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$325,000
4 Beds 2 Baths
Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave Unit #A & B, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$224,900
2 Beds 2 Baths
Welcome to 1003 Roslyn Avenue...a lovely family home in a great quiet neighborhood! The large level backyard is fenced in so it is perfect for young children and or pets! The house is bright and airy with large rooms and well placed windows. It has just been completely refreshed with new paint and flooring. 1003 offers a paved off-street driveway, central air conditioning, very large eat-in kitchen, separate laundry room, oversized primary ensuite and a second bedroom served by the centrally located hall bath. There is a wonderful unfinished attic that could easily be converted into second floor living space should additional room be required. Additionally, there is a well-built shed in the backyard to store all your garden tools &/or bikes and kayaks! 1003 Roslyn was solidly built in 1950 in a wonderful location that allows easy access to the Choptank River, Route 50, Blackwater Refuge as well as to Cambridge's historic district with great local restaurants and shops. Come join the ongoing renaissance occurring in historic downtown Cambridge!

1003 Roslyn Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425

$434,900
2 Beds 2 Baths
Welcome to Penthouse #302 at Oakley Beach, one of Cambridge’s most desirable waterfront condominium communities. Perched on the top floor, this beautifully appointed 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Choptank River and the convenience of low-maintenance waterfront living. Inside, you'll find an open and inviting floor plan featuring 9-foot ceilings, gleaming hardwood floors, and a well-appointed kitchen with granite countertops, quality cabinetry, and ample workspace. The spacious living area is accented by a cozy gas fireplace and opens directly to a covered balcony where you can relax and take in the stunning river vistas. A rare and highly desirable bonus, the sale includes a deeded boat slip, providing direct access to the Choptank River and making it easy to enjoy boating, fishing, and waterfront adventures right from your community. Located within Cambridge’s Historic District, Oakley Beach is just minutes from downtown shops, restaurants, galleries, and waterfront attractions. This thoughtfully designed penthouse is ideal as a full-time residence, weekend retreat, or vacation getaway. With only 24 residences spread across four elevator-served buildings, residents enjoy a peaceful and private setting along with exceptional community amenities, including a swimming pool, common pier, beautifully maintained grounds, and abundant guest parking. If spectacular water views, upscale finishes, and turnkey living are what you're seeking, Penthouse #302 at Oakley Beach deserves your attention.

3 Oakley St, Cambridge

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

$375,000
4 Beds 3 Baths
Welcome to 300 Shepard Avenue in the desirable Shepherd Village community of Cambridge, Maryland! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of modern style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring luxury vinyl plank flooring, abundant natural light, and a spacious living area designed for everyday living and entertaining. The gourmet kitchen boasts granite countertops, stainless steel appliances, ample cabinet space, a center island, and a bright dining area overlooking the backyard. Upstairs, you’ll find a generous primary suite with a private bath and walk-in closet, along with three additional bedrooms that provide plenty of space for family, guests, or a home office. Outside, enjoy a backyard perfect for entertaining, relaxing, or creating your own outdoor oasis. The attached two-car garage and spacious driveway provide ample parking and storage. Conveniently located just minutes from downtown Cambridge, shopping, restaurants, waterfront attractions, parks, schools, and Route 50, this move-in-ready home offers modern living in one of the Eastern Shore’s growing communities. Don’t miss your opportunity to make this beautiful home yours—schedule your private tour today!

