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Dorchester County MD Homes for Sale with AC

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  • /61

    $1,480,000 Open House 4/11

    • 4 Beds
    • 5 Baths
    • 4,512 Sq Ft

    5419 Ragged Point Rd, Cambridge, MD 21613

    Welcome to 5419 Ragged Point Road — Closer than you think to D.C., Baltimore, and Ocean City, a striking contemporary waterfront estate set on 11.88 private acres with an incredible 1,500 feet of frontage along serene Brooks Creek. Designed for those who appreciate the best of Eastern Shore living, this 4-bedroom, 2 full/3 half bath custom home, built in 2007, offers exceptional craftsmanship and

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    5419 Ragged Point Rd, Cambridge, MD 21613
  • /59

    $399,900

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

    107 Regulator Dr N, Cambridge, MD 21613

    Welcome to Longboat Estates, a well-established waterfront community nestled along the peaceful waters of Jenkins Creek as it opens into the scenic Choptank River. Residents enjoy wonderful amenities including a community pool, boat ramp, and dock area, making it easy to embrace the relaxed boating and waterfront lifestyle the Eastern Shore is known for. This beautiful Lennar-built home features

    Colleen Smith EXP Realty, LLC

    107 Regulator Dr N, Cambridge, MD 21613
  • /41

    $150,000

    • 2 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    616 Hubert St, Cambridge, MD 21613

    Coming Soon! This charming 2-bedroom, 2-bath home in Cambridge offers an excellent opportunity for buyers seeking a well-updated property with room to add their own finishing touches. The home was fully renovated in recent years and remains in solid condition, featuring a functional layout and comfortable living spaces. With only minor TLC needed, this property is ideal for a homeowner or

    David Moore Real Broker, LLC

    616 Hubert St, Cambridge, MD 21613
  • /71

    $1,000,000

    • 3 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    2202 Jenkins Creek Rd, Cambridge, MD 21613

    **Property Description: Waterfront Brick Rancher with Stunning Sunsets** Welcome to your dream waterfront retreat! This charming brick rancher features 3 spacious bedrooms and 2 full baths, perfect for a vacation rental or your forever home. As you step inside, you'll be greeted by stunning hardwood floors that flow throughout the home. The inviting living room boasts a brick wood-burning

    Dawn Shorter McClain-Williamson Realty, LLC

    2202 Jenkins Creek Rd, Cambridge, MD 21613
  • /14

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,199 Sq Ft

    13 Nanticoke Rd, Cambridge, MD 21613

    Discover the charm of 13 Nanticoke Rd, a property that boasts a unique blend of style and comfort. The heart of this home is the kitchen, where an accent backsplash adds a touch of elegance and sophistication. The kitchen's design is not only aesthetically pleasing but also functional, making meal preparation a delight. Step outside to the deck, a perfect spot for relaxation and The fenced-in

    Jacqueline Moore Open Door Brokerage, LLC

    13 Nanticoke Rd, Cambridge, MD 21613
  • /44

    $339,900

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

    120 Mariners Way, Cambridge, MD 21613

    Built in 2023, this beautifully maintained and move-in ready home offers 5 bedrooms and 2.5 bathrooms on a spacious lot in the desirable Heron Point North community. Enjoy the convenience of an attached two car garage and a welcoming covered front porch that leads into a bright, thoughtfully designed interior. The main level features abundant natural light, recessed lighting, luxury flooring,

    Shane Slacum LPT Realty, LLC

    120 Mariners Way, Cambridge, MD 21613
  • /2

    $49,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    2603 Toddville Rd, Toddville, MD 21672

    This bungalow is located in the quaint, water oriented community of Toddville. It has had some repairs including a brand new architectural shingled roof. More repairs still needed-likely new well is needed. Great get away or hunting/fishing cabin, or primary residence if you are seeking peace and quiet! Elijah's store is just down the road, so no need to drive to Cambridge for supplies. Prior

    Janet Emerson Coldwell Banker Realty

    2603 Toddville Rd, Toddville, MD 21672
  • /12

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    1303 Colonial Ave, Cambridge, MD 21613

