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$699,000
3 Beds ⋅ 3 Baths
Enjoy a long, secluded driveway to a 2,185 sq ft home sitting on 7.9 acres of mature, heavily-forested woods with waterfront views of Grey’s Inn Creek. The home features vaulted ceilings and has access to a private pier and dock; it’s perfect for boating, fishing, crabbing, or just enjoying the outdoors. Located in Rock Hall, Maryland, known for hunting, fishing, and Chesapeake Bay boating, this property is being sold As-Is, offering a chance to remodel and complete your vision. Current owners originally built the house in 1986 as a cabin with a later add-on to the original structure. Rock Hall is a waterfront town located directly on the National Chesapeake Scenic Byway in Kent County. The boat pier will need extensive work and is non-operational. Property is being sold AS-IS with a Right-to-Inspect. Tremendous opportunity for a wooded, waterfront residence with some sweat equity. Contact Land Specialist Mike Arajakis today to schedule your private showing.

21610 Hidden Creek Dr, Rock Hall

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$885,000
5 Beds ⋅ 4 Baths
Custom-built home in Country Club Estates with beautiful architectural details. Spacious open living space with hardwood floors and wooden beams, glowing with ample natural light! Enjoy time on the large screened porch, finished with Ipe hardwood, overlooking the peaceful creek, woods and park like setting. Five bedrooms and 4 full bathrooms, nicely designed with privacy in mind. There's an entry-level bedroom and full bathroom. The partially finished basement offers a large bedroom or bonus room, a full bathroom, and an oversized workshop space. Upstairs you'll find two bedrooms that share a full bathroom, as well as the primary bedroom, which is nicely situated with a view of the creek/pond. Enjoy peaceful views of the creek from the slate patio, and launch a kayak to explore the water from your backyard. This property leaves little to be desired! Two-car garage, peaceful water view, cozy fireplace, large living space, nicely landscaped, and a hot tub! Under 2 miles from downtown Chestertown and a short stroll to the Chester River Yacht & Country Club.

7680 Country Club Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$935,000
3 Beds ⋅ 3 Baths
This over 5 acre waterfront estate on Churn Creek is a true Eastern Shore recreational property. Besides the home itself, the grounds include a board and batten cabin to serve as base camp for water sports down by the water, dock with direct access to the Chesapeake Bay, barn with a stall for your horse or sheep, and detached 2 car garage with lounge area above. Here you can enjoy the abundance and lifestyle of the Eastern Shore with crabbing, fishing, hunting, water skiing, sailing and hikes on the nature trail all available on site. Outdoor living is huge here with multiple spaces to connect with nature and enjoy the privacy of your own waterfront sanctuary. The home is the perfect size for a weekend getaway or full time residence with a floorplan that has been expanded and opened up to accommodate the amazing views and 2026 lifestyle. Storage is a breeze with a full basement including a shop and rec room for grandkids or guests to go enjoy with privacy. One floor living makes for an easy flow with the primary suite opening to a brick patio with sliders and including both an ensuite bathroom and walk in closet. The blend of amenities on site and proximity to Chestertown's Historic District make this the perfect "magnet house" to attract friends and family or an amazing investment opportunity.

24050 Macs Ln, Worton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$1,495,000
3 Beds ⋅ 2 Baths
ONCE IN A LIFETIME BIG BUCK FARM PLUS GEESE, WOOD DUCKS AND GAGGLE OF TURKEYS Hidden away at the end of country lane Privacy is found Surrounded by woods with a unique mix of fields, water features for your enjoyment of Natures Ever Changing Beauty. Exceptional 106 Acres Hunting Farm in North East Kent County. Approximately 60 acres of woods, 26 acres of grain fields, with over 7 acres impoundments, deep ponds, shallow ponds plus a wood duck pond about 3 acres some are counted as woods. Three of the impoundments are equipped with water level control. Large mouth bass in deep pond. Buyer to verify acreage and acreage breakdown. Impoundments are acres that are dug out, dammed and could be planted with corn. Then before hunting season are flooded with the corn standing. Providing Wildlife total enjoyment for water and feeding including a bubbler on the largest with twin blinds. 1900 farm home renovated about 20 yrs. Ago including new heat pump. Three Bedrooms, 2 Full Baths, Dining Room, Living Room, Family Room with Fireplace. Enjoy the view of the picturesque farm from 2nd floor deck off master bedroom This is the perfect setting for Canadian geese to spend the nights adding to your enjoyment. Snow Geese don’t seam to land as they prefer larger more wide open fields. Some fencing & 4 stalls behind the barn for horses plus a turn in shed. Many nice duck hunting properties are impacted by global warming rising sea level not an issue here. Elevation is well over 50 feet above sea level, so this gives you a safe investment that can be enjoyed for generations to come. Not sure how it happened, listed on June 20, 2026 some sites say several years which is not accurate. Most Recent Improvement Fiber Optic for your Enjoyment and recently install heat pump. Haven’t You Worked Hard? Now Your Time for to Reward Yourself.. Great Location 20 minutes from Middletown, De that offers sales tax free shopping and dining. Wilmington, Towson & Bay Bridge about 50 minutes. Philadelphia and West Chester about 90 minutes. Best Farm Opportunity for the Money Maryland has added rules of the years to project most country properties which is why you don’t see much new construction other then in the towns. And to further restrict nearby growth this property is Almost adjoins the 4,000 Millington Wildlife Preserve. Google it to see what’s available. HERE IS YOUR CHANCE * STEP UP, AND ENJOY A GENERATIONAL TREASURE! Do not enter property without appointment and with Listing Agent.

