12,106

Kent County, MD Homes

Section Image
    • 30741 Duck Puddle Rd, Kennedyville, MD 21645
      30741 Duck Puddle Rd, Kennedyville, MD 21645
      30741 Duck Puddle Rd, Kennedyville, MD 21645
      /93

      Est $884,428 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 5,118 Sq Ft

      30741 Duck Puddle Rd, Kennedyville, MD 21645

      30741 Duck Puddle Rd, Kennedyville, MD 21645
  • 2 Scheeler Rd, Chestertown, MD 21620
    2 Scheeler Rd, Chestertown, MD 21620
    2 Scheeler Rd, Chestertown, MD 21620
    /7

    $250,000 Pending

    • Land
    • 0.93 Acre
    • $268,817 per Acre

    2 Scheeler Rd, Chestertown, MD 21620

    This prime commercial lot offers an exceptional opportunity for your next business venture. Situated at the highly visible corner of Scheeler Road and Haacke Drive, this 0.93+/- acre parcel is zoned C-1, which allows for a variety of commercial uses. With limited commercial land available in the County, this is a rare find in a desirable location with great potential for visibility and customer

    William Norris Select Land & Homes, LLC

    2 Scheeler Rd, Chestertown, MD 21620
  • 10490 Worton Rd, Worton, MD 21678
    10490 Worton Rd, Worton, MD 21678
    10490 Worton Rd, Worton, MD 21678
    /20

    $310,000 Sold Jul 14, 2025

    10490 Worton Rd, Worton, MD 21678

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1977

    Last Sold Summary

    • $294/SF
    • 3 Days On Market

    Current Estimated Value $311,836

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    10490 Worton Rd, Worton, MD 21678
    • 21053 Striper Run, Rock Hall, MD 21661
      21053 Striper Run, Rock Hall, MD 21661
      21053 Striper Run, Rock Hall, MD 21661
      /29

      Est $374,008 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,256 Sq Ft

      21053 Striper Run, Rock Hall, MD 21661

      21053 Striper Run, Rock Hall, MD 21661
  • 0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
    /2

    $37,000

    • Land
    • 0.34 Acre
    • $108,824 per Acre

    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
  • 0 3rd Ave, Betterton, MD 21610
    0 3rd Ave, Betterton, MD 21610
    /2

    $15,000 Sold Feb 13, 2025

    0 3rd Ave, Betterton, MD 21610

    • Land
    • 1.03 Acres
    • $14,563 per Acre

    Last Sold Summary

    • 115 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 3rd Ave, Betterton, MD 21610
    • 316 Roosevelt Dr, Chestertown, MD 21620
      316 Roosevelt Dr, Chestertown, MD 21620
      316 Roosevelt Dr, Chestertown, MD 21620
      /27

      Est $267,493 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      316 Roosevelt Dr, Chestertown, MD 21620

      316 Roosevelt Dr, Chestertown, MD 21620
  • 29030 Belchester Rd, Kennedyville, MD 21645
    29030 Belchester Rd, Kennedyville, MD 21645
    29030 Belchester Rd, Kennedyville, MD 21645
    /30

    $750,000 Pending

    • 5 Beds
    • 3 Baths
    • 3,088 Sq Ft

    29030 Belchester Rd, Kennedyville, MD 21645

    Perfectly situated home in move-in condition, views of glorious Sassafras from almost every room. 1st Fl multiple options for eating, relaxing, and entertaining, and powder room. Large master bedroom with bath joins four other bedrooms, two baths and laundry room on second floor, approached by a classic staircase with upstairs wrap around landing. Irrigated landscaping t/o with amazing patio.

    Richard Keaveney Cross Street Realtors LLC

    29030 Belchester Rd, Kennedyville, MD 21645
  • 26889 Morgnec Rd, Chestertown, MD 21620
    26889 Morgnec Rd, Chestertown, MD 21620
    26889 Morgnec Rd, Chestertown, MD 21620
    /32

    $700,000 Sold Oct 22, 2025

    26889 Morgnec Rd, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,966 Sq Ft
    • Built 1966

    Last Sold Summary

    • $356/SF
    • 156 Days On Market

    Current Estimated Value $693,305

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26889 Morgnec Rd, Chestertown, MD 21620
    • 21010 Rock Hall Ave, Rock Hall, MD 21661
      21010 Rock Hall Ave, Rock Hall, MD 21661
      21010 Rock Hall Ave, Rock Hall, MD 21661
      /36

      Est $274,686 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,304 Sq Ft

      21010 Rock Hall Ave, Rock Hall, MD 21661

      21010 Rock Hall Ave, Rock Hall, MD 21661
  • 105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    /51

    $1,395,500

    • 5 Beds
    • 4.5 Baths
    • 3,243 Sq Ft

    105 High St, Chestertown, MD 21620

    This masterpiece is finally complete. Rebuilt in 1863, the Tilley Residence showcases classic Second Empire style on one of Chestertown’s most prominent corners, neighboring Widehall and the Custom House. Expertly restored in 2024–2025 by one of Kent County’s premier builders, the home offers new HVAC, electrical, plumbing, roofing, flooring, and a refreshed open layout. Custom kitchen and baths

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    105 High St, Chestertown, MD 21620
  • 5700 Johnsontown Rd, Chestertown, MD 21620
    5700 Johnsontown Rd, Chestertown, MD 21620
    5700 Johnsontown Rd, Chestertown, MD 21620
    /7

    $80,000 Sold Dec 22, 2025

    5700 Johnsontown Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1900

    Last Sold Summary

    • $70/SF
    • 107 Days On Market

    Last Listing Agent Nicole Stephens Tesla Realty Group, LLC

    5700 Johnsontown Rd, Chestertown, MD 21620
    • 13037 Augustine Herman Hwy, Kennedyville, MD 21645
      13037 Augustine Herman Hwy, Kennedyville, MD 21645
      13037 Augustine Herman Hwy, Kennedyville, MD 21645
      /33

      Est $392,618 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft

      13037 Augustine Herman Hwy, Kennedyville, MD 21645

      13037 Augustine Herman Hwy, Kennedyville, MD 21645
  • 5980 Lawton Ave, Rock Hall, MD 21661
    5980 Lawton Ave, Rock Hall, MD 21661
    5980 Lawton Ave, Rock Hall, MD 21661
    /31

    $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
  • 21119 Striper Run, Rock Hall, MD 21661
    21119 Striper Run, Rock Hall, MD 21661
    21119 Striper Run, Rock Hall, MD 21661
    /27

    $310,000 Sold Dec 16, 2025

    21119 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 4 Baths
    • 1,628 Sq Ft
    • Built 1996

    Last Sold Summary

    • $190/SF
    • 408 Days On Market

    Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

    21119 Striper Run, Rock Hall, MD 21661
    • 27978 Redmill St, Kennedyville, MD 21645
      27978 Redmill St, Kennedyville, MD 21645
      27978 Redmill St, Kennedyville, MD 21645
      /27

      Est $364,016 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,617 Sq Ft

      27978 Redmill St, Kennedyville, MD 21645

      27978 Redmill St, Kennedyville, MD 21645
  • 201 Greenwood Ave, Chestertown, MD 21620
    201 Greenwood Ave, Chestertown, MD 21620
    201 Greenwood Ave, Chestertown, MD 21620
    /62

    $495,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,984 Sq Ft

    201 Greenwood Ave, Chestertown, MD 21620

    An amazing home located just a few blocks from Washington College! This mostly brick Cape Cod has 4 bedrooms, 3 full baths, formal dining room, living room with fireplace, first floor primary bedroom with cathedral ceiling, Florida room, full basement with fireplace and a 2 car attached garage. The primary bath and Florida room both have radiant floor heating. The 3 bedrooms on the second level

    Grace Crockett Doug Ashley Realtors, LLC

    201 Greenwood Ave, Chestertown, MD 21620
  • 192 Comegys St, Millington, MD 21651
    192 Comegys St, Millington, MD 21651
    192 Comegys St, Millington, MD 21651
    /29

    $230,000 Sold Jun 27, 2025

    192 Comegys St, Millington, MD 21651

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft
    • Built 1949

    Last Sold Summary

    • $160/SF
    • 112 Days On Market

    Current Estimated Value $235,537

    Last Listing Agent Mary Julie Long & Foster Real Estate, Inc.

    192 Comegys St, Millington, MD 21651
    • 21286 Maine Ave, Chestertown, MD 21620
      21286 Maine Ave, Chestertown, MD 21620
      21286 Maine Ave, Chestertown, MD 21620
      /13

      Est $241,150 Not Listed For Sale

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

      21286 Maine Ave, Chestertown, MD 21620

      21286 Maine Ave, Chestertown, MD 21620
  • 14 3rd Ave, Betterton, MD 21610
    14 3rd Ave, Betterton, MD 21610
    14 3rd Ave, Betterton, MD 21610
    /48

    $235,000

    • 3 Beds
    • 3 Baths
    • 2,050 Sq Ft

    14 3rd Ave, Betterton, MD 21610

    A home finished your way with what could be over 3,078 square feet of living space! Complete your new Victorian style home with the finishes & colors you enjoy! Located within a .3 mile walk to Betterton Beach and the Town Dock! Public showers, rest rooms and transient boat slips are all at your disposal! The interior of the home is a blank slate and has been protected from the elements. The home

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    14 3rd Ave, Betterton, MD 21610
  • 0 Golts Rd, Galena, MD 21635
    0 Golts Rd, Galena, MD 21635
    /2

    $5,800 Sold Apr 14, 2025

    0 Golts Rd, Galena, MD 21635

    • Land
    • 0.5 Acre
    • $11,600 per Acre

    Last Sold Summary

    • 271 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Golts Rd, Galena, MD 21635
    • 6299 Burris Rd, Rock Hall, MD 21661
      6299 Burris Rd, Rock Hall, MD 21661
      6299 Burris Rd, Rock Hall, MD 21661
      /69

      Est $2,100,879 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,718 Sq Ft

      6299 Burris Rd, Rock Hall, MD 21661

      6299 Burris Rd, Rock Hall, MD 21661
  • 25999 Lambs Meadow Rd, Worton, MD 21678
    25999 Lambs Meadow Rd, Worton, MD 21678
    25999 Lambs Meadow Rd, Worton, MD 21678
    /43

    $750,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,046 Sq Ft

    25999 Lambs Meadow Rd, Worton, MD 21678

    Originally built with handcrafted bricks in 1782, this Flemish Bond Georgian Colonial home is the embodiment of simple elegance. Restored with the utmost historical respect in the mid-1980’s with handcrafted oak windows and mahogany doors with period hardware and modernized with preservation-sensitive practices and materials over the past eight years by the current stewards of the home, step into

    Liddy Campbell TTR Sotheby's International Realty

    25999 Lambs Meadow Rd, Worton, MD 21678
  • 0 Adventist Church Ln Unit MDKE2004634, Rock Hall, MD 21661
    0 Adventist Church Ln Unit MDKE2004634, Rock Hall, MD 21661
    0 Adventist Church Ln Unit MDKE2004634, Rock Hall, MD 21661
    /8

    $60,000 Sold Oct 03, 2025

    0 Adventist Church Ln Unit MDKE2004634, Rock Hall, MD 21661

    • Land
    • 0.8 Acre
    • $75,000 per Acre

    Last Sold Summary

    • 255 Days On Market

    Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

    0 Adventist Church Ln Unit MDKE2004634, Rock Hall, MD 21661
    • 5543 Boundary Ave, Rock Hall, MD 21661
      5543 Boundary Ave, Rock Hall, MD 21661
      5543 Boundary Ave, Rock Hall, MD 21661
      /10

      Est $294,512 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,374 Sq Ft

      5543 Boundary Ave, Rock Hall, MD 21661

      5543 Boundary Ave, Rock Hall, MD 21661
  • 21122 Striper Run, Rock Hall, MD 21661
    21122 Striper Run, Rock Hall, MD 21661
    21122 Striper Run, Rock Hall, MD 21661
    /32

    $349,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    21122 Striper Run, Rock Hall, MD 21661

    Beautifully maintained home in the heart of Rock Hall. Upon entry you'll find an open living space with a cozy gas fireplace and ample natural light. Entertain with ease in the generous open kitchen and dining space, with access to a spacious screened-in porch. Enjoy meals and morning coffee on the serene porch, offering plenty of privacy and views of the woods. Upstairs you'll find the primary

    Julia Hilfiker Gunther-McClary Real Estate

    21122 Striper Run, Rock Hall, MD 21661
  • 25135 Smithville Rd, Worton, MD 21678
    25135 Smithville Rd, Worton, MD 21678
    25135 Smithville Rd, Worton, MD 21678
    /25

    $294,000 Sold Dec 24, 2025

    25135 Smithville Rd, Worton, MD 21678

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1968

    Last Sold Summary

    • $306/SF
    • 59 Days On Market

    Last Listing Agent Jane Duvall RE/MAX Advantage Realty

    25135 Smithville Rd, Worton, MD 21678
    • 545 High St, Chestertown, MD 21620
      545 High St, Chestertown, MD 21620
      545 High St, Chestertown, MD 21620
      /28

      Est $278,128 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 929 Sq Ft

      545 High St, Chestertown, MD 21620

      545 High St, Chestertown, MD 21620
  • 21424 Catholic Ave, Rock Hall, MD 21661
    21424 Catholic Ave, Rock Hall, MD 21661
    21424 Catholic Ave, 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
  • 4511 Piney Neck Rd, Rock Hall, MD 21661
    4511 Piney Neck Rd, Rock Hall, MD 21661
    4511 Piney Neck Rd, Rock Hall, MD 21661
    /46

