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Colonial Homes for Sale in Dorchester County MD

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  • /50

    $295,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 2 Baths
    • 2,316 Sq Ft

    817 Locust St, Cambridge, MD 21613

    Discover the space, character and walkability of downtown Cambridge in this beautifully updated historic home. Offering 2,316 square feet, four bedrooms and two full bathrooms, the property blends distinctive Victorian details with substantial modern improvements.Relax on the covered front porch, complete with a classic porch swing, or enjoy the neighborhood views from either of the

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

    817 Locust St, Cambridge, MD 21613
  • /65

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    300 Shepherd Ave, Cambridge, MD 21613

    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

    Agent Photo

    Carolina Medrano

    Fairfax Realty Premier

    300 Shepherd Ave, Cambridge, MD 21613
  • /79

    $599,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    5214 David Greene Rd, Cambridge, MD 21613

    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

    Agent Photo

    Dan Shoemaker

    Eastern Shore Real Estate, LLC

    5214 David Greene Rd, Cambridge, MD 21613
  • /22

    $165,000

    • 3 Beds
    • 1 Bath
    • 1,353 Sq Ft

    2624 Toddville Rd, Toddville, MD 21672

    Discover a rare opportunity in Toddville, MD, just south of Blackwater National Wildlife Refuge. Situated on 3.64 acres, this elevated home (approximately 5.5 feet above grade) offers expansive marsh views and an exceptional setting where wildlife abounds, including the area's renowned Sika deer.Featuring 3 bedrooms and 1 full bath, the home has solid bones and includes central air

    Agent Photo

    Martha Suss

    Coldwell Banker Realty

    2624 Toddville Rd, Toddville, MD 21672
  • /66

    $425,000

    • 6 Beds
    • 3 Baths
    • 2,568 Sq Ft

    5640 Thompsontown Rd, East New Market, MD 21631

    Welcome to your own private slice of Maryland's Eastern Shore! Nestled on over 8 acres in picturesque East New Market, this one-of-a-kind country estate offers the perfect blend of space, functionality, and rural charm.Originally built in 1974, the home was thoughtfully expanded in 1999 with a spacious Colonial addition, creating an impressive residence featuring 6 generously sized bedrooms

    Agent Photo

    O'Ranti J Robinson

    EXP Realty, LLC

    5640 Thompsontown Rd, East New Market, MD 21631
  • /24

    $274,900

    $24K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,836 Sq Ft

    219 Willis St, Cambridge, MD 21613

    Peter Stark Benson & Mangold, LLC

    219 Willis St, Cambridge, MD 21613
  • /56

    $685,000

    • 4 Beds
    • 2.5 Baths
    • 2,316 Sq Ft

    1022 River Point Rd, Cambridge, MD 21613

    **Waiting for the photos to arrive and plan to go active 9/15**Waterfront Living at Its Finest! Situated on 1.2 acres along the shores of beautiful Todds Bay with sweeping views of the Choptank River, this exceptional waterfront property offers the perfect blend of relaxation and recreation. Enjoy stunning water vistas from the comfort of your sunroom, unwind by the cozy fireplace, or step

    Linda Perry Long & Foster Real Estate, Inc.

    1022 River Point Rd, Cambridge, MD 21613
  • /23

    $225,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,138 Sq Ft

    603 Academy St, Cambridge, MD 21613

    Welcome home to 603 Academy St, a charming 3 Bed, 2.5 Bath home in downtown Cambridge, just blocks from the Choptank River. A spectacular, fully-renovated property that blends everything new with the peace of mind that comes with a top-to-bottom 2025 renovations.Key Home Features & Upgrades:Brand New Systems (2025): Enjoy maximum efficiency and safety with a new roof, new mini split

