335

Dorchester County MD Homes for Sale

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  • /28

    $695,000

    • Land
    • 31.89 Acres
    • $21,794 per Acre

    0 Hoopers Neck Rd Unit MDDO2010840, Taylors Island, MD 21669

    Welcome to this beautiful Taylors Island lot facing the breathtaking Chesapeake Bay! This private lot enjoys over 700 feet of exposure to the magnificent bay along with 300 feet on the protected Oyster Cove. This 38+ acre lot is absolutely pristine while enjoying a soothing combination of 50% specimen trees and 50% open level pasture land. If you are a nature enthusiast look no farther as this

    Mary Losty Compass

    0 Hoopers Neck Rd Unit MDDO2010840, Taylors Island, MD 21669
  • /36

    $224,950

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    453 High St, Cambridge, MD 21613

    Welcome to this affordable & cozy 3-bedroom, 2-bath rancher — perfectly situated just three blocks from downtown Cambridge’s vibrant restaurants, shops, and Art Center. Originally updated and remodeled in 2019, this home offers comfortable one-level living with an open and inviting layout. The living and dining areas are ideal for family gatherings and entertaining. The primary bedroom features

    Alma Fitzgerald Long & Foster Real Estate, Inc.

    453 High St, Cambridge, MD 21613
  • /34

    $336,900

    • 4 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    1639 Terrapin Cir, Cambridge, MD 21613

    Welcome to this beautiful DR Horton home built in 2023, where modern comfort meets thoughtful design. This 4-bedroom, 2.5-bath home features an open and airy first floor with luxury vinyl plank flooring throughout. The open-concept main level brings together the living, dining, and kitchen areas, where granite countertops, stainless steel appliances, and a walk-in pantry make cooking and

    Donna Harrington Coldwell Banker Realty

    1639 Terrapin Cir, Cambridge, MD 21613
  • /56

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    500 Regulator Dr S, Cambridge, MD 21613

    Like New- Only used part-time **Welcome to 500 Regulator Drive South, a beautifully maintained, like-new Roosevelt model by Gemcraft Homes, offering modern comfort, thoughtful design, and access to one of Cambridge’s most convenient communities. As you enter, you’ll appreciate the inviting foyer that opens to a flowing main level designed for both everyday living and entertaining. The living and

    George Belleville The KW Collective

    500 Regulator Dr S, Cambridge, MD 21613
  • /28

    $299,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft

    311 Riverside Ln, Cambridge, MD 21613

    This is it — the last opportunity to claim a brand-new home in the coveted Deep Harbour community! Only a few homesites remain, and this MOVE-IN READY 3-level End-Unit townhome is a true gem, offering breathtaking views of Cambridge Creek. Step inside and feel the coastal charm meet modern elegance. The open-concept layout is designed for connection and comfort, with a sunlit kitchen that flows

    Nick Waldner Keller Williams Realty Centre

    311 Riverside Ln, Cambridge, MD 21613
  • /3

    $50,000

    • Land
    • 1.47 Acres
    • $34,014 per Acre

    2040 Dailsville Rd, Cambridge, MD 21613

    ONLINE AUCTION: Bidding begins 1/14/2026 @ 10:00 AM. Bidding ends 1/16/2026 @ 12:10 PM. List Price is Suggested Opening Bid. Deposit: $7,500. ± 1.46-acre vacant land parcel in Cambridge, MD (Dorchester County). Existing structure is uninhabitable; offered as land only. Short distance to the Choptank River waterfront. Major traffic artery: Cambridge Beltway.

    Adam Shpritz Ashland Auction Group LLC

    2040 Dailsville Rd, Cambridge, MD 21613
  • /41

    $224,900

    • Studio
    • 2,484 Sq Ft

    206 Maryland Ave, Cambridge, MD 21613

    INVESTOR ALERT! Rare opportunity to own a duplex, with two rental units currently occupied! "Downtown" zoning, no flood insurance required and steps away from the up and coming waterfront project "Cambridge Harbour". Location, Location Location! Walking distance from Historic downtown Cambridge; including restaurants, marinas and shops. This unique property offers water views of the Choptank

    Nicole Clemente Keller Williams Realty

    206 Maryland Ave, Cambridge, MD 21613
  • /15

    $695,000

    • 3 Beds
    • 2 Baths
    • 980 Sq Ft

    6026 Cokesbury Rd, Rhodesdale, MD 21659

    Three house poultry farm built in the mid-1990s and fully upgraded to current Mountaire standards. The operation includes (2) 40'×500' houses and (1) 40'×400' house with 56,000± birds per flock. Modernized equipment features Choretime controls, Cumberland & Choretime feeders, Valco drinkers, and Valco tube heat. A 3BR/2BA mobile home sits near the front of the property for convenient on-site

