12,132

Kent County, MD Homes

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  • /45

    $425,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    8629 Airy Hill Rd, Chestertown, MD 21620

    Well maintained Beautiful Brick Rancher nestled on 2.16 Acres in Chestertown and a short distance to Historic Downtown. 3 Spacious Bedrooms all with Hardwood Flooring and 2 Full Baths. The Primary Bath has been completely renovated with a Walk-In Tiled Shower. Living Room offering a cozy Brick Fireplace with Hardwood Flooring. Family/Kitchen Combo with Slider leading to the tranquil back yard.

    Lauren Smith Keller Williams Realty

    8629 Airy Hill Rd, Chestertown, MD 21620
  • /30

    $750,000

    Sold May 08, 2026

    29030 Belchester Rd, Kennedyville, MD 21645

    • 5 Beds
    • 3 Baths
    • 3,088 Sq Ft
    • Built 2011

    Last Sold Summary

    • $243/SF

    Current Estimated Value $751,267

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    29030 Belchester Rd, Kennedyville, MD 21645
    • /35

      Est $374,737

      Not Listed For Sale

      117 Court St, Chestertown, MD 21620

      • 1 Bed
      • 1 Bath
      • 744 Sq Ft
      • Built 1885
      117 Court St, Chestertown, MD 21620

      Last Sold Summary

      • 23 Days On Market

  • /24

    $419,900

    Pending
    • 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
  • /62

    $495,000

    Sold Apr 17, 2026

    201 Greenwood Ave, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,984 Sq Ft
    • Built 1960

    Last Sold Summary

    • $124/SF
    • 36 Days On Market

    Current Estimated Value $490,279

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    201 Greenwood Ave, Chestertown, MD 21620
    • /35

      Not Listed For Sale

      11430 Lynch Rd, Worton, MD 21678

      • 2 Beds
      • Built 1979
      11430 Lynch Rd, Worton, MD 21678

      Last Sold Summary

      • 27 Days On Market

  • /90

    $2,200,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    7989 Quaker Neck Rd, Chestertown, MD 21620

    Price Improvement! Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but high end modern upgrades, you will be living the life of luxury. Spacious rooms, magnificent views of the Chester River and your private dock with new boat lift, sandy beach, and stunning new saltwater pool. Exposed beams, scalamandre

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    7989 Quaker Neck Rd, Chestertown, MD 21620
  • /68

    $309,000

    Sold Dec 02, 2025

    12776 Still Pond Rd, Still Pond, MD 21667

    • 3 Beds
    • 1.5 Baths
    • 1,735 Sq Ft
    • Built 1915

    Last Sold Summary

    • $178/SF
    • 171 Days On Market

    Current Estimated Value $307,789

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    12776 Still Pond Rd, Still Pond, MD 21667
    • /14

      Not Listed For Sale

      Lot 17 Hagy Rd, Rock Hall, MD 21661

      Lot 17 Hagy Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 1 Day On Market

  • /51

    $599,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 4,054 Sq Ft

    13983 Turners Point Rd, Kennedyville, MD 21645

    Impeccably kept Kentmore Park home with a white picket fence. Over two acres with private rear yard for relaxation. Adorable brick outbuilding for storage, home office, man cave or she shed. Gazebo for al fresco dining, afternoon card games or just enjoying nature. Two additional sheds for storing just about anything. Habitat for many bird species in season. Owl, Heron and Eagle territory year

    Patricia Kern Gunther-McClary Real Estate

    13983 Turners Point Rd, Kennedyville, MD 21645
  • /18

    $205,000

    Sold Jul 18, 2025

    310 Hilltop Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,216 Sq Ft
    • Built 2005

    Last Sold Summary

    • $169/SF
    • 24 Days On Market

    Current Estimated Value $220,577

    Last Listing Agent Clint Evans Cross Street Realtors LLC

    310 Hilltop Ln, Chestertown, MD 21620
    • /52

      Est $394,117

      Not Listed For Sale

      5785 Liberty St, Rock Hall, MD 21661

      • 3 Beds
      • 2.5 Baths
      • 1,520 Sq Ft
      • Built 1920
      5785 Liberty St, Rock Hall, MD 21661

      Last Sold Summary

      • 2 Days On Market

  • /7

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    8706 Elm Rd, Chestertown, MD 21620

    Welcome to Tolchester Estates, a charming community near the Chesapeake Bay. This 3-bedroom, 2-bath rancher features updated HVAC, gas cooking, an upgraded propane hot water heater, and a recently replaced roof system in March 2026. The property is served by public sewer for added ease and reliability. Step outside to a large rear deck, perfect for entertaining or relaxing while enjoying the

