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$325,000
4 Beds 3 Baths
Secure a high potential residence in the heart of the sought after Blackwater Landing community. This 2,340 square foot home is priced to offer immediate value, making it an ideal choice for buyers who want to build equity through their own custom updates. The property features a transferable solar panel system, which serves as a major benefit for the next owner by lowering monthly energy costs from day one. The interior layout is open and airy, featuring a large great room that flows toward the back of the home. Upstairs, you will find an expansive primary suite and well proportioned bedrooms. One of the home's most impressive assets is the massive rear deck, providing a vast space for outdoor dining and seasonal gatherings. Located near the Choptank River and local amenities, this property offers the perfect foundation for a modern coastal lifestyle.

1627 Osprey Cir, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$624,000
4 Beds 3 Baths
Discover the perfect blend of privacy, comfort, and waterfront living with this exceptional move-in-ready Colonial, nestled on 6.01 scenic acres. Offering 4 bedrooms, 3 full baths, and an abundance of versatile living space, this property is ideal as a full-time residence, weekend retreat, or multigenerational home. Wake up to peaceful water views and enjoy your morning coffee on the expansive rear deck overlooking the tranquil setting. Inside, you'll find a spacious country kitchen, a flexible first-floor bedroom or home office, and inviting living areas designed for both everyday living and entertaining. The property is loaded with sought-after amenities, including a private floating dock for boating, fishing, or kayaking, a detached workshop with electricity, heating, and air conditioning perfect for hobbies or storage, and a separate in-law suite complete with its own sauna, providing an ideal space for guests, extended family, or potential rental opportunities. Additional features include a two-car attached garage, an attractive stone walkway with brick front steps, and the peace and privacy that only a rural waterfront setting can provide. Conveniently located just minutes from Cambridge's shopping, restaurants, and schools, while also offering easy access to nearby beaches and major metropolitan areas, this is a rare opportunity to own an affordable waterfront property with acreage, privacy, and exceptional versatility.

5214 David Greene Rd, Cambridge

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

$569,000
4 Beds 4 Baths
Built in 2025, this popular Dune model overlooks the golf course and enjoys sweeping fairway views and western sunsets. Offering 4 bedroms and 3.5 baths with first floor primary suite, the thoughtfully designed floor plan is ideal for everyday living and entertaining. The main level features a spacious great room, dining area gourmet kitchen and the first-floor primary suite with a large walk-in closet. A screened porch with a fireplace extends the living space and provides a comfortable place to relax or entertain. Upstairs are three additional bedrooms, a bonus room and an expansive covered deck with panoramic golf course views, the perfect place to enjoy morning coffee or take in the sunset. Located in Tides at River Marsh, adjacent to the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, this home offers the convenience of nearby dining, golf, shopping and scenic walking paths. Community amenities continue to expand with a pool, clubhouse and pickleball courts slated to open soon.

2711 Marsh Elder Dr, Cambridge

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

$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

$374,900
4 Beds 3 Baths
Stunning 4BR/3BA home situated on a spacious corner lot in the desirable community of Longboat Estates. Follow the walkway to the covered front entry and step inside a home filled with natural light, high ceilings, gleaming hardwood floors, crown and chair rail moldings, a neutral color palette, and an open floor plan designed for both everyday living and entertaining. The main level features a formal dining room with bowed windows, an inviting living room anchored by a cozy gas fireplace, and a well-appointed kitchen with an adjoining breakfast area. The kitchen boasts abundant cabinetry, a pantry closet, generous counter space, a corner sink, center island with breakfast seating, and a bright breakfast nook overlooking the backyard. Also on the main level are a convenient laundry room with access to the attached two-car garage, a full bath, a secondary bedroom, and a spacious primary suite. The primary suite includes a large walk-in closet and a private en-suite bath with dual vanities and an oversized walk-in shower with built-in bench seating. Upstairs, you'll find two additional bedrooms, including an oversized bedroom with two walk-in closets, along with a full hall bath, offering plenty of space for family and guests. Step outside from the breakfast area onto the covered patio overlooking the fenced backyard with plenty of green space for entertaining, gardening, pets, or play. Residents of Longboat Estates enjoy access to a community pool, boat ramp, and docks, all within minutes of shopping, restaurants, and commuter routes.

