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$669,900
2 Beds ⋅ 2 Baths
Open House Sunday, September 13th 1-3:30. Serving lunch until gone. Seller is offering 6% toward closing with an acceptable offer. Welcome to your private piece of paradise! Not only do you get gorgeous waterfront and sunset views, but you also get a beautiful home and guest cottage. Freshly painted main bath, new thermopane windows, newer roof, meticulous landscaping, and priced to sell quickly! Once you step through the front door, the captivating view through the living room bay window will leave you breathless. Not only is this 2-bedroom, 2-full-bath home well-maintained, but it also sits on over half an acre, giving you plenty of room for entertaining. As much as the intoxicating waterfront views beckon you to your private pier, the house calls you home. Once you walk in, you don't want to leave. This home features a main bedroom with a full bath, a secondary bedroom, a large living room, a beautiful kitchen, and a formal dining room with a breakfast bar, wonderful for holiday entertaining. Spread your party snacks on the bar or use it for extra seating. It has a gorgeous view of the water. The kitchen has plenty of room and is a cook's dream with double wall ovens and a separate stovetop. There is a large pantry for storing your non-perishables. A large guest bathroom, laundry room, and sunroom featuring large windows and sliding glass doors to the patio. This is a remarkable, well-cared-for home that includes a 2-room, full- bath guest cottage for your overnight guests, or use it as an Airbnb. Just imagine yourself out there, entertaining on your huge, over half-acre waterfront lot. Barbecues with family, friends, and neighbors, or fishing and crabbing off your personal pier. Or... picture being out on your boat, pulling off from your private dock, cruising on the water, breeze in your hair, sun shining down. Perhaps you decide on waterfront dining at one of the nearby restaurants, or just a day of fishing. And when the day is done, you either tie back up at your private dock or hoist your boat up using your personal 9,000 lb boat lift. The pier has electricity, water, and a swim ladder. Fish and crab from your private pier. The possibilities of waterfront living are endless. You may decide you want to use this property for year-round living, summer vacationing, or as an Airbnb. You could live in the main house and rent out the guest cottage; the possibilities are endless. There is so much more here; you need to take a look, and perhaps you may see your waterfront homeownership dreams come true. Taylors Island is about 10 minutes away by car; Cambridge is about 20 minutes away for shopping, dining, and more. Low tide mean is 3'.

1514 Deep Point Rd, Woolford

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211
$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:

$664,990
4 Beds ⋅ 4 Baths
*OFFERING UP TO 12K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE** Welcome to an exceptional residence in The Tides at River Marsh, perfectly situated on a cul-de-sac and offering a sophisticated blend of luxury, comfort, and effortless indoor-outdoor living. This beautifully designed Barbados floorplan features four spacious bedrooms and thoughtfully appointed living spaces ideal for both everyday enjoyment and elegant entertaining. At the heart of the home is a stunning chef’s kitchen, designed to inspire with generous workspace and seamless flow into the main living areas. A striking see-through fireplace creates a dramatic focal point and extends the living experience onto the expanded screened porch, where you can relax and take in beautiful views overlooking the 16th green. The primary suite provides a private retreat with a spa-like Roman bath, creating a serene space to unwind. Upstairs, a versatile loft offers additional living space and opens to a covered porch—perfect for enjoying morning coffee, entertaining guests, or taking in the peaceful surroundings. Set on a desirable cul-de-sac with exceptional golf-course views and an impressive collection of indoor and outdoor living spaces, this Barbados floorplan offers an elevated lifestyle in one of River Marsh’s most sought-after settings. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

HOMESITE 64 Marsh Elder Rd, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$659,990
3 Beds ⋅ 4 Baths
*OFFERING UP TO 12K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE**Model Home Available - One Year Lease and Month to Month After** Contact Showing Contact for more details** The St. Kitts features three bedrooms with the primary suite on the main level and a guest bedroom. Complete with a beautiful chef’s kitchen, a spacious breakfast area, and family room. This home features an expanded screen porch with an outdoor stone fireplace, perfect for entertaining outdoors. Upstairs you will find a spacious loft along with a bedroom and full bath. This model has all the bells and whistles, don’t don’t miss the opportunity for this investment!