300 Shepherd Ave, Cambridge

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500

$324,950
4 Beds 2 Baths
Step through the front door and be instantly transported to a bygone era. This beautifully maintained, turnkey 1895 home welcomes you with a grand two-story staircase, timeless architectural details, and the warmth of a residence that has been cherished for generations. The main level offers an inviting and effortless flow. From the elegant entry hall, you’ll move seamlessly into the comfortable living room, formal dining room, and spacious family room. Newly painted hardwood floors, abundant natural light, and oversized windows create a bright, welcoming atmosphere throughout. The charming kitchen blends historic character with modern convenience, featuring brand-new appliances and direct access to a full bathroom with newly added flooring and separate laundry room with back door exit to the yard. This renovated home boasts a new roof, new HVAC, furnace, condenser and air supply duct work. Ascend the stunning staircase to the second floor, where you’ll find three inviting bedrooms and a full bath with charming ball and claw tub. The third floor offers a private fourth bedroom—ideal as a guest suite, home office, artist’s studio, or peaceful retreat. Throughout the home, original features showcase the craftsmanship of a bygone era, including stained-glass accents, original fireplace mantels, hardwood flooring, and thoughtfully preserved architectural details rarely found in today’s homes. Outside, the fenced backyard is both functional and versatile, offering off-street parking, a detached climate-controlled garage, and an additional storage shed for tools, hobbies, or gardening equipment. Perfectly situated just a short stroll across Cambridge’s iconic drawbridge, this home places you moments from downtown’s charming shops, restaurants, churches, banks, and post office. Commuters and travelers alike will appreciate the convenient access to Easton, Salisbury, Maryland’s Eastern Shore and Delaware beaches, Annapolis, BWI Airport, and Washington, D.C. More than just a house, this is a rare opportunity to own a piece of history—a place where timeless character, modern comfort, and future memories come together. This home is ready for the next family story.

415 Maryland Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$444,900
3 Beds 3 Baths
Meticulously maintained and surrounded by mature landscaping, this 3BR/2.5BA expanded Cape Cod-style home is in the desirable Hambrooks neighborhood. Follow the brick walkway to the covered front porch and step inside a home filled with natural light, gorgeous Brazilian Cherry hardwood flooring, recessed lighting, a soft neutral color palette, and a thoughtfully designed floor plan. The inviting living room, highlighted by a cozy gas fireplace, flows seamlessly into the large dining room and well-appointed kitchen, creating the perfect setting for everyday living and entertaining. The kitchen boasts abundant cabinetry, including a pantry cabinet, stainless steel appliances with a slide-in gas range, a double porcelain sink set into a peninsula, and generous counter space for meal preparation. Just beyond the kitchen are the convenient main-level laundry room and access to the backyard. The main level also offers a comfortable family room, a half bath, and an impressive primary suite complete with a large walk-in closet and private en-suite bath with a deep jetted soaking tub, double vanity, and walk-in shower. Upstairs, you'll find two generously sized bedrooms, a full hall bath, a versatile bonus room perfect for a home office, playroom, hobby room, or guest space, along with hidden storage. Step outside from either the dining room or laundry room onto the expansive wood deck overlooking a beautifully landscaped backyard complete with mature plantings, hardscaping, a patio, and winding pathways leading to the detached two-car garage. Equipped with electric service and a mini-split providing both heating and air conditioning, the garage is well suited for a workshop, hobby space, home gym, or additional flex space. Located just moments from the waterfront, this exceptional home offers partial water views from the rear deck and second floor while remaining close to shopping, restaurants, parks, and commuter routes.