200 Regulator Dr S, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$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

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

416 Maryland Ave Unit #A & B, Cambridge

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

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

300 Shepherd Ave, Cambridge

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500

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

415 Maryland Ave, Cambridge

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

$325,000
4 Beds 3 Baths
KEEP MORE CASH AT CLOSING! Up to $10K Seller Credit + One-Hour Open House THIS IS THE OPPORTUNITY YOU HAVE BEEN WATCHING FOR. This home is now PRICED TO SELL AT $325,000, and the seller is adding a $10,000 SELLER CREDIT the buyer can put to work wherever it helps most: toward CLOSING COSTS, PREPAID ESCROWS, or a TEMPORARY OR PERMANENT RATE BUYDOWN to lower the monthly payment, in any combination the buyer's loan program allows. TRANSLATION: LESS CASH TO BRING TO CLOSING and a MONTHLY PAYMENT BUILT TO FIT THE BUDGET, on a property already priced aggressively for today's market. THE SELLER IS MOTIVATED, FULLY READY TO CLOSE, and is calling for HIGHEST AND BEST OFFERS. Bring your strongest terms and a clean, well qualified buyer, and let's meet at the settlement table. Nestled in the charming Blackwater Landing community, this stunning Colonial-style home, built in 2022, offers a perfect blend of modern comfort and timeless elegance. With 2,431 square feet of thoughtfully designed living space, this residence is ready to welcome you home. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an ideal space for both relaxation and entertaining. The abundance of natural light, enhanced by recessed lighting, highlights the luxurious vinyl plank flooring and plush carpeting throughout. The eat-in kitchen is a chef's dream, featuring ENERGY EFFICIENT appliances, including a refrigerator, freezer, dishwasher, microwave, and electric oven/range, ensuring energy efficiency without compromising on style. The home boasts a spacious walk-in closet, providing ample storage for your wardrobe and personal belongings. Convenience is key with a laundry area located on the upper floor, complete with a washer and dryer, making laundry day a breeze. Safety and security are paramount, with smoke detectors, a security system, and carbon monoxide detectors thoughtfully installed for peace of mind. Outside, the property is equally impressive. The 0.23-acre lot features well-maintained sidewalks and street lights, enhancing the neighborhood's charm and safety. The attached front-entry garage, complete with a garage door opener, offers easy access and additional storage space, while the asphalt driveway provides ample parking for guests. This home is not just a place to live; it's a sanctuary where comfort meets convenience. With its excellent condition and modern amenities, it's ready for you to create lasting memories. Don't miss the opportunity to make this beautiful home your own in the desirable Blackwater Landing community. Experience the perfect blend of style, comfort, and functionality in a space that truly feels like home. Images are licensed real estate marketing materials and are virtually staged.

1672 Terrapin Cir, Cambridge

Listing courtesy of KC Realty Group. Contact: info.kcrealtygroup@gmail.com

$315,000
4 Beds 3 Baths
Welcome to Blackwater Landing! Built in 2023, this move-in ready 4-bedroom, 2.5-bath home offers the perfect blend of modern style and everyday comfort. The open-concept layout features a spacious living area and an eat-in kitchen complete with granite countertops, stainless steel appliances, and a peninsula island—ideal for entertaining or daily living. Upstairs, the owner’s suite offers a walk-in closet and private bath, while three additional bedrooms and a conveniently located second-floor laundry room provide plenty of space and functionality. A two-car garage adds extra storage and convenience. Located just minutes from downtown Cambridge, shopping, dining, and Route 50, this home is ready for its next owner.