2694 Marsh Elder Rd, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$650,000
3 Beds ⋅ 3 Baths
This Extremely well maintained Property has so much to offer. Starting with 2 lots 519 & 521 together for 6.18 ac. The Solar Panels provide a large percentage of Electric with most months electric bills costing not much more than $35.00. The 3 BR w oversized closet space 2 1/2 Baths , Full laundry room, storage. A walk up stairs to the attic that is fully floored and has a exhaust fan. The immaculate 3 car garage has a 4th door in the back, electric, cement floors and work benches with tons of storage. Included is the Hustler 72" Zero Turn Mower. Out building #2 48x16 cement floor, electric. Out building #3 is 32x48 with a 16x48 addition. One with a 14' overhead door and the other with a standard door both are equipped with electric and cement floors and are all in Immaculate Condition. Their is a BIP (Bermed Infiltration Pond) located on the property and the tax fee is $250.00 annually per lot. Enjoy the Fresh Seafood specialties just steps away at the Boats & Hose Restaurant. Visit the Camp Ground on Bay Shore Rd. and Crabbing & fishing steps away several feet away at the Taylors Is. Bridge. Lots of Wildlife seen here. Hurry take a look.

Taylors Island

Listing courtesy of Brenton Realty Group. Contact: 4104794663
$650,000
4 Beds ⋅ 3 Baths
MAJOR PRICE REDUCTION! A rare opportunity to own a private waterfront retreat that not only offers an exceptional Eastern Shore lifestyle, but also a proven income-producing investment — with over $46,000 in rental payouts over the past two years and an active upcoming reservation calendar, the next owner can enjoy immediate revenue while still reserving time for personal use. Escape the pace of city life and discover your own secluded waterfront sanctuary on St. John's Creek, nestled among 3.5 picturesque acres. Conveniently located within an easy drive of Baltimore, Washington, D.C., and Northern Virginia, this peaceful retreat is surrounded by the natural beauty of Maryland's Eastern Shore, where bald eagles, osprey, herons, ducks, geese, sika deer, and other wildlife are part of everyday life. The charming cottage is filled with warmth and character, offering a welcoming living room with a mantle and pellet stove, a cozy kitchen and dining area, a versatile first-floor bedroom, laundry room with daybed, and a full bath. Upstairs, a spacious bedroom with a half bath and wood stove creates a peaceful, storybook-like retreat. The brick-floored screened porch overlooks St. John's Creek and the private pier, providing the perfect setting for morning coffee, evening cocktails, or simply watching boats and wildlife pass by. Designed for gathering family and friends, the thoughtfully crafted carriage house (guest house/second dwelling) significantly expands the property's versatility. It features a spacious bunk room with six bunk beds, an oversized second-floor bedroom accommodating two queen beds, plus a main level with kitchen, dining area, living room, and full bath. An attached two-car barn-style garage provides additional storage and functionality. Between the cottage and carriage house, the property comfortably sleeps up to 15 overnight guests. Offered fully furnished and completely turnkey, the property is ready to enjoy from day one. Relax around the waterside fire pit, launch kayaks and paddleboards from your private pier, or dine just minutes away at the popular Boats & Hose Restaurant. Due to the property's active vacation rental schedule, showing availability is limited — a comprehensive virtual tour will be available soon, allowing prospective buyers to experience the property while private showings are accommodated around existing guest reservations. Whether you're looking for a private waterfront getaway, a full-time residence, or an investment with established income potential, this property offers the flexibility to do it all. This is a rare opportunity to purchase a turnkey waterfront property with immediate income already in place.

