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$244,900
3 Beds ⋅ 2 Baths
*Owner Financing Option* Welcome to 506 High Street — a thoughtfully designed new construction home where modern comfort meets timeless Eastern Shore charm. With 3 bedrooms, 2 baths, and carefully curated finishes throughout, this home feels warm, inviting, and effortlessly livable from the moment you walk in. Inside, light-filled spaces and beautiful luxury vinyl plank flooring create a relaxed, modern farmhouse feel. The kitchen was designed to be the heart of the home, featuring elegant quartz countertops, stylish cabinetry, and an easy flow for gathering, entertaining, and everyday life. Every detail has been selected with both beauty and functionality in mind, offering the peace of mind and efficiency that come with brand-new construction. The spacious primary suite provides a quiet retreat, while the additional bedrooms offer flexibility for guests, a home office, or growing families. Step outside to a fully fenced backyard — perfect for pets, gardening, backyard dinners, or slow evenings under the stars. Located in the heart of historic Cambridge, just moments from the waterfront, local restaurants, shops, and marinas, this move-in ready home offers the rare combination of new construction living with the character and charm of one of Maryland’s most beloved waterfront communities.

506 High 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:

$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: 4432259975
$129,900
3 Beds ⋅ 2 Baths
This 1+/-acre property offers a rare opportunity for outdoor enthusiasts, hunters, and investors looking to create the perfect recreational retreat. Located near Blackwater Wildlife Refuge, an area known for excellent hunting and abundant wildlife, the property provides an ideal home base for weekend adventures, seasonal stays, or a future getaway home. The existing home is in need of major renovations but offers solid potential for the right buyer with vision and creativity. The lot provides space for a pole shed to store your ATVs, hunting gear, boats, or campers and turn this property into the recreational escape you’ve been searching for. Enjoy the convenience of a manageable 1-acre lot with easy access to nearby hunting land, outdoor recreation, trail systems, and rural attractions. Properties in this location with direct access to outdoor recreation are hard to find — don’t miss the chance to unlock the potential of this unique offering.

1113 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact: 4434128971
$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: (410) 739-0242
$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:

$219,900
3 Beds ⋅ 1 Baths
Charming 3-Bedroom Cape Cod in the Heart of Hurlock – 305 N. Main St., Hurlock, MD 21643 – $239,900 Discover this classic Cape Cod-style home, perfectly situated on a spacious lot along North Main Street in the friendly small-town community of Hurlock, Maryland. Built in 1939, this residence blends timeless appeal with practical updates, offering approximately 1,560 square feet of living space across 1.5 stories, plus a full basement providing excellent storage or future expansion potential. Key Features Include: 3 Bedrooms — including a convenient main-level bedroom for easy one-floor living. 1 Full Bath on the main level. Cozy Living Areas with ceiling fans for comfort. Updated Systems — central air conditioning, heat pump heating, and public water/sewer service. Exterior Highlights — durable vinyl siding, asphalt roof, enclosed outdoor structures, and a storage barn/shed on the lot. Lot Size — roughly 10,500 sq. ft., offering room for outdoor enjoyment in this quiet, car-dependent yet peaceful neighborhood. This home provides a welcoming layout ideal for anyone seeking affordable Eastern Shore living. The full basement adds valuable flexibility—perfect for a workshop, hobby space, or additional finished area. Hurlock offers a relaxed pace with small-town charm, surrounded by scenic farmlands and just a short drive from the Chesapeake Bay. Enjoy local dining, community events, and easy access to nearby attractions like Suicide Bridge Restaurant or outdoor spots along the Eastern Shore. Priced at $239,900, this property represents excellent value in Dorchester County. Don't miss your chance to own a piece of Hurlock history with modern comforts!

305 North Main St, Hurlock

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

$280,000
6 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, an office and primary bedroom. The top floor features two en-suites and an additional bedroom! The mostly-finished basement features two bedrooms, a full bathroom, living room and kitchen! This is perfect for multi-generational living or maybe, rent out the second half for additional income (buyer to confirm with town/county/state of rental possibilities). The home has been significantly renovated by the owner in the last few years , but there are a few finishes that the new homeowner will have to complete, if they so desire.

