21 properties for sale in Hoopersville

Welcome to 1603 Steamboat Wharf Rd in Hoopersville, MDan inviting home set within a peaceful, water-oriented community where everyday living feels like a retreat. Adjacent to the public boat ramp and surrounded by scenic views and the natural beauty of the Eastern Shore, this property offers a lifestyle centered around the water, whether its sunsets over the water or quiet evenings outdoors. Inside, the home offers approximately 2,000 +/. Square feet with 4 bedrooms and a flexible bonus space that can serve as a 5th bedroom, home office, or guest area. The layout provides comfortable living spaces with room to gather, unwind, and entertain. Recent updates, including new flooring and appliances, complement the homes welcoming feel while allowing you to settle in with ease. If youre looking for a home that offers more than just a place to liveone that delivers a relaxed, waterfront lifestylethis is a must-see

Enjoy breathtaking Honga River and Chesapeake Bay views from this exceptional waterfront property featuring a long private pier with multiple slips and two boat lifts. This well-maintained 2 bedroom, 2 full bath home offers comfortable coastal living with a riprapped shoreline, spacious yard and endless opportunities for boating, fishing, crabbing and embracing the Hoopers Island lifestyle. The expansive waterfront deck offers the perfect place to relax, entertain and enjoy cookouts with family and friends while taking in the panoramic waterfront views. Stunning sunrise and sunsets create the ideal setting for a full-time residence, weekend getaway, a peaceful waterfront retreat. Bring your golf cart and bicycles and enjoy nearby local favorites including Old Saltys Restaurant and Hoopers Island General Store. Conveniently located within walking distance to a local marina and public boat ramp

Enjoy waterfront living in this updated 4 bedroom, 2 bath waterfront home with stunning sunrise and sunset views over the Honga River and Chesapeake Bay. Bright and inviting with comfortable living spaces, cathedral ceilings, this home is ideal as a full-time residence, weekend retreat or airbnb investment. The property features a large pole barn with electric and heating & air, shed, large deck and spacious outdoor landing with fire pit overlooking breathtaking Chesapeake Bay views. Located just across from a marina and public boat ramp, youll have easy access to boating, fishing and crabbing. Newer well and septic plus a fully riprapped shoreline. Bring your golf cart, kayaks and bikes and enjoy all that Hoopers Island has to offer. Nearby favorites include Old Saltys Restaurant and Hoopers Island General Store

10,000 Price Reduction Rare Chesapeake Bay Waterfront Opportunity! Waterfront homes under $325,000 are becoming increasingly difficult to find, making this well-maintained island retreat an exceptional value. Enjoy sweeping western views across the Chesapeake Bay, spectacular sunsets, and the peaceful waterfront lifestyle you've been dreaming of. Ideal as a full-time residence, weekend getaway, or a short-term rental investment. The home features an updated kitchen with a center island, gas range, coffee bar, and luxury vinyl plank flooring. Flexible living spaces include a first-floor bedroom and office/playroom, an updated bath, a spacious family room, and a private second-floor owner's suite. Additional highlights include ductless mini-split heating and cooling, hot water baseboard heat, high-speed internet availability, rip-rapped shoreline, and a BAT septic system installed in 2019. A county-owned public boat ramp is just down the street beside a privately owned marina where slips

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

One of a kind 31+ acre farmette with established trails, open fields, ponds and Farm Creek water frontage, offering excellent Sika deer, goose and duck hunting and endless opportunities to enjoy the outdoors. The property includes a well-maintained 3 bedroom, 2 3/4 bath home with a conditioned crawl space, 3 stall barn, fenced pastures, pole barn and shop/shed. The perfect blend of recreation, hobby farming and peaceful country living for the hunter and nature enthusiast alike

Buy 1/10 of an equity co-op ownership of a hunting compound & club! Apx. 251 acres & 12,500 ft. Of waterfront on the Honga River & Chesapeake Bay. Turn key operation w/11 deer stands, 9 duckblinds. 5+ tidal & fresh water ponds. Ducks Unlimited 4 acre pond. Excellent waterfowl hunting, fishing & deerhunting! Owner doing all showings. By appointment only!

