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$249,000
2 Beds ⋅ 1 Baths
Beautifully renovated and move-in ready, this charming 2-bedroom, 1-bath home offers the perfect blend of modern updates and everyday convenience. The thoughtfully refreshed interior features a bright living room, separate dining room, an updated kitchen with new appliances and granite tops, a utility room with full sized washer & dryer, and all-new flooring on the first floor with new carpet and refinished hardwoods on second floor, creating a fresh and inviting atmosphere. All appliances sourced from R. Brooks & Son in Cambridge, MD. Outside, you'll find a new roof on the home, detached storage garage with new roof, convenient alley access and off-street parking on a private driveway. Ideally located just minutes from historic downtown Cambridge, you'll enjoy easy access to local restaurants, shops, parks, marinas, and waterfront attractions. Close proximity to planned waterfront development known as Sailwinds. Schedule your appointment ASAP, as this one won't last long.

425 Henry St, Cambridge

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

$90,000
3 Beds ⋅ 2 Baths
Welcome to an exceptional opportunity in Cambridge! Whether you’re a first-time homebuyer, downsizing, or looking to relocate to the area, this charming property offers affordability, comfort, and convenience in one package. Featuring 3 bedrooms and 2 full bathrooms, this well-maintained home offers a functional layout with comfortable living spaces and plenty of natural light. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for everyday living or entertaining. Outside, you’ll enjoy a manageable yard with room to garden, relax, or personalize to your liking. Conveniently located just minutes from downtown Cambridge, you’ll have easy access to local restaurants, shopping, the waterfront, parks, and the vibrant Chesapeake Bay lifestyle. Commuters will appreciate the quick access to Route 50, making travel to Easton, Salisbury and the Maryland and Delaware beaches a breeze. Don’t miss your chance to own an affordable home on Maryland’s beautiful Eastern Shore—schedule your private showing today! * Buyer must receive approval through Southside Landing office.

2631 Rebecca Ln, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$349,000
4 Beds ⋅ 4 Baths
Welcome to 5555 Bonnie Brook Road, Cambridge, MD! Nestled in a highly sought-after waterfront community with easy access to the Choptank River, this well-built, meticulously maintained ranch-style home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Boasting over 2,000 square feet of traditional living space, this spacious home features a bright formal living room with large windows that fill the space with natural light, a formal dining room, and a delightful sun porch that's perfect for entertaining family and friends year-round. The home offers two generously sized bedrooms, one large full bath, and an additional half bath conveniently located in the oversized laundry room. Situated on a desirable corner lot of more than half an acre, you'll enjoy plenty of outdoor space with the added benefits of no city taxes and no flood insurance required. Located just a short distance from the community waterfront lot and boat launch, this property is ideal for boating enthusiasts and anyone looking to enjoy the beauty and recreation of the Choptank River. Whether you're searching for a full-time residence or a peaceful Eastern Shore retreat, 5555 Bonnie Brook Road is ready to welcome you home.

5555 Bonnie Brook Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$309,999
3 Beds ⋅ 2 Baths
Welcome to this beautifully crafted new construction rancher nestled on a quiet corner lot in Hurlock, Maryland. Offering 3 bedrooms and 2 full bathrooms within 1,120 square feet, this thoughtfully designed home makes excellent use of every space. The open-concept layout seamlessly connects the kitchen and living area, creating a comfortable setting for everyday living and entertaining. The kitchen features stainless steel appliances, elegant quartz countertops, and a pantry with built-in shelving. Conveniently located just off the kitchen is a dedicated laundry closet with double doors. The primary suite offers a walk-in closet and private en-suite bathroom complete with a quartz-topped vanity and tiled walk-in shower. Two additional bedrooms provide comfortable accommodations with generous closet space, while the second full bath features a tub/shower combination and quartz countertops. Exterior highlights include a welcoming front porch with brick rowlock detailing and brick steps, a rear stoop, and an attached side-entry 1-car garage offering 360 square feet. Situated on a peaceful corner lot, this home offers low-maintenance living in a charming small-town setting. Home is currently under construction and expected to be completed in approximately 3 weeks. Photos will be added once home is complete. Home includes the builder’s one-year warranty. Showings are available now by appointment.

121 Willow Dr, Hurlock

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$294,900
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
$314,000
4 Beds ⋅ 3 Baths
Welcome to Blackwater Landing! Built in 2024 by DR Horton, this beautifully maintained 4-bedroom, 2.5-bath home offers modern living with all the benefits of new construction—without the wait. Situated on a desirable corner lot, this home features an open-concept floor plan with granite countertops, stainless steel appliances, and plenty of space for everyday living and entertaining. Upstairs, you'll find all the primary suite along with 3 additional bedrooms and shared full bath. You'll love the conveniently located second-floor laundry room. Step outside through the sliding glass doors to enjoy the fully fenced backyard featuring a new privacy vinyl fence—perfect for relaxing, pets, or outdoor gatherings. Additional highlights include a spacious 2-car garage, attractive curb appeal, and beautiful rose bushes that enhance the front mulch beds. With modern finishes throughout and only a couple years old, this move-in-ready home is waiting for its next owner to make it their own.

