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$1,399,000
6 Beds ⋅ 5 Baths
Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

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

$299,900
Developer’s Dream in Cambridge, MD! Cambridge is in the middle of a major development transformation — now is the opportunity to get in on the ground floor of the city’s high-density growth future. This exceptional property offers nearly 2 acres of prime development land, with the potential to purchase an additional adjoining acre. Featuring road frontage on three sides, the property is approximately 99% cleared and ready for development. An added bonus is the 12-foot-wide city-owned alley that may be obtainable, creating even more flexibility for site planning and access. Ideal for 55+ median-income single-story townhomes, multifamily housing, or a variety of other residential development opportunities. Surrounding properties include two-story townhomes, apartment buildings, single-family homes, and a nearby nursing home — making this a versatile and highly desirable location. Conveniently located just minutes from downtown Cambridge dining, shopping, festivals, and historic attractions. Quick access to Route 50 provides easy access to big-box retailers and newly renovated shopping centers. Enjoy nearby access to the Choptank River for boating, fishing, crabbing, and numerous community parks and recreational opportunities. Contact the listing agent for a complete list of permitted uses. Possible owner financing available for qualified buyers.

1002 Park Ln, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$359,000
Position your business at the center of one of Cambridge’s fastest-growing commercial corridors with this exceptional development opportunity on Woods Rd. Ideally located adjacent to the newly constructed University of Maryland hospital campus, this vacant commercial lot offers outstanding visibility, accessibility, and long-term investment potential in a rapidly expanding area. Surrounded by ongoing growth and increasing demand, the property presents endless possibilities for medical offices, retail space, professional services, restaurants, or a variety of commercial ventures. Its strategic location provides convenient access to major roadways and steady daily traffic, creating the perfect environment for businesses looking to establish a strong presence in the community. Cambridge continues to experience exciting revitalization and economic growth, making this a rare chance to secure commercial land in a highly desirable location before development accelerates even further. Whether you're an investor, developer, or entrepreneur with a vision, this property offers the flexibility and positioning to bring your project to life. Opportunities like this are limited- don’t miss your chance to be part of Cambridge’s next wave of growth and development.

Woods Road, Cambridge

Listing courtesy of Foraker Realty Co.. Contact:

$60,000
2 Beds ⋅ 1 Baths
Charming fixer-upper opportunity in an up-and-coming area of Cambridge! This 2-bedroom, 1-bath home is full of potential for investors, flippers, or buyers looking to renovate and make it their own. Property is being sold strictly as-is and is priced to sell. New construction homes are being built right around the corner directly behind the backyard, adding exciting growth and development to the area. Conveniently located near downtown Cambridge, shopping, dining, and waterfront attractions. Bring your vision and schedule your showing today! This property is vacant.

416 Camper St, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact:

$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:

$419,000
4 Beds ⋅ 3 Baths
Think you have seen this home?...better LOOK AGAIN!! This home has been refreshed inside and out and is simply stunning! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

123 Regulator Dr N, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact:

$250,000
3 Beds ⋅ 3 Baths
Charming 3-Level Townhome in a Gated Waterfront Community with Pool, Clubhouse & Marina Access! Welcome to this beautifully maintained 3-bedroom, 2 full-bath townhome located in a sought-after gated community Deep Harbour. This spacious three-level home features a first-floor expanded rec/ family room with new plank flooring, 1/2 bath and direct access to the community pool area. Second floor offers spacious Livingroom, a bright and inviting Kitchen with an abundant cabinet space, Corian countertops, additional built-in cabinets and bar, stainless appliances and a dining area filled with natural light overlooking the pool. Private side deck, also overlooking the pool — perfect for relaxing or entertaining. Third floor Spacious primary ensuite includes a soaking tub, separate shower, double sink vanity, sitting room and walk-in closet. Two additional generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Attached 1-car garage also includes Extra guest parking. Access to marina walking areas and community amenities. Convenient location just minutes from downtown shopping, grocery stores, fine dining, and entertainment. Enjoy low-maintenance living in a waterfront-inspired community with exceptional convenience and amenities.

