Dorchester County Real Estate Search

Dorchester County Waterfront Properties for Sale

Our website features the best real estate search for waterfront properties available in Dorchester County and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Dorchester County real estate market? Sign up for a  Dorchester County Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Dorchester County Waterfront Properties for Sale

$965,000
6 Beds 4 Baths
Welcome to this beautiful coastal home perfectly sited on 5 very private acres with panoramic waterfront views of Flowers cove that flows into the Honga River. This combined 6 bedroom, 4 full bathroom residence sits high above 1,000+/- feet of rip wrapped shoreline with southern exposure providing breathtaking 180-degree water views. The main house offers spacious living areas boasting coastal charm, expansive decks and porches to enjoy the outdoors. There is a separate guest house / private in-law suite, with elevated deck, making this an incredible combination of space providing plenty of room ensuring comfort and privacy for family and guests alike. Outdoor living is just as impressive, beautifully landscaped and well maintained with stunning mature shade trees and diverse wildlife, including migratory birds, waterfowl and deer - a haven for nature enthusiasts at your very doorstep. The property provides the utmost in privacy and features a private dock equipped with water, 2 electric boat lifts, additional slips, spacious screened in gazebo at the top of the shoreline for endless views. The private boat/kayak/paddleboard/jetski launch ramp is ideal for boating and outdoor enthusiasts. Take advantage of the ample space for outdoor gatherings and activities. This exceptional property offers the perfect blend of tranquility and comfort, making it an ideal home. This home is move in ready, grounds large enough to host a pool. An attached 2-car garage including a couple outbuildings offer additional storage, room for hobbies and complete the property. Whether you are enjoying the tranquility of outdoor living or hosting lively gatherings with friends and family, this property offers the very best of Eastern Shore living. Whether you are seeking a weekend getaway or a year-round retreat, this property is very unique and versatile, would also be ideal for an airbnb with income potential. This is a great opportunity to own one of the largest private parcels on Hooper’s Island. Bring your bikes, golf cart - Hooper’s Island has it all - a general store, restaurant and bar, seafood houses for fresh catch and oysters, local stores, marinas, sport fishing, festivals, local music, the blackwater wildlife refuge close by! Crabbing, boating, kayaking, waterfowl & deer hunting, great fishing year round! Settle in, make yourself at home and enjoy the Hooper’s Island lifestyle!

1225 Flowers Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$499,900
3 Beds 2 Baths
Discover the potential of this cape cod home situated on a stunning 1.5 acre waterfront lot with an impressive 502 feet of shoreline. Nestled in the quaint community of Fishing Creek, this 1968 built, single story home offers endless possibilities for customization and personalization and features 3 bedroom, 1.5 baths and 4 car detached garage and workshop and offers unobstructed and breathtaking views of the Chesapeake Bay and Barren Island. Step inside and enter into the warm and inviting living and dining room featuring a brick fireplace, making it the perfect setting for both relaxation and entertainment. The kitchen includes updated appliances providing a good starting point for additional renovations. Travel down the hallway where you will find bedrooms with generous closet space that share spacious hall bath. Despite the home’s intimate size, you'll be pleasantly surprised by the abundance storage space throughout, including a boarded attic, ensuring a clutter-free living environment. This home offers breathtaking outdoor views that can be fully appreciated from the spacious deck, built over a sturdy block foundation offering potential to become enclosed for additional living space. Whether you're enjoying a quiet morning coffee or hosting an evening gathering, the deck provides the perfect spot to relax and take in the stunning scenery This meticulously landscaped property includes level grassy yard that leads to the water's edge, with bulk head in need of repair and stone. The impressive detached four-car garage building is a versatile space, perfect for multiple vehicle storage and more. Inside, you'll find ample room for a well-equipped workshop, with a second floor that has been boarded for additional storage needs. The expansive parking area in front of the building provides plenty of space for storing a boat, RV, or other large vehicles, making this property ideal for anyone in need of extensive storage and workspace options. This home's stunning waterfront setting is not just a backdrop but an integral part of its charm and appeal. It offers an oasis of peace and tranquility, where you can escape the hustle and bustle of everyday life and immerse yourself in the beauty of nature. This is a place where memories are made, amazing sunsets can be enjoyed and moments become treasured experiences, making it the perfect haven for those seeking a truly unique waterfront lifestyle. This home is waiting for its new owner to add personal touches and take it to the next chapter of its life. Whether you’re looking to maintain its current charm or infuse it with modern design, the choice is yours! This home’s location in Fishing Creek MD provides the perfect balance of peaceful living and is conveniently located by Old Salty’s Restaurant which serves amazing food, drinks and entertainment and is a gathering spot to unwind, socialize, and enjoy the vibrant community spirit. Conveniently located nearby, Hooper Island General Store is your go-to spot for groceries, beverages, fishing supplies, and gas, making everyday essentials easily accessible. Although this home is nestled in a quiet and quaint community, it is just a quick 35-minute drive to Cambridge, MD, where you can enjoy a variety of shopping, entertainment, the arts, fine dining and access to Rt 50 for traveling to the Maryland and Delaware Beaches and the Bay Bridge. Nearby Blackwater Wildlife Refuge has over 20,000 acres for outdoor enthusiasts! Enjoy the benefits of living near key travel routes without sacrificing the charm of small-town life. Don’t miss out on this unique waterfront opportunity that can serve as a primary residence or vacation home. This home is being sold in strictly AS IS condition and the Seller will make no repairs.