307 S Main St, Hurlock

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

$160,000
4 Beds ⋅ 2 Baths
Just reduced in price! Opportunity awaits in the heart of Cambridge! This partially renovated property offers the chance to complete a project already underway and create a charming primary residence, investment property, or future rental. Recent updates include luxury vinyl plank flooring throughout most of the home and a nearly finished upper level featuring space for two bedrooms, or a single back bedroom and office/entertainment space upon entering the upstairs, a half bath, and additional closet space. The main level offers two bedrooms, a living room, a laundry area, and an existing kitchen space ready for your vision and renovation plans. While the home still requires significant improvements, including a kitchen renovation and installation of a heat source (natural gas is available), the groundwork has been started for the next owner to take it across the finish line. Outside, enjoy a fenced backyard with concrete patio space for grilling and entertaining, storage shed, off-street parking, and a concrete front porch--perfect for relaxing and enjoying peaceful mornings and evenings. Conveniently located just off Race Street and within walking distance to downtown Cambridge, local dining, shops, and the waterfront. Some photos include virtually staged or virtually enhanced images that are clearly labeled as such to help showcase the property’s potential and provide inspiration for future use of the spaces. Being sold strictly AS-IS. Excellent potential for buyers utilizing a renovation loan program, including 203(k) financing. Bring your ideas and unlock the possibilities this property has to offer! Seller is motivated to sell. Make an offer.

904 Central, Cambridge

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

$169,900
3 Beds ⋅ 1 Baths
3 bedroom 1 bath home in Sandy Hill area. Home is being sold "AS IS", cash or conventional financing offers only.

200 Wisteria Dr, Cambridge

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

$427,104
4 Beds ⋅ 3 Baths
This well-maintained home offers approximately 3,772± sq. ft. with 4 bedrooms and 3 full baths, featuring an open floor plan, 9-foot ceilings, hardwood flooring, and bright living spaces throughout. The main level includes a spacious primary suite with a spacious walk in closets, and a large bath featuring double vanities, soaking tub, and separate shower. Additional first-floor spaces include a formal dining room with tray ceiling, living room with gas fireplace, study/office, family room, sunroom, guest bedroom, full bath, and laundry room with wash tub. The kitchen is designed for entertaining with an open connection to the main living areas, upgraded cabinetry and stainless appliances, granite countertops, tile backsplash, gas cooktop, and breakfast bar seating, The sunroom leads directly to the screened porch and fenced backyard, creating comfortable indoor-outdoor living space. The second floor offers two oversized guest bedrooms, an updated full bath, walk-in attic access, and substantial storage areas. One upstairs bedroom is additionally equipped with a mini-split system for enhanced comfort and efficiency. Additional interior features include a large conditioned crawl space accessed from inside the home by a dedicated staircase tucked within a closet. The space is well-lit, spans beneath the entire residence, and offers extensive storage and access to major utility components including the water heater and air handler. Exterior improvements include a welcoming brick front porch with column detail, attached garage, screened rear porch, fenced backyard, and solar panels. Longboat Estates is a 162-home waterfront community conveniently located near downtown Cambridge restaurants, shops, marinas, parks, wildlife areas, and Route 50 for easy access across the Eastern Shore. Community amenities include a private pool, pier/dock area, and boat launch on Jenkins Creek with access to the Choptank River and Chesapeake Bay.

119 Regulator Dr N, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
$289,000
4 Beds ⋅ 3 Baths

219 Willis St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$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
$625,000
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: (410) 429-7425
$349,000
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.