1625 Terrapin Cir, Cambridge

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

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

1109 Locust St, Cambridge

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910

$359,900
4 Beds 3 Baths
From the inviting front porch, upgraded stone-accented exterior, to the to the fully fenced backyard, this beautifully maintained 4BR/2.5BA is ready to impress. Natural light fills the open living spaces, highlighted by a cozy gas fireplace and a stylish kitchen featuring granite countertops, stainless steel appliances, a pantry, and a center island perfect for gathering. The main level also offers a private office, or an additional welcome area, while upstairs you’ll find four spacious bedrooms, convenient second-floor laundry, and a generous primary suite with a walk-in closet and dual-sink vanity. Solar panels provide added efficiency, and community amenities including a pool and docks offer the perfect setting for enjoying the Eastern Shore lifestyle. Simply unpack and start enjoying everything this beautiful home and amenity-rich community have to offer.

502 Regulator Dr S, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$399,900
4 Beds 2 Baths
***ALL OFFERS DUE BY 6:00PM ON OR BEFORE WEDNESDAY, JULY 15, 2026.***TWO PARCELS - 2 Acre Homesite & .5 Acre Waterfront with Pier & Boat Slips. PERFECT for a Short-Term Rental Property or for Everyday Family Living! Discover the charm of this lovely 4-bedroom, 2-bathroom farmhouse nestled in the serene area of Hudson. This beautifully maintained home boasts a traditional floor plan that seamlessly blends modern comforts with timeless character. Step inside to enjoy the bright & airy feel of the newly added family room, complete with two glass slider doors for access to a future deck or patio. The addition also boasts a spacious full bathroom, as well as a laundry room with storage, shelving, an extra refrigerator, and a deep freezer. The upgraded eat-in kitchen features granite countertops, a farmhouse sink, soft-close cabinetry, newer appliances, and recessed lighting. Just off the kitchen is a versatile, light-filled Sun Room that easily shifts from a quiet retreat to an entertainment or extra eating area. Attached to the sun room is a composite deck area that is complemented by an adorable storage or potting shed. For cozy gatherings, escape to the living room and know that chilly nights are welcomed as you are warmed by the wood stove. The main level bedroom has direct access to the deck and yard. Appreciate the timeless wood stair rail as you find three other bedrooms and a full bathroom on the upper level. The walk-up stairway to the attic allows for the creation of versatile space or additional storage. Spanning the front of the house is a 32' glass porch -- whether utilized as a serene morning coffee retreat, a vibrant plant-filled atrium, or an impressive venue for evening gatherings, this versatile glass porch transforms everyday living into an experience. The exterior of the home offers front, side, and rear yards, as well as a pond. The property includes a large metal pole building with a separate single-car garage, a chain-link dog kennel, blacktop driveway, and ample parking, ensuring plenty of space for guests and recreational toys. Adjacent to the 2-acre homesite is the included .5-acre waterfront parcel where you can embrace the tranquility of rural living while enjoying breathtaking river views from your private dock on the Choptank River. With two boat slips, 3 floating docks, 50+/- feet of waterfrontage, indulge in fishing, jet-skiing, kayak/canoeing, flat-bottom boating, or simply soaking in the serene surroundings. An outside shower at the house adds a touch of convenience after a day on the water. This home is not just a residence; it's a lifestyle. Experience the perfect blend of comfort, nature, and adventure in a setting that invites you to create lasting memories. Don't miss your chance to own this slice of paradise! Save time & money as the sellers are providing a recent home inspection report, as well as regular maintenance documents for the septic, boiler, and ductless mini-splits. The crawlspace for the addition has a new sump pump and vapor barrier.

6046 Todds Point Rd, Cambridge

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

$370,990
4 Beds 4 Baths
Enjoy stunning golf course views from the backyard of this beautifully designed two-story villa featuring a spacious paver patio and attached two-car garage. Designed for comfortable main-level living, the home offers a luxurious first-floor owner’s suite and an open-concept layout perfect for everyday living and entertaining. The gourmet kitchen flows seamlessly into the dining area and expansive Great Room, creating a bright and inviting gathering space. Upstairs, an open loft overlooks the Great Room and provides additional flexible living space. Three secondary bedrooms surround the loft, including a second owner’s suite—ideal for multi-generational living, extended guests, or added privacy. The additional bedrooms offer plenty of room for family, visitors, a home office, or hobby space. Combining elegant finishes, thoughtful design, and picturesque golf course views, this exceptional home delivers both comfort and versatility.

