138

Kent County MD Homes for Sale with No HOA Fee

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  • 206 Virginia Ave, Galena, MD 21635
    206 Virginia Ave, Galena, MD 21635
    206 Virginia Ave, Galena, MD 21635
    /31

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft

    206 Virginia Ave, Galena, MD 21635

    Are you looking for a classic home with a ton of charm? Do you love original wood floors? Not afraid of updating? This could just be the home for you! Screened in porch welcomes you to a beautiful foyer, and a classic living room with a fireplace that has been closed up but still provides a nice focal point. Owner is not sure if it could become a working wood-burning fireplace or not, but a gas

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (667) 843-7243

    206 Virginia Ave, Galena, MD 21635
  • 7844 Chester Ct, Chestertown, MD 21620
    7844 Chester Ct, Chestertown, MD 21620
    7844 Chester Ct, Chestertown, MD 21620
    /51

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 3,248 Sq Ft

    7844 Chester Ct, Chestertown, MD 21620

    Beautifully Updated Home in a Serene Setting! Welcome to this stunning home filled with thoughtful improvements and timeless charm. The spacious Florida room overlooks a private, beautifully landscaped backyard — your own personal oasis. This room offers unlimited views of the back yard, which was designed in collaboration with a professional landscaper, this garden is a delight in every season

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (410) 648-9684

    7844 Chester Ct, Chestertown, MD 21620
  • 21125 Iowa Ave, Chestertown, MD 21620
    21125 Iowa Ave, Chestertown, MD 21620
    21125 Iowa Ave, Chestertown, MD 21620
    /26

    $339,900

    • 2 Beds
    • 1 Bath
    • 1,294 Sq Ft

    21125 Iowa Ave, Chestertown, MD 21620

    Welcome to “The Cottage,” as it’s affectionately known! This charming home offers beautiful water views of the Chesapeake Bay, creating a peaceful and relaxing place to call home. Inside, you’ll find a bright and inviting layout featuring a Florida Room, a spacious dining room with a cozy fireplace, and two comfortable bedrooms. The large living room is filled with natural light and showcases

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (443) 405-2192

    21125 Iowa Ave, Chestertown, MD 21620
  • 14183 Roberts Dr, Galena, MD 21635
    14183 Roberts Dr, Galena, MD 21635
    14183 Roberts Dr, Galena, MD 21635
    /51

    $1,975,000

    • 5 Beds
    • 3 Baths
    • 3,915 Sq Ft

    14183 Roberts Dr, Galena, MD 21635

    Experience riverfront living on the Sassafras River with this exceptional home on just over 13 acres. There’s room for everyone with 5/6 bedrooms, 3 full baths, and two kitchens. Enjoy sunrise over the river through the primary bedroom’s expansive window, then watch the eagles and osprey while sipping coffee on the dock. This home boasts a jet ski dock, and both fixed and floating docks with 3

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 609-5094

    14183 Roberts Dr, Galena, MD 21635
  • 108 Little Harbor Way, Chestertown, MD 21620
    108 Little Harbor Way, Chestertown, MD 21620
    108 Little Harbor Way, Chestertown, MD 21620
    /5

    $635,000

    • Land
    • 0.09 Acre
    • $7,055,556 per Acre

    108 Little Harbor Way, Chestertown, MD 21620

    Buildable waterfront lot in the Chester River Landing community. This prime location captures panoramic views of the Chester River! Just steps away from deep water boat slips, which are available for lease or purchase. Perfect location to build your dream home on the water. The Chester River Landing community amenities include docks, in-ground pool, grilling and outdoor dining area right on the

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 335-6192

    108 Little Harbor Way, Chestertown, MD 21620
  • 202 Waldo Dr, Chestertown, MD 21620
    202 Waldo Dr, Chestertown, MD 21620
    202 Waldo Dr, Chestertown, MD 21620
    /3