324 Shipyard Dr Unit 83, Cambridge

Listing courtesy of Mabry Real Estate LLC. Contact:

$1,195,000
4 Beds ⋅ 4 Baths
Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

1661 Town Point Rd, Cambridge

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

$300,000
4 Beds ⋅ 4 Baths
Welcome to the home where modern design meets charm- right in the heart of Hurlock. The main floor features a kitchen, dining room, living room, a family room, a bathroom and a bedroom. The top floor features two en-suites and an additional bedroom! The mostly-finished basement features an office, a bonus room, a full bathroom, living room and a kitchen! The basement has direct outdoor access, as well as interior access, facilitating privacy and/or creating separate quarters. This home is perfect for multi-generational living! The current owner has significantly renovated the home in the last few years and simply needs a few finishing touches.

307 S Main St, Hurlock

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

$249,900
2 Beds ⋅ 3 Baths
PRICE IMPROVEMENT! Charming brick end-unit townhome in Riverview Townhouse Condominiums, ideally located just two blocks from downtown Cambridge! Enjoy distant views of the Choptank River, Cambridge Yacht Basin, and iconic Choptank Lighthouse from this beautifully updated home offering the perfect blend of Colonial charm and modern convenience. Recent improvements include new HVAC (2025), windows (2023), water heater, fresh paint, luxury vinyl plank flooring, updated lighting, ceiling fans, and new granite kitchen countertops. The inviting open floor plan seamlessly connects the living and dining areas, making entertaining effortless. The bright kitchen features double windows, recent appliances, freshly painted cabinetry, granite countertops, and updated lighting. Upstairs, both spacious bedrooms feature private en-suite baths with tub/shower combinations and updated vanities, mirrors, and lighting. A convenient stacked washer and dryer complete the second level. Enjoy maintenance-free living with lawn care and trash service included, plus easy access to all that downtown Cambridge has to offer—restaurants, shops, galleries, the art center, marina, waterfront, and the Ironman finish line are all just a short stroll away. Whether you're looking for a full-time residence, weekend retreat, or investment/Airbnb opportunity, this property offers an exceptional combination of location, updates, water views, and convenience. Come see why you may never want to leave!

600-3 Water St, Cambridge

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

$160,000
4 Beds ⋅ 2 Baths
**RECENTLY REDUCED – INVESTOR & RENOVATION OPPORTUNITY!** Bring your vision and finish what has already been started in the heart of Cambridge. With a portion of the renovation work already underway, this property offers an appealing opportunity for investors, flippers, landlords, or buyers looking to build equity through improvements. Recent updates include luxury vinyl plank flooring throughout much of the home and a nearly finished upper level offering flexible space for two bedrooms, or a bedroom with adjoining office/bonus area, plus a half bath and additional closet space. The main level features two bedrooms, living room, laundry area, and a kitchen space ready for renovation. Significant improvements are still needed, including completion of the kitchen and installation of a heat source; natural gas is available. For the right buyer, this is an opportunity to complete the remaining work, add value, and reposition the property for resale, rental income, or personal use. Outside, the property offers a fenced backyard, concrete patio, storage shed, off-street parking, and front porch. Conveniently located just off Race Street and within walking distance of downtown Cambridge, restaurants, shopping, and the waterfront. **Being sold strictly AS-IS. Seller is motivated and ready to make a deal—bring your contractor, your vision, and your offer!** Renovation financing, including FHA 203(k), may be an option for qualified buyers. **Some photos have been virtually staged or virtually enhanced to illustrate the property's potential.**