Escape to your own private retreat with this 5.02-acre property located just minutes from the renowned Blackwater National Wildlife Refuge. Featuring a 2-bedroom, 1-bath home, this fixer-upper offers an excellent opportunity to renovate, invest, or create the hunting cabin or private retreat youve always wanted. Surrounded by some of Marylands premier outdoor recreation, the property is ideally situated for hunters and nature enthusiasts. Enjoy outstanding opportunities for sika deer, whitetail deer, and wild turkey hunting, with Blackwater National Wildlife Refuge and thousands of acres of nearby public lands helping make this a destination for wildlife and outdoor adventure. Nearby marinas and public boat ramps provide excellent opportunities for boating, fishing, and crabbing. Whether youre looking for a weekend getaway, recreational property, or a project with ample potential, this property offers the perfect combination of privacy, acreage, and an exceptional location. Bring your

Great opportunity to own nearly 8 acres featuring some of the highest and driest ground in Toddville. Located in sought after Sika deer country, this property offers a peaceful rural setting with hunting opportunities, abundant wildlife, and a creek running through the property. The land features a great combination of woods, newly planted pines and natural habitat, creating an ideal setting for Sika deer, wildlife and outdoor recreation. Property features a brand new complete 4 chamber septic system (never used), adding value and future potential, existing well. Also conveying is a 27 ft camper with bump out, providing a great setup for a hunting retreat or weekend getaway. The older home on the property is in need of repairs, including a new roof and is being sold as-is, bring your vision to renovate and bring back to life or tear down and build your own home. Enjoy the privacy, open space and natural beauty of Dorchester County with fishing, boating, public boat ramps and marinas cl

A very nice manufactory home on the water, with great fishing and crabbing off the dock. A very nice home with great views of the Chesapeake Bay. It has a fire pit and a large yard for family games. There is a large deck for watchings sunsets. All the furniture is included. There is 2 car garage with electric, with remote for garage. You will need purchase Flood Insurance

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

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 slowerin the very best way. This beautifully updated 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 g

Nestled in the charming waterfront community of Hoopers Island, this beautifully renovated traditional home is move-in ready and full of modern updates. Completely renovated in 2026, this home offers the perfect combination of comfort, style, and coastal charm. Inside, you'll find 2 spacious bedrooms and 1 full bathroom, featuring brand-new flooring, fresh paint throughout, new kitchen cabinets, and an inviting layout that feels bright and welcoming. The home also includes a brand-new roof, new windows, and a new HVAC system, giving you peace of mind for years to come. Ceiling fans add extra comfort, and the home comes equipped with a refrigerator, stove, washer, and dryer. Step outside onto the balcony and enjoy the peaceful surroundings, or take advantage of the 0.19-acre lot, offering space for gardening, relaxing, and entertaining. A storage shed provides additional room for tools and outdoor equipment. Located just minutes from the water, this home offers easy access to the Chesap

Great opportunity to own affordable waterfront on the Honga River! This private, one-level 2 bedroom, 2 full bath home is move-in ready and offers the opportunity to add your own personal updates. Enjoy a rip-rapped shoreline, a private pier, protected boat basin and spectacular sunrises and sunsets. Boat, fish, crab, kayak or simply relax from your own backyard. Bring your golf cart and enjoy the Hoopers Island lifestyle, just minutes from Old Salty's Restaurant and the Hoopers Island General Store. The property also includes the recreational lot across the street. Two (2) sheds convey

Hunters Haven! The perfect blend of recreation and opportunity with this 16-acre hunting property with 2 ponds. Featuring a versatile large agricultural field, a blank canvas to make it your own, strategically plant food plots or the back right corner is an ideal location for a future impoundment to attract and sustain wildlife. This property has a little bit of everything for outdoor enthusiasts, offering excellent hunting for sika deer, whitetail deer, waterfowl, and turkeys along with some pond fishing. The diverse habitat and open field create ideal conditions for both seasoned hunters and those looking to establish a private retreat. An older mobile home currently sits on the property and is considered a tear-down, but it provides a valuable head start with existing infrastructure. Electric service is active, and there is an existing septic system on site (condition unknown), offering potential for future building or campsite development. Whether you're looking to create your own