1007 Hambrooks Ave, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$480,000
4 Beds 3 Baths
. Searching for a historic primary residence, vacation home, potential Airbnb or Eastern Shore retreat with modern updates and Chesapeake Bay lifestyle? This is it. Custom remodeled inside and out. Built in 1910 and situated in the Cambridge Historic District on Maryland's Eastern Shore, 1109 Locust Street delivers 2,228 finished square feet of beautifully updated living space across three levels. This 4-bedroom, 3 full-bath home includes a finished attic with a window and closet 7'ceilings, ideal for use as a potential fifth bedroom or home office, and a convenient first-floor bedroom and full bath. The fully reimagined chef's kitchen features a professional style gas range with hood exhaust, counter depth French door refrigerator with freezer drawers, pro-style dishwasher, large porcelain farm sink, premium cabinetry with walnut butcher block countertops, a dedicated beverage and coffee bar with ice machine, wine cooler, and filtered water sink, plus a separate walk-in pantry. Exactly what you want after a day on the water. Custom crown molding. Major updates include a new roof installed August 2023, dual electric heat pumps, natural gas on-demand tankless water heater, and a natural gas fireplace. Second-floor laundry, EV charging station, and off-street parking with rear alley access round out the practical upgrades. Outdoor spaces are built for real life and weekend living. A screened-in rear porch with a built-in grilling station and exhaust hood, a backyard workshop, and a potting shed make this property as functional as it is charming. Located outside the flood zone on a 0.24 acre lot. Lot is ideal for additional building. Steps from the Cambridge Municipal Marina and the Choptank River, with easy access to Blackwater National Wildlife Refuge, downtown Cambridge waterfront dining, boutique shops, and galleries. Whether you are launching a kayak, crabbing, pulling into the marina, or simply watching the sunset over the water, this location delivers the Eastern Shore lifestyle year-round. Only 45 minutes to Annapolis, Maryland, and under two hours to Washington D.C. and Baltimore. This is Eastern Shore living without compromise.

1109 Locust St, Cambridge

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910

$355,000
4 Beds 3 Baths
From the inviting front porch, upgraded stone-accented exterior, to the to the fully fenced backyard, this beautifully maintained 4BR/2.5BA is ready to impress. Natural light fills the open living spaces, highlighted by a cozy gas fireplace and a stylish kitchen featuring granite countertops, stainless steel appliances, a pantry, and a center island perfect for gathering. The main level also offers a private office, or an additional welcome area, while upstairs you’ll find four spacious bedrooms, convenient second-floor laundry, and a generous primary suite with a walk-in closet and dual-sink vanity. Solar panels provide added efficiency, and community amenities including a pool and docks offer the perfect setting for enjoying the Eastern Shore lifestyle. Simply unpack and start enjoying everything this beautiful home and amenity-rich community have to offer.

502 Regulator Dr S, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$289,900
4 Beds 2 Baths
Priced to move! Welcome home to this charming, move-in-ready retreat packed with updates and space to enjoy indoor and outdoor living. Recent improvements include a new roof, siding, dual HVAC systems for efficient comfort upstairs and down, and more! This well-maintained 4-bedroom, 2-bath split-foyer sits on a generous corner lot of over half an acre, offering the rare bonus of no city taxes while still enjoying public water and sewer. Step outside to an elevated deck perfect for entertaining, along with expansive front and rear yards ideal for relaxing, playing, or hosting gatherings. Inside, you’ll find two spacious family rooms—one on each level—providing flexibility for living, working, or entertaining. Garden and outdoor enthusiasts will love the included raised beds, drip-irrigation system, and two storage sheds, making it easy to cultivate your own seasonal oasis. Nestled in a peaceful setting just outside city limits, this home offers the best of both worlds: quiet living with convenient access to downtown Cambridge, nearby parks, and boat ramps. With its inviting curb appeal and thoughtful updates throughout, this property is ready to welcome you home!