2556 Hoopers Island Rd, Fishing Creek

Listing courtesy of Redfin Corp. Contact: 301-658-6186

$799,900
3 Beds 2 Baths
Welcome to 3804 Robinson Neck Road, your secluded sanctuary nestled on Maryland's picturesque Eastern Shore. Whether you are an enthusiastic sportsman or simply seeking the ideal retreat, this property caters to a wide array of desires. Spanning approximately 5.85 acres along the serene St. Johns Creek, it offers breathtaking westerly views across the Chesapeake Bay and the iconic Calvert Cliffs. In 2022, a significant 1,200 square-foot addition was seamlessly integrated into the home, showcasing a magnificent great room with a soaring cathedral ceiling, a primary suite on the first floor, and a luxurious 15'x8' indoor swim spa. The kitchen, remodeled in 2023 features stainless steel appliances, recessed lighting, granite countertops, and a cozy wood stove insert. It opens into a charming breakfast room, an ideal spot to savor the stunning views. The original section of the house retains elements from its 1920s construction, adding a touch of historic charm. The inviting living room, adorned with wood floors and exposed beams, features another wood stove, creating a warm and welcoming ambiance. Upstairs, two bedrooms each offer captivating water views. The enclosed porch off the kitchen is another tranquil spot, perfect for observing deer and other wildlife gathering by the pond. Step outside, and the adventure begins! On the waterside, you'll find an L-shaped pier equipped with a 10,000-pound boat lift, a boat ramp for personal watercraft, canoes, kayaks, and paddleboards. The pier also includes a fish cleaning station, as well as water and electric hookups. A short boat ride brings you to the bay, where you can fish for drum, rockfish, flounder, and other native species, or cast a line and set a crab pot right from the pier. The deck offers panoramic views and breathtaking sunsets, while the protected waters of St. Johns Creek are perfect for canoeing, kayaking, and paddleboarding. Beyond the water, the property features a wooded area with two heated deer stands, making it a prime location for hunting Sika and Whitetail deer, turkey, and a variety of waterfowl. Additional amenities include a 21kW Generac generator, an outdoor shower with hot and cold water, a partially fenced and irrigated lawn, and a pole barn with 14-foot ceilings and 12-foot doors. A separate electric panel in the pole building supplies power to the pier, pond, and deer stands. Following Hurricane Isabelle in 2003, the original home was elevated and placed on a new foundation, with a new well installed in the same year and a new septic system in 2005. This unique property is truly a blend of modern comfort and rustic charm, ready to be your personal haven. Please do not enter lane or property without an appointment!

3804 Robinson Neck Rd, Taylors Island

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,395,000
5 Beds 5 Baths
Stunning Classic Greek Revival Architecture Home on Jenkins Creek, just minutes from Downtown Cambridge. Enter the extended blacktop lane off Horns Point Rd until you arrive at the circular drive of this beautifully appointed 5 Bedroom, 4 1/2 Bath, waterfront home with water views from almost every room. The home sits on 3.3+/- acres with approximately three miles of unobstructed water views, a 60'+/- pier with 3+/- water depth, and over 500’+/- of Shoreline on Jenkins Creek, a tributary of the Choptank River. This meticulously maintained turn of the century waterfront home has water views from every vantage point. Whether it's sitting around the pool or on the wrap around porch, there's nothing like watching the endless flow of wildlife from this property. The location of this home provides easy access either by boat or car to the many amenities the Shore has to offer. Go by land to the many resturants in Downtown Cambridge and the surrounding areas, as well as, go by boat to Cambridge, Oxford, Secretary, and Saint Michaels. If you love fishing and crabbing, leave your dock and within minutes you will be in the majestic Choptank River ready to fish and/or crab. You can also put a crab pot off the dock in the early AM and possibly have dinner before nighfall. The property has an oversized five car garage, as well as, storage for all your water toys! The oversized garage second floor is waiting for the new owners to make it their own. The Sellers are leaving the area, so many of the furnishing could be purchased separately with the sale of the home. Come check out this gem of a home, we think you will love it!

