedroom has a massive walk-in closet and a beautifully finished bathroom with a walk-in shower. The spacious laundry area leads to the two-car garage with a walk-up attic space for extra storage. Prestwick offers the best of eastern shore living with small-town charm, yet it is only 1 to 2 hours from Wilmington, Philadelphia, Baltimore, and Washington, DC. Join the Chester River Yacht & Country Club and gain access to great golfing, club pool, marina (with boat slips), and boat a ramp. Located a short distance from the town marina or the many county-owned boat ramps. This property is a must-see; every aspect was thoughtfully considered to create a living space that is both functional and breathtaking.

Price: $797,000

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Great location - attractive commercial building in popular boating town of Rock Hall. Perfect for professional office, art gallery, yoga studio, retail space. Currently a florist shop. Beautiful display windows, two bathrooms, a kitchenette area. Gleaming, eye-catching metal roof. Parking for at least 12. A versatile property which provides a dynamic presence in a prime location.

Price: $300,000

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Experience the allure of waterfront living with this stunning condominium, perfectly situated to offer breathtaking views of the Chesapeake Bay and the Rock Hall Harbor. Inside, you are greeted by an inviting ambiance, accentuated by updated kitchen and flooring that seamlessly blend style and functionality. Whether you’re an aspiring chef or simply enjoy the art of entertaining, the modern kitchen is designed to inspire culinary creativity, boasting stainless steel appliances and ample storage space. Just up the stairs you will find two large guest bedrooms, washer and dryer, and a full bathroom. The primary bedroom is located on the third level with a view of the Bay. You'll love the large private balcony overlooking the Chesapeake. The primary bathroom has a soaking tub as well as a shower, and a walk-in closet with ample space for storage. This residence is located a short stroll from marinas, a vibrant array of restaurants, and downtown shops. Easy access to festivals throughout the summer and fall, enjoy a delightful day out or a cozy evening at your favorite eatery. The charm of this location is not just limited to daytime adventures; it transforms into a magical setting at night! The best part is the unobstructed views of spectacular 4th of July fireworks, all from the comfort of your own home. This condominium offers relaxation and convenience while taking in all the charms of Rock Hall. With a focus on comfort, every corner is thoughtfully designed to cater to your needs, blending modern amenities with the natural beauty of its surroundings. Don’t miss the opportunity to make this beautiful condominium your own! Embrace the coastal lifestyle and let the Chesapeake Bay become your new escape.

Price: $545,000

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Virtual Waterfront Home on the Upper Chesapeake Bay/Elk River! Enjoy breathtaking sunsets! Experience expansive water views from nearly every room in this exceptional 5 bedroom, 4 1/2 bath contemporary home situated on the banks of the Elk River. Designed for comfort and style, the open floor plan is filled with natural light and features a striking floor-to-ceiling stone gas fireplace in the great room - perfect for cozy gatherings. The main level offers a spacious master suite with its own fireplace, a sliding door to the back deck, and serene water views. The kitchen is outfitted with granite countertops and flows into the dining area and sunroom, both with easy access to the deck. Upstairs, a loft overlooks the water and separates two generously sized bedrooms, each with its own full bath - ideal for guests or family privacy. The finished lower level is an entertainer's dream, complete with a full kitchen, media/theater room, and two additional bedrooms with walk - out access to the covered patio. Additional features include a two - car garage with an upper storage area, plus a separate rear garage for water toys and equipment. A deeded boat slip with lift at the community beach is included - perfect for enjoying all the river has to offer.

Price: $1,700,000

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Great location - attractive commercial building in popular boating town of Rock Hall. Perfect for professional office, art gallery, yoga studio, retail space. Currently a florist shop. Beautiful display windows, two bathrooms, a kitchenette area. Gleaming, eye-catching metal roof. Parking for at least 12. A versatile property which provides a dynamic presence in a prime location.

Price: $350,000

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It is a rare opportunity for a private waterfront lot off the Sassafras River to come available. Being located above the bridge in Gentle Winds, is this beautifully planned small community. Scenic and tranquil area for birding watching, kayaking and short boat ride to the restaurants located by the river. With this 14 acre lot, there are open areas and woods to play with. Short drive to tax free shopping in Middletown DE.

