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$305,000
3 Beds 4 Baths
Nestled in the charming historic waterfront town of Cambridge, this meticulously cared-for, almost-new townhome offers a wonderful blend of comfort and style. Step inside to discover a versatile, finished recreation room on the first floor – envision a productive home office, a fun game room, or an extra space for entertaining guests. On the second level you will be greeted by a bright and airy living space. The kitchen boasts a convenient center island and elegant granite countertops. Seamlessly connected are a cozy breakfast area and an open living room, creating an ideal flow for everyday living and gatherings. Upstairs, you'll find three generously sized bedrooms. The primary suite is a true retreat, complete with a private bathroom and walk-in closet. This lovely townhome in Cambridge presents a fantastic opportunity for low-maintenance living in a vibrant, private, gated, waterfront community on the Choptank River featuring a pool, club house and marina. Don't miss your chance to make it yours! ****This home is in an FHA Approved Section of the Community! *** *****

340 Shipyard Dr, Cambridge

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442

$465,000
4 Beds 3 Baths
Welcome to 308 Glenburn! This is a classically-designed 2,284 SF house surrounded by a multitude of glorious lush gardens on .26 of an acre! 308 is a lovely 4 bedroom, 2.5 bath home, served by central air conditioning and brand new windows throughout. 308 showcases a beautiful sunny living room with a charming wood-burning fireplace and a great screened-in porch just off the living room. Additionally, the house offers a gracious dining room with a cozy den/office located just off the dining room. The inviting updated kitchen is large and well laid out with great appliances and a sunny bonus/office room behind the kitchen, which leads to the back yard. Thee laundry room is located conveniently just off the kitchen. The second floor boasts 4 well-sized bedrooms and 2 updated bathrooms. The third floor is reached by built-in steps and has great potential for serving as additional living space if desired. Additionally, the house has a spacious attached 2-car garage with new remotely-controlled garage doors. The back yard hosts a large, useful garden shed sited amongst beautiful gardens. This beautiful classic house is located on a wide gracious street in Cambridge, just a few blocks from the banks of the mighty Choptank River and the Cambridge Yacht Club. If walkability to downtown restaurants and shops is of interest to you this is the ideal location. Please consider joining in the ongoing renaissance taking place in Cambridge, MD!

308 Glenburn Ave, Cambridge

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

$1,250,000
5 Beds 4 Baths
🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.

5253 Ragged Point Rd, Cambridge

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

$799,999
3 Beds 2 Baths
SEIZE THE SUNSET! Enjoy waterfront tranquility right at your back door—and don’t miss this significant price improvement! If you’ve been searching for an immaculate, move-in-ready waterfront home with exceptional first-floor living, this may be the one. Major interior renovations were completed in 2022, and this beautifully updated and meticulously maintained 3-bedroom, 2-bath home offers more than 2,300 square feet of bright, inviting living space designed to showcase the beauty of the Eastern Shore. Panoramic waterfront views greet you from nearly every room, with the living room overlooking the breathtaking vistas of Fishing Creek. Two spacious living areas, each featuring a cozy fireplace, provide plenty of room to relax, entertain, and enjoy the changing seasons.The open gourmet kitchen is the heart of the home, featuring custom finishes, modern updates, and a built-in wine cooler—perfect for preparing meals, gathering with friends, or simply enjoying a quiet evening while taking in the view. Major systems and improvements have already been taken care of, offering peace of mind for the next owner. The roof was replaced in 2018, the HVAC system in 2022, and new thermostats were installed in 2024. An updated sprinkler system, new French gutter drains installed in 2025, and an improved Dry-Zone encapsulated crawl space further enhance the home's efficiency and long-term protection. The crawl space also features a new dehumidifier installed on a raised platform, new insulation, and an indoor monitoring system, all completed in 2026. For additional peace of mind, the home includes transferable USAA flood insurance along with annual Dry-Zone, HVAC, and pest control inspection contracts. Connected to public sewer, this home offers the convenience of simplified ownership from day one.Ideally located just a short distance from historic Cambridge and the Hyatt Regency Chesapeake Bay Golf Resort, with easy access to Easton, Oxford, and St. Michaels. Nature lovers will appreciate the close proximity to Blackwater Wildlife Refuge, where you can explore scenic trails, enjoy kayaking and biking, observe abundant wildlife, and perhaps catch a glimpse of the area's magnificent bald eagles. This is more than a home—it’s an opportunity to embrace the peaceful waterfront lifestyle, spectacular sunsets, and timeless charm of Maryland’s Eastern Shore, with the comfort and confidence of a home where many of the major updates have already been completed.