4004 Robinson Neck Rd, Taylors Island

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

$649,990
4 Beds ⋅ 4 Baths
*OFFERING UP TO 12K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE** Experience refined coastal living in this stunning Dune floorplan at The Tides at River Marsh. Thoughtfully designed for both elegant entertaining and effortless everyday living, situated in a cul-de-sac, this exceptional home showcases a chef’s kitchen with beautifully appointed finishes and an inviting see-through fireplace that creates a seamless connection between the living spaces. The expanded screened porch extends the living experience outdoors, overlooking the 16th green and picturesque golf course views. The luxurious primary suite is a true sanctuary, featuring a spa-inspired Roman shower. Upstairs, a spacious bonus room provides versatile additional living space and opens to an additional covered deck, creating another exceptional setting to enjoy the surrounding views. With its sophisticated finishes, generous living spaces, and thoughtfully designed indoor-outdoor flow, this remarkable residence captures the very best of luxury living at The Tides at River Marsh. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

HOMESITE 63 Marsh Elder Rd, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$649,000
4 Beds ⋅ 3 Baths
Experience the charm of waterfront living with breathtaking sunrise views over Madison Bay. Set on 2.2 acres, this beautifully maintained 4 bedroom, 3 bath home offers approximately 800 feet of rip-rapped shoreline, a private deep-water pier with multiple slips, the perfect blend of comfort and outdoor recreation. The home features a beautifully renovated kitchen with custom cabinetry, quartz countertops, GE Café appliances, brand-new Bosch high-efficiency inverter heat pumps, new luxury vinyl plank flooring and a large waterfront deck perfect for entertaining or simply relaxing while taking in the scenic water views. Additional features include an attached two-car garage, detached garage/storage building, private deep well and county sewer. Enjoy boating, fishing, kayaking, biking and running right outside your door. Located near Blackwater National Wildlife Refuge and public hunting lands, this property is ideal for outdoor enthusiasts and nature lovers. Conveniently located near the Madison public boat ramp, volunteer fire company and just 15 minutes from Route 50 and Cambridge, with shopping, restaurants and Emily's Produce nearby. Whether you are looking for a full-time residence or private waterfront retreat, this property offers the very best of Maryland's Eastern Shore lifestyle. This property would also work very well as an Airbnb. Motivated sellers, offers are welcome.

4825 Madison Canning House Rd, Madison

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$625,000
3 Beds ⋅ 2 Baths
Situated as the last privately owned property on Maple Dam Road before entering Blackwater National Wildlife Refuge, this 10.54± acre offering occupies an exceptional setting surrounded by refuge lands on all sides. The property lies within thousands of acres of permanently protected public ground, providing unmatched privacy, wildlife presence, and long-term landscape preservation in the heart of Dorchester County. Improvements include a 1,718± square-foot residence powered by a PV solar array, backed by an on-demand 22kw generator delivering efficient and sustainable energy. Climate control is handled by six mini-split systems, with an additional in-box unit conveying with the sale, offering flexibility for future expansion or replacement. The home features two gas fireplaces, with one having an option to burn wood, adding both comfort and versatility. A four-person hot tub is included, creating an ideal space to unwind and watch the sunset. A 30’ x 30’ garage with 14-foot ceilings provides ample room for boats, equipment, and sporting gear. in addition to the large garage, a climate-controlled office/workshop is just steps away from the main house. The land itself is highlighted by natural marsh ponds and wetlands, enhancing habitat and contributing to the area’s outstanding waterfowl hunting and well-established Sika deer population. This property offers a unique opportunity to enjoy legitimate hunting and outdoor recreation from a private home site while being fully immersed within one of Maryland’s most iconic conservation landscapes. Whether used as a full-time residence, weekend retreat, or generational sporting property, Maple Dam Road delivers an exceptional blend of access, privacy, and outdoor heritage that is increasingly difficult to find on the Eastern Shore. A BAT System upgrade plan has been developed to bring BAT/BIP System up to standards. Contact for additional information.