2208 Horns Point Road, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$579,900
4 Beds 2 Baths
Indulge in magnificent westerly sunset views that extend across Tar Bay and onto the vastness of Chesapeake Bay from this single-level, four-bedroom, two-bathroom abode. The open floor plan home with numerous upgrades supports a low maintenance lifestyle. Situated on a spacious 2-acre property, this home offers an impressive 200' of fully rip-rapped shoreline, a boathouse, and boat ramp on the canal's protected waters, and new L-shaped pier on Tar Bay with a bench seating, allowing you to catch crabs for dinner, take in the scenery or simple relax in the sun. The interior of the home is mostly new with fresh paint and easy to maintain laminate plank flooring throughout, designer blinds, an updated kitchen with stainless steel appliances, quartz countertops and ceramic tile backsplash. The heat pump and a high quality tankless water heater are also new. The primary bedroom features an attached bathroom, water views, and direct access to the screened porch, where you can bask in the gentle breeze while watching the sunset. Additionally, the home offers three additional bedrooms and one bathroom, providing ample space for everyone. A beautiful brick fireplace is piped for gas and just awaiting your preferred gas insert. Take in the stunning sunsets from the bayside deck that connects to the screened porch or relax in the screened gazebo while watching the far away cruise ships, freighters, pleasure boaters, and watermen navigate the Chesapeake Bay. Kayak out to the nearby sandbars that provide a perfect spot to relax while reading a book or watching shorebirds. The sound of shorebirds and the salt air will transport you to another world. This property is located near the famous Old Salty's Restaurant on Hoopers Island and is close to Blackwater National Wildlife Refuge, the Harriet Tubman Visitors Center, and is just off the Iron Man triathlon biking course. Ideal for personal use or vacation rental, this property is perfect for those looking to get away from the hustle and bustle and enjoy peace and tranquility and offers some of the best fishing and crabbing, as well as locally caught crabs, oysters, and fish, providing you with a true Eastern Shore getaway.

3206 Bayview, Church Creek

Listing courtesy of Sharon Real Estate P.C.. Contact:

$649,900
3 Beds 3 Baths
DO NOT ENTER PROPERTY WITHOUT PERMISSION. DREAM BIG! When planning for waterfront living, cosmetics and amenities are only the beginning. The savvy waterfront homebuyer seeks sustainability as well and this home is exactly that. Step into the light as you enter the large foyer of 3202 Bay View and proceed on to one of the many rooms that host waterfront views. The massive great room with vaulted ceilings and a wet bar is perfect for hosting or an escape from everyday life, with mini-split to supplement the CAC and fireplace. Chef grade appliances comprise the eat-in kitchen placed perfectly aside the formal dining room (chandelier included.) Large butler's pantry just off the kitchen. Main level study with fireplace can double as a den or main level bedroom; washer and dryer hookup, powder room and two large storage areas on primary level. The upper level has three bedrooms total- two guest suites with balconies and an owner's suite with balcony and en suite bathroom complete with clawfoot tub and walk in closet. Trex decking floorboards on balconies and rear deck for sustainability through all weather and salt water! The waterfront rear of the home is oriented to the southwest- perfect for sunsets and winding down. Take your pick of places to relax from the pier, the yard, the screened in porch , one of the balconies, the deck, and gazebo. Large shed conveys for storage. Boat ramp for the watercraft enthusiast (private drive to the side of the home for access.) This home has been meticulously maintained and carefully updated. Permitted addition- 2001. Heat pump- 2020. Roof- 2010. Septic- 2023. Water Heater- 2021. Pier installed 2001, most recently serviced- 2022. Rip rap installed 2006, most recently serviced and inspected 2021. Crawl space fully encapsulated-2012 (complete with 2 sump pumps and dehumidifiers added in 2017), most recently serviced and inspected- 2023. External leased above ground propane tank- 240 gal. Rear storm door replaced 2024. Nearly ALL ITEMS NEGOTIABLE! Just ask. All systems are serviced regularly and sellers have provided a comprehensive list of all work done over the last 20 years along with investment amounts to substantiate value and average costs to maintain. Click documents section to view all information and inclusions or contact listing broker. Pick right up where the sellers are leaving off by simply converting all maintenance into your own name, if you choose!