    Andrew Meikle Doug Ashley Realtors, LLC

    8706 Elm Rd, Chestertown, MD 21620
  • /43

    $765,000

    Sold Feb 25, 2026

    25999 Lambs Meadow Rd, Worton, MD 21678

    • 3 Beds
    • 2.5 Baths
    • 3,046 Sq Ft
    • Built 1782

    Last Sold Summary

    • $251/SF
    • 58 Days On Market

    Current Estimated Value $756,755

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    25999 Lambs Meadow Rd, Worton, MD 21678
    • /24

      Est $290,501

      Not Listed For Sale

      5788 Liberty St, Rock Hall, MD 21661

      • 2 Beds
      • 1 Bath
      • 1,220 Sq Ft
      • Built 1958
      5788 Liberty St, Rock Hall, MD 21661

      Last Sold Summary

      • 7 Days On Market

  • /59

    $749,989

    Under Contract
    • 4 Beds
    • 3 Baths
    • 1,912 Sq Ft

    20992 Rock Hall Ave, Rock Hall, MD 21661

    Coveted WATERFRONT in charming RockHall — the Pearl of the Chesapeake.This beautifully updated home offers plenty of space for family and friends with 4 bedrooms and 3 full baths, all wrapped in natural landscaping that provides privacy inside and out. Enjoy peaceful water views of Swan Creek / Haven Creek Cove from the deck or sunroom, or launch your boat or kayak directly from your private

    Michael Roenigk Chaney Homes, LLC

    20992 Rock Hall Ave, Rock Hall, MD 21661
  • /32

    $337,000

    Sold Feb 17, 2026

    21122 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $197/SF
    • 15 Days On Market

    Current Estimated Value $339,167

    Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    21122 Striper Run, Rock Hall, MD 21661
    • /23

      Est $190,416

      Not Listed For Sale

      14059 Magnolia Ct, Galena, MD 21635

      14059 Magnolia Ct, Galena, MD 21635

      Last Sold Summary

      • 91 Days On Market

  • /3

    $175,000

    • Land
    • 32,670 Sq Ft
    • $233,333 per Acre

    8 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    8 Wilson Point Rd, Galena, MD 21635
  • /65

    $525,000

    Sold May 29, 2026

    22360 Great Oak Landing Rd, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 2,688 Sq Ft
    • Built 1989

    Last Sold Summary

    • $195/SF
    • 0 Days On Market

    Current Estimated Value $594,505

    Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    22360 Great Oak Landing Rd, Chestertown, MD 21620
    • /5

      Not Listed For Sale

      0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620

      0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620

      Last Sold Summary

      • 371 Days On Market

  • /58

    $449,900

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    201 Ericsson Ave, Betterton, MD 21610

    Nestled in the charming Betterton community, this delightful farmhouse-style home offers a perfect blend of rustic charm and modern comfort. With 3 spacious bedrooms and 1.5 bathrooms, the interior features warm wood flooring and a cozy brick fireplace, creating an inviting atmosphere for gatherings. The attic provides additional storage or potential for creative use, while the partial basement

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    201 Ericsson Ave, Betterton, MD 21610
  • /74

    $515,000

    Sold Apr 30, 2026

    591 Mill Ln, Galena, MD 21635

    • 3 Beds
    • 2 Baths
    • 2,046 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $252/SF
    • 1 Day On Market

    Current Estimated Value $498,095

    Last Listing Agent Gretchen Wichlinski Compass

    591 Mill Ln, Galena, MD 21635
    • /27

      Est $262,127

      Not Listed For Sale

      117 Chester Arms Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft
      • Built 2022
      117 Chester Arms Dr, Chestertown, MD 21620

      Last Sold Summary

      • 30 Days On Market

  • /16

    $25,000

    • Land
    • 39,204 Sq Ft
    • $27,778 per Acre

    0 Johnsontown Rd, Chestertown, MD 21620

    Vacant land along the Johnsontown Rd, Chestertown, MD and is conveniently located at the corner of Johnsontown Rd and Willow Oak Lane.