    Nick Campanaro The Land Group

    6026 Cokesbury Rd, Rhodesdale, MD 21659
  • /2

    $180,000

    • Land
    • 5.99 Acres
    • $30,050 per Acre

    0 Heather Ln Unit MDDO2010808, Cambridge, MD 21613

    Build your dream estate in an exclusive Eastern Shore setting.Just 15 minutes from historic Cambridge, this 5.99-acre homesite offers rare privacy within a sought-after development surrounded by newly built, high-value residences — some of them on the water. The expansive lot provides endless design potential for a custom home or retreat, nestled among mature trees for a sense of seclusion

    Glory Bee Costa Keller Williams Select Realtors of Easton

    0 Heather Ln Unit MDDO2010808, Cambridge, MD 21613
  • /49

    $159,900

    • 3 Beds
    • 1 Bath
    • 808 Sq Ft

    2703 Toddville Rd, Toddville, MD 21672

    Eastern Shore hunting lodge on 13+ acres across four parcels in prime Sika deer country! Property offers great Sika deer hunting with some whitetail deer and pond offers possible waterfowl. Home has been used as a hunting lodge, perfect for overnights, a private retreat or full time residence. Conveniently located near Elijah's general store, Blackwater National Wildlife Refuge, marinas and

    Leo Kuneman Meredith Fine Properties

    2703 Toddville Rd, Toddville, MD 21672
  • /24

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,158 Sq Ft

    5 Oakley St Unit 102, Cambridge, MD 21613

    Waterfront Condo on the Choptank River! Enjoy stunning water views from this 1st-floor 2BR/2BA condo located in Cambridge’s sought-after Historic West End District. The open floor plan features a spacious great room with hardwood floors, gas fireplace, 9’ ceilings, and access to a covered patio—perfect for relaxing by the river. The kitchen includes a center island with breakfast bar, gas

    Sharon Spedden Sharon Real Estate P.C.

    5 Oakley St Unit 102, Cambridge, MD 21613
  • /10

    $299,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,307 Sq Ft

    Dogwood Plan at Pine Top Village, Hurlock, MD 21643

    Welcome to Pine Top Village—where small-town charm meets modern comfort. Discover spacious single-family homes and 1+ acre homesites, all tucked in the heart of Hurlock, MD. With top-rated schools nearby and everyday conveniences just a short drive away in Easton and Cambridge, Pine Top Village offers the perfect blend of space, value, and Eastern Shore living. Discover all the style you desire

    Ryan Homes Builder
    6801 Pine Bark Dr Unit 38054347, Hurlock, MD 21643
  • /30

    $425,000

    • 4 Beds
    • 3 Baths
    • 2,927 Sq Ft

    127 Regulator Dr N, Cambridge, MD 21613

    Welcome to 127 N Regulator Drive — a bright and inviting 4 bedroom, 3 bath home nestled in a sought-after waterfront community with access to a neighborhood pool and amenities. This home offers a spacious first-floor primary suite, an additional main-level bedroom or office, and two generously sized bedrooms upstairs — perfect for family, guests, or flex space. The main level features an open

    Alicia Gannon Dulin Benson & Mangold, LLC

    127 Regulator Dr N, Cambridge, MD 21613
  • /35

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    6006 Corey Way, Hurlock, MD 21643

    Charming country rancher on 1.33 acres! Welcome to this fully remodeled home (2025) nestled at the end of a cul‐de‐sac surrounded by mature trees. Enjoy increased living space with the addition of a bedroom and bathroom for a total of 4BR and 2BA, plus a spacious laundry room and a separate dining area. Features LVP flooring throughout, modernized kitchen with plenty of cabinet space, and a

    SCOTT REAGAN CALLAWAY FARNELL AND MOORE

    6006 Corey Way, Hurlock, MD 21643
  • /2

    $130,000

    • Land
    • 5.32 Acres
    • $24,436 per Acre

    0 Bailey Store Rd, Federalsburg, MD 21632

    Large Wooded Lot

    Jon Ridgeway Berkshire Hathaway HomeServices PenFed Realty

    0 Bailey Store Rd, Federalsburg, MD 21632
  • /23

    $379,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,541 Sq Ft

    Hazel Plan at Pine Top Village, Hurlock, MD 21643

    Welcome to Pine Top Village—where small-town charm meets modern comfort. Discover spacious single-family homes and 1+ acre homesites, all tucked in the heart of Hurlock, MD. With top-rated schools nearby and everyday conveniences just a short drive away in Easton and Cambridge, Pine Top Village offers the perfect blend of space, value, and Eastern Shore living. The Hazel. This 2-car garage

