4 Bedroom Cambridge Real Estate

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

$324,999

FOUR BEDROOMS - YES FOUR; Two Baths; Freshly Painted; Luxury Vinyl Plank Flooring; Freshly Painted Interior; New Appliances and Counters; New Baths; Large Attached Screened Porch; Storage Room; High efficiency Heat Pump; Ample rear Yard with Shed; This Property offers public water and sewer without Cambridge real estate taxation Owner will contribute $5,000 to Buyer Closing Costs. Property is in close proximity to the Choptank River, the municipal marina and Cambridge downtown shops and restaurants and events.

108 Richardson Dr, Cambridge

Listing courtesy of Eastern Shore Properties, ESP Inc.. Contact:

$569,000

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

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

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

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

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

$190,000

Fully remodeled in 2022, this charming two-story home offers four bedrooms and two full baths of efficiently designed living space. The renovation brought fresh, modern updates throughout, creating a move-in-ready home that is both stylish and functional. Since the remodel, the seller has added fencing to both the front and rear yards, providing added privacy and convenience, along with backyard hardscaping that enhances the outdoor space and makes it perfect for relaxing or entertaining. Whether you're looking for a primary residence or an investment opportunity, this thoughtfully updated home is ready for its next owner. Property conveys fully furnished.

728 Race St, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$324,999

Located in the desirable Algonquin neighborhood, this 4 bedroom, 2 bath home offers a quiet, private setting with community water access. Features include a 1-car detached garage, 12x16 shed and new central HVAC (2026). Enjoy access to the community waterfront area for only $60/year, including use of the pier, small beach area, and potential boat slip availability. Possible off-season boat trailer storage. Interior photos coming soon!

41 Algonquin Rd, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$375,000

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

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

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

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

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

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

***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

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

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

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

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

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

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

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

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

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

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

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

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

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

$289,000

219 Willis St, Cambridge

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

$1,085,000

Exceptional waterfront estate in Dorchester County offers sweeping panoramic views of Church Creek with direct access to the Chesapeake Bay . Also located in the highly sought after Cambridge South Dorchester School District . Featuring over 470 feet of protected shoreline , a private dock with 4 feet of water depth, and a boat lift , this property is a rare opportunity for true waterfront living . The 3400 square foot , two and a half story home is thoughtfully designed to capture stunning water views from every angle . In side you will find four spacious bedrooms , including a grand primary suite , along with two full baths and a half bath on the upper level. The main floor is ideal for both everyday living and entertaining . offering a large waterfront dining room , a cozy water view den , and an expansive living room with a wood burning fireplace . The modern kitchen is beautifully updated and includes a pantry and a covered side porch. A unique extended screened porch off the dining room provides the perfect setting to relax and take in the serene views of Church Creek. Upstairs, the luxurious master suite features walk in closets, and the master bathroom showcases a vintage inspired clawfoot tub , a standout feature for those drawn to a modern farmhouse aesthetic , along side a walk in shower. Step out onto your private deck from the master bedroom to enjoy breathtaking sunsets over the water. Two additional bedrooms share a well appointed bathroom , spacious laundry room includes a new washer and dryer . The third floor offers flexible space with two large rooms , ideal for additional bedrooms , a home office , office gym, or media room . Additional features include multiple outbuildings : a two car garage, a kennel with three bays ready for future fencing , and a separate structure perfect for storage of a office. The property spans three lots totaling 3.395 acres of land , accessed by a long privately owned driveway that ensures ultimate privacy . This truly remarkable waterfront retreat where privacy, natural beauty, and expansive water views come together , an opportunity that must be experienced to be fully appreciated

4928 Gregory Rd, Cambridge

Listing courtesy of Stafford-Stafford Real Estate. Contact: 4103107755

$349,900

Beautifully maintained and move-in ready 4BR/2.5BA Colonial located in the quiet community of Longboat Estates. From the moment you arrive, you’ll appreciate the curb appeal, double-wide driveway, attached two-car garage, and welcoming front entry. Inside, this home offers a bright and airy open floor plan filled with natural light, recessed lighting, and comfortable living spaces throughout. The main level features a spacious living room, convenient half bath, and an open-concept family room, dining area, and kitchen designed for both everyday living and entertaining. The kitchen boasts granite countertops, ample cabinetry, a pantry closet, black and black stainless appliances, and a double stainless sink overlooking the backyard. Sliding doors off the dining area lead to a large Azek deck with peaceful views. Upstairs, you’ll find three generously sized secondary bedrooms, a full hall bath with a linen closet, a convenient second-floor laundry room, and a spacious primary suite. The primary bedroom features a walk-in closet and private en-suite bath with a double vanity and walk-in tile shower with bench seating. The backyard provides plenty of room to relax, entertain, or enjoy the surrounding green space. Conveniently located near shopping, restaurants, and commuter routes, residents also enjoy access to the community pool and dock.