    Daphne Cawley TTR Sotheby's International Realty

    603 Academy St, Cambridge, MD 21613
  • /63

    $1,690,000

    • 7 Beds
    • 3 Baths
    • 4,308 Sq Ft

    1510 Crocheron Rd, Toddville, MD 21672

    A rare opportunity on the Honga River! Jenny Island Hunt Club offers a recreational property spanning 156 acres with an established hunt club marketed through Gage Outdoors Expeditions and short-term airbnb rental business. This active, turnkey operation generates six figures in income, with multiple bookings already in place for the upcoming 2026-2027 hunting season. The 7-bedroom, 3-bath

    Leo Kuneman Meredith Fine Properties

    1510 Crocheron Rd, Toddville, MD 21672
  • /18

    $185,500

    • 5 Beds
    • 2 Baths
    • 1,554 Sq Ft

    313 Washington St, Cambridge, MD 21613

    Unlock the potential of this duplex located in downtown Cambridge! Whether you're looking to expand your investment portfolio or generate rental income, this property offers plenty of opportunity. The first unit features 3 bedrooms and 1 full bathroom, while the second unit offers 2 bedrooms and 1 full bathroom, providing flexibility for long-term tenants, owner-occupants, or future rental

    Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    313 Washington St, Cambridge, MD 21613
  • /121

    $799,900

    • 4 Beds
    • 3 Baths
    • 2,824 Sq Ft

    803 Seabreeze Rd, Cambridge, MD 21613

    Experience the natural beauty and tranquility of Maryland's Eastern Shore from this exceptional waterfront retreat in Dorchester County. Tucked away at the end of a private street on Brooks Creek, this remarkable property boasts over 180 degrees of breathtaking water views from its spectacular lot. Designed for boating enthusiasts, the waterfront features approximately 120 feet of pier with

    Timothy Meadowcroft Long & Foster Real Estate, Inc.

    803 Seabreeze Rd, Cambridge, MD 21613
  • /22

    $275,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    110 Mariners Way, Cambridge, MD 21613

    Welcome to this stunning, modern home in Cambridge. This beautifully designed 3-bedroom, 3-bath residence features sleek appliances, contemporary finishes, and an open concept layout that creates a seamless flow throughout the home. Abundant natural light fills the space, creating a bright, spacious, and inviting atmosphere.Step outside to a generously sized backyard, perfect for

    Mr. Donald Bailey JR. Long & Foster Real Estate, Inc.

    110 Mariners Way, Cambridge, MD 21613
  • /41

    $998,500

    $152K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    4928 Gregory Rd, Cambridge, MD 21613

    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

    Zebulon Stafford Stafford-Stafford Real Estate

    4928 Gregory Rd, Cambridge, MD 21613
  • /26

    $325,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    1012 Miles Ave, Cambridge, MD 21613

    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

    Dormaim Green The Property Shoppe, LLC

    1012 Miles Ave, Cambridge, MD 21613
  • /15

    $240,000

    • 2 Beds
    • 1.5 Baths
    • 784 Sq Ft

    802 Allen St, Cambridge, MD 21613

    Cesar Marius Marius Realtors, Inc.

    802 Allen St, Cambridge, MD 21613
  • /42

    $293,900

    $31K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    201 Oak St, Hurlock, MD 21643

    201 Oak Street proves you don't have to choose between character and convenience. Hardwood floors flow throughout this four-bedroom, three-full-bath home, leading into a spacious, updated kitchen with granite countertops, stainless steel appliances, and no shortage of cabinet space plus a separate dining room. The oversized sunroom, filled with natural light and finished in tile, flexes easily as

    Timothy Caropreso Keller Williams Flagship

    201 Oak St, Hurlock, MD 21643
  • /63

    $489,000

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    9 W End Ave, Cambridge, MD 21613

    9 West End Avenue - a perfect blend of sophistication and tranquility. #9 is proudly sited on the corner of West End Avenue and Hambrooks Blvd...just 5 houses from the banks of the mighty Choptank River! Now is the perfect time to host an upstairs porch party with views of the beautiful river.# 9 has been quietly owned by a professional couple from DC for almost 20 years. You can see the

