20 properties for sale in Hoopersville

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

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. 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 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

Welcome to 1603 Steamboat Wharf Rd in Hoopersville, MD—an inviting home set within a peaceful, water-oriented community where everyday living feels like a retreat. Surrounded by scenic views and the natural beauty of the Eastern Shore, this property offers a lifestyle centered around the water, whether it’s sunsets over the water or quiet evenings outdoors. Inside, the home offers approximately 2,000 +u002F. 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 home’s welcoming feel while allowing you to settle in with ease. If you’re looking for a home that offers more than just a place to live—one that delivers a relaxed, waterfront lifestyle—this is a must-see

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

Discover your ideal base camp for hunting, fishing, and crabbing adventures in this charming 3-bedroom, 1-bath home located in the heart of Sika country. Nestled in Southern Dorchester Countyan area renowned for its exceptional outdoor recreationthis property offers peace, privacy, and endless opportunities to enjoy the natural surroundings. Water access to Fishing Bay, the Honga River, and the Chesapeake Bay is just blocks away, making it effortless to launch a boat or cast a line. The spacious yard provides ample room for campers, trailers, gear storage, or even adding a deer stand. Whether you're looking for a weekend retreat or a year-round escape, this home places you right where the action is while offering the quiet, unspoiled beauty of Marylands Eastern Shore

This bungalow is located in the quaint, water oriented community of Toddville. It has had some repairs including a brand new architectural shingled roof. More repairs still needed-likely new well is needed. Great get away or huntingu002Ffishing cabin, or primary residence if you are seeking peace and quiet! Elijah's store is just down the road, so no need to drive to Cambridge for supplies. Prior contract fell thru due to personal reasons of buyer

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

Perfect Starter, Retirement Home, or Vacation Getaway! This charming 2-bedroom, 1.5-bath home features a spacious kitchen with breakfast bar, formal dining room, and a large living room with beautiful hardwood floors. A versatile flex space on the first floor could easily serve as a home office or cozy den. Additional highlights include a first-floor laundry room, ductless mini-split system, and enclosed front porch for year-round enjoyment. The 0.50-acre lot offers room to roam, plus a detached garage for extra storage or hobby space. Just minutes from Old Saltys Restaurant, the General Store, and PL Jones Marina. Bring your finishing touches and make it your own!

Perfect Starter, Retirement Home, or Vacation Getaway! This charming 2-bedroom, 1.5-bath home features a spacious kitchen with breakfast bar, formal dining room, and a large living room with beautiful hardwood floors. A versatile flex space on the first floor could easily serve as a home office or cozy den. Additional highlights include a first-floor laundry room, ductless mini-split system, and enclosed front porch for year-round enjoyment. The 0.50-acre lot offers room to roam, plus a detached garage for extra storage or hobby space. Just minutes from Old Salty’s Restaurant, the General Store, and PL Jones Marina. Bring your finishing touches and make it 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 creek—perfect 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 K–8 Southern Dorchester School District, this unique waterfront-adjacent opportunity combines stunning views, water access, and endless potential

New price! Fabulous Waterviews without the waterfront worries. Conveniently located on Upper Island walking distance to Old Salty's Restaurant, fishing, and Boat Ramps. General Store less than 1 mile away. Deli, Beer and Liquor and Ice Cream. Watch the Sunset from your screened porch or inside by the fireplace on those cool Fall or Winter Days. 3 levels of living space gives everyone their privacy. Currently furnished to accomodate 8 guests. Turn Key Fully Furnished. Great for Short Term Rentals when you're not enjoying for yourself. This is the Perfect Getaway. 1 and a half acre of outdoor enjoyment

Discover your own little slice of heaven on Hoopers Island in this stunning 3-bedroom, 2-bath waterfront farmhouse offering 2,664 square feet of inspired living space. Also included for FREE, your own private dockavailable with a five-year limited-use lease at no additional cost! This home is perfectly situated on a beautifully landscaped corner lot surrounded by mature pecan trees, this home combines timeless character with modern updates and unforgettable water views. Step inside to find sun-filled living spaces, luxury flooring, recessed lighting, and rich wood details that bring warmth and texture to every room. The beautifully renovated kitchen features custom wood ceilings, granite countertops, under-cabinet lighting, double wall ovens, gas cooktop, wet bar, and a spacious island designed for entertaining. The main level offers multiple gathering spaces, including a formal living room with pellet stove, a large family room with vaulted ceilings and stone hearth, a private office,