3202 Bay View Dr, Church Creek

Listing courtesy of EXIT Preferred Realty, LLC. Contact: (443) 866-2020

$549,000
4 Beds 3 Baths
Heaters installed. Dock boards replaced. Paintingwill ne doneby Labor Day. Fasciasection repairs done .Welcome to 5511 Casson Neck Rd, Cambridge, MD – a prime waterfront gem awaiting your personal touch! Priced under appraised value of $675,000 Replacement cost $719,956.00, allowing for any upgrades buyer would like to do.. Nestled on over 6 acres of picturesque land, this spacious dwelling boasts over 3000 square feet of potential. Offering 4 bedrooms and 3 baths, there's ample space for your family to thrive. Nestled along the serene shores of the Eastern Shore, this captivating home exudes timeless elegance and historical charm. Initially constructed in 1900, its graceful presence tells a story of bygone eras while seamlessly blending with modern comforts. Step outside onto your own private oasis, featuring 150 feet of waterfront bliss complete with a dock, perfect for soaking in stunning views and enjoying tranquil moments amidst nature's beauty. Wildlife enthusiasts will delight in the abundance of natural surroundings, providing a serene escape from the hustle and bustle of everyday life. Conveniently located just minutes from downtown Cambridge, you'll have easy access to charming restaurants, eclectic shops, and convenient amenities. Plus, with Easton, MD, a mere 30-minute drive away and Ocean City just an hour's journey, endless adventures await. Embrace the opportunity to make this waterfront retreat your own, offering endless possibilities to create your dream haven. Priced to sell, seize this chance to unlock the potential of coastal living at its finest. Don't miss out on this rare find – schedule your showing today and envision the possibilities that await at 5511 Casson Neck Rd! Sold asAppraisal on file. The Yaxmap shows 3230 sq feet.The seller is painting the whole house off white. Heaters will be installed this weekend. Pier pierboards and leaky sink will be repaired . A $3000 credit at closing toward appliancesthen Sold AS IS

5511 Casson Neck Rd, Cambridge

Listing courtesy of Keller Williams Select Realtors. Contact: (410) 972-4000

$649,900
4 Beds 3 Baths
Introducing a stately colonial home situated on a sprawling 1.55-acre property with approximately 330 feet of water-frontage on the serene Marshy Hope Creek. This remarkable property boasts four bedrooms, 2 1/2 baths, an attached 2-car garage, and an oversized detached workshop, offering a combination of seclusion convenience, and versatility. As you enter the home, you are greeted by an inviting foyer that opens up to the formal living room, kitchen, and family room, all adorned with beautiful hardwood floors. The spacious kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, and a peninsula that overlooks the expansive family room with fireplace. Enjoy the abundance of natural light that streams in through the French doors leading to the screened porch, where you can relax and take in the breathtaking views of the Marshy Hope Creek. This thoughtfully designed layout allows for seamless entertaining, with the stunning marsh views serving as a picturesque backdrop. Adjacent to the kitchen, you'll find a large separate dining room with a bay window, providing the perfect setting for hosting dinner parties or family gatherings. Working from home is a breeze with the large office library, complete with built-in shelving and cabinetry. This versatile space can easily be transformed into a guest room, home gym, or craft room, thanks to its flexible layout and convenient location on the first floor. The possibilities are endless. Convenience is key with the sought-after mudroom, conveniently located off the two-car garage. This area includes a powder room, coat closet and washer and dryer hookup, ensuring that daily tasks are efficiently managed. On the second level, you'll discover the large owner's suite, featuring double closets and a private bathroom. The three additional bedrooms are spacious and conveniently situated near the full bath, which boasts a double sink vanity. The third floor offers a fantastic space for entertainment and relaxation. A game room or man cave awaits, complete with a built-in bar, perfect for game nights or hosting gatherings. This room also provides access to additional storage, catering to your organizational needs. The attached two-car garage includes a finished room above, which can be utilized for additional storage or recreational purposes, offering endless possibilities. One of the highlights of this property is the expansive detached workshop/garage, featuring oversized doors, a concrete floor, shelving, and an island. This dream space is perfect for any hobby or project. The expansive rear lean-to provides additional storage for equipment and supplies. The true beauty of this property lies in its breathtaking views and direct access to the Marshy Hope Creek. Enjoy the luxury of your own boat launch, ideal for kayaking, jet skiing, and other water sports. Mean low water is at the dock is approximately 4' and the river channel is 12-16' deep. The dock is complete with electric power and storage. Relax in the private gazebo, while you soak in the stunning sunsets, observe fish jumping, and appreciate the natural beauty that surrounds you. Keep an eye out for the endangered Atlantic sturgeon, which can be found spawning just off the dock. Escape from the hustle and bustle of everyday life in this secluded property, offering unparalleled views and a chance to unwind and enjoy life. Don't miss out on the opportunity to own your own piece of paradise here on Maryland's Eastern Shore.

5533 Eldorado Sharptown Rd, Rhodesdale

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

Start Your Search