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$1,350,000
4 Beds 5 Baths
A Private Waterfront Estate Where the World Falls Quiet—and Time Slows to Your Pace... There are homes that offer space. And there are homes that offer escape. At 5419 Ragged Point Road, you leave more than traffic behind—you leave noise, urgency, and compromise. Just a comfortable drive from Washington, D.C., Baltimore, and Ocean City, this contemporary waterfront estate gives you something rare: true privacy without isolation. Set on nearly 12 acres, with an extraordinary 1,500 feet of frontage along the quiet waters of Brooks Creek, this is not simply a home. It is a front-row seat to nature—uninterrupted, unhurried, and entirely your own. Inside, the house speaks in the language of craftsmanship. Four bedrooms. Two full and three half baths. Built in 2007 with a discipline you can feel in every line and finish. And unlike most properties of this caliber, it is offered fully furnished—each piece chosen to complement the home, not merely fill it. The kitchen is not designed to impress—it simply does. Precision appliances from Wolf, Sub-Zero, and Bosch. Everything exactly where it should be, whether you are preparing a quiet dinner for two or hosting a weekend that stretches late into the evening. The primary suite offers a different kind of luxury—the kind that restores you. A deep soaking tub. A separate shower. Silence when you want it. Space when you need it. But it is outside where this property earns its distinction. Step onto one of several balconies or decks, and the view does the work for you. Water in every direction. Light changes by the hour. Mornings that begin with stillness and sunrise and end with beauty that seem almost staged. A private pier extends your living space into the creek, complete with water, electric, and a 12,000 lb boat lift. For boaters, it is effortless. For fishermen, irresistible. For hunters, the presence of a duck blind and abundant wildlife turns the land itself into an asset few properties can claim. And yet, for all its features, the real value of this home is harder to measure. It is the moment you realize you have nowhere else to be. The quiet conversation lasts longer because it can. The feeling—rare, and increasingly valuable—that you have found a place that gives more than it takes. If you’ve been waiting for a property that offers not just waterfront, but a way of living that feels deliberate, private, and complete—this is it. Come see it for yourself. You’ll know very quickly whether it’s simply a beautiful home… or the one you’ve been looking for.

5419 Ragged Point Rd, Cambridge

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$349,950
3 Beds 2 Baths
****PRICE IMPROVEMENT****** Coastal Charm & Exceptional Space! This thoughtfully designed Cape Cod blends classic Eastern Shore charm with a relaxed coastal feel and an inviting, open layout. The spacious kitchen flows seamlessly into the dining and living areas, creating a warm and welcoming space for everyday living and entertaining. One of the true highlights is the expansive 36’ x 10’ screened front porch, the perfect spot to unwind while enjoying refreshing Bay breezes, beautiful sunrises, and spectacular Eastern Shore sunsets. The main-level primary bedroom offers convenient one-floor living, while the upper level features two generously sized bedrooms, each with abundant closet space. For those needing serious storage or workspace, the oversized 3-car garage measures approximately 36’ x 35’ and offers exceptional versatility. One bay features an impressive 18’ garage door, providing ample room for an RV, boat, workshop, or all your favorite watersport toys. A separate 2-car section provides plenty of additional room for vehicles and storage. Ideally located just a short distance from Old Salty’s Restaurant and Hoopers Island General Store, this property offers the perfect combination of peaceful coastal living and convenient access to local favorites. Whether you're looking for a full-time residence, weekend escape, or your own Eastern Shore retreat, this charming Cape Cod offers a wonderful opportunity to embrace the relaxed pace and natural beauty of coastal living. Solar Run Solar panels are leased; Buyer to assume the solar lease, subject to transfer approval. Current lease balance as of April 2026 is $27,969. – Monthly payment is $201.87 the amount goes up 2.9% annually in April, and the monthly electric bill is $13.00. No transfer fee but there is a $250.00 credit check fee.