    Welcome home to 1303 Colonial Ave-a well maintained 3-bedroom, 2 bath property offering comfort , functionality, and classic charm. This inviting home features a fenced in backyard, perfect for pets, play, or outdoor entertaining, along with detached garage providing added storage and convenience. Inside, enjoy a practical open floor plan with comfortable living spaces, generous bedroom sizes,

    Amy Betts Coldwell Banker Realty

    1303 Colonial Ave, Cambridge, MD 21613
  • /38

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,596 Sq Ft

    2517 Old House Point Rd, Fishing Creek, MD 21634

    Charming Waterview Cape Cod on Hooper’s Island Enjoy sweeping views of the Honga River and Back Creek from this well-maintained Cape Cod located just steps from PL Jones Marina. This one-owner home, built by a respected local contractor, has been carefully maintained and sits on elevated ground that has never flooded. Families will also appreciate the award-winning South Dorchester School

    Dan Shoemaker Eastern Shore Real Estate, LLC

    2517 Old House Point Rd, Fishing Creek, MD 21634
  • /2

    $240,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1209 Bayly Rd, Cambridge, MD 21613

    Professional photos coming soon. Completely renovated and move-in ready, this charming 900 sq. ft. bungalow sits on a spacious .26-acre lot and offers the perfect blend of modern upgrades and cozy living. Inside, you’ll find a thoughtfully redesigned interior featuring a brand-new kitchen with upgraded finishes, beautifully updated bathrooms, new flooring throughout, and fresh paint complemented

    Lisa Knotts Coldwell Banker Realty

    1209 Bayly Rd, Cambridge, MD 21613
  • /14

    $215,000

    • 4 Beds
    • 2 Baths
    • 1,152 Sq Ft

    728 Race St, Cambridge, MD 21613

    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

    Heather Brummell Keller Williams Realty

    728 Race St, Cambridge, MD 21613
  • /23

    $369,000 New Construction

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

    4308 Blink Horn Rd, Hurlock, MD 21643

    New construction by Alejandro Homes finally debuts in Dorchester County this fall! Meet your match with this three bedroom, two bath home with an attached two-car garage, front porch, well & septic system- no HOA!This home sits back from the road and the long driveway awaits your touch.The right wing of the house has two bedrooms and a bathroom. The left wing is home to the garage

    Nora Turner Long & Foster Real Estate, Inc.

    4308 Blink Horn Rd, Hurlock, MD 21643
  • /33

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,768 Sq Ft

    904 & 906 Oakley Terrace, Cambridge, MD 21613

    Improved Price!! Cambridge Waterfront- Enjoy magnificent Choptank River views from this duplex. Two units each with 2BR, 1 bath, living room, sunporch. Completely renovated after a fire, this is a great opportunity to have your own waterfront place plus an income producer! Large shed. Protected shoreline.

    Valerie Brown Coldwell Banker Realty

    904 & 906 Oakley Terrace, Cambridge, MD 21613
  • /46

    $1,200,000

    • 7 Beds
    • 4.5 Baths
    • 3,584 Sq Ft

    5304 Cassons Neck Rd, Cambridge, MD 21613

    Escape to this rare waterfront retreat on Brooks Creek in Cambridge, offering Two Thousand ft of water frontage with sandy beaches, Private pier and Pond. The property features a Four Bedroom, Two and One half Bath Colonial-style main home plus a Three Bedroom, Two Bath guest house with great potential. Enjoy a large barn, pond, and multiple outbuildings, ideal for hobbies, storage, or fishing.

    Adam Light Monument Sotheby's International Realty

    5304 Cassons Neck Rd, Cambridge, MD 21613
  • /18

    $419,465 New Construction

    • 3 Beds
    • 2 Baths
    • 2,195 Sq Ft

    2147 Winterberry Ln, Cambridge, MD 21613

    This two-story home has a low maintenance layout with a first-floor owner’s suite, along with a flex space, open kitchen and family room with tall ceilings. Upstairs a loft is surrounded by two bedrooms and an unfinished storage area for versatile needs. Ideal for outdoor living, there is a cozy front porch and a back patio.