Welcome to Hooper's Island! This 3 br 1 ba house would be the perfect first-time home buyer house or weekend getaway for Island Life to enjoy boating, fishing and crabbing! Owners are still in the process of finishing a few cosmetic upgrades, but the house is available to showings immediately

Welcome to Hooper's Island! This 3 br 1 ba house would be the perfect first-time home buyer house or weekend getaway for Island Life to enjoy boating, fishing and crabbing! Owners are still in the process of finishing a few cosmetic upgrades, but the house is available to showings immediately

This thoughtfully designed charming Cape Cod offers coastal living interior and an open and inviting layout. A spacious kitchen flows into the dining and living areas, creating an ideal setting for both everyday living and entertaining. The expansive 36’ x 10’ screened front porch provides the perfect place to relax and enjoy refreshing Bay breezes, breathtaking sunrises, and the area’s renowned sunsets. The primary bedroom is conveniently located on the main level, while the upper-level features two generously sized bedrooms with abundant closet space. There is also an exceptional oversized 3-car garage; measuring approximately 36’ x 35’. The garage features one bay with an 18’ door, ideal for RV, boat storage, workshop or watersport toys, along with a separate 2-car section providing ample space for vehicles. Ideally situated just a short distance from Old Salty's Restaurant and Hoopers Island General Store, this property offers both tranquility and convenient access to local ameniti

This thoughtfully designed charming Cape Cod offers coastal living interior and an open and inviting layout. A spacious kitchen flows into the dining and living areas, creating an ideal setting for both everyday living and entertaining. The expansive 36 x 10 screened front porch provides the perfect place to relax and enjoy refreshing Bay breezes, breathtaking sunrises, and the areas renowned sunsets. The primary bedroom is conveniently located on the main level, while the upper-level features two generously sized bedrooms with abundant closet space. There is also an exceptional oversized 3-car garage; measuring approximately 36 x 35. The garage features one bay with an 18 door, ideal for RV, boat storage, workshop or watersport toys, along with a separate 2-car section providing ample space for vehicles. Ideally situated just a short distance from Old Salty's Restaurant and Hoopers Island General Store, this property offers both tranquility and convenient access to local amenities. Wh

Enjoy the beauty and serenity of Hoopers Island from this spacious water-view retreat in Fishing Creek, Maryland. This stunning home offers over 4,500 square feet of beautifully finished living space, featuring 4 bedrooms and 3 full bathrooms, including a convenient first-floor bedroom and full bath—perfect for guests or multigenerational living. Set on 4.9 acres, the home showcases gorgeous wood details and hardwood floors throughout, creating a warm and inviting atmosphere. Recent updates include: attic fan, ceiling fans, bathroom ceiling, encapsulated crawlspace with dehumidifier, new dishwasher, ovenu002Fmicrowave, stovetop, stylish kitchen backsplash, faucets, sinks, tub and flooring in the primary bath, and fresh interior paint. Other enhancements include a new AC unit (1), porch ceiling, reverse osmosis system at the kitchen sink, new washer and dryer, new toilets, updated roof, and outdoor power sockets for both generator and general use. Located in the peaceful community of Fi

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

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

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 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

WOW, you are absolutely going to fall in Love with this adorable cottage that is just steps from a trail that will lead you to a secluded beach along the shoreline of the Chesapeake Bay. Located on a quiet street in the amenity rich community of Chesapeake Ranch Estates. This community offers so much: u003E Airport. U003E Campgrounds. U003E Clubhouse. U003E 2 Amazing Beaches on the Chesapeake. U003E Community Gardens. U003E Horseshoe Pit. U003E Lake Lariat + Beach. U003E Walking Trails and more! This well designed cottage was built in 2014, and offers a light filled primary suite on the waterside of the main level along with an open floorpan where the kitchen, dining and family rooms flow seamlessly together. The 2nd level is well appointed with two nicely sized guest bedrooms that are divided by a Jack & Jill full bath. The views of the Chesapeake can be enjoyed from most rooms within the house, as well as the rear deck, or the bayside fire pit area a perfect spot for watching the boa