    Mary Losty Compass

    9 W End Ave, Cambridge, MD 21613
  • /42

    $324,950

    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft

    415 Maryland Ave, Cambridge, MD 21613

    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

    Denis Gasper Benson & Mangold, LLC

    415 Maryland Ave, Cambridge, MD 21613
  • /31

    $345,000

    • 4 Beds
    • 2.5 Baths
    • 2,198 Sq Ft

    11 Saddle Bill Cir, Cambridge, MD 21613

    Welcome to this recently built home in lovely Heron Point, where comfort and convenience unite! Step in to the wide open floor plan where gathering with friends and family comes easy. Whether hosting game night or preparing your fave dish in the bright, airy kitchen. Need some quiet time/work space, private OFFICE conveniently located on the main level. Upper level features spacious primary suite

    Linda Perry Long & Foster Real Estate, Inc.

    11 Saddle Bill Cir, Cambridge, MD 21613
  • /84

    $1,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,933 Sq Ft

    5253 Ragged Point Rd, Cambridge, MD 21613

    Eastern Shore Waterfront Estate Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach... 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country

    Craig Linthicum Benson & Mangold, LLC

    5253 Ragged Point Rd, Cambridge, MD 21613
  • /10

    $210,000

    • Studio
    • 2,017 Sq Ft

    218 W End Ave, Cambridge, MD 21613

    Victorian Duplex Investment Opportunity in Historic Cambridge, MD – Value-Add Cash Flow Potential!This classic Victorian home in Cambridge’s historic district is currently configured as a duplex and offers a strong value-add investment for investors looking to create immediate and long-term cash flow on Maryland’s Eastern Shore. The property features two separately metered units with private

    Blaine Williamson McClain-Williamson Realty, LLC

    218 W End Ave, Cambridge, MD 21613
  • /53

    $249,900

    $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,082 Sq Ft

    600 Water St, Cambridge, MD 21613

    PRICE IMPROVEMENT! Charming brick end-unit townhome in Riverview Townhouse Condominiums, ideally located just two blocks from downtown Cambridge! Enjoy distant views of the Choptank River, Cambridge Yacht Basin, and iconic Choptank Lighthouse from this beautifully updated home offering the perfect blend of Colonial charm and modern convenience.Recent improvements include new HVAC (2025),

    Alma Fitzgerald Long & Foster Real Estate, Inc.

    600 Water St, Cambridge, MD 21613
  • /87

    $365,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,732 Sq Ft

    911 Susquehanna Rd, Madison, MD 21648

    Welcome to this charming 4-bedroom, 2-bathroom home nestled in a sought-after water-privileged community with stunning water views. Residents enjoy exclusive access to a private beach, waterfront gazebo, and all the benefits of coastal living.This well-maintained home offers an open and inviting interior featuring beautiful cherry cabinetry, stainless steel appliances, and granite

    Jimmy Higgins Benson & Mangold, LLC

    911 Susquehanna Rd, Madison, MD 21648
  • /36

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,514 Sq Ft

    416 Maryland Ave Unit A & B, Cambridge, MD 21613

    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

    Peter Stark Benson & Mangold, LLC

    416 Maryland Ave Unit A & B, Cambridge, MD 21613
  • /100

    $360,000

    • 5 Beds
    • 3 Baths
    • 2,610 Sq Ft

    1621 Terrapin Cir, Cambridge, MD 21613

    Welcome home to 1621 Terrapin Circle, a beautifully crafted Like New Colonial nestled in the sought-after Blackwater Landing community of Cambridge, MD. This spacious 5 bedroom, 3 bath home offers 2,610 square feet of thoughtfully designed living space, ready for you to move right in and start making memories.Step inside to find an open, light-filled layout perfect for everyday living and

    Dale Hunter Bayside Realty

    1621 Terrapin Cir, Cambridge, MD 21613
  • /63

    $449,900

    • 4 Beds
    • 2.5 Baths
    • 3,486 Sq Ft

    419 Osprey Cir, Cambridge, MD 21613

    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,

    John Spicer RLAH @properties

    419 Osprey Cir, Cambridge, MD 21613
  • /35

    $324,900

    • 3 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    109 Willis St, Cambridge, MD 21613

