25

Kent County MD 1-Story Homes for Sale

Section Image Section Image
  • /28

    $399,000

    • 2 Beds
    • 1 Bath
    • 787 Sq Ft

    117 N Water St Unit 2A, Chestertown, MD 21620

    A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. This unit offers a 2 Bed 1 bath has a brand new kitchen, with island and upgraded bathroom along with up and down river views. Enjoy all the amenities of living waterfront--Community

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 824-5609

    117 N Water St Unit 2A, Chestertown, MD 21620
  • /63

    $1,550,000

    • 3 Beds
    • 3.5 Baths
    • 2,699 Sq Ft

    21082 Wyoming Ave, Chestertown, MD 21620

    Charming Chesapeake Bay Home with Stunning Water Views and Incredible Sunsets! Living space is 2699 and the unfinished basement is 1948. Additional guest house adds additional square footage, a kitchen/bath/sleeping area and living room. Discover the beauty of waterfront living in this exquisite home featuring panoramic views of the Chesapeake Bay. Having undergone a comprehensive

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (410) 883-5429

    21082 Wyoming Ave, Chestertown, MD 21620
  • /33

    $797,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    7514 Muirfield Dr, Chestertown, MD 21620

    Beautiful home in a prime location! Prestwick offers ample privacy while only a short distance from Historic District Chestertown and just off of the Chester River Yacht and Country Club's 10th tee. Recently constructed in 2023, the house offers three bedrooms, oak floors throughout, a gourmet kitchen, and ample room for entertaining, all on one floor! The kitchen was completed with stainless

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 206-3727

    7514 Muirfield Dr, Chestertown, MD 21620
  • /15

    $625,000

    • 1,600 Sq Ft

    26933 Mallard Rd, Chestertown, MD 21620

    Stunning waterfront property with private dock site on the Chester River. The house has been gutted and needs a complete rehab, or it can be removed and rebuilt to suit your dreams. Building plans are available. The property features a brand-new BAT septic system that has yet to be connected. Beautiful location and views! Just a short drive to Chestertown. 3 ft mean low water, buyer to verify.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    26933 Mallard Rd, Chestertown, MD 21620
  • /23

    $495,000 Open House 8/02

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

    201 Birch Run Rd, Chestertown, MD 21620

    This Mid Century Modern is located in Mile Tree Village, one of Chestertown's most coveted neighborhoods. One floor living makes things a breeze with this open and easy floor plan. Serious structural updates have been performed on the home, the crawl space has been encapsulated, and the kitchen and bathrooms have been remodeled. The home was also recently had the entire exterior painted and much

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    201 Birch Run Rd, Chestertown, MD 21620
  • /35

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    206 Barroll Dr, Chestertown, MD 21620

    Charming Rancher with Private Backyard Oasis in Byford Estates206 Barroll Drive, Chestertown, MDLocated in the highly desirable Byford Estates community, this well-maintained rancher offers a rare combination of one-level living, thoughtful layout, and exceptional outdoor space—all within walking distance to historic downtown Chestertown. Enjoy access to festivals, the renowned farmers

    Joelle Dolch Cross Street Realtors LLC

    206 Barroll Dr, Chestertown, MD 21620
  • /48

    $559,900

    • 1 Bed
    • 1 Bath
    • 1,148 Sq Ft

    5179 Quaker Neck Rd, Chestertown, MD 21620

    $20,000 Price Reduction!A One-of-a-Kind Historic Treasure Reimagined for Modern LivingStep into history with this extraordinary Greek Revival chapel, originally built in 1865 as Walton Chapel and later renamed Mowbray Chapel. Nestled on 3.22 picturesque acres in Chestertown’s serene Quaker Neck community, this stunning brick structure has been thoughtfully restored and modernized, seamlessly

    Jonathan Taylor Hyatt & Company Real Estate, LLC

    5179 Quaker Neck Rd, Chestertown, MD 21620
  • /35

    $410,000

    • 4 Beds
    • 3 Baths
    • 2,130 Sq Ft

    5311 Elburn Ln, Rock Hall, MD 21661

    Nestled at the end of a quiet road, this beautifully renovated 2,130 sq ft 4-bedroom, 3-bathroom home sits on 1.83 acres, offering a perfect blend of privacy and convenience—just 2 miles from Rock Hall’s dining, shopping, and waterfront attractions. A thoughtful renovation and addition bring modern comfort, featuring an open floor plan, a cozy fireplace, and updated systems, including a new roof

    Robin Fithian Rock Hall Properties Real Estate

    5311 Elburn Ln, Rock Hall, MD 21661
  • /21

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,247 Sq Ft

    21424 Catholic Ave, Rock Hall, MD 21661

    Welcoming to the newly renovated 21424 Catholic Ave! Situated on a large in-town parcel, the largest residential lot on Catholic Ave. Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT and engineered hardwood flooring. The welcoming living space contains original wood accents, adding much charm to this newly updated home. There are three bedrooms,

    Lynn Hilfiker Gunther-McClary Real Estate

    21424 Catholic Ave, Rock Hall, MD 21661
  • /41

    $450,000 New Construction

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

    21739 Centennial Ln, Rock Hall, MD 21661

    Charming New Construction in Historic Rock Hall! Welcome to your brand-new home near Rock Hall, a historic harbor town known for its Chesapeake Bay shoreline, boating opportunities, and vibrant local charm. This thoughtfully designed 4-bedroom, 2-bathroom home offers 2,000 sq. ft. (estimated) of modern living space with high-quality craftsmanship and stylish upgrades throughout. Nestled on a

    James Schaecher Keller Williams Flagship

    21739 Centennial Ln, Rock Hall, MD 21661
  • /2

    $490,000 New Construction

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

    21733 Centennial Ln, Rock Hall, MD 21661

    Charming New Construction in Historic Rock Hall! Welcome to your brand-new home near Rock Hall, a historic harbor town known for its Chesapeake Bay shoreline, boating opportunities, and vibrant local charm. This thoughtfully designed 4-bedroom, 2-bathroom home offers 2,000 sq. ft. (estimated) of modern living space with high-quality craftsmanship and stylish upgrades throughout. Nestled on a

    James Schaecher Keller Williams Flagship

    21733 Centennial Ln, Rock Hall, MD 21661
  • /34

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    866 Washington Ave, Chestertown, MD 21620

    This duplex is a prime investment located on Washington Avenue in historic Chestertown, Maryland, offering many amenities. It is within walking distance of shopping, entertainment, schools, and medical facilities. Unit A is freshly updated with a spacious living room and dining room. The kitchen offers lots of storage and a stackable washer/dryer. It is a 2-bedroom apartment with a full bath. The

    Kathleen Brenton Brenton Realty Group

    866 Washington Ave, Chestertown, MD 21620
  • /29

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft

    7425 Wilkins Ln, Chestertown, MD 21620

    Welcome to 7425 Wilkins Lane, Chestertown, MDJust two miles from the charming town of Chestertown, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of modern comfort and peaceful country living.Completely renovated down to the studs, this home features a new roof, new plywood, home addition including the kitchen, full bath and laundry room, siding,

    LAURIE KREIDER Realty ONE Group Unlimited

    7425 Wilkins Ln, Chestertown, MD 21620
  • /10

    $995,000

    • 2 Beds
    • 1.5 Baths
    • 1,566 Sq Ft

    29341 Glencoe Rd, Kennedyville, MD 21645

    Nestled along the tranquil banks of the Sassafras River, this charming brick fixer-upper presents a rare opportunity to own a waterfront paradise. Imagine waking up to sweeping river views and sipping coffee from the expansive enclosed porch as the sun rises.Though the home requires renovating, its potential is undeniable. Offering over 1,500 sq ft of functional space, this 2-bedroom

    Christine Catalano Coldwell Banker Realty

    29341 Glencoe Rd, Kennedyville, MD 21645
  • /34

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft

    10674 Kasota Rd, Chestertown, MD 21620

    Welcome to 10674 Kasota Rd – Your Tranquil Masterpiece on the Chesapeake's Edge. Nestled in the serene enclave of Chesapeake Landing near Chestertown, this charming 2-bed, 1-bath ranch-style home invites you to reimagine rural living on nearly 0.6 acres of lush landscape. With 1,350 sq ft of one–level living, the brick exterior and detached 2–car garage offers timeless appeal and solid bones with

    Andrew Kruzienski Long & Foster Real Estate, Inc.

    10674 Kasota Rd, Chestertown, MD 21620
  • /8

    $235,000

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

    21244 Loller Ln, Rock Hall, MD 21661

    Tucked away at the end of a quiet street, this charming 4-bedroom, 1.5-bath rancher offers the perfect blend of small-town tranquility and walkable convenience. Located just a few blocks from Rock Hall’s beloved Main Street, you’ll be steps from local festivals, quaint shops, and local dining favorites.Set on a manageable .25-acre lot, the home features an attached garage, spacious

    Robin Fithian Rock Hall Properties Real Estate

    21244 Loller Ln, Rock Hall, MD 21661
  • /19

    $247,000

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

    25049 Travis Trail, Worton, MD 21678

    Welcome to Travis Trail. This move in ready home sits on a corner lot and has that gingerbread style with a modern twist. Home has been well kept and hosts great space. Home has a lot of natural light, and LVT floors throughout. The backyard is fenced in and is flexible for all your outdoor needs. Close by is the park with lots of things to do like sports, walking, and playgrounds. The