3819 Maple Dam Rd, Cambridge

Listing courtesy of The Land Group. Contact: (410) 934-3478
$615,000
8 Beds ⋅ 3 Baths
A rare opportunity in Cambridge Historic District, 709 Church Street is an extensively renovated American Four-Square set on a triple corner lot with approximately 5,000 square feet of space and remarkable flexibility. This beautifully finished first floor includes 3-4 bedrooms (including a primary ensuite) and 2 additional bathrooms. Large eat-in island kitchen is gorgeous, and you can stack the soiled dishes in the (original) "dirty" kitchen/laundry area! Take advantage of these renovations living on the first floor as you take your time on finishing the 2nd and 3rd floors to your current or future desires. Finish these your way; bedrooms, guest suites, offices, studio space, gym, hobby space, media room, playroom, storage, etc. You don't need to be concerned with major systems as they are all new (including plumbing, 2 zoned HVAC, tankless water heater, and 320 amp electric service). Two additional bathrooms are ready for fixtures on the second floor. Historic charm remains with grand front and rear staircases, built-in cabinetry, millwork, wainscoting, pocket doors, architectural radiators, two original Rumford corner fireplaces, restored leaded glass at front entry, and large front/side porch. Enjoy ample off-street parking from Choptank Avenue on these three lots where there is also room for a "carriage house"/garage, workshop, boat storage and/or pool. A handicap ramp gives access to the porch and front entrance. There is an existing sprinkler system. Within blocks of historic downtown shopping and dining, water access, the Yacht Club, city marina, and waterfront parks. Also, there are nearby marinas that offer travel lifts, maintenance, and offseason storage. Nearby beaches and commuting distances: Assateague Island (61 miles), Rehoboth (65 miles), Ocean City (69 miles), Lewes with ferry to Cape May, and Cape Henlopen (61 miles). Distances to other areas of interest: Blackwater National Wildlife Refuge and Harriet Tubman Museum (11 miles), Saint Michaels (26 miles), Annapolis (58 miles), Washington DC (86 miles), Newark DE (88 miles), Wilmington (98 miles), NY, NY (414 miles). Airports and distances: BWI (78 miles), Dulles (117 miles), PHL (115 miles).

709 Church St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$599,999
3 Beds ⋅ 3 Baths
Welcome to your own waterfront retreat in beautiful Church Creek! This unique property offers two lots and approximately 200 feet of Chesapeake Bay waterfront, giving you space, privacy, incredible views, and room to enjoy the waterfront lifestyle year-round. The additional waterfront lot across the street (Tax ID 1006093868) conveys with the property, helping preserve your beautiful Chesapeake Bay views and spectacular sunsets. The well-built 3-bedroom, 2-bath home features a spacious, open layout designed for comfortable everyday living and entertaining. The first-floor primary bedroom provides convenience, while two additional bedrooms upstairs share a bath. The second floor also offers additional walk-in storage. Outdoor living is where this property truly shines. Enjoy the expansive screened porch with hot tub, trek deck, and multiple areas to relax, entertain, dine, and take in the surrounding natural beauty. Two sliding glass doors open directly to the screened porch and decks, creating an easy indoor-outdoor flow. Relax on your own dock, launch the boat, or take advantage of the boat lift and jet ski lift. The oversized detached garage is a dream for boaters, hobbyists, and anyone needing serious workspace. With multiple garage bays, four doors for convenient drive-through access, central heat and air conditioning, and a huge attic for storage, there is room for vehicles, water toys, equipment, and projects of all kinds. Inside, the home features sunny rooms, hardwood floors, crown molding, and a spacious gourmet kitchen with granite countertops, wall oven, cooktop, ceramic tile flooring, and abundant storage. Recent improvements include two new HVAC systems/air handlers and new HVAC for the garage, adding comfort and functionality. Whether you're looking for a full-time waterfront home, weekend escape, boating destination, or private place to gather with family and friends, this Church Creek property offers a rare combination of waterfront, additional land, privacy, storage, and recreational possibilities. Bring the boat, kayaks, jet skis, fishing gear, and all your waterfront toys — your Chesapeake Bay lifestyle starts here!