Looking for a fixer-upper with sweeping views of the Chesapeake Bay? This is your chance to own a special piece of Hoopers Island paradise. The property features a 3-bedroom home ready for renovation, along with two outbuildings offering excellent storage or workshop potential. Enjoy breathtaking sunsets over the Chesapeake Bay from the front of the property, while the rear backs to a peaceful creekperfect for launching canoes or kayaks right from your backyard. Whether you envision a full-time residence, weekend retreat, or second home, this property offers the setting to create your ideal island getaway. Located within the highly regarded K8 Southern Dorchester School District, this unique waterfront-adjacent opportunity combines stunning views, water access, and endless potential

Escape to the unspoiled beauty of Hoopers Island, where peaceful waterfront living and world-class fishing, crabbing, and boating are part of everyday life. Situated on a beautifully landscaped 1.06-acre corner lot, this charming 3-bedroom, 2-bath home offers the ideal Eastern Shore retreat with generous indoor and outdoor spaces designed for gathering with family and friends. The heart of the home is a beautifully appointed kitchen featuring granite countertops, abundant cabinetry with under-cabinet lighting, a center island, double wall ovens, cooktop, wet bar, and custom wood ceilings. Original pocket doors, warm wood accents, and pellet stoves add timeless character throughout, while the spacious sunroom with stone hearth creates a cozy place to unwind year-round. A private hot tub room, large covered porch, rear deck, fenced yard, and mature shade trees complete the inviting outdoor setting. Upstairs offers three bedrooms, a full bath, and a loft that comfortably accommodates addi

Beautifully renovated and move-in ready, this furnished 3 bedroom, 2 full bath home is nestled in the heart of Sika deer country. This home is in excellent condition, features include beautiful hardwood and luxury vinyl plank flooring, central heating and air, mini splits, a pellet stove and a detached one-car garage with a finished bonus room above complete with electric and a mini-split for heating and air. Outside, enjoy a storage shed, fire pit, an established orchard with pin oak, apple and persimmon trees and a deer feeder that conveys. The nearby public boat ramp and marina provide easy access to the Honga River. Whether you're looking for a full-time residence, weekend getaway or hunting retreat, this turnkey property is ready to enjoy. Backs up to a 350+ acre managed sika deer/farm property. Deer feeder conveys

Small private getaway with pond in prime Sika Deer country! Enough room for a deer stand and a feeder, situated in a highly populated sika deer area. This 3 bedroom, 2 bath mobile home features screened porches, outbuildings, newer septic. Toro riding mower, Suzuki 500 quad ATV & Deer stands convey. Enjoy hunting, fishing, crabbing and boating with nearby marinas and public ramps. Sold AS-IS, furniture can also convey. Ideal as a weekend escape, hunting retreat, year-round residence for the nature and outdoor enthusiast!

PRICE ADJUSTMENT-Opportunity awaits! This property offers a great chance for a buyer looking to create a home that reflects their own style and vision. With a solid layout, generous outdoor space and plenty of potential, the property is ready for its next chapter. Spacious and distinctive the home offers 2,500 sq. Ft. of living space, unique architectural details and beautiful views of the island and surrounding waterways. There is flexible space for two or more bedrooms with a spacious primary suite, walk-in closet and'balcony' windows. First floor bath has been fully renovated and the second floor bath with beautiful tile work is waiting for you to finish and customize. Skylights, vaulted ceilings, custom wall moldings and trim along with a wood-burning stove add warmth and character. The large back yard is surrounded by mature trees and offers a peaceful setting. Additionally, there is a workshop with electricity and separate storage shed. This is truly a unique property with genero

Welcome to 2517 Old House Point Rd, one of the cutest homes in Fishing Creek. Sitting on elevated ground this three bedroom, one bathroom home has water views from the front and back yard. Large garage you could keep a boat or kayaks and bikes with loft and lean to. Quiet area with relaxing feeling

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Discover a rare opportunity in Toddville, MD, just south of Blackwater National Wildlife Refuge. Situated on 3.64 acres, this elevated home (approximately 5.5 feet above grade) offers expansive marsh views and an exceptional setting where wildlife abounds, including the area's renowned Sika deer. Featuring 3 bedrooms and 1 full bath, the home has solid bones and includes central air conditioning, a private well, and septic system. Whether you're looking for a hunting retreat, weekend getaway, or a property to renovate and make your own, the possibilities are plentiful. Bring your visionthis handyman special is ready for updates, including paint and general TLC. Enjoy the peace, privacy, and natural beauty of Maryland's Eastern Shore while creating your ideal escape from the everyday. Property is being sold strictly As Is