12,106

Kent County, MD Homes

Section Image
  • 0 Station Rd, 2, Kennedyville, MD 21678
    0 Station Rd, 2, Kennedyville, MD 21678
    0 Station Rd, 2, Kennedyville, MD 21678
    /4

    $60,000 Sold Oct 31, 2025

    0 Station Rd, 2, Kennedyville, MD 21678

    • Land
    • 1 Acre
    • $60,000 per Acre

    Last Sold Summary

    • 96 Days On Market

    Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    0 Station Rd, 2, Kennedyville, MD 21678
    • 25032 Lambs Meadow Rd, Worton, MD 21678
      25032 Lambs Meadow Rd, Worton, MD 21678
      25032 Lambs Meadow Rd, Worton, MD 21678
      /24

      Est $226,557 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft

      25032 Lambs Meadow Rd, Worton, MD 21678

      25032 Lambs Meadow Rd, Worton, MD 21678
  • 356 Cypress St, Millington, MD 21651
    356 Cypress St, Millington, MD 21651
    356 Cypress St, Millington, MD 21651
    /14

    $270,000

    • 3 Beds
    • 1.5 Baths
    • 1,508 Sq Ft

    356 Cypress St, Millington, MD 21651

    Looking for a 3 bed farmhouse in Millington with classic charm and modern updates? This warm and friendly 1920 single family home offers 1508 square feet on a 0.17 acre lot with a 2021 roof, vinyl siding, three second floor bedrooms, one full bath, and a half bath off the kitchen. A wrapped front and side porch sets the tone, while a rear wooden deck opens to the yard for easy outdoor living. The

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    356 Cypress St, Millington, MD 21651
  • 24415 Chestertown Rd, Chestertown, MD 21620
    24415 Chestertown Rd, Chestertown, MD 21620
    24415 Chestertown Rd, Chestertown, MD 21620
    /29

    $264,900 Sold Oct 30, 2025

    24415 Chestertown Rd, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 1,110 Sq Ft
    • Built 1962

    Last Sold Summary

    • $239/SF
    • 23 Days On Market

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    24415 Chestertown Rd, Chestertown, MD 21620
    • 10785 Big Stone Rd, Millington, MD 21651
      10785 Big Stone Rd, Millington, MD 21651
      10785 Big Stone Rd, Millington, MD 21651
      /19

      Est $908,638 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,372 Sq Ft

      10785 Big Stone Rd, Millington, MD 21651

      10785 Big Stone Rd, Millington, MD 21651
  • 0 Elm St Unit MDKE2003590, Chestertown, MD 21620
    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
    /3

    $20,000

    • Land
    • 0.09 Acre
    • $222,222 per Acre

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620

    One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by.County states water/sewer allocation is available. Buyer to confirm with due diligence.

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
  • 21751 Centennial Ln, Rock Hall, MD 21661
    21751 Centennial Ln, Rock Hall, MD 21661
    21751 Centennial Ln, Rock Hall, MD 21661
    /16

    $348,000 Sold Feb 21, 2025

    21751 Centennial Ln, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,415 Sq Ft
    • Built 2024

    Last Sold Summary

    • $246/SF
    • 181 Days On Market

    Current Estimated Value $378,090

    Last Listing Agent Pamela Geib Long & Foster Real Estate, Inc.

    21751 Centennial Ln, Rock Hall, MD 21661
    • 100 Malone Ave, Chestertown, MD 21620
      100 Malone Ave, Chestertown, MD 21620
      100 Malone Ave, Chestertown, MD 21620
      /39

      Est $351,259 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,444 Sq Ft

      100 Malone Ave, Chestertown, MD 21620

      100 Malone Ave, Chestertown, MD 21620
  • 0 Cromwell Clark Rd, Chestertown, MD 21620
    0 Cromwell Clark Rd, Chestertown, MD 21620
    0 Cromwell Clark Rd, Chestertown, MD 21620
    /19

    $3,000,000

    • Land
    • 87.34 Acres
    • $34,349 per Acre

    0 Cromwell Clark Rd, Chestertown, MD 21620

    Potential for Residential Development!87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development. The 44± acres of farmland are surrounded by a forested buffer that may nicely serve the future layout and privacy of a residential community.

    BRIAN MORRIS The Land Group

    0 Cromwell Clark Rd, Chestertown, MD 21620
  • 1 A Bayview Rd Unit 7A, Betterton, MD 21610
    1 A Bayview Rd Unit 7A, Betterton, MD 21610
    1 A Bayview Rd Unit 7A, Betterton, MD 21610
    /28

    $362,500 Sold Jul 22, 2025

    1 A Bayview Rd Unit 7A, Betterton, MD 21610

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1989

    Last Sold Summary

    • $227/SF
    • 41 Days On Market

    Last Listing Agent Ashton Kelley Gunther-McClary Real Estate

    1 A Bayview Rd Unit 7A, Betterton, MD 21610
    • 5804 Liberty St, Rock Hall, MD 21661
      5804 Liberty St, Rock Hall, MD 21661
      5804 Liberty St, Rock Hall, MD 21661
      /16

      Est $241,580 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 884 Sq Ft

      5804 Liberty St, Rock Hall, MD 21661

      5804 Liberty St, 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

    $449,900

    • 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
  • 104 Oak Leaf Dr, Chestertown, MD 21620
    104 Oak Leaf Dr, Chestertown, MD 21620
    104 Oak Leaf Dr, Chestertown, MD 21620
    /17

    $283,000 Sold Feb 19, 2025

    104 Oak Leaf Dr, Chestertown, MD 21620

    • 3 Beds
    • 3.5 Baths
    • 1,840 Sq Ft
    • Built 2003

    Last Sold Summary

    • $154/SF
    • 38 Days On Market

    Current Estimated Value $304,942

    Last Listing Agent Krystal Zellner Crown Homes Real Estate

    104 Oak Leaf Dr, Chestertown, MD 21620
    • 32159 River Rd, Millington, MD 21651
      32159 River Rd, Millington, MD 21651
      32159 River Rd, Millington, MD 21651
      /36

      Est $447,953 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,018 Sq Ft

      32159 River Rd, Millington, MD 21651

      32159 River Rd, Millington, MD 21651
  • 0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
    /2

    $10,000

    • Land
    • 0.34 Acre
    • $29,412 per Acre

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620

    Build Your Dream Home on Two Expansive Lots in Chesapeake Landing!15,000 SQFT of prime land combining Lots 191 & 192 on the south side of Clarissa Road, Block 2 of Chesapeake Landing, all under one tax ID. This is a rare opportunity to design and build your custom home in a sought-after community where nearby homes are selling in the high $600Ks!Enjoy the charm of Chestertown living, just

    Rena Champaco Samson Properties

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
  • 5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck Rd, Chestertown, MD 21620
    /48

    $535,000 Sold Nov 05, 2025

    5179 Quaker Neck Rd, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 1,148 Sq Ft
    • Built 1890

    Last Sold Summary

    • $466/SF
    • 168 Days On Market

    Last Listing Agent Jonathan Taylor Hyatt & Company Real Estate, LLC

    5179 Quaker Neck Rd, Chestertown, MD 21620
    • 600 Mill Ln, Galena, MD 21635
      600 Mill Ln, Galena, MD 21635
      600 Mill Ln, Galena, MD 21635
      /27

      Est $287,588 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,075 Sq Ft

      600 Mill Ln, Galena, MD 21635

      600 Mill Ln, Galena, MD 21635
  • 11955 Augustine Herman Hwy, Kennedyville, MD 21645
    11955 Augustine Herman Hwy, Kennedyville, MD 21645
    11955 Augustine Herman Hwy, Kennedyville, MD 21645
    /32

    $339,000

    • Studio
    • 2,236 Sq Ft

    11955 Augustine Herman Hwy, Kennedyville, MD 21645

    Welcome to this spacious 2,236 square foot, 4-bedroom, 3-bath property located in the heart of Kennedyville, currently configured as a two-unit, multi-use home offering exceptional flexibility. The property can easily be converted back to a single-family 4-bedroom, 3-full-bath residence or utilized as a live/work opportunity with potential storefront space in the front unit while generating

    Sarah Ulrick Rock Hall Properties Real Estate

    11955 Augustine Herman Hwy, Kennedyville, MD 21645
  • 305 Washington Ave, Chestertown, MD 21620
    305 Washington Ave, Chestertown, MD 21620
    305 Washington Ave, Chestertown, MD 21620
    /28

    $549,000 Sold Jun 26, 2025

    305 Washington Ave, Chestertown, MD 21620

    • 5 Beds
    • 3 Baths
    • 2,476 Sq Ft
    • Built 1930

    Last Sold Summary

    • $222/SF
    • 0 Days On Market

    Current Estimated Value $559,042

    Last Listing Agent William Norris Select Land & Homes, LLC

    305 Washington Ave, Chestertown, MD 21620
    • 14086 E Beechwood Rd, Galena, MD 21635
      14086 E Beechwood Rd, Galena, MD 21635
      14086 E Beechwood Rd, Galena, MD 21635
      /53

      Est $387,503 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,951 Sq Ft

      14086 E Beechwood Rd, Galena, MD 21635

      14086 E Beechwood Rd, Galena, MD 21635
  • 23698 L Rd, Chestertown, MD 21620
    23698 L Rd, Chestertown, MD 21620
    23698 L Rd, Chestertown, MD 21620
    /5

    $29,000

    • Land
    • 2.6 Acres
    • $11,154 per Acre

    23698 L Rd, Chestertown, MD 21620

    Property record consists of two lots for a total of 2.6 Acres zoned Village. Please notify listing agent if you intend to walk the property.

    Joe Howerton Taylor Properties

    23698 L Rd, Chestertown, MD 21620
  • 26865 Mallard Rd, Chestertown, MD 21620
    26865 Mallard Rd, Chestertown, MD 21620
    26865 Mallard Rd, Chestertown, MD 21620
    /49

    $840,000 Sold Jun 27, 2025

    26865 Mallard Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,355 Sq Ft
    • Built 1963

    Last Sold Summary

    • $250/SF
    • 182 Days On Market

    Current Estimated Value $915,259

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    26865 Mallard Rd, Chestertown, MD 21620
    • 24319 Waterview Dr, Worton, MD 21678
      24319 Waterview Dr, Worton, MD 21678
      24319 Waterview Dr, Worton, MD 21678
      /53

      Est $1,108,404 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,795 Sq Ft

      24319 Waterview Dr, Worton, MD 21678

      24319 Waterview Dr, Worton, MD 21678
  • 5916 N Main St, Rock Hall, MD 21661
    5916 N Main St, Rock Hall, MD 21661
    5916 N Main St, Rock Hall, MD 21661
    /28

    $355,000

    • 3 Beds
    • 1.5 Baths
    • 1,233 Sq Ft

    5916 N Main St, Rock Hall, MD 21661

    Welcome to this charming 3-bedroom rancher in the quaint town of Rock Hall. Featuring beautiful wood floors throughout, this cozy home is being sold as-is—perfect for buyers looking to add their own personal touch. A standout feature is the detached garage with a bathroom rough-in, currently used as an entertainment space or “man cave.” With a few updates, it could easily be transformed into a

    Christine Johnson RE/MAX Executive

    5916 N Main St, Rock Hall, MD 21661
  • 10434 Big Stone Rd, Millington, MD 21651
    10434 Big Stone Rd, Millington, MD 21651
    10434 Big Stone Rd, Millington, MD 21651
    /56

    $1,270,000 Sold Dec 22, 2025

    10434 Big Stone Rd, Millington, MD 21651

    • 1,720 Sq Ft
    • Built 1920

    Last Sold Summary

    • $738/SF
    • 28 Days On Market

    Last Listing Agent Zachary Shelley Streett Hopkins Real Estate, LLC

    10434 Big Stone Rd, Millington, MD 21651
    • 5718 N Main St, Rock Hall, MD 21661
      5718 N Main St, Rock Hall, MD 21661
      5718 N Main St, Rock Hall, MD 21661
      /43

      Est $522,770 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,418 Sq Ft

      5718 N Main St, Rock Hall, MD 21661

      5718 N Main St, Rock Hall, MD 21661
  • 0 Judefind Ave Unit MDKE2001688, Rock Hall, MD 21661
    0 Judefind Ave Unit MDKE2001688, Rock Hall, MD 21661
    0 Judefind Ave Unit MDKE2001688, Rock Hall, MD 21661
    /3

    $55,000

    • Land
    • 0.29 Acre
    • $189,655 per Acre

    0 Judefind Ave Unit MDKE2001688, Rock Hall, MD 21661

    Wooded building lot on Judefind Ave in Rock Hall town limits. No flood plain, no critical area, no wetlands. Water & sewer hook ups will be required. Lot is 75 ft wide by 165 ft deep. Nice walkable in-town location on a quiet, private street. Just minutes to the Main Street shopping district and the Mainstay.

    Robin Fithian Rock Hall Properties Real Estate

    0 Judefind Ave Unit MDKE2001688, Rock Hall, MD 21661
  • 811 S Meadowview Dr, Chestertown, MD 21620
    811 S Meadowview Dr, Chestertown, MD 21620
    811 S Meadowview Dr, Chestertown, MD 21620
    /45

    $459,000 Sold Jun 23, 2025

    811 S Meadowview Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft
    • Built 2002

    Last Sold Summary

    • $222/SF
    • 4 Days On Market

    Current Estimated Value $466,045

    Last Listing Agent Christine Leonard Redfin Corp

    811 S Meadowview Dr, Chestertown, MD 21620
    • 11110 Old Worton Rd, Worton, MD 21678
      11110 Old Worton Rd, Worton, MD 21678
      11110 Old Worton Rd, Worton, MD 21678
      /31

      Est $329,777 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,461 Sq Ft

      11110 Old Worton Rd, Worton, MD 21678

      11110 Old Worton Rd, Worton, MD 21678
  • 11150 Old Worton Rd, Worton, MD 21678
    11150 Old Worton Rd, Worton, MD 21678
    11150 Old Worton Rd, Worton, MD 21678
    /3

    $189,000

    • Land
    • 1 Acre
    • $189,000 per Acre

    11150 Old Worton Rd, Worton, MD 21678

    FIVE W/S Allocations! Former site of the popular Clark's Store - come with vision, roll up your sleeves and get to work on this 1 acre lot zoned Village which allows for mixed uses including residential and commercial. The property includes 3 phased electric service to the existing building as well as FIVE WATER & SEWER ALLOCATIONS. Rebuild the existing block walls or start over from scratch

    John Carroll Village Real Estate Company LLC

    11150 Old Worton Rd, Worton, MD 21678
  • 117 N Water St Unit 3B, Chestertown, MD 21620
    117 N Water St Unit 3B, Chestertown, MD 21620
    117 N Water St Unit 3B, Chestertown, MD 21620
    /24

    $285,000 Sold Aug 08, 2025

    117 N Water St Unit 3B, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 652 Sq Ft
    • Built 1886

    Last Sold Summary

    • $437/SF
    • 457 Days On Market

    Current Estimated Value $761,708

    Last Listing Agent John Burke Gunther-McClary Real Estate

    117 N Water St Unit 3B, Chestertown, MD 21620
    • 24386 Waterview Dr, Worton, MD 21678
      24386 Waterview Dr, Worton, MD 21678
      24386 Waterview Dr, Worton, MD 21678
      /51

      Est $591,795 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,871 Sq Ft

      24386 Waterview Dr, Worton, MD 21678

      24386 Waterview Dr, Worton, MD 21678
  • 29048 Belchester Rd, Kennedyville, MD 21645
    29048 Belchester Rd, Kennedyville, MD 21645
    /2

    $4,200,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 3,968 Sq Ft

    29048 Belchester Rd, Kennedyville, MD 21645

    Richard Keaveney Cross Street Realtors LLC

    29048 Belchester Rd, Kennedyville, MD 21645
  • 11930 Kennedyville Rd, Kennedyville, MD 21645
    11930 Kennedyville Rd, Kennedyville, MD 21645
    /2

    $22,000 Sold Mar 31, 2025

    11930 Kennedyville Rd, Kennedyville, MD 21645

    • Land
    • 0.38 Acre
    • $57,895 per Acre

    Last Sold Summary

    • 151 Days On Market

    Current Estimated Value $114,667

    Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    11930 Kennedyville Rd, Kennedyville, MD 21645
    • 22600 Fairgale Farm Ln, Chestertown, MD 21620
      22600 Fairgale Farm Ln, Chestertown, MD 21620
      22600 Fairgale Farm Ln, Chestertown, MD 21620
      /49

      Est $1,682,629 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,033 Sq Ft

      22600 Fairgale Farm Ln, Chestertown, MD 21620

      22600 Fairgale Farm Ln, Chestertown, MD 21620
  • 103 Landing Ln, Chestertown, MD 21620
    103 Landing Ln, Chestertown, MD 21620
    103 Landing Ln, Chestertown, MD 21620
    /69

    $539,999

    • 2 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    103 Landing Ln, Chestertown, MD 21620

    Listing to be withdrawn in a few days until the spring!!! Welcome to 103 Landing Lane: a meticulously maintained 2-bedroom townhome in the desirable waterfront community of Chester River Landing. Just a short walk or bike ride into downtown Chestertown, this elegant, turn-key home offers maintenance-free living, great amenities, and easy water access to the Chester River. The welcoming foyer

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    103 Landing Ln, Chestertown, MD 21620
  • 313 Race St, Millington, MD 21651
    313 Race St, Millington, MD 21651
    313 Race St, Millington, MD 21651
    /8

    $29,500 Sold Feb 27, 2025

    313 Race St, Millington, MD 21651

    • Land
    • 0.5 Acre
    • $59,000 per Acre

    Last Sold Summary

    • 241 Days On Market

    Current Estimated Value $75,946

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    313 Race St, Millington, MD 21651
    • 204 Richard Dr, Chestertown, MD 21620
      204 Richard Dr, Chestertown, MD 21620
      204 Richard Dr, Chestertown, MD 21620
      /54

      Est $415,786 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft

      204 Richard Dr, Chestertown, MD 21620

      204 Richard Dr, Chestertown, MD 21620
  • 5 Wilson Point Rd, Galena, MD 21635
    5 Wilson Point Rd, Galena, MD 21635
    /2

    $135,000

    • Land
    • 0.75 Acre
    • $180,000 per Acre

    5 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

    5 Wilson Point Rd, Galena, MD 21635
  • 25094 Reeds Meadow Dr, Worton, MD 21678
    25094 Reeds Meadow Dr, Worton, MD 21678
    25094 Reeds Meadow Dr, Worton, MD 21678
    /63

    $349,000 Sold Mar 18, 2025

    25094 Reeds Meadow Dr, Worton, MD 21678

    • 3 Beds
    • 2.5 Baths
    • 1,974 Sq Ft
    • Built 2020

    Last Sold Summary

    • $177/SF
    • 8 Days On Market

    Current Estimated Value $374,459

    Last Listing Agent Chris Rosendale CR Realty

    25094 Reeds Meadow Dr, Worton, MD 21678

Showing Results 481 - 520, Page 13 of 18

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