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$369,900
3 Beds ⋅ 4 Baths
Waterfront living at its best! This home features 3 bedrooms and 3.5 bathrooms which includes 2 primary suites allowing your guests to have an in-suite bathroom. The property also has 2 private decks overlooking the Warwick River and a pier with a recently installed boat lift. This unit was built in 2001 and has a sprinkler system, a large family room with a gas fireplace, new roof and a new boardwalk is being installed soon. The home is in very good condition and ready to move into. Enjoy beautiful sunsets and quick access to the Choptank River and Chesapeake Bay. There are many nearby beaches, restaurants and shopping. This is a must see!!

101 Main - Unit#103 St, Secretary

Listing courtesy of The Glocker Group Realty Results. Contact:

$424,900
4 Beds ⋅ 3 Baths
Welcome to 9 Algonquin Road, where timeless brick architecture meets thoughtful updates in a highly desirable waterfront community—all with no city taxes. Beautifully maintained and full of character, this home offers generous living spaces designed for comfort, connection, and effortless everyday living. Step inside to a traditional living room filled with natural light from a large picture window. A cozy fireplace anchors the space, creating a warm and welcoming focal point. Nearby, a second family room offers soaring ceilings, new flooring, and an impressive brick hearth—an ideal setting for gatherings, movie nights, or quiet relaxation. The galley-style kitchen provides ample workspace and a comfortable dining area overlooking the private backyard. From here, step outside to enjoy multiple patio spaces and a fully fenced rear yard with black chain‑link fencing—perfect for pets, play, and peace of mind. Classic Brick. Coastal Style. Exceptional Living. Set on a spacious lot within a water‑privileged neighborhood, this 4‑bedroom, 2.5‑bath home blends traditional charm with inviting coastal-inspired design. Inside, you’ll find a well-appointed stainless-steel kitchen, hardwood, slate, and new luxury vinyl flooring, elegant crown molding, a cedar closet, and an array of custom finishes throughout. With its generous layout and timeless appeal, the home is perfectly suited for both everyday living and entertaining. Combining classic style, functional spaces, and an exceptional location near the water, this property offers a rare opportunity to experience Eastern Shore living at its finest.

9 Algonquin Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$429,900
3 Beds ⋅ 2 Baths
Luxury waterfront living awaits in this updated 3-bedroom (rare) Oakley Beach condo! Enjoy sweeping views of the Choptank River from the deck and a beautifully modernized kitchen featuring sleek quartz countertops ,custom island, and updated cabinet fronts. New LVP flooring. Gas fireplace, Hunter Douglas blinds including insulated, mechanized shade for as much or little view as you want ! Recent HVAC and hot water heater.(2023) Boat enthusiasts will love the included deeded boat slip equipped with a boat lift. Take advantage of fantastic community amenities like the pool, all just steps from your door. Truly worry free and move in ready! Schedule your tour today!

3 Oakley St Unit #202, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$895,000
4 Beds ⋅ 3 Baths
Welcome to 6011 Sunnyside Court...a true destination! This waterfront sanctuary has been completely refreshed with fabulous interior paint and a brand new 30 year roof! It is complimented by a sparkling saltwater pool and wide-open views of the Warwick River -your own resort! Moreover, this property provides great supplemental income for the astute investor. Enjoy the river-front complex when time allows yet rent "the resort" easily while you are otherwise engaged. This listing is unique in that it is sited on land that provides great views of the river which makes it a very popular airbnb property yet no flood insurance is required. It was designed with generously-sized rooms, a beautiful pool side leisure area and ample gardens. In sum, it is a splendidly built, upscale oasis in East New Market. The house is perfectly sited on a spacious 1.2 acre parcel in which to enjoy all seasons. This stylish hide-a-way has it all. Five bedrooms, upscale finishes and room to play. The first floor is fantastic with a wide open floor plan, 2 full bedrooms, a powder room, covered porch and views galore! A gracious living room has French doors overlooking and leading to the pool area. A modern white kitchen has island seating, tons of counterspace and opens to a large dining space with river and pool views. The sunroom has walls of windows and steps to an inviting patio area. The second floor is upscale with room for friends and family. A private primary suite has wonderful views, a stylish bath and great closet space. Two additional bedrooms and bath and laundry complete this light-filled floor. The third floor has great potential with a soaring ceiling and large windows promising future fun! The waterfront pool, inviting patios, riverfront dock and green gardens await your arrival. The saltwater pool is surrounded by a wrought iron fence, secure, yet allows views from all points. The patio has room for games and lounging. Garden areas and game playing lawns are ready for fun. An uncovered pergola and a top of the line dock is ready for your toys and boats. Parking for everyone and the best view in East New Market can be yours! Restaurants and shopping are close by too.