    $389,000

    • 3 Beds
    • 1.5 Baths
    • 2,055 Sq Ft

    202 Waldo Dr, Chestertown, MD 21620

    A Place Full of Possibility in Byford Development Tucked in the heart of the Byford community, just minutes from everything Chestertown has to offer, this welcoming rancher is ready for its next chapter. Step inside and feel the charm of traditional hardwood floors, the glow of a wood-burning fireplace in the spacious family room, and the comfort of a home that’s been well-loved. The layout flows

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (443) 971-7157

    202 Waldo Dr, Chestertown, MD 21620
  • 228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    /32

    $878,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,310 Sq Ft

    228 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

    (443) 647-9404

    228 S Water St, Chestertown, MD 21620
  • 21610 Hidden Creek Dr, Rock Hall, MD 21661
    21610 Hidden Creek Dr, Rock Hall, MD 21661
    21610 Hidden Creek Dr, Rock Hall, MD 21661
    /22

    $749,900

    • Land
    • 7.9 Acres
    • $94,924 per Acre

    21610 Hidden Creek Dr, Rock Hall, MD 21661

    Enjoy a long, secluded driveway to 2,185 sq ft home sitting on 7.9 acres of mature, heavily-forested woods with waterfront views of Greys Inn Creek. The home features vaulted ceilings and has access to a private pier and dock; its perfect for boating, fishing, crabbing, or just enjoying the outdoors. Located in Rock Hall, Maryland, known for hunting, fishing, and Chesapeake Bay boating, this

    Mike Arajakis Whitetail Properties Real Estate

    21610 Hidden Creek Dr, Rock Hall, MD 21661
  • 22537 Shipyard Ln, Rock Hall, MD 21661
    22537 Shipyard Ln, Rock Hall, MD 21661
    22537 Shipyard Ln, Rock Hall, MD 21661
    /6

    $3,665,000

    • Land
    • 113 Acres
    • $32,434 per Acre

    22537 Shipyard Ln, Rock Hall, MD 21661

    Located along Shipyard Creek just outside Rock Hall, this 113-acre farm offers a strong combination of productive soils, waterfront access, and long-term investment value. The property includes approximately 100 tillable acres with primarily Mattapex soils moderately well-drained and highly rated for grain and forage production. The balance consists of woodland providing natural buffers between

    Sue Hudson National Land Realty

    22537 Shipyard Ln, Rock Hall, MD 21661
  • 12400 Woods Rd, Worton, MD 21678
    12400 Woods Rd, Worton, MD 21678
    12400 Woods Rd, Worton, MD 21678
    /9

    $1,150,000

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

    12400 Woods Rd, Worton, MD 21678

    Tucked away along the quiet shores of Still Pond Creek, this cedar cabin offers a rare blend of privacy, comfort, and natural beauty. Surrounded by mature woods and set on a peaceful stretch of waterfront, this 1,944 square foot home features 3 bedrooms, 2 bathrooms, a spacious screened-in porch perfect for crab feasts, a private beach and pier with 2'+ MLW improved with bilk head installed by

    Stacy Kendall Cross Street Realtors LLC

    12400 Woods Rd, Worton, MD 21678
  • 23665 Smithville Rd, Worton, MD 21678
    23665 Smithville Rd, Worton, MD 21678
    23665 Smithville Rd, Worton, MD 21678
    /6

    $14,000

    • Land
    • 2.08 Acres
    • $6,731 per Acre

    23665 Smithville Rd, Worton, MD 21678

    This 2.08-acre corner lot at the intersection of Smithville Road and Newtown Road presents a strong opportunity for buyers seeking flexibility and long-term value. The property offers a usable layout with road frontage on two sides, providing convenient access and multiple points of entry.Ideal for hunting and camping, the land supports a range of recreational uses while also offering

    Jack Boniface Cross Street Realtors LLC

    23665 Smithville Rd, Worton, MD 21678
  • 23737 Smithville Rd, Worton, MD 21678
    23737 Smithville Rd, Worton, MD 21678
    23737 Smithville Rd, Worton, MD 21678
    /6

