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$59,900
Set on a half acre, this is the kind of place you come to when you’re ready to slow things down and breathe a little deeper. It’s not polished or dressed up, and that’s exactly the point. It’s honest ground in a part of the Eastern Shore that still feels untouched. The property already has a well and septic in place, giving you a solid starting point. There’s an older abandoned trailer on site, along with what appears to be an elevated oil tank and a shed that looks to convey. You can keep what works, clear what doesn’t, and shape it into whatever fits your vision. Step outside and you’re surrounded by water in every direction. Fox Creek is nearby, along with the Honga River, Duck Point Cove, Fishing Bay, and Goose Creek. Whether it’s early morning crabbing, an afternoon paddle, or just sitting back watching the light change over the water, this area makes it easy to be outside without needing much of a plan. Blackwater National Wildlife Refuge is just minutes away and offers some of the best kayaking, fishing, and sunset views on the Shore, along with well-known sika deer hunting that draws outdoorsmen from all over. You’ve also got access to the Chesapeake Bay, nearby campgrounds, and wide open spaces that haven’t been overrun. Grab fresh seafood at Old Salty’s Restaurant nearby, check out Hoopers Island for that true working-watermen feel, and spend time exploring the Harriet Tubman Underground Railroad State Park, where the history runs deep. Life out here is different. It’s quiet. No traffic, no noise, no constant push of development. Just a small, tight-knit watermen community where people value space, simplicity, and authenticity. This isn’t a place you go to be entertained. It’s a place you go to reset. If you’ve been looking for something real, something a little off the beaten path with room to create your own version of quiet living, this is worth your time.

2525 Toddville Rd, Toddville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,250,000
5 Beds 4 Baths
🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.

5253 Ragged Point Rd, Cambridge

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

$349,999
4 Beds 3 Baths
Welcome to this beautifully crafted two-story Cape Cod home, perfectly situated at the end of a quiet road in the highly sought-after town of Vienna, MD. Offering both privacy and charm, this location provides a peaceful setting while still being close to everything the area has to offer. This thoughtfully designed home features 4 bedrooms and 2.5 bathrooms with a functional and inviting layout. The first floor offers an open-concept living and dining area, ideal for everyday living and entertaining. The kitchen flows seamlessly into the main living space and is complete with stainless steel appliances and elegant quartz countertops. A convenient half bath and a dedicated laundry and mudroom add to the home’s practicality. The primary suite is located on the first floor and includes spacious walk-in closets and a private en-suite bathroom featuring a quartz-topped vanity and a beautifully tiled walk-in shower. Upstairs, you’ll find a large family room with vaulted ceilings, creating a warm and inviting second living space. Three generously sized bedrooms, each with walk-in closets, along with a full bathroom featuring a tub/shower combination and quartz countertops, complete the upper level. Additional highlights include oak tread stairs, a welcoming front porch with brick row lock detailing and brick steps, as well as a back and side stoop for added convenience. This home is currently under construction and anticipated to be complete in the upcoming week. Builder is offering a one-year home warranty for added peace of mind. **Construction finishing up and additional interior photos will be added in upcoming week(s).**

111 Gay St, Vienna

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$135,000
Opportunity to own three building lots totaling 1.473 acres within the town limits of East New Market. Comprised of TAX ID: 1002285924, 1002020580, 1002027879. Whether you envision one spacious homesite or three individual builds, the flexibility is yours. Public Water and Sewer hookups are available- buyer to confirm all info and fees associated with tie in (fees are per house built). Town of East New Market is the governing body. Located in the Warwick School District with easy access to nearby amenities. Nearby perks include: Suicide Bridge Restaurant and other local eateries, Public Boat Ramp in Secretary, quick access to schools, and more! **lot lines in photo are approx. based on overhead parcel view**

3 LOTS END OF Harvey St, East New Market

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

$499,999
4 Beds 4 Baths
Experience elevated coastal living in this beautiful fully renovated two story home in Cambridge Marylands’ historic district. This home features 3 spacious bedrooms and 3 full bathrooms, includes a detached 1 bedroom, 1 bath Accessory Dwelling Unit complete with its own kitchenette, perfect for guests, extended family, or rental income potential. This property offers stunning river views and a grand wrap-around porch ideal for relaxing evenings or entertaining while enjoying the coastal breeze. Inside, the home has undergone a complete 360 degree transformation with thoughtful, modern updates throughout. Abundant windows fill the home with natural light, creating a bright and airy atmosphere that enhances every living space. The new kitchen showcases new stainless steel appliances, Shaker Cabinetry, quartz countertops and stylish finishes. Every detail has been upgraded to provide comfort, functionality, and contemporary appeal, making this property truly move in ready. Opportunities like this do not come around often. Schedule your private tour today and experience this exceptional coastal property for yourself.