6011 Sunnyside Ct, East New Market

Listing courtesy of Compass. Contact: (410) 429-7425
$329,900
3 Beds ⋅ 3 Baths
Riverfront Townhome with Private Boat Slip on the Warwick River! Welcome to your waterfront retreat at 101 Main Street Unit 119—this stunning 3-level townhome offers direct river access, a private boat slip, with a full-length pier just steps from your door. Enjoy quick boat rides to the Choptank River and Chesapeake Bay for world-class fishing, waterfront dining, and breathtaking scenery. The main level features an open floor plan, Kitchen with a pass-through to the dining room. The open-concept dining and living room featuring a wood burning corner fireplace leads to a private deck perfect for outdoor dining and relaxing with stunning river views. A private storage shed adds convenience. Upstairs, the Primary Suite offers a private river-view balcony, a full bath, including a makeup area, and double closets. A second bedroom, an additional full bath with , and laundry area complete the second floor. The top-level loft is a sun-filled third bedroom with panoramic views and a spacious storage room.. Recent community improvements include Bulkhead, Boardwalk.and roof. Maintanance free living included in Condo fees includes lawn care, trash service, outside building maintenance, water and electric at your boat slip. Enjoy your own private marina lifestyle—each unit has a dedicated boat slip with water and electricity, plus an additional visitor slip. A community boat ramp is just around the corner with ample parking. Located minutes from downtown Cambridge’s shopping and fine dining, and just a short boat ride to the Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina. Only an hour’s drive to Ocean City for beach and boardwalk fun!

101 Main St Unit #119, Secretary

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$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
$1,350,000
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
$650,000
4 Beds ⋅ 3 Baths
MAJOR PRICE REDUCTION! A rare opportunity to own a private waterfront retreat that not only offers an exceptional Eastern Shore lifestyle, but also a proven income-producing investment — with over $46,000 in rental payouts over the past two years and an active upcoming reservation calendar, the next owner can enjoy immediate revenue while still reserving time for personal use. Escape the pace of city life and discover your own secluded waterfront sanctuary on St. John's Creek, nestled among 3.5 picturesque acres. Conveniently located within an easy drive of Baltimore, Washington, D.C., and Northern Virginia, this peaceful retreat is surrounded by the natural beauty of Maryland's Eastern Shore, where bald eagles, osprey, herons, ducks, geese, sika deer, and other wildlife are part of everyday life. The charming cottage is filled with warmth and character, offering a welcoming living room with a mantle and pellet stove, a cozy kitchen and dining area, a versatile first-floor bedroom, laundry room with daybed, and a full bath. Upstairs, a spacious bedroom with a half bath and wood stove creates a peaceful, storybook-like retreat. The brick-floored screened porch overlooks St. John's Creek and the private pier, providing the perfect setting for morning coffee, evening cocktails, or simply watching boats and wildlife pass by. Designed for gathering family and friends, the thoughtfully crafted carriage house (guest house/second dwelling) significantly expands the property's versatility. It features a spacious bunk room with six bunk beds, an oversized second-floor bedroom accommodating two queen beds, plus a main level with kitchen, dining area, living room, and full bath. An attached two-car barn-style garage provides additional storage and functionality. Between the cottage and carriage house, the property comfortably sleeps up to 15 overnight guests. Offered fully furnished and completely turnkey, the property is ready to enjoy from day one. Relax around the waterside fire pit, launch kayaks and paddleboards from your private pier, or dine just minutes away at the popular Boats & Hose Restaurant. Due to the property's active vacation rental schedule, showing availability is limited — a comprehensive virtual tour will be available soon, allowing prospective buyers to experience the property while private showings are accommodated around existing guest reservations. Whether you're looking for a private waterfront getaway, a full-time residence, or an investment with established income potential, this property offers the flexibility to do it all. This is a rare opportunity to purchase a turnkey waterfront property with immediate income already in place.

4004 Robinson Neck Rd, Taylors Island

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

$1,035,000
5 Beds ⋅ 5 Baths
MAJOR PRICE IMPROVEMENT of $165K since first listed- HURRY to claim this unmatched waterfront oasis- Set on just shy of 4.5 private acres at the end of a quiet dead-end road, this stunning property boasts over 2,700 square feet, five bedrooms, and an incredible 1,000 feet of water frontage—creating a rare combination of space, privacy, and panoramic views of coveted Little Choptank River. Designed and built by an architect for their own personal retreat, this one-of-a-kind coastal waterfront sanctuary blends thoughtful design with the natural beauty distinct to the Eastern Shore. Enjoy effortless waterfront living with your own private pier featuring 3’ mean low water, a protected lagoon, and endless opportunities for boating, jet ski'ing, crabbing/fishing, kayaking, and exploring nature abound. Surrounded by wildlife and untouched beauty, this is the kind of setting that feels worlds away—yet you’re just minutes from the charm, dining, and shops of downtown Cambridge. And the opportunities don’t stop there!!--NO HOA and strong Airbnb potential make this not only a dream retreat, but a smart investment just in time for summer.