3313 Belfiore Rd, Church Creek

Listing courtesy of Taylor Properties. Contact:

$599,900
5 Beds ⋅ 3 Baths
Completely renovated from top to bottom, this exceptional property offers a rare opportunity to enjoy the Eastern Shore lifestyle with the privacy, acreage, and storage many waterfront buyers are seeking—without the waterfront maintenance. Situated on nearly 7 secluded acres in the highly sought-after Neck District of Dorchester County, this property is just minutes from both the public boat ramp in Cambridge and Ragged Point Marina, providing convenient access to some of the region's best boating, fishing, crabbing, and watersports opportunities. A brand-new architectural shingle roof and thoughtfully redesigned open floor plan create a stunning great room where the kitchen, living, and dining areas flow seamlessly together—ideal for everyday living and entertaining. The beautifully updated kitchen features new countertops, ceramic tile backsplash, and all-new appliances, while updated bathrooms, flooring, wiring, lighting fixtures, and fresh landscaping ensure a truly move-in ready experience. The first floor offers two bedrooms and one full bath. Upstairs, the spacious primary suite includes a private bath and walk-in closet, along with two additional bedrooms and another full bathroom. Outside, the property transforms into a private retreat. Enjoy peaceful views of the pond from the expansive rear deck, gather with friends and family under the stars, or simply relax and take in the sights and sounds of nature. Surrounded by mature woods and abundant wildlife, including deer and turkey, the setting offers exceptional privacy and tranquility. For boating enthusiasts, the impressive 45' x 30' metal outbuilding with concrete floor provides ample room for boats, jet skis, trailers, recreational equipment, workshop space, or a home-based business. Whether you're returning from a day on the water or enjoying the serenity of your own acreage, this property delivers the best of both worlds. Located less than 10 minutes from Cambridge, this is a rare opportunity to own a fully renovated home that combines modern comfort, exceptional privacy, abundant storage, and easy access to the waterways that make the Eastern Shore such a special place to call home.

5951 Ross Neck Rd, Cambridge

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

$599,000
4 Beds ⋅ 3 Baths
Discover the perfect blend of privacy, comfort, and waterfront living with this exceptional move-in-ready Colonial, nestled on 6.01 scenic acres. Offering 4 bedrooms, 3 full baths, and an abundance of versatile living space, this property is ideal as a full-time residence, weekend retreat, or multigenerational home. Wake up to peaceful water views and enjoy your morning coffee on the expansive rear deck overlooking the tranquil setting. Inside, you'll find a spacious country kitchen, a flexible first-floor bedroom or home office, and inviting living areas designed for both everyday living and entertaining. The property is loaded with sought-after amenities, including a private floating dock for boating, fishing, or kayaking, a detached workshop with electricity, heating, and air conditioning perfect for hobbies or storage, and a separate in-law suite complete with its own sauna, providing an ideal space for guests, extended family, or potential rental opportunities. Additional features include a two-car attached garage, an attractive stone walkway with brick front steps, and the peace and privacy that only a rural waterfront setting can provide. Conveniently located just minutes from Cambridge's shopping, restaurants, and schools, while also offering easy access to nearby beaches and major metropolitan areas, this is a rare opportunity to own an affordable waterfront property with acreage, privacy, and exceptional versatility.

5214 David Greene Rd, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$590,000
3 Beds ⋅ 2 Baths
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.

1230 Horse Point Rd, Fishing Creek

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$585,600
91± Acres – Wooded Recreational Retreat with Residential Potential (2 parcels) - Sika-Whitetail-Turkey Discover the perfect escape with this expansive 91± acre wooded property, offering a rare blend of privacy, accessibility, and versatility. Featuring established logging roads running through both parcels, the land provides excellent internal access—ideal for navigating the property by ATV, truck, or on foot. Outdoor enthusiasts will appreciate the abundant recreational opportunities, including prime hunting for deer (Sika and Whitetail) and Turkey, ATV riding, hiking, and general nature exploration. The diverse wooded landscape creates a true sportsman’s haven while still offering peaceful seclusion. An active perc test is currently underway, presenting the potential for future residential use and adding long-term value to the property. Whether you’re envisioning a private homesite, hunting cabin, or weekend getaway, this tract offers flexibility to suit your needs. Access is convenient from both Taylors Island Road and Deep Point Road, making entry and use of the property straightforward. The land is also well-suited for immediate enjoyment, with ample space to accommodate a camper or temporary setup.

