Dorchester County Public Schools Homes with Bay View

Discover 39± acres of Chesapeake Bay waterfront land along Hoopers Neck Road on Taylors Island in Dorchester County, Maryland. Featuring approximately 450 feet of western-facing shoreline on scenic Oyster Cove and over 385 yards of road frontage, this diverse property offers an exceptional combination of waterfront, mature timber, productive farmland, and outstanding Sika deer and waterfowl habitat. A county-recorded septic reserve area (SRA) within the front 9± acre field provides an attractive potential homesite for a private Chesapeake Bay retreat. Mature stands of loblolly pines create a scenic and secluded setting, while two separate tillable fields of approximately 6 and 9 acres offer opportunities for agricultural use and potential passive income through a farming lease. A spring-fed pond adds another desirable natural feature and valuable water source for wildlife. Several acres of phragmites and marsh vegetation along Oyster Cove provide excellent cover for the area's healthy Sika deer population. The cove is also a well-known wintering area for a variety of waterfowl, offering excellent hunting and wildlife viewing opportunities. The combination of fields, timber, wetlands, and waterfront creates a diverse habitat for outdoor recreation. Recent engineering site work has been completed, and a recorded plat identifying the septic reserve area is available upon request. Buyers should conduct their own due diligence with Dorchester County and applicable regulatory agencies regarding residential building permits, septic approvals, and potential waterfront pier construction. Buyer-due dilligence required for AG conservation area, Nontidal / Critical areas. Recent sitework has been down with engineering frims. Survery Plat is available upon request. The property adjoins a separately listed waterfront residence on 23.23± acres, offering the opportunity to purchase either property individually or combine both for a private Chesapeake Bay estate totaling over 62 acres. An ultra-rare opportunity to own waterfront land with homesite potential along the western-facing Chesapeake Bay shoreline, offering exceptional wildlife viewing and breathtaking sunsets on Maryland's Eastern Shore.

4548 Hoopers Neck Rd, Taylors Island

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

$2,300,000

Located on Town Point Road near Cambridge in Dorchester County, Maryland, this 134.87± acre waterfront hunting property offers an outstanding combination of managed waterfowl habitat, productive farmland, wooded hunting acreage, and navigable waterfront access to the Little Choptank River. The property features approximately 19.5± acres of tillable ground, 15± acres of newly constructed waterfowl impoundments, and 95± acres of woods, marsh, and open ground, providing diverse habitat for whitetail deer, sika deer, wild turkeys, ducks, and geese. A gravel lane winds through agricultural fields with a history of corn and soybean production. Approximately 83% of the farm consists of Elkton silt loam, with an overall NCCPI soil productivity score of 47.5. Predominantly pine timber, mixed hardwoods, and thick understory connect to a larger wooded block in the northwest corner, creating excellent wildlife cover and natural travel corridors. An established box blind overlooks the fields and ponds, while additional duck and goose blinds provide multiple hunting locations throughout the property. A major highlight is the approximately 15± acres of waterfowl impoundments completed during the summer of 2026. Three impoundments are designed for planting corn, milo, or managing natural moist-soil vegetation, while a deeper holding pond offers potential waterfowl roosting habitat. Newly installed Agri Drains and culverts provide water management capabilities, and a new well near the shed offers the potential to supply additional water with appropriate connections. Two impoundments are currently planted in standing corn. The underlying Elkton silt loam helps retain water, while seasonal drawdowns can encourage natural moist-soil vegetation. The combination of agricultural fields, mature timber, thick cover, and marshland creates diverse hunting opportunities for whitetail deer, sika deer, and wild turkeys. The property's established hunting improvements and habitat features provide an excellent foundation for continued wildlife and recreational management. Near the agricultural fields, a former homesite includes an existing well and septic system, with condition and suitability subject to buyer verification. A newer shed equipped with HVAC and additional amenities offers a comfortable recreational gathering space. Electrical service is available throughout the property, providing flexibility for future improvements. Potential residential construction at the former homesite is subject to applicable county approvals. The gravel lane continues to the waterfront, where a dock and walkway provide access to a navigable cove connecting to the Little Choptank River for boating, fishing, and crabbing. Additional waterfront improvements include a camper hookup, utility building, and screened porch equipped with a refrigerator, ceiling fan, and electric service. With newly constructed waterfowl impoundments, established hunting blinds, diverse deer and turkey habitat, productive agricultural fields, and navigable waterfront access, this 134.87± acre property represents a rare opportunity to own a managed hunting and recreational retreat on Maryland's Eastern Shore.