5987,5989,5991 Route 14, East New Market

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$349,900
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: 8773662213
$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:

$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: (410) 228-0800
$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:

$310,000
3 Beds ⋅ 3 Baths
This beautifully crafted new construction home in Vienna MD, ideally located just blocks from the Nanticoke river waterfront. Nestled in one of the Eastern Shore's hidden gems, this home offers the perfect balance. Centrally located between Maryland's beaches and the Chesapeake Bay, making it an ideal full time residence, second home or investment property. This thoughtfully designed home features 3 bedrooms and 2.5 bathrooms offering modern comfort with timeless appeal. Step inside to find Luxury Vinyl Plank through out the entire home, providing durability, style and low maintenance living. The heart of the home is the open concept kitchen complete with stainless steel appliances ample cabinetry and a layout perfect for entertaining or everyday living. The open flow between the kitchen, dining and living areas creates a bright and welcoming space. Upstairs, the primary suite offers a private retreat and two additional bedrooms provide flexibility for guest family or home office Enjoy life just minutes from Vienna's waterfront park, public boat ramp and scenic Nanticoke River access, with the addend charm of the summer outdoor concerts on the waterfront and community events that make this small town so special. Whether you're looking for boating, fishing or peaceful eastern shore living. HOME IS NOT COMPLETED YET, CITY WILL BE COMPLETING THE SIDEWALK AND A DRIVE WAY WILL BE INSTALLED BY THE BUILDER. YARD WILL BE GRADED AND GRASS PLANTED

302 Church St, Vienna

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$379,000
3 Beds ⋅ 2 Baths
Welcome to your dream home in the highly sought-after Rolling Acres community! This stunning 1500+/- home built in 2024 offers the perfect blend of modern elegance and classic charm. Step inside the 3 bedroom 2 bath home to an inviting open floor plan that seamlessly connects the spacious living room, dining area, and gourmet kitchen. The heart of this home is the kitchen, featuring luxurious granite countertops and sleek stainless steel appliances that are as functional as they are beautiful. Includes a 2 car garage for parking or storage and a conditioned crawl space all on a large lot of almost an acre, with a fenced back yard. Don’t miss your chance to call this stunning property your home!

4414 Tranquil Trl Trl, Hurlock

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$695,000
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: 4108226272
$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
$115,000
3 Beds ⋅ 2 Baths
Nestled in the charming ROUTE 50 community, this delightful ranch-style home, built in 2019, offers a perfect blend of modern comfort and neighborhood warmth. With three spacious bedrooms and two full bathrooms, this residence is designed for both relaxation and entertaining. The inviting layout flows seamlessly, creating a cozy atmosphere that feels just like home. The surrounding community is rich with amenities that enhance everyday living. Enjoy leisurely strolls through nearby parks, where lush green spaces invite picnics and play. The area boasts excellent public services, ensuring convenience and peace of mind for all residents. Outdoor enthusiasts will love the ample opportunities for recreation, whether it's a morning jog or an afternoon spent exploring nature trails. The neighborhood is known for its friendly atmosphere, where neighbors become friends and community events bring everyone together. With a generous lot size of 0.2 acres, there's plenty of room for outdoor activities or gardening. The home features a driveway and off-street parking, making it easy for guests to visit. This property is not just a house; it's a place where memories are made, laughter is shared, and a sense of belonging thrives. Experience the warmth of ROUTE 50 and make this charming residence your new home.

3001 Steamer Run, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact: 4432259975
$269,900
3 Beds ⋅ 2 Baths
Welcome to 12 Oak Street, where quality renovations and modern updates come together to create a home that’s ready to enjoy from day one. This beautifully renovated 3-bedroom, 2-bath home offers nearly 1,300 square feet of comfortable living space featuring an open, bright layout with abundant natural light, luxury vinyl plank flooring, fresh paint, and stylish finishes throughout. The completely updated kitchen features new cabinetry, countertops, stainless steel appliances, and a functional layout that flows seamlessly into the living and dining areas—perfect for everyday living or entertaining. Both bathrooms have been tastefully remodeled with clean, timeless finishes, while major improvements throughout the home provide peace of mind for years to come. Outside, you’ll enjoy a brand-new asphalt driveway, a spacious rear deck, and a generously sized backyard with room to entertain, garden, play, or simply relax. Conveniently located near downtown Cambridge, shopping, restaurants, parks, schools, and the waterfront, this home combines modern updates with everyday convenience. Move in, unpack, and start enjoying your new home. Schedule your private showing today.