2576 Hoopers Island Rd, Fishing Creek

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

$349,900
3 Beds 2 Baths
WOW! Seller is motivated and has drastically reduced. Act now while there is plenty of summer left. Chesapeake sunsets and Honga River sunrises. Watermen heading out at dawn. Ospreys, heron, and egrets hunting their dinner. A short walk to crabs harvested that very morning. Everything that makes the Eastern Shore unique -- the Bay, windswept marshes, seafood, its deeply rooted history -- in a magical place where time slows down so you can catch up. Check out the former Airbnb " Hoopers Island Victorian" listing to find out what makes the house and island so special, from the past visitor's reviews. 🏡 The House Cross a breathtaking causeway and you are smack dab in the middle of an island that measures 1/3 of a mile across. this Chesapeake Bay to the west, Honga River to the east, tidal marsh to the north, and a marina to the south. You are surrounded by water and can see it from every room in the house. A spacious Victorian filled with historic details, high ceilings and original hardwood floors. Windows everywhere, all designed to bring in natural light and bay breezes, 3 bedrooms (comfortably sleeps 8), 1.5 baths, all new appliances. 1.4 acres, privacy, outdoor shower, grazing deer and resident Osprey family. Air-conditioning, high-speed internet, 2 fridges. 🔑 Lock and Load All you have to do is move in. Seller has completed extensive renovations. Includes most furniture and lighting, including dining table and chairs, living room couch and chairs, 5 beds, bureaus, TV and 2 refrigerators. Hammock chairs, porch furniture, fishing poles, crab nets and appliances. 🌾 The Island Two miles off Maryland’s Eastern Shore and 45 minutes from historic Cambridge lies Hoopers Island—one of the last inhabited islands in the Chesapeake Bay. Stretching ten miles and made up of three barrier islands, it’s home to pelicans, ospreys, great blue herons, egrets, cormorants, ibis, and only about 500 year‑round residents. Outdoors, the lifestyle truly comes alive--summer firepits under the stars, crisp fall evenings along the shoreline, and kayak adventures just moments way (kayaks included). Each season brings its own rhythm from sun-soaked summer days to the deeply restorative autumn season. 📍 The Region Close to Easton, St. Michaels, and Oxford. Blackwater National Wildlife Refuge offers hiking paths and 17 miles of water trails and a wide variety of local wildlife and scenic views. The Harriet Tubman Museum. a 10-minute drive to Old Salty's Restaurant, an Eastern Shore institution. A 10-minute walk to the freshest crabmeat and steamed crabs. Day trips to Ocean City or Rehoboth Beach, or carve out a half day visit to St Michaels, Oxford or Easton/

1606 Steamboat Wharf Rd, Fishing Creek

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

$448,500
4 Beds 4 Baths
Back on the market! Due to no fault of the Seller's, you have another chance to make this your home! Welcome to resort-style living at the prestigious Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina in Cambridge, Maryland. This beautifully maintained townhome offers the perfect blend of comfort, convenience, and Eastern Shore charm, located within one of the region’s most sought-after waterfront resort communities along the Choptank River. This 4 Bedroom 3.5 Bathroom home features tasteful upgrades throughout, including maple cabinetry in the kitchen and bathrooms, granite countertops, crown molding, and quality finishes that add warmth and sophistication to the living spaces. Enjoy a balcony on the front of the home offering views of the Choptank River-perfect for morning coffee or evening sunsets. The rear of the home offers three outdoor living spaces, ideal for entertaining, relaxing, or enjoying the peaceful resort surroundings Enjoy a relaxed coastal lifestyle just moments from the award-winning River Marsh Golf Club, marina, spa, waterfront pools, and dining. Whether you’re searching for a primary residence or weekend retreat this property places you in the heart of resort living. Golf, pool, and certain resort amenities may require membership or additional fees.