1650 Terrapin Cir, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$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
$299,900
Developer’s Dream in Cambridge, MD! Cambridge is in the middle of a major development transformation — now is the opportunity to get in on the ground floor of the city’s high-density growth future. This exceptional property offers nearly 2 acres of prime development land, with the potential to purchase an additional adjoining acre. Featuring road frontage on three sides, the property is approximately 99% cleared and ready for development. An added bonus is the 12-foot-wide city-owned alley that may be obtainable, creating even more flexibility for site planning and access. Ideal for 55+ median-income single-story townhomes, multifamily housing, or a variety of other residential development opportunities. Surrounding properties include two-story townhomes, apartment buildings, single-family homes, and a nearby nursing home — making this a versatile and highly desirable location. Conveniently located just minutes from downtown Cambridge dining, shopping, festivals, and historic attractions. Quick access to Route 50 provides easy access to big-box retailers and newly renovated shopping centers. Enjoy nearby access to the Choptank River for boating, fishing, crabbing, and numerous community parks and recreational opportunities. Contact the listing agent for a complete list of permitted uses. Possible owner financing available for qualified buyers.

1002 Park Ln, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$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
$210,000
Victorian Duplex Investment Opportunity in Historic Cambridge, MD – Value-Add Cash Flow Potential! This classic Victorian home in Cambridge’s historic district is currently configured as a duplex and offers a strong value-add investment for investors looking to create immediate and long-term cash flow on Maryland’s Eastern Shore. The property features two separately metered units with private entrances. Unit 1 includes 2 bedrooms and 1 bath, while Unit 2 offers 2 bedrooms and 1 bath. While the home requires some updates, it presents an excellent opportunity in a solid rental market.

218 W End Ave, Cambridge

Listing courtesy of McClain-Williamson Realty, LLC. 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
$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
$79,900
Cambridge - this lot is close to town, but still offers a country feel! Corner lot backs to woods. Quick access to Rt. 16 and Rt. 50. City water and sewer. Not many like this !!

Southside Ave, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$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
$489,000
3 Beds ⋅ 2 Baths
9 West End Avenue - a perfect blend of sophistication and tranquility. #9 is proudly sited on the corner of West End Avenue and Hambrooks Blvd...just 5 houses from the banks of the mighty Choptank River! Now is the perfect time to host an upstairs porch party with views of the beautiful river. # 9 has been quietly owned by a professional couple from DC for almost 20 years. You can see the subtle city influence in various details of every room, but, more importantly, you can glimpse the wife's artistic attention to minute details throughout this charming haven. Charles Goebel, a highly-respected Easton architect designed the renovations and additions. The work was flawlessly executed by esteemed Cambridge builder Thom Huntington. The renovations included a new Living Room, a glamorous first-floor bathroom, and generously-sized porches on the first floor, covered by a gull-winged roof. The outstanding spacious kitchen features a multitude of light sources, a top-of-the-line propane range with hood, a built-in microwave drawer, and beautiful Carrara marble countertops and backsplash. A pass-through bar area to the dining room provides a great casual seating arrangement in addition to the formal dining room. The upstairs second floor offers 3 bedrooms and a full bath but the most captivating aspect of the 2nd floor is the beautiful balcony off the central hall. The balcony has views of the river and the beautifully landscaped garden. In total, there are 4 outdoor porches and balconies. The back garden is an amazing oasis of specimen plantings and magnificent trees. The well-placed potting shed makes gardening a delight. The front porch's trompe l'oeil floor and sky ceiling were designed and painted by Mike Rosato, a locally acclaimed artist whose work can be found throughout the city and in numerous museums throughout the country. #9 West End's location is ideal for strolling to the Farmers Market or the Cambridge Yacht Club and is just a short walk to all of the downtown restaurants, galleries, and shops. The renaissance in Cambridge is alive and flourishing. Please call Mary for additional details and a tour today!

9 W End Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425
$449,900
Terrific potential for investors. 1+/- acre parcel with waterfrontage on Cambridge Creek with two bulkheaded slips. Zoned Downtown Waterfront Development District-General. The property offers a variety of uses including commercial, residential, or retail use and would be perfect for an apartment building, marina, retail store, restaurant, and more.

300 Muir St, Cambridge

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