1307 Broadview Dr, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$239,000
2 Beds ⋅ 2 Baths
This cozy 2 bedroom, 2 bath condo is nestled in the sought-after waterside community of Deep Harbour. As you enter, you'll be greeted by a bright and spacious living area that flows seamlessly into the kitchen, equipped with modern appliances, sleek countertops, and ample cabinet space. The primary features a private en-suite bath and plenty of closet space, while the second bedroom offers versatility for guests or a home office. Outside, enjoy a private balcony with creek views, or take a stroll along the public riverwalk that outlines the community, with downtown restaurants and shopping just minutes away. Deep Harbour is a gated community with secure assigned garage parking, keypad/fob front building entry, and nearby boat ramps. Enjoy access to a community pool, nearby parks, playgrounds, the Fishing Pier, and the Harriet Tubman Museum & Educational Center in Cambridge. Nature lovers will appreciate the nearby Blackwater National Wildlife Refuge and its Visitor Center. Storage unit included.

900 Marshy Cv Unit #411, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$400,000
4 Beds ⋅ 4 Baths
Spacious three-level Rivermarsh townhouse offering significantly more finished living space than most new construction options in the community, with the added benefit of immediate availability. Located adjacent to the Hyatt Regency Chesapeake Bay Resort, this home delivers a coastal, resort-style lifestyle without the wait, uncertainty, or upgrade costs often associated with new builds. The main level features an open-concept layout connecting the living, dining, kitchen, and den areas, ideal for everyday living and entertaining. A fireplace anchors the den, and a screened-in balcony provides peaceful golf course views. Upstairs, the primary suite includes an en suite bath and walk-in closet, along with two additional bedrooms and a full hall bath. Laundry is conveniently located on this level. The lower level was designed as a fourth bedroom with a private en suite bath and offers flexibility as a guest suite, home office, or private retreat. An oversized, finished garage with ample lighting adds storage and functionality rarely found in nearby new construction. Residents enjoy access to community amenities and close proximity to marina life, golf, waterfront dining, and all that Cambridge and the Eastern Shore have to offer. This home presents a rare opportunity to secure more space, more flexibility, and immediate occupancy in a premier resort-adjacent setting.

2804 Persimmon Pl Unit #D3, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$850,000
2 Beds ⋅ 2 Baths
Stunning Custom-Built Coastal Home with Private Beach! This one-of-a-kind coastal home represents over three years of meticulous planning and construction, designed for maximum durability, energy efficiency, and minimal maintenance. No detail has been overlooked in this custom build, which showcases a thoughtful blend of modern features and antique charm. Structural Features: Oversized footers with rebar for a solid foundation Extra-deep 12-inch stone driveway with Typar fabric for durability New culvert pipe at the entrance and concrete-filled block walls, tying everything together for added strength and protection. Flood gates at grade level to safeguard against water entry Block-constructed interior stair tower to ensure no water enters the living space Premium framing using Number 1 Select Southern Yellow Pine, with 9-foot walls and 2x12 floor joists for a rock-solid structure. Truss roof system with hurricane clips, blanket insulation, and metal roofing to prevent sweating Garage & Exterior: 12-inch stone base and 6-inch, 5000 PSI concrete garage floor Fully insulated, stainless steel garage doors Tyvek wrap on the exterior, with reflective 3/8” fan-fold insulation for added energy efficiency PVC trim with a hidden plug system for a clean look Cedar panel siding rated for 130 mph winds Low-maintenance, commercial-grade fiberglass decking with a structural steel frame, hot-dip galvanized for durability Aluminum handrails, powder-coated white for a sleek, coastal design Interior Features & Custom Details: Unique antique accents, including a bronze ship bell mounted on an antique column in the stairwell Spanish-American War fireback backsplash and a historic cast-iron fireplace from Washington, DC Early Bombay-style dresser vanity in the master bathroom with a matching mirror, stained to complement the home’s coastal color palette Handrail leading to the basement crafted from a traditional oar to enhance the coastal theme All wood used is top-tier, including number one clear pressure-treated decking and stainless steel screws for long-lasting performance Energy Efficiency & Sustainability: Air-sealed prior to insulation, with spray foam insulation in walls, floors, band boards, and attic (R-30 in floors, R-60 in the attic) HVAC and attic areas also receive spray foam for maximum efficiency Baffles installed at eaves for optimal airflow, reducing energy costs Electric bills averaging just $100 per month Fire sprinkler system with a discreetly located tank and pump for safety Gourmet Kitchen & Bathrooms: Custom oak kitchen cabinets, painted to match the tongue-and-groove ceiling High-end, 36-inch stainless steel gas stove and energy-efficient appliances Premium Fantasy Brown marble countertops (two grades above granite), sourced from a single slab Arabesque tile backsplash to complete the kitchen design All bathrooms feature white subway tile, with a master bath receiving marble accents and a guest bathroom enhanced with green sea glass accents Both bathrooms include rain showerheads and hand showers for easy cleaning Interior Finishes: Nickel gap walls throughout the kitchen, living room, and hallway, and tongue-and-groove ceilings throughout Solid wood doors with frosted glass inserts and crystal knobs for an elegant touch Stained oak stair treads and handrails, complemented by luxury glue-down commercial plank flooring Thoughtful design focused on safety, efficiency, and low maintenance This home was built with care, incorporating over 40 years of experience and a passion for creating a space that is both functional and beautiful. Perfectly designed to withstand the elements and deliver comfort and style, this is a rare opportunity to own a property that blends the best of modern living with historic charm. Contact us today to schedule your private tour and see firsthand the unmatched craftsmanship and attention to detail that went into this extraordinary home! Be sure to visit the drone and virtual tours of the home