    Sue Bisbee Village Real Estate Company LLC

    25049 Travis Trail, Worton, MD 21678
  • /32

    $799,000 Open House 8/02

    • 2 Beds
    • 2 Baths
    • 1,966 Sq Ft

    26889 Morgnec Rd, Chestertown, MD 21620

    This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof all from 2024 just to name a few have you set up for many years to come. Most of the property is cleared and grassy making it perfect for your equestrian retreat on the water. A detached 2 car garage is perfect for vehicles or

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26889 Morgnec Rd, Chestertown, MD 21620
  • /37

    $295,000

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

    6374 Rock Hall Rd, Rock Hall, MD 21661

    Looking for your first place or a weekend stay to enjoy Marylands beautiful eastern shore, look no more! Located just outside of Rock Hall, this charming ranch-style residence offers the convenience of one-level living, perfectly situated on a spacious, treed lot just minutes from downtown. Recently remodeled from top to bottom, this home features sleek stainless steel appliances, stunning

    Dee Dee Miller Long & Foster Real Estate, Inc.

    6374 Rock Hall Rd, Rock Hall, MD 21661
  • /16

    $232,000

    • 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, flooring recently upgraded, beautifully tiled bathroom, Pergo wood flooring. Bright and inviting updated kitchen, Spacious Dining/family rm with vaulted ceilings fireplace, ceiling fan. Enjoy fishing or relaxing at the private community beach or head over to Tolchester Marina & The

    Terry Catalano RE/MAX Leading Edge

    21217 Texas Ave, Chestertown, MD 21620
  • /78

    $184,000

    • 2 Beds
    • 1 Bath
    • 658 Sq Ft

    1 Kent Dr, Betterton, MD 21610

    Charming Bungalow by the Bay!Discover the perfect coastal retreat in this delightful 2-bedroom bungalow, just one block from the beach! Nestled in a quaint town of only 283 residents, this home boasts beautiful hardwood ceilings, a screened front porch for relaxing evenings, and spacious back and side decks ideal for outdoor entertaining. The lower-level laundry and ample storage provide

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    1 Kent Dr, Betterton, MD 21610
  • /22

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    866 Washington Ave, Chestertown, MD 21620

    Prime Investment Opportunity in Chestertown with Leases In Place!!! This duplex property offers versatility, upgrades, and endless potential in a central Chestertown location. Conveniently situated across from Kent Plaza Shopping Center, near Washington College, and just minutes from the YMCA. This property is perfect for live-in owners, investors, or those seeking multi-use

    Jeff Guthrie Cross Street Realtors LLC

    866 Washington Ave, Chestertown, MD 21620
  • /3

    $72,000

    • 2 Beds
    • 2 Baths

    0 Allens Ln Unit MDKE2004818, Rock Hall, MD 21661

    DISCOVER THIS 1 ACRE LOT AVAILABLE IN ROCK HALL, MD WITHIN KENT COUNTY. ZONING RR. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS! 2 TRAILORS ON PROPERTY AS IS. OWNER FINANCING AVAILABLE.

    Jennifer Drennan Taylor Properties

    0 Allens Ln Unit MDKE2004818, Rock Hall, MD 21661
  • /23

    $319,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    4921 Piney Neck Rd, Rock Hall, MD 21661

    Welcome to your new home in the historic harbor town of Rock Hall! Quality new construction built with meticulous attention to detail. This 3 bedroom/2 bath home is clean and sleek with modern, tasteful upgrades and color palette. Every appliance and ammenity is brand new, from the HVAC to the bathroom vanities and recessed lighting. Any chef would be thrilled with this substantial kitchen

    Andy Batch Keller Williams Select Realtors of Annapolis

    4921 Piney Neck Rd, Rock Hall, MD 21661
  • /16

    $110,000

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    11054 Austin Ln, Worton, MD 21678

    ONLINE AUCTION: Bidding begins 8/6/2025 @ 10:00 AM. Bidding ends 8/8/2025 @ 12:30 PM. List Price is Suggested Opening Bid. Deposit: $20,000. Single Family Home located in the Knights Landing area of Kent County, MD. JUST MINUTES to the many attractions of the Chestertown area. Easy access to major traffic artery Lambs Meadow Rd. Property is occupied.

    Adam Shpritz Ashland Auction Group LLC

    11054 Austin Ln, Worton, MD 21678
How to Buy a Home How to Finance a Home How to Sell a Home