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$310,000
4 Beds ⋅ 3 Baths
Welcome to 201 Oak Street, a beautifully updated four-bedroom, three full bath home that perfectly blends timeless character with modern convenience. This charming home features hardwood flooring throughout, a spacious updated kitchen with granite countertops, stainless steel appliances, and abundant cabinet space, plus a separate dining room. The large sunroom with tile flooring offers additional living space filled with natural light, making it perfect as a family room, playroom, or home office. Thoughtful updates include a newer roof, dual-zone HVAC system, tankless water heater, and a wood stove. With the character of an older home and the modern upgrades this property offers the best of both worlds. Outside, you'll find ample off-street driveway parking and a convenient location close to local schools, parks, shopping, and commuter routes. Move-in ready and full of charm, this home is a wonderful opportunity for buyers seeking space, comfort, and lasting value in Hurlock.

201 Oak St, Hurlock

Listing courtesy of Keller Williams Flagship. Contact:

$296,000
3 Beds ⋅ 2 Baths
Welcome to 2907 Oak Hill Road. First time on market. Enjoy a well built, well maintained home with a super convenient location with great access to Rt 50. Spacious living areas with fireplace (currently gas logs) but could be switched to wood or insert. Roomy kitchen with seating at the peninsula bar. Traditional floor plan with 3 bedrooms and 2 baths. Gorgeous oak floors in the bedrooms. Handicapped accessible bath with seated tub. Rear sunroom off the dining area offers great views of the fenced in rear yard. Annexed into city limits so water and sewer are city services. Separate garden well for garden irrigation. This house is perfect for all kinds of financing. Recent Roof, recent HVAC. Former garage transitioned into bonus space with fixed stairs to attic storage. Say good bye to the subdivision and HOA rules. Zoned B-2.

2907 Oak Hill Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$249,000
2 Beds ⋅ 1 Baths
Beautifully renovated and move-in ready, this charming 2-bedroom, 1-bath home offers the perfect blend of modern updates and everyday convenience. The thoughtfully refreshed interior features a bright living room, separate dining room, an updated kitchen with new appliances and granite tops, a utility room with full sized washer & dryer, and all-new flooring on the first floor with new carpet and refinished hardwoods on second floor, creating a fresh and inviting atmosphere. All appliances sourced from R. Brooks & Son in Cambridge, MD. Outside, you'll find a new roof on the home, detached storage garage with new roof, convenient alley access and off-street parking on a private driveway. Ideally located just minutes from historic downtown Cambridge, you'll enjoy easy access to local restaurants, shops, parks, marinas, and waterfront attractions. Close proximity to planned waterfront development known as Sailwinds. Schedule your appointment ASAP, as this one won't last long.

425 Henry St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$375,000
4 Beds ⋅ 2 Baths
Welcome to this charming 4-bedroom, 2-bathroom home nestled in a sought-after water-privileged community with stunning water views. Residents enjoy exclusive access to a private beach, waterfront gazebo, and all the benefits of coastal living. This well-maintained home offers an open and inviting interior featuring beautiful cherry cabinetry, stainless steel appliances, and granite countertops in the kitchen. A brand-new HVAC system provides year-round comfort and peace of mind. Outside, you'll find a spacious yard, a storage shed for all your outdoor gear, and a dedicated crab deck—perfect for enjoying the waterfront lifestyle. With a proven short-term rental history and excellent income potential, this property is an outstanding opportunity as a primary residence, vacation home, or investment property. Don't miss your chance to own a home that combines comfort, convenience, and the best of waterfront community living.

911 Susquehanna Rd, Madison

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$3,200,000
Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$569,000
4 Beds ⋅ 4 Baths
Built in 2025, this 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
$249,900
2 Beds ⋅ 2 Baths
Experience the best of Eastern Shore living in this beautifully appointed, fully furnished condo located in a gated waterfront community. This turnkey home offers 2 spacious bedrooms, 2 full bathrooms, and 1,610 square feet of thoughtfully designed living space. Designer furnishings throughout create an elegant, move-in-ready retreat, making it perfect as a full-time residence, weekend retreat or investment. Enjoy the relaxed waterfront lifestyle with the comfort, security, and amenities of this exceptional community.

700 Cattail Cove Unit #411, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$149,500
2 Beds ⋅ 2 Baths
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 generous space, privacy, water views and plenty of opportunity for the new owner to complete remaining projects and make this home their own. This property is being sold "As Is" and seller will make no repairs.