12 Oak St, Cambridge

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$399,500
3 Beds ⋅ 2 Baths
A unique opportunity to own waterfront property! This ranch-style log home situated on Galestown Pond features 225ft of pond frontage and a private dock. Add your personal touches and create a beautiful oasis...imagine the possibilities!!

5610 Galestown Newhart Mill Rd, Galestown

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact: 3026294514
$295,000
3 Beds ⋅ 2 Baths
Charming and thoughtfully updated, this move-in ready 3BR/2BA water-view farmhouse is ideally situated on a quiet street in the Cambridge Historic District. A welcoming covered front porch leads into a bright entry and dining space, with classic pocket doors opening to the living room. The kitchen is well-appointed with wood cabinetry, crown molding, granite countertops, and stainless steel appliances. A full bath with a walk-in shower and timeless black-and-white tile completes the main level. Upstairs, you’ll find two generously sized bedrooms and a spacious primary suite. The outdoor space offers a private, garden-style setting with a patio, tiered beds, a shed with electric, and an enclosed porch. Recent upgrades, including HVAC and a tankless hot water heater, provide added comfort and efficiency.

105 West End Ave, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$275,000
3 Beds ⋅ 3 Baths
Nearly one acre of waterfront-adjacent land on the Little Blackwater River — with federally protected land as your permanent rear boundary and Blackwater National Wildlife Refuge just minutes down the road. This is a builder's opportunity. The existing structure is a tear-down, priced accordingly. What you're buying is the lot — a private, river-backing acre in one of the most scenic corridors on Maryland's Eastern Shore, surrounded by open fields and protected land on three sides with one neighboring property to the east. The location speaks for itself. Egypt Road is the primary access route into Blackwater NWR, one of the most visited natural destinations on the East Coast. Serious nature tourism, hunting, fishing, kayaking, and wildlife photography draw visitors to this corridor year-round. For an investor or developer with vision, the demand is already here. Custom retreat. Private residence. Nature-focused short-term rental. The use case is yours to define. Priced at $275,000. Contact us today to schedule a showing.

4731 Egypt Rd, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$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
$599,900
5 Beds ⋅ 3 Baths
Completely renovated from top to bottom, this exceptional property offers a rare opportunity to enjoy the Eastern Shore lifestyle with the privacy, acreage, and storage many waterfront buyers are seeking—without the waterfront maintenance. Situated on nearly 7 secluded acres in the highly sought-after Neck District of Dorchester County, this property is just minutes from both the public boat ramp in Cambridge and Ragged Point Marina, providing convenient access to some of the region's best boating, fishing, crabbing, and watersports opportunities. A brand-new architectural shingle roof and thoughtfully redesigned open floor plan create a stunning great room where the kitchen, living, and dining areas flow seamlessly together—ideal for everyday living and entertaining. The beautifully updated kitchen features new countertops, ceramic tile backsplash, and all-new appliances, while updated bathrooms, flooring, wiring, lighting fixtures, and fresh landscaping ensure a truly move-in ready experience. The first floor offers two bedrooms and one full bath. Upstairs, the spacious primary suite includes a private bath and walk-in closet, along with two additional bedrooms and another full bathroom. Outside, the property transforms into a private retreat. Enjoy peaceful views of the pond from the expansive rear deck, gather with friends and family under the stars, or simply relax and take in the sights and sounds of nature. Surrounded by mature woods and abundant wildlife, including deer and turkey, the setting offers exceptional privacy and tranquility. For boating enthusiasts, the impressive 45' x 30' metal outbuilding with concrete floor provides ample room for boats, jet skis, trailers, recreational equipment, workshop space, or a home-based business. Whether you're returning from a day on the water or enjoying the serenity of your own acreage, this property delivers the best of both worlds. Located less than 10 minutes from Cambridge, this is a rare opportunity to own a fully renovated home that combines modern comfort, exceptional privacy, abundant storage, and easy access to the waterways that make the Eastern Shore such a special place to call home.

5951 Ross Neck Rd, Cambridge

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