11,962

Kent County, MD Homes

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  • /59

    $775,000

    Sold Nov 08, 2025

    8293 Brices Mill Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,836 Sq Ft
    • Built 1900

    Last Sold Summary

    • $273/SF
    • 0 Days On Market

    Current Estimated Value $778,951

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    8293 Brices Mill Rd, Chestertown, MD 21620
    • /27

      Est $256,661

      Not Listed For Sale

      5810 Judefind Ave, Rock Hall, MD 21661

      • 2 Beds
      • 1.5 Baths
      • 850 Sq Ft
      • Built 2010
      5810 Judefind Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /45

    $374,900

    • 4 Beds
    • 3 Baths
    • 1,932 Sq Ft

    31657 Olivet Cir, Galena, MD 21635

    Back on the market due to the previous buyer's financing denial. A home inspection was completed, and the seller has addressed all requested repairs. The inspection report and receipts for completed repairs are available upon request, providing added confidence for prospective buyers. The seller is also offering a one-year home warranty.Welcome to this beautifully updated 4-bedroom, 3

    neveela gondal Keller Williams Realty Central-Delaware

    31657 Olivet Cir, Galena, MD 21635
  • /31

    $490,000

    Sold Mar 25, 2026

    14525 John Peel Rd, Galena, MD 21635

    • 3 Beds
    • 2.5 Baths
    • 1,932 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Above List Price
    • $254/SF
    • 3 Days On Market

    Current Estimated Value $488,654

    Last Listing Agent Jason Hinish Corner House Realty

    14525 John Peel Rd, Galena, MD 21635
    • /26

      Est $294,259

      Not Listed For Sale

      25563 Pines Rd, Worton, MD 21678

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1983
      25563 Pines Rd, Worton, MD 21678

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

  • /25

    $315,000

    Coming Soon Sep 18
    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    24775 Langford Rd, Chestertown, MD 21620

    Here is 24775 Langford Road, a well-maintained 3-bedroom, 1-bath home situated on 1.27 acres in a peaceful country setting just minutes from downtown Chestertown. The property features a spacious two to three-car detached garage/workshop, offering plenty of room for vehicles, storage, hobbies, or projects. A large Trex deck provides additional outdoor living and entertaining space.The home

    Joseph A Zang III RE/MAX Chesapeake

    24775 Langford Rd, Chestertown, MD 21620
  • /2

    $11,000

    Sold Feb 19, 2026

    0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620

    • Land
    • 2 Acres
    • $5,500 per Acre

    Last Sold Summary

    • 806 Days On Market

    Last Listing Agent Dee Dee Miller Paul Wesley Real Estate

    0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620
    • /50

      Est $343,834

      Not Listed For Sale

      220 School St, Millington, MD 21651

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 2009
      220 School St, Millington, MD 21651

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Crystal Smith RE/MAX Executive

  • /3

    $3,000

    • Land
    • 14,810 Sq Ft
    • $8,824 per Acre

    0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:45 AM. 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 the Chester River. The area provides easy access to the

    Adam Shpritz Ashland Auction Group LLC

    0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620
  • /19

    $259,900

    Sold May 18, 2026

    107 Metcalfe Rd, Chestertown, MD 21620

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 2025

    Last Sold Summary

    • $217/SF
    • 41 Days On Market

    Last Listing Agent David Moore Real Broker, LLC

    107 Metcalfe Rd, Chestertown, MD 21620
    • /58

      Est $850,804

      Not Listed For Sale

      105 S Water St, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,565 Sq Ft
      • Built 1900
      105 S Water St, Chestertown, MD 21620

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Richard Keaveney Cross Street Realtors LLC

  • /8

    $550,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    5666 Walnut St, Rock Hall, MD 21661

    Rare opportunity to purchase five contiguous parcels totaling 3.765± acres in a prime location near Rock Hall Harbor. Parcel 505 features an older manufactured home situated on approximately 1.27± water-view acres with scenic views of North Point Marina and Rock Hall Harbor. The additional parcels include Parcel 504 (0.853± acres), Parcel 503 (1.04± acres), Parcel 502 (0.258± acres), and Parcel

