Properties Sold in 2024

Price: Sold for $610,000

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Step back in time with this exquisite waterfront property, a rare gem dating back to the 1700's with wide plank floors and classic fireplaces throughout., nestled on almost 11 acres of land that provide ample outdoor space for gardening, recreational activities with mature trees and direct access to Swantown cove and the Sassafras river. This remarkable estate seamlessly blends historic elegance with modern comforts, offering a serene retreat for those seeking tranquility by the waters edge. Conveniently located near waterfront, marinas, restaurants and bars, and close to access points north and south including 301- Middletown DE for more restaurants and all your shopping needs.

Price: Sold for $1,350,000

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Little retreat on the creek. This property is fantastically situated with special views looking down the creek. Enjoy a peaceful dinner outside under the pergola, with lots of wildlife sightings. Take in water views from inside, the recently added loft has a fantastic birds eye view. One bedroom and one full bath in the main house, with additional sleeping areas in the loft. The guest house has plenty of extra sleeping space, with an additional full bath. Large yard for gardening and outdoor activities. Prime location for boating, just a short ride to the Chester River, and not long to the Chesapeake Bay. The dock juts out into the creek, giving easy access, and is the perfect protected location to keep a boat, or two. Only a short drive into downtown Rock Hall, or Chestertown.

Price: Sold for $400,000

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Remarkable home with expansive views of the Bay. Year round retreat. Relax in the inground pool and watch the activity on the Bay. Terrific 24/7 sunsets, rip rap shoreline. Plenty of room for outdoor activities. Large garage for vehicles and water toys. Convenient to Chestertown and Rock Hall and all points North and South

Price: Sold for $820,000

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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. This unit offers a 2 Bed 1 bath has a brand new kitchen and upgraded bathroom along with broad southeast river views.

Price: Sold for $370,000

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Nearly new WATERFRONT property on Mill Creek that offers an unparalleled sense of tranquility. Main open floor plan with plenty of natural light, a bedroom, full bath and gourmet kitchen complete with high-end appliances including built in microwave, wall oven and gas stove top. Just off the kitchen is a screened-in-porch to enjoy fresh air. Hardwood and crown molding throughout the house. The second floor is the primary suite with an elevated view and sense of retreat with a walk out deck overlooking the water, full bath, laundry and a luxurious sitting room with fireplace giving it a peaceful and tranquil environment. Basement offers expanded living space complete with bedroom, full bath and lots of storage. Outside you’ll find a walk out deck off main floor, boat house for all your toys, dock with lift and whole house generator. The community has its own ramp, marina, beach, dock and very easy access to points north and south making this property a complete package!

Price: Sold for $1,250,000

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A beautiful setting on Grays Inn Creek - this home features a large private dock as well as a boat ramp/launching area. The house is situated on 1.11 acres on a wonderful, peaceful creek located just around the corner from the mouth of the Chester River and the Chesapeake Bay. Enjoy the best sunsets over dinner on the side patio. Ample lawns maximize views of the creek; gorgeous spot for boating, birdwatching, fishing, crab feasts, or simply enjoying the waterfront. It could use some updating, but it's solid, and the location makes it a very worthwhile effort. Just a short drive into Rock Hall, yet a very peaceful property on the creek. Just under two hours from Philadelphia, DC, South Jersey, Baltimore; even closer to Wilmington.

Price: Sold for $760,000

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Panoramic views of the Bay that seem to be endless and provide spectacular sunsets! This renovated home has a spacious primary suite, updated kitchen, multiple living areas, water views from most rooms, waterfront lawn with a bulkheaded shoreline and is located on one of the prime waterfront locations in Rock Hall and is very close to the sandy beach, marinas and restaurants.

Price: Sold for $830,000

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Beautiful home with spectacular views. Three bedrooms, two full baths and a calming open living space, perfect for entertaining. The sunroom is a nice retreat, with a gas fireplace and panoramic views of the Chesapeake. The home sits on a beautifully landscaped half acre, plenty of privacy on the patio or wrap around deck. The upstairs is unfinished, but could be easily finished to add a few more bedrooms and a bathroom. The large basement has plenty of room for storage. There is also an underground garage attached to the basement. This gives extra space for parking, as well as easy access to gardening supplies. Located in Tolchester, a quiet bay-front community, but just a short drive to downtown Rock Hall or Chestertown.

