Property Listings

Sassafras River

Hall Creek

Private setting with mature trees and landscaping , rolling lawn to the water’s edge, private dock in an excellent location on the river, gorgeous sunsets, sprawling home with a first floor primary bedroom, patios overlooking the water and gardens, two detached garages, small pond and much more. Located close to restaurants, marinas and easy access to points north and south. This property has never been on the market and is in a highly sought after location.

Price: $1,450,000

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Sassafras River

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: $7,900,000

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Rock Hall

Sweet two-bedroom one-bath Cape just a few blocks from the Chesapeake Bay. Easy-peasy maintenance. Perfect size for weekend getaway, starter house or retirement. All on one floor. Room in the driveway to keep your boat on a trailer, ready to launch at several different public landings nearby. Freshly painted and new carpeting installed. The pictures have been VIRTUALLY STAGED - to give you an idea of how you could make it look with your furniture. In-town location with town water and sewer, is quiet and tucked-away with privacy, yet very close to all the fun and excitement Rock Hall offers, including a public beach, a half dozen marinas and boat launches, great selection of restaurants. Quality constructed modular by Apex Homes.

Price: $230,000

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Rock Hall

This condo offers the best views of Rock Hall's Harbor, the Chesapeake Bay, and amazing sunsets. Relax and watch those famously beautiful sunsets and boating activities on one of two spacious decks; one spanning the main level and another spanning the gorgeous primary bedroom. Enjoy living close to waterfront dining and Main Street shops. Very close to marinas - one is right next door, and the condo residents at this time have access to the marina's pool. Extensive renovations in 2015 included hardwood flooring, tiles, counters, cabinets and fixtures. All new appliances in 2018. New heat pump in 2019. Vacation rental use is permitted, offering a very good potential for steady income. It's being sold with most of the furniture, so all you need to do is unpack your bags and start enjoying life in the midst of Rock Hall's dynamic waterfront neighborhood.

Price: $510,000

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Fairlee Creek

Beautiful, elevated views of Fairlee Creek from this enjoyable home, situated out of the flood zone, in a quiet country setting. The private dock has deeper-water, plus there is a very convenient public boat ramp very close to the property. From this protected location, you can boat out to the Chesapeake Bay in just minutes. Gourmet kitchen with an over-sized quartz island and countertops, open to both the dining and living area, as well as the water views, perfect for entertaining. There are two bedroom suites on the first floor, as well as a third bedroom and bonus room on the second. Hardwood floors throughout. Brick-floored porch faces the water to enjoy the view. A delightful screened porch on the other side of the house will become another favorite spot. Just minutes to downtown Rock Hall and Chestertown. Under two hours from Philadelphia, South Jersey, DE or DC;. Don't miss this comfortable waterfront property, perfect as a family retreat or retirement destination.

Price: $835,000

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Mill Creek

Sassafras River

Completely renovated 3 bedroom home with guest apartment over the garage. Great down river views of Mill Creek and the Sassafras River. Great location near all the restaurants and marinas and very easy access to points north and south, 70 miles from downtown Philadelphia and 59 miles from Annapolis.

Price: $875,000

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Chester River

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: $1,500,000

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Chesapeake Bay

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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Chesapeake Bay

Panoramic views of the Chesapeake Bay with gorgeous year round sunsets. Located by the entrance to Still Pond as well as close proximity to where the Bay meets the Sassafras, Elk and North East Rivers. A great location for boating or simply enjoying the sights and sounds of waterfront living on the Bay. The property currently has a one bedroom home with an open living rm /dining rm /kitchen and breakfast rm with sliders going to the deck and yard. Room sizes are approximate. Although the site is primarily a wooded area, there is a large cleared yard around the current dwelling with room for potential expansion. The shoreline is protected by rip-rap.

Price: $549,900

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North East River

Chesapeake Bay

Enjoy gorgeous year round sunsets and water views from this well maintained home. Private dock, rip-rapped shoreline, multiple decks, patio, grassy area down by the water, spacious living areas, large windows, well landscaped and much more. In addition to the private dock and waterfront, there is a community area with beach. The county septic records indicate it is approved for a three bedroom home. In addition to the three bedrooms, there are two rooms on the lower level with sliding glass doors to the exterior.

Price: $1,225,000

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Rock Hall

Here's a great townhouse, freshly painted with new flooring installed throughout. Just two blocks from the Chesapeake Bay, and to Main Street's activities. Great setting, with woodland views out the back and side, and views of a pond across the street. There is a bedroom and full bath on the bottom level with access to the patio - would make a nice guest room. The middle level is an open-concept kitchen, dining, and living area, leading to a large deck for outdoor entertaining. Cozy gas fireplace really warms things up. There are two more bedrooms on the top floor, and the larger primary bedroom has access to a small balcony that's perfect for morning coffee. Also has an attached 1-car garage, a shed in back, and a children's play-set with a tube slide. NOTE: The photos for this listing have been virtually staged - just to give you an idea of how great it will looked furnished. We've also included pics of the empty rooms as they are now - a blank slate, waiting for you to decorate. Come see as soon as possible.