9 Merryweather Dr, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$449,900
4 Beds 3 Baths
Experience the best of Eastern Shore living at 419 Osprey Circle, a spacious and beautifully appointed home offering over 3,400 square feet of thoughtfully designed living space in one of Cambridge's most desirable neighborhoods. Combining generous room sizes, flexible living areas, and an exceptional location just minutes from the waterfront, this home delivers the perfect blend of comfort, convenience, and lifestyle. Step inside to discover a dramatic two-story family room filled with natural light that serves as the heart of the home. The open and inviting floor plan offers plenty of space for both everyday living and entertaining, while a dedicated main-level office or den provides the perfect setting for remote work, studying, or a private retreat. The upper level is highlighted by an impressive luxury primary suite designed to be your own private sanctuary. This expansive retreat features a large bedroom, a separate sitting area, a stunning fully renovated spa-inspired bathroom, and a custom walk-in closet that offers both beauty and exceptional storage. Also located upstairs is a spacious loft or den overlooking the two-story family room below, creating additional living space that could easily be converted into a fourth bedroom if desired. Outside, the property offers a generous yard with plenty of room to relax, entertain, garden, or simply enjoy the peaceful surroundings. Located just minutes from historic downtown Cambridge and the scenic shores of the Choptank River, residents enjoy easy access to waterfront dining, marinas, parks, shopping, and year-round outdoor recreation. Cambridge has become one of Maryland's most sought-after waterfront communities, known for its vibrant downtown, rich maritime heritage, boating, fishing, kayaking, paddleboarding, and proximity to the renowned Blackwater National Wildlife Refuge. The area is also home to the internationally recognized IRONMAN Maryland and Eagleman 70.3 triathlons, which attract athletes and visitors from around the world each year. These iconic events showcase Cambridge's stunning waterfront setting, scenic country roads, and active outdoor lifestyle, adding to the energy and appeal of this unique community. Whether you're enjoying a day on the water, exploring local restaurants and shops, or simply relaxing in your spacious home, 419 Osprey Circle offers an opportunity to embrace the lifestyle that makes Maryland's Eastern Shore such a special place to live. Conveniently located within easy reach of Annapolis, the Delaware and Maryland beaches, and the Washington-Baltimore metropolitan area, this exceptional property is ready to welcome you home.

419 Osprey Cir, Cambridge

Listing courtesy of RLAH @properties. Contact:

$324,900
3 Beds 2 Baths
Tucked away on the peaceful outskirts of Cambridge, 5440 Moose Lodge Road offers the kind of Eastern Shore living that feels both grounded and elevated; a property where space, comfort, and natural beauty come together in a way that’s increasingly hard to find. From the moment you arrive, the home presents itself with a welcoming presence: a classic exterior, generous driveway, and a setting framed by mature trees and open sky. Inside, the layout is designed for everyday ease, with warm natural light, comfortable gathering spaces, and thoughtful updates that make the home feel move‑in ready while still leaving room for your personal touch. The main living area flows effortlessly, creating a sense of openness without sacrificing the cozy charm that makes a house feel like home. The kitchen serves as the heart of the property; spacious, functional, and positioned to keep everyone connected whether you’re cooking, entertaining, or simply enjoying a quiet morning. Bedrooms are well‑sized and inviting, offering flexibility for family, guests, or a dedicated home office. The bathrooms are clean and well‑maintained, with the potential to elevate them even further if you’re looking to add your own style. What truly sets this property apart is the land itself. The outdoor space feels expansive and private, giving you room to breathe, garden, host gatherings, or simply unwind at the end of the day. Whether you envision evenings around a fire pit, weekend projects, or a peaceful retreat surrounded by nature, the setting delivers. The detached structures and open yard areas add even more versatility; ideal for storage, hobbies, or future enhancements. Located just minutes from downtown Cambridge, the Choptank River, and local conveniences, the home strikes a rare balance between rural tranquility and everyday accessibility. It’s the kind of property that supports a slower, more intentional lifestyle without pulling you too far from the places you need to be. If you’re looking for a home that offers space, privacy, and the freedom to make it your own, 5440 Moose Lodge Road is a standout opportunity on the Shore.

5440 Moose Lodge Rd, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$309,500
4 Beds 3 Baths
Why wait for new construction? This beautifully maintained 2024 DR Horton home offers 4 bedrooms, 2.5 baths, and an open-concept layout designed for modern living. Situated on a desirable corner lot with a large backyard, this move-in-ready home is filled with natural light and thoughtful upgrades throughout. Upgrades & Features: Premium corner lot with a spacious backyard - New vinyl privacy fence - Extra kitchen cabinets for added storage - Upgraded range hood - Granite countertops & stainless steel appliances - Washer & dryer included - Automatic garage door opener - Beautiful rose garden beds with landscaped front yard - Bright, open floor plan with abundant natural light - Convenient second-floor laundry room Skip the wait and extra expense of adding these upgrades yourself—this home is truly move-in ready. Schedule your showing today!