    Move right into this beautiful home in Cambridge’s historic district! It features a fully updated kitchen and baths, a new HVAC system, and a picture-perfect front porch. The attic and crawlspace have been improved for optimum energy efficiency. For a fun, modern twist, head up the cool spiral staircase to a fully finished third-floor space. Outside, enjoy a fantastic backyard with raised garden

    Valerie Brown Coldwell Banker Realty

    109 Willis St, Cambridge, MD 21613
  • /45

    $334,900

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    146 Regulator Dr N, Cambridge, MD 21613

    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

    Shane Slacum LPT Realty, LLC

    146 Regulator Dr N, Cambridge, MD 21613
  • /36

    $325,000

    • Studio
    • 2,514 Sq Ft

    416 Maryland Ave, Cambridge, MD 21613

    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

    Peter Stark Benson & Mangold, LLC

    416 Maryland Ave, Cambridge, MD 21613
  • /65

    $429,000

    $91K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,510 Sq Ft

    705 Church St, Cambridge, MD 21613

    Welcome to your dream home! This beautifully updated property offers 5 spacious bedrooms and 3 full bathrooms, perfect for comfortable living and entertaining.Hot Features You’ll Love:Brand new modern kitchen with all new appliances , Gorgeous new flooring throughout, Completely renovated bathrooms, Fresh new paint inside and out, Large backyard- perfect for family gatherings,

    George Nguyen Blufin Realty, LLC.

    705 Church St, Cambridge, MD 21613
  • /17

    $399,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    2159 Winterberry Ln Unit O, Cambridge, MD 21613

    Discover the charm of this new construction Mac Arthur Villa in the desirable River Marsh community, set to be completed in 2026. This beautifully designed Colonial-style home features 3 spacious bedrooms and 2.5 bathrooms, perfect for modern living. Enjoy cooking in a well-appointed kitchen equipped with a double oven, cooktop, built-in microwave, dishwasher, and disposal, making meal prep a

    Lisa Pinder EXP Realty, LLC

    2159 Winterberry Ln Unit O, Cambridge, MD 21613
  • /35

    $285,000

    $45K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    807 Bayly Rd, Cambridge, MD 21613

    ***IMPROVED PRICE*** Sellers have found their home of choice and are ready to move! Bring all offers, second price improvement this month! Brand new central heat and air system! Plenty of living space for extended family and packed with upgrades, this beautiful classic Colonial offers exceptional curb appeal and thoughtful updates throughout. The first floor features a bright, open-concept

    Sue Wyatt Coldwell Banker Realty

    807 Bayly Rd, Cambridge, MD 21613
  • /37

    $450,000

    $75K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,282 Sq Ft

    10 W End Ave, Cambridge, MD 21613

    SELLER OFFERING UP TO $10,000 TOWARD BUYER CLOSING COSTS WITH AN ACCEPTABLE OFFER! Experience elevated coastal living in this beautifully renovated two-story home located in Cambridge’s historic district. The main residence features 3 spacious bedrooms and 3 full bathrooms, along with a detached 1-bedroom, 1-bath Accessory Dwelling Unit (ADU) complete with its own kitchenette offering flexible

    Mr. Donald Bailey JR. Long & Foster Real Estate, Inc.

    10 W End Ave, Cambridge, MD 21613
  • /75

    $599,999

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    3313 Belfiore Rd, Church Creek, MD 21622

    Welcome to your own waterfront retreat in beautiful Church Creek! This unique property offers two lots and approximately 200 feet of Chesapeake Bay waterfront, giving you space, privacy, incredible views, and room to enjoy the waterfront lifestyle year-round. The additional waterfront lot across the street (Tax ID 1006093868) conveys with the property, helping preserve your beautiful Chesapeake

    Lona Todd Taylor Properties

    3313 Belfiore Rd, Church Creek, MD 21622
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