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$1,095,000
7 Beds 4 Baths
Welcome to 1001 Wagner Point Road, a beautifully renovated waterfront property tucked away on 4.72± private acres in a peaceful cul-de-sac setting. Offering an impressive combination of space, privacy, and waterfront living, this property is designed for both everyday comfort and entertaining. The main residence features 5 bedrooms and 3 full bathrooms, with an updated interior and expansive living areas that provide plenty of room to gather while still allowing everyone their own space. Separate 2-bedroom, 1-bath guest quarters add exceptional versatility for extended family, visitors, or additional private accommodations. Step outside and enjoy your own Eastern Shore retreat. An in-ground pool with a spacious paver patio creates the perfect setting for summer afternoons and entertaining, while a private pond adds to the peaceful surroundings. Along the waterfront, a private pier provides convenient access for boating, fishing, crabbing, kayaking, or simply enjoying life on the water. With generous acreage, multiple living spaces, guest accommodations, and an exceptional outdoor setting, this unique property offers the space and flexibility to accommodate a variety of lifestyles—all within a private setting just outside of Cambridge.

1001 Wagner Point Rd, Cambridge

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

$769,000
10 Beds 5 Baths
Step back in time to the Gilded Age! Built in 1912 by "Colonel" Albanus Phillips, this magnificent historic estate offers rare scale, classic elegance, and timeless charm in the heart of Cambridge. Spanning over 6,600 square feet, this impressive residence features 10 spacious bedrooms and 4.5 baths, offering extraordinary flexibility for large-scale living, multi-generational arrangements, or grand entertaining. Recent thoughtful updates seamlessly blend modern comfort with historic character, including new energy-efficient mini-splits in most bedrooms, a reworked kitchen, and additional property enhancements completed since it was last on the market. Step inside to discover rich original architectural details, soaring ceilings, and expansive living spaces designed to accommodate both formal gatherings and casual everyday living. Exterior highlights include a private setting, alley access, off-street parking, and a detached rear-entry garage for added convenience. Positioned just moments from historic downtown, local dining, marinas, and the picturesque Choptank River waterfront, this property embodies the very best of Eastern Shore coastal living. A truly rare opportunity to own an iconic piece of local heritage!

314 Mill St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$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:

$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