1826 Hoopersville, Fishing Creek

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$384,900
3 Beds ⋅ 2 Baths
NEW PRICE! Brand-new and 100% completed on Wrights Rest Road! This move-in-ready home offers a bright open layout with a granite kitchen, an energy-efficient heat pump, and an on-demand tankless hot water heater for maximum comfort and savings. Enjoy quiet Eastern Shore living on a generous lot with no HOA restrictions and an attached front-entry garage. Ready for immediate occupancy—make it yours today!

6805 Wrights Rest Rd, Hurlock

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$289,000
3 Beds ⋅ 4 Baths
Your Eastern Shore dream home WITH A DEEDED MARINA SLIP awaits and is priced to sell in the gated community of Deep Harbour in historic Cambridge, Maryland! This large end unit located just steps from the community pool complex features over 2,400 sq ft of sunlit living space with high ceilings, custom window treatments, a large owner's suite, and ample free parking across from your private driveway and garage! A BRAND NEW HVAC SYSTEM WAS JUST INSTALLED FEB. 2026 - and this new $15K system includes a 10 year manufacturer warranty! This meticulously maintained former model home is owned by the original owners. The spacious living area on the second level is bathed in sunlight from the many large windows and a bay window bump-out. Ceramic tile flooring lines the sunroom and eat-in kitchen with island, stainless steel appliances, and large pantry. Updated wide plank LVP flooring completes the living room with multiple seating areas for entertaining or relaxing, a half bath and closet for storage. The top floor has 3 bedrooms with recently installed carpet and 2 full bathrooms connected by a hallway with LVP flooring and a linen closet. Decorating options are endless in the owner's suite that includes a sitting area with large windows adorned with custom window treatments including blackout blinds, a walk-in closet, and a bathroom with double sinks, a soaking tub, and a walk-in shower. Recently installed berber carpet lines the wide stairways leading from the hardwood flooring greeting you at the entry in the foyer. The first floor features a half bath and a den/guest room along with an exercise room/office with slider to the back patio and community pool, as well as the laundry and utility closets, and access to the large garage with storage area and brackets for your paddelboard and bikes. It's a quick walk or ride to the marina and riverwalk where you have private access to your own deeded boat slip (Slip #3) with association-provided water and electric where you can dock boats up to 33 feet in length. So in addition to enjoying all of the Deep Harbour community amenities, local Cambridge shops and restaurants, and nearby parks and beaches, you can enjoy boating on the Choptank and Chesapeake from your own slip! Whether you're looking for a relaxing vacation home, a homebase for coastal adventures from the Bay to the Ocean, or a poolside escape, you'll have ample free time to enjoy it all with no lawn maintenance and security features like an in-house sprinkler system, alarm system , and fire hydrant right out front all within the gated community. Homes with deeded boat slips aren't often available so visit 322 Shipyard and Slip 3 at the marina today! Monthly water and sewer is a flat rate of $73.20; the $431 association fees represent monthly cost for townhome and $151.00 represent monthly fees for marina slip; see list for additional inclusions; a capital contribution fee may apply; your agent can share information on amenities, HOA/Condo fees, and deferred water/sewer payments from disclosures. All measurements listed are estimated by CubiCasa; buyer and their agent to confirm all measurements, fees, association requirements, tax and school information.

322 Shipyard Dr Unit #82, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369