146 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$349,990

Move in ready! 4 bedrooms, 3.5 baths, gourmet kitchen, covered porch, golf course views, loft, super shower in primary bathroom. Experience luxury living with breathtaking, beautiful views in this exceptional home backing to both serene woods and a pristine golf course, offering ultimate privacy and picturesque scenery right from your backyard. Inside a gourmet kitchen takes center stage with high-end finishes, ample cabinetry and a spacious layout perfect for cooking, entertaining and everyday living, while the first-floor owner’s suite provides a true retreat with a beautifully designed layout that makes main-level living effortless. This home seamlessly blends elegance, comfort and an unbeatable setting—making it a rare opportunity you won’t want to miss.

2141 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$399,000

This beautifully crafted 4 bedroom 2 full bath home 2300+ sq feet of thoughtfully designed living space, complete with an attached garage is ready for its new owner. Step inside to an open and inviting layout featuring tray ceilings with sleek LED accent lighting in both the main living area and the primary suite, creating a warm, upscale ambiance. The kitchen is designed to impress with granite countertops, ample cabinetry, and a built in wine fridge- perfect for entertaining or unwinding at the end of the day. The primary suite offers a peaceful retreat with elevated ceiling detail and a well appointed en-suite bath. Three additional bedrooms provide flexibility for guests, a home office or growing households. Enjoy outdoor living on the 12x16 rear deck overlooking the backyard-ideal for summer gatherings or quiet evenings. Schedule your showing today and experience it for yourself!

2269 Jenkins Creek Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$449,000

NEW CONSTRUCTION -COMPLETION - July OF 2026 Brand new construction offering 4 bedrooms, 2 full baths, scheduled for completion Summer of 2026! Situated just outside of town limits, this home delivers the perfect balance-enjoy the convenience of nearby shopping, dining, and amenities without the added cost of city taxes. Thoughtfully designed with modern living in mind, this home will feature an open layout, quality finishes, and the opportunity to secure your new home before completion. NO HOA-giving you freedom to truly make it your own. Don't miss your chance to get in early and make this home yours. Colors, materials, and siding selections are subject to change. Photo is a model picture

2267 Jenkins Creek, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$1,350,000

Welcome to a rare waterfront retreat on Hudson Creek offering 30± acres of privacy, recreation, and breathtaking natural beauty with easy access to the Chesapeake Bay. With over 1,000± linear feet of shoreline and stunning water views throughout, this exceptional property is perfectly suited for boating, fishing, hunting, or simply relaxing and taking in the peaceful surroundings. The property features an extended private pier complete with boat lift, providing direct and convenient water access for all your waterfront activities. A significant bonus is the DU impoundment ideal for waterfowl habitat. The home offers 4 spacious bedrooms and 3 full baths and 1 half bath, designed to accommodate both comfortable everyday living and entertaining. A massive great room and dining area serve as the centerpiece of the home, highlighted by an open balcony that surrounds the space and creates a dramatic, airy feel. Dual stairways provide access to the upper level, adding both functionality and architectural appeal and water views. The eat-in kitchen includes a center island and stainless steel appliances, ideal for gatherings and casual dining. A bright and inviting sun porch offers the perfect place to enjoy morning coffee or unwind while overlooking the water. Additional features include a laundry/utility area, welcoming front porch, and a rear porch that further captures the serene water views. Outside, you’ll find a storage shed and a detached two-car garage, offering ample space for equipment, vehicles, and recreational gear. Whether you’re seeking a private waterfront residence, a weekend escape, or a recreational haven (boating, kayaking, fishing and hunting), this unique property delivers unmatched space, versatility, and waterfront living.