904 Central, Cambridge

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

$274,900
4 Beds ⋅ 3 Baths

219 Willis St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$998,500
4 Beds ⋅ 4 Baths
Exceptional waterfront estate in Dorchester County offers sweeping panoramic views of Church Creek with direct access to the Chesapeake Bay . Also located in the highly sought after Cambridge South Dorchester School District . Featuring over 470 feet of protected shoreline , a private dock with 4 feet of water depth, and a boat lift , this property is a rare opportunity for true waterfront living . The 3400 square foot , two and a half story home is thoughtfully designed to capture stunning water views from every angle . In side you will find four spacious bedrooms , including a grand primary suite , along with two full baths and a half bath on the upper level. The main floor is ideal for both everyday living and entertaining . offering a large waterfront dining room , a cozy water view den , and an expansive living room with a wood burning fireplace . The modern kitchen is beautifully updated and includes a pantry and a covered side porch. A unique extended screened porch off the dining room provides the perfect setting to relax and take in the serene views of Church Creek. Upstairs, the luxurious master suite features walk in closets, and the master bathroom showcases a vintage inspired clawfoot tub , a standout feature for those drawn to a modern farmhouse aesthetic , along side a walk in shower. Step out onto your private deck from the master bedroom to enjoy breathtaking sunsets over the water. Two additional bedrooms share a well appointed bathroom , spacious laundry room includes a new washer and dryer . The third floor offers flexible space with two large rooms , ideal for additional bedrooms , a home office , office gym, or media room . Additional features include multiple outbuildings : a two car garage, a kennel with three bays ready for future fencing , and a separate structure perfect for storage of a office. The property spans three lots totaling 3.395 acres of land , accessed by a long privately owned driveway that ensures ultimate privacy . This truly remarkable waterfront retreat where privacy, natural beauty, and expansive water views come together , an opportunity that must be experienced to be fully appreciated

4928 Gregory Rd, Cambridge

Listing courtesy of Stafford-Stafford Real Estate. Contact:

$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:

$399,000
3 Beds ⋅ 4 Baths
Experience elevated coastal living in this exceptional three-level townhome in the sought-after Deep Harbor community on Cambridge Creek. Unlike anything else in the neighborhood, this residence showcases over $100,000 in post-purchase custom upgrades and curated designer finishes; crafted for the buyer who expects the very best. From the moment you step inside, the attention to detail is unmistakable. Custom wainscoting, 6" crown molding, luxury wallpaper, and bespoke drapery and window treatments create a refined, cohesive aesthetic that carries throughout the home. The entry level offers a comfortable family room, powder room, and access to a beautifully designed paver patio, perfect for relaxing or entertaining. The main living level is both stylish and functional, centered around a stunning gourmet kitchen featuring stainless steel appliances, quartz countertops, ceramic tile backsplash, and an oversized island ideal for gathering. The showstopping Ortal Wilderness gas fireplace, framed by soapstone and shiplap, adds a level of sophistication and warmth rarely found, which is truly a signature feature that sets this home apart. A dining area and private balcony provides seamless options for indoor or outdoor dining. Upstairs, the primary suite is a serene retreat, complete with tray ceiling, private balcony, and a spa-inspired bath featuring tempered tile, a frameless walk-in shower, and thoughtful luxury finishes. The walk-in closet is outfitted with a custom California Closet system for optimal organization. The second bedroom is equally impressive with custom California Closets and a built-in window seat that would be ideal as a beautifully appointed home office or guest space. The third bedroom continues the theme of quality and comfort. Outdoor living has been thoughtfully enhanced across three separate spaces, with added privacy elements including strategic landscaping, separation from neighboring homes, outdoor lighting, irrigation, and improved drainage...creating peaceful, usable environments at every level. Even the garage has been elevated with a custom cabinetry system and overhead storage solutions. Located within walking distance to downtown Cambridge, you’ll enjoy easy access to local restaurants, shops, and the brewery, all while residing in a waterfront community offering amenities such as a pool, walking paths, and direct water access on Cambridge Creek. Perfectly positioned for convenience, this home is approximately 2 hours from Washington, D.C. and just 1.5 hours from Baltimore, making it an ideal primary residence or weekend retreat. Opportunities like this are rare. Schedule your private showing today and discover what it means to own one of Deep Harbor’s most distinctive and refined homes.

416 S Seaway Ct Unit 142, Cambridge

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

$335,000
2 Beds ⋅ 1 Baths
2 houses and 1 mobile home on 6 acres with separate septic systems, and shared well. all three units tenant occupied with potential for rent increase. property can be subdivided in 3 , two acre parcels. sewage reserve areas are platted and approved. houses are certified lead free and mobile home was built in 1980's.