2708 Hoopers Island Rd, Fishing Creek

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$220,000
2 Beds ⋅ 3 Baths
Nestled in the charming community of Pintail Landing, this exquisite end-of-row townhouse offers a perfect blend of comfort and sophistication. With 1,976 square feet of thoughtfully designed living space, this home is a sanctuary that invites you to unwind and enjoy the finer things in life. Step inside to discover a warm and inviting atmosphere, accentuated by a traditional floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home features a delightful breakfast area and a spacious dining area, perfect for hosting intimate gatherings or enjoying quiet meals with loved ones. The kitchen is equipped with high-end appliances, including a front-loading washer and dryer, a sleek electric oven/range, a modern microwave, and a dishwasher that makes clean-up a breeze. The generous table space in the kitchen allows for casual dining, making it a versatile space for everyday living. The living area is enhanced by a cozy fireplace, complete with elegant mantel and screen, creating a perfect focal point for relaxation during cooler evenings. Large triple-pane windows flood the space with natural light while providing energy efficiency and sound insulation, ensuring a peaceful retreat from the outside world. This home features two spacious bedrooms, each designed to be a personal haven. The two full bathrooms and an additional half bath are tastefully appointed, offering both style and functionality for your daily routines. Step outside to your private patio, an ideal spot for morning coffee or evening relaxation, surrounded by the tranquility of the Pintail Landing community. The low-maintenance exterior, crafted from durable vinyl siding, ensures that you can spend more time enjoying your home and less time on upkeep. With no pool to maintain, you can focus on the lifestyle you desire, whether it's exploring local parks, dining at nearby restaurants, or simply enjoying the comforts of your beautifully appointed home. This property is not just a place to live; it's a lifestyle choice that embodies elegance, comfort, and convenience. Experience the charm and luxury of Pintail Landing, where every detail has been considered to create a welcoming and sophisticated living environment. This is more than just a home; it's a place where memories are made and cherished.

309 Old Squaw Ct Unit #30984582, Cambridge

Listing courtesy of New Realty, LLC. Contact: 4433246001
$25,300
Build your dream home on this beautiful 1.12-acre lot on Jones Thicket Road in the historic waterfront town of Vienna, MD. This spacious parcel offers the perfect blend of privacy and open space with plenty of room for a custom home, garage, outdoor living, and more. Enjoy the peaceful Eastern Shore lifestyle with nearby boating, fishing, kayaking, parks, and scenic views along the Nanticoke River. Just minutes from Blackwater National Wildlife Refuge, local wineries, and the charming shops and restaurants of Cambridge, this location is ideal for nature lovers and those seeking small-town living. Convenient access to Salisbury, Ocean City, and Delaware beaches makes commuting and weekend getaways easy. Don’t miss this opportunity to build in one of Dorchester County’s most picturesque communities.

Jones Thicket, Vienna

Listing courtesy of American Premier Realty, LLC. Contact: 4435120090
$329,900
Welcome to 603 Roslyn Ave., a charming, tastefully renovated bungalow featuring 3 bedrooms, 1 bath, and a detached 1-car garage. Recent updates include a new roof and windows. The property offers spacious back and side yards and is conveniently located near shopping, restaurants, the boat ramp, and the Choptank River. Make it your weekend getaway, full-time residence, or place of business. Zoned C-2, the property offers many commercial-use possibilities, including retail and service businesses such as general stores, bakeries, pharmacies, clothing shops, and repair services; professional offices for financial, legal, medical, dental, or administrative use; entertainment and recreation uses such as indoor amusement centers, fitness studios, and indoor recreation facilities; food and drink establishments such as restaurants, cafes, and taverns; and limited residential uses, including single-family, multi-family, and mixed-use units, such as apartments above commercial spaces.