Price: Sold for $1,200,000

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Beautifully renovated waterfront on the Chester River, located between historic downtown Chestertown and the Chester River Yacht and Country Club. Renovations include including new kitchen and bathrooms. This property boasts a deep water dock with lift for your boating, swimming and fishing pleasure. Come and enjoy all the Chestertown has to offer with just a short walk to down town shops, restaurants and parks..

Price: Sold for $848,000

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The definition of Location, Location, Location! One of the most sought after spots on the Sassafras River.
Unbelievable year-round sunsets, deep water dock with multiple slips, an ideal elevation with easy access to the water, panoramic water views that seem endless, and a remarkable well designed, quality built home and guest home with some of the finest materials throughout. Designed to take in spectacular views of the Sassafras River, most rooms have a wall of windows and glass doors connecting the interior to the outdoor waterfront living areas. One must see this property and home in person to truly appreciate all that it has to offer.

Price: $2,800,000

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SPECTACULAR home nestled in parklike waterfront setting. Bring your kayaks and canoes to enjoy on Swantown Creek. This lovely 3 bedroom, 2.5 bath features a 2 story foyer, vaulted ceiling in family room with brick fireplace and built-in shelves, a dining room the leads into updated modern kitchen with island and water views. There's 2 main floor bedrooms, 1 that leads out to the deck, full bath, and laundry. Upstairs offers a large primary suite with breath taking water views, vaulted ceiling, walk in closet and updated full bath and soaking tub. Outside you'll find a large upper deck perfect for entertaining and watching wildlife. Included in the community are two docks, one with a boat slip included for this season. Once this home is yours you'll never want to leave. Located near marinas, waterfront restaurants, close to major highways, points north and just minutes away from Middletown, DE with lots of restaurants and shopping.

Price: Sold for $810,000

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Make this euphoric setting your personal paradise. Over two acres of peaceful waterfront living. This is an exceptionally well kept and loved home in Kentmore Park. Kentmore is a very sought after location on the Sassafras River. The community has a voluntary homeowner/social association that keeps the community in tip top shape and provides year round social activities for the young and not so young. This waterfront home offers not only a beautiful view but visits by many creatures of nature. The home is picture perfect with plenty of space for entertaining and guest accommodations. Easy stroll or Golf Car ride from this home to the two community beach areas, two community piers and community boat ramp . Enjoy fishing, crabbing, swimming, skiing, kayaking, stand up paddleboarding, boating or simply toes in the sand. Magical! Look across from the pier to Ordinary Point. Look further toward the Chesapeake Bay. Marvel at magnificent sunsets.

Price: Sold for $592,000

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Price: Sold for $880,500

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Welcome to 31930 Swantown Drive Galena. This property has been enjoyed by the same family for many years and within those years some updates have enhanced this wonderful waterfront property. Easy walk to the shoreline and dock with a floating pier. With the brick patio, screen porch and deck, you can easily enjoy the outdoors. Wonderful view out to the Sassafras River while tucked away into Swantown Creek for easy boating.
There are many areas for overflow sleeping even with only being noted as a two bedroom home. Walk out from the lower level to make easy clean up from the river activity. Storage for all the boating and water gear, and then some.
The water depth and length of the shoreline are approximate numbers.
With only minutes to Galena and just a little further to Middletown, De, makes the area very popular.

Price: Sold for $620,000

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A special opportunity for in-town privacy on the water! Serene entrance from Bayside Ave and a private sandy beach on the Chesapeake Bay, over 150 feet of waterfront! Survey showing buildable area available; one of the last buildable waterfront lots in Rock Hall. The perfect opportunity for a beautiful bay-front home. Walking distance to Rock Hall's best waterfront dining, and a short distance to downtown Main St and ample marinas.

Price: Sold for $250,000

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