    David Amenyah Berkshire Hathaway HomeServices PenFed Realty

    0 Johnsontown Rd, Chestertown, MD 21620
  • /27

    $250,000

    Sold Sep 19, 2025

    146 N Main St, Galena, MD 21635

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Built 1900

    Last Sold Summary

    • $156/SF
    • 55 Days On Market

    Current Estimated Value $271,921

    Last Listing Agent John Carroll Village Real Estate Company LLC

    146 N Main St, Galena, MD 21635
    • /33

      Est $673,791

      Not Listed For Sale

      209 Landing Ln, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft
      • Built 2009
      209 Landing Ln, Chestertown, MD 21620

      Last Sold Summary

      • 209 Days On Market

  • /24

    $389,000

    New Construction $6K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,162 Sq Ft

    21733 Centennial Ln, Rock Hall, MD 21661

    Welcome to Crosby Woods, a charming new community located less than a mile from downtown Rock Hall. This thoughtfully designed neighborhood features just ten single-family homes situated on a quiet cul-de-sac with shared open space and no HOA. This brand-new 2,162 sq. ft. rancher offers comfortable one-level living with four bedrooms and two full bathrooms. The home features beautifully finished

    Sarah Ulrick Rock Hall Properties Real Estate

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

    $237,000

    Sold Jun 30, 2025

    898 Washington Ave, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • Built 1967

    Last Sold Summary

    • $171/SF
    • 5 Days On Market

    Current Estimated Value $259,569

    Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    898 Washington Ave, Chestertown, MD 21620
    • /18

      Est $416,078

      Not Listed For Sale

      21991 Lovers Ln, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 2009
      21991 Lovers Ln, Rock Hall, MD 21661

      Last Sold Summary

      • 63 Days On Market

  • /4

    $250,000

    • Land
    • 37,026 Sq Ft
    • $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
  • /36

    $252,500

    Sold Jul 11, 2025

    6174 Dorlon Dr, Rock Hall, MD 21661

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1994

    Last Sold Summary

    • $250/SF
    • 29 Days On Market

    Current Estimated Value $254,594

    Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

    6174 Dorlon Dr, Rock Hall, MD 21661
    • /36

      Est $608,352

      Not Listed For Sale

      22768 McKinleyville Rd, Rock Hall, MD 21661

      • 3 Beds
      • 2.5 Baths
      • 2,652 Sq Ft
      • Built 2009
      22768 McKinleyville Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 28 Days On Market

  • /9

    $109,999

    • Land
    • 7,840 Sq Ft
    • $611,106 per Acre

    116 N Cross St, Chestertown, MD 21620

    Great opportunity in the heart of Chestertown. This downtown commercial lot offers incredible potential just steps from established businesses and local amenities. Public sewer is available and accessible, making development that much more convenient. Positioned next to a professional office building, the property benefits from strong daily visibility with both foot and vehicle traffic passing

    Hayley Norris Select Land & Homes, LLC

    116 N Cross St, Chestertown, MD 21620
  • /60

    $1,070,000

    Sold Jan 13, 2026

    33487 Galena Sassafras Rd, Galena, MD 21635

    • 3 Beds
    • 2.5 Baths
    • 3,076 Sq Ft
    • Built 2013

    Last Sold Summary

    • $348/SF
    • 45 Days On Market

    Current Estimated Value $1,111,868

    Last Listing Agent Stephanie Coho Compass RE

    33487 Galena Sassafras Rd, Galena, MD 21635
    • /44

      Est $452,240

      Not Listed For Sale

      204 N Mill St, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,890 Sq Ft
      • Built 1920
      204 N Mill St, Chestertown, MD 21620

      Last Sold Summary

      • 49 Days On Market

  • /28

    $279,000

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

    11106 Plum Dr, Worton, MD 21678

    Good as New. Renovated from top to bottom. Pictures say it all. On the outside we have a new roof, windows, and siding . Inside you will not have to do a thing except make it your own. We have all updated painting and flooring throughout the house . You will find Tile and HVLP flooring which are all heated with propane. Kitchen has been updated and freshened up and ready for a new owner. For all

    Grace Crockett Doug Ashley Realtors, LLC

    11106 Plum Dr, Worton, MD 21678
  • /2

    $360,000

    Sold Oct 17, 2025

    5810 Clam Cove, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft

    Last Sold Summary

    • $221/SF
    • 1 Day On Market

    Current Estimated Value $367,651

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    5810 Clam Cove, Rock Hall, MD 21661
    • /7

      Not Listed For Sale

      128 N Queen St, Chestertown, MD 21620

      • 4 Beds
      • 5 Baths
      • 3,497 Sq Ft
      • Built 1900
      128 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 6 Days On Market

  • /40

    $289,000

    $10K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,982 Sq Ft

    390 Hurtt Ave, Millington, MD 21651

    Welcome to the peaceful, historic town of Millington on the Chester river in Kent County. This delightful home offers 3 large bedrooms, an updated kitchen with granite counters, and 1.5 baths with custom tile work. The 1st level addition adds plenty of extra space for family or guests. Huge fenced yard with a large deck and storage shed, private driveway, 2 separate HVAC zones with central AC,

    Raphael Szendro R&R Executive Realty

    390 Hurtt Ave, Millington, MD 21651

Showing Results 121 - 160, Page 4 of 18

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