Cambridge

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

$699,000

3 Beds ⋅ 2 Baths

Grand views come with this breathtaking waterfront home! Step inside to an inviting open floor plan featuring soaring cathedral ceilings, skylights, and floor-to-wall windows and doors that frame those WOW waterfront views. The great room, dining area, and kitchen flow seamlessly together, creating the perfect space for everyday living and entertaining. Cozy up by the stone gas fireplace or gather around the convenient center island while enjoying the view. One-floor living offers 3 bedrooms and 2 full baths, plus a unique loft area that could easily be used as a 4th bedroom, home office, or your own sneaky little getaway. 😉 The spacious primary suite offers direct access to the large deck and a generous bath with a roomy shower, jetted tub, double vanities, and skylight. And then there’s the oversized garage and shed with its own garage door, because waterfront living still needs plenty of room for all the toys! Love a good steamed-crab feast? You’re in luck! An awesome screened porch just off the kitchen makes entertaining and crab picking, easy and enjoyable. Meander down the private pier and keep your eyes peeled for those adorable little fiddler crabs in the marsh. Boaters and anglers will appreciate the two boat lifts, floating pier, duck blind, and convenient fish-cleaning station with raw-water washdown table. All of this is nestled on approximately 1.20+/- private acres, offering space, privacy, incredible views, and the waterfront lifestyle you’ve been dreaming about. Everything you ever wanted is right here!

3118 Bay View Dr, Church Creek

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$799,000

6 Beds ⋅ 5 Baths

Private Eastern Shore retreat with panoramic water views! This spacious newly renovated 6 bedroom, 4.5 bath home offers an abundance of room for family, guests and entertaining, with beautiful water views and a peaceful, private setting. Currently operating as an Airbnb and family retreat, the property is on track to generate approximately $40,000–$50,000 in rental income this year, with projected earnings of $50,000+ for 2027. This property offers flexibility for continued short-term rental use, a full-time residence and private getaway. The 40' x 60' pole barn with concrete floor and electric provides ample space for boats, vehicles, equipment, hobbies and storage. Close to marinas and public boat ramps for easy access to boating, fishing and crabbing. Property may convey furnished with an acceptable offer. Enjoy the Hoopers Island lifestyle! Bring your bikes and golf cart, enjoy nearby favorites like Old Salty's Restaurant and Blackwater National Wildlife Refuge.

2144 Hoopersville Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

$1,075,000

3 Beds ⋅ 3 Baths

Welcome to the most private wooded parcel of land on Upper Hooper's island , accessed by a private road and bridge from Hooper's Island Road , to the exclusive 8 acres of land with 1200 feet of waterfront on the Chesapeake Bay with a 300 foot long by 100 foot wide all white sand beach with unobstructed southerly views to the Potomac River 19 miles away..The views at night is not one light across the Chesapeake Bay , only Hoopers Island lighthouse blinking at night, as the government owns from the naval air station to the mouth of the Potomac River. The property is so secluded you only hear wind in the trees and waves lapping on the beach. The property has the first house ever built on this land in 2022 having 2000 square feet with 9 foot ceilings and a vaulted ceiling in the living room with stone fireplace. The screen porch overlooking the bay is over 600 square feet of living space and the house contains master bedroom overlooking the bay with walk in closet and bath and two other bedrooms with shared bathroom. The house also includes a large outside enclosed shower .The stone patio next to the house has grill, firepit and 6 lounge chairs to enjoy the fire at night overlooking the vista of the Chesapeake Bay, The expansive beach on the Bay also has a firepit for enjoyment of fires on the beach at night .The property has been totally graded with wrap around berms to protect the property from flooding conditions. Dorchester County regulations allows an extensive pier to be built if the buyer desires a private dock. Rockfish and Sea Trout are caught off the beach , as well as the shoreline is licensed if the buyer wishes to shoot waterfowl from the beach area or construct a offshore blind and the property is covered in White Tail Deer and Sika . The bridge as approved by MDE and Corps was constructed to hold any vehicle up to 100,000 pounds and can accommodate all Hoopers Island Fire equipment .The property also includes a pad site on the property , having 20-30-and 50 amp service and water to the site for either a RV pad with slate terrace, or a future outbuilding if desired by the buyer ,All electric and water were underground bored from the house to the site, All electric to the house was bored from the road and is also underground.. The property his high speed WiFi and Dish Television.. The kitchen is totally open space with all appliances and full stocked cooking pans and utensils .and a cozy breakfast bulkhead seating eight in the kitchen, The house is being sold totally furnished including towels and sheets . One walk in the deep white sand beach and the expansive views will convince you this is a one of a kind property to buy as it has it all and move in ready . 50% OWNER FINANCING AT 4.5% , INTEREST ONLY 2 YEARS