    $3,350,000 Sold Apr 29, 2025

    4511 Piney Neck Rd, Rock Hall, MD 21661

    • 5 Beds
    • 3.5 Baths
    • 4,050 Sq Ft
    • Built 1939

    Last Sold Summary

    • $827/SF
    • 11 Days On Market

    Current Estimated Value $3,264,617

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    4511 Piney Neck Rd, Rock Hall, MD 21661
    • 9041 S Bayview Dr, Chestertown, MD 21620
      9041 S Bayview Dr, Chestertown, MD 21620
      9041 S Bayview Dr, Chestertown, MD 21620
      /47

      Est $342,848 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,360 Sq Ft

      9041 S Bayview Dr, Chestertown, MD 21620

      9041 S Bayview Dr, Chestertown, MD 21620
  • 11 Wilson Point Rd, Galena, MD 21635
    11 Wilson Point Rd, Galena, MD 21635
    /2

    $150,000

    • Land
    • 0.75 Acre
    • $200,000 per Acre

    11 Wilson Point Rd, Galena, MD 21635

    Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style

    Aaron Clark Patterson-Schwartz-Middletown

    11 Wilson Point Rd, Galena, MD 21635
  • 22671 Wood Yard Ln, Chestertown, MD 21620
    22671 Wood Yard Ln, Chestertown, MD 21620
    22671 Wood Yard Ln, Chestertown, MD 21620
    /4

    $15,000 Sold Jun 02, 2025

    22671 Wood Yard Ln, Chestertown, MD 21620

    • Land
    • 0.48 Acre
    • $31,250 per Acre

    Last Sold Summary

    • 4 Days On Market

    Current Estimated Value $108,688

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    22671 Wood Yard Ln, Chestertown, MD 21620
    • 10069 John Carvill Rd, Chestertown, MD 21620
      10069 John Carvill Rd, Chestertown, MD 21620
      10069 John Carvill Rd, Chestertown, MD 21620
      /69

      Est $1,257,608 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,869 Sq Ft

      10069 John Carvill Rd, Chestertown, MD 21620

      10069 John Carvill Rd, Chestertown, MD 21620
  • 3 Wilson Point Rd, Galena, MD 21635
    3 Wilson Point Rd, Galena, MD 21635
    /2

    $120,000

    • Land
    • 0.75 Acre
    • $160,000 per Acre

    3 Wilson Point Rd, Galena, MD 21635

    Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style

    Aaron Clark Patterson-Schwartz-Middletown

    3 Wilson Point Rd, Galena, MD 21635
  • 25740 Collins Ave, Chestertown, MD 21620
    25740 Collins Ave, Chestertown, MD 21620
    25740 Collins Ave, Chestertown, MD 21620
    /53

    $375,000 Sold Apr 16, 2025

    25740 Collins Ave, Chestertown, MD 21620

    • 5 Beds
    • 3 Baths
    • 3,389 Sq Ft
    • Built 1956

    Last Sold Summary

    • $111/SF
    • 29 Days On Market

    Current Estimated Value $405,125

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    25740 Collins Ave, Chestertown, MD 21620
    • 12206 Galena Rd, Massey, MD 21650
      12206 Galena Rd, Massey, MD 21650
      12206 Galena Rd, Massey, MD 21650
      /7

      Est $467,970 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,792 Sq Ft

      12206 Galena Rd, Massey, MD 21650

      12206 Galena Rd, Massey, MD 21650
  • 0 Melitota Ln, Chestertown, MD 21620
    0 Melitota Ln, Chestertown, MD 21620
    /2

    $29,000 Under Contract

    • Land
    • 2 Acres
    • $14,500 per Acre

    0 Melitota Ln, Chestertown, MD 21620

    2-acre wooded parcel on L Road. Short distance to Chestertown and amenities. See Documents for additional information. Out of Town Seller will pay for perk testing with Buyer making local arrangements. Seller has paperwork from the County to proceed when needed.

    Jo Ann Edwards The Hogans Agency

    0 Melitota Ln, Chestertown, MD 21620
  • 8951 Orchard Dr, Chestertown, MD 21620
    8951 Orchard Dr, Chestertown, MD 21620
    8951 Orchard Dr, Chestertown, MD 21620
    /47

    $700,000 Sold Dec 04, 2025

    8951 Orchard Dr, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 3,735 Sq Ft
    • Built 2014

    Last Sold Summary

    • $187/SF
    • 2 Days On Market

    Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate

    8951 Orchard Dr, Chestertown, MD 21620
    • 217 Radcliffe Dr, Chestertown, MD 21620
      217 Radcliffe Dr, Chestertown, MD 21620
      217 Radcliffe Dr, Chestertown, MD 21620
      /37

      Est $544,641 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,467 Sq Ft

      217 Radcliffe Dr, Chestertown, MD 21620

      217 Radcliffe Dr, Chestertown, MD 21620

Showing Results 161 - 200, Page 5 of 18

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