5704 Ross Neck Rd, Cambridge

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

$325,000

Nestled within the prestigious High Street subdivision, this exquisite Colonial-style residence offers a seamless blend of luxury, comfort, and timeless elegance, perfect for those seeking an elevated lifestyle. Built in 2006, this detached home is equipped with an energy-efficient solar panel system that not only delivers long-term savings but also supports a sustainable way of living. At a generous 1,872 square feet, the home features four spacious bedrooms and two-and-a-half elegantly appointed bathrooms, all thoughtfully designed to maximize comfort and functionality. As you arrive, the home’s classic Colonial architecture, accented by charming vinyl siding and meticulously landscaped grounds, creates an inviting first impression. A beautifully crafted deck extends your living space outdoors, providing the perfect setting for entertaining guests or unwinding beneath the stars. Imagine sipping your morning coffee as you overlook the tranquil pond right in your backyard, a picturesque view that enhances the natural serenity of this remarkable property. Inside, you’ll find a warm and welcoming atmosphere anchored by a cozy fireplace in the heart of the living area, ideal for relaxing evenings or gatherings with family and friends. The attached front-entry garage adds convenience and ample storage, while additional driveway and off-street parking make hosting guests effortless. Situated on a 0.25-acre lot, the property offers plenty of room for outdoor activities and enjoyment. The homes scenic pond offers a peaceful and refreshing retreat. You will appreciate the area’s opportunities for walking, exploring, and unwinding amidst natural beauty. Additional upgrades include a newer HVAC system and sump pump, both just three years old, ensuring comfort and peace of mind. More than just a home, this property represents a refined lifestyle, where luxury, comfort, and nature coexist in perfect harmony. Whether you’re entertaining guests or enjoying quiet evenings at home, this Colonial gem invites you to experience everyday living at its finest. Don’t miss your chance to make this stunning property your own.

1012 Miles Ave, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact: 4432259975

$209,900

***ALERT ALERT ALERT*** Welcome to this spacious center hall Colonial, ideally located on a quiet section of High Street in the heart of Cambridge. Set on a large, level lot, this home offers generous room sizes, a functional layout, and incredible potential for the right buyer. The main level features a well-designed floor plan with a kitchen that includes a breakfast bar and opens directly into the family room, creating a comfortable space for everyday living. The family room is anchored by a gas fireplace, adding warmth and character, and has sliding glass doors that provide direct access to the deck and backyard. Just off the kitchen, a large laundry room provides added convenience and functionality. A formal dining room and a separate sitting room offer additional living space, with the sitting room presenting a great opportunity for a main-level bedroom thanks to its two large closets. A full bath on this level further enhances the home’s flexibility. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with a large walk-in closet and an ensuite bath. A hall bath serves the additional bedrooms. Located minutes from the historic town of Cambridge, this home offers easy access to a variety of local attractions and activities. Enjoy outdoor recreation at Gerry Boyle Park at Great Marsh, or spend time in the charming historic downtown district filled with unique shops and restaurants, including the well-known RAR Brewery. Commuters will appreciate the home’s close proximity to U.S. Route 50, providing convenient travel throughout the region. With its expansive layout, versatile living spaces, and prime location, this property presents a unique opportunity to create your vision and add value in the sought-after Cambridge community.

1109 High St, Cambridge

Listing courtesy of Northrop Realty. Contact: 4439213900

$455,000

Beautiful custom built rancher on a 2 acre lot. Just outside of the up and coming town of Cambridge MD. This home includes 4 bedrooms, 2.5 bathrooms and an open concept floorplan throughout. Two large living spaces inside, each with its own fireplace. 2-car attached garage leading to a large back patio, outdoor fireplace, and swimming pool. Fresh paint throughout. Close to Black Water Refuge, Historical Museums, waterfowl and sika deer hunting. Front row viewing for the Iron Man and Eagle man races, each year. Choptank Electric. Not pictured: full attic space/ walk-in closets

1911 Dailsville Rd, Cambridge

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

$465,000

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

$2,295,000

Set on a 2.38 acre peninsula with 1,100 feet of waterfrontage, 1301 Broadview Drive is a thoughtfully crafted waterfront retreat defined by exceptional materials, timeless detail, and water views from every room. The exterior pairs stone and cedar shingles with copper lanterns and bluestone hardscaping for a classic Eastern Shore look, while inside, custom millwork, mahogany accents, brass floor registers, and a refined mix of designer fixtures and finishes create a warm and elevated feel throughout. The main level is designed for both everyday living and effortless entertaining, centered around an open gourmet kitchen with Shaw fireclay sinks, Waterworks fixtures, marble counters and backsplash, a mahogany island, and a fully integrated appliance suite. A beautifully finished butler’s pantry, breakfast area with custom bench seating, and great room with custom built ins and a gas fireplace with marble surround add both style and function. A dining room, library or office with built ins, powder room, mudroom, and laundry room complete the main level, while the covered deck provides the perfect place to take in the sunset. Upstairs, the private spaces are equally inviting, highlighted by a serene primary suite with a large walk-in closet, private deck, and a spacious marble bath with soaking tub and custom shower. Additional bedrooms offer custom closets, designer lighting, and beautifully finished baths, while a gym and rear upper deck add to the home’s comfort and flexibility. Outside, sweeping views stretch across the Chesapeake Bay, Little Choptank River, and Fishing Creek, with a waterside pool (as-Is) , pier with lift, boat ramp, and detached storage garage completing this exceptional property. Modern conveniences including Nest climate control, security cameras, fiber wiring in most rooms, and smartphone-controlled dimmers add ease to a home where craftsmanship, comfort, and waterfront living come together beautifully.