2125 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$395,000
4 Beds 3 Baths
Built just one year ago and barely lived in, this spacious 4-bedroom, 2.5-bath home in Longboat Estates offers modern comfort and an unbeatable Eastern Shore lifestyle. The open-concept floor plan features luxury vinyl plank flooring, a beautifully appointed kitchen with granite countertops, stainless steel appliances, and a large center island, all flowing into a bright family room with a gas fireplace. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bath with dual vanities and an oversized tiled shower. An attached two-car garage, generous living spaces, and a private backyard backing to trees complete the package. Enjoy access to community amenities including a pool, boat ramp, and dock. Conveniently located just minutes from downtown Cambridge, waterfront dining, marinas, the Choptank River, Blackwater National Wildlife Refuge, and the Harriet Tubman Underground Railroad Visitor Center. Enjoy the benefits of nearly new construction without the wait!

178 Regulator Dr N, Cambridge

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

$359,990
4 Beds 3 Baths
Enjoy stunning golf course views from this brand-new construction villa featuring a desirable main-level owner’s suite and a low-maintenance lifestyle. Thoughtfully designed, this two-story home offers an open-concept layout with soaring ceilings, a gourmet kitchen, spacious family room, versatile flex space, and a luxurious primary suite on the first floor. Upstairs, a central loft provides additional living space and is surrounded by three secondary bedrooms, along with an unfinished storage area for added convenience. Outdoor living is equally impressive with a screened porch and private paver patio overlooking the golf course—perfect for relaxing or entertaining while taking in the scenic views.

2131 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$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

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

419 Osprey Cir, Cambridge

Listing courtesy of RLAH @properties. Contact:

$399,900
4 Beds 4 Baths
Experience resort-style living at an exceptional value in the Residences at River Marsh. Perfectly positioned between the Hyatt Chesapeake Bay Golf Resort, Spa & Marina and the award-winning River Marsh Golf Club, this beautifully maintained 4-bedroom, 3.5-bath townhome offers the ideal blend of waterfront recreation, golf course views, and luxury amenities on Maryland's Eastern Shore. Located just a short stroll from the marina on the Choptank River, boaters will appreciate the opportunity for annual marina memberships with slips available to keep your boat in the water and ready for your next adventure. Golf enthusiasts will enjoy front-row views of the 2nd fairway and 3rd hole from multiple outdoor living spaces, including a ground-level patio, screened porch, and private balcony off the primary suite. Inside, the thoughtfully designed three-level floorplan features hardwood flooring, a spacious center-island kitchen with stainless steel appliances, breakfast bar seating, dining area, and an inviting living room ideal for entertaining family and friends. A front porch overlooking the Hyatt grounds offers glimpses of the marina and resort atmosphere that makes River Marsh one of the Eastern Shore's premier destinations. The upper-level primary suite serves as a private retreat with balcony access, customized California Closets, and an upgraded spa-inspired shower featuring body sprays, handheld wand, and traditional  shower head. Additional custom California Closets throughout the upper-level bedrooms and pantry provide exceptional organization, while updated lighting fixtures add a fresh, sophisticated touch throughout the home. The attached one-car garage provides ample storage for golf clubs, bicycles, boating equipment, beach gear, and everything needed to enjoy the River Marsh lifestyle. Optional memberships are available for golf, community amenities, and select Hyatt resort privileges, allowing owners to tailor their experience to their interests. Enjoy the convenience of walking to the marina, Blue Point Provision Company, golf course, resort amenities, and scenic waterfront trails. Whether you're seeking a full-time residence, weekend getaway, or vacation property, this is an outstanding opportunity to own in one of Cambridge's most desirable resort communities. Best of all, it is currently the best-priced townhome opportunity in River Marsh.