2344 Hoopers Island Rd, Fishing Creek

Listing courtesy of Stafford-Stafford Real Estate. Contact:

$1,495,000

7 Beds ⋅ 5 Baths

McNeil Pointe is a unique, coveted, 2-mile long peninsula of luxury homes. Nestled within the serene enclave of McKeil Pointe, this exquisite 7-bedroom, 5.5-bathroom farmhouse-style residence offers an unparalleled blend of luxury and comfort, set against a backdrop of lush landscapes and tranquil water features. Spanning approximately 5000+/- square feet, this home is a true sanctuary, designed for both relaxation and entertaining. Step inside to discover a warm and inviting interior, where you will find custom, hand-cut walnut floors throughout the open first floor and 2nd floor common areas. The heart of the home is the gourmet kitchen, featuring upgraded countertops, a large island, and top-of-the-line stainless steel appliances, including a six-burner stove and double ovens. The adjoining great room, complete with a cozy gas fireplace, creates an ideal space for gatherings, while the breakfast area invites leisurely mornings with views of the beautifully landscaped surroundings and water. Retreat to the primary suite, a luxurious haven with a bay front window that floods the space with natural light. The en-suite bathroom boasts a jetted tub, walk-in shower, and dual vanities, providing a spa-like experience at home. Each additional bedroom is generously sized, ensuring comfort for all. The exterior consists of 120' of deep, wraparound covered porches, with exposed rafters, beaded ceilings, a standing seam metal roof and stamped stone floors for all-season enjoyment. The remaining exterior of the property is equally impressive, featuring extensive hardscaping, multiple outdoor living spaces including a waterside deck, perfect for alfresco dining or simply soaking in the serene views. The heated in-ground pool offers a refreshing escape on warm days, while the private dock on Fishing Creek provides direct access to water activities such as kayaking, fishing, and swimming. Set on a sprawling 5.7-acre lot, the property is partly wooded and beautifully landscaped, offering privacy and tranquility. The gentle sounds of the nearby pond and the picturesque river views enhance the peaceful ambiance, making this home a true retreat from the hustle and bustle of everyday life. With ample parking, including a gravel driveway accommodating up to four vehicles, and security features, this residence combines luxury with practicality. Experience the exclusive lifestyle that this remarkable property offers, where every detail has been thoughtfully curated for your enjoyment and comfort. Additional features include, but are not limited to 3 zone central air. colonial and solid louvered doors throughout, 6 bedrooms with direct water views, and the 3rd Floor boasts a large Rec room, full bath and two bedrooms with four wide dormers.

5207 Brooks Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact:

$665,000

2 Beds ⋅ 1 Baths

Welcome to Fishing Creek, where Chesapeake Bay waterfront living takes center stage. This beautifully renovated coastal retreat offers approximately 138 feet of water frontage, extensive riprap shoreline protection and incredible views in nearly every direction. Step outside and enjoy an impressive 155-foot private pier with boat lift, jet ski lift, electric, lighting and plumbing, creating the perfect setup for boating, fishing, crabbing and everything the Eastern Shore lifestyle has to offer. Inside, the home has been thoughtfully transformed with an updated kitchen and appliances, renovated tile bathroom, updated flooring, recessed lighting, a gorgeous 200+ sq. ft. sunroom surrounded by windows and water views. Wake up to sunrise over the harbor, unwind with sunsets over the Chesapeake, and enjoy the water from nearly every room. The investment into this property goes far beyond what you can see. Major improvements include a new septic field, extensive riprap shoreline stabilization, upgraded pier infrastructure with boat lift, jet ski lift, updated dock, electric on dock and plumbing, a custom Amish built two-story bunkhouse with insulation, flooring and electric, a 200-amp electrical upgrade, renovated bathroom, new kitchen appliances, waterfront hardscape patio, exterior improvements and a new well pump and many more. These are the big-ticket improvements that deliver true peace of mind. Peaceful, private and built to enjoy the Chesapeake, this is more than a waterfront home. It’s your own Eastern Shore escape.