Price: $625,000

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This classic home has been beautifully renovated and updated while maintaining the original charm. Enjoy cooking meals in the gourmet kitchen with stainless steel appliances and a downdraft cooktop. The kitchen leads to the formal dining room and large open living space, perfect for entertaining. There are four bedrooms, two full bathrooms, and a third-floor bonus room, which could be an office or game room. The spacious backyard includes a cute workshop, ideal for projects or extra storage. Enjoy mornings or evenings on the large front porch with pointed stone columns. Home updates include central air and forced heat, new appliances, granite kitchen countertops, updated bathrooms with the addition of a full bath on the first floor, vinyl siding, a new roof, luxury vinyl plank, refinished original hardwood floors, and much more! 10-minute drive to downtown Chestertown or Galena, 30 minutes to Middletown, Delaware.

Price: $480,000

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Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, you’re immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom. The fully renovated chef’s kitchen features state-of-the-art appliances, a spacious island, and ample cabinetry, making it perfect for hosting both large parties and intimate gatherings. The expansive living room features a fireplace and full views of the sparkling waterfront. This meticulously renovated home features 3 bedrooms, each with an en suite bath. The second floor boasts a relaxing combination of a screened porch and an open deck spanning the full front of the house and overlooking the river. The very large primary suite, with it's pampering bath, also has an entrance to the inviting screened porch. When stepping outside, the gracious landscaping calls for you to unwind on the open deck and work on your tan, or step onto your own private dock and explore the river a bit. There is also a covered brick patio, perfect for firing up the grill and eating al-fresco. Located just minutes from local shopping and schools, this paradise offers you a life of convenience, without compromising privacy and luxury.

Price: $1,495,000

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Waterfront Home on the Elk River!
Enjoy breathtaking views as ships from around the world pass by. This spacious home offers 4+ bedrooms and 3 full baths, with incredible potential to make it your own. Main Level: 2 bedrooms, a great room with a fireplace, a dining area, and an eat in kitchen. Upper Level has 2 additional bedrooms with a full bath. Walk-Out Lower Level has plenty of extra room for storage, entertainment, or additional living space. The community's active engagement is evident through events like the annual 4th of July celebrations at the beach, fostering a close-knit and vibrant neighborhood atmosphere. Don’t miss this rare opportunity to own a waterfront property with stunning views and endless possibilities!

Price: $920,000

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Step into this nearly new, impeccably maintained two-bedroom townhouse located in the highly desirable Chester River Landing community. Recent upgrades make this home truly turn-key, perfect for those seeking comfort and style. Relax and entertain all summer long on the beautifully designed screened-in porch, ideal for enjoying warm evenings and gentle breezes. On the second floor, the spacious primary deck boasts expansive views of the Chestertown skyline and treats you to breathtaking summer sunsets—your personal oasis in this vibrant community. Just a short stroll away, you'll find the charm of Historic Downtown Chestertown and the scenic Wilmer Park, offering the perfect blend of convenience and lifestyle. Chester River Landing is a coveted water-access community offering a host of amenities, including an in-ground pool, two grilling and dining areas, and ample community space. Enjoy the large community dock with boat slips available for sale or lease—a dream for boating enthusiasts. Don't miss this opportunity to own a piece of Chester River Landing paradise!

Price: $579,000

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Beautifully maintained home in the heart of Rock Hall. Take in the Rock Hall Harbor views from the spacious lower and upper porches! Entertain with ease, generous open living space with wood floors and a cozy gas fireplace. first level laundry room, pantry storage, half bath and attached large storage room with indoor and outdoor access. Back porch and patio are the perfect spots for dinners or outside activities. The primary bedroom has a spacious attached bath and private second level porch. Two additional bedrooms upstairs share a second full bath, giving lots of space for guests and privacy. Enjoy a relaxing afternoon on the back deck, or walk to one of the many in-town restaurants, or to the Bay! There are several marinas nearby to keep your boat, and a delightful public beach just a a short distance away. Invite family over to enjoy the fantastic 4th of July firework display from your front porch - you'll get one of the best views in town! Come see this one today and get ready for a relaxing Rock Hall lifestyle.