Price: $275,000

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Swan Creek

Chesapeake Bay

Move right in to this sparkling, impeccable home boasting an all-one-floor easy-living design. Located just a few blocks from it's deeded boat slip in the private community marina, which is situated on Swan Creek, just minutes from an entrance onto the Chesapeake Bay and world-class boating. You will love the views from the front porch and the back patio alike. The house is flooded with gorgeous natural light and features an open floor plan. The primary bedroom and bath are both pampering and include a luxurious walk-in closet. The gourmet kitchen opens to both dining and living spaces, perfect for entertaining. The other side of the home features two spacious guest bedrooms and a full bath. Plenty of privacy for you when your guests are visiting. It's the perfect floor plan , enhanced by an attic with natural light and easy access from a wide, built-in staircase. You could finish the attic and make it a bonus room, if desired. There is also an attached two-car garage with tons of storage. New upgrades include the water heater, water conditioning system, HVAC with ultra violet purification system, refrigerator, dishwasher, and landscaping and outdoor lighting upgrades. The gorgeous 1-acre is open to pristine views of sunsets and open spaces. Just a few minutes' drive into downtown Rock Hall with more marinas and restaurants - and just 15 minutes to Chestertown and it's year-round farmer's market. Get ready for Spring and the perfect boating lifestyle on the Eastern Shore with this outstanding Little Neck Farm offering in Rock Hall.

Price: $429,000

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Sassafras River

This Sassafras river gem is waiting for that particular boater who wants his huge deep water vessel to be docked in front of his house. There is plenty of space in the house and the outdoor area to have all kinds of activities. Maybe just a jet ski or pontoon boat is all you want, also an area for kayaks. What about dinner out at the Kitty or the Fish Whistle at the Granary by boat.
This property has seem so many wonderful times and looking for the next family to enjoy their own retreat and on top of that is rental potential which has been very successful. It has also been recently featured in The Chestertown Spy. Check Out the article below.
https://chestertownspy.org/2022/01/12/house-of-the-week-sassafras-river-diamond-in-the-rough/
Come see the great potential this wonderful home has to offer especially with a state of the art, septic system.

Price: $825,000

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Sassafras River

This is spectacular location on the Sassafras River! This wooded lot provides over 600 feet of waterfrontage, privacy but not isolation, deep water, sunsets and sunrises, expansive views of the river and is located just outside of Georgetown Harbor with easy access to several restaurants and points north.

Price: $695,000

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Swan Creek

Chesapeake Bay

Price: $425,000

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Cecilton

2 Available Lots, Beautiful lot with mature trees.  Located "in-town" but on the edge of town with easy access to Georgetown Harbor, Chesapeake City and Middletown DE.  Minutes from the 301 by-pass.  Country living with small town charm yet close to many local conveniences and points north.  

Price: $65000/ Each

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Stevensville

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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Chestertown

Approved building lot near Chestertown

Price: $45,000

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Rock Hall

LOT #2 of two contiguous premier building lots on popular Beach Road. In-town water and sewer available. you can walk to the beach - just a few steps away - and see gorgeous Chesapeake Bay sunsets from the lot or the beach. Just across the street from the Chesapeake Bay, and walk-able or bike ride to waterfront restaurants, shopping, marinas. The last two building lots available on Beach Road - buy both!

Price: $139,000

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Sassafras River

Back Creek

One of the last remaining lots in the beautiful waterfront community of Knights Island. This 4.02 acre parcel faces north east offers summer sunrises from nearly every vantage point. Reach out and touch the water access to a sandy beach. Slip included on the nearby community dock. Very easy access to Philadelphia and Wilmington now that the Middletown bypass is open. Perfect spot to build you forever home, located in Knights Island Preserve.

Price: $545,000

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Galena

Hunter's Run

2 Available Lots in Hunter's Run, Galena.  See additional photos.

Price: Starting at $60,000

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Chester River

Chestertown

Lot 9 overlooks the 5th hole tee box and the picturesque par 3 water hole # 4. Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area's finest builders.

Price: $212,000

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Chester River Heights

Millington

10 building lots just released for sale in great water access community of Chester River Heights. Very easy access to points north and south, especially with the soon to open Middletown by-pass. Act soon to pick out your choice spot.

Price: $32,500 to $45,000

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Cabin John Creek

River Watch's newest addition, The Cabin, offers vintage style with modern amenities.  Tucked into the woods among nature with views of the water from most rooms, The Cabin is a premier spot for your getaway.  Large 18' x 30' deck & screened in porch, both furnished for entertaining, and open lawn space provide the best of outdoor living.  Just a short walk (150 ft) to the shoreline and 60' floating pier, perfect for lounging, swimming & all your favorite water activities.  Bring your float favorite cocktail for a most relaxing afternoon. $1500/week $2500/2 weeks & $4500/month

Price: $4500/Month

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Rock Hall

Unimproved building site in the bayside town of Rock Hall, MD.  Quiet location yet only one block from restaurants and marinas and Rock Hall's Bayside Park. Public water and sewer can serve the lot upon application to the town of Rock Hall.

Price: $39,000

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Sassafras River Rental

Comfortable 3 bedroom 1 1/2 bath ranch with sun porch with central airconditioning. Step out the door to large sandy/stone beach with shade trees. Mooring for shallow draft boats. Next to wildlife preserve to explore the shoreline when the tide is out. Sleeps 8.

Price: $1200.00/wk

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