13235 Knotts, Golts

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$575,000
1 Beds ⋅ 2 Baths
Welcome to Wymont Park, a sought-after waterfront community on picturesque Still Pond Creek, where every day feels like a vacation on Maryland's Eastern Shore. From sipping your morning coffee while watching the sunrise over the water to enjoying breathtaking waterfront sunsets from your private floating dock, this unique property offers the lifestyle you dream about. Nestled on a beautiful waterfront lot, this versatile property features two separate living spaces, making it ideal for multi-generational living, guest accommodations, or potential rental opportunities. The charming waterfront cottage offers 1 bedroom, 1 full bath, and 1 half bath, highlighted by a spacious living room with cathedral ceilings and panoramic views of Still Pond Creek. The kitchen provides abundant cabinet and counter space, making it perfect for entertaining. Adding even more value is the oversized detached garage with a fully equipped second-floor apartment, complete with 2 bedrooms, a full kitchen, living room, and full bath. Whether you're hosting extended family, accommodating guests, or creating a private workspace, this additional living area offers endless possibilities. Step outside and discover what truly makes this property special. A large wraparound deck leads to a gazebo, creating the perfect place to relax and take in the peaceful creek views. Follow the path to your private floating dock, ideal for boating, kayaking, fishing, crabbing, paddleboarding, or simply enjoying life on the water. Located in one of Kent County's most desirable waterfront communities, this property offers the perfect combination of privacy, natural beauty, and Eastern Shore charm. Whether you're searching for a full-time waterfront residence or weekend getaway, this rare waterfront property is ready for its next owner to make it their own. Don't miss your chance to own a piece of Maryland's Eastern Shore waterfront lifestyle on Still Pond Creek.

25133 Wymont Park Rd, Worton

Listing courtesy of RE/MAX Chesapeake. Contact:

$395,000
2 Beds ⋅ 1 Baths
Cute cottage located on the upper Chester River! Entertain on the spacious rear deck. Watch the Chester River slowly meander to more wide open waters. Follow the gently sloped backyard to the updated bulkhead at the water's edge. Launch your kayak and explore the river and allow the tide to take you as you explore the river. When done relax indoors to an updated home that offers an open floor plan as the living room and kitchen merge as one. This home was updated several years ago so there is very little you would need to do other than adding your own personal touches. There are 2 bedrooms with wood floors and a single bath. The living room and one of the bedrooms offers access to the rear deck through sliding glass doors. There is a full basement with connecting stairs from the main level. Here is where you will find the laundry. There is plenty of storage space and could possibly be finished living space if the new owner would like to tackle the project. You will be hard pressed to find anything on the water this cute and in this price range so come take a look and decide for yourself!

31673 W Edge Rd, Millington

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$3,150,000
7 Beds ⋅ 7 Baths
All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+/- acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser bares the cost to do so and is willing to wait the extended period of time to accomplish. The entire property features 72+/- tillable acres, 3900+/- footage of Chesapeake Bay beach frontage, extensive County road frontage, a 3.5 acre waterfowl pond, 2 other smaller ponds, a ten stall horse barn, and caretakers home. A large 33+/- acre flooded area, teeming with waterfowl and deer surrounded by woods runs through the heart of the property. The main residence, designed by architect Paul Rudolf, is perched upon the rip rapped shores of the Chesapeake Bay with endless broad water views. Although the main residence is in need of complete restoration, the site is extraordinary and the salvage reward is potentially significant in dollar value. There is a possibility for construction of a new home on the existing building pad. The hunting and recreational value for this property is enormous! Just imagine family picnics on the sandy beach or spending countless hours searching for sea glass and Indian artifacts while soaking up the sun and listening to the gentle waves roll up on the beach. This property is extremely private, however, convenient to Historic Chestertown, summer fun in Rock Hall, and a short drive to regional airports in Philadelphia, Baltimore and Washington DC. The property is being sold AS-IS, Where-IS and requires 24 hour notice to show with listing agent on site for any and all showings.

6520 Swan Creek Rd, Rock Hall

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$3,150,000
7 Beds ⋅ 7 Baths
All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+/- acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser bares the cost to do so and is willing to wait the extended period of time to accomplish. The entire property features 72+/- tillable acres, 3900+/- footage of Chesapeake Bay beach frontage, extensive County road frontage, a 3.5 acre waterfowl pond, 2 other smaller ponds, a ten stall horse barn, and caretakers home. A large 33+/- acre flooded area, teeming with waterfowl and deer surrounded by woods runs through the heart of the property. The main residence, designed by architect Paul Rudolf, is perched upon the rip rapped shores of the Chesapeake Bay with endless broad water views. Although the main residence is in need of complete restoration, the site is extraordinary and the salvage reward is potentially significant in dollar value. There is a possibility for construction of a new home on the existing building pad. The hunting and recreational value for this property is enormous! Just imagine family picnics on the sandy beach or spending countless hours searching for sea glass and Indian artifacts while soaking up the sun and listening to the gentle waves roll up on the beach. This property is extremely private, however, convenient to Historic Chestertown, summer fun in Rock Hall, and a short drive to regional airports in Philadelphia, Baltimore and Washington DC. The property is being sold AS-IS, Where-IS and requires 24 hour notice to show with listing agent on site for any and all showings.

6520 Swan Creek Rd, Rock Hall

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956