5991 Rte 14, East New Market

Listing courtesy of Coldwell Banker Realty. Contact:

$334,900
4 Beds ⋅ 3 Baths
Beautifully maintained and move-in ready 4BR/2.5BA Colonial located in the quiet community of Longboat Estates. From the moment you arrive, you’ll appreciate the curb appeal, double-wide driveway, attached two-car garage, and welcoming front entry. Inside, this home offers a bright and airy open floor plan filled with natural light, recessed lighting, and comfortable living spaces throughout. The main level features a spacious living room, convenient half bath, and an open-concept family room, dining area, and kitchen designed for both everyday living and entertaining. The kitchen boasts granite countertops, ample cabinetry, a pantry closet, black and black stainless appliances, and a double stainless sink overlooking the backyard. Sliding doors off the dining area lead to a large Azek deck with peaceful views. Upstairs, you’ll find three generously sized secondary bedrooms, a full hall bath with a linen closet, a convenient second-floor laundry room, and a spacious primary suite. The primary bedroom features a walk-in closet and private en-suite bath with a double vanity and walk-in tile shower with bench seating. The backyard provides plenty of room to relax, entertain, or enjoy the surrounding green space. Conveniently located near shopping, restaurants, and commuter routes, residents also enjoy access to the community pool and dock.

146 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

$174,900
3 Beds ⋅ 2 Baths
Welcome to this ranch-style home, nestled in the serene Hurlock community. With 1,344 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two full bathrooms with tub shower, ensuring ample room for relaxation and privacy. Venture inside to discover a warm and inviting atmosphere showing a spacious living room that opens to a combined kitchen and dining area that encourages gatherings and shared meals. Natural light pours in through well-placed windows, enhancing the cozy ambiance throughout the home. The screened porch invites you to unwind while enjoying the gentle breeze and views of the expansive half-acre lot, perfect for outdoor activities or simply soaking in the tranquility of your surroundings. The driveway provides convenient off-street parking. Don't miss the opportunity to make this home yours!

6706 Whiteley Rd, Hurlock

Listing courtesy of Century 21 Downtown. Contact:

$329,900
3 Beds ⋅ 3 Baths
Riverfront Townhome with Private Boat Slip on the Warwick River! Welcome to your waterfront retreat at 101 Main Street Unit 119—this stunning 3-level townhome offers direct river access, a private boat slip, with a full-length pier just steps from your door. Enjoy quick boat rides to the Choptank River and Chesapeake Bay for world-class fishing, waterfront dining, and breathtaking scenery. The main level features an open floor plan, Kitchen with a pass-through to the dining room. The open-concept dining and living room featuring a wood burning corner fireplace leads to a private deck perfect for outdoor dining and relaxing with stunning river views. A private storage shed adds convenience. Upstairs, the Primary Suite offers a private river-view balcony, a full bath, including a makeup area, and double closets. A second bedroom, an additional full bath with , and laundry area complete the second floor. The top-level loft is a sun-filled third bedroom with panoramic views and a spacious storage room.. Recent community improvements include Bulkhead, Boardwalk.and roof. Maintanance free living included in Condo fees includes lawn care, trash service, outside building maintenance, water and electric at your boat slip. Enjoy your own private marina lifestyle—each unit has a dedicated boat slip with water and electricity, plus an additional visitor slip. A community boat ramp is just around the corner with ample parking. Located minutes from downtown Cambridge’s shopping and fine dining, and just a short boat ride to the Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina. Only an hour’s drive to Ocean City for beach and boardwalk fun!

101 Main St Unit 119, Secretary

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$443,000
3 Beds ⋅ 3 Baths
Charming two-story home located in Cambridge’s desirable West End area, offering classic character and exceptional upkeep. Built in 1920, this single-family residence features approximately 1,738± square feet of living space on a spacious 0.26± acre lot. The home includes 3 bedrooms and 2 full bathrooms, with a functional layout and original elements that add to its historic appeal and traditional construction details. This property has been incredibly well maintained, with numerous upgrades completed over the years, providing peace of mind while preserving its timeless charm. The exterior features a 24' x 28' detached two-car garage, complete with an electric vehicle charging hookup, offering both convenience and modern functionality. Situated just minutes from downtown Cambridge, shopping, dining, and waterfront attractions, the location provides both convenience and access to everything Maryland’s Eastern Shore has to offer. Whether you're searching for a primary residence or investment opportunity, this property delivers in a sought-after area.