603 Roslyn Ave, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$329,900
3 Beds ⋅ 1 Baths
Welcome to 603 Roslyn Ave., a charming, tastefully renovated bungalow featuring 3 bedrooms, 1 bath, and a detached 1-car garage. Recent updates include a new roof and windows. The property offers spacious back and side yards and is conveniently located near shopping, restaurants, the boat ramp, and the Choptank River. Make it your weekend getaway, full-time residence, or place of business. Zoned C-2, the property offers many commercial-use possibilities, including retail and service businesses such as general stores, bakeries, pharmacies, clothing shops, and repair services; professional offices for financial, legal, medical, dental, or administrative use; entertainment and recreation uses such as indoor amusement centers, fitness studios, and indoor recreation facilities; food and drink establishments such as restaurants, cafes, and taverns; and limited residential uses, including single-family, multi-family, and mixed-use units, such as apartments a

603 Roslyn Ave, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$3,200,000
5 Beds ⋅ 6 Baths
Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$324,900
2 Beds ⋅ 3 Baths
Welcome to 329 Shipyard Drive, a spacious townhome in one of Cambridge's most convenient waterfront communities. Offering over 2,400 square feet of living space, this home features an open, functional floor plan with generous room sizes, abundant natural light, and plenty of space for everyday living or weekend getaways. The main living area flows nicely into the kitchen and dining space, making it easy to entertain family and friends. Upstairs, you'll find comfortable bedrooms, including a spacious primary suite with its own private bath and ample closet space. Located in a gated, water-oriented community, residents enjoy access to a community pool and the convenience of being just minutes from downtown Cambridge's restaurants, shops, marina, and waterfront parks. Whether you're looking for a full-time residence, a low-maintenance second home, or an investment opportunity, this property offers the perfect combination of space, location, and easy living on Maryland's Eastern Shore.

329 Shipyard Dr, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$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
$439,900
3 Beds ⋅ 2 Baths
Whether you're dreaming of a peaceful country lifestyle or ready to bring your horses home, this picturesque farmette on nearly 5.5 acres is ready for you. The property is already set up with established pastures, a barn featuring four stalls and a feed room and plenty of space for horses and other animals. The updated 3 bedroom, 2 full bath farmhouse blends modern updates with timeless charm and features newer mini-split heating and cooling systems, a cozy pellet stove and a convenient first-floor primary bedroom. A detached two car garage includes a 1 bedroom, 1 bath apartment above, ideal for guests, extended family, rental income, or a private home office.

5125 Rhodesdale Rd, Rhodesdale

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$35,000
2 Beds ⋅ 1 Baths
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/7/2026, 10:00 AM. Bidding ends 8/11/2026, 11:00 AM. The list price is the suggested opening bid. Deposit: $5,000. This two-story detached house is located in Cambridge Historic District within Dorchester County. Residents can enjoy the nearby attractions such as the Generation III Marina, Choptank River Lighthouse, and Cambridge Yacht Club. The property is vacant. Conveniently located in Cambridge with easy access to major commuter routes, local amenities, and nearby destinations, this property offers a desirable location for comfortable living.

614 Douglas St, Cambridge

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$159,900
2 Beds ⋅ 1 Baths
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 you’ve always wanted. Surrounded by some of Maryland’s 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 you’re 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 vision and make this Eastern Shore property your own. Property sold as-is.

2439 Asquith Island Rd, Crapo

Listing courtesy of Iron Valley Real Estate Crossroads. Contact: 2403979292
$349,990
3 Beds ⋅ 3 Baths
Welcome to Tides at River Marsh, an exceptional community adjacent to the renowned River Marsh Golf Club and Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina along the scenic Choptank River. Residents enjoy resort-style amenities, including a clubhouse, swimming pool, and walking and biking trails, with convenient access to historic downtown Cambridge's waterfront dining, shopping, museums, and marinas. Annapolis, Easton, and Ocean City are all within easy reach. This move-in ready villa offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage. The gourmet kitchen is beautifully appointed with quartz countertops, a designer tile backsplash, stainless steel appliances, double wall ovens, and a vented range hood. Wide-plank flooring flows throughout the main living areas, complementing the open-concept design. Relax year-round on the screened porch or entertain on the paver patio while enjoying peaceful open-space views and added backyard privacy. Experience low-maintenance living with luxury finishes in one of Maryland's premier Eastern Shore communities.

2129 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$125,000
Located on the corner of Md-16 & Feather Rd is the 3.61 acre parcel ready for your vision. Highly travelled MD-16 and zoned GC make this a highly desirable location with a variety of uses including apartments, car wash, convenience store, and many more. The property has a previously approved subdivison creating 2 lots and also has an allowance for residential development.