10 W End Ave, Cambridge

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

$849,500
3 Beds 2 Baths
Improved Pricing! Was $875,000 now $849,500. Major Interior Renovations completed in 2022 (see attachment for full list). This beautifully updated and meticulously maintained, 3-bedroom, 2-bath home offers over 2,300 square feet of bright living space designed to capture the beauty of waterfront living. Panoramic water views greet you from nearly every room, with the living room highlighting breathtaking vistas of Fishing Creek. Two spacious living areas, each with a cozy fireplace, make relaxing or entertaining effortless year-round. The open gourmet kitchen features custom finishes, modern updates, and a built-in wine cooler—perfect for gathering with family and friends. The primary suite includes a private bath, while the open floor plan provides both functionality and seamless flow. Major systems have already been taken care of for you—roof replaced in 2018, HVAC replaced in 2022, and new thermostats installed in 2024—so you can move in with confidence. A new sprinkler system, plus all French gutter drains installed in 2025 and an improved Dry-Zone encapsulated crawl space further enhance efficiency and long-term protection. For added reassurance, the home includes transferable flood insurance and annual Dry-Zone, HVAC and pest control inspection contracts. Home is connected to public sewer, helping to simplify ownership from day one. Ideally located just a short distance from historic Cambridge, the Hyatt Regency Chesapeake Bay Golf Resort, and within easy reach of Easton, Oxford, and St. Michaels, you’ll also enjoy close proximity to Blackwater Wildlife Refuge—perfect for exploring nature, spotting eagles’ nests, or enjoying canoeing, biking, and hiking trails.

1318 Bell Ln, Woolford

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$1,350,000
4 Beds 5 Baths
A Private Waterfront Estate Where the World Falls Quiet—and Time Slows to Your Pace... There are homes that offer space. And there are homes that offer escape. At 5419 Ragged Point Road, you leave more than traffic behind—you leave noise, urgency, and compromise. Just a comfortable drive from Washington, D.C., Baltimore, and Ocean City, this contemporary waterfront estate gives you something rare: true privacy without isolation. Set on nearly 12 acres, with an extraordinary 1,500 feet of frontage along the quiet waters of Brooks Creek, this is not simply a home. It is a front-row seat to nature—uninterrupted, unhurried, and entirely your own. Inside, the house speaks in the language of craftsmanship. Four bedrooms. Two full and three half baths. Built in 2007 with a discipline you can feel in every line and finish. And unlike most properties of this caliber, it is offered fully furnished—each piece chosen to complement the home, not merely fill it. The kitchen is not designed to impress—it simply does. Precision appliances from Wolf, Sub-Zero, and Bosch. Everything exactly where it should be, whether you are preparing a quiet dinner for two or hosting a weekend that stretches late into the evening. The primary suite offers a different kind of luxury—the kind that restores you. A deep soaking tub. A separate shower. Silence when you want it. Space when you need it. But it is outside where this property earns its distinction. Step onto one of several balconies or decks, and the view does the work for you. Water in every direction. Light changes by the hour. Mornings that begin with stillness and sunrise and end with beauty that seem almost staged. A private pier extends your living space into the creek, complete with water, electric, and a 12,000 lb boat lift. For boaters, it is effortless. For fishermen, irresistible. For hunters, the presence of a duck blind and abundant wildlife turns the land itself into an asset few properties can claim. And yet, for all its features, the real value of this home is harder to measure. It is the moment you realize you have nowhere else to be. The quiet conversation lasts longer because it can. The feeling—rare, and increasingly valuable—that you have found a place that gives more than it takes. If you’ve been waiting for a property that offers not just waterfront, but a way of living that feels deliberate, private, and complete—this is it. Come see it for yourself. You’ll know very quickly whether it’s simply a beautiful home… or the one you’ve been looking for.

