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$179,900
3 Beds ⋅ 2 Baths
Move-In Ready & Move-In Beautiful in the Heart of Cambridge This renovated 3-bedroom home is ready for its next owner — no projects, no punch lists, just move in and enjoy. Recent updates include a new roof, new flooring, new appliances, updated bathrooms, and fresh paint throughout, so the major work is already done for you. The layout is bright and functional, anchored by a charming enclosed front porch and comfortable living spaces that make everyday life easy. Out back, a generous yard offers plenty of room to garden, entertain, or simply unwind. Location adds even more value here — Cambridge's waterfront downtown is just minutes away, with restaurants, marinas, boutique shops, galleries, and the weekly farmers market all part of the daily rhythm. Whether you're searching for a primary residence or a weekend escape from the metro area, this home delivers character, comfort, and convenience in one of the Eastern Shore's most walkable downtowns.

809 Truman St, Cambridge

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442
$95,000
Tucked away at the end of a quiet cul-de-sac, this wooded homesite at 5602 Federal Hill Rd offers the perfect opportunity to build your dream home in a peaceful Eastern Shore setting. With no HOA restrictions, you'll enjoy the freedom to create a property that suits your lifestyle, whether you envision a private retreat, custom residence, or weekend getaway. Surrounded by mature trees, the lot provides natural privacy and a serene backdrop while remaining conveniently located near Federalsburg's local amenities, parks, schools, and outdoor recreation. Bring your own builder and your vision—this is a rare chance to own a tranquil parcel where you can enjoy the beauty of nature without sacrificing convenience. No builder tie-in's and when combined with adjacent parcel being sold with it's over 2 acres of paradise! Don't miss the opportunity to secure your own slice of Maryland's Eastern Shore and build exactly what you've been dreaming of. Being sold with 5600 Federal Hill Rd

5602 Federal Hill, Federalsburg

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767
$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:

$650,000
3 Beds ⋅ 3 Baths
This Extremely well maintained Property has so much to offer. Starting with 2 lots 519 & 521 together for 6.18 ac. The Solar Panels provide a large percentage of Electric with most months electric bills costing not much more than $35.00. The 3 BR w oversized closet space 2 1/2 Baths , Full laundry room, storage. A walk up stairs to the attic that is fully floored and has a exhaust fan. The immaculate 3 car garage has a 4th door in the back, electric, cement floors and work benches with tons of storage. Included is the Hustler 72" Zero Turn Mower. Out building #2 48x16 cement floor, electric. Out building #3 is 32x48 with a 16x48 addition. One with a 14' overhead door and the other with a standard door both are equipped with electric and cement floors and are all in Immaculate Condition. Their is a BIP (Bermed Infiltration Pond) located on the property and the tax fee is $250.00 annually per lot. Enjoy the Fresh Seafood specialties just steps away at the Boats & Hose Restaurant. Visit the Camp Ground on Bay Shore Rd. and Crabbing & fishing steps away several feet away at the Taylors Is. Bridge. Lots of Wildlife seen here. Hurry take a look.

Taylors Island

Listing courtesy of Brenton Realty Group. Contact: 4104794663
$319,700
BACK ON THE MARKET WITH IMPROVED PRICE-THIS IS THE LOCATION!!!! ***********************PUBLIC SEWER IS ON THIS PROPERTY************************************* If you’ve been searching for the perfect canvas to build your Delmarva masterpiece, look no further. This rare offering features over 1.5 acres of low-maintenance waterfront land on the Little Choptank River, comprised of two cleared, level lots ready for your own personal dream. One of the most significant hurdles to waterfront building has already been cleared for you. This property comes with a current tidewater buffer setback variance (BOA Case #2109), allowing for the construction of a dwelling inside the typical 100-foot setback. Most importantly, this variance does not expire and transfers directly to the new owner, providing a unique "plug and play" opportunity that is nearly impossible to find. Call me today to learn more.

1609 Heliport Rd, Woolford

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
$1,350,000
4 Beds ⋅ 4 Baths
Welcome to a rare waterfront retreat on Hudson Creek offering 30± acres of privacy, recreation, and breathtaking natural beauty with easy access to the Chesapeake Bay. With over 1,000± linear feet of shoreline and stunning water views throughout, this exceptional property is perfectly suited for boating, fishing, hunting, or simply relaxing and taking in the peaceful surroundings. The property features an extended private pier complete with boat lift, providing direct and convenient water access for all your waterfront activities. A significant bonus is the DU impoundment ideal for waterfowl habitat. The home offers 4 spacious bedrooms and 3 full baths and 1 half bath, designed to accommodate both comfortable everyday living and entertaining. A massive great room and dining area serve as the centerpiece of the home, highlighted by an open balcony that surrounds the space and creates a dramatic, airy feel. Dual stairways provide access to the upper level, adding both functionality and architectural appeal and water views. The eat-in kitchen includes a center island and stainless steel appliances, ideal for gatherings and casual dining. A bright and inviting sun porch offers the perfect place to enjoy morning coffee or unwind while overlooking the water. Additional features include a laundry/utility area, welcoming front porch, and a rear porch that further captures the serene water views. Outside, you’ll find a storage shed and a detached two-car garage, offering ample space for equipment, vehicles, and recreational gear. Whether you’re seeking a private waterfront residence, a weekend escape, or a recreational haven (boating, kayaking, fishing and hunting), this unique property delivers unmatched space, versatility, and waterfront living.