    Cindy Genther Rock Hall Properties Real Estate

    5666 Walnut St, Rock Hall, MD 21661
  • /51

    $380,000

    Sold Aug 18, 2026

    107 Flying Cloud Dr, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 2,534 Sq Ft
    • Built 2023

    Last Sold Summary

    • 4% Below List Price
    • $150/SF
    • 64 Days On Market

    Current Estimated Value $389,447

    Last Listing Agent Cynthia Gardner CENTURY 21 New Millennium

    107 Flying Cloud Dr, Chestertown, MD 21620
    • /2

      Est $255,137

      Not Listed For Sale

      108 S Main St, Galena, MD 21635

      • 4 Beds
      • 1.5 Baths
      • 2,004 Sq Ft
      • Built 1900
      108 S Main St, Galena, MD 21635

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • /26

    $480,000

    • 5 Beds
    • 2 Baths
    • 1,664 Sq Ft

    21251 Chesapeake Ave, Rock Hall, MD 21661

    Beautifully updated while preserving its character, this charming home is ideally located just a short distance from the Rock Hall Harbor and Chesapeake Bay, offering easy access to waterfront dining, boating, and all the coastal charm Rock Hall has to offer.Relax on the spacious front porch, or entertain on the screened porch, complete with electricity and plenty of space for outdoor

    Julia Hilfiker Gunther-McClary Real Estate

    21251 Chesapeake Ave, Rock Hall, MD 21661
  • /47

    $359,000

    Sold Feb 03, 2026

    8833 Georgetown Rd, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft
    • Built 1900

    Last Sold Summary

    • $221/SF
    • 76 Days On Market

    Current Estimated Value $347,894

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    8833 Georgetown Rd, Chestertown, MD 21620
    • /39

      Est $263,794

      Not Listed For Sale

      114 School Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,102 Sq Ft
      • Built 1966
      114 School Rd, Chestertown, MD 21620

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /45

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 2,504 Sq Ft

    123 Trafford Dr, Chestertown, MD 21620

    Space, convenience, and value just minutes from downtown Chestertown! This spacious 4-bedroom, 2.5-bath Colonial in Coventry Farms checks the boxes for buyers looking for room to spread out without giving up convenience.The main level features a comfortable living room, dining area, kitchen, and half bath. Upstairs, you’ll find four bedrooms, including a spacious primary suite with a

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    123 Trafford Dr, Chestertown, MD 21620
  • /41

    $324,000

    Sold Aug 14, 2026

    102 Flying Cloud Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft
    • Built 2023

    Last Sold Summary

    • 5% Below List Price
    • $171/SF
    • 62 Days On Market

    Current Estimated Value $334,973

    Last Listing Agent Dan Foster Long & Foster Real Estate, Inc.

    102 Flying Cloud Dr, Chestertown, MD 21620
    • /42

      Est $330,208

      Not Listed For Sale

      5292 Skinners Neck Rd, Rock Hall, MD 21661

      • 3 Beds
      • 1 Bath
      • 1,698 Sq Ft
      • Built 1918
      5292 Skinners Neck Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

  • /35

    $359,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,036 Sq Ft

    101 S College Ave, Chestertown, MD 21620

    This lovely 1920 Chestertown colonial is full of character, charm and artistic detail. Thoughtfully updated, the home offers a bright, open floor plan that highlights its handcrafted touches. The living room features re-stored hardwood floors and a cozy gas fireplace, creating a warm cozy space.Natural light pours into the open and airy kitchen with newer painted cabinets, stenciled

    Michele Palmer Doug Ashley Realtors, LLC

    101 S College Ave, 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 $715,932

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26889 Morgnec Rd, Chestertown, MD 21620
    • /36

      Est $400,308

      Not Listed For Sale

      23118 Raleigh Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft
      • Built 1970
      23118 Raleigh Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

  • /29

    $363,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    206 Maplewood Ln, Galena, MD 21635

    Welcome to Galena a little big town. Located just down the road from the Sassafras River this area has excellent access to the Chesapeake Bay, shopping, restaurants and more. With just about an hours drive you can be in Baltimore, Philadelphia or Annapolis. What an opportunity to build instant equity. Spacious home in great community, backing to farmland. This home is located in the community,

    Kristie Midash L. C. Parker Real Estate

    206 Maplewood Ln, Galena, MD 21635
  • /27

    $237,500

    Sold Mar 26, 2026

    381 Hurtt Ave, Millington, MD 21651

    • 2 Beds
    • 1 Bath
    • 1,112 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Above List Price
    • $214/SF
    • 4 Days On Market

    Current Estimated Value $235,780

    Last Listing Agent Ray Davis Cross Street Realtors LLC

    381 Hurtt Ave, Millington, MD 21651
    • /33

      Est $326,155

      Not Listed For Sale

      10550 Klamath Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft
      • Built 2006
      10550 Klamath Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent David Moore Real Broker, LLC