5419 Ragged Point Rd, Cambridge

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$379,950
3 Beds 2 Baths
This thoughtfully designed charming Cape Cod offers coastal living interior and an open and inviting layout. A spacious kitchen flows into the dining and living areas, creating an ideal setting for both everyday living and entertaining. The expansive 36’ x 10’ screened front porch provides the perfect place to relax and enjoy refreshing Bay breezes, breathtaking sunrises, and the area’s renowned sunsets. The primary bedroom is conveniently located on the main level, while the upper-level features two generously sized bedrooms with abundant closet space. There is also an exceptional oversized 3-car garage; measuring approximately 36’ x 35’ - the garage features one bay with an 18’ door, ideal for RV, boat storage, workshop or watersport toys, along with a separate 2-car section providing ample space for vehicles. Ideally situated just a short distance from Old Salty's Restaurant and Hoopers Island General Store, this property offers both tranquility and convenient access to local amenities. Whether you are seeking a full-time residence, weekend getaway, or coastal retreat, this property presents a wonderful opportunity to enjoy Eastern Shore living at its finest. Solar panels are leased; buyer to assume lease subject to transfer approval.

2576 Hoopers Island Rd, Fishing Creek

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

$489,999
4 Beds 3 Baths
Welcome to 700 Church St., a charming 4-bedroom, 2.5-bath home nestled in the heart of Cambridge’s historic district. This beautifully maintained property blends classic character with thoughtful modern updates, offering the perfect balance of charm and functionality. Step inside to discover bright, inviting spaces filled with natural light, enhanced by elegant transom windows and timeless architectural details. The spacious layout includes a recently finished third-floor bedroom—ideal for guests, a home office, or a private retreat. Enjoy outdoor living with a newly added rear deck and a convenient storage shed. The yard is a gardener’s delight, featuring a thriving vegetable garden along with established mulberry, blueberry, and fig trees, plus fragrant rosemary and lavender bushes. Located just moments from downtown Cambridge and the lighthouse, this home offers easy access to local shops, dining, waterfront views, and community events—all within walking distance. A rare opportunity to own a piece of history with modern comforts in one of Cambridge’s most desirable neighborhoods.

700 Church St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$349,900
3 Beds 2 Baths
WOW! Seller is motivated and has drastically reduced. Act now while there is plenty of summer left. Chesapeake sunsets and Honga River sunrises. Watermen heading out at dawn. Ospreys, heron, and egrets hunting their dinner. A short walk to crabs harvested that very morning. Everything that makes the Eastern Shore unique -- the Bay, windswept marshes, seafood, its deeply rooted history -- in a magical place where time slows down so you can catch up. Check out the former Airbnb " Hoopers Island Victorian" listing to find out what makes the house and island so special, from the past visitor's reviews. 🏡 The House Cross a breathtaking causeway and you are smack dab in the middle of an island that measures 1/3 of a mile across. this Chesapeake Bay to the west, Honga River to the east, tidal marsh to the north, and a marina to the south. You are surrounded by water and can see it from every room in the house. A spacious Victorian filled with historic details, high ceilings and original hardwood floors. Windows everywhere, all designed to bring in natural light and bay breezes, 3 bedrooms (comfortably sleeps 8), 1.5 baths, all new appliances. 1.4 acres, privacy, outdoor shower, grazing deer and resident Osprey family. Air-conditioning, high-speed internet, 2 fridges. 🔑 Lock and Load All you have to do is move in. Seller has completed extensive renovations. Includes most furniture and lighting, including dining table and chairs, living room couch and chairs, 5 beds, bureaus, TV and 2 refrigerators. Hammock chairs, porch furniture, fishing poles, crab nets and appliances. 🌾 The Island Two miles off Maryland’s Eastern Shore and 45 minutes from historic Cambridge lies Hoopers Island—one of the last inhabited islands in the Chesapeake Bay. Stretching ten miles and made up of three barrier islands, it’s home to pelicans, ospreys, great blue herons, egrets, cormorants, ibis, and only about 500 year‑round residents. Outdoors, the lifestyle truly comes alive--summer firepits under the stars, crisp fall evenings along the shoreline, and kayak adventures just moments way (kayaks included). Each season brings its own rhythm from sun-soaked summer days to the deeply restorative autumn season. 📍 The Region Close to Easton, St. Michaels, and Oxford. Blackwater National Wildlife Refuge offers hiking paths and 17 miles of water trails and a wide variety of local wildlife and scenic views. The Harriet Tubman Museum. a 10-minute drive to Old Salty's Restaurant, an Eastern Shore institution. A 10-minute walk to the freshest crabmeat and steamed crabs. Day trips to Ocean City or Rehoboth Beach, or carve out a half day visit to St Michaels, Oxford or Easton/