    $12,000

    • Land
    • 1.75 Acres
    • $6,857 per Acre

    23737 Smithville Rd, Worton, MD 21678

    This 1.75-acre wooded lot offers a strong opportunity for buyers seeking flexibility and value. The property provides space for recreational use and the potential for a long-term investment.Ideal for hunting and camping, the land offers a range of outdoor activities. With a location just 5 miles from Worton Creek Marina, this brings you convenient access for boating the Chesapeake Bay and its

    Jack Boniface Cross Street Realtors LLC

    23737 Smithville Rd, Worton, MD 21678
  • 106 S Queen St, Chestertown, MD 21620
    106 S Queen St, Chestertown, MD 21620
    106 S Queen St, Chestertown, MD 21620
    /70

    $865,000 Open Fri 5PM - 7PM

    • 3 Beds
    • 3.5 Baths
    • 2,472 Sq Ft

    106 S Queen St, Chestertown, MD 21620

    *Open House Friday April 3rd 5-7pm and Saturday April 4th 10am-12pm *The Bedingfield Hands House, circa 1750, traces its routes back to pre-revolutionary times and has a story to tell. One of the few downtown homes to offer a large front courtyard, the property features beautifully landscaped gardens and a mature magnolia tree creating a private and welcoming outdoor retreat. Offering

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    106 S Queen St, Chestertown, MD 21620
  • 20812 Mercer Ave, Rock Hall, MD 21661
    20812 Mercer Ave, Rock Hall, MD 21661
    20812 Mercer Ave, Rock Hall, MD 21661
    /41

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    20812 Mercer Ave, Rock Hall, MD 21661

    Welcome to this beautifully updated 3-bedroom, 1.5-bath rancher offering 1,344 sq ft of comfortable, energy-efficient living. Thoughtfully improved since 2018, this home blends modern upgrades with inviting indoor and outdoor spaces. Step inside to find newer laminate flooring, updated baseboards, and a fully remodeled kitchen featuring soft-close cabinetry, butcher block countertops, and

    Cindy Genther Rock Hall Properties Real Estate

    20812 Mercer Ave, Rock Hall, MD 21661
  • 217 Philosophers Terrace, Chestertown, MD 21620
    217 Philosophers Terrace, Chestertown, MD 21620
    217 Philosophers Terrace, Chestertown, MD 21620
    /25

    $325,000

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

    217 Philosophers Terrace, Chestertown, MD 21620

    Charming and full of potential, this 3-bedroom, 1.5-bath Cape Cod home offers a prime in-town Chestertown location with thoughtful updates already in place. New roof (December 2025), heat pump (2022), and new carpet upstairs provide peace of mind, while classic features like hardwood floors, abundant natural light, and a wood-burning fireplace add warmth and character. The flexible layout

    Courtney Chipouras TTR Sotheby's International Realty

    217 Philosophers Terrace, Chestertown, MD 21620
  • 31667 W Edge Rd, Millington, MD 21651
    31667 W Edge Rd, Millington, MD 21651
    31667 W Edge Rd, Millington, MD 21651
    /72

    $562,000

    • 3 Beds
    • 2.5 Baths
    • 2,892 Sq Ft

    31667 W Edge Rd, Millington, MD 21651

    Custom-built waterfront gem nestled on the picturesque Chester River in Kent County. This stunning 3-bedroom, 2.5-bathroom home, constructed in 2006, spans a total of 4821 square feet and offers an open floor plan ideal for everyday living and entertaining indoors and out! Upgrades abound! Step inside to discover a home rich in upgrades and architectural detail. Soaring 9-foot and cathedral

    Lori Willis Century 21 Gold Key Realty

    31667 W Edge Rd, Millington, MD 21651
  • 201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    /24

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    201 Birch Run Rd, Chestertown, MD 21620

    *****PRICED $30,000 UNDER THE RECENT APPRAISED VALUE***** One floor living, a wood burning fireplace, and hardwood floors help this represent the cozy but elevated Eastern Shore lifestyle. The Mile Tree Village community is tucked on a quiet cul-de-sac with views of the Chester River. The home has been thoughtfully improved with major 2021 updates including joist replacement, flooring, crawl

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    201 Birch Run Rd, Chestertown, MD 21620
  • 139 Prospect St, Chestertown, MD 21620
    139 Prospect St, Chestertown, MD 21620
    139 Prospect St, Chestertown, MD 21620
    /28

    $225,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    139 Prospect St, Chestertown, MD 21620

    Charming and inviting! Welcome to 139 Prospect St., a delightful 3-bedroom, 1-bath rancher offering approximately 1,200 square feet of comfortable living space. This well-maintained home features thoughtful updates to the kitchen and bath, blending modern touches with classic appeal. Step onto the inviting front porch and into a spacious living room that flows seamlessly into the eat-in

    Barbara McCaffrey Redfin Corp

    139 Prospect St, Chestertown, MD 21620
  • 196 Birchwood Ln, Galena, MD 21635
    196 Birchwood Ln, Galena, MD 21635
    196 Birchwood Ln, Galena, MD 21635
    /26

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,691 Sq Ft

    196 Birchwood Ln, Galena, MD 21635

    Welcome to this beautifully updated ranch-style home in the quiet Dogwood Village community, offering the ease of one-level living with modern upgrades throughout. Step inside to a bright, open layout with tall ceilings, spacious rooms, and durable luxury vinyl plank flooring. The newly remodeled kitchen is the heart of the home, perfect for everyday living and entertaining, while the newly

    Grace Casella Crown Homes Real Estate

    196 Birchwood Ln, Galena, MD 21635
  • 2 Scheeler Rd, Chestertown, MD 21620
    2 Scheeler Rd, Chestertown, MD 21620
    2 Scheeler Rd, Chestertown, MD 21620
    /4

    $250,000

    • Land
    • 0.85 Acre
    • $294,118 per Acre

    2 Scheeler Rd, Chestertown, MD 21620

    This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Scheeler Road, this 0.85± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also

    William Norris Select Land & Homes, LLC

    2 Scheeler Rd, Chestertown, MD 21620
  • 3 Haacke Dr, Chestertown, MD 21620
    3 Haacke Dr, Chestertown, MD 21620
    3 Haacke Dr, Chestertown, MD 21620
    /7

    $225,000

    • Land
    • 0.87 Acre
    • $258,621 per Acre

    3 Haacke Dr, Chestertown, MD 21620

    This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Haacke Drive, this 0.87± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic.There is also

    Hayley Norris Select Land & Homes, LLC

    3 Haacke Dr, Chestertown, MD 21620
  • 5980 Lawton Ave, Rock Hall, MD 21661
    5980 Lawton Ave, Rock Hall, MD 21661
    5980 Lawton Ave, Rock Hall, MD 21661
    /32

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    5980 Lawton Ave, Rock Hall, MD 21661

    Welcome to Silly Manor, a Chesapeake Bay-front property with an abundance of coastal charm and panoramic views. This home is perfectly situated on the coveted Lawton Avenue, one of Kent County's most sought-after neighborhoods. Enjoy stunning sunsets all year-round and direct access to the dynamic waters of the Chesapeake Bay. The open living and dining space offer spectacular views of the

    Julia Hilfiker Gunther-McClary Real Estate

    5980 Lawton Ave, Rock Hall, MD 21661
  • 12733 Still Pond Rd, Still Pond, MD 21667
    12733 Still Pond Rd, Still Pond, MD 21667
    12733 Still Pond Rd, Still Pond, MD 21667
    /21

    $349,900

    • 6 Beds
    • 2 Baths
    • 3,270 Sq Ft

    12733 Still Pond Rd, Still Pond, MD 21667

    NEW TO MARKET !!!!! Step back in time with this spacious 1920 Colonial offering over 3,200+ sq ft and room for everyone. With 6 bedrooms, 1.5 Bath, two large living rooms, and a formal dining room, this home provides incredible flexibility for large households, multi-generational living, or anyone needing extra space to spread out. The home features generously sized rooms, classic character, and

    Jeff Guthrie Taylor Properties

    12733 Still Pond Rd, Still Pond, MD 21667
  • 11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    /21

    $480,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,156 Sq Ft

    11944 Augustine Herman Hwy, Kennedyville, MD 21645

    Step into timeless charm with modern updates in this beautifully renovated early 1900s home located in the heart of Kennedyville. Offering 4 bedrooms, 2 full baths, and a versatile third-floor loft, this home seamlessly blends classic character with today’s conveniences. From the moment you arrive, you’ll be drawn to the inviting wraparound front porch—perfect for relaxing and enjoying small-town

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    11944 Augustine Herman Hwy, Kennedyville, MD 21645
  • 0 Bradford Johnson Rd, Golts, MD 21635
    0 Bradford Johnson Rd, Golts, MD 21635
    0 Bradford Johnson Rd, Golts, MD 21635
    /15

    $550,000

    • Land
    • 50 Acres
    • $11,000 per Acre

    0 Bradford Johnson Rd, Golts, MD 21635

    Excellent Opportunity to own a great 50+/- acre hunting and recreational property in northern Kent County Maryland. Diverse wooded acres provide for good privacy with reasonable road frontage and an excellent habitat lending an upper hand for Deer, Turkey and other diverse wildlife species. The convenience of this wooded parcel is another reason to move it to the top of your list at around 20

    BRIAN MORRIS The Land Group

    0 Bradford Johnson Rd, Golts, MD 21635
  • 5807 Blue Claw Ct, Rock Hall, MD 21661
    5807 Blue Claw Ct, Rock Hall, MD 21661
    5807 Blue Claw Ct, Rock Hall, MD 21661
    /40

    $598,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,672 Sq Ft

    5807 Blue Claw Ct, Rock Hall, MD 21661

    Welcome to luxury living in Waterman’s Estates in the heart of Rock Hall! This beautifully updated 4-bedroom, 3-bath home offers approximately 2,600 square feet of light-filled living space with soaring vaulted ceilings and an open, inviting floor plan. A propane fireplace in the living room creates a warm and welcoming focal point, while plenty of storage throughout the home adds everyday

    Cindy Genther Rock Hall Properties Real Estate

    5807 Blue Claw Ct, Rock Hall, MD 21661
  • 109 S College Ave, Chestertown, MD 21620
    109 S College Ave, Chestertown, MD 21620
    109 S College Ave, Chestertown, MD 21620
    /24

    $419,900

    • 3 Beds
    • 2.5 Baths
    • 1,216 Sq Ft

    109 S College Ave, Chestertown, MD 21620

    Charming Move-In Ready Colonial in the Heart of Town This beautifully updated Colonial blends timeless character with modern comfort. Ideally located within walking distance of local restaurants, shops, and the scenic waterfront, it offers the perfect combination of charm and convenience. The exterior showcases classic Colonial appeal with vibrant shutters, fresh paint, new roof, gutters, doors,

    Jeff Guthrie Taylor Properties

    109 S College Ave, Chestertown, MD 21620
  • 5188 Skinners Neck Rd, Rock Hall, MD 21661
    5188 Skinners Neck Rd, Rock Hall, MD 21661
    5188 Skinners Neck Rd, Rock Hall, MD 21661
    /29

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,628 Sq Ft

    5188 Skinners Neck Rd, Rock Hall, MD 21661

    This beautifully updated home in Rock Hall offers a blend of classic charm and modern improvements. The open living area features refinished original fir wood floors and flows into an updated kitchen with gas range, dishwasher, refrigerator and ample workspace that is ideal for everyday cooking or entertaining. The main level includes a bedroom and full bath, while the second-floor owner’s suite

    Jordan Larigan LPT Realty, LLC

    5188 Skinners Neck Rd, Rock Hall, MD 21661
  • 11350 Lynch Rd, Worton, MD 21678
    11350 Lynch Rd, Worton, MD 21678
    11350 Lynch Rd, Worton, MD 21678
    /31

    $345,000

    • 3 Beds
    • 1.5 Baths
    • 1,215 Sq Ft

    11350 Lynch Rd, Worton, MD 21678

    Welcome home to this well-maintained 3-bedroom, 11⁄2-bath brick rancher that combines classic charm with a ready-to-go layout, making it yours to make your own. Nestled in the peaceful countryside just minutes from Chestertown and an easy commute to Middletown, this home offers the best of rural living with open views and fresh country air. Step inside to find a cozy living room, hallway and

    Grace Crockett Doug Ashley Realtors, LLC

    11350 Lynch Rd, Worton, MD 21678
  • 8276 Broad Neck Rd, Chestertown, MD 21620
    8276 Broad Neck Rd, Chestertown, MD 21620
    8276 Broad Neck Rd, Chestertown, MD 21620
    /82

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,383 Sq Ft

    8276 Broad Neck Rd, Chestertown, MD 21620

    Wait until you see this! Impecably maintained brick house on nearly 20 acres, overlooking a pond with tons of privacy. 2 large outbuildings. High-end upgrades and fixtures. The house has 4 bedrooms and 3.5 baths. A primary owner's suite on the main floor and an additional owner's suite on the second floor. Beautiful hardwood floors throughout. The main floor features a bar room and an office.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    8276 Broad Neck Rd, Chestertown, MD 21620
  • 112 Elm St, Chestertown, MD 21620
    112 Elm St, Chestertown, MD 21620
    112 Elm St, Chestertown, MD 21620
    /19

    $269,900

    • 3 Beds
    • 1 Bath
    • 1,356 Sq Ft

    112 Elm St, Chestertown, MD 21620

    Sought after location in College Heights. Short walk to downtown Chestertown and Parks. This cozy rancher is a diamond in the rough and is ready for new owners! located on a safe and quiet street, with public water and sewer with municipal pickups. Don't miss your opportunity to live in a great location! Being sold as is and priced accordingly.

    Brian Whitaker Coldwell Banker Waterman Realty

    112 Elm St, Chestertown, MD 21620
  • 301 Lincoln Dr, Chestertown, MD 21620
    301 Lincoln Dr, Chestertown, MD 21620
    301 Lincoln Dr, Chestertown, MD 21620
    /40

    $309,900

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

    301 Lincoln Dr, Chestertown, MD 21620

    Discover this beautifully renovated ranch-style home (2023), offering 1,152 square feet of thoughtfully updated living space. The open floor plan creates a seamless flow between the living, dining, and kitchen areas — ideal for both everyday living and entertaining.The spacious kitchen features a central island, stainless steel appliances, and ample cabinetry, making it as functional as it is

    Heather Dolan Chesapeake Real Estate Associates, LLC

    301 Lincoln Dr, Chestertown, MD 21620
  • 5827 S Hawthorne Ave, Rock Hall, MD 21661
    5827 S Hawthorne Ave, Rock Hall, MD 21661
    5827 S Hawthorne Ave, Rock Hall, MD 21661
    /58

    $437,500

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    5827 S Hawthorne Ave, Rock Hall, MD 21661

    Just a block and a half from the water, this adorable Cape Cod is the retreat you’ve been dreaming of. Whether you’re looking for a peaceful primary residence, a weekend or vacation getaway, or an investment property to Airbnb, this home perfectly balances cozy character with nearby conveniences. Peace and quiet doesn’t mean being disconnected. You're just a short stroll or drive from downtown

    Amy Mullen Iron Valley Real Estate Ocean City

    5827 S Hawthorne Ave, Rock Hall, MD 21661
  • 32072 Shorewood Rd, Galena, MD 21635
    32072 Shorewood Rd, Galena, MD 21635
    32072 Shorewood Rd, Galena, MD 21635
    /7

    $89,999

    • Land
    • 0.69 Acre
    • $130,433 per Acre

    32072 Shorewood Rd, Galena, MD 21635

    Build Your Dream Home in Shorewood Estates!Looking for peace, quiet, and a true Eastern Shore lifestyle? Welcome to Shorewood Estates, a private water-oriented community on Swantown Creek off the Sassafras River. This .69-acre elevated lot backs to woods and has passed perc test—perfect for your dream build. Owners had plans to build but, life took a different direction. Their loss is your

    Tanya Luckenbill Integrity Real Estate

    32072 Shorewood Rd, Galena, MD 21635
  • 231 Richard Dr, Chestertown, MD 21620
    231 Richard Dr, Chestertown, MD 21620
    231 Richard Dr, Chestertown, MD 21620
    /51

    $1,279,000

    • 5 Beds
    • 3 Baths
    • 2,956 Sq Ft

    231 Richard Dr, Chestertown, MD 21620

    Experience the best of waterfront living just steps outside of the heart of Downtown Chestertown. Only a few blocks from shops, restaurants, the bustling farmers market, art galleries, annual festivals, and the vibrant cultural life that defines this beloved Eastern Shore community, this exceptional property offers a rare opportunity to enjoy riverfront living with walkable in-town

    Liddy Campbell TTR Sotheby's International Realty

    231 Richard Dr, Chestertown, MD 21620
  • 5979 Lawton Ave, Rock Hall, MD 21661
    5979 Lawton Ave, Rock Hall, MD 21661
    5979 Lawton Ave, Rock Hall, MD 21661
    /39

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,527 Sq Ft

    5979 Lawton Ave, Rock Hall, MD 21661

    This spectacular waterfront retreat offers over 3,500 square feet of living space on 0.76 acres, ideally located within the town limits of Rock Hall. With an elevator, five bedrooms an office and four and a half baths, there is abundant space for family, guests, and effortless entertaining.The ground level welcomes you with a spacious game room, sitting area, exercise space, and an oversized

    Cindy Genther Rock Hall Properties Real Estate

    5979 Lawton Ave, Rock Hall, MD 21661
  • 201 Ericsson Ave, Betterton, MD 21610
    201 Ericsson Ave, Betterton, MD 21610
    201 Ericsson Ave, Betterton, MD 21610
    /45

    $489,900

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

    201 Ericsson Ave, Betterton, MD 21610

    Phenomenal 3.75 acres+- in sought after Betterton. The hidden bay front town retreat from the past.Rolling pasture like setting with specimen trees. Farmhouse style home with pinewood floors perched up high overlooking the property. Detached garage and 2 other large sheds on the property. Craftsman's dream. Deer and all other creatures abound. Short walk to town beach, gazebo and boat ramp.

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    201 Ericsson Ave, Betterton, MD 21610
  • 201 N Lynchburg St, Chestertown, MD 21620
    201 N Lynchburg St, Chestertown, MD 21620
    201 N Lynchburg St, Chestertown, MD 21620
    /13

    $795,000

    • 2 Baths
    • 2,045 Sq Ft

    201 N Lynchburg St, Chestertown, MD 21620

    Currently used as a church and in the Downtown Residential R-5 zoning. This sale also includes 5 additional residential lots.

    John Ford RE/MAX Associates-Hockessin

    201 N Lynchburg St, Chestertown, MD 21620
  • 25044 Travis Trail, Worton, MD 21678
    25044 Travis Trail, Worton, MD 21678
    25044 Travis Trail, Worton, MD 21678
    /22

    $235,000

    • 3 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    25044 Travis Trail, Worton, MD 21678

    Welcome to this sweet ranch-style home in Worton, Maryland, tucked into a quiet little neighborhood of Knight’s Landing surrounded by beautiful farmland. It’s the perfect spot if you’re looking for peaceful living without feeling far from everything—just under five minutes to the local high school, community center, and park. Cozy, convenient, and easy on the budget, this home offers small-town

    Jay McCall Coldwell Banker Chesapeake Real Estate Company

    25044 Travis Trail, Worton, MD 21678
  • 132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    /20

    $159,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Beautifully Remodeled Two-Level Colonial Offering Timeless Charm and Modern Comfort. This home features a Brand New Kitchen with New Cabinets (2026), Quartz Counters, Stainless Steel Appliances (2026), and a Stylish Tile Backsplash. Enjoy Fully Updated Bathrooms, New Flooring Throughout, and Spacious Bedrooms Filled With Natural Light. New Modern Lighting (2026) and Fresh Custom Paint enhance the

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620

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