  • /37

    $455,000

    $23K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,904 Sq Ft

    7982 Radcliffe Rd, Chestertown, MD 21620

    Welcome home to 7982 Radcliffe Road! This charming corner-lot offers a perfect blend of character and modern comfort. Built in 1978- this well maintained 2 bedroom, 2 bathroom home feels more of a newer era. Inside you'll find a spacious living room with plenty of room to relax by the fireplace or entertain! The oversized garage offers amazing storage and features an office space that is closed

    Abigail Usilton Doug Ashley Realtors, LLC

    7982 Radcliffe 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

    Current Estimated Value $110,666

    Last Listing Agent Nicole Stephens Tesla Realty Group, LLC

    5700 Johnsontown Rd, Chestertown, MD 21620
    • /35

      Est $406,631

      Not Listed For Sale

      107 Dogwood Dr, Galena, MD 21635

      • 3 Beds
      • 2 Baths
      • 1,804 Sq Ft
      • Built 2000
      107 Dogwood Dr, Galena, MD 21635

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Mark Saunders Integrity Real Estate

  • /26

    $239,900

    $7K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    104 Conley Dr, Chestertown, MD 21620

    Price Improvement! Now offered at $239,900Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you’ll find three bedrooms and a

    Heather Kooser Cummings & Co. Realtors

    104 Conley Dr, Chestertown, MD 21620
  • /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

    Current Estimated Value $313,603

    Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

    21119 Striper Run, Rock Hall, MD 21661
    • /42

      Est $276,318

      Not Listed For Sale

      11052 Austin Ct, Worton, MD 21678

      • 3 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 2005
      11052 Austin Ct, Worton, MD 21678

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Peter Fettig Keller Williams Flagship

  • /8

    $4,500

    Under Contract
    • Land
    • 22,651 Sq Ft
    • $8,654 per Acre

    0 Sandpiper Rd Unit MDKE2006902, Chestertown, MD 21620

    Recreational lot- access community amenities, bird watch, garden, make a trail, firewood, etc. Not buildable unless the county adds public sewer in the future. RVs are not permitted. Chespeake Landing has walking trails, community boat ramp, and a new restaurant at the marina to enjoy!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Sandpiper Rd Unit MDKE2006902, Chestertown, MD 21620
  • /20

    $125,000

    Sold Mar 02, 2026

    423 Calvert St, Chestertown, MD 21620

    • 3 Beds
    • 1.5 Baths
    • 1,136 Sq Ft
    • Built 1992

    Last Sold Summary

    • $110/SF
    • 112 Days On Market

    Current Estimated Value $179,564

    Last Listing Agent Barbara McCaffrey Redfin Corp

    423 Calvert St, Chestertown, MD 21620
    • /28

      Est $534,514

      Not Listed For Sale

      116 Harlan Loop, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 4,067 Sq Ft
      • Built 2009
      116 Harlan Loop, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Robert Kaetzel Real Estate Professionals, Inc.

  • /25

    $330,000

    • 2 Beds
    • 1.5 Baths
    • 1,710 Sq Ft

    21352 Allens Ln, Rock Hall, MD 21661

    Adorable arts & craft style home with many upgrades and amenities. The original wood floors are warm and welcoming, wile the custom cabinetry and concrete countertops and sinks add an elegant modern touch. Two plus bedrooms and a custom built sleeping loft provide enough room for occasional guests. Fixed stairs to the attic offer room to expand. The Chesapeake Bay is a short walk to the end of

    Robin Fithian Rock Hall Properties Real Estate

    21352 Allens Ln, Rock Hall, MD 21661
  • /41

    $465,000

    Sold Aug 14, 2026

    311 Devon Dr, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,504 Sq Ft
    • Built 2007

    Last Sold Summary

    • $133/SF
    • 216 Days On Market

    Current Estimated Value $495,143

    Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    311 Devon Dr, Chestertown, MD 21620
    • /29

      Est $357,322

      Not Listed For Sale

      21201 Rock Hall Ave, Rock Hall, MD 21661

      • 3 Beds
      • 1.5 Baths
      • 1,731 Sq Ft
      • Built 1922
      21201 Rock Hall Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 249 Days On Market

      Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

  • /2

    $9,500

    • Land
    • 14,810 Sq Ft
    • $27,941 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Dee Dee Miller Paul Wesley Real Estate

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • /8

    $60,000

    Sold Oct 03, 2025

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

    • Land
    • 34,848 Sq Ft
    • $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

Showing Results 201 - 240, Page 6 of 18

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