2830 Persimmon Pl Unit #A5, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$235,000
2 Beds 2 Baths
Experience affordable waterfront living without compromising on lifestyle in this beautifully updated top-floor penthouse. From your private balcony, enjoy peaceful long-water views stretching toward the Choptank River and front-row seats to the Fourth of July fireworks over the water. Offering 1,493 square feet of thoughtfully updated living space, this 2-bedroom, 2-bath residence features new luxury vinyl plank flooring throughout, upgraded lighting, elegant chair rail detailing, and a spacious open layout designed for comfortable everyday living. The modern kitchen has been refreshed with all-new stainless steel appliances, while the upgraded full-size stacked washer and dryer add everyday convenience. The generous primary suite includes a spa-inspired bathroom with dual vanities, new comfort-height toilets, a walk-in shower, and timeless white marble flooring. Located within the secure, gated Deep Harbour waterfront community, residents enjoy elevator access, front-door intercom entry, an assigned indoor garage parking space, and the added benefit of a rare private storage unit. Deep Harbour offers an exceptional waterfront lifestyle with a community marina, piers, kayak launch, scenic walking paths, swimming pool, bathhouse, picnic areas, and beautifully maintained grounds along Cambridge Creek. Just moments from historic downtown Cambridge, you'll enjoy locally owned restaurants, shops, marinas, festivals, and the exciting Cambridge Harbor redevelopment on the Choptank River, bringing new waterfront dining, entertainment, and recreational amenities. Perfectly positioned for commuters and weekend travelers alike, Cambridge offers convenient access to Annapolis, Easton, Salisbury, Ocean City, and the broader Chesapeake Bay region—making it easy to enjoy coastal living while staying connected to work and recreation. Whether you're looking for a full-time residence, weekend retreat, or low-maintenance waterfront home, this penthouse delivers exceptional value, security, and an enviable Eastern Shore lifestyle. 𝗣𝗿𝗼𝗽𝗲𝗿𝘁𝘆 𝗛𝗶𝗴𝗵𝗹𝗶𝗴𝗵𝘁𝘀 • Top-floor penthouse with long water views toward the Choptank River • 1,493 sq. ft. | 2 Bedrooms | 2 Full Baths • Private balcony with water views and Fourth of July fireworks • New luxury vinyl plank flooring throughout • All-new stainless steel kitchen appliances • Full-size stacked washer & dryer • Spacious primary suite with dual vanities, walk-in shower & marble flooring • Upgraded lighting fixtures and chair rail detailing • Upgraded comfort-height toilets installed • Assigned indoor garage parking space • Rare private storage unit • Secure gated building with front-door intercom • Two elevators serving all residential floors • Waterfront community with marina, piers & kayak launch • Swimming pool, bathhouse, picnic areas & waterfront walking paths • Minutes to historic downtown Cambridge • Near the exciting Choptank Harbor waterfront redevelopment • Easy access to Easton, Annapolis, Salisbury, Ocean City & the Chesapeake Bay • Affordable, low-maintenance waterfront living on Maryland's Eastern Shore

700 Cattail Cv Unit #412, Cambridge

Listing courtesy of Kinetic Realty, Inc.. Contact: (443) 222-0010

$699,900
7 Beds 3 Baths
THE ORIGINAL HOME OF "CAPTAIN JOHNNIE" BUILT IN 1920 AND TOTALLY RESTORED. EXPANSIVE WATER-VIEWS WITH 300 FEET OF RIP RAP/BULK HEADING. PERFECT FOR YEAR ROUND LIVING, WEEKLY VACATION RENTAL OR VACATION HOME . BEAUTIFUL HARDWOOD FLOORS, FULLY EQUIPPED EAT IN KITCHEN, HUGE FAMILY/GREAT ROOM WITH WALL MOUNTED TV . HOME IS FULLY FURNISHED AND EXCEPTIONALLY EQUIPPED - EVERYTHING EXCEPT POOL/CARD TALBE CONVEYS. DIRECT TV AND HUGHES INTERNET. NIT-RED SEPTIC SYSTEM, HAS BEEN A SUCCESSFUL VACATION RENTAL - CAN PROVIDE DOCUMENTATION. LARGE OUTBUILDING HOUSING BIKES,CANOES AND KAYAKS THAT ALL CONVEY FABULOUS ON LINE ARTICLE AND PICTURES OF HOOPERS ISLAND AND LOCATION "ONLYINYOURSTATE - MARYLAND - MOST SCENIC DRIVE MD

1632 Steamboat Wharf Rd S, Fishing Creek

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$675,000
Do you dream of a serene waterfront escape with room for horses, privacy, and the opportunity to create something truly special? Recently PERC APPROVED for a 5-bedroom home, this 10-acre horse farm on Hudson Creek offers exciting new possibilities to renovate the existing residence or build the waterfront home you’ve envisioned. The property is already well equipped for equestrian use with two fenced pastures, a barn, run-in shed, storage shed, and fresh water systems for the horses. Surrounded by wide-open space and limited future development, the setting offers exceptional privacy and peaceful, protected views. Water lovers will appreciate the 100-foot T-shaped pier with over 4 feet of mean low water on protected Hudson Creek, providing easy access to the Chesapeake Bay and some of the area’s best fishing and crabbing. A charming old crab shack near the shoreline offers additional potential with some repairs. An oversized detached brick 4-car garage provides plenty of room for a workshop, hobby equipment, boats, or collectible vehicles. The existing all-brick home is being sold AS IS and features three bedrooms, two-and-a-half baths, a brick fireplace, and attached 2-car garage. With 10 waterfront acres, established equestrian amenities, deep-water access, and the recent 5-bedroom PERC approval, this property presents a rare opportunity to bring your vision to life on Maryland’s Eastern Shore.

5816 Indian Quarter Rd, Cambridge

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

$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

$349,900
4 Beds 2 Baths
Don't miss this oppurtunity at affordable living at its best, SOLAR ARRAY INCLUDED $13.00 per month electric bill and an in-law suite that can be rented to offset your mortgage! Charming 2019 Remodeled Home with Scenic Fishing Creek Views and Private In-Law Suite Discover tranquility in this beautifully remodeled home in 2019, ideally located with breathtaking Fishing Creek water views. Perfect for nature enthusiasts, anglers, and hunters, this property is nestled in one of the East Coast’s most sought-after outdoor destinations, just minutes from the famed Blackwater National Wildlife Refuge and a short two-hour drive from Washington, D.C. Property Highlights: Versatile Outbuildings: The property features three additional structures, including a large barn with a fully-equipped in-law suite and two spacious sheds, offering ample storage or hobby space. Prime Fishing & Boating Access: Experience some of the region’s best fishing just steps away, with convenient boat storage at the neighboring marina. Local Charm at Your Doorstep: Take a leisurely stroll to Hooper’s Island General Store or dine at the iconic Old Salty’s Restaurant, renowned for its fresh seafood and authentic island charm. Energy Efficiency: A solar array helps drastically reduce or eliminate electric bills, offering eco-friendly and cost-efficient living. A Nature Lover’s Paradise: Surrounded by top-tier fishing, hunting, and wildlife, this home is a serene retreat from the bustle of city life, yet close to all essential amenities. Whether you’re looking for a peaceful weekend escape or a year-round residence, this property combines comfort, adventure, and local charm. Don’t miss your chance to own a piece of Maryland’s hidden paradise!

2826 Hoopers Island Rd, Church Creek

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$100,000
BUILDABLE LOT IN FERRY FARM ESTATES HIGH SPEED FIBER OPTIC INTERNET AVAILABLE Ferry Farm Estates is a beautiful waterfront community in a quiet country setting. In the village of Hudson, also known as the Neck District, it is situated along Covey Creek with westerly views and access to the Chesapeake Bay. ..perfect for enjoying sunsets! Build your dream home knowing there are Covenants in place which set the building and maintenance standards to help maintain the integrity and value of your investment. Minimum Square Footage (2200 one story, 2600 two story or 1 1/2 story) IMPORTANT -- BIP has been approved for sanitation hookups....need only to install your septic tank, pump, and line to connect to BIP. BONUS, with approved** application through Dorchester County Environmental Health Dept, the required B.A.T. system (Best Available Technology) is 50% covered, 100% covered for applicants whose income is less than $300K/year. Ferry Farm Estates is small enough to create a great neighborhood (21 lots) yet large enough for each homeowner to have ample space and privacy, with lots of wooded areas and wildlife. Community Landing Area provides a pier and access to Covey Creek which is great for crabbing, fishing, or launching kayaks and canoes. Shared BIP ponds in place for septic. All permits were issued for current NEW CONSTRUCTION on 2 lots within Ferry Farm Estates. Don’t miss your opportunity to build in this beautiful waterfront community! **All properly completed applications for sites in critical areas are approved if funding is available. As of June 2024, there is available funding

810 Kim Dr Unit #LOT 18, Cambridge

Listing courtesy of Gray Services. Contact: (410) 330-9933