Md-16/Cambridge Bypass, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$399,000
3 Beds ⋅ 2 Baths
This To-Be-Built home by Lomaxx Custom Homes offers the opportunity to own a thoughtfully designed new construction home on an approximately 33,560± square foot (0.77± acre) homesite in a peaceful setting just minutes from everything Cambridge has to offer. The featured plan includes approximately 1,870 square feet with 3 bedrooms, 2 full bathrooms, an attached garage, covered front porch, quartz countertops, luxury vinyl plank flooring, and an open-concept layout designed for today's lifestyle. Looking for more space? The builder also offers larger floor plans, giving buyers the flexibility to choose a home that best fits their needs. Construction will begin upon a ratified contract with an estimated completion time of approximately 3 months. Photos and renderings are of a previously completed home and are provided for illustrative purposes only. Final home specifications, finishes, colors, and features are subject to buyer selections and builder specifications.

Lot 2 Southside Ave, Cambridge

Listing courtesy of Samson Properties. Contact: 7033788810
$320,000
3 Beds ⋅ 2 Baths
Discover the epitome of modern luxury in this stunning ranch-style manufactured home, nestled in the prestigious Southside Landing community. Built in 2022, this exquisite residence boasts three spacious bedrooms and two elegantly designed bathrooms, offering a perfect blend of comfort and sophistication. Step inside to experience an open-concept layout that invites natural light to dance across the sleek aluminum siding and contemporary finishes. The seamless flow between living spaces creates an ideal environment for entertaining or relaxing in style. Enjoy the convenience of a dedicated driveway, ensuring effortless access to your private oasis. Embrace a lifestyle of tranquility and elegance, surrounded by the beauty of nature and the charm of a close-knit community. This home is not just a residence; it's a gateway to a life of luxury and leisure. Don't miss the opportunity to make this exceptional property your own and elevate your living experience to new heights.

2613 Rebecca Ln, Cambridge

Listing courtesy of The Spence Realty Group. Contact:

$220,000
3 Beds ⋅ 2 Baths
Opportunity awaits with this ranch-style home situated on a generous 0.83-acre lot in a highly convenient Cambridge location. Positioned along Route 16 (Cambridge Beltway), the property offers excellent accessibility with quick access to Route 50, making commuting to Easton, Salisbury, the Delaware beaches, or the Chesapeake Bay region simple and convenient. Whether you're an investor or a buyer looking to create your dream home, this property presents an excellent opportunity to renovate and add value. The spacious lot provides plenty of room for outdoor living, gardening, recreation, or future improvements while offering the privacy and flexibility that larger parcels provide. Enjoy the convenience of being just minutes from downtown Cambridge's waterfront, shopping, restaurants, schools, and everyday amenities, while benefiting from easy regional travel via Route 50. Bring your vision and transform this property into something special. With its desirable location, sizeable lot, and strong renovation potential, 2424 Cambridge Beltway is ready for its next chapter.

2424 Cambridge Beltway, Cambridge

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

$599,000
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, 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 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. 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:

$50,000
Build your dream home on this scenic 3.53-acre wooded lot in the exclusive Heron Harbor community, nestled along Webbs Creek, which feeds into the Choptank River. Surrounded by water and nature, this peaceful setting offers access to a community pier on navigable water—perfect for kayaking, boating, and enjoying fresh Eastern Shore crabs. HOA fees include dock maintenance and BIP septic hook-up access. With easy access to downtown Cambridge, shopping, restaurants, and more, you’ll enjoy the perfect balance of convenience and seclusion. Embrace the best of Eastern Shore living in this quiet, water-oriented community.

5229 Heron Rd, Cambridge

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$90,000
3 Beds ⋅ 2 Baths
Welcome to an exceptional opportunity in Cambridge! Whether you’re a first-time homebuyer, downsizing, or looking to relocate to the area, this charming property offers affordability, comfort, and convenience in one package. Featuring 3 bedrooms and 2 full bathrooms, this well-maintained home offers a functional layout with comfortable living spaces and plenty of natural light. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for everyday living or entertaining. Outside, you’ll enjoy a manageable yard with room to garden, relax, or personalize to your liking. Conveniently located just minutes from downtown Cambridge, you’ll have easy access to local restaurants, shopping, the waterfront, parks, and the vibrant Chesapeake Bay lifestyle. Commuters will appreciate the quick access to Route 50, making travel to Easton, Salisbury and the Maryland and Delaware beaches a breeze. Don’t miss your chance to own an affordable home on Maryland’s beautiful Eastern Shore—schedule your private showing today! * Buyer must receive approval through Southside Landing office.