1301 Broadview Dr, Cambridge

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com

$349,990

Experience luxury living with breathtaking, million-dollar views in this exceptional home backing to both serene woods and a pristine golf course, offering ultimate privacy and picturesque scenery right from your backyard. Inside a gourmet kitchen takes center stage with high-end finishes, ample cabinetry and a spacious layout perfect for cooking, entertaining and everyday living, while the first-floor owner’s suite provides a true retreat with a beautifully designed layout that makes main-level living effortless. This home seamlessly blends elegance, comfort and an unbeatable setting—making it a rare opportunity you won’t want to miss.

2137 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$499,999

Experience elevated coastal living in this beautiful fully renovated two story home in Cambridge Marylands’ historic district. This home features 3 spacious bedrooms and 3 full bathrooms, includes a detached 1 bedroom, 1 bath Accessory Dwelling Unit complete with its own kitchenette, perfect for guests, extended family, or rental income potential. This property offers stunning river views and a grand wrap-around porch ideal for relaxing evenings or entertaining while enjoying the coastal breeze. Inside, the home has undergone a complete 360 degree transformation with thoughtful, modern updates throughout. Abundant windows fill the home with natural light, creating a bright and airy atmosphere that enhances every living space. The new kitchen showcases new stainless steel appliances, Shaker Cabinetry, quartz countertops and stylish finishes. Every detail has been upgraded to provide comfort, functionality, and contemporary appeal, making this property truly move in ready. Opportunities like this do not come around often. Schedule your private tour today and experience this exceptional coastal property for yourself.

10 W End Ave, Cambridge

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

$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:

$489,999

Welcome to 700 Church St., a charming 4-bedroom, 2.5-bath home nestled in the heart of Cambridge’s historic district. This beautifully maintained property blends classic character with thoughtful modern updates, offering the perfect balance of charm and functionality. Step inside to discover bright, inviting spaces filled with natural light, enhanced by elegant transom windows and timeless architectural details. The spacious layout includes a recently finished third-floor bedroom—ideal for guests, a home office, or a private retreat. Enjoy outdoor living with a newly added rear deck and a convenient storage shed. The yard is a gardener’s delight, featuring a thriving vegetable garden along with established mulberry, blueberry, and fig trees, plus fragrant rosemary and lavender bushes. Located just moments from downtown Cambridge and the lighthouse, this home offers easy access to local shops, dining, waterfront views, and community events—all within walking distance. A rare opportunity to own a piece of history with modern comforts in one of Cambridge’s most desirable neighborhoods.

700 Church St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$384,900

Nestled in the waterfront community of Longboat Estates along Jenkins Creek and the scenic Choptank River, this beautifully maintained Lennar-built home offers the relaxed Eastern Shore lifestyle so many buyers are searching for. Imagine mornings on the covered front porch, afternoons spent boating or lounging by the community pool, and evenings gathering with family and friends on the rear deck and covered patio. Designed for both comfort and easy everyday living, the home features a spacious open-concept layout with four generously sized bedrooms and three full bathrooms. The highly sought-after first-floor primary suite, along with a second bedroom, creates the perfect setup for convenience and effortless main-level living. At the heart of the home, the large eat-in kitchen flows seamlessly into the main living spaces, making entertaining easy and natural. A formal dining room provides additional space for holidays, celebrations, and weekend dinners after a day on the water. Two large upstairs bedrooms share a bath, and abundant storage is located throughout the home. Situated on a lovely corner lot, the property offers a spacious fenced-in yard with established gardens, along with a large storage shed perfect for outdoor equipment, boating gear, gardening tools, and seasonal storage. Longboat Estates residents enjoy community amenities including a pool, boat ramp, and dock area, all just moments from the charm, restaurants, marinas, and waterfront attractions of Cambridge. Whether you are searching for a full-time residence, a peaceful retirement retreat, or simply a place to slow down and enjoy life near the water, this home offers the perfect blend of space, comfort, and Eastern Shore charm.

107 Regulator Dr N, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$448,500

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

$90,000

Come check out this spacious and versatile 4 bedroom, 1. 1/2- bath home ready for its new owner! This well-maintained property features: One bedroom and full bath on the main level, nice size livingroom , dinningroom, three additional bedrooms upstairs with a half bathroom. Bright enclosed front porch currently being used as a home office, additional storage /walk in closet space upstairs. detached shed for extra storage and a brand -new roof for a piece of mind. Plenty of space, functionality, and recent upgrades make this home a must see!

604 Pine St, Cambridge

Listing courtesy of New Realty, LLC. Contact: 4433246001

$299,999