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$1,085,000
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: 4103107755

$179,900
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:

$455,000
5 Beds 3 Baths
***Sellers have found home of choice and are 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:

$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: 4105246111

$2,295,000
4 Beds 4 Baths
Set on a 2.38 acre peninsula with 1,100 feet of waterfrontage, 1301 Broadview Drive is a thoughtfully crafted waterfront retreat defined by exceptional materials, timeless detail, and water views from every room. The exterior pairs stone and cedar shingles with copper lanterns and bluestone hardscaping for a classic Eastern Shore look, while inside, custom millwork, mahogany accents, brass floor registers, and a refined mix of designer fixtures and finishes create a warm and elevated feel throughout. The main level is designed for both everyday living and effortless entertaining, centered around an open gourmet kitchen with Shaw fireclay sinks, Waterworks fixtures, marble counters and backsplash, a mahogany island, and a fully integrated appliance suite. A beautifully finished butler’s pantry, breakfast area with custom bench seating, and great room with custom built ins and a gas fireplace with marble surround add both style and function. A dining room, library or office with built ins, powder room, mudroom, and laundry room complete the main level, while the covered deck provides the perfect place to take in the sunset. Upstairs, the private spaces are equally inviting, highlighted by a serene primary suite with a large walk-in closet, private deck, and a spacious marble bath with soaking tub and custom shower. Additional bedrooms offer custom closets, designer lighting, and beautifully finished baths, while a gym and rear upper deck add to the home’s comfort and flexibility. Outside, sweeping views stretch across the Chesapeake Bay, Little Choptank River, and Fishing Creek, with a waterside pool (as-Is) , pier with lift, boat ramp, and detached storage garage completing this exceptional property. Modern conveniences including Nest climate control, security cameras, fiber wiring in most rooms, and smartphone-controlled dimmers add ease to a home where craftsmanship, comfort, and waterfront living come together beautifully.

1301 Broadview Dr, Cambridge

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com