2631 Rebecca Ln, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$362,000
4 Beds ⋅ 2 Baths
Calling nature lovers; the private Eastern Shore retreat you've been searching for. This potential AIr BnB home set in the heart of Maryland's Lower Eastern Shore offers the peace, privacy, and wide-open space that outdoor enthusiasts value most. Surrounded by natural habitat and abundant wildlife, the area is well known for frequent sitka deer sightings and exceptional opportunities to enjoy the outdoors right from your own backyard. Whether you're looking for a hunting retreat, recreational property, or full-time residence with room to roam, this property delivers. The home features 4 bedrooms, a dedicated office, and 2 full bathrooms, along with a remodeled kitchen that serves as the perfect gathering place after a day outdoors. Additional amenities include a spacious floore attic, a fenced yard with an above-ground pool, a barn with multiple stalls, and a storage shed, and a brand-new generator, providing both convenience and functionality for country living. Located in Toddville, a community known for its rich watermen's heritage, scenic marshlands, and unspoiled landscapes, you'll enjoy easy access to the outdoor lifestyle the Eastern Shore is famous for. Spend your days hunting, fishing, crabbing, boating, kayaking, birdwatching, or simply enjoying the quiet beauty that surrounds you. Whether you're searching for a basecamp for outdoor adventures, a weekend getaway, or a peaceful place to call home, 1511 Crocheron Road offers the space, privacy, and natural setting to make it all possible.

1511 Crocheron Rd, Bishops Head

Listing courtesy of A Squared Realty. Contact: 804-432-8149
$424,900
4 Beds ⋅ 3 Baths
Welcome to 9 Algonquin Road, where timeless brick architecture meets thoughtful updates in a highly desirable waterfront community—all with no city taxes. Beautifully maintained and full of character, this home offers generous living spaces designed for comfort, connection, and effortless everyday living. Step inside to a traditional living room filled with natural light from a large picture window. A cozy fireplace anchors the space, creating a warm and welcoming focal point. Nearby, a second family room offers soaring ceilings, new flooring, and an impressive brick hearth—an ideal setting for gatherings, movie nights, or quiet relaxation. The galley-style kitchen provides ample workspace and a comfortable dining area overlooking the private backyard. From here, step outside to enjoy multiple patio spaces and a fully fenced rear yard with black chain‑link fencing—perfect for pets, play, and peace of mind. Classic Brick. Coastal Style. Exceptional Living. Set on a spacious lot within a water‑privileged neighborhood, this 4‑bedroom, 2.5‑bath home blends traditional charm with inviting coastal-inspired design. Inside, you’ll find a well-appointed stainless-steel kitchen, hardwood, slate, and new luxury vinyl flooring, elegant crown molding, a cedar closet, and an array of custom finishes throughout. With its generous layout and timeless appeal, the home is perfectly suited for both everyday living and entertaining. Combining classic style, functional spaces, and an exceptional location near the water, this property offers a rare opportunity to experience Eastern Shore living at its finest.

9 Algonquin Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$430,000
2 Beds ⋅ 1 Baths
Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

915 Hudson Rd, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$349,000
4 Beds ⋅ 4 Baths
Welcome to 5555 Bonnie Brook Road, Cambridge, MD! Nestled in a highly sought-after waterfront community with easy access to the Choptank River, this well-built, meticulously maintained ranch-style home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Boasting over 2,000 square feet of traditional living space, this spacious home features a bright formal living room with large windows that fill the space with natural light, a formal dining room, and a delightful sun porch that's perfect for entertaining family and friends year-round. The home offers two generously sized bedrooms, one large full bath, and an additional half bath conveniently located in the oversized laundry room. Situated on a desirable corner lot of more than half an acre, you'll enjoy plenty of outdoor space with the added benefits of no city taxes and no flood insurance required. Located just a short distance from the community waterfront lot and boat launch, this property is ideal for boating enthusiasts and anyone looking to enjoy the beauty and recreation of the Choptank River. Whether you're searching for a full-time residence or a peaceful Eastern Shore retreat, 5555 Bonnie Brook Road is ready to welcome you home.

5555 Bonnie Brook Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000