116 Glenburn Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$395,000
5 Beds ⋅ 3 Baths
***Significant price reduction, and ready to entertain your offer!***Grand and beautifully updated, this circa‑1900 residence offers timeless architectural charm on 1.67 acres of land just moments from downtown and the waterfront. A welcoming wrap‑around porch with ceiling fans, sets the tone, perfect for relaxing and entertaining. The expansive grounds-fenced on three sides-include a spacious three story barn/garage, offering exceptional versatility and opportunity. Enjoy the lovely flagstone patio with fire pit and charming gazebo—ideal for outdoor gatherings and peaceful retreats. Step inside where historic character blends seamlessly with thoughtful updates, preserving the elegance of a bygone era while offering modern comfort and functionality. Generous living spaces, high ceilings, and period details reflect the home’s original craftsmanship, enhanced by tasteful improvements throughout. The generously sized first floor primary suite includes the ideal space for adding an en suite bath, offering flexibility to tailor the home to modern living. Climb the grand staircase to the second level with four spacious bedrooms and a full bath. The third level of the home includes a full bath, with space that could accommodate a sixth bedroom with minimal work. Rarely does a property of this size, stature, and amenity become available so close to shops, dining, and waterfront attractions. A truly special opportunity to own a distinctive piece of history in a prime location.

1311 Race St, Cambridge

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

$895,000
Spectacular Waterfront Peninsula – 21.87 Acres in Dorchester County Discover a truly rare opportunity to own a breathtaking 21.87acre waterfront peninsula in Dorchester County, offering unmatched privacy, natural beauty, and over 4,000 feet of protected shoreline. Perfect for boating enthusiasts, the property features 3’ MLW and a 200 foot private pier complete with a boatlift, making water access effortless. This expansive property is fully fenced and equipped with an automatic entrance gate, ensuring both security and seclusion. Additional improvements include small outbuildings, a leanto shed, and the convenience of electric service and running water already onsite—ideal for immediate use or future development. Whether you envision creating a private retreat, recreational haven, or future waterfront estate, this oneofakind property

Condon Road, Cambridge

Listing courtesy of Shore Living Real Estate. Contact:

$45,000
Last remaining building lot in desirable Cattail Crossing! This level homesite offers a great opportunity to build your dream home in an established, well-kept community with amenities, just minutes from downtown Cambridge. Seller has decided to go in a different direction, creating an excellent opportunity for the next owner. Public water and sewer hookup available at the lot, making for an easy build process. Enjoy a peaceful setting situated on quiet cul-de-sac with convenient access to marinas, shopping, and restaurants.

112 Audubon Ct, Cambridge

Listing courtesy of Meredith Fine Properties. Contact:

$499,999
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:

$120,000
Rare opportunity to secure a buildable lot in the heart of Cambridge, MD. Situated at the quiet end of S Aurora St, this flat and cleared parcel offers the ideal setting for a new construction project with both privacy and convenience. With limited vacant lots remaining within city limits, properties like this are becoming increasingly difficult to find. Whether you’re looking to build your primary residence, an investment property, or a future rental, this lot presents outstanding potential in one of the Eastern Shore’s growing waterfront communities. Its peaceful location provides a more secluded feel while still being just minutes from downtown Cambridge, local shops, restaurants, marinas, parks, and waterfront attractions. Cambridge continues to attract new residents, investors, and developers thanks to its historic charm, ongoing revitalization, and proximity to the Chesapeake Bay. The area’s steady growth and increasing demand for housing make this property an excellent opportunity for builders and buyers looking to invest in the future of the community. If you’ve been searching for the perfect place to bring your vision to life, this ready-to-build lot offers the location, flexibility, and long-term value to make it happen.

S Aurora Street, Cambridge

Listing courtesy of Foraker Realty Co.. Contact:

$649,900
4 Beds ⋅ 2 Baths
Enjoy waterfront living in this updated 4 bedroom, 2 bath waterfront home with stunning sunrise and sunset views over the Honga River and Chesapeake Bay. Bright and inviting with comfortable living spaces, cathedral ceilings, this home is ideal as a full-time residence, weekend retreat or airbnb investment. The property features a large pole barn with electric and heating & air, shed, large deck and spacious outdoor landing with fire pit overlooking breathtaking Chesapeake Bay views. Located just across from a marina and public boat ramp, you’ll have easy access to boating, fishing and crabbing. Newer well and septic plus a fully riprapped shoreline. Bring your golf cart, kayaks and bikes and enjoy all that Hoopers Island has to offer. Nearby favorites include Old Salty’s Restaurant and Hooper’s Island General Store.