Price: $449,000

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Welcoming to the newly renovated 21424 Catholic Ave! Situated on a large in-town parcel, the largest residential lot on Catholic Ave.
Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT and engineered hardwood flooring. The welcoming living space contains original wood accents, adding much charm to this newly updated home. There are three bedrooms, with great closet space, that share a full bath. Located at the end of the home is the primary bedroom with a large walk-in closet and it's own updated full bath. The 2 car garage has plenty of space for extra storage. This property has so much outdoor space, the possibilities are endless! located in the heart of Rock Hall!
Updates include:
-Crawlspace encapsulation and whole house dehumidifier
-10 new windows
-New 25 year roof
-Siding, shutters & new gutters
-New flooring, engineered hardwood, LVT and carpet
-Completely updated kitchen with custom cabinetry
-HVAC heat pump & AC
-200 amp breaker panel
and more!!

Price: $399,000

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In -town corner property, close to marinas and walking distance to downtown, yet tucked away from the hustle and bustle. Swan Creek is just at the end of the street!
3 bedrooms, graciously-sized kitchen and dining, as well as a spacious living room with a cozy fireplace. Living room leads to an attractive, relaxing sunroom with slate flooring. Ample space to relax and host. The large yard has plenty of room for outdoor activities or boat storage. circular drive lends plenty of parking space and easy access. Attached garage has enough ceiling height for a boat on a trailer. Separate huge attached workshop is complete with workbenches and installed storage. Being sold turn-key. Listing includes two parcels. .68 acre total.

Price: $318,900

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Sweet corner property in downtown Rock Hall, right on the "parade route," and just two blocks from the Rock Hall Harbor/ Chesapeake Bay. Welcoming home with a first floor primary bedroom, and large living room with a woodstove. There is a formal dining room, or you could enjoy meals outside in the fenced in back yard! Upstairs offers two more bedrooms, a full bath and an additional room, perfect for a home office. The large corner lot is set back from Main St, offering some privacy. Charming garage has loft storage on top, this would make a great studio or workshop. Close to EVERYTHING - marinas, shops, restaurants and the bay. This popular vacation rental could be a great income producer for you, or just save all the good times for yourself and come visit every weekend. Being sold turn-key - just unpack your bags and enjoy.
Home has newer hot water heat, zoned to both floors.

Price: $375,000

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Fantastic townhouse nestled in the heart of the water-oriented community of Rock Hall. This duplex has three bedroom suites and is being sold with contents, fully furnished. Currently used as a vacation rental, this townhouse is ready to go!
There is an entry level bedroom with attached half bath and access to a scenic screened porch. The first level has a one car garage, perfect for extra storage. The main living level is an open floor plan, perfect for entertaining and gatherings. There is a half bath and an open-air spacious deck off of the kitchen, peacefully nestled facing the trees. Hence it's name, Tree House! Great natural views.
The third floor boasts two bedrooms, each with their own full baths.
This property is located in the Watermans Estates community, which is just around the block from Main Street shops, great restaurants and marinas. Most importantly, this home is only a short distance away from the Rock Hall Harbor and Chesapeake Bay. Great fireworks displays, festivities and all Rock Hall has to offer just around the corner!

Price: $335,000

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Charming Historic Chestertown investment opportunity! Once updated this building can accommodate two street-front shops, a first floor one bedroom apartment, as well as a spacious apartment upstairs. Back deck overlooks sweet courtyard, perfect for relaxing. GREAT location and tons of character - enjoy the Chestertown Farmer's Market year round, the Chester River just a few blocks away, shops and restaurants right down the street - you cannot beat this Historic District location and opportunity. Seller has removed plaster walls downstairs and updated the electric. Other updates include: exterior painting, new metal roof and a new deck with entry to second floor apartment.

Price: $349,000

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Lot 3 located at the midway point of Fairway #10, a perfect spot to enter the back nine and head to the club house for lunch or dinner (membership required) 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: $150,000

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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: $185,000

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Adorable in-town brick rancher, all-one-floor living with spacious back yard and a large shed that would make the perfect workshop. Nicely sized kitchen, lots of natural light and open living space. Updates include central air. Located in the heart of everything fun - close to restaurants, marinas, and the Chesapeake Bay. Rock Hall is home to many festivals throughout the year - this home could be your perfect landing spot.

Price: $265,000

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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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Adorable cottage in a fantastic Rock Hall location. The original charm has been maintained. The first floor has two bedrooms and a full bath. The second floor has been converted into a large bedroom, giving plenty of space for extra guests. The deep yard is perfect for crab feasts or lawn games, and there is a large shed to store all your toys. You will love the screened porch facing popular Hawthorne Avenue, with it's well-maintained homes and sidewalks. Within walking distance to marinas, waterfront restaurants, public boat launches, the town public beach. The bay is just steps away. Currently used as a successful vacation-rental property being sold turn-key, with furnishings; just unpack your bags and start enjoying.

Price: $299,900

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3 bedroom end unit townhouse in Persimmon Creek. Lower level offers access to a one car garage, laundry room and a recreation room that leads out to the fenced back yard. Main level has engineered flooring in family room, dining area, kitchen and 1/2 bath. Gas fireplace in family room with slider to rear deck to enjoy the backyard that backs to trees. Upper level has 3 bedrooms - 2 bedrooms have new carpet. Master bedroom has engineered flooring. Most rooms have been freshly pained. Close to 95, MD/DE line and University of Delaware.

Price: $259,000

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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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Situated on a beautiful corner lot in downtown Centreville, this unique home is the earliest positively dated building in the town's Historic District. The original brick structure was built in 1794. A major addition and renovation was completed in 1885, and the large front porch was added in the early 20th century. The foyer, dining room, and formal living room boast parquet flooring, high ceilings, and numerous built-ins. An additional living room, enclosed by 2 doors and adjacent to a full bath, could be used as a 5th bedroom. Built-in storage lines both hallways connecting the front of the house to the back. A spacious breakfast room opens up to a kitchen with an abundance of cabinetry, counter space, and natural light. With double wall ovens, 2 refrigerators, and a large granite island with an externally ventilated cooktop, such a sizable and functional kitchen is a rare find in a historic home. There are 4 bedrooms on the second level, including a master suite with a walk-in closet and full ensuite bath. In addition to the grand Victorian staircase, a back staircase leads to a 3rd full bath and upstairs living space adjoining one of the bedrooms. A walk-up attic provides ample, easily accessible storage space. The kitchen exits to a generously sized screened porch with surrounding views of dynamic scenery. The 2/3-acre lot is a gardener’s paradise, intricately landscaped with old growth offering natural privacy. Some standout features include a lovingly maintained fish pond and mature blueberry patch that yields plentiful harvests. There is a detached one-car garage/shed, private driveway, and exterior access to the cellar. Roof replaced in 2016. Other recent improvements include: CAT6 internet wiring for whole-house WiFi coverage, 200-amp electrical panel with generator interlock, high-efficiency hybrid water heater, and 7 Mitsubishi Hyper Heat ductless mini-splits for single-source heating and cooling throughout the home, each with dedicated outdoor compressor units for optimal efficiency and performance. While the oil-fired furnace and radiators remain to preserve the home’s historic character, they are no longer needed. Have it all at 102 S Liberty Street: walking to restaurants and downtown shopping, with the comforts of modern living with timeless Victorian elegance, and the charm of small-town life with a lush backyard oasis. Conveniently located in between Washington DC and New York, NY and points in between, Philadelphia, PA Baltimore, Wilmington, DE and Annapolis

Price: $630,000

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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: $1,125,000

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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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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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Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away.

Price: Starting @ $878,000

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Can your investments pay these dividends. Sassafras River Compound uniquely centered in between New York City, Philadelphia, Baltimore and Washington DC. Less than one hour from Philadelphia International Airport. 17 bedrooms 16.5 baths, 1900's renovated Manor house with spectacular down river views and summer sunsets. Perfect location for plenty of water sports, Water skiing, Wakeboarding, Sailing, Paddle boarding and fishing. Just minutes by boat to Georgetown Harbor, with 5 restaurants. Must see to appreciate, but make sure you block out enough time to see all this Upper Eastern Shore gem has to offer.

Price: JUST REDUCED! $5,200,000

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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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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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Great location for this in-town property. Has a separate garage and accessory building. Needs a substantial amount of work, but worth it for the location.

Price: $140,000

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Beautiful home private home situated on Still Pond creek, with 20 acres of land to spread out on and 550 feet of waterfrontage. Recently renovated kitchen with Viking appliances. Great for large family gatherings and cooking. Wrap around deck and back yard, wonderful for entertaining family, friends, and extended family. Two large out buildings for waterfront toys and any other projects.
Come see this great property!
OPEN HOUSE 12/4/2021 NOON-2

Price: $1,498,000

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THE COVE - 385 feet of waterfront shoreline, wrapping around two sides of this property, located in a premier boating destination. Large rancher, one-floor living on Long Cove. Very easy access from here to the Chester River and the Chesapeake Bay. The property has a rare offering of it's own wide boat ramp, along with bulkheading and dockage. Protected waters - your boat will be safe here during heavy weather. There is an adorable "boat-house" at the water's edge, perfect for storing all your water toys, decoys, or use as an art studio. The combination of an ample screened porch leading to a large deck, overlooking a beautiful lawn and water views, makes this the perfect location for fun parties or just quiet relaxing, and of course boating excursions. The house is surrounded by waterviews from the porch, the kitchen, the family room, into the primary bedroom. There is a cozy wood stove in the large den which has a cool retro "hunter's lodge" vibe. Serviced with public sewer, no septic to worry about. Would make a fantastic vacay rental. Exceptional opportunity for an active waterfront lifestyle just five minutes from downtown Rock Hall and 15 minutes to Chestertown. Just under two hours in either direction to Baltimore, Philadelphia, DC, Wilmington, South Jersey.

Price: $825,000

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Enjoy endless water views, breathtaking sunsets and easy access to the water from this four bedroom home that provides many of the highly sought after features of an Easter Shore waterfront property. This property also has a bulkheaded and rip-rapped shoreline, a blend of open lawn and mature shade trees and is in a great location by water.  Easy boating access on the Chester River with close proximity to the Corsica River, Langford Creek, or even Kent Island and just a short drive from Chestertown and Rock Hall.

Price: $945,000

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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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Spacious and meticulously maintained in water access community of Elk Forest. This home offers 4 bedrooms with plenty of recent upgrades. Large great room off of the kitchen with attached deck, perfect for everyday living and great entertainment space. Flag lot location gives a very private location, but still part of a community, walkout basement with superior wall construction and great game room that includes a pool table. Two car garage and bonus storage space below offers plenty room for all of your waterfront toys. Community offers several waterfront access points with a transient dock and a marina with slips available on a annual lottery basis. Very easy access to point north less than 1 hour to the Philadelphia Airport, just minutes from Middletown, DE.

Price: $671,000

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Over 13 acres at the corner of routes 213 & 291 in Chestertown. High traffic count intersection. Per MDOT, current Annual Average Daily Traffic is 14,710. Zoned RB Professional Office. Located within 1 hour of Annapolis and Wilmington. 90 minutes to BWI and PHL airports.

Price: $1,500,000

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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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Approved building lot near Chestertown

Price: $45,000

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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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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: $805,500

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A diamond in the rough with nearly all the desired features for waterfront property. Broad expansive 180 degree southwesterly views of Langford creek, four season sunsets, protected dock and slip. Crabbing, fishing, wake boarding, water skiing, paddle boarding, sailing all in your back yard. Just a few minutes from historic downtown Chestertown and very easy access to points north, Philadelphia and Wilmington or south, Washington DC and Northern Virginia.

Price: $749,000

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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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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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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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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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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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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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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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<span>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.</span>

Price: $589,000

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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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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.<br />View Property Video Below:<br /><p>https://vimeo.com/339144079</p>

Price: $949,000

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One of a kind private oasis on Cabin John Creek. Dock with lift, 75' of new bulkhead, custom landscaping and outdoor kitchen to enjoy three seasons. Beautifully maintained with custom wood work and attention to detail with views of the water throughout house. Water view office with roof top balcony. This home is designed for indoor and outdoor entertainment with each bedroom offering private bath.

Price: $990,000

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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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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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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.<br />View Property Video Below:<br /><a href="https://vimeo.com/300826586">https://vimeo.com/300826586</a>

Price: $538,000

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Beautiful flood constructed contemporary with 3/4 bedrooms, 41/2 baths located on the Elk River. Screened porch, decks, and deck by the water to enjoy the great summer breezes while sheltered by mature trees. Dock with 2 boat lifts and 2 jet ski lifts. Large walkout basement. Only minutes to I 95 corrider.

Price: $775,000

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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.<br />View Property Video Below:  <br /><a href="https://vimeo.com/339153917">https://vimeo.com/339153917</a>

Price: $925,000

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A Mile from Ordinary- Point that is, on the Sassafras River. Private community beach, pier and boat ramp. Moor your boat, beach your sailboat, launch your kayak, paddle board or jet ski, swim in a protected area. Join friends at the end of the pier for a gorgeous sunset. Enjoy a home designed for living. Light filled sun-room, open floor plan, bedroom and two baths on main level, three plus bedrooms and bath on the upper level. Creative studio on the second floor for arts and crafts. Inside and Outside entrance to the basement. Storage no problem. Two car over-sized garage and detached shed. Patio and shaded deck for outdoor entertainment. A community close to Historic Chestertown and Washington College. An easy drive to tax free Middletown, Delaware for any and all needs. Restaurants, movies, miniature golf, grocery, hardware, it is all there.

Price: $349,900

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Simply the best! The best community, the best view, the best lot now offer for sale ... We invite you to visit this magnificent location.

Price: $725,000

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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 &amp; 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. $1500/week $2500/2 weeks & $4500/month

Price: $4500/Month

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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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This enchanting  private waterfront building lot on Fairlee Creek is perced approved and ready your dream home.There's a natural access to the creek for a pier, with proper permits, to enjoy the varies types of shallow draft watercraft.  Cruise a short distance  to the Bay or stop by Great Oak for entertainment.  Located just minutes outside of Chestertown.

Price: $295,000

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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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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: $199,000

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Unimproved building site in the highly desirable area of Rock Hall. The lot is nearly at the end of Beach Road to insure quiet and a degree of privacy.  An elevated home could have an enhanced view of the Bay to enjoy all the wonders it offers plus magnificent sunsets.

Price: $112,000

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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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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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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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A spectacular waterfront location just outside of historic Chestertown providing privacy but not isolation, a blend of lawn and mature shade trees, over 200 feet of waterfrontage, private dock with a boat lift, beach, sunsets and is improved by a three bedroom home with a screened porch overlooking the water, hardwood floors, views of the river from almost every room and is situated to offer easy access from the house to the water's edge.<br />Click the Link below to View the Property Video<br /><a href="https://player.vimeo.com/video/226756065">https://player.vimeo.com/video/226756065</a>

Price: $645,000

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Easy living for a vacation home or retirement getaway. Beautifully maintained and lots of storage in the separate garage. Nice Florida room facing spacious lawn. A tiki bar! Located just steps away to a public landing and a gorgeous, quiet marina. Just a short bike ride to downtown Rock Hall, restaurants.

Price: $225,000.00

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Experience the fantastic sunset from the riverside of this adorable cottage. Enter the foyer and capture the essence of Eastern Shore living. A country kitchen opens to the living and dining area. The sunroom is the place to be to watch all sorts of water craft from kayaks to mega yachts. Never a dull moment. Convene on the deck for refreshments or a superb crab feast. Detached guest quarters add to this special property. Call it home or call it a haven. Exceptional community spirit welcomes all.

Price: $749,900

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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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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 Below:<br /><a href="https://player.vimeo.com/video/194690009">https://player.vimeo.com/video/194690009</a>

Price: $795,000

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<b>Two slips and deeper water at the dock<span> </span></b><span>of this quality-built treasure on a very special parcel on Grays Inn Creek, perfect for a second home or retirement retreat. Situated to maximize the panoramic views. Pella windows, hardi-plank siding. Just a few minutes to downtown Rock Hall or historic Chestertown. Luxury master bath has radiant tile heating. Charming, and will steal your heart.</span>

Price: $449,900

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Spectacular and nearly maintenance-free home with Chesapeake Bay views from every room.  Ideal location in Rock Hall across from the public beach.  Enjoy the newly remodeled 12-month Sunroom with separate heating and cooling.  Super home in a quaint waterfront town just perfect for year-round use or a seasonal getaway spot.  New roof in November, 2015.

Price: $ 329,000

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Wonderful home and investment in this Cecilton duplex. Live in one and get rent for the other <span>or rent both=great investment.  Always 100% rented</span>. Each has 3 bedrooms, 2.5 baths, off street parking with option to rent a garage, Close to Middletown, DE. Small town living at its best. Rental Information Rental Income for 2 units: $1,750/month = $21,000/year&gt;Yearly Property Expenses: Real Estate Taxes <!--mep-tab-->$2,382 Water and Sewer <!--mep-tab-->  $1,600 Property Insurance decoration: underline $1,258 Total Expense $5,240

Price: $ 195,000

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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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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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Low maintenance home in a lovely setting.  This stylish duplex is centrally located in the beachfront town of Rock Hall within walking distance to restaurants, marinas and shopping.  Full garage for car plus outdoor gear.  Immaculately kept and move in ready primary residence or getaway retreat.

Price: $ 175,000

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Endless views on 3 sides highlight this light filled home. A “must see” master bedroom with a wall of glass and balcony makes for unforgettable water vistas. Deep water, a bulkheaded shoreline, pristine lawn and landscaping add to the special quality of this offering.

Highlights of this Home:
Elevated deck with endless water views
Privacy at the end of the road
Located on a point of land with water on three sides
New deck overlooks the water
Lawn to the bulkheaded waterfront
Deep water dock potential
Rural, yet close to urban areas
Screened porch overlooks the water
Easy walk to the water

Price: $ 675,000

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A beautifully presented home on 5 plus acres of wooded waterfront, private yet not isolated, and close to Rock Hall and historic Chestertown. This superbly appointed home is a true labor of love. Consider: a foyer with an inlaid hardwood compass, a huge deck overlooking the water, a grand master suite that pampers you with size and luxury, an elegant, "state of the art" kitchen, two family rooms, a library, additional bedrooms with private baths, a 47' x 31' outbuilding, a splendid stone fireplace, and very much more, all in "like new" condition and set on 400' of waterfront protected by hand laid field stone.

Additional Highlights:

Australian Cypress flooring
Iron Wood decking
Black Locust mantle
Granite counter tops
Cedar cathedral ceiling in living room
Cherry cabinets at wet bar
Built-in sound system
Attached 2-car, oversized garage
70' dock with water and electric
10,000 lb. boatlift, 3' MLW
Conveniently located close to Rock Hall and Chestertown

Price: $ 998,000

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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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Quality, turnkey condition, low maintenance two bedroom bungalow with heat pump, hardwood flooring, plumbed for outside shower, new well, new septic system.  Located in the private water-oriented community of Well Bottom Cove on the Sassafras River. Boat slip and ramp for water access, and sandy beach for swimming and picnics. Home was redesigned and completely rebuilt in 2014 including vaulted ceilings throughout. Living room and kitchen have open concept, with a roomy comfortable feel including high-end gas fireplace.  All of this without the high price tag and taxes of waterfront. Come enjoy summer and fall on the Sassafras River. Middletown, DE is a short 15 minute drive away.

Price: $ 225,000

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Bring your sailboat!  Deep, protected water close to the Chesapeake Bay.  Light-filled rooms offer unforgettable water views.  Detached garage has apartment above.  Located in the much sought after community of Kentmore Park.  Beautifully landscaped with huge deck overlooking the water.

Price: $ 998,500

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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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Deceptively large living spaces in this neat, clean home with screened porch and scenic location.  Large laundry area off garage.  This property could use a little updating, but is comfortable and ready for occupancy now.

Price: $ 230,000

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At nearly an acre, this lot offers great views up river and beautiful sunrises.  There is an existing small cottage on the property.  Easy access to metro areas to the North, and a perfect location for your getaway home.

Price: $ 298,000

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This home is an extraordinary testament to quality, attention to detail, comfort, and function. There are very few homes in the Perryville area that even come close to matching the level of abundant features and solid, sound construction on display here. If you want to take advantage of all that the Chesapeake can offer and enjoy it without compromise, this is the ideal location for you and your family.

Price: $ 980,000

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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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Elegant home fronting protected Swan Creek. Fabulous water views and 4+ MLW for your boat. Open, airy floor plan with fireplace. 1st floor master suite, deck, separate 3-car garage with storage space above.

Price: $ 749,000

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Cherish your own private beach and picnic area, savor the heavenly sunsets and water views and relax in this spacious home that is a true labor of love. In like new condition, this home occupies a most prominent site. Its huge decks and patio, along with almost every room, present commanding views.

Price: $998,000

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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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Lovely classic Eastern Shore cottage on Freeman Creek looking out to the Sassafras River. Rolling acreage. Original charming one room cottage is preserved on the property. Enjoy the sunroom in the warmer weather and the fireplace in cooler times. Easy stroll to the pier and water or try the stairs if you prefer. Short distance to the private Kentmore Park Community and Beach.

Price: $ 650,000

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Surrounded by mature trees and landscaping, this custom built home offers quality materials throughout, a large updated kitchen, spacious rooms, most of which over look the water, wood burning fireplaces, built in book shelves and window seats, a walk-out lower level, a deck, a lawn gently sloping to the water's edge, a dock and is located close to Historic Chestertown. One must tour this home to truly appreciate all that is has to offer.

Price: $875,000

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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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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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