Taylors Island Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$580,000
5 Beds ⋅ 4 Baths
This is a beautifully updated and well-maintained Four Square located in Cambridge's Historic District. It is a grand house for entertaining both inside and out. In addition to the 5 bedrooms and 3.5 baths in the Manor House, the property boasts 2 additional buildings on the .57 acre lot filled with specimen flowers, shrubs and trees. 1 building, originally built as a Montessori school, is well suited as a studio, in-law suite, professional office space or Man cave. It is currently registered and generating income as an Airbnb.

309 Glenburn Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425
$575,000
3 Beds ⋅ 2 Baths
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, gas 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 skylights and a stone hearth creates a cozy place to unwind year-round. Upstairs offers three bedrooms, a full bath, and a loft that comfortably accommodates additional guests, making this an ideal full-time residence or weekend getaway. Two storage sheds provide ample space for boating and outdoor equipment. Included in the sale is a rare additional 0.13-acre Commercial Maritime waterfront parcel featuring a 100-foot pier with approximately 5 feet of water depth, multiple boat slips, and endless opportunities to enjoy the Chesapeake Bay lifestyle. Whether your passion is offshore fishing, crabbing, kayaking, or simply watching the sunset over the water, this property is ready for your next adventure. Owners also have a duck blind permit with site right off the property for hunter enthusiasts. What more could you ask for? Located just minutes from local favorites including Old Salty's Restaurant, Hoopers Island General Store, and Madhouse Oysters, this exceptional offering combines authentic Eastern Shore charm with the waterfront lifestyle so many dream of—but few ever find.

2404 and 2407 Hoopers Island Rd, Fishing Creek

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

$550,000
Town Point Marsh is situated on the southern bank of the Little Choptank River with Smith Cove defining the western boundary and a nameless creek bounding the eastern shoreline of the property. With just over a mile of shoreline, this property offers ideal opportunity for the pursuit of many waterfowl species while the 35+/- acres of upland pine and remaining acreage of marsh habitat offer Whitetail, Sika, and turkey habitat. The property is further improved UTV/ATV access to the footprint of a cabin and electric utility in the upland area towards the northern boundary. Boundary lines drawn only for reference. Total acreage is based on the deed and not warranted by The Land Group or Seller. Buyer to perform their own due diligence.

Town Point-Smith Cv, Cambridge

Listing courtesy of The Land Group. Contact: (410) 934-3478
$550,000
Prime commercial opportunity on highly traveled Ocean Gateway in Cambridge. This versatile 3,000 +/- sq ft property offers a functional layout with approximately 1,500 sq ft of retail/showroom space and 1,500 sq ft of warehouse, making it ideal for a wide range of uses. The retail area features strong visibility and natural light, while the warehouse includes a large bay door for easy loading, storage, and operations. Situated on approximately 3/4 acre with a fenced yard, the property is well suited for contractors, service-based businesses, owner-users, or investors looking for a flexible space with both storefront presence and operational capacity. Located directly on Ocean Gateway, this property benefits from significant daily traffic as well as seasonal beach traffic heading to and from the shore. The easy on/off access makes it convenient for customers, deliveries, and employees alike. Excellent fit for contractors, landscaping companies, HVAC, plumbing, retail/service businesses, or hybrid office/warehouse users.

2934 Ocean Gtwy, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$549,900
3 Beds ⋅ 3 Baths
Waterfront Living with a Deeded Boat Slip on Cambridge Creek - Enjoy beautiful water views, three screened porches and a deeded deep-water boat slip in this spacious three-level residence in the desirable Waterside community. Thoughtfully designed with approximately 3,000 square feet of living space (per floor plans) the home offers the comfort of a single-family home with the ease of low-maintenance living. The main level features an open floor plan with spacious living and dining areas, well-appointed kitchen with granite countertops, stainless steel appliances, island seating and abundant storage plus a large screened porch overlooking the water. The entry level offers a flexible family room with a full bath and screened porch, ideal for guests, a home office or recreation. Upstairs, the waterside primary suite features vaulted ceilings, large walk-in closet, spacious bath, private screened porch and an adjoining office or sitting area. Just blocks from downtown Cambridge's restaurants, shops, marina and waterfront parks, this exceptional home offers easy access to Cambridge Creek and the Choptank River. Square footage is based on floor plans. Tax records may differ and buyers should verify.

202 Muir St, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$549,000
4 Beds ⋅ 4 Baths
Why wait for new construction?!? Built in 2025, this like new popular Dune model overlooks the golf course and enjoys sweeping fairway views and western sunsets. Offering 4 bedroms and 3.5 baths with first floor primary suite, the thoughtfully designed floor plan is ideal for everyday living and entertaining. The main level features a spacious great room, dining area gourmet kitchen and the first-floor primary suite with a large walk-in closet. A screened porch with a fireplace extends the living space and provides a comfortable place to relax or entertain. Upstairs are three additional bedrooms, a bonus room and an expansive covered deck with panoramic golf course views, the perfect place to enjoy morning coffee or take in the sunset. Located in Tides at River Marsh, adjacent to the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, this home offers the convenience of nearby dining, golf, shopping and scenic walking paths. Community amenities continue to expand with a pool, clubhouse and pickleball courts slated to open soon.

2711 Marsh Elder Dr, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$549,000
Rare opportunity to own 58.66+/- acres in a strategic Cambridge location. Zoned Light Industrial, this expansive property offers a unique opportunity for a variety of potential Residential, Commercial, Business, Recreational, and Hunting uses. Perc approval provides added flexibility for future planning. Conveniently located near Cambridge-Dorchester Regional Airport and Hyatt Regency Chesapeake Bay Resort, with downtown Cambridge and public boat access to the Choptank River and Chesapeake Bay less than 15 minutes away. Whether you're looking to build, invest, establish a business, enjoy recreational pursuits, or create a private hunting retreat, this property offers exceptional potential in a desirable Eastern Shore location.

Cordtown Rd, Cambridge

Listing courtesy of Mabry Real Estate LLC. Contact: 4439728021
$525,000
Former nursery site. Excellent rood frontage on route 50 East. Very high vehicle count. Can be accessed from rt. 50 and in the rear of the property on Chateau road. In the middle of two businesses now. Electric was on property. Zoned B-2 Dorchester County. 7.96 acres. The property has well, septic and electric. Buyer would need to confirm with county if septic is approved to use.

3524 Chateau Drive Chateau Drive, East New Market

Listing courtesy of Keller Williams Realty. Contact: (443) 746-2132
$514,900
4 Beds ⋅ 3 Baths
Professional pictures coming soon! Picture life at 10 Shawnee Road- From the moment you step inside, light-filled, expansive living spaces invite you to relax, entertain, and make lasting memories. Worry free with a brand-new roof along with new major appliances, including a new washer, dryer, refrigerator, and dishwasher. Large kitchen and family room with additonal space for dining and living room. The primary bedrooms features a spectacular bath with walk in shower and soaking tub. Lots of storage. Outside, your private paradise awaits—a spectacular back yard, fully fenced for privacy and kept lush all season long by an underground lawn sprinkler system. Enjoy evenings by the fire pit and listen to the whispering pines. As an added bonus , this home offers deeded community water rights that grant access to the Choptank River and the boat basin on Jenkins Creek. A lot to love here!