2530 Hoopers Island Rd, Fishing Creek

Listing courtesy of Keller Williams Flagship. Contact:

$899,000

Redevelopment Opportunity L Shaped Lot This commercial property, originally built in 1930 and extensively renovated in 2006, presents a unique investment opportunity. Spanning 1 acre. Three properties, four parcels with Route 50 (Sunburst Highway) access as well as ingress egress from Henry Street. The property is strategically located along a major highway, and also connects with Hensry Street which is an artery into town. The below-average condition offers potential for further improvements or a total demolition and redevelopement. Parking options, including a driveway and parking lot, the property is well-equipped to accommodate high traffic. This asset is ideal for those looking to capitalize on a prime location with significant upside potential in a growing market.

203 Sunburst Hwy, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$849,900

3 Beds ⋅ 2 Baths

Trade Traffic for Tides — Your Waterfront Island Escape Awaits! From the moment you cross the bridge onto Hooper's Island, something changes. A sense of peace settles in. Life slows down. The water sets the schedule, neighbors wave as they pass, and the pace becomes simpler, sweeter, and slower—in the very best way. This beautifully remodeled 3-bedroom, 2-full-bath waterfront home is being offered fully furnished and is already an established, highly successful 5-star Airbnb, renting for $430 per night. Whether you're looking for a personal island retreat, an investment property, or the best of both worlds, this home is ready to enjoy from day one. The entire home has been remodeled from the ground up, so nothing in the home is older than 5 years old- appliances, roof, well, mechanicals -you name it!! Imagine looking out your window and seeing crab boats, dolphins playing in the bay, and cruise ships and container vessels making their way across the horizon. A rear wall of floor-to-ceiling glass doors provides panoramic bay views, bringing the water into nearly every room. Cooking becomes relaxing because the views are amazing, even from the kitchen! Wake in the primary suite, open the blinds with a remote control, and take in the water views from the comfort of your bed. Freshly painted and featuring brand-new flooring throughout, the home combines comfortable coastal living with thoughtful modern updates. The crawl space had spray foam insulation, vapor barrier, and a new sump pump installed in 2026. The home is ADA accessible with a ramp to enter from the side, walk-in showers, wrap around Trex decking, and even paved sidewalks with railings leading the whole way to the dock. Smart technology integrated into so many aspects of the property! Access an app to control the thermostat, garage door, RING cameras, and even view the contents of your fridge so you can remember what you need to get at the grocery store! And then there's the waterfront. A private dock, built just two years ago, is ready for your next adventure and includes a 10,000-pound boat lift. Spend your days kayaking, swimming, boating, jet skiing, fishing, or crabbing—or simply sit by the water and watch island life unfold. Search the shoreline for sea glass and seashells, launch the kayak, or cast a line and see what the day brings. On this island, you won't need your car. Leave it parked and explore by foot, bike, or golf cart. Hooper's Island has a general store stocked with everyday essentials, from fishing tackle to ice cream, and Old Salty's, the island's only restaurant, serves wonderful fresh seafood alongside a laid-back tiki bar. Fun fact about Hooper's Island: Before it started as a culinary legend, it all started on this island in 1914 when Augustus E. Phillips opened the A.E. Phillips & Son packing plant. In 1956, faced with a surplus of crabs, Augustus' son and his wife opened a small 'shack' in Ocean City, MD... and we all know how that exploded with popularity! The original processing plant is still part of the company, and when operational, continues to process blue crabs and soft-shell crabs for regional locations.

1210 Horse Point Rd, Fishing Creek

Listing courtesy of Contigo Real Estate. Contact:

$2,950,000

Looking for a business opportunity, want to expand your business? This exceptional property offers outstanding income and business potential, including opportunities for a private retreat, vacation rental, event or wedding venue, guided hunting and fishing, sporting clay, kayak, water sports experiences and other outdoor recreational offerings. Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

$2,950,000

Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

$2,950,000

5 Beds ⋅ 6 Baths

Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

Dorchester County Public Schools Homes with Bay View

Newest Dorchester County Public Schools Homes with Bay View

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