1650 Terrapin Cir, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$284,999
3 Beds 2 Baths
Historic District charm meets everyday convenience at 113 Willis Street. This adorable circa-1916 Victorian sits just down the street from the Choptank River and close to the heart of downtown Cambridge, where you can enjoy local restaurants, shops, parks, marinas, waterfront events, and the character that makes this Eastern Shore town so special. Inside, this three-bedroom home blends classic early 20th-century charm with practical updates, including newer windows, roof, siding, drywall, electrical wiring, and central air, an uncommon and valuable bonus in many historic homes. The welcoming wraparound porch gives the home instant curb appeal, while the fully fenced yard, alley access, off-street parking, and garage/workshop add everyday functionality that is hard to find in this setting. Whether you need storage, hobby space, tools, bikes, or a spot for weekend projects, the garage/workshop gives you flexibility beyond the main house. Cute, comfortable, updated, and full of Cambridge character, this home offers historic charm, modern comfort, and downtown convenience all in one very lovable package.

113 Willis St, Cambridge

Listing courtesy of Keller Williams Flagship. Contact:

$325,000
3 Beds 1 Baths
Cozy all brick Colonial in highly sought out historic West End. Glenburn Ave is one of Cambridge's most beautiful historic streets. The home is located on a corner lot just 2 blocks from the Choptank River, parks and boat ramp. It is walking distance to downtown shops, restaurants, churches, schools, banks and the YMCA. This 1,408 st. ft. home has 1 bedroom, gally kitchen, dining room, laundry and large living room on the first level. The second level has beautiful hard wood floors, 1 full bath, 2 large bedrooms with pull down stairs for attic access. The full bath has large linen closet and ceramic tile. 2 car garage with workshop and wood burning fireplace. The yard is inviting and beautifully landscaped. The home has been lovingly cared for and well maintained through-out the years. It has been only family owned for generations. A must see!!

314 Glenburn Ave, Cambridge

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

$224,816
2 Beds 1 Baths
Price Improvement!!!! Welcome to 214 East Appleby Avenue. This cute bungalow has quality features and has been recently updated. Perfect porch for summer evenings. Large lot with plenty of room for pool, swing set, gazebo and/or large garden. With this much outdoor space you can have a summer of fun. Inside hardwood floors, large living room windows make a bright light filled space. Kitchen is galley style with real wood cabinetry . Laundry room located off the kitchen. 2 bedrooms and a full bath down . Fixed stairs to attic with new insulation and room for additional bedroom/bath or just great storage. The yard is large with HUGE intown garage with work area and office space. Garage even has loft storage area. Turn key and ready for all types of financing. If you are tired of renting and or need space for your business without HOA restrictions this may be the perfect home for you.

214 E Appleby Ave, Cambridge

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

$342,900
4 Beds 3 Baths
Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

138 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$379,000
4 Beds 2 Baths
Located in the heart of historic downtown Cambridge, this inviting residence is walking distance from the best restaurants, bars, and shopping our town has to offer! The formal living and dining areas feature elegant crown molding, hardwood flooring, and soaring nine-foot ceilings, all centered around a cozy gas fireplace that adds warmth and charm. The spacious kitchen is designed for both everyday living and entertaining, offering double wall ovens, a five-burner gas cooktop, stone countertops, and the convenience of dual sinks with disposals. Recent improvements provide peace of mind, including an architectural shingle roof. The home’s HVAC system was upgraded to natural gas in 2017, giving you flexible heating options with gas, electric, or a combination of both. The main level includes a convenient guest bathroom with a shower. Outside, the generously sized backyard is the perfect space for outdoor activities, pets, or simply relaxing. A storage shed offers practical space for tools, bikes, and more. Upstairs, you’ll find four comfortable bedrooms, a full bathroom, and a dedicated office. Much of the interior and exterior has been recently repainted, giving the home a refreshed feel.

606 Locust St, Cambridge

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

$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:

$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