10 Shawnee Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$510,000
A rare opportunity to own a piece of Maryland’s Eastern Shore history! This 3,026 SF commercial property, family-owned and operated for three generations, was originally a 1910 General Store and later became a beloved restaurant in 1994. The building comes fully equipped with all furniture, fixtures, and equipment, including a grease trap, hood, oven, walk-ins, and a new Ansul system. A new roof (2019) ensures lasting peace of mind. The property also features an office & half bath that can be revitalized for use, along with a second floor space that could be converted to apartments. With commercial zoning, and a prior liquor license (eligible for renewal), this property is ideal for a restaurant, café, or local gathering spot. The owners are retiring, ready to pass along this cherished, turnkey space to its next chapter of community success. - Originally a General Store, the building was transformed into a restaurant in 1994 - All furniture, fixtures and equipment convey with sale - All FF&E is fully functional including grease trap, hood, oven, walk ins and new Ansul system - Roof replaced in 2019 - Owner had liquor license in place but let it expire during COVID - Located in the Opportunity Zone

101 N Main St, Hurlock

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$499,999
4 Beds ⋅ 4 Baths
SELLER OFFERING UP TO $10,000 TOWARD BUYER CLOSING COSTS WITH AN ACCEPTABLE OFFER! Experience elevated coastal living in this beautifully renovated two-story home located in Cambridge’s historic district. The main residence features 3 spacious bedrooms and 3 full bathrooms, along with a detached 1-bedroom, 1-bath Accessory Dwelling Unit (ADU) complete with its own kitchenette offering flexible space for guests, extended family, or potential rental income. Enjoy stunning river views from the grand wrap-around porch, an ideal setting for relaxing evenings or entertaining while taking in the coastal breeze. Inside, the home has undergone an extensive transformation with thoughtful, modern updates throughout. Abundant windows fill the home with natural light, creating a bright and airy atmosphere across the living spaces. The updated kitchen features stainless steel appliances, Shaker-style cabinetry, quartz countertops, and stylish finishes. Thoughtful upgrades throughout the property provide a combination of comfort, functionality, and contemporary appeal, making this home truly move in ready. With its historic Cambridge setting, river views, beautifully updated interior, and versatile detached ADU, this property offers a unique opportunity. Schedule your private tour today and experience all this exceptional property has to offer!

10 W End Ave, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$499,999
This meticulously renovated commercial building was transformed by current ownership into a restaurant with a high level of finish and a second floor lounge with many available activities. - Features a full bar, restaurant seating, and an enormous game room on the second floor. 2 ADA bathrooms, office space, cameras throughout w/ DVR and live feed, 3 phase electric and a fifty pound interior grease trap. - There are 4-5 deeded parking spaces and the restaurant is adjacent to a public parking lot. - Licensed seating for 108 downstairs and 49 upstairs. Upstairs has axe throwing stations, golf simulator w/ 112 courses, shooting simulator with interactive courses and realistic pistols. Simulator also does cornhole, golf, soccer, frisbee golf and zombie dodgeball. There is also a VR Escape Room. Upstairs was previously leased by another party for 4k per month gross.

520 Race St, Cambridge

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$499,900
Extraordinary investment opportunity in the heart of Cambridge! This expansive package includes 7 parcels totaling over 1.2 acres, featuring three detached homes (401, 403, and 407 Cedar Street). Offering instant rental potential, versatile multi-family possibilities, or future development flexibility. Keep the entire portfolio to maximize long-term income stream or explore individual parcel opportunities.

401 Cedar St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$499,900
Outstanding turnkey commercial asset in downtown Cambridge! Over 5,200 SF of prime retail/restaurant space over two levels. Features a fully licensed bar/restaurant on the first floor and a spacious, high-ceiling second floor previously used for entertainment. Highly visible street frontage, 4-5 deeded parking spots, and next to public parking. A phenomenal investment opportunity in a growing market!

520 Race St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$499,900
Industrial Opportunity in Cambridge! This versatile 6,060 sq. ft. property at 5228 Bucktown Rd offers an excellent foundation for your business or investment portfolio. Currently zoned for industrial use, the site features a functional mix of buildings and a dedicated parking lot to accommodate staff and logistics. Steeped in local history as the former "barrel factory," this property is strategically located directly across from the airport. Priced competitively at $499,900, this is a rare chance to secure industrial square footage in a prime location. Schedule your showing today!

5228 Bucktown Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545