1318 Bell Ln, Woolford

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$305,000
3 Beds 4 Baths
Don’t miss this opportunity to own a beautifully maintained, nearly BUILT IN 2024 townhome in the charming waterfront town of Cambridge. Located in a private gated community along the scenic Choptank River, this home offers the perfect blend of modern comfort, style, and low-maintenance living. The entry level features a versatile finished recreation room. The main living level showcases a bright, open floor plan with a spacious living area and a stylish kitchen complete with granite countertops, a large center island, and a cozy breakfast area designed for both everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms, including a relaxing primary suite with a private bath and walk-in closet. Residents enjoy exceptional community amenities including a pool, clubhouse, and marina, all just moments from the waterfront. A fantastic opportunity to own in one of Cambridge’s most desirable waterfront communities schedule your showing today

343 Shipyard Dr, Cambridge

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

$275,000
3 Beds 3 Baths
Welcome to this stunning, modern home in Cambridge. This beautifully designed 3-bedroom, 3-bath residence features sleek appliances, contemporary finishes, and an open concept layout that creates a seamless flow throughout the home. Abundant natural light fills the space, creating a bright, spacious, and inviting atmosphere. Step outside to a generously sized backyard, perfect for entertaining, relaxing, or creating your own outdoor retreat. The home also features a two car garage, providing added convenience and storage. Ideally located just minutes from shopping, dining, parks, and scenic waterfront areas, this home offers the perfect blend of style, comfort, and modern living. Don’t miss the opportunity to make this exceptional property your own!

110 Mariners Way, Cambridge

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

$380,000
4 Beds 4 Baths
Golf course views from a screened balcony, next to the Hyatt Regency Chesapeake Bay Resort in Cambridge. This three-level River Marsh townhome, built in 2007, holds 2,844 finished square feet, four bedrooms, three full baths and one half bath: room for guests, a home office and everyday living, each on its own floor. The main level runs open from the living room through the dining area to the kitchen, with an island and a wall of cabinets, and on to the den, where a fireplace anchors the seating. Off this level, the screened balcony looks out over the golf course, a spot for morning coffee or dinner outside. Upstairs, the primary suite has an en suite bath and a walk-in closet. Two more bedrooms, a full hall bath and the laundry complete the second floor. The lower level holds a fourth bedroom with its own full bath, a layout that works as a guest suite, office or recreation room. The oversized two-car garage is finished, with lighting and storage, and enters from the front. Heat pump with natural gas backup, public water and sewer, 200-amp electric service. Condominium ownership: the condo fee is $385 per month and the HOA fee is $42 per month. River Marsh sits off U.S. 50 at Heron Road, beside the Hyatt Regency Chesapeake Bay Resort. Cash, conventional, FHA and VA financing accepted. Possession at settlement, with no build timeline to wait out.

2804 Persimmon Pl Unit #D3, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$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

$625,000
3 Beds 2 Baths
Situated as the last privately owned property on Maple Dam Road before entering Blackwater National Wildlife Refuge, this 10.54± acre offering occupies an exceptional setting surrounded by refuge lands on all sides. The property lies within thousands of acres of permanently protected public ground, providing unmatched privacy, wildlife presence, and long-term landscape preservation in the heart of Dorchester County. Improvements include a 1,718± square-foot residence powered by a PV solar array, backed by an on-demand 22kw generator delivering efficient and sustainable energy. Climate control is handled by six mini-split systems, with an additional in-box unit conveying with the sale, offering flexibility for future expansion or replacement. The home features two gas fireplaces, with one having an option to burn wood, adding both comfort and versatility. A four-person hot tub is included, creating an ideal space to unwind and watch the sunset. A 30’ x 30’ garage with 14-foot ceilings provides ample room for boats, equipment, and sporting gear. in addition to the large garage, a climate-controlled office/workshop is just steps away from the main house. The land itself is highlighted by natural marsh ponds and wetlands, enhancing habitat and contributing to the area’s outstanding waterfowl hunting and well-established Sika deer population. This property offers a unique opportunity to enjoy legitimate hunting and outdoor recreation from a private home site while being fully immersed within one of Maryland’s most iconic conservation landscapes. Whether used as a full-time residence, weekend retreat, or generational sporting property, Maple Dam Road delivers an exceptional blend of access, privacy, and outdoor heritage that is increasingly difficult to find on the Eastern Shore. A BAT System upgrade plan has been developed to bring BAT/BIP System up to standards. Contact for additional information.

3819 Maple Dam Rd, Cambridge

Listing courtesy of The Land Group. Contact: (410) 934-3478

$349,900
3 Beds 3 Baths
Fully Renovated in Waterfront Community — Private Beach, Pier & Pavilion Access Included Everything is new. Everything is done. Just move in. This 3-bedroom, 3-bathroom raised rancher on Parsons Drive in Madison has been renovated top to bottom — and it sits in a waterfront community with private beach access, a fishing pier, and a community pavilion. New kitchen with stainless steel appliances, updated cabinetry, and generous counter space. New luxury flooring throughout. New HVAC system and CPVC plumbing. New siding. New spacious deck for entertaining or unwinding outdoors. Attached garage for everyday convenience. The full unfinished basement is a blank canvas — finish it for additional living space, set up a workshop, or use it for storage. The potential square footage here is a bonus most buyers overlook. All of this in a community where your amenities include a private beach, fishing pier, and pavilion — the waterfront lifestyle without the waterfront price tag. Every major system and finish has been replaced. Nothing to update, nothing to repair, nothing to wait for. Dorchester Sanitary Fee applies to the property

921 Parsons Dr, Madison

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442

$259,000
3 Beds 3 Baths
***SELLER OFFERING $10,000 TOWARDS BUYER'S CLOSING COSTS*** END UNIT located in Heron Point community, this nearly new 3 bedroom, 2.5 bath townhouse offers approximately 1,580 sq ft of fully upgraded modern open-concept living. Designed in 2022–2023, the home features a one‑car garage with an interior door that makes hauling groceries and personal items easier. The first level serves as your unloading zone/mudroom and office. The 2nd level has generous natural light in the living room and kitchen and has a porch view of the tree line, not other homes. You also have a half bathroom just before going upstairs to the 3rd level. On the 3rd level, the spacious primary suite has a walk-in closet attached to the full bathroom. The two additional bedrooms share a full hall bath. HOA fees cover all grass cutting and mulching, as well as snow removal from the streets! This home is not a new construction, so no additional builder costs! Spend your afternoons fishing from Bill Burton Fishing Pier on the Choptank River, or head to Long Wharf Park where no fishing license is needed. The Cambridge Municipal Yacht Basin and River Marsh Marina are just minutes away, and Blackwater National Wildlife Refuge is practically in your backyard for kayaking, birding, and weekend adventures. Downtown Cambridge is just minutes away, where you’ll find waterfront dining, a mile-long boardwalk at Sailwinds Park, local shops, the Thursday Farmer’s Market at Long Wharf, seasonal festivals, and historic brick streets, all with that genuine small town Eastern Shore feel.

600 Red Bill Ln, Cambridge

Listing courtesy of RE/MAX Advantage Realty. Contact:

$675,000
3 Beds 3 Baths
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:

$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

$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