    Lennar Builder
    2147 Winterberry Ln, Cambridge, MD 21613
  • /4

    $649,000 Coming Soon

    • 8 Beds
    • 5 Baths
    • 5,000 Sq Ft

    709 Church St, Cambridge, MD 21613

    Coming early spring 2026 - a large American Four Square located in the beautiful Cambridge Historic District situated on a TRIPLE corner lot. This home is being carefully improved and restored, to include (on the first floor): an all new eat-in island kitchen with walk through cabinetry to bonus room/ additional kitchen, an improved parlor/game room, three bedrooms and three new/updated

    Edward Cartwright Benson & Mangold, LLC

    709 Church St, Cambridge, MD 21613
  • /53

    $575,000

    • 3 Beds
    • 3.5 Baths

    202 Muir St, Cambridge, MD 21613

    Waterfront Living at Its Finest in Waterside on Cambridge Creek. Panoramic water views, three screened decks and a deeded deep-water boat slip provide direct access to the Choptank River. Ideal as a full-time residence or easy lock-and-leave second home, this three-level waterfront condominium offers the scale of a waterfront home with the ease of condominium ownership. High ceilings and coastal

    Kathy Christensen TTR Sotheby's International Realty

    202 Muir St, Cambridge, MD 21613
  • /23

    $244,900

    • 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 heat and

    Daphne Cawley TTR Sotheby's International Realty

    603 Academy St, Cambridge, MD 21613
  • /21

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    3 Merryweather Dr, Cambridge, MD 21613

    Charming 3-Bed, 2-Bath Home in Cambridge – Nestled just outside the city limits, this updated single-story home (new roof, new HVAC, new stainless steel gutter guards! ) offers the perfect balance of peaceful living with easy access to all the shopping, dining, and amenities you need. You'll love being close to tennis courts and parks, while still enjoying no city taxes.Inside, the spacious

    Valerie Brown Coldwell Banker Realty

    3 Merryweather Dr, Cambridge, MD 21613
  • /30

    $399,900

    • 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
  • /90

    $1,600,000

    • 4 Beds
    • 4.5 Baths
    • 5,037 Sq Ft

    1252 Old Madison Rd, Madison, MD 21648

    ***This opportunity includes the combined purchase of 1252 Old Madison Rd, Madison, MD and 1250 Old Madison Rd, Madison, MD*** End each day with sweeping sunsets over Madison Bay from this exceptional waterfront compound featuring 268 feet of protected shoreline and approximately 2.83 acres of combined privacy, perfectly positioned with an ideal east-west orientation. Designed by renowned

    Barbara McCaffrey Redfin Corp

    1252 Old Madison Rd, Madison, MD 21648
  • /2

    $460,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,989 Sq Ft

    6941 Hubbard Rd, Hurlock, MD 21643

    ***COMING SOON 4/20/26. Professional photos will be uploaded**** Come and enjoy this private countryside retreat just outside of Hurlock on Maryland’s beautiful Eastern Shore.Situated on over 2 acres, this secluded property is surrounded by mature trees, offering exceptional privacy and a peaceful, natural setting. Tucked back from the road, you’ll immediately appreciate the quiet atmosphere

    Erene Katris Coldwell Banker Realty

    6941 Hubbard Rd, Hurlock, MD 21643
  • /61

    $379,000

    • 4 Beds
    • 2 Baths
    • 2,148 Sq Ft

    122 Vue de Leau St, Cambridge, MD 21613

    MAJOR PRICE REDUCTION! Victorian 1900’s home located in Historic District of Cambridge. Just a few doors away from the Choptank River, Long Wharf and Municipal Yacht Basin. Enjoy the convenience of being within walking distance to downtown galleries, restaurants, boutiques and dining. Come up the inviting brick walkway and brick steps to the charming wraparound porch perfect for entertaining

    Carol Wolf Sharon Real Estate P.C.

    122 Vue de Leau St, Cambridge, MD 21613
  • /18

    $159,000

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft

    430 Leonards Ln, Cambridge, MD 21613

    Fully renovated interior with fresh, modern finishes throughout. This home has been thoughtfully updated to create a bright and welcoming living space with new flooring, updated kitchen and bath, and a clean, move-in ready feel. Priced to sell and offering low-maintenance living, it’s an excellent option for first-time buyers, those looking to downsize, or anyone seeking an affordable home with a

    Daniel Wooten Coldwell Banker Realty

    430 Leonards Ln, Cambridge, MD 21613
  • /49

    $134,900

    • 3 Beds
    • 1 Bath
    • 808 Sq Ft

    2707 Toddville Rd, Toddville, MD 21672

    Affordable 3-bedroom, 1-bath home situated on 13+ acres across four parcels in prime Sika deer country. Property offers Sika deer hunting with some whitetail deer and pond offers possible waterfowl. Home has been used as a hunting lodge, good for overnights, a casual retreat or full time residence. Conveniently located across from Elijah's general store, near public boat ramps, Blackwater

    Leo Kuneman Meredith Fine Properties

    2707 Toddville Rd, Toddville, MD 21672
  • /79

    $379,900

    • 3 Beds
    • 2.5 Baths

    101 Main St Unit 115, Secretary, MD 21664

    Riverfront Townhome Fully Furnished with Private Boat Slip on the Warwick River!Welcome to your waterfront retreat at 101 Main Street Unit 115—this stunning 3-level townhome offers direct river access, a private boat slip, with a full-length pier just steps from your door. Enjoy quick boat rides to the Choptank River and Chesapeake Bay for world-class fishing, waterfront dining, and

    Andy Lapkoff RE/MAX Realty Centre, Inc.

    101 Main St Unit 115, Secretary, MD 21664
  • /2

    $319,900 New Construction

    • 3 Beds
    • 2 Baths

    2002 Rhodesdale Vienna Rd, Vienna, MD 21869

    NEW CONSTRUCTION - Located in Vienna, Maryland, this three bedroom and two bathroom home has an open concept and is not your average contractor grade home. There is still time to pick your paint colors and flooring as well as upgrade kitchen cabinets and counter-tops, if you desire. Vienna, Maryland is a small town located on Maryland's Eastern Shore between Cambridge and Salisbury.

    Chrystianna Wilkins-Gosnell Keller Williams Realty

    2002 Rhodesdale Vienna Rd, Vienna, MD 21869
  • /12

    $215,000

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft

    409 Oakley St, Cambridge, MD 21613

    Heather Brummell Keller Williams Realty

    409 Oakley St, Cambridge, MD 21613
  • /58

    $299,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft

    107 Railroad Ave, East New Market, MD 21631

    Newly Built & Move-in Ready: Your Charming Cape Cod Retreat Awaits in Historic East New Market! Discover this newly constructed three-bedroom, two-and-a-half-bath Cape Cod nestled in the picturesque town of East New Market. This home combines modern amenities with classic charm, offering an inviting atmosphere perfect for both relaxation and entertaining. Step inside to an open layout that flows

    Tracey Williamson McClain-Williamson Realty, LLC

    107 Railroad Ave, East New Market, MD 21631
  • /19

    $274,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    506 High St, Cambridge, MD 21613

    This stylish 3 bedroom and 2 bathroom new construction home features an open layout, granite countertops, and low maintenance living just minutes from downtown Cambridge and the waterfront. The back yard features a rear deck, fenced back yard and a shed for storage. This bright and modern home is move-in ready!

    Amy Betts Coldwell Banker Realty

    506 High St, Cambridge, MD 21613
  • /20

    $175,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,772 Sq Ft

    10 Willis St, Cambridge, MD 21613

    Welcome to 10 Willis St, a nice Colonial home in the heart of Cambridge. This delightful home features a spacious layout with 3 bedrooms and 1 bathroom. Enjoy a cozy living room, a spacious kitchen, and a serene backyard perfect for relaxation. Located in a friendly neighborhood, you’re just minutes from downtown’s shops and dining. Perfect starter home —schedule your visit today!

    William Gray New Realty, LLC

    10 Willis St, Cambridge, MD 21613
  • /43

    $320,000

    • 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, enhancing its spacious and inviting atmosphere. Step outside to a generously sized backyard, perfect for entertaining,

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

    110 Mariners Way, Cambridge, MD 21613
  • /39

    $239,000

    • 2 Beds
    • 2 Baths

    900 Marshy Cove, Cambridge, MD 21613

    This cozy 2 bedroom, 2 bath condo is nestled in the sought-after waterside community of Deep Harbour. As you enter, you'll be greeted by a bright and spacious living area that flows seamlessly into the kitchen, equipped with modern appliances, sleek countertops, and ample cabinet space. The primary features a private en-suite bath and plenty of closet space, while the second bedroom offers

    Alicia Gannon Dulin Benson & Mangold, LLC

    900 Marshy Cove, Cambridge, MD 21613
  • /68

    $269,000

    • 3 Beds
    • 4 Baths
    • 2,484 Sq Ft

    317 Shipyard Dr Unit 67, Cambridge, MD 21613

    Waterfront Living in Deep Harbor — More Space, More Upgrades, Better PriceSome homes make you choose between the lifestyle you want and the value you need. This one doesn't.This 3-bedroom, 2.5-bath townhome sits in Deep Harbor, a gated waterfront community on Cambridge Creek with Chesapeake Bay access, boat slips, a protected deep-water harbor, community pool and the kind of pace that

    David Moore Real Broker, LLC

    317 Shipyard Dr Unit 67, Cambridge, MD 21613
  • /27

    $448,500

    • 4 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    2830 Persimmon Place, Cambridge, MD 21613

    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

    Amy Betts Coldwell Banker Realty

    2830 Persimmon Place, Cambridge, MD 21613
  • /41

    $309,000

    • 3 Beds
    • 2 Baths
    • 1,863 Sq Ft

    5 Willis St, Cambridge, MD 21613

    Lovely home in Historic West End with water views of the Choptank River. This house has been completely updated while still maintaining historic charm. The first floor living space contains Living Room, Dining Room, kitchen, laundry room, and full bath. The second floor has 3 bedrooms and a full bath. The current owners use the finished 3rd floor as a bunk room for extra sleeping space. This area

    henry hale Benson & Mangold, LLC

    5 Willis St, Cambridge, MD 21613
  • /17

    $279,900 New Construction

    • 3 Beds
    • 2 Baths

    406 Charles St, Hurlock, MD 21643

    Brand new affordable construction! Located on a quiet street, this custom home features on open living space great for entertaining. LVP flooring and a one story design. Off street parking.

    Valerie Brown Coldwell Banker Realty

    406 Charles St, Hurlock, MD 21643
  • /17

    $629,990 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    HOMESITE 56 Marsh Elder Rd, Cambridge, MD 21613

    *OFFERING UP TO 12K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE** Offering unique floor plans with scenic wooded, creek, and golf course views, Tides at River Marsh is the perfect place to call home. If you’re looking for the perfect home, look no further than the St. Kitts. This stunning open-concept design delivers a true “wow” factor the moment you walk through the front

    Brittany Newman DRB Group Realty, LLC

    HOMESITE 56 Marsh Elder Rd, Cambridge, MD 21613
  • /42

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    6446 Suicide Bridge Rd, Hurlock, MD 21643

    Don't let the name fool you... you'll love living in this spacious cape cod filled with coastal charm! Nestled between fields and mature trees, you'll enjoy the peaceful and private setting. Enter into a large, eat-in kitchen with plenty of cabinets and a breakfast bar. Though the archway you'll find the living room featuring a stone fireplace with a pellet stove insert. Next up is the

    Donna Cohen Northrop Realty

    6446 Suicide Bridge Rd, Hurlock, MD 21643
  • /35

    $239,000

    • 1,260 Sq Ft

    3241 Robbins Rd, Crapo, MD 21626

    Attention hunters – This unique hunting property, along with an existing church, has the potential to be your dream hunting lodge. This remarkable estate offers a rare opportunity to own your hunting camp in the heart of nature's bounty, bordered on the southern property line by Fishing Bay Wildlife Sanctuary. The property's key feature is its ideal location, nestled in the serene surroundings of

    Dan Shoemaker Eastern Shore Real Estate, LLC

    3241 Robbins Rd, Crapo, MD 21626

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