1606 Steamboat Wharf Rd, Fishing Creek

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

$244,900
2 Beds 2 Baths
Welcome home to 900 Marshy Cove, Unit 111, located in the premier waterfront community of Deep Harbour in Cambridge. This 2 bedroom 2 bathroom condominium unit has been lovingly cared for by the same owners since its construction, and is now waiting for its new owners to come along and introduce themselves! Enjoy the charm and functionality of over 1,500sqft of living space, without the headaches of lawncare or exterior maintenance, and the peace of mind that a gated community and parking garage offers. Accessible via elevator or stairway, Unit 111 is located on the second floor of the building. As you enter, you're greeted by a spacious kitchen with stone countertops, ceramic tile flooring, eat-in dining area, plenty of cabinets, and a pantry for additional storage! Generous cased openings offer an open feel from the kitchen into the rest of the home, complete with knee-wall seating from outside the kitchen. The owners suite features a large walk-in closet PLUS a standard sized second closet, spacious en-suite bathroom with a double bowl vanity, walk-in shower, and additional storage closet. The additional bedroom benefits from direct access to the other full bathroom in the unit, and the balcony offers views of the Cambridge Creek, which enters into the Choptank river just a block away! Enjoy easy living, with all exterior maintenance covered, secure building lobby, and an assigned parking space in the covered parking garage. Need extra storage space? This unit is one of a select few that includes a large storage unit, accessible directly from the building lobby! Relax by the community pool, take a stroll on the Riverwalk, all without having to leave the neighborhood - LOVE where you LIVE! Conveniently located in Downtown Cambridge, enjoy historic charm and modernized waterfront living, with a revitalized Main Street bustling with boutique shops, art galleries, and award-winning restaurants set just steps from Cambridge Harbor and the Choptank River. Explore outside town for a plethora of outdoor recreation, small river beaches, fishing, hiking, and less than a 90 minute drive to Maryland and Delaware coastal beaches, all while remaining less than 2 hours from major Metropolitan areas such as Baltimore, DC, and Philadelphia. Call today to schedule your private tour!

900 Marshy Cv Unit #111, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$529,990
3 Beds 3 Baths
*OFFERING UP TO 12K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE* MOVE-IN READY! Where the golf course meets luxury—welcome to the Latitude. This stunning two-story home offers true main-level living with three bedrooms on the first floor, along with beautiful vaulted ceilings in the family room, kitchen, and foyer. The open-concept design features a spacious primary suite complete with a Roman shower and built-in shower seat. In the family room, enjoy the ambiance of your two-sided gas fireplace, which also warms the extended lanai featuring a gorgeous stone surround. Whether relaxing indoors or entertaining outside, you’ll appreciate the seamless comfort and charm this home provides. Perfectly positioned with beautiful golf course views, the Latitude delivers exceptional style, convenience, and luxury living at its finest.

2713 Marsh Elder Rd, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$448,500
4 Beds 4 Baths
Back on the market! Due to no fault of the Seller's, you have another chance to make this your home! Welcome to resort-style living at the prestigious Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina in Cambridge, Maryland. This beautifully maintained townhome offers the perfect blend of comfort, convenience, and Eastern Shore charm, located within one of the region’s most sought-after waterfront resort communities along the Choptank River. This 4 Bedroom 3.5 Bathroom home features tasteful upgrades throughout, including maple cabinetry in the kitchen and bathrooms, granite countertops, crown molding, and quality finishes that add warmth and sophistication to the living spaces. Enjoy a balcony on the front of the home offering views of the Choptank River-perfect for morning coffee or evening sunsets. The rear of the home offers three outdoor living spaces, ideal for entertaining, relaxing, or enjoying the peaceful resort surroundings Enjoy a relaxed coastal lifestyle just moments from the award-winning River Marsh Golf Club, marina, spa, waterfront pools, and dining. Whether you’re searching for a primary residence or weekend retreat this property places you in the heart of resort living. Golf, pool, and certain resort amenities may require membership or additional fees.

2830 Persimmon Pl Unit #A5, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$499,900
3 Beds 3 Baths
Stunning waterfront views of the Choptank await you at 7 Hatsawap Rd, Cambridge, MD 21613! Imagine unwinding on your multi-level deck soaking in breathtaking sunsets and peaceful water views. This beautifully updated home features three bedrooms and two-and-a-half baths with great Air B&B potential. A welcoming foyer with marble flooring opens to wood floors that extend throughout most of the home. The updated kitchen offers quartz countertops, newer appliances, a convenient breakfast bar, and separate breakfast area. A formal living room with a cozy fireplace, separate dining area, and large family room provide versatile spaces for both everyday living and entertaining. The second floor primary suite is a private retreat featuring a vaulted ceiling, walk-in closet, balcony access with water views, and a charming retro-inspired primary bath full of character. Situated on a desirable corner lot just minutes from the community dock with water access, this property also offers paved parking for added convenience. Close to historic downtown Cambridge, shopping, restaurants, and more! No town taxes and not located in a flood zone.