    Ryan Homes Builder
    6801 Pine Bark Dr Unit 38006900, Hurlock, MD 21643
  • /40

    $349,990 New Construction

    • 3 Beds
    • 3 Baths
    • 1,927 Sq Ft

    Fairview Plan at Pine Top Village, Hurlock, MD 21643

    Welcome to Pine Top Village—where small-town charm meets modern comfort. Discover spacious single-family homes and 1+ acre homesites, all tucked in the heart of Hurlock, MD. With top-rated schools nearby and everyday conveniences just a short drive away in Easton and Cambridge, Pine Top Village offers the perfect blend of space, value, and Eastern Shore living. The Fairview is a new two-story

    Ryan Homes Builder
    6801 Pine Bark Dr Unit 38006901, Hurlock, MD 21643
  • /19

    $109,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    2631 Rebecca Ln, Cambridge, MD 21613

    Welcome to this beautifully maintained three-bedroom, two-bath modular home tucked away in the quiet back section of the community. This inviting residence offers a warm and open layout with hardwood floors throughout and an abundance of natural light that fills every room. Step inside to a spacious living room perfect for relaxing or entertaining, leading into a large dining area ideal for

    Mary Haddaway Benson & Mangold, LLC

    2631 Rebecca Ln, Cambridge, MD 21613
  • /34

    $345,000

    • 3 Beds
    • 2.5 Baths
    • 1,606 Sq Ft

    4445 Rolling Acres Dr, Hurlock, MD 21643

    If you are looking for a peaceful place to come home to this is it. Large 1 acre lot in a desirable neighborhood. This well maintained 3 bedroom home has an open floor plan with the kitchen open to the family room. Large deck with firepit outside for easy entertainment. New roof in 2025 with a 30 year warranty, new sliding doors to the patio. In addition to the oversized 2 car garage, there is an

    Meg Moran Long & Foster Real Estate, Inc.

    4445 Rolling Acres Dr, Hurlock, MD 21643
  • /5

    $219,999

    • 2 Beds
    • 2 Baths

    900 Marshy Cove, Cambridge, MD 21613

    Since timing is everything-owner retiring from the rental business. Here is your chance to get one of the best priced condos around this water oriented community. Well maintained condo in a gated community with outdoor pool in the heart of town and one block away from Ocean Gateway which provides clear access to multiple beach resorts going east and the DC area going west. Whether you’re looking

    Beverly Era Long & Foster Real Estate, Inc.

    900 Marshy Cove, Cambridge, MD 21613
  • /14

    $509,990

    • 4 Beds
    • 3 Baths
    • 1,816 Sq Ft

    HOMESITE 51 Marsh Elder Rd, Cambridge, MD 21613

    *OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE*Welcome to the Aloha — where every day feels like a getaway.Step into effortless, main-level living designed for connection and comfort. Three beautifully appointed bedrooms surround an open, light-filled kitchen and family room — the heart of the home — where laughter flows as easily as the ocean breeze.

    Brittany Newman DRB Group Realty, LLC

    HOMESITE 51 Marsh Elder Rd, Cambridge, MD 21613
  • /27

    $645,990

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    HOMESITE 68 Marsh Elder Rd, Cambridge, MD 21613

    *OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE**Welcome to the Barbados, where southern coastal charm meets easy, elegant living. Inspired by the beauty of Charleston, this home offers the best of main-level living with a spacious primary suite and a private study designed for comfort and convenience. For those who love to cook, the gourmet kitchen and

    Brittany Newman DRB Group Realty, LLC

    HOMESITE 68 Marsh Elder Rd, Cambridge, MD 21613
  • /7

    $223,000

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    301 Old Squaw Ct, Cambridge, MD 21613

    Price Improvement! Don't let this opportunity pass you by for this open and spacious end unit townhome that is centrally located with easy access to Route 16 and 50. . This home boasts an open floor plan with a bonus/sunroom off the country kitchen with stainless steel appliances. As you enter the home you are embraced with a spacious living room perfect for entertaining and/or family nights. A

    Lesley Jackson EXIT Sunshine Realty

    301 Old Squaw Ct, Cambridge, MD 21613
  • /21

    $347,840 New Construction

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    2182 Winterberry Ln, Cambridge, MD 21613

    A new three-story townhome features a versatile recreation room and two-car garage upon entry. The second floor hosts a modern open-concept layout situated among the Great Room, dining area and kitchen, along with a flex space ideal for at-home work. At the top level are all three bedrooms to provide peaceful retreats, including the owner’s suite with a private bathroom.

    Lennar Builder
    2182 Winterberry Ln, Cambridge, MD 21613
  • /21

    $307,890 New Construction

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    2178 Winterberry Ln, Cambridge, MD 21613

    A new three-story townhome features a versatile recreation room and two-car garage upon entry. The second floor hosts a modern open-concept layout situated among the Great Room, dining area and kitchen, along with a flex space ideal for at-home work. At the top level are all three bedrooms to provide peaceful retreats, including the owner’s suite with a private bathroom.

    Lennar Builder
    2178 Winterberry Ln, Cambridge, MD 21613
  • /21

    $333,340 New Construction

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    2174 Winterberry Ln, Cambridge, MD 21613

    A new three-story townhome features a versatile recreation room and two-car garage upon entry. The second floor hosts a modern open-concept layout situated among the Great Room, dining area and kitchen, along with a flex space ideal for at-home work. At the top level are all three bedrooms to provide peaceful retreats, including the owner’s suite with a private bathroom.

    Lennar Builder
    2174 Winterberry Ln, Cambridge, MD 21613
  • /31

    $224,900

    • 2 Beds
    • 1 Bath
    • 1,615 Sq Ft

    109 Gay St, Vienna, MD 21869

    Water enthusiasts will appreciate life in Vienna, MD Situated on the Nanticoke River -- halfway between the Bay and the beach -- the town of Vienna has an upgraded boat launch, floating docks, and slips suitable for kayaks, canoes, and larger motor boats. For boaters and paddlers seeking small-town tranquility, Vienna is the perfect place for a residence or a vacation pad, so bring your water

    Stephen Ferrandi PraiseBuildings Religious Property

    109 Gay St, Vienna, MD 21869
  • /10

    $94,900

    • Land
    • 1 Acre
    • $94,900 per Acre

    4420 Hoopers Neck Rd, Taylors Island, MD 21669

    1-acre partially wooded lot on Taylors Island with mobile home. The property is already improved with a well, septic, and electric, offering a head start for your new home or getaway. Surrounded by natural beauty and just minutes from the water, this lot combines privacy with convenience. Whether you’re planning a full-time residence, a weekend escape, or a future investment, 4420 Hoopers Neck Rd

    David Moore Real Broker, LLC

    4420 Hoopers Neck Rd, Taylors Island, MD 21669
  • /42

    $449,900

    • 3 Beds
    • 2 Baths
    • 2,098 Sq Ft

    4904 Ravenwood Rd, Vienna, MD 21869

    Beautifully renovated farmhouse offering versatile living space on just under three-quarters of an acre. Thoughtfully updated inside and out, this 3-bedroom, 2-bath home blends classic Eastern Shore architecture with high ceilings and large, airy windows with modern comforts designed for today’s lifestyle. The first floor features a spacious living area and a private office that could easily

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 734-5592

    4904 Ravenwood Rd, Vienna, MD 21869
  • /21

    $399,999

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    178 N Regulator Dr, Cambridge, MD 21613

    Welcome to Longboat Estates – where waterfront charm meets everyday convenience! Still as new as the day it was built! Discover the best of the Chesapeake lifestyle in the highly sought-after Longboat Estates community of historic Cambridge, Maryland. Residents here enjoy private amenities, including a sparkling pool, boat ramp, and pier on Jenkins Creek, perfect for boating, fishing, or relaxing

    Dormaim Green The Property Shoppe, LLC

    178 N Regulator Dr, Cambridge, MD 21613
  • /2

    $125,000

    • Studio
    • 1,088 Sq Ft

    610 Washington St, Cambridge, MD 21613

    2 unit home on Washington St. is a great way to start your investment career, add to your portfolio, or even gives a buyer the opportunity to live in one unit and rent the other. Home features an enclosed porch housing separate entrances to each unit- a great place for a tenant to store a bike or scooter too! The 1st floor unit is currently a blank slate to finish off as you desire- lending

    Sydney Johnson Cohee Sharon Real Estate P.C.

    610 Washington St, Cambridge, MD 21613
  • /37

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    6132 Palmer Mill Rd, Hurlock, MD 21643

    Country home! One floor living is offered on this 1.3 +/- acre lot just outside Hurlock. Large country kitchen/family room, living room with fireplace (Byler gas insert), primary bedroom with bath, additional bath and two bedrooms. Separate laundry room. Nice office. Oversized two car attached garage. The screened porch overlooks the inground swimming pool (16x24), and partially fenced yard. Two

    Valerie Brown Coldwell Banker Realty

    6132 Palmer Mill Rd, Hurlock, MD 21643
  • /2

    $350,000

    • Land
    • 42 Acres
    • $8,333 per Acre

    0 Hudson Rd, Cambridge, MD 21613

    Gorgeous wooded location with great potential for homesite. Excellent location for hunting! Wildlife abounds in this secluded woodlands. Opportunity for timbering trees as well - history of logging done in the past.

    Karla Wieland-Cherry Meredith Fine Properties

    0 Hudson Rd, Cambridge, MD 21613
  • /61

    $274,900

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    1005 Willowmere Ln, Cambridge, MD 21613

    Looking for a great home with one-level living? This well-maintained 3-Bedroom, 2-Bathroom home is what you've been looking for! The large (29' x 6') railed front porch is the perfect place for rocking chairs & relaxing, plus it offers a limited water view of the Choptank River. But if the backyard is your preferred outdoor space, then the 28' x 15' rear deck offers ample space for entertaining

    Michelle Ruark McClain-Williamson Realty, LLC

    1005 Willowmere Ln, Cambridge, MD 21613
  • /27

    $480,000

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    1529 Deep Water Rd, Woolford, MD 21677

    Looking for a serene location? Peace and quiet can be found here in Woolford, in the Deep Water neighborhood. Conveniently located halfway between Cambridge and Taylors Island, Woolford is a water oriented town with close proximity to Blackwater National Wildlife Refuge. This custom-built all brick single-story home is situated on a flat and grassy 2.22 acre lot that backs to woods. The home

    Patty Smallwood Maryland Real Estate Network

    1529 Deep Water Rd, Woolford, MD 21677
  • /31

    $349,990

    • 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

    Linda Perry Long & Foster Real Estate, Inc.

    11 Saddle Bill Cir, Cambridge, MD 21613
  • /41

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    3844 Wrights Wharf Rd, Hurlock, MD 21643

    Nestled behind pine trees and a small pond, this traditional home offers privacy, and is convenient to all mid shore locations. 3 BR, 2 1/2 baths. Room on the first floor could be another BR. Updates include new hvac, and an inviting color palette. Two story open foyer, hardwood floors, wood fireplace. The detached garage provides loads of extra storage plus room for all your hobbies. Beautiful

    Valerie Brown Charles C. Powell, Inc. Realtors

    3844 Wrights Wharf Rd, Hurlock, MD 21643
  • /11

    $119,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    5611 Galestown Rd, Seaford, MD 19973

    PRICE ADJUSTMENT. This property is located in the northeast section of Dorchester County, a short distance to Seaford for Delaware's no tax shopping and to Salisbury for a commuting drive of 23 miles. Galestown is a small village originally occupied by Nanticoke Indian tribes. Today's town folks live in homes surrounding the iconic Galestown Pond, which is visited by fishermen from all corners of

    Richard Harrington Sharon Real Estate P.C.

    5611 Galestown Rd, Seaford, MD 19973
  • /38

    $435,000

    • 5 Beds
    • 3 Baths
    • 3,216 Sq Ft

    5751 Thompsontown Rd, East New Market, MD 21631

    North Dorchester area. Large rancher on 1 +/- acre lot The home feature 3 bedrooms and 2 baths plus an in- law suite with 2 bedrooms and 1 bath. Recently updated bathrooms. Amazing detached35 x 50 workshop with office area - perfect for hobbies and/or storage. Country location. Partially fenced yard.

    Valerie Brown Charles C. Powell, Inc. Realtors

    5751 Thompsontown Rd, East New Market, MD 21631
  • /41

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,677 Sq Ft

    2 Arbutus Terrace, Cambridge, MD 21613

    This inviting 3 bedroom, 2.5 bath home has been lovingly maintained and thoughtful updates have been made- it's ready for its next chapter. Step inside to find a desirable first-floor primary suite, a bright living room with wood floors, and a kitchen that makes everyday cooking easy and enjoyable. The kitchen features: S/S appliances, gas stove, recessed lighting, and more. A side entry leads

    Sydney Johnson Cohee Sharon Real Estate P.C.

    2 Arbutus Terrace, Cambridge, MD 21613

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