1750 Hoopersville, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

$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:

$25,000
Attention hunters, anglers, and outdoor enthusiasts! Escape to Hoopers Island and claim your own private base camp in one of the Chesapeake Bay’s most sought-after fishing and hunting destinations. This water-view lot offers the perfect setting to unwind, recharge, and enjoy the best of Maryland’s Eastern Shore. The property includes two storage sheds—ideal for stowing boats, gear, decoys, and everything you need for your next adventure. Take in scenic views of the Chesapeake Bay and experience the peace and quiet that make island living so special. Conveniently located just minutes from Old Salty's Restaurant and a short drive to Blackwater National Wildlife Refuge, you’ll have easy access to some of the region’s premier hunting grounds and world-class fishing waters. Public boat ramps and marinas are nearby, making it simple to get out on the Bay whenever the mood strikes. Whether you're casting for rockfish at sunrise or setting up for waterfowl season, this property puts you right in the heart of it all.

2125 Hoopersville Rd, Fishing Creek

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

$875,000
Marine or Contractor Ready Industrial Property on 3.25± Acres – Versatile Facility with Office/Apt Space Exceptional opportunity to own a well-equipped industrial property situated on 3.25± acres. The main structure features a 50’ x 100’ steel-framed, fully insulated and heated building with three-phase power and a heavy-duty 6”–8” reinforced concrete floor, ideal for accommodating a wide range of commercial or industrial operations. The warehouse offers 15’–16’ ceiling height and is outfitted with four 14’ x 12’ roll-up doors, providing excellent access for equipment, vehicles, or material handling, with potential to add a fifth door on the end wall for expanded functionality. Inside the building, you’ll find an enclosed workspace/office complete with its own split-unit HVAC system, allowing for dedicated climate-controlled operations or administrative use. Attached to the main structure is a 20’ x 60’ conditioned office/apartment space, featuring central HVAC, full kitchen appliances, and comfortable living or office accommodations. This area includes one full bath and one half bath, along with a mix of tile, carpet, and vinyl flooring. A concrete crawlspace beneath the office/apartment adds utility and accessibility. Finally, there is two separate steel over hangs in the rear measuring roughly 20'x404'. Ideal for outside work/storage. The property is serviced by well water and county sewer, offering a practical and cost-efficient infrastructure setup. This versatile industrial property is well-suited for contractors, marine businesses, storage, light manufacturing, or mixed-use operations combining workspace and on-site living or office needs.

5413 Tates Bank Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$1,399,999
5 Beds ⋅ 3 Baths
Endless westerly vistas stretch across Madison Bay, delivering breathtaking sunsets that feel like a private showing each and every evening. This is more than a home—it’s a waterfront sanctuary designed for those who expect their lifestyle to be as elevated as their surroundings. Welcome to Saltmarsh, an extraordinary 8.5-acre estate where luxury, privacy, and coastal beauty converge. With 5 bedrooms (plus a bonus room that could be considered a 6th) and 3 full bathrooms, this property effortlessly transitions between an exceptional full-time residence and the ultimate weekend retreat for unforgettable gatherings with friends and family. Spanning over 5,000 square feet, the home is thoughtfully designed to maximize both space and scenery, with walls of windows that flood the interior with natural light and showcase those sweeping bay views from nearly every room. The main level is nothing short of an entertainer’s masterpiece—an open-concept layout anchored by a stunning great room, seamlessly flowing into a chef’s gourmet kitchen and sun-drenched sunroom on one side, while the opposite wing reveals a full-scale game room complete with a pool table and custom bar built for hosting on any scale. Step outside and the experience only gets better. Multiple expansive decks offer the perfect setting for everything from quiet mornings to lively evenings, all framed by panoramic water views. At the private dock, every detail has been accounted for—featuring water and electric, two jet ski lifts, and a 10,000-pound boat lift—creating a true waterfront playground. The oversized 3-bay garage provides ample space for all your water toys, equipment, and more—because a property like this is meant to be enjoyed without compromise. Offered fully furnished, Saltmarsh is completely turnkey—allowing you to step right into an effortless, elevated coastal lifestyle from day one. This is not just a home—it’s a statement.

4808 Saltmarsh Rd, Madison

Listing courtesy of Coldwell Banker Realty. Contact: