12,108

Kent County, MD Homes

Section Image
  • /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
  • /36

    $250,000 Sold Jul 31, 2025

    304 Hadaway Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • Built 1960

    Last Sold Summary

    • $189/SF
    • 7 Days On Market

    Current Estimated Value $341,050

    Last Listing Agent Joseph Craig Cummings & Co. Realtors

    304 Hadaway Dr, Chestertown, MD 21620
    • /34

      Est $744,560 Not Listed For Sale

      112 S Mill St, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 2,683 Sq Ft
      • Built 1840
      112 S Mill St, Chestertown, MD 21620

      Last Sold Summary

      • 4% Above List Price
      • $266/SF
      • 49 Days On Market

      Last Sold Price $713,000

      Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

  • /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
  • /43

    $379,900 Sold Jan 21, 2026

    112 Silver Heel Dr, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 2,615 Sq Ft
    • Built 2023

    Last Sold Summary

    • $145/SF
    • 27 Days On Market

    Current Estimated Value $385,467

    Last Listing Agent Federico Busacca EXP Realty, LLC

    112 Silver Heel Dr, Chestertown, MD 21620
    • /54

      Est $608,339 Not Listed For Sale

      14182 N 1st Ave, Kennedyville, MD 21645

      • 4 Beds
      • 3 Baths
      • 2,784 Sq Ft
      • Built 1950
      14182 N 1st Ave, Kennedyville, MD 21645

      Last Sold Summary

      • 15% Above List Price
      • $190/SF
      • 110 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Patricia Kern Gunther-McClary Real Estate

  • /32

    $339,000 Under Contract

    • 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
  • /71

    $745,000 Sold Jun 26, 2025

    9050 Point Ln, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,166 Sq Ft
    • Built 2000

    Last Sold Summary

    • $235/SF
    • 7 Days On Market

    Current Estimated Value $784,581

    Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    9050 Point Ln, Chestertown, MD 21620
    • /76

      Est $628,737 Not Listed For Sale

      31621 W Edge Rd, Millington, MD 21651

      • 4 Beds
      • 3.5 Baths
      • 2,848 Sq Ft
      • Built 2008
      31621 W Edge Rd, Millington, MD 21651

      Last Sold Summary

      • 3% Above List Price
      • $213/SF
      • 5 Days On Market

      Last Sold Price $608,000

      Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

  • /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
  • /73

    $435,000 Sold Nov 14, 2025

    1 Bayview Rd, Betterton, MD 21610

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1989

    Last Sold Summary

    • $218/SF
    • 192 Days On Market

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    1 Bayview Rd, Betterton, MD 21610
    • /25

      Est $581,952 Not Listed For Sale

      209 Birch Run Rd, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 2,488 Sq Ft
      • Built 1980
      209 Birch Run Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3% Above List Price
      • $227/SF
      • 3 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /5

    $21,000

    • Land
    • 2.6 Acres
    • $8,077 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
  • /23

    $317,000 Sold Nov 06, 2025

    4921 Piney Neck Rd, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • $244/SF
    • 214 Days On Market

    Last Listing Agent Andy Batch Keller Williams Select Realtors of Annapolis

    4921 Piney Neck Rd, Rock Hall, MD 21661
    • /25

      Est $243,126 Not Listed For Sale

      11059 Brindley Dr, Worton, MD 21678

      • 3 Beds
      • 1.5 Baths
      • 1,104 Sq Ft
      • Built 1991
      11059 Brindley Dr, Worton, MD 21678

      Last Sold Summary

      • 15% Above List Price
      • $191/SF
      • 0 Days On Market

      Last Sold Price $211,000

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  • /28

    $340,000

    • 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
  • /50

    $335,000 Sold May 27, 2025

    220 School St, Millington, MD 21651

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 2009

    Last Sold Summary

    • $199/SF
    • 4 Days On Market

    Current Estimated Value $345,641

    Last Listing Agent Crystal Smith RE/MAX Executive

    220 School St, Millington, MD 21651
    • /41

      Est $518,010 Not Listed For Sale

      203 Leeds Ct, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 2,422 Sq Ft
      • Built 2005
      203 Leeds Ct, Chestertown, MD 21620