5704 Ross Neck Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$99,900
3 Beds ⋅ 1 Baths
Affordable 3 Bedroom, 1 Bathroom home conveniently located in Toddville and includes the vacant land parcel across the street (Parcel 164). Previously rented as a hunting lodge, good for overnights, a casual retreat or full time living. Located across from Elijah’s General Store and near public boat ramps, Blackwater national wildlife refuge and marinas. Enjoy fishing, crabbing, hunting, biking, and boating.

2703 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$239,000
Birds-Birds-Birds... – This unique hunting property, along with an existing church, has the potential to be your dream hunting lodge. This remarkable estate offers a rare opportunity to own your hunting camp in the heart of nature's bounty, bordered on the southern property line by Fishing Bay Wildlife Sanctuary. The property's key feature is its ideal location, nestled in the serene surroundings of Crapo, MD, offering a tranquil escape from the hustle and bustle of modern life. While conveniently close to modern metro centers, it's ideally situated amid some of the best hunting and fishing grounds on the East Coast. The property boasts an existing church that opens up exciting possibilities. Transform it into your hunting lodge, creating a unique and atmospheric retreat for you and your friends. For hunting enthusiasts, this property is a haven for Sika deer and waterfowl. The property is expertly set up for duck hunting and features a long boardwalk that takes you to the duck pond and duck blind in the center of the marsh. And a convenient location in the pines with a deer stand and feeder. Immerse yourself in the natural beauty and abundance of wildlife that surrounds you, creating an unparalleled hunting experience. Take advantage of this rare opportunity to own an affordable piece of paradise. Whether you're a seasoned hunter or looking to establish a nature retreat, this property offers a cost-effective way to make your dreams a reality. This is more than just a property; it's an invitation to immerse yourself in the great outdoors, create lasting memories, and build a unique haven for hunting and relaxation. You can use the opportunity to make 3241 Robbins Rd your private retreat in the heart of nature's wonders. The property consists of two lots. Church: 0.519 acres (See the attached survey plat in documents). The more considerable lot: the tax map indicates 15 acres; however, the survey documents indicate 34.5 acres. (A survey performed by the former owner but not recorded is attached in the documents, indicating 34.5 acres are connected to the documents)

3241 Robbins Rd, Crapo

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$134,900
Affordable 3-bedroom, 1-bath home situated on 13+ acres across four parcels in Sika deer country.. Property offers Sika deer hunting with some whitetail deer and pond offers possible waterfowl. Home has been rented as a hunting lodge, good for overnights, a casual retreat or full time living. Conveniently located across from Elijah's general store, near public boat ramps, Blackwater National Wildlife Refuge and marinas. Enjoy year-round hunting, crabbing, fishing, biking and boating. Property sold as is.

2707 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$134,900
3 Beds ⋅ 1 Baths
Affordable 3-bedroom, 1-bath home situated on 13+ acres across four parcels in prime Sika deer country. Property offers Sika deer hunting with some whitetail deer and pond offers possible waterfowl. Home has been used as a hunting lodge, good for overnights, a casual retreat or full time residence. Conveniently located across from Elijah's general store, near public boat ramps, Blackwater National Wildlife Refuge, marinas. Enjoy hunting, crabbing, fishing year round, biking & boating! Property sold as is.

2707 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$599,000
3 Beds ⋅ 3 Baths
Church Creek - Chesapeake Bay Waterfront - This is the location and property you have been looking for! Two Lots with 200 ft of Chesapeake Bay Waterfront. The 3 bedroom 2 bath home with large rooms. This property is located on the canal with jet ski and boat lift, as well as an additional lot conveys tax ID 1006093868 across the street that is waterfront. This will prevent you from losing your beautiful sunset on the Chesapeake Bay. The home is quality built and open floor plan to entertain year-round. The oversize detached garage features four doors for easy drive through access as well as a huge attic for storage. The garage is heated and air conditioned and ready for you to work on any project in the garage. The garage could also be converted into living space for in-law apartment. The home features a first-floor Primary bedroom and two additional bedrooms upstairs, with a Jack and Jill bath. Additional walk in storge area on second floor. The huge screen in porch area with hot tub, will be great to just relax and enjoy your views. Many recent upgrades like 2 new A/C heat and air handlers, also new A/C in garage.

3313 Belfiore Rd, Church Creek

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