7 Hatsawap Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$425,000
3 Beds 3 Baths
NEW PRICE $425,000! MOTIVATED SELLERS! Enjoy this beautiful countryside home situated on over 2 acres, this secluded property is surrounded by mature trees, offering exceptional privacy and a peaceful, natural setting. Tucked back from the road, you’ll immediately appreciate the quiet atmosphere and room to spread out. The main level offers a thoughtful and versatile layout, featuring a half bathroom great for guest, that is right next to the mudroom/laundry room off of the rear door entry. A well thought out open concept formal living room off of the kitchen, a a spacious formal dining room to host gatherings, and a comfortable casual family room ideal for everyday living. The open-concept kitchen equipped with all stainless steel appliances and a large gas range flows seamlessly into the family room that has an option to install a gas fireplace with the existing hookup already in place, creating the perfect space for gathering and entertaining. The kitchen also includes a dedicated dining area and seating space with stools at the counter— ideal for casual meals, morning coffee, or hosting guests. Upstairs, you’ll find three bedrooms, along with two full bathrooms. A loft area on the second level provides flexible additional living space — perfect for a home office, reading area, or secondary lounge. A convenient half bathroom is located on the main level for guests. The primary bedroom walk-in shower was just recently renovated (May 2026) with all new tiling and an added rain-head shower head for a spa feeling. Enjoy peaceful mornings and relaxing evenings on the inviting front porch, where you can take in the serene surroundings. A separate storage shed offers added convenience for lawn equipment, tools, or hobbies. With expansive acreage for room to expand, wooded privacy, and well-appointed living spaces, this property offers the perfect blend of comfort, functionality, and Eastern Shore charm.

6941 Hubbard Rd, Hurlock

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$305,000
3 Beds 4 Baths
Don’t miss this opportunity to own a beautifully maintained, nearly BUILT IN 2024 townhome in the charming waterfront town of Cambridge. Located in a private gated community along the scenic Choptank River, this home offers the perfect blend of modern comfort, style, and low-maintenance living. The entry level features a versatile finished recreation room. The main living level showcases a bright, open floor plan with a spacious living area and a stylish kitchen complete with granite countertops, a large center island, and a cozy breakfast area designed for both everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms, including a relaxing primary suite with a private bath and walk-in closet. Residents enjoy exceptional community amenities including a pool, clubhouse, and marina, all just moments from the waterfront. A fantastic opportunity to own in one of Cambridge’s most desirable waterfront communities schedule your showing today

343 Shipyard Dr, Cambridge

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

$645,000
±4,396 sqft three-unit shopping center available for sale in Cambridge, MD. Two of the three units are leased to long-term tenants, providing stabilized income with upside through lease-up of the remaining space. Ideal for an owner-user looking to occupy a unit while offsetting expenses, or for an investor seeking consistent cash flow with value-add potential. Building is centrally located approximately 500’ from Rt50 and benefits from nearby apartment communities and proximity to Cambridge’s primary retail corridor. The brick/block building features a newer roof installed around 2016. The occupied units are in good condition, while the vacant unit is currently gutted, allowing flexibility for a buyer’s intended use or tenant. The site includes additional land area that may offer redevelopment or expansion potential. A strong opportunity to acquire a small shopping center with income, flexibility, and long-term upside.

321 Crusader Rd, Cambridge

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

$119,900
Price Reduction Attention Investors.! An excellent opportunity to own a two‑unit multifamily property with strong investment potential. This solid two‑unit multifamily investment property offers excellent upside for the right buyer. Each unit provides its own private entrance, separate utilities, and flexible floor plans ideal for long‑term tenants or short‑term rental strategies. The home needs repairs and updates throughout, giving investors the opportunity to add value quickly and increase rental income. Located in a convenient area close to local amenities, this property is well‑positioned for strong future returns once renovated. Perfect for contractors, seasoned investors, or anyone looking to build equity through improvement.

816 Fairmount Ave, Cambridge

Listing courtesy of Sunshine Realty LLC. Contact: