180

Kent County MD Homes for Sale

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  • 301 Hilltop Ln, Chestertown, MD 21620
    301 Hilltop Ln, Chestertown, MD 21620
    301 Hilltop Ln, Chestertown, MD 21620
    /36

    $225,000

    • 3 Beds
    • 2.5 Baths
    • 1,197 Sq Ft

    301 Hilltop Ln, Chestertown, MD 21620

    Move-in ready and priced to sell, this 3-bedroom, 2.5-bath end-unit townhouse offers the perfect blend of value, comfort, and natural light. Tucked alongside community open space, this home lives larger than expected with added privacy and bright, airy interiors. Inside, you’ll find upgraded flooring and modern lighting throughout, creating a clean, updated feel from the moment you walk in. Two

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    301 Hilltop Ln, Chestertown, MD 21620
  • 103 Trafford Dr, Chestertown, MD 21620
    103 Trafford Dr, Chestertown, MD 21620
    103 Trafford Dr, Chestertown, MD 21620
    /66

    $450,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    103 Trafford Dr, Chestertown, MD 21620

    Welcome to 103 Trafford Drive; an exceptionally maintained 3 bedroom home just minutes from downtown Chestertown. Nestled in family-friendly Coventry Farms Community, this Colonial-style residence has been recently updated in all the right places for modern convenience and classic charm. A brand new kitchen, 5-inch oak hardwood floors, back patio, washer/dryer are just a few up the recent

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    103 Trafford Dr, Chestertown, MD 21620
  • 12400 Woods Rd, Worton, MD 21678
    12400 Woods Rd, Worton, MD 21678
    12400 Woods Rd, Worton, MD 21678
    /36

    $1,095,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    12400 Woods Rd, Worton, MD 21678

    More than a home, this is truly a recreational property and boater's paradise. Nestled on a promontory point above Still Pond Creek and just a short drive from historic Chestertown, this house was designed by iconic architect Peter Newlin to provide a coziness and connection to nature that embodies the Eastern Shore lifestyle. Jutting out from the bulkhead designed the Army Corps of Engineers,

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    12400 Woods Rd, Worton, MD 21678
  • 116 N Cross St, Chestertown, MD 21620
    116 N Cross St, Chestertown, MD 21620
    116 N Cross St, Chestertown, MD 21620
    /9

    $109,999

    • Land
    • 7,840 Sq Ft
    • $611,106 per Acre

    116 N Cross St, Chestertown, MD 21620

    Great opportunity in the heart of Chestertown. This downtown commercial lot offers incredible potential just steps from established businesses and local amenities. Public sewer is available and accessible, making development that much more convenient. Positioned next to a professional office building, the property benefits from strong daily visibility with both foot and vehicle traffic passing

    Hayley Norris Select Land & Homes, LLC

    116 N Cross St, Chestertown, MD 21620
  • 26765 Dutchtown Rd, Still Pond, MD 21667
    26765 Dutchtown Rd, Still Pond, MD 21667
    /2

    $189,000

    • Land
    • 21,780 Sq Ft
    • $378,000 per Acre

    26765 Dutchtown Rd, Still Pond, MD 21667

    Situated at the end of a quiet dead-end street with only a handful of neighboring homes, this private 101 x 190 lot parcel offers a serene setting backing to woods, with open farmland across the street. Enjoy the peace of rural living just minutes from the waterfront—only about 3 minutes to Betterton Beach.The existing structure is a modular home on a block foundation with crawl space; however,

    Michael Kelczewski DMV Prime Properties

    26765 Dutchtown Rd, Still Pond, MD 21667
  • 24581 Willow Oak Ln, Chestertown, MD 21620
    24581 Willow Oak Ln, Chestertown, MD 21620
    24581 Willow Oak Ln, Chestertown, MD 21620
    /29

    $229,990

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    24581 Willow Oak Ln, Chestertown, MD 21620

    If you're looking for that secluded spot, with land, room to grow and stretch, and don't mind a project, look no further! Dream location on a private road, backing to farmland, and yet just a few miles outside of downtown Chestertown! The house is midway through a full renovation. Walls are in place, electric run, plumbing roughed-in, new siding and a brand New HVAC! All the hard stuff is done!

    Michele Palmer Doug Ashley Realtors, LLC

    24581 Willow Oak Ln, Chestertown, MD 21620
  • 0 Walnut St, Rock Hall, MD 21661
    0 Walnut St, Rock Hall, MD 21661
    0 Walnut St, Rock Hall, MD 21661
    /4

    $50,000

    • Land
    • 37,026 Sq Ft
    • $58,824 per Acre

    0 Walnut St, Rock Hall, MD 21661

    This listing is for the sale of parcel 504, a 0.85 ac property off Walnut St in the town of Rock Hall. A buyer should confirm buildability and availability of public water and sewer.

    Cindy Genther Rock Hall Properties Real Estate

    0 Walnut St, Rock Hall, MD 21661
  • 31902 Swantown Dr, Galena, MD 21635
    31902 Swantown Dr, Galena, MD 21635
    31902 Swantown Dr, Galena, MD 21635
    /35

    $918,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 3,668 Sq Ft

    31902 Swantown Dr, Galena, MD 21635

    Completely renovated four-bedroom home offering an ideal Upper Eastern Shore location where Swantown Creek meets the Sassafras River. This private retreat features convenient first-floor living, with water views from the living room, dining area, kitchen, and two primary bedrooms. The home is enhanced by a spacious deck overlooking the water, a finished basement, outdoor shower, hot tub, fire pit

    Christopher McClary Gunther-McClary Real Estate

    31902 Swantown Dr, Galena, MD 21635
  • 104 Main St, Betterton, MD 21610
    104 Main St, Betterton, MD 21610
    104 Main St, Betterton, MD 21610
    /33

    $419,900

    • 4 Beds
    • 1.5 Baths
    • 1,927 Sq Ft

    104 Main St, Betterton, MD 21610

    Sweet Victorian in downtown Betterton, just a short walk to Betterton Beach. Home has been lovingly cared for by the same owners for nearly 50 years. The main floor features the living room, dining room, and kitchen. As well as a laundry room with half bath, an office, an entry room in the front, and mud room in the back. On the second floor you will find 3 bedrooms and a full bath. On the 3rd

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    104 Main St, Betterton, MD 21610
  • 0 Walnut St, Rock Hall, MD 21661
    0 Walnut St, Rock Hall, MD 21661
    0 Walnut St, Rock Hall, MD 21661
    /4

    $67,000

    • Land
    • 11,325 Sq Ft
    • $257,692 per Acre

    0 Walnut St, Rock Hall, MD 21661

    Nice lot near Rock Hall Harbor. The property is 75 ft x 150 ft. This lot (Parcel 502) is in the 100 year flood plain and in the Intense Development Area of the Chesapeake Bay Critical Area. It is partially cleared. Public water and sewer hook ups are available. Buyer to confirm buildability. There are a total of 3 adjacent vacant land parcels available for sale in this offering, either separately

    Cindy Genther Rock Hall Properties Real Estate

    0 Walnut St, Rock Hall, MD 21661
  • 0 Walnut St, Rock Hall, MD 21661
    0 Walnut St, Rock Hall, MD 21661
    0 Walnut St, Rock Hall, MD 21661
    /4

    $89,000

    • Land
    • 14,810 Sq Ft
    • $261,765 per Acre

    0 Walnut St, Rock Hall, MD 21661

    This listing is for parcel 501 on Walnut Street, a 100 ft x 150 ft vacant lot. The property is in the 100 year flood plain and in the Intense Development Area of the Chesapeake Bay Critical Area. Public water and sewer hook ups could be available. Buyer to confirm buildability. Additional adjacent lots are available separately or as a package.

    Cindy Genther Rock Hall Properties Real Estate

    0 Walnut St, Rock Hall, MD 21661
  • 103 Metcalf Rd, Chestertown, MD 21620
    103 Metcalf Rd, Chestertown, MD 21620
    103 Metcalf Rd, Chestertown, MD 21620
    /22

    $259,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    103 Metcalf Rd, Chestertown, MD 21620

    Brand new home in Historic Chestertown available for move-in now. This home features luxury vinyl plank flooring throughout, a spacious living room, eat-in kitchen with white shaker cabinets, granite countertops, and stainless steel appliances, plus a covered patio off the kitchen for outdoor enjoyment. Upstairs you’ll find generously sized bedrooms including a large primary suite with walk-in

    David Moore Real Broker, LLC

    103 Metcalf Rd, Chestertown, MD 21620
  • 5666 Walnut St, Rock Hall, MD 21661
    5666 Walnut St, Rock Hall, MD 21661
    5666 Walnut St, Rock Hall, MD 21661
    /18

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    5666 Walnut St, Rock Hall, MD 21661

    Great location for this older manufactured home near Rock Hall harbor. The house needs renovation and repairs, but the site offers a great location with nice views of North Point Marina and Rock Hall harbor. With three bedrooms and 2 baths on one-level living, this 1,200+ sq.ft. home would make a wonderful vacation or retirement home. The property is being sold as-is. Cleared, level lot.

    Cindy Genther Rock Hall Properties Real Estate

    5666 Walnut St, Rock Hall, MD 21661
  • 115 Acorn Dr, Chestertown, MD 21620
    115 Acorn Dr, Chestertown, MD 21620
    115 Acorn Dr, Chestertown, MD 21620
    /40

    $296,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,864 Sq Ft

    115 Acorn Dr, Chestertown, MD 21620

    Welcome to 115 Acorn Drive in the desirable Oak Hollow community of Chestertown, Maryland—an end-unit townhome offering space, comfort, and convenience. This three-level home is ideally located near shopping, the YMCA, and local schools, making everyday living easy and accessible. The ground level features a front-entry one-car garage with interior access, leading to a versatile finished space

    Amy Larrauri Chesapeake Real Estate Associates, LLC

    115 Acorn Dr, Chestertown, MD 21620
  • 11060 Plum Dr, Worton, MD 21678
    11060 Plum Dr, Worton, MD 21678
    11060 Plum Dr, Worton, MD 21678
    /14

    $299,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    11060 Plum Dr, Worton, MD 21678

    Discover this beautiful 3-bedroom Cape Cod home in the heart of Worton, Maryland, conveniently located near local amenities and scenic Eastern Shore attractions. Thoughtfully updated with over $20,000 in upgrades, this residence effortlessly blends classic charm with modern comfort. The inviting living spaces feature abundant natural light and elegant finishes throughout. The upgraded kitchen is

    ALICE BENNETT Patterson-Schwartz Real Estate

    11060 Plum Dr, Worton, MD 21678
  • 25475 Turnberry Ct, Chestertown, MD 21620
    25475 Turnberry Ct, Chestertown, MD 21620
    25475 Turnberry Ct, Chestertown, MD 21620
    /79

    $867,000

    • 4 Beds
    • 3.5 Baths
    • 4,145 Sq Ft

    25475 Turnberry Ct, Chestertown, MD 21620

    Open House Saturday, April 25th from 10:30am - 12:00pm. Exceptional custom-built 2018 one-level home on 2.28 private acres in the highly sought-after Prestwick community, ideally nestled just off the Chester River Yacht & Country Club. This thoughtfully designed residence offers a seamless blend of comfort, elegance, and functionality, featuring an open-concept layout with soaring ceilings and

    Lona Todd Taylor Properties

    25475 Turnberry Ct, Chestertown, MD 21620
  • 107 Boxwood Ln, Galena, MD 21635
    107 Boxwood Ln, Galena, MD 21635
    107 Boxwood Ln, Galena, MD 21635
    /28

    $398,000

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft

    107 Boxwood Ln, Galena, MD 21635

    Welcome to 107 Boxwood Lane in the Dogwood Village community. This home is nicely situated at the end of a cul-de-sac with a spacious triangular lot. The backyard is nicely edged with foliage, making a private oasis. The home offers convenient one-floor living. Large open living space, stainless steel appliances, wood floors and natural light. A bonus sunroom is just steps away from the dining

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 724-1207

    107 Boxwood Ln, Galena, MD 21635
  • 4020 Eastern Neck Rd, Rock Hall, MD 21661
    4020 Eastern Neck Rd, Rock Hall, MD 21661
    4020 Eastern Neck Rd, Rock Hall, MD 21661
    /26

    $850,000

    • 4 Beds
    • 2 Baths
    • 3,300 Sq Ft

    4020 Eastern Neck Rd, Rock Hall, MD 21661

    This charming traditional home, originally built in 1957 was renovated around 2000. It offers a blend of classic appeal and modern comfort. Spanning about 3,300 square feet, the spacious layout invites you to create lasting memories. Wood and ceramic tile flooring throughout provide a cozy atmosphere. The expansive outdoor space offers endless possibilities. Currently in ag use, the 25 acres at

    Cindy Genther Rock Hall Properties Real Estate

    4020 Eastern Neck Rd, Rock Hall, MD 21661
  • 10 Ericsson Ave Unit 33, Betterton, MD 21610
    10 Ericsson Ave Unit 33, Betterton, MD 21610
    10 Ericsson Ave Unit 33, Betterton, MD 21610
    /63

    $317,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,530 Sq Ft

    10 Ericsson Ave Unit 33, Betterton, MD 21610

    Welcome to 10 Ericsson Ave #33 in the waterfront community of Betterton, where everyday living feels like a permanent getaway. Nestled within the peaceful enclave of Rigbie Bluff, this inviting, updated, and move-in ready condo offers a rare blend of tranquility, charm, and scenic beauty. This well-appointed two-bedroom, two-bath residence is conveniently located on the ground level, making

    Amy Larrauri Chesapeake Real Estate Associates, LLC

    10 Ericsson Ave Unit 33, Betterton, MD 21610
  • 5120 Eastern Neck Rd, Rock Hall, MD 21661
    5120 Eastern Neck Rd, Rock Hall, MD 21661
    5120 Eastern Neck Rd, Rock Hall, MD 21661
    /4

    $55,000

    • Land
    • 21,780 Sq Ft
    • $110,000 per Acre

    5120 Eastern Neck Rd, Rock Hall, MD 21661

    Welcome to 5120 Eastern Neck Road—an exceptional opportunity to own a .50-acre homesite just outside the charming waterfront town of Rock Hall. Perfectly positioned for both privacy and convenience, this property offers the ideal setting to bring your vision to life in a peaceful, coastal-inspired setting. This lot features an existing public water and sewer allocation already in place, offering

    Angela Demattia Berkshire Hathaway HomeServices PenFed Realty

    5120 Eastern Neck Rd, Rock Hall, MD 21661
  • 8706 Elm Rd, Chestertown, MD 21620
    8706 Elm Rd, Chestertown, MD 21620
    8706 Elm Rd, Chestertown, MD 21620
    /7

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    8706 Elm Rd, Chestertown, MD 21620

    Welcome to Tolchester Estates, a charming community near the Chesapeake Bay. This 3-bedroom, 2-bath rancher features updated HVAC, gas cooking, an upgraded propane hot water heater, and a recently replaced roof system in March 2026. The property is served by public sewer for added ease and reliability. Step outside to a large rear deck, perfect for entertaining or relaxing while enjoying the

    Andrew Meikle Doug Ashley Realtors, LLC

    8706 Elm Rd, Chestertown, MD 21620
  • 11167 Oak Ln, Worton, MD 21678
    11167 Oak Ln, Worton, MD 21678
    11167 Oak Ln, Worton, MD 21678
    /17

    $299,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    11167 Oak Ln, Worton, MD 21678

    Affordable, updated, and close to the water! Welcome to easy Eastern Shore living in this beautifully updated 3-bedroom, 1-bath home that truly feels like new. Recently updated with a new roof, water heater, HVAC system, stainless steel appliances, luxury vinyl plank flooring, carpet, fresh paint, recessed lighting, and a vapor barrier and insulation in the crawlspace. This home brings modern

    Marti McGinty Chesapeake Real Estate Associates, LLC

    11167 Oak Ln, Worton, MD 21678
  • 11942 Flour Mill St, Kennedyville, MD 21645
    11942 Flour Mill St, Kennedyville, MD 21645
    11942 Flour Mill St, Kennedyville, MD 21645
    /27

    $350,000

    • 4 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    11942 Flour Mill St, Kennedyville, MD 21645

    Colonial in Kennedyville overlooking the pond. Situated on a corner lot with a private driveway behind the house. 2 car attached garage, 4 bedrooms and 2.5 baths. Gas fireplace. Large mudroom with laundry. Partially finished basement with new carpeting. Lovely front porch for relaxing and enjoying the view.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    11942 Flour Mill St, Kennedyville, MD 21645
  • 11901 Dairy St, Kennedyville, MD 21645
    11901 Dairy St, Kennedyville, MD 21645
    11901 Dairy St, Kennedyville, MD 21645
    /33

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,458 Sq Ft

    11901 Dairy St, Kennedyville, MD 21645

    Spacious home in Kenndyville with lots of amenities. Featuring 4 bedrooms and 2.5 baths with a large kitchen with granite countertops, living room with gas fireplace, 2-car detached garage, and a huge unfinished basement. Plenty of storage. Deck off the living room leads to a partially fenced back yard. Just a short drive to downtown Chestertown.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    11901 Dairy St, Kennedyville, MD 21645
  • 108 Oak Leaf Dr, Chestertown, MD 21620
    108 Oak Leaf Dr, Chestertown, MD 21620
    108 Oak Leaf Dr, Chestertown, MD 21620
    /39

    $299,500

    • 2 Beds
    • 2.5 Baths
    • 1,867 Sq Ft

    108 Oak Leaf Dr, Chestertown, MD 21620

    This beautifully maintained end-unit townhome, owned by its original owner, has been meticulously cared for and is now ready for its next chapter. The end-unit location provides additional natural light, creating a bright and inviting atmosphere throughout. The home has been freshly painted and features brand-new carpeting, while the ceramic tile and hardwood flooring in other areas are in

    Grace Crockett Doug Ashley Realtors, LLC

    108 Oak Leaf Dr, Chestertown, MD 21620
  • 14136 Kentmore Park Rd, Kennedyville, MD 21645
    14136 Kentmore Park Rd, Kennedyville, MD 21645
    14136 Kentmore Park Rd, Kennedyville, MD 21645
    /45

    $549,900

    • 4 Beds
    • 2 Baths
    • 2,132 Sq Ft

    14136 Kentmore Park Rd, Kennedyville, MD 21645

    Kentmore Park cottage. Well maintained. Four bedrooms and two baths. One bath reconvigured with stack washer and dryer. Could be returned to full bath when relocating washer and dryer to basement. Lovely pastoral view of farmland. Easy path to beach and central Kentmore Park area. Tax free shopping in Delaware. Proximity to Historic Chesterton with casual and special dining, eclectic shopping,

    Patricia Kern Gunther-McClary Real Estate

    14136 Kentmore Park Rd, Kennedyville, MD 21645
  • 34203 Cypress Rd, Millington, MD 21651
    34203 Cypress Rd, Millington, MD 21651
    34203 Cypress Rd, Millington, MD 21651
    /30

    $760,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    34203 Cypress Rd, Millington, MD 21651

    Two parcels combine for a total of 5.22 acres, offering a rare blend of space, versatility, and opportunity. The separate 3.21-acre parcel is perc-approved and buildable, currently used for hunting, and includes its own right-of-way for private access. The main home sits on 2.012 acres and has been lovingly maintained and thoughtfully updated over the years. Inside, you’ll find a spacious and

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    34203 Cypress Rd, Millington, MD 21651
  • 321 West St, Millington, MD 21651
    321 West St, Millington, MD 21651
    321 West St, Millington, MD 21651
    /19

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    321 West St, Millington, MD 21651

    321 West Street in Millington, Maryland is now available for you. This lovely 5-year-old home features vinyl siding, three bedrooms and 2 full bathrooms; Inside, you'll find a formal living room, a dining area, and a fully equipped kitchen with stainless steel appliances, along with a nicely sized island that offers additional space for dining. The main level also includes a laundry room with

    Anne Menaquale RE/MAX Associates - Newark

    321 West St, Millington, MD 21651
  • 24295 Langford Rd, Chestertown, MD 21620
    24295 Langford Rd, Chestertown, MD 21620
    24295 Langford Rd, Chestertown, MD 21620
    /3

    $445,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,857 Sq Ft

    24295 Langford Rd, Chestertown, MD 21620

    Welcome to 24295 Langford Road in Chestertown, Maryland—a rare opportunity to own a peaceful slice of the countryside on 2 beautiful acres surrounded by farmland. Just minutes from downtown Chestertown, this property offers the perfect balance of privacy and convenience. If you’ve been searching for a home away from the hustle and bustle, this is the one. The classic brick rancher features over

    Amy Larrauri Chesapeake Real Estate Associates, LLC

    24295 Langford Rd, Chestertown, MD 21620
  • 14540 Stirrup Ln, Galena, MD 21635
    14540 Stirrup Ln, Galena, MD 21635
    14540 Stirrup Ln, Galena, MD 21635
    /117

    $799,000

    • 4 Beds
    • 3 Baths
    • 3,388 Sq Ft

    14540 Stirrup Ln, Galena, MD 21635

    Tucked away in the exclusive waterfront enclave of Fox Hole Estates, this serene retreat offers an exceptional blend of luxury, privacy, and natural beauty. Overlooking the beautiful Sassafras River, this beautifully renovated residence is designed to impress the discerning buyer seeking peace without compromise. The home’s inviting interior features rich hardwood floors, vaulted ceilings, and

    Ben Esh Astoria Realty Advisors LLC

    14540 Stirrup Ln, Galena, MD 21635
  • 31729 W Edge Rd, Millington, MD 21651
    31729 W Edge Rd, Millington, MD 21651
    31729 W Edge Rd, Millington, MD 21651
    /60

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,821 Sq Ft

    31729 W Edge Rd, Millington, MD 21651

    Motivated seller—priced below appraised value! Appraised at $534K, now reduced for a quick sale. Don’t miss this rare opportunity to walk into instant equity. Spacious 3-bedroom, 2.5-bath rancher with pole barn on the upper Chester River! Step inside this private waterfront retreat to a welcoming living room featuring a cozy propane fireplace with a beautiful stone surround. The spacious primary

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    31729 W Edge Rd, Millington, MD 21651
  • 21305 Haven Rd, Rock Hall, MD 21661
    21305 Haven Rd, Rock Hall, MD 21661
    21305 Haven Rd, Rock Hall, MD 21661
    /53

    $350,000

    • 4 Beds
    • 2 Baths
    • 1,499 Sq Ft

    21305 Haven Rd, Rock Hall, MD 21661

    Welcome to this beautifully renovated 4-bedroom, 2-bath Cape Cod located in the heart of Rock Hall, MD! Completely updated from top to bottom, this home features a brand-new roof, HVAC system, water heater, flooring, paint, upgraded bathrooms, interior doors, and stylish recessed lighting as well as ceiling fans throughout. Enjoy mornings and evenings on the charming screened-in front porch,

    Agent Photo

    Anthony Borleis

    RE/MAX Point Realty

    (410) 213-3053

    21305 Haven Rd, Rock Hall, MD 21661
  • 21186 Chesapeake Ave, Rock Hall, MD 21661
    21186 Chesapeake Ave, Rock Hall, MD 21661
    21186 Chesapeake Ave, Rock Hall, MD 21661
    /46

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    21186 Chesapeake Ave, Rock Hall, MD 21661

    Built in 2018, this custom coastal raised home is ideally located just one block from the Chesapeake Bay, offering the perfect blend of relaxation, recreation, and investment potential. Enjoy easy access to Rock Hall’s 12 marinas, Ferry Park Beach, local restaurants, shops, and charming downtown—all just a short walk, bike ride, or drive away. Nature lovers will appreciate the close proximity to

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    21186 Chesapeake Ave, Rock Hall, MD 21661
  • 13840 Mill Creek Ln, Galena, MD 21635
    13840 Mill Creek Ln, Galena, MD 21635
    13840 Mill Creek Ln, Galena, MD 21635
    /41

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 2,987 Sq Ft

    13840 Mill Creek Ln, Galena, MD 21635

    Do you crave peace, privacy and waterfront? Escape to your own slice of paradise in this meticulously maintained 3-bedroom, 2-bathroom estate, where luxury meets sustainability. Nestled on a beautifully wooded and private 1.58 acre lot, this home is a true sanctuary for nature lovers and water enthusiasts alike. The interior features a thoughtful layout designed for comfort, but the true magic

    Mary Binns EXP Realty, LLC

    13840 Mill Creek Ln, Galena, MD 21635
  • 6374 Rock Hall Rd, Rock Hall, MD 21661
    6374 Rock Hall Rd, Rock Hall, MD 21661
    6374 Rock Hall Rd, Rock Hall, MD 21661
    /34

    $295,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,000 Sq Ft

    6374 Rock Hall Rd, Rock Hall, MD 21661

    Welcome to life in Rock Hall — a charming waterfront town where the pace is slower, the people are friendlier, and the Chesapeake Bay lifestyle is part of everyday living. This lovingly renovated home was thoughtfully updated by owners who cared about the details—not a quick flip—resulting in a property full of character and quality improvements throughout. Inside, you’ll find beautiful LVP

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    6374 Rock Hall Rd, Rock Hall, MD 21661
  • 21217 Texas Ave, Chestertown, MD 21620
    21217 Texas Ave, Chestertown, MD 21620
    21217 Texas Ave, Chestertown, MD 21620
    /20

    $265,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    21217 Texas Ave, Chestertown, MD 21620

    MOVE IN READY!! Adorable, Affordable, move in ready & two blocks from the Chesapeake Bay! Appliances, roof, waterproof vinyl plank flooring, stove, dishwasher recently upgraded, beautifully tiled bathroom flooring. Freshly painted, Bright and inviting updated kitchen, Spacious Dining/family rm with vaulted ceilings, ceiling fan. Enjoy fishing or relaxing at the private community beach or head

    Terry Catalano RE/MAX Leading Edge

    21217 Texas Ave, Chestertown, MD 21620
  • 6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    /12

    $425,000 Open House 5/09

    • 2 Beds
    • 1.5 Baths
    • 2,368 Sq Ft

    6202 Rock Hall Rd, Rock Hall, MD 21661

    This unique mixed-use property offers exceptional flexibility and opportunity just outside the town of Rock Hall. The first floor features a versatile storefront currently operating as a bookstore, with a history of successful uses including a fabric studio, pottery studio, marine engine shop, and appliance store—showcasing its adaptability for a wide range of business ventures. The second-floor

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    6202 Rock Hall Rd, Rock Hall, MD 21661
  • 226 S Water St, Chestertown, MD 21620
    226 S Water St, Chestertown, MD 21620
    226 S Water St, Chestertown, MD 21620
    /32

    $898,000

    • 3 Beds
    • 3.5 Baths
    • 2,172 Sq Ft

    226 S Water St, Chestertown, MD 21620

    Newly constructed three-bedroom townhome with fantastic water views from the living level and bedrooms! Spacious open living space featuring a gourmet kitchen; 5-burner induction range, ample cabinet space, and a large island for entertaining. The home is filled with natural light and boasts multiple balconies and a front porch for relaxing. You'll love the warm hardwood floors throughout the

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 936-3661

    226 S Water St, Chestertown, MD 21620
  • 103 Sutton Way, Chestertown, MD 21620
    103 Sutton Way, Chestertown, MD 21620
    103 Sutton Way, Chestertown, MD 21620
    /53

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 3,816 Sq Ft

    103 Sutton Way, Chestertown, MD 21620

    103 Sutton is perfectly situated just a stone’s throw from the vibrant heart of Downtown Chestertown. This exquisite 4+ bedroom residence is designed to cater to the diverse needs of today’s Buyers, offering a harmonious blend of comfort, style, and functionality. This home is ideal for those upsizing or seeking multi-generational living. * Originally built as the community model home – and

    Liddy Campbell TTR Sotheby's International Realty

    103 Sutton Way, Chestertown, MD 21620
  • 104 Flying Cloud Dr, Chestertown, MD 21620
    104 Flying Cloud Dr, Chestertown, MD 21620
    104 Flying Cloud Dr, Chestertown, MD 21620
    /30

    $399,900

    • 5 Beds
    • 3.5 Baths
    • 2,535 Sq Ft

    104 Flying Cloud Dr, Chestertown, MD 21620

    Welcome to The Verona, a spacious three-story, move-in ready home offering over 2,500 square feet of thoughtfully designed living space. With five bedrooms and three and a half bathrooms, this home provides the perfect balance of comfort, functionality, and flexibility for modern living.Step inside to an inviting foyer that leads to the bright and open main living area, where the family room

    David Moore Real Broker, LLC

    104 Flying Cloud Dr, Chestertown, MD 21620

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