      Last Sold Summary

      • 30% Above List Price
      • $164/SF
      • 5 Days On Market

      Last Sold Price $397,000

      Last Listing Agent Andrew Pallante Compass

  • /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
  • /32

    $782,500 Sold May 09, 2025

    308 Landing Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • Built 2017

    Last Sold Summary

    • $355/SF
    • 10 Days On Market

    Current Estimated Value $818,920

    Last Listing Agent John Burke Gunther-McClary Real Estate

    308 Landing Ln, Chestertown, MD 21620
    • /50

      Est $538,139 Not Listed For Sale

      217 Birch Run Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,208 Sq Ft
      • Built 1984
      217 Birch Run Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $227/SF
      • 35 Days On Market

      Last Sold Price $501,000

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /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
  • /40

    $1,100,000 Sold Jul 14, 2025

    24196 Still Pond Neck Rd, Worton, MD 21678

    • 4 Beds
    • 3.5 Baths
    • 4,148 Sq Ft
    • Built 2005

    Last Sold Summary

    • $265/SF
    • 2 Days On Market

    Current Estimated Value $1,118,558

    Last Listing Agent William Norris Select Land & Homes, LLC

    24196 Still Pond Neck Rd, Worton, MD 21678
    • /28

      Est $295,430 Not Listed For Sale

      20705 Wilkins Ave, Rock Hall, MD 21661

      • 4 Beds
      • 1 Bath
      • 922 Sq Ft
      • Built 1900
      20705 Wilkins Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 14% Above List Price
      • $282/SF
      • 7 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

  • /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
  • /18

    $208,500 Sold May 23, 2025

    6166 Dorlon Dr, Rock Hall, MD 21661

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft
    • Built 1995

    Last Sold Summary

    • $189/SF
    • 23 Days On Market

    Current Estimated Value $221,924

    Last Listing Agent Frederick Golding RE/MAX Advantage Realty

    6166 Dorlon Dr, Rock Hall, MD 21661
    • /15

      Est $260,460 Not Listed For Sale

      7509 Sunburst Ave, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft
      • Built 1989
      7509 Sunburst Ave, Chestertown, MD 21620

      Last Sold Summary

      • 13% Above List Price
      • $224/SF
      • 6 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Tiffany Dodson Samson Properties

  • /3

    $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
  • /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
    • /24

      Est $230,847 Not Listed For Sale

      25032 Lambs Meadow Rd, Worton, MD 21678

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1994
      25032 Lambs Meadow Rd, Worton, MD 21678

      Last Sold Summary

      • 29% Above List Price
      • $170/SF
      • 117 Days On Market

      Last Sold Price $179,400

      Last Listing Agent Megan Carpenter Tesla Realty Group, LLC

  • /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
  • /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

    Current Estimated Value $269,560

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    24415 Chestertown Rd, Chestertown, MD 21620
    • /19

      Est $891,539 Not Listed For Sale

      10785 Big Stone Rd, Millington, MD 21651

      • 3 Beds
      • 1 Bath
      • 1,372 Sq Ft
      • Built 1968
      10785 Big Stone Rd, Millington, MD 21651

      Last Sold Summary

      • 63% Below List Price
      • $1,749/SF
      • 4 Days On Market

      Last Sold Price $2,400,000

      Last Listing Agent BRIAN MORRIS The Land Group

  • /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
  • /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
    • /39

      Est $386,320 Not Listed For Sale

      100 Malone Ave, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 2,444 Sq Ft
      • Built 1967
      100 Malone Ave, Chestertown, MD 21620

      Last Sold Summary

      • 34% Above List Price
      • $118/SF
      • 94 Days On Market

      Last Sold Price $287,500

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /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
  • /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

    Current Estimated Value $522,489

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

    5179 Quaker Neck Rd, Chestertown, MD 21620
    • /16

      Est $236,136 Not Listed For Sale

      5804 Liberty St, Rock Hall, MD 21661

      • 2 Beds
      • 1 Bath
      • 884 Sq Ft
      • Built 1967
      5804 Liberty St, Rock Hall, MD 21661

      Last Sold Summary

      • 28% Above List Price
      • $209/SF
      • 113 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

  • /7

    $5,000

    • Land
    • 0.37 Acre
    • $13,514 per Acre

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 4/24/2026 @ 10:00 AM. Bidding ends 4/28/2026 @ 12:40 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to all the attractions in Chestertown, Maryland. It offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620

Showing Results 481 - 520, Page 13 of 18

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