Property Listings - Water Oriented Homes

Charming 2 bedroom cottage in Kentmore Park- one of the premier waterfront communities providing a large sandy beach, community pier, mooring area and more. Harwood floors & patio. Spacious lot with mature trees.

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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This exquisitely renovated 1800s home showcases the timeless elegance of its original architecture. Every detail has been restored to its former glory. No expense has been spared in selecting the finest finishes and materials for this renovation and it extends beyond the interior, with the creation of an outdoor oasis. This meticulously landscaped gardens and charming patio provide a private retreat right in the heart of Historic Downtown Chestertown. Chestertown is conveniently located on Maryland's Eastern Shore, less 80 miles from Washington DC and 90 miles from Philadelphia

Price: $950,000

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This exquisitely renovated 1800s 2 Bedroom home showcases the timeless elegance of its original architecture. Every detail has been restored to its former glory with preserving its charm and character of its historic roots while incorporating modern updates for a truly exception living experience. Located in the heart of Chestertown with very easy walk to shops, restaurants, parks and just two blocks from the Chester River waterfront. Chestertown is conveniently located on Maryland's Eastern Shore, less 80 miles from Washington DC and 90 miles from Philadelphia

Price: $625,000

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Welcome to McKinleyville Road. Situated on a beautifully landscaped half-acre, just a few steps from the Rock Hall Yacht Club. This is a gorgeous architect-designed home with a spacious, open and flowing floor plan. Gleaming wood floors throughout, soaring cathedral ceilings and a stately wood-burning fireplace. The primary bedroom suite is on the first floor with an attached bath that will pamper. There is a huge screened porch and a wrap around deck, all facing peaceful, private woodlands. Two more guest bedrooms upstairs share a large bath. There is also an attached two-car garage with room for a workshop. Just minutes to multiple marinas, public boat launches, and downtown Rock Hall with many popular restaurants and an acclaimed jazz venue. Chestertown's Historic District, with a year-round farmer's market, is just a short drive away as well. Come see this stunning house nestled perfectly in the country - you won't regret it.

Price: $585,000

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This classic Rock Hall home has been beautifully upgraded with interiors that will make you feel pampered.  Bright and welcoming with high-end finishings, granite counters, stainless steel appliances and room for entertaining. The primary bedroom and bath are located on the first floor for easy living. The primary bedroom offers a large closet and a separate entrance to the backyard. Three more bedrooms and a full bath upstairs for guests and family. Enjoy meals or a drink on the screened-in porch! This in-town property offers a surprising amount of space and privacy. The yard is completely fenced, making it safe for your pets.  There is a brand new shed with electric, which would make a great little workshop. Fantastic location,  steps away from multiple restaurants, marinas, shops and the Chesapeake Bay. Out of the flood zone. Town water and sewer. Just under two hours from Phila., DC, South Jersey, Wilmington or Baltimore.  Furnishings are included - all you need to do is unpack your bags, relax and enjoy the best of Rock Hall in this turn-key home. This home was completely restored and updated in 2022, more recent updates include, new washer/ dryer, fenced yard and a new shed with thermal wrapping and electricity.

Price: $470,000

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Kentmore Park carefully improved. Four bedrooms and three baths. Spacious kitchen. Large great room with hardwood flooring and many windows for light and excellent ventilation. Wood burning fireplace. Modernized kitchen with hickory cabinets, granite countertops, stainless steel appliances and tile backsplash. Owners suite over great room. Guests quarters on opposite side of the home. Large covered screened porch off the kitchen looking out to the private rear yard. Open deck off the screened porch. Three bay garage below the deck and the entrance to the partial basement. Tasteful landscaping with abundant shade trees. Easy walk to the community areas. The Little pier and the Big pier. Minutes from Galena for quick shopping and dining. Close to rt 301 for sites north and south. Easy drive to Middletown Delaware for just about anything. Close to Chestertown for an historic experience, casual and fine dining, arts and Washington College. Perfect primary or second home. Come visit.

Price: $535,000

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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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Rare opportunity for a garage/ workshop in a great residential location. Spacious, situated on a triangular shaped half acre lot. Check out the many possibilities for this property. Great investor opportunity in a beautiful neighborhood. Buyer to confirm with Kent County Planning & Zoning regarding any plans to build or convert to residential home.

Price: $70,000

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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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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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Need a weekend getaway spot with income to support the mortgage and expenses or downsizing and looking some side hustle income or strictly and investment property. This completely renovated home and cottage, with income producing billboard along with harbor water views of the upper Sassafras could be the perfect fit for you. Keep your boat at the Marina and have access to all of the marina amenities including pool , walk to the four restaurants in the harbor. Commercial zoning provides limitless uses, just configure this unique property for fit your needs and desires. Very easy access to points north and south. Sale includes sale of three parcels, Tax ID 0801005596 ( 2 bedroom home), 0801011685 (billboard), 0801012703 (cottage with loft)

Price: $350,000

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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 @ $950,000

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Rare combination of historic home and water views, with many of the benefits of waterfront without the high cost. Two decks with relaxing water views and very large yard for plenty of out door activities. Rent a slip at the marina below and enjoy all the benefits of the marina including pool, boat store, ice cream shop and local restaurants. Plenty of rooms to fit your desires or imagination.

Price: $398,000

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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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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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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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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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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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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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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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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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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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