2820 Persimmon Pl Unit #B4, Cambridge

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

$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

$349,900
4 Beds 3 Baths
Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

138 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$389,000
4 Beds 2 Baths
Located in the heart of historic downtown Cambridge, this inviting residence is walking distance from the best restaurants, bars, and shopping our town has to offer! The formal living and dining areas feature elegant crown molding, hardwood flooring, and soaring nine-foot ceilings, all centered around a cozy gas fireplace that adds warmth and charm. The spacious kitchen is designed for both everyday living and entertaining, offering double wall ovens, a five-burner gas cooktop, stone countertops, and the convenience of dual sinks with disposals. Recent improvements provide peace of mind, including an architectural shingle roof. The home’s HVAC system was upgraded to natural gas in 2017, giving you flexible heating options with gas, electric, or a combination of both. The main level includes a convenient guest bathroom with a shower. Outside, the generously sized backyard is the perfect space for outdoor activities, pets, or simply relaxing. A storage shed offers practical space for tools, bikes, and more. Upstairs, you’ll find four comfortable bedrooms, a full bathroom, and a dedicated office. Much of the interior and exterior has been recently repainted, giving the home a refreshed feel.

606 Locust St, Cambridge

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

$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

$1,195,000
4 Beds 4 Baths
Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

1661 Town Point Rd, Cambridge

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

$160,000
4 Beds 2 Baths
Just reduced in price! Opportunity awaits in the heart of Cambridge! This partially renovated property offers the chance to complete a project already underway and create a charming primary residence, investment property, or future rental. Recent updates include luxury vinyl plank flooring throughout most of the home and a nearly finished upper level featuring space for two bedrooms, or a single back bedroom and office/entertainment space upon entering the upstairs, a half bath, and additional closet space. The main level offers two bedrooms, a living room, a laundry area, and an existing kitchen space ready for your vision and renovation plans. While the home still requires significant improvements, including a kitchen renovation and installation of a heat source (natural gas is available), the groundwork has been started for the next owner to take it across the finish line. Outside, enjoy a fenced backyard with concrete patio space for grilling and entertaining, storage shed, off-street parking, and a concrete front porch--perfect for relaxing and enjoying peaceful mornings and evenings. Conveniently located just off Race Street and within walking distance to downtown Cambridge, local dining, shops, and the waterfront. Some photos include virtually staged or virtually enhanced images that are clearly labeled as such to help showcase the property’s potential and provide inspiration for future use of the spaces. Being sold strictly AS-IS. Excellent potential for buyers utilizing a renovation loan program, including 203(k) financing. Bring your ideas and unlock the possibilities this property has to offer! Seller is motivated to sell. Make an offer.

904 Central, Cambridge

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

$427,104
4 Beds 3 Baths
This well-maintained home offers approximately 3,772± sq. ft. with 4 bedrooms and 3 full baths, featuring an open floor plan, 9-foot ceilings, hardwood flooring, and bright living spaces throughout. The main level includes a spacious primary suite with a spacious walk in closets, and a large bath featuring double vanities, soaking tub, and separate shower. Additional first-floor spaces include a formal dining room with tray ceiling, living room with gas fireplace, study/office, family room, sunroom, guest bedroom, full bath, and laundry room with wash tub. The kitchen is designed for entertaining with an open connection to the main living areas, upgraded cabinetry and stainless appliances, granite countertops, tile backsplash, gas cooktop, and breakfast bar seating, The sunroom leads directly to the screened porch and fenced backyard, creating comfortable indoor-outdoor living space. The second floor offers two oversized guest bedrooms, an updated full bath, walk-in attic access, and substantial storage areas. One upstairs bedroom is additionally equipped with a mini-split system for enhanced comfort and efficiency. Additional interior features include a large conditioned crawl space accessed from inside the home by a dedicated staircase tucked within a closet. The space is well-lit, spans beneath the entire residence, and offers extensive storage and access to major utility components including the water heater and air handler. Exterior improvements include a welcoming brick front porch with column detail, attached garage, screened rear porch, fenced backyard, and solar panels. Longboat Estates is a 162-home waterfront community conveniently located near downtown Cambridge restaurants, shops, marinas, parks, wildlife areas, and Route 50 for easy access across the Eastern Shore. Community amenities include a private pool, pier/dock area, and boat launch on Jenkins Creek with access to the Choptank River and